MiMeDB: Showing metabocard for 6-amino-6-deoxyfutalosine (MMDBc0055595)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2022-06-17 19:59:50 UTC

Update Date

2025-10-07 16:09:13 UTC

Metabolite ID

MMDBc0055595

Metabolite Identification

Common Name

6-amino-6-deoxyfutalosine

Description

6-amino-6-deoxyfutalosine is a metabolite belonging to the class of nucleoside derivatives. Its chemical structure features an amino group and a deoxy sugar moiety, which plays a crucial role in various biochemical pathways. This compound is primarily involved in the futalosine pathway, utilized by certain bacteria such as Campylobacter jejuni and Helicobacter pylori. In this pathway, 6-amino-6-deoxyfutalosine serves as a substrate for enzymes like 5'-methylthioadenosine nucleosidase (CjMTAN), which catalyzes its hydrolysis to produce dehypoxanthinylfutalosine, a precursor for menaquinone biosynthesis (PMID:30339406 ). Additionally, Helicobacter pylori MTAN hydrolyzes 6-amino-6-deoxyfutalosine in a similar manner during menaquinone synthesis (PMID:27856757 ). The substrate specificity of CjMTAN includes various adenosine-based metabolites, highlighting its versatile enzymatic role (PMID:30339406 ). Furthermore, the hydrolysis mechanism of 6-amino-6-deoxyfutalosine exhibits similarities to that of Escherichia coli MTAN, indicating conserved biochemical pathways across different bacterial species (PMID:24419390 ). Overall, 6-amino-6-deoxyfutalosine is integral to bacterial metabolism, particularly in the context of menaquinone production.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306172221592D          

 34 37  0  0  1  0            999 V2000
   -0.2233   -4.7759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3096   -3.9554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8908   -5.2608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4820   -2.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5683   -1.4940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7307   -4.1048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0632   -3.6199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6444   -4.9253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1495   -2.7994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -1.0091    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -1.2640    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3687   -0.5966    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.0709    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3119   -5.4102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    3.1729    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9032   -2.4638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -2.0486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1937   -0.5966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2257   -6.2307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0656   -5.0746    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.0992   -0.1841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2282   -1.8239    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6986   -1.3931    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7432    0.1385    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3004    0.6542    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  5  4  1  0  0  0  0
  9  2  1  0  0  0  0
  9  6  2  0  0  0  0
 10  3  2  0  0  0  0
 10  6  1  0  0  0  0
 11  4  1  0  0  0  0
 11  9  1  0  0  0  0
 12  5  1  1  0  0  0
 14 12  1  0  0  0  0
 15 14  1  0  0  0  0
 16 13  2  0  0  0  0
 17 13  1  0  0  0  0
 18 15  1  0  0  0  0
 19 10  1  0  0  0  0
 20 16  1  0  0  0  0
 21  7  2  0  0  0  0
 21 16  1  0  0  0  0
 22  7  1  0  0  0  0
 22 17  2  0  0  0  0
 23  8  2  0  0  0  0
 23 13  1  0  0  0  0
 24  8  1  0  0  0  0
 24 17  1  0  0  0  0
 18 24  1  1  0  0  0
 25 11  2  0  0  0  0
 14 26  1  6  0  0  0
 15 27  1  6  0  0  0
 28 19  2  0  0  0  0
 29 19  1  0  0  0  0
 30 12  1  0  0  0  0
 30 18  1  0  0  0  0
 12 31  1  6  0  0  0
 14 32  1  1  0  0  0
 15 33  1  1  0  0  0
 18 34  1  6  0  0  0
M  CHG  1  29  -1
M  END


