Showing metabocard for 5,10-methenyltetrahydrofolate mono-L-glutamate (MMDBc0047850)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 15:45:54 UTC
Update Date2022-09-01 02:00:00 UTC
Metabolite IDMMDBc0047850
Metabolite Identification
Common Name5,10-methenyltetrahydrofolate mono-L-glutamate
Description5,10-methenyltetrahydrofolate mono-L-glutamate, also known as 5,10-methenyltetrahydrofolic acid, belongs to the class of organic compounds known as tetrahydrofolic acids. These are heterocyclic compounds based on the 5,6,7,8-tetrahydropteroic acid skeleton conjugated with at least one L-glutamic acid unit. 5,10-methenyltetrahydrofolate mono-L-glutamate is an extremely weak basic (essentially neutral) compound (based on its pKa). A dicarboxylic acid anion arising from deprotonation of both carboxylic acid functions of (6R)-5,10-methenyltetrahydrofolic acid.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f9250f40238>


  Mrv1652305171806202D          

 34 37  0  0  1  0            999 V2000
   13.2874   -2.9753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2874   -2.1504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5730   -4.2129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8585   -2.9753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8585   -4.6254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1440   -3.3878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1440   -4.2129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5730   -3.3879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4309   -3.3880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4310   -0.9131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4308   -4.2130    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7164   -2.9754    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.7165   -0.5005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7164   -2.1505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4309   -1.7381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1452   -2.9756    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   14.0019   -3.3879    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1454   -0.5006    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    9.0006   -4.6254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4295   -5.4504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4295   -4.6254    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7151   -5.8629    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.0006   -5.4504    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    8.2860   -6.6879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2861   -5.8629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5714   -7.1005    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0006   -7.1005    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8570   -5.8629    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8570   -6.6879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5715   -5.4503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7150   -6.6879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1424   -7.1004    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5715   -4.6253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4765   -6.3018    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 17  1  0  0  0  0
  2  1  2  0  0  0  0
  8  1  1  0  0  0  0
  5  3  2  0  0  0  0
  3  8  1  0  0  0  0
  6  4  1  0  0  0  0
  4  8  2  0  0  0  0
  7  5  1  0  0  0  0
  7  6  2  0  0  0  0
 21  7  1  0  0  0  0
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 16  9  1  0  0  0  0
 15 10  1  0  0  0  0
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 31 27  1  0  0  0  0
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 32 29  1  0  0  0  0
 33 30  2  0  0  0  0
 22 34  1  6  0  0  0
M  CHG  3  16  -1  18  -1  23   1
M  END
Download

3D MOL for #<Metabolite:0x00007f9250f40238>

HMDB0062623
     RDKit          3D
(6R)-5,10-methenyltetrahydrofolate
 53 56  0  0  0  0  0  0  0  0999 V2000
    8.1222    3.2250    1.5142 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9800    2.4489    1.2261 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1116    1.3029    0.4960 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0554    0.5166    0.1872 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8088    0.8908    0.6276 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6862    2.0629    1.3722 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5669    2.4104    1.7746 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7642    2.8143    1.6557 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7060    0.0533    0.2976 N   0  0  0  0  0  4  0  0  0  0  0  0
    2.4549    0.3892    0.2258 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6968   -0.7552   -0.1357 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3025   -0.8989    0.0264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3193   -2.0604   -0.4169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6763   -2.1604   -0.2365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4337   -1.1755    0.3548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8698   -1.3290    0.5303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2911   -2.0193    1.4871 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7375   -0.6938   -0.3849 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1652   -0.8327   -0.2228 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.7850    0.4979    0.0426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6126    1.5563   -0.9671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1493    1.3005   -2.3025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4486    1.1229   -3.3141 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5427    1.2545   -2.4420 O   0  0  0  0  0  1  0  0  0  0  0  0
   -6.8356   -1.5174   -1.3387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0186   -1.9235   -1.2532 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1547   -1.7317   -2.5209 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.8015   -0.0129    0.7968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4529    0.1110    0.6292 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6022   -1.7397   -0.6910 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8931   -1.3566   -0.0077 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1190   -1.6030   -0.8283 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1781   -0.6690   -0.5682 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1021    3.8914    2.2992 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9734    3.1262    0.9422 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6444    3.6793    2.2100 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0108    1.3516    0.3986 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2455   -2.8565   -0.8876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1878   -3.0643   -0.5775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3557   -0.1122   -1.1953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3430   -1.4352    0.7393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8976    0.4034    0.2440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3877    0.9018    1.0172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1323    2.4802   -0.5655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5360    1.9001   -1.0250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3927    0.7712    1.2662 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0913    1.0004    0.9583 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6847   -1.6756   -1.7893 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3620   -2.7691   -0.4134 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9104   -1.8875    0.9731 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5004   -2.6239   -0.5313 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8347   -1.6725   -1.8845 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1196   -0.8871   -0.9739 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  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  5  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 19 25  1  0
 25 26  2  0
 25 27  1  0
 15 28  1  0
 28 29  2  0
 11 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
  8  2  1  0
 31  9  1  0
 33  4  1  0
 29 12  1  0
  1 34  1  0
  1 35  1  0
  8 36  1  0
 10 37  1  0
 13 38  1  0
 14 39  1  0
 18 40  1  0
 19 41  1  1
 20 42  1  0
 20 43  1  0
 21 44  1  0
 21 45  1  0
 28 46  1  0
 29 47  1  0
 30 48  1  0
 30 49  1  0
 31 50  1  1
 32 51  1  0
 32 52  1  0
 33 53  1  0
M  CHG  3   9   1  24  -1  27  -1
M  END
Download

