MiMeDB: Showing metabocard for Flavin mononucleotide (MMDBc0000570)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-12-10 18:40:46 UTC

Update Date

2024-10-09 17:05:58 UTC

Metabolite ID

MMDBc0000570

Metabolite Identification

Common Name

Flavin mononucleotide

Description

Flavin mononucleotide (FMN), or riboflavin-5′-phosphate, is a biomolecule produced from riboflavin (vitamin B2) by the enzyme riboflavin kinase and functions as the prosthetic group of various oxidoreductases, including NADH dehydrogenase, as well as cofactor in biological blue-light photo receptors. During the catalytic cycle, a reversible interconversion of the oxidized (FMN), semiquinone (FMNH), and reduced (FMNH2) forms occurs in the various oxidoreductases. FMN is a stronger oxidizing agent than NAD and is particularly useful because it can take part in both one- and two-electron transfers. In its role as blue-light photo receptor, (oxidized) FMN stands out from the 'conventional' photo receptors as the signaling state and not an E/Z isomerization. It is the principal form in which riboflavin is found in cells and tissues. It requires more energy to produce, but is more soluble than riboflavin. Flavin mononucleotide belongs to the class of organic compounds known as flavin nucleotides. These are nucleotides containing a flavin moiety. Flavin is a compound that contains the tricyclic isoalloxazine ring system, which bears 2 oxo groups at the 2- and 4-positions. Flavin mononucleotide exists in all living species, ranging from bacteria to humans. Within humans, flavin mononucleotide participates in a number of enzymatic reactions. In particular, formic acid and flavin mononucleotide can be biosynthesized from FMNH2; which is catalyzed by the enzyme lanosterol 14-alpha demethylase. In addition, formic acid and flavin mononucleotide can be biosynthesized from FMNH2 through the action of the enzyme lanosterol 14-alpha demethylase. In humans, flavin mononucleotide is involved in bloch pathway (cholesterol biosynthesis). Outside of the human body, flavin mononucleotide has been detected, but not quantified in several different foods, such as mandarin orange (clementine, tangerine), horseradish tree, black elderberries, angelica, and ostrich ferns.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652309042000242D          

 31 33  0  0  1  0            999 V2000
   -5.0013    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704   -1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  5  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 10 17  1  0  0  0  0
 17 18  2  0  0  0  0
  4 18  1  0  0  0  0
  9 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 25 28  1  0  0  0  0
 22 29  1  1  0  0  0
 21 30  1  6  0  0  0
 20 31  1  1  0  0  0
M  END

HMDB0001520
     RDKit          3D
Flavin mononucleotide
 52 54  0  0  0  0  0  0  0  0999 V2000
   -5.4563    2.6957   -0.3846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3858    1.6916   -0.1441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6669    0.3758   -0.3325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6868   -0.5882   -0.1157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0236   -1.8768   -0.3205 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1064   -2.8153   -0.1224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3597   -4.1718   -0.3079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5072   -4.5088   -0.6781 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3716   -5.0558   -0.0842 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1546   -4.6451    0.3127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2941   -5.5687    0.4951 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8471   -3.3518    0.5092 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7774   -2.4147    0.3071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4424   -1.1177    0.5121 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1033   -0.7790    0.9388 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8185   -0.5223   -0.2408 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9128   -1.6317   -1.0457 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1656   -0.0831    0.3037 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9084    1.0546    1.1030 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1006    0.3492   -0.7835 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3921   -0.7522   -1.6146 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4109    0.7435   -0.1372 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3653    1.0980   -1.0927 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8139    1.5327   -0.3524 P   0  0  0  0  0  5  0  0  0  0  0  0
    7.4267    0.2968    0.2491 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5675    2.6361    0.9051 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8705    2.1637   -1.4855 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4049   -0.2053    0.2982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1347    1.1267    0.4844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1251    2.0568    0.2619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8644    3.5168    0.4556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0686    3.6677   -0.7076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1298    2.2999   -1.1998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0600    2.7523    0.5526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6613    0.0912   -0.6525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5685   -6.0909   -0.2268 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3387   -1.6616    1.4993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0660    0.0342    1.6862 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4524    0.3159   -0.8679 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5799   -2.2889   -0.7870 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6287   -0.8770    0.8914 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2339    1.6355    0.6742 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7088    1.1625   -1.4060 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8152   -1.4547   -1.0531 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2358    1.5609    0.6026 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8011   -0.1441    0.3955 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7103    3.1105    0.8300 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6202    1.5601   -1.6477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1629    1.4610    0.7993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9173    3.6541    1.0193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8308    4.0424   -0.5216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7007    3.9192    1.0586 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 24 27  1  0
 14 28  1  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 30  2  1  0
 28  4  2  0
 13  6  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  9 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  6
 17 40  1  0
 18 41  1  1
 19 42  1  0
 20 43  1  6
 21 44  1  0
 22 45  1  0
 22 46  1  0
 26 47  1  0
 27 48  1  0
 29 49  1  0
 31 50  1  0
 31 51  1  0
 31 52  1  0
M  END