  Mrv1652306172221592D          

 34 37  0  0  1  0            999 V2000
   -0.2233   -4.7759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3096   -3.9554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8908   -5.2608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4820   -2.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5683   -1.4940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7307   -4.1048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0632   -3.6199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6444   -4.9253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1495   -2.7994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -1.0091    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -1.2640    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3687   -0.5966    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.0709    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3119   -5.4102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    3.1729    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9032   -2.4638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -2.0486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1937   -0.5966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2257   -6.2307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0656   -5.0746    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.0992   -0.1841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2282   -1.8239    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6986   -1.3931    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7432    0.1385    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3004    0.6542    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  5  4  1  0  0  0  0
  9  2  1  0  0  0  0
  9  6  2  0  0  0  0
 10  3  2  0  0  0  0
 10  6  1  0  0  0  0
 11  4  1  0  0  0  0
 11  9  1  0  0  0  0
 12  5  1  1  0  0  0
 14 12  1  0  0  0  0
 15 14  1  0  0  0  0
 16 13  2  0  0  0  0
 17 13  1  0  0  0  0
 18 15  1  0  0  0  0
 19 10  1  0  0  0  0
 20 16  1  0  0  0  0
 21  7  2  0  0  0  0
 21 16  1  0  0  0  0
 22  7  1  0  0  0  0
 22 17  2  0  0  0  0
 23  8  2  0  0  0  0
 23 13  1  0  0  0  0
 24  8  1  0  0  0  0
 24 17  1  0  0  0  0
 18 24  1  1  0  0  0
 25 11  2  0  0  0  0
 14 26  1  6  0  0  0
 15 27  1  6  0  0  0
 28 19  2  0  0  0  0
 29 19  1  0  0  0  0
 30 12  1  0  0  0  0
 30 18  1  0  0  0  0
 12 31  1  6  0  0  0
 14 32  1  1  0  0  0
 15 33  1  1  0  0  0
 18 34  1  6  0  0  0
M  CHG  1  29  -1
M  END
> <DATABASE_ID>
MMDBc0055595

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@]1(CCC(=O)C2=CC(=CC=C2)C([O-])=O)O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])O

> <INCHI_IDENTIFIER>
InChI=1S/C19H19N5O6/c20-16-13-17(22-7-21-16)24(8-23-13)18-15(27)14(26)12(30-18)5-4-11(25)9-2-1-3-10(6-9)19(28)29/h1-3,6-8,12,14-15,18,26-27H,4-5H2,(H,28,29)(H2,20,21,22)/p-1/t12-,14-,15-,18-/m1/s1

> <INCHI_KEY>
JSTYUEOJPRFLHR-SCFUHWHPSA-M

> <FORMULA>
C19H18N5O6

> <MOLECULAR_WEIGHT>
412.383

> <EXACT_MASS>
412.1262569

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
40.240459117684644

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-{3-[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]propanoyl}benzoate