3D SDF for #<Metabolite:0x00007f9250f40238>


  Mrv1652305171806202D          

 34 37  0  0  1  0            999 V2000
   13.2874   -2.9753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2874   -2.1504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5730   -4.2129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8585   -2.9753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8585   -4.6254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1440   -3.3878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1440   -4.2129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5730   -3.3879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4309   -3.3880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4310   -0.9131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4308   -4.2130    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7164   -2.9754    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.7165   -0.5005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7164   -2.1505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4309   -1.7381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1452   -2.9756    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   14.0019   -3.3879    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1454   -0.5006    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    9.0006   -4.6254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4295   -5.4504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4295   -4.6254    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7151   -5.8629    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.0006   -5.4504    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    8.2860   -6.6879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2861   -5.8629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5714   -7.1005    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0006   -7.1005    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8570   -5.8629    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8570   -6.6879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5715   -5.4503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7150   -6.6879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1424   -7.1004    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5715   -4.6253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4765   -6.3018    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 17  1  0  0  0  0
  2  1  2  0  0  0  0
  8  1  1  0  0  0  0
  5  3  2  0  0  0  0
  3  8  1  0  0  0  0
  6  4  1  0  0  0  0
  4  8  2  0  0  0  0
  7  5  1  0  0  0  0
  7  6  2  0  0  0  0
 21  7  1  0  0  0  0
 11  9  2  0  0  0  0
 12  9  1  0  0  0  0
 16  9  1  0  0  0  0
 15 10  1  0  0  0  0
 13 10  2  0  0  0  0
 18 10  1  0  0  0  0
 14 12  1  0  0  0  0
 12 17  1  1  0  0  0
 15 14  1  0  0  0  0
 19 23  2  0  0  0  0
 22 20  1  0  0  0  0
 20 21  1  0  0  0  0
 19 21  1  0  0  0  0
 22 31  1  0  0  0  0
 22 23  1  0  0  0  0
 23 25  1  0  0  0  0
 25 24  2  0  0  0  0
 26 24  1  0  0  0  0
 27 24  1  0  0  0  0
 30 25  1  0  0  0  0
 29 26  2  0  0  0  0
 31 27  1  0  0  0  0
 29 28  1  0  0  0  0
 30 28  1  0  0  0  0
 32 29  1  0  0  0  0
 33 30  2  0  0  0  0
 22 34  1  6  0  0  0
M  CHG  3  16  -1  18  -1  23   1
M  END
> <DATABASE_ID>
MMDBc0047850

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@]12CN(C=[N+]1C1=C(NC2)N=C(N)NC1=O)C1=CC=C(C=C1)C(=O)N[C@@H](CCC([O-])=O)C([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H21N7O6/c21-20-24-16-15(18(31)25-20)27-9-26(8-12(27)7-22-16)11-3-1-10(2-4-11)17(30)23-13(19(32)33)5-6-14(28)29/h1-4,9,12-13H,5-8H2,(H6-,21,22,23,24,25,28,29,30,31,32,33)/p-1/t12-,13+/m1/s1

> <INCHI_KEY>
MEANFMOQMXYMCT-OLZOCXBDSA-M

> <FORMULA>
C20H20N7O6

> <MOLECULAR_WEIGHT>
454.424

> <EXACT_MASS>
454.148054972

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
44.9807555247459

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(6aR)-3-amino-8-(4-{[(1S)-1,3-dicarboxypropyl]carbamoyl}phenyl)-1-oxo-1H,2H,5H,6H,6aH,7H,8H-10lambda5-imidazo[1,5-f]pteridin-10-ylium