  Mrv1652309042000242D          

 31 33  0  0  1  0            999 V2000
   -5.0013    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704   -1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  5  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 10 17  1  0  0  0  0
 17 18  2  0  0  0  0
  4 18  1  0  0  0  0
  9 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 25 28  1  0  0  0  0
 22 29  1  1  0  0  0
 21 30  1  6  0  0  0
 20 31  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000570

> <DATABASE_NAME>
MIME

> <SMILES>
CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@H](O)COP(O)(O)=O)C1=NC(=O)NC(=O)C1=N2

> <INCHI_IDENTIFIER>
InChI=1S/C17H21N4O9P/c1-7-3-9-10(4-8(7)2)21(15-13(18-9)16(25)20-17(26)19-15)5-11(22)14(24)12(23)6-30-31(27,28)29/h3-4,11-12,14,22-24H,5-6H2,1-2H3,(H,20,25,26)(H2,27,28,29)/t11-,12+,14-/m0/s1

> <INCHI_KEY>
FVTCRASFADXXNN-SCRDCRAPSA-N

> <FORMULA>
C17H21N4O9P

> <MOLECULAR_WEIGHT>
456.3438

> <EXACT_MASS>
456.104614802

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
42.18863753153134

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3S,4S)-5-{7,8-dimethyl-2,4-dioxo-2H,3H,4H,10H-benzo[g]pteridin-10-yl}-2,3,4-trihydroxypentyl]oxy}phosphonic acid

> <ALOGPS_LOGP>
-0.78

> <JCHEM_LOGP>
-1.0401062913333337

> <ALOGPS_LOGS>
-2.83

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
5.861669782552471

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.4921020390081319

> <JCHEM_PKA_STRONGEST_BASIC>
-2.6107860700389316

> <JCHEM_POLAR_SURFACE_AREA>
201.57999999999998

> <JCHEM_REFRACTIVITY>
107.14129999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.68e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
riboflavin 5'-phosphate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001520
     RDKit          3D
Flavin mononucleotide
 52 54  0  0  0  0  0  0  0  0999 V2000
   -5.4563    2.6957   -0.3846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3858    1.6916   -0.1441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6669    0.3758   -0.3325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6868   -0.5882   -0.1157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0236   -1.8768   -0.3205 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1064   -2.8153   -0.1224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3597   -4.1718   -0.3079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5072   -4.5088   -0.6781 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3716   -5.0558   -0.0842 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1546   -4.6451    0.3127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2941   -5.5687    0.4951 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8471   -3.3518    0.5092 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7774   -2.4147    0.3071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4424   -1.1177    0.5121 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1033   -0.7790    0.9388 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8185   -0.5223   -0.2408 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9128   -1.6317   -1.0457 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1656   -0.0831    0.3037 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9084    1.0546    1.1030 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1006    0.3492   -0.7835 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3921   -0.7522   -1.6146 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4109    0.7435   -0.1372 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3653    1.0980   -1.0927 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8139    1.5327   -0.3524 P   0  0  0  0  0  5  0  0  0  0  0  0
    7.4267    0.2968    0.2491 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5675    2.6361    0.9051 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8705    2.1637   -1.4855 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4049   -0.2053    0.2982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1347    1.1267    0.4844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1251    2.0568    0.2619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8644    3.5168    0.4556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0686    3.6677   -0.7076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1298    2.2999   -1.1998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0600    2.7523    0.5526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6613    0.0912   -0.6525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5685   -6.0909   -0.2268 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3387   -1.6616    1.4993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0660    0.0342    1.6862 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4524    0.3159   -0.8679 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5799   -2.2889   -0.7870 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6287   -0.8770    0.8914 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2339    1.6355    0.6742 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7088    1.1625   -1.4060 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8152   -1.4547   -1.0531 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2358    1.5609    0.6026 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8011   -0.1441    0.3955 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7103    3.1105    0.8300 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6202    1.5601   -1.6477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1629    1.4610    0.7993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9173    3.6541    1.0193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8308    4.0424   -0.5216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7007    3.9192    1.0586 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 24 27  1  0
 14 28  1  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 30  2  1  0
 28  4  2  0
 13  6  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  9 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  6
 17 40  1  0
 18 41  1  1
 19 42  1  0
 20 43  1  6
 21 44  1  0
 22 45  1  0
 22 46  1  0
 26 47  1  0
 27 48  1  0
 29 49  1  0
 31 50  1  0
 31 51  1  0
 31 52  1  0
M  END

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  C   UNK     0      -9.336   0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.002   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -8.002  -1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.335  -1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -6.668   0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -6.668   2.310   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      -4.001  -2.310   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      -4.001  -3.850   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0      -2.667  -4.620   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      -2.667  -6.160   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -1.334  -6.930   0.000  0.00  0.00           O+0
HETATM   14  N   UNK     0      -4.001  -6.930   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      -5.335  -6.160   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -6.668  -6.930   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0      -6.668  -3.850   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0      -2.667  -1.540   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.000  -1.540   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.667  -1.540   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   25  P   UNK     0       5.335  -1.540   0.000  0.00  0.00           P+0
HETATM   26  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       6.105  -2.874   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       4.565  -0.206   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       1.334  -3.850   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -1.334  -3.850   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   18                                                  
CONECT    5    4    6    9                                                  
CONECT    6    5    7                                                       
CONECT    7    6    2    8                                                  
CONECT    8    7                                                            
CONECT    9    5   10   19                                                  
CONECT   10    9   11   17                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   10   18                                                  
CONECT   18   17    4                                                       
CONECT   19    9   20                                                       
CONECT   20   19   21   31                                                  
CONECT   21   20   22   30                                                  
CONECT   22   21   23   29                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27   28                                             
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   25                                                            
CONECT   29   22                                                            
CONECT   30   21                                                            
CONECT   31   20                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