> <JCHEM_LOGP>
-0.5887052057996573

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.47846442342004

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.616263102111806

> <JCHEM_PKA_STRONGEST_BASIC>
4.2183591393223505

> <JCHEM_POLAR_SURFACE_AREA>
176.50999999999996

> <JCHEM_REFRACTIVITY>
114.35269999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
aminodeoxyfutalosinate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUN-22         0                                  
HETATM    1  C   UNK     0      -0.417  -8.915   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.578  -7.383   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.663  -9.820   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.900  -4.320   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.061  -2.789   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.231  -7.662   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.985  -6.757   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.070  -9.194   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.146  -5.226   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.185  -1.884   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.650  -2.359   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.555  -1.114   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.650   0.132   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.316 -10.099   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       4.924   5.923   0.000  0.00  0.00           N+0
HETATM   21  N   UNK     0       6.258   3.613   0.000  0.00  0.00           N+0
HETATM   22  N   UNK     0       4.924   1.303   0.000  0.00  0.00           N+0
HETATM   23  N   UNK     0       2.126   4.089   0.000  0.00  0.00           N+0
HETATM   24  N   UNK     0       2.126   1.597   0.000  0.00  0.00           N+0
HETATM   25  O   UNK     0      -3.553  -4.599   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       2.126  -3.824   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       4.095  -1.114   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -4.155 -11.631   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -5.722  -9.473   0.000  0.00  0.00           O-1
HETATM   30  O   UNK     0       0.185  -0.344   0.000  0.00  0.00           O+0
HETATM   31  H   UNK     0       0.426  -3.405   0.000  0.00  0.00           H+0
HETATM   32  H   UNK     0       3.171  -2.600   0.000  0.00  0.00           H+0
HETATM   33  H   UNK     0       3.254   0.259   0.000  0.00  0.00           H+0
HETATM   34  H   UNK     0       0.561   1.221   0.000  0.00  0.00           H+0
CONECT    1    2    3                                                       
CONECT    2    1    9                                                       
CONECT    3    1   10                                                       
CONECT    4    5   11                                                       
CONECT    5    4   12                                                       
CONECT    6    9   10                                                       
CONECT    7   21   22                                                       
CONECT    8   23   24                                                       
CONECT    9    2    6   11                                                  
CONECT   10    3    6   19                                                  
CONECT   11    4    9   25                                                  
CONECT   12    5   14   30   31                                             
CONECT   13   16   17   23                                                  
CONECT   14   12   15   26   32                                             
CONECT   15   14   18   27   33                                             
CONECT   16   13   20   21                                                  
CONECT   17   13   22   24                                                  
CONECT   18   15   24   30   34                                             
CONECT   19   10   28   29                                                  
CONECT   20   16                                                            
CONECT   21    7   16                                                       
CONECT   22    7   17                                                       
CONECT   23    8   13                                                       
CONECT   24    8   17   18                                                  
CONECT   25   11                                                            
CONECT   26   14                                                            
CONECT   27   15                                                            
CONECT   28   19                                                            
CONECT   29   19                                                            
CONECT   30   12   18                                                       
CONECT   31   12                                                            
CONECT   32   14                                                            
CONECT   33   15                                                            
CONECT   34   18                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   74    0
END

Synonyms

Value	Source
6-Amino-6-deoxyfutalosine	ChEBI
Aminodeoxyfutalosinate anion	ChEBI
Aminodeoxyfutalosinate(1-)	ChEBI
Aminodeoxyfutalosinic acid anion	Generator
Aminodeoxyfutalosinic acid(1-)	Generator
Aminodeoxyfutalosinic acid	Generator

Molecular Formula

C₁₉H₁₈N₅O₆

Average Mass

412.383

Monoisotopic Mass

412.1262569

IUPAC Name

3-{3-[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]propanoyl}benzoate

Traditional Name

aminodeoxyfutalosinate

CAS Registry Number

Not Available

SMILES

[H][C@]1(CCC(=O)C2=CC(=CC=C2)C([O-])=O)O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])O

InChI Identifier

InChI=1S/C19H19N5O6/c20-16-13-17(22-7-21-16)24(8-23-13)18-15(27)14(26)12(30-18)5-4-11(25)9-2-1-3-10(6-9)19(28)29/h1-3,6-8,12,14-15,18,26-27H,4-5H2,(H,28,29)(H2,20,21,22)/p-1/t12-,14-,15-,18-/m1/s1

InChI Key

JSTYUEOJPRFLHR-SCFUHWHPSA-M

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 5'-deoxyribonucleosides. These are nucleosides in which the oxygen atom at the 5'position of the ribose moiety has been replaced by another atom. The nucleobases here are limited to purine, pyrimidine, and pyridine derivatives.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