> <ALOGPS_LOGP>
-1.05

> <JCHEM_LOGP>
-4.574936226805079

> <ALOGPS_LOGS>
-3.34

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
4.051046617069585

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.2144329953181727

> <JCHEM_PKA_STRONGEST_BASIC>
-0.924641181332258

> <JCHEM_POLAR_SURFACE_AREA>
195.12

> <JCHEM_REFRACTIVITY>
156.04630000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.42e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(6aR)-3-amino-8-(4-{[(1S)-1,3-dicarboxypropyl]carbamoyl}phenyl)-1-oxo-2H,5H,6H,6aH,7H-10lambda5-imidazo[1,5-f]pteridin-10-ylium

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for #<Metabolite:0x00007f9250f40238>

HMDB0062623
     RDKit          3D
(6R)-5,10-methenyltetrahydrofolate
 53 56  0  0  0  0  0  0  0  0999 V2000
    8.1222    3.2250    1.5142 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9800    2.4489    1.2261 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1116    1.3029    0.4960 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0554    0.5166    0.1872 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8088    0.8908    0.6276 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6862    2.0629    1.3722 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5669    2.4104    1.7746 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7642    2.8143    1.6557 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7060    0.0533    0.2976 N   0  0  0  0  0  4  0  0  0  0  0  0
    2.4549    0.3892    0.2258 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6968   -0.7552   -0.1357 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3025   -0.8989    0.0264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3193   -2.0604   -0.4169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6763   -2.1604   -0.2365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4337   -1.1755    0.3548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8698   -1.3290    0.5303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2911   -2.0193    1.4871 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7375   -0.6938   -0.3849 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1652   -0.8327   -0.2228 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.7850    0.4979    0.0426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6126    1.5563   -0.9671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1493    1.3005   -2.3025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4486    1.1229   -3.3141 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5427    1.2545   -2.4420 O   0  0  0  0  0  1  0  0  0  0  0  0
   -6.8356   -1.5174   -1.3387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0186   -1.9235   -1.2532 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1547   -1.7317   -2.5209 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.8015   -0.0129    0.7968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4529    0.1110    0.6292 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6022   -1.7397   -0.6910 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8931   -1.3566   -0.0077 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1190   -1.6030   -0.8283 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1781   -0.6690   -0.5682 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1021    3.8914    2.2992 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9734    3.1262    0.9422 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6444    3.6793    2.2100 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0108    1.3516    0.3986 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2455   -2.8565   -0.8876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1878   -3.0643   -0.5775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3557   -0.1122   -1.1953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3430   -1.4352    0.7393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8976    0.4034    0.2440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3877    0.9018    1.0172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1323    2.4802   -0.5655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5360    1.9001   -1.0250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3927    0.7712    1.2662 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0913    1.0004    0.9583 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6847   -1.6756   -1.7893 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3620   -2.7691   -0.4134 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9104   -1.8875    0.9731 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5004   -2.6239   -0.5313 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8347   -1.6725   -1.8845 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1196   -0.8871   -0.9739 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  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  5  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 19 25  1  0
 25 26  2  0
 25 27  1  0
 15 28  1  0
 28 29  2  0
 11 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
  8  2  1  0
 31  9  1  0
 33  4  1  0
 29 12  1  0
  1 34  1  0
  1 35  1  0
  8 36  1  0
 10 37  1  0
 13 38  1  0
 14 39  1  0
 18 40  1  0
 19 41  1  1
 20 42  1  0
 20 43  1  0
 21 44  1  0
 21 45  1  0
 28 46  1  0
 29 47  1  0
 30 48  1  0
 30 49  1  0
 31 50  1  1
 32 51  1  0
 32 52  1  0
 33 53  1  0
M  CHG  3   9   1  24  -1  27  -1
M  END
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PDB for #<Metabolite:0x00007f9250f40238>