COMPND    HMDB0001520
HETATM    1  C1  UNL     1      -5.456   2.696  -0.385  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.386   1.692  -0.144  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.667   0.376  -0.332  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.687  -0.588  -0.116  1.00  0.00           C  
HETATM    5  N1  UNL     1      -4.024  -1.877  -0.321  1.00  0.00           N  
HETATM    6  C5  UNL     1      -3.106  -2.815  -0.122  1.00  0.00           C  
HETATM    7  C6  UNL     1      -3.360  -4.172  -0.308  1.00  0.00           C  
HETATM    8  O1  UNL     1      -4.507  -4.509  -0.678  1.00  0.00           O  
HETATM    9  N2  UNL     1      -2.372  -5.056  -0.084  1.00  0.00           N  
HETATM   10  C7  UNL     1      -1.155  -4.645   0.313  1.00  0.00           C  
HETATM   11  O2  UNL     1      -0.294  -5.569   0.495  1.00  0.00           O  
HETATM   12  N3  UNL     1      -0.847  -3.352   0.509  1.00  0.00           N  
HETATM   13  C8  UNL     1      -1.777  -2.415   0.307  1.00  0.00           C  
HETATM   14  N4  UNL     1      -1.442  -1.118   0.512  1.00  0.00           N  
HETATM   15  C9  UNL     1      -0.103  -0.779   0.939  1.00  0.00           C  
HETATM   16  C10 UNL     1       0.818  -0.522  -0.241  1.00  0.00           C  
HETATM   17  O3  UNL     1       0.913  -1.632  -1.046  1.00  0.00           O  
HETATM   18  C11 UNL     1       2.166  -0.083   0.304  1.00  0.00           C  
HETATM   19  O4  UNL     1       1.908   1.055   1.103  1.00  0.00           O  
HETATM   20  C12 UNL     1       3.101   0.349  -0.784  1.00  0.00           C  
HETATM   21  O5  UNL     1       3.392  -0.752  -1.615  1.00  0.00           O  
HETATM   22  C13 UNL     1       4.411   0.744  -0.137  1.00  0.00           C  
HETATM   23  O6  UNL     1       5.365   1.098  -1.093  1.00  0.00           O  
HETATM   24  P1  UNL     1       6.814   1.533  -0.352  1.00  0.00           P  
HETATM   25  O7  UNL     1       7.427   0.297   0.249  1.00  0.00           O  
HETATM   26  O8  UNL     1       6.568   2.636   0.905  1.00  0.00           O  
HETATM   27  O9  UNL     1       7.871   2.164  -1.486  1.00  0.00           O  
HETATM   28  C14 UNL     1      -2.405  -0.205   0.298  1.00  0.00           C  
HETATM   29  C15 UNL     1      -2.135   1.127   0.484  1.00  0.00           C  
HETATM   30  C16 UNL     1      -3.125   2.057   0.262  1.00  0.00           C  
HETATM   31  C17 UNL     1      -2.864   3.517   0.456  1.00  0.00           C  
HETATM   32  H1  UNL     1      -5.069   3.668  -0.708  1.00  0.00           H  
HETATM   33  H2  UNL     1      -6.130   2.300  -1.200  1.00  0.00           H  
HETATM   34  H3  UNL     1      -6.060   2.752   0.553  1.00  0.00           H  
HETATM   35  H4  UNL     1      -5.661   0.091  -0.652  1.00  0.00           H  
HETATM   36  H5  UNL     1      -2.569  -6.091  -0.227  1.00  0.00           H  
HETATM   37  H6  UNL     1       0.339  -1.662   1.499  1.00  0.00           H  
HETATM   38  H7  UNL     1      -0.066   0.034   1.686  1.00  0.00           H  
HETATM   39  H8  UNL     1       0.452   0.316  -0.868  1.00  0.00           H  
HETATM   40  H9  UNL     1       1.580  -2.289  -0.787  1.00  0.00           H  
HETATM   41  H10 UNL     1       2.629  -0.877   0.891  1.00  0.00           H  
HETATM   42  H11 UNL     1       1.234   1.636   0.674  1.00  0.00           H  
HETATM   43  H12 UNL     1       2.709   1.163  -1.406  1.00  0.00           H  
HETATM   44  H13 UNL     1       3.815  -1.455  -1.053  1.00  0.00           H  
HETATM   45  H14 UNL     1       4.236   1.561   0.603  1.00  0.00           H  
HETATM   46  H15 UNL     1       4.801  -0.144   0.395  1.00  0.00           H  
HETATM   47  H16 UNL     1       5.710   3.111   0.830  1.00  0.00           H  
HETATM   48  H17 UNL     1       8.620   1.560  -1.648  1.00  0.00           H  
HETATM   49  H18 UNL     1      -1.163   1.461   0.799  1.00  0.00           H  
HETATM   50  H19 UNL     1      -1.917   3.654   1.019  1.00  0.00           H  
HETATM   51  H20 UNL     1      -2.831   4.042  -0.522  1.00  0.00           H  
HETATM   52  H21 UNL     1      -3.701   3.919   1.059  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3    3   30
CONECT    3    4   35
CONECT    4    5   28   28
CONECT    5    6    6
CONECT    6    7   13
CONECT    7    8    8    9
CONECT    9   10   36
CONECT   10   11   11   12
CONECT   12   13   13
CONECT   13   14
CONECT   14   15   28
CONECT   15   16   37   38
CONECT   16   17   18   39
CONECT   17   40
CONECT   18   19   20   41
CONECT   19   42
CONECT   20   21   22   43
CONECT   21   44
CONECT   22   23   45   46
CONECT   23   24
CONECT   24   25   25   26   27
CONECT   26   47
CONECT   27   48
CONECT   28   29
CONECT   29   30   30   49
CONECT   30   31
CONECT   31   50   51   52
END