5'-deoxyribonucleosides

Sub Class

Not Available

Direct Parent

5'-deoxyribonucleosides

Alternative Parents

Substituents

5'-deoxyribonucleoside
Alkyl-phenylketone
N-glycosyl compound
Glycosyl compound
Butyrophenone
6-aminopurine
Pentose monosaccharide
Imidazopyrimidine
Phenylketone
Purine
Benzoic acid
Benzoic acid or derivatives
Benzoyl
Aryl ketone
Aryl alkyl ketone
Aminopyrimidine
Benzenoid
Pyrimidine
N-substituted imidazole
Monosaccharide
Imidolactam
Monocyclic benzene moiety
Tetrahydrofuran
Heteroaromatic compound
Azole
Imidazole
Ketone
1,2-diol
Secondary alcohol
Amino acid
Amino acid or derivatives
Oxacycle
Azacycle
Organoheterocyclic compound
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Alcohol
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Primary amine
Amine
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxide
Organic anion
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

5-oxo monocarboxylic acid anion (CHEBI:64286 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
logP	-0.59	ChemAxon
pKa (Strongest Acidic)	3.62	ChemAxon
pKa (Strongest Basic)	4.22	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	176.51 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	114.35 m³·mol⁻¹	ChemAxon
Polarizability	40.24 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Not Available

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (eluted)	2025-10-24	206.7
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-24	123.7
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-24	337.1
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-24	398.3
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-24	356.0
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (void)	2025-10-24	215.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	2160.9
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	315.2
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-24	397.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	187.1
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	305.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	158.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	124.2
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	62.6
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	337.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	115.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	280.2
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-24	1032.0
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-24	754.4