HEADER    PROTEIN                                 17-MAY-18   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-MAY-18         0                                  
HETATM    1  C   UNK     0      24.803  -5.554   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      24.803  -4.014   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      23.470  -7.864   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      22.136  -5.554   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      22.136  -8.634   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      20.802  -6.324   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      20.802  -7.864   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      23.470  -6.324   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      28.804  -6.324   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      28.805  -1.704   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      28.804  -7.864   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      27.471  -5.554   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      27.471  -0.934   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      27.471  -4.014   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      28.804  -3.244   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      30.138  -5.554   0.000  0.00  0.00           O-1
HETATM   17  N   UNK     0      26.137  -6.324   0.000  0.00  0.00           N+0
HETATM   18  O   UNK     0      30.138  -0.934   0.000  0.00  0.00           O-1
HETATM   19  C   UNK     0      16.801  -8.634   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      19.468 -10.174   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0      19.468  -8.634   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0      18.135 -10.944   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0      16.801 -10.174   0.000  0.00  0.00           N+1
HETATM   24  C   UNK     0      15.467 -12.484   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      15.467 -10.944   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0      14.133 -13.254   0.000  0.00  0.00           N+0
HETATM   27  N   UNK     0      16.801 -13.254   0.000  0.00  0.00           N+0
HETATM   28  N   UNK     0      12.800 -10.944   0.000  0.00  0.00           N+0
HETATM   29  C   UNK     0      12.800 -12.484   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      14.133 -10.174   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      18.135 -12.484   0.000  0.00  0.00           C+0
HETATM   32  N   UNK     0      11.466 -13.254   0.000  0.00  0.00           N+0
HETATM   33  O   UNK     0      14.133  -8.634   0.000  0.00  0.00           O+0
HETATM   34  H   UNK     0      19.556 -11.763   0.000  0.00  0.00           H+0
CONECT    1   17    2    8                                                  
CONECT    2    1                                                            
CONECT    3    5    8                                                       
CONECT    4    6    8                                                       
CONECT    5    3    7                                                       
CONECT    6    4    7                                                       
CONECT    7    5    6   21                                                  
CONECT    8    1    3    4                                                  
CONECT    9   11   12   16                                                  
CONECT   10   15   13   18                                                  
CONECT   11    9                                                            
CONECT   12    9   14   17                                                  
CONECT   13   10                                                            
CONECT   14   12   15                                                       
CONECT   15   10   14                                                       
CONECT   16    9                                                            
CONECT   17    1   12                                                       
CONECT   18   10                                                            
CONECT   19   23   21                                                       
CONECT   20   22   21                                                       
CONECT   21    7   20   19                                                  
CONECT   22   20   31   23   34                                             
CONECT   23   19   22   25                                                  
CONECT   24   25   26   27                                                  
CONECT   25   23   24   30                                                  
CONECT   26   24   29                                                       
CONECT   27   24   31                                                       
CONECT   28   29   30                                                       
CONECT   29   26   28   32                                                  
CONECT   30   25   28   33                                                  
CONECT   31   22   27                                                       
CONECT   32   29                                                            
CONECT   33   30                                                            
CONECT   34   22                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   74    0
END
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3D PDB for #<Metabolite:0x00007f9250f40238>