HMDB0001520
     RDKit          3D
Flavin mononucleotide
 52 54  0  0  0  0  0  0  0  0999 V2000
   -5.4563    2.6957   -0.3846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3858    1.6916   -0.1441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6669    0.3758   -0.3325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6868   -0.5882   -0.1157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0236   -1.8768   -0.3205 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1064   -2.8153   -0.1224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3597   -4.1718   -0.3079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5072   -4.5088   -0.6781 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3716   -5.0558   -0.0842 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1546   -4.6451    0.3127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2941   -5.5687    0.4951 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8471   -3.3518    0.5092 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7774   -2.4147    0.3071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4424   -1.1177    0.5121 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1033   -0.7790    0.9388 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8185   -0.5223   -0.2408 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9128   -1.6317   -1.0457 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1656   -0.0831    0.3037 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9084    1.0546    1.1030 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1006    0.3492   -0.7835 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3921   -0.7522   -1.6146 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4109    0.7435   -0.1372 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3653    1.0980   -1.0927 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8139    1.5327   -0.3524 P   0  0  0  0  0  5  0  0  0  0  0  0
    7.4267    0.2968    0.2491 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5675    2.6361    0.9051 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8705    2.1637   -1.4855 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4049   -0.2053    0.2982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1347    1.1267    0.4844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1251    2.0568    0.2619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8644    3.5168    0.4556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0686    3.6677   -0.7076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1298    2.2999   -1.1998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0600    2.7523    0.5526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6613    0.0912   -0.6525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5685   -6.0909   -0.2268 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3387   -1.6616    1.4993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0660    0.0342    1.6862 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4524    0.3159   -0.8679 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5799   -2.2889   -0.7870 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6287   -0.8770    0.8914 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2339    1.6355    0.6742 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7088    1.1625   -1.4060 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8152   -1.4547   -1.0531 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2358    1.5609    0.6026 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8011   -0.1441    0.3955 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7103    3.1105    0.8300 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6202    1.5601   -1.6477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1629    1.4610    0.7993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9173    3.6541    1.0193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8308    4.0424   -0.5216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7007    3.9192    1.0586 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 24 27  1  0
 14 28  1  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 30  2  1  0
 28  4  2  0
 13  6  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  9 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  6
 17 40  1  0
 18 41  1  1
 19 42  1  0
 20 43  1  6
 21 44  1  0
 22 45  1  0
 22 46  1  0
 26 47  1  0
 27 48  1  0
 29 49  1  0
 31 50  1  0
 31 51  1  0
 31 52  1  0
M  END

Synonyms

Value	Source
Riboflavin 5'-(dihydrogen phosphate)	ChEBI
Riboflavin 5'-monophosphate	ChEBI
Riboflavin 5'-phosphate	ChEBI
Riboflavin monophosphate	ChEBI
Riboflavin-5-phosphate	ChEBI
Riboflavine dihydrogen phosphate	ChEBI
Riboflavin 5'-(dihydrogen phosphoric acid)	Generator
Riboflavin 5'-monophosphoric acid	Generator
Riboflavin 5'-phosphoric acid	Generator
Riboflavin monophosphoric acid	Generator
Riboflavin-5-phosphoric acid	Generator
Riboflavine dihydrogen phosphoric acid	Generator
Flanin	HMDB
Flavine mononucleotide	HMDB
Flavol	HMDB
FMN	HMDB
Riboflavin	HMDB
Riboflavin mononucleotide	HMDB
Riboflavin phosphate	HMDB
Riboflavin-5'-phosphate na	HMDB
Riboflavine 5'-monophosphate	HMDB
Riboflavine 5'-phosphate	HMDB
Riboflavine monophosphate	HMDB
Riboflavine phosphate	HMDB
Riboflavine-5'-phosphate	HMDB
Vitamin b2 phosphate	HMDB
5'-monoPhosphate, riboflavin	HMDB
5'-Phosphate, riboflavin	HMDB
Flavin mononucleotide sodium salt	HMDB
Mononucleotide, riboflavin	HMDB
Flavin mononucleotide monosodium salt	HMDB
Flavin mononucleotide monosodium salt, dihydrate	HMDB
Phosphate, sodium riboflavin	HMDB
Riboflavin 5' phosphate	HMDB
Riboflavin phosphate, sodium	HMDB
Mononucleotide, flavin	HMDB
Riboflavin 5' monophosphate	HMDB
Flavin mononucleotide disodium salt	HMDB
Sodium riboflavin phosphate	HMDB