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	6-amino-6-deoxyfutalosine_TMS_1	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](CCC(=O)C2=CC=CC(C(=O)[O-])=C2)O[C@H]1N1C=NC2=C(N)N=CN=C21	standard non polar	2025-10-24	2627.91
Gas Chromatography	6-amino-6-deoxyfutalosine_TMS_2	C[Si](C)(C)O[C@@H]1[C@@H](CCC(=O)C2=CC=CC(C(=O)[O-])=C2)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O	standard non polar	2025-10-24	1642.93
Gas Chromatography	6-amino-6-deoxyfutalosine_TMS_3	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CCC(=O)C2=CC=CC(C(=O)[O-])=C2)[C@@H](O)[C@H]1O	standard non polar	2025-10-24	2127.85
Gas Chromatography	6-amino-6-deoxyfutalosine_TMS_4	C[Si](C)(C)O[C@@H]1[C@@H](CCC(=O)C2=CC=CC(C(=O)[O-])=C2)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	1594.74
Gas Chromatography	6-amino-6-deoxyfutalosine_TMS_5	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CCC(=O)C2=CC=CC(C(=O)[O-])=C2)[C@@H](O)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-24	2368.76
Gas Chromatography	6-amino-6-deoxyfutalosine_TMS_6	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CCC(=O)C2=CC=CC(C(=O)[O-])=C2)[C@@H](O[Si](C)(C)C)[C@H]1O	standard non polar	2025-10-24	2149.93
Gas Chromatography	6-amino-6-deoxyfutalosine_TMS_7	C[Si](C)(C)N(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CCC(=O)C2=CC=CC(C(=O)[O-])=C2)[C@@H](O)[C@H]1O)[Si](C)(C)C	standard non polar	2025-10-24	1983.68
Gas Chromatography	6-amino-6-deoxyfutalosine_TMS_8	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CCC(=O)C2=CC=CC(C(=O)[O-])=C2)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-24	2327.99
Gas Chromatography	6-amino-6-deoxyfutalosine_TMS_9	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](CCC(=O)C2=CC=CC(C(=O)[O-])=C2)O[C@H]1N1C=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C21	standard non polar	2025-10-24	2181.01
Gas Chromatography	6-amino-6-deoxyfutalosine_TMS_10	C[Si](C)(C)O[C@@H]1[C@@H](CCC(=O)C2=CC=CC(C(=O)[O-])=C2)O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@@H]1O	standard non polar	2025-10-24	1811.15
Gas Chromatography	6-amino-6-deoxyfutalosine_TMS_11	C[Si](C)(C)O[C@@H]1[C@@H](CCC(=O)C2=CC=CC(C(=O)[O-])=C2)O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	1439.15
Gas Chromatography	6-amino-6-deoxyfutalosine_TMS_1	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](CCC(=O)C2=CC=CC(C(=O)[O-])=C2)O[C@H]1N1C=NC2=C(N)N=CN=C21	standard polar	2025-10-24	1481.18
Gas Chromatography	6-amino-6-deoxyfutalosine_TMS_2	C[Si](C)(C)O[C@@H]1[C@@H](CCC(=O)C2=CC=CC(C(=O)[O-])=C2)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O	standard polar	2025-10-24	2870.28
Gas Chromatography	6-amino-6-deoxyfutalosine_TMS_3	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CCC(=O)C2=CC=CC(C(=O)[O-])=C2)[C@@H](O)[C@H]1O	standard polar	2025-10-24	1821.2
Gas Chromatography	6-amino-6-deoxyfutalosine_TMS_4	C[Si](C)(C)O[C@@H]1[C@@H](CCC(=O)C2=CC=CC(C(=O)[O-])=C2)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	1760.41
Gas Chromatography	6-amino-6-deoxyfutalosine_TMS_5	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CCC(=O)C2=CC=CC(C(=O)[O-])=C2)[C@@H](O)[C@H]1O[Si](C)(C)C	standard polar	2025-10-24	1021.45
Gas Chromatography	6-amino-6-deoxyfutalosine_TMS_6	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CCC(=O)C2=CC=CC(C(=O)[O-])=C2)[C@@H](O[Si](C)(C)C)[C@H]1O	standard polar	2025-10-24	2378.83
Gas Chromatography	6-amino-6-deoxyfutalosine_TMS_7	C[Si](C)(C)N(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CCC(=O)C2=CC=CC(C(=O)[O-])=C2)[C@@H](O)[C@H]1O)[Si](C)(C)C	standard polar	2025-10-24	2913.18
Gas Chromatography	6-amino-6-deoxyfutalosine_TMS_8	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CCC(=O)C2=CC=CC(C(=O)[O-])=C2)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	standard polar	2025-10-24	2664.64
Gas Chromatography	6-amino-6-deoxyfutalosine_TMS_9	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](CCC(=O)C2=CC=CC(C(=O)[O-])=C2)O[C@H]1N1C=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C21	standard polar	2025-10-24	1892.51
Gas Chromatography	6-amino-6-deoxyfutalosine_TMS_10	C[Si](C)(C)O[C@@H]1[C@@H](CCC(=O)C2=CC=CC(C(=O)[O-])=C2)O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@@H]1O	standard polar	2025-10-24	2182.67
Gas Chromatography	6-amino-6-deoxyfutalosine_TMS_11	C[Si](C)(C)O[C@@H]1[C@@H](CCC(=O)C2=CC=CC(C(=O)[O-])=C2)O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	1390.97

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites
Bacteria/Eubacteria	Proteobacteria	4	Human ; Human feces
Bacteria/Eubacteria	Actinobacteria	3
Bacteria/Eubacteria	Deinococcus-thermus	2

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

27471444

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

56927842

PDB ID

Not Available

ChEBI ID

64286

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for 6-amino-6-deoxyfutalosine (MMDBc0055595)

MOL for #<Metabolite:0x00007f2e3b5d0208>

3D MOL for #<Metabolite:0x00007f2e3b5d0208>

3D SDF for #<Metabolite:0x00007f2e3b5d0208>

3D-SDF for #<Metabolite:0x00007f2e3b5d0208>

PDB for #<Metabolite:0x00007f2e3b5d0208>

3D PDB for #<Metabolite:0x00007f2e3b5d0208>

SMILES for #<Metabolite:0x00007f2e3b5d0208>

INCHI for #<Metabolite:0x00007f2e3b5d0208>

Structure for #<Metabolite:0x00007f2e3b5d0208>

3D Structure for #<Metabolite:0x00007f2e3b5d0208>