Molecular Formula

C₁₇H₂₁N₄O₉P

Average Mass

456.3438

Monoisotopic Mass

456.104614802

IUPAC Name

{[(2R,3S,4S)-5-{7,8-dimethyl-2,4-dioxo-2H,3H,4H,10H-benzo[g]pteridin-10-yl}-2,3,4-trihydroxypentyl]oxy}phosphonic acid

Traditional Name

riboflavin 5'-phosphate

CAS Registry Number

Not Available

SMILES

CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@H](O)COP(O)(O)=O)C1=NC(=O)NC(=O)C1=N2

InChI Identifier

InChI=1S/C17H21N4O9P/c1-7-3-9-10(4-8(7)2)21(15-13(18-9)16(25)20-17(26)19-15)5-11(22)14(24)12(23)6-30-31(27,28)29/h3-4,11-12,14,22-24H,5-6H2,1-2H3,(H,20,25,26)(H2,27,28,29)/t11-,12+,14-/m0/s1

InChI Key

FVTCRASFADXXNN-SCRDCRAPSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavin nucleotides. These are nucleotides containing a flavin moiety. Flavin is a compound that contains the tricyclic isoalloxazine ring system, which bears 2 oxo groups at the 2- and 4-positions.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Flavin nucleotides

Sub Class

Not Available

Direct Parent

Flavin nucleotides

Alternative Parents

Substituents

Flavin nucleotide
Flavin
Isoalloxazine
Diazanaphthalene
Pteridine
Quinoxaline
Monoalkyl phosphate
Pyrimidone
Pyrazine
Organic phosphoric acid derivative
Phosphoric acid ester
Benzenoid
Alkyl phosphate
Pyrimidine
Heteroaromatic compound
Vinylogous amide
Secondary alcohol
Lactam
Azacycle
Polyol
Organoheterocyclic compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Alcohol
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

flavin mononucleotide (CHEBI:17621 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.67 g/L	ALOGPS
logP	-0.78	ALOGPS
logP	-1	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	1.49	ChemAxon
pKa (Strongest Basic)	-2.6	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	201.58 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	107.14 m³·mol⁻¹	ChemAxon
Polarizability	42.19 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Not Available

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Blood
Erythrocyte
Eye Lens
Feces
Placenta
Platelet
Skeletal Muscle

Tissue Locations

Erythrocyte
Eye Lens
Placenta
Platelet
Skeletal Muscle

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0191767	Lysosomal acid phosphatase	Enzyme	P11117	Homo sapiens
MMDBp0191768	Low molecular weight phosphotyrosine protein phosphatase	Enzyme	P24666	Homo sapiens
MMDBp0191770	Tartrate-resistant acid phosphatase type 5	Unknown	P13686	Homo sapiens
MMDBp0191771	Prostatic acid phosphatase	Enzyme	P15309	Homo sapiens
MMDBp0191790	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	Unknown	P22413	Homo sapiens
MMDBp0191806	Lathosterol oxidase	Unknown	O75845	Homo sapiens
MMDBp0191854	NADPH--cytochrome P450 reductase	Unknown	P16435	Homo sapiens
MMDBp0191855	Dihydroorotate dehydrogenase (quinone), mitochondrial	Unknown	Q02127	Homo sapiens
MMDBp0191857	NADH dehydrogenase [ubiquinone] flavoprotein 1, mitochondrial	Unknown	P49821	Homo sapiens
MMDBp0191865	Ectonucleotide pyrophosphatase/phosphodiesterase family member 3	Unknown	O14638	Homo sapiens
MMDBp0192087	Methionine synthase reductase	Unknown	Q9UBK8	Homo sapiens
MMDBp0192313	Pyridoxine-5'-phosphate oxidase	Unknown	Q9NVS9	Homo sapiens
MMDBp0192340	Flavin reductase (NADPH)	Unknown	P30043	Homo sapiens
MMDBp0192365	Dihydropyrimidine dehydrogenase [NADP(+)]	Unknown	Q12882	Homo sapiens
MMDBp0192407	Hydroxyacid oxidase 1	Unknown	Q9UJM8	Homo sapiens
MMDBp0192408	Hydroxyacid oxidase 2	Unknown	Q9NYQ3	Homo sapiens
MMDBp0192413	Sarcosine dehydrogenase, mitochondrial	Unknown	Q9UL12	Homo sapiens
MMDBp0192544	Nitric oxide synthase, inducible	Unknown	P35228	Homo sapiens
MMDBp0192546	Nitric oxide synthase, brain	Unknown	P29475	Homo sapiens
MMDBp0192547	Nitric oxide synthase, endothelial	Unknown	P29474	Homo sapiens
MMDBp0192668	Riboflavin kinase	Unknown	Q969G6	Homo sapiens
MMDBp0192824	Ribosomal protein S6 kinase alpha-4	Unknown	O75676	Homo sapiens
MMDBp0192851	Serine/threonine-protein kinase Sgk1	Unknown	O00141	Homo sapiens
MMDBp0193823	Phosphopantothenoylcysteine decarboxylase	Unknown	Q96CD2	Homo sapiens
MMDBp0194109	Lysophosphatidic acid phosphatase type 6	Enzyme	Q9NPH0	Homo sapiens
MMDBp0194187	FAD synthase	Unknown	Q8NFF5	Homo sapiens
MMDBp0195049	NADPH-dependent diflavin oxidoreductase 1	Unknown	Q9UHB4	Homo sapiens
MMDBp0195066	Iodotyrosine dehalogenase 1	Unknown	Q6PHW0	Homo sapiens
MMDBp0195067	tRNA wybutosine-synthesizing protein 1 homolog	Unknown	Q9NV66	Homo sapiens
MMDBp0195068	tRNA wybutosine-synthesizing protein 1 homolog B	Unknown	Q6NUM6	Homo sapiens
MMDBp0196039	Testicular acid phosphatase	Enzyme	Q9BZG2	Homo sapiens
MMDBp0196206	Putative uncharacterized protein ACP1	Enzyme	B5MCC7	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank
Nitric Oxide Signaling Pathway
Ion Channels and Their Functional Role in Vascular Endothelium
Succinate Signalling During Inflammation
Mevalonate Pathway
Bloch Pathway (Cholesterol Biosynthesis)

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0018554	FMNH2	Flavin mononucleotide	Alkanesulfonate monooxygenase	Oxygenation	PathBank	31602464
MMDBr0018559	Butanesulfonate	Flavin mononucleotide	Alkanesulfonate monooxygenase	Oxygenation	PathBank	31602464
MMDBr0018560	FMNH2	Flavin mononucleotide	Alkanesulfonate monooxygenase	Oxygenation	PathBank	31602464
MMDBr0018561	FMNH2	Flavin mononucleotide	Alkanesulfonate monooxygenase	Oxygenation	PathBank	31602464
MMDBr0018562	FMNH2	Flavin mononucleotide	Alkanesulfonate monooxygenase	Oxygenation	PathBank	31602464
MMDBr0018563	Methanesulfonate	Flavin mononucleotide	Alkanesulfonate monooxygenase	Oxygenation	PathBank	31602464
MMDBr0019059	Riboflavin	Flavin mononucleotide	Bifunctional riboflavin kinase/FMN adenylyltransferase	Phosphorylation	PathBank	31602464
MMDBr0019060	Flavin mononucleotide	FAD	Bifunctional riboflavin kinase/FMN adenylyltransferase	Phosphorylation	PathBank	31602464
MMDBr0019175	Uracil	Flavin mononucleotide	Pyrimidine monooxygenase RutA	Oxygenation	PathBank	31602464
MMDBr0019649	Riboflavin	Flavin mononucleotide	Riboflavin kinase	Phosphorylation	PathBank	31602464
MMDBr0019650	Flavin mononucleotide	FAD	Flavin adenine dinucleotide synthase	Synthesis	PathBank	31602464
MMDBr0024553	FMNH2	Flavin mononucleotide	Bifunctional cytochrome P450/NADPH--P450 reductase 2	Reduction	RHEA	34755880
MMDBr0024554	FMNH2	Flavin mononucleotide	Alkanal monooxygenase beta chain	Oxygenation	RHEA	34755880
MMDBr0024584	D-Limonene	Aromatic oxo acid	Limonene hydroxylase	Hydroxylation	RHEA	34755880
MMDBr0024731	FMNH2	Flavin mononucleotide	Alkanesulfonate monooxygenase	Oxygenation	RHEA	34755880
MMDBr0024732	FMNH2	Flavin mononucleotide	Alkanesulfonate monooxygenase	Oxygenation	RHEA	34755880
MMDBr0024741	D-Limonene	(4S)-perillyl alcohol	Limonene hydroxylase	Hydroxylation	RHEA	34755880
MMDBr0025311	FMNH2	Flavin mononucleotide	Long-chain alkane monooxygenase	Oxygenation	RHEA	34755880
MMDBr0025312	FMNH2	Flavin mononucleotide	Long-chain alkane monooxygenase	Oxygenation	RHEA	34755880
MMDBr0025433	FMNH2	Flavin mononucleotide	Biotin biosynthesis cytochrome P450	Synthesis	RHEA	34755880
MMDBr0025474	FMNH2	Flavin mononucleotide	4-(gamma-L-glutamylamino)butanoyl-[BtrI acyl-carrier protein] monooxygenase BtrO	Oxygenation	RHEA	34755880
MMDBr0025476	FMNH2	formate	Lanosterol 14-alpha demethylase	Demethylation	RHEA	34755880
MMDBr0025477	FMNH2	formate	Sterol 14-alpha demethylase	Demethylation	RHEA	34755880
MMDBr0025539	L-Glutamic acid	alpha-Ketoglutarate	8-demethyl-8-aminoriboflavin-5'-phosphate synthase	Synthesis	RHEA	34755880
MMDBr0025622	FMNH2	Flavin mononucleotide	Cytochrome P450 52-M1	Hydroxylation	RHEA	34755880
MMDBr0025732	FMNH2	Flavin mononucleotide	Cytochrome P450 52-M1	Hydroxylation	RHEA	34755880
MMDBr0025943	FMNH2	Flavin mononucleotide	Cytochrome P450 monooxygenase oblB	Oxygenation	RHEA	34755880
MMDBr0025944	FMNH2	Flavin mononucleotide	Cytochrome P450 monooxygenase oblB	Oxygenation	RHEA	34755880

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference
Anorexia nervosa	Slight Decrease	Association	Human Blood	HMDB	10197568

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria/Eubacteria	Proteobacteria	464	Human feces; Human stool; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human feces; pleural fluid plaque; bal; Human subgingival plaque; Cattle ; Rat ; Dog ; Lion ; Chicken	Indirect association between microbiota composition and metabolites measured in host biospecimen; Metabolic reconstruction
Bacteria/Eubacteria	Bacteroidetes	127	Human feces; Human appendix biopsy; Human ; Human stool; Human saliva; Human gastric fluid; Human urine; Human subgingival plaque; Human supragingival plaque	Indirect association between microbiota composition and metabolites measured in host biospecimen; Metabolic reconstruction
Bacteria/Eubacteria	Firmicutes	404	Human feces; Human pleural fluid plaque; Pig ; Human sputum; Human ; Human subgingival plaque; Human saliva; Human urine; Human mucosa; Human supragingival plaque; Cattle ; Human stool; Catfish	Metabolic reconstruction
Bacteria	Actinobacteria	20	Human feces; Human sputum; Human bronchial brush; Human nasopharyngeal swab; Human pleural fluid plaque; Human dental plaque; Human ; Human mucosa; Human supragingival plaque; Human subgingival plaque; Human saliva; Cattle	Metabolic reconstruction
Bacteria/Eubacteria	Actinobacteria	151	Human feces; Human sputum; Human bronchial brush; Human nasopharyngeal swab; Human pleural fluid plaque; Human dental plaque; Human ; Human mucosa; Human supragingival plaque; Human subgingival plaque; Human saliva; Cattle	Metabolic reconstruction
Bacteria/Eubacteria	Verrucomicrobia	1	Human ; Human feces	Metabolic reconstruction
Bacteria/Eubacteria	Synergistetes	3	Human feces	Metabolic reconstruction
Bacteria	Firmicutes	28	Human feces; Human pleural fluid plaque; Pig ; Human sputum; Human ; Human subgingival plaque; Human saliva; Human urine; Human mucosa; Human supragingival plaque; Cattle ; Human stool; Catfish	Metabolic reconstruction
Bacteria	Proteobacteria	13	Human feces; Human stool; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human feces; pleural fluid plaque; bal; Human subgingival plaque; Cattle ; Rat ; Dog ; Lion ; Chicken	Indirect association between microbiota composition and metabolites measured in host biospecimen; Metabolic reconstruction
Bacteria/Eubacteria	Spirochaetes	7	Human feces; Human	Metabolic reconstruction
Archaea	Thaumarchaeota	1		Metabolic reconstruction
Bacteria/Eubacteria	Fusobacteria	20	Human feces; Human	Metabolic reconstruction
Archaea	Euryarchaeota	5		Metabolic reconstruction
Bacteria	Candidatus melainabacteria	1	Human feces	Metabolic reconstruction
Bacteria/Eubacteria	Tenericutes	8	Human feces; Human	Metabolic reconstruction
Bacteria/Eubacteria	Planctomycetes	2	Human feces	Metabolic reconstruction
Archaea	Crenarchaeota	1		Metabolic reconstruction
Bacteria	Synergistetes	1	Human feces	Metabolic reconstruction
Bacteria	nah	3
Eukaryota/Fungi	Ascomycota	49	Human feces; Human supragingival plaque; Human saliva	Unknown
Archaea/Archaea	Euryarchaeota	57		Metabolic reconstruction
Archaea/Archaea	Korarchaeota	1
Bacteria/Eubacteria	Cyanobacteria	2
Archaea/Archaea	Crenarchaeota	13		Metabolic reconstruction
Archaea/Archaea	Thaumarchaeota	1		Metabolic reconstruction
Bacteria/Eubacteria	Aquificae	4
Bacteria/Eubacteria	Chlamydiae	10	Human ; Sheep ; Cat
Bacteria/Eubacteria	Chlorobi	1
Bacteria/Eubacteria	Chloroflexi	2
Bacteria/Eubacteria	Deinococcus-thermus	4
Bacteria/Eubacteria	Acidobacteria	2
Bacteria/Eubacteria	Thermotogae	5
Bacteria/Eubacteria	Nitrospirae	1
Eukaryota/Fungi	Basidiomycota	1

Exposure Sources

Other Exposures

Source Type	Data Source	Reference
Drugs - Antimicrobial	U.S. Environmental Protection Agency	CompTox
Cosmetics	U.S. Environmental Protection Agency	CompTox
Domestics	U.S. Environmental Protection Agency	CompTox
Domestics	U.S. Environmental Protection Agency	CompTox
Food Additive	U.S. Food and Drug Administration	FDA

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB
Human Blood	Detected and Quantified	0.012	0.006			uM	Adolescent (13-18 years old)	Female	Anorexia nervosa	HMDB	10197568
Human Blood	Detected and Quantified	0.0075		0.004	0.011	uM	Adult (>18 years old)	Both	Normal	HMDB	12194936
Human Blood	Detected and Quantified	0.0084		0.0035	0.013	uM	Adult (>18 years old)	Female	Normal	HMDB	18230968
Human Blood	Detected and Quantified	0.016	0.009			uM	Adolescent (13-18 years old)	Female	Normal	HMDB	10197568
Human Erythrocyte	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Eye lens	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Placenta	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Platelet	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Skeletal muscle	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	27543620
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	25037050
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	29808030

External Links

HMDB ID

HMDB0001520

DrugBank ID

DB03247

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

Flavin_mononucleotide

METLIN ID

6295

PubChem Compound

643976

PDB ID

Not Available

ChEBI ID

17621

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Brun TA, Chen J, Campbell TC, Boreham J, Feng Z, Parpia B, Shen TF, Li M: Urinary riboflavin excretion after a load test in rural China as a measure of possible riboflavin deficiency. Eur J Clin Nutr. 1990 Mar;44(3):195-206. [PubMed:2369885 ]
Ajayi OA: Bioavailability of riboflavin from fortified palm juice. Plant Foods Hum Nutr. 1989 Dec;39(4):375-80. doi: 10.1007/BF01092075. [PubMed:2631092 ]
Baeckert PA, Greene HL, Fritz I, Oelberg DG, Adcock EW: Vitamin concentrations in very low birth weight infants given vitamins intravenously in a lipid emulsion: measurement of vitamins A, D, and E and riboflavin. J Pediatr. 1988 Dec;113(6):1057-65. doi: 10.1016/s0022-3476(88)80583-3. [PubMed:3142982 ]
Edelbroek PM, Linssen AC, Zitman FG, Rooymans HG, de Wolff FA: Analgesic and antidepressive effects of low-dose amitriptyline in relation to its metabolism in patients with chronic pain. Clin Pharmacol Ther. 1986 Feb;39(2):156-62. doi: 10.1038/clpt.1986.27. [PubMed:3510800 ]
Bamji MS, Bhaskaram P, Jacob CM: Urinary riboflavin excretion and erythrocyte glutathione reductase activity in preschool children suffering from upper respiratory infections and measles. Ann Nutr Metab. 1987;31(3):191-6. doi: 10.1159/000177268. [PubMed:3592624 ]
Thurnham DI, Zheng SF, Munoz N, Crespi M, Grassi A, Hambidge KM, Chai TF: Comparison of riboflavin, vitamin A, and zinc status of Chinese populations at high and low risk for esophageal cancer. Nutr Cancer. 1985;7(3):131-43. doi: 10.1080/01635588509513848. [PubMed:3878498 ]
Schorah CJ, Wild J, Hartley R, Sheppard S, Smithells RW: The effect of periconceptional supplementation on blood vitamin concentrations in women at recurrence risk for neural tube defect. Br J Nutr. 1983 Mar;49(2):203-11. doi: 10.1079/bjn19830026. [PubMed:6830748 ]
Bates CJ, Prentice AM, Paul AA, Prentice A, Sutcliffe BA, Whitehead RG: Riboflavin status in infants born in rural Gambia, and the effect of a weaning food supplement. Trans R Soc Trop Med Hyg. 1982;76(2):253-8. doi: 10.1016/0035-9203(82)90291-7. [PubMed:7101408 ]
Buzina R, Grgic Z, Jusic M, Sapunar J, Milanovic N, Brubacher G: Nutritional status and physical working capacity. Hum Nutr Clin Nutr. 1982;36(6):429-38. [PubMed:7161138 ]
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Showing metabocard for Flavin mononucleotide (MMDBc0000570)

MOL for #<Metabolite:0x00007f920676d1e0>

3D MOL for #<Metabolite:0x00007f920676d1e0>

3D SDF for #<Metabolite:0x00007f920676d1e0>

3D-SDF for #<Metabolite:0x00007f920676d1e0>

PDB for #<Metabolite:0x00007f920676d1e0>

3D PDB for #<Metabolite:0x00007f920676d1e0>

SMILES for #<Metabolite:0x00007f920676d1e0>

INCHI for #<Metabolite:0x00007f920676d1e0>

Structure for #<Metabolite:0x00007f920676d1e0>

3D Structure for #<Metabolite:0x00007f920676d1e0>