COMPND    HMDB0062623
HETATM    1  N1  UNL     1       8.122   3.225   1.514  1.00  0.00           N  
HETATM    2  C1  UNL     1       6.980   2.449   1.226  1.00  0.00           C  
HETATM    3  N2  UNL     1       7.112   1.303   0.496  1.00  0.00           N  
HETATM    4  C2  UNL     1       6.055   0.517   0.187  1.00  0.00           C  
HETATM    5  C3  UNL     1       4.809   0.891   0.628  1.00  0.00           C  
HETATM    6  C4  UNL     1       4.686   2.063   1.372  1.00  0.00           C  
HETATM    7  O1  UNL     1       3.567   2.410   1.775  1.00  0.00           O  
HETATM    8  N3  UNL     1       5.764   2.814   1.656  1.00  0.00           N  
HETATM    9  N4  UNL     1       3.706   0.053   0.298  1.00  0.00           N1+
HETATM   10  C5  UNL     1       2.455   0.389   0.226  1.00  0.00           C  
HETATM   11  N5  UNL     1       1.697  -0.755  -0.136  1.00  0.00           N  
HETATM   12  C6  UNL     1       0.303  -0.899   0.026  1.00  0.00           C  
HETATM   13  C7  UNL     1      -0.319  -2.060  -0.417  1.00  0.00           C  
HETATM   14  C8  UNL     1      -1.676  -2.160  -0.236  1.00  0.00           C  
HETATM   15  C9  UNL     1      -2.434  -1.176   0.355  1.00  0.00           C  
HETATM   16  C10 UNL     1      -3.870  -1.329   0.530  1.00  0.00           C  
HETATM   17  O2  UNL     1      -4.291  -2.019   1.487  1.00  0.00           O  
HETATM   18  N6  UNL     1      -4.738  -0.694  -0.385  1.00  0.00           N  
HETATM   19  C11 UNL     1      -6.165  -0.833  -0.223  1.00  0.00           C  
HETATM   20  C12 UNL     1      -6.785   0.498   0.043  1.00  0.00           C  
HETATM   21  C13 UNL     1      -6.613   1.556  -0.967  1.00  0.00           C  
HETATM   22  C14 UNL     1      -7.149   1.301  -2.303  1.00  0.00           C  
HETATM   23  O3  UNL     1      -6.449   1.123  -3.314  1.00  0.00           O  
HETATM   24  O4  UNL     1      -8.543   1.255  -2.442  1.00  0.00           O1-
HETATM   25  C15 UNL     1      -6.836  -1.517  -1.339  1.00  0.00           C  
HETATM   26  O5  UNL     1      -8.019  -1.923  -1.253  1.00  0.00           O  
HETATM   27  O6  UNL     1      -6.155  -1.732  -2.521  1.00  0.00           O1-
HETATM   28  C16 UNL     1      -1.801  -0.013   0.797  1.00  0.00           C  
HETATM   29  C17 UNL     1      -0.453   0.111   0.629  1.00  0.00           C  
HETATM   30  C18 UNL     1       2.602  -1.740  -0.691  1.00  0.00           C  
HETATM   31  C19 UNL     1       3.893  -1.357  -0.008  1.00  0.00           C  
HETATM   32  C20 UNL     1       5.119  -1.603  -0.828  1.00  0.00           C  
HETATM   33  N7  UNL     1       6.178  -0.669  -0.568  1.00  0.00           N  
HETATM   34  H1  UNL     1       8.102   3.891   2.299  1.00  0.00           H  
HETATM   35  H2  UNL     1       8.973   3.126   0.942  1.00  0.00           H  
HETATM   36  H3  UNL     1       5.644   3.679   2.210  1.00  0.00           H  
HETATM   37  H4  UNL     1       2.011   1.352   0.399  1.00  0.00           H  
HETATM   38  H5  UNL     1       0.246  -2.857  -0.888  1.00  0.00           H  
HETATM   39  H6  UNL     1      -2.188  -3.064  -0.578  1.00  0.00           H  
HETATM   40  H7  UNL     1      -4.356  -0.112  -1.195  1.00  0.00           H  
HETATM   41  H8  UNL     1      -6.343  -1.435   0.739  1.00  0.00           H  
HETATM   42  H9  UNL     1      -7.898   0.403   0.244  1.00  0.00           H  
HETATM   43  H10 UNL     1      -6.388   0.902   1.017  1.00  0.00           H  
HETATM   44  H11 UNL     1      -7.132   2.480  -0.565  1.00  0.00           H  
HETATM   45  H12 UNL     1      -5.536   1.900  -1.025  1.00  0.00           H  
HETATM   46  H13 UNL     1      -2.393   0.771   1.266  1.00  0.00           H  
HETATM   47  H14 UNL     1       0.091   1.000   0.958  1.00  0.00           H  
HETATM   48  H15 UNL     1       2.685  -1.676  -1.789  1.00  0.00           H  
HETATM   49  H16 UNL     1       2.362  -2.769  -0.413  1.00  0.00           H  
HETATM   50  H17 UNL     1       3.910  -1.888   0.973  1.00  0.00           H  
HETATM   51  H18 UNL     1       5.500  -2.624  -0.531  1.00  0.00           H  
HETATM   52  H19 UNL     1       4.835  -1.673  -1.884  1.00  0.00           H  
HETATM   53  H20 UNL     1       7.120  -0.887  -0.974  1.00  0.00           H  
CONECT    1    2   34   35
CONECT    2    3    3    8
CONECT    3    4
CONECT    4    5    5   33
CONECT    5    6    9
CONECT    6    7    7    8
CONECT    8   36
CONECT    9   10   10   31
CONECT   10   11   37
CONECT   11   12   30
CONECT   12   13   13   29
CONECT   13   14   38
CONECT   14   15   15   39
CONECT   15   16   28
CONECT   16   17   17   18
CONECT   18   19   40
CONECT   19   20   25   41
CONECT   20   21   42   43
CONECT   21   22   44   45
CONECT   22   23   23   24
CONECT   25   26   26   27
CONECT   28   29   29   46
CONECT   29   47
CONECT   30   31   48   49
CONECT   31   32   50
CONECT   32   33   51   52
CONECT   33   53
END
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SMILES for #<Metabolite:0x00007f9250f40238>

[H][C@@]12CN(C=[N+]1C1=C(NC2)N=C(N)NC1=O)C1=CC=C(C=C1)C(=O)N[C@@H](CCC([O-])=O)C([O-])=O
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INCHI for #<Metabolite:0x00007f9250f40238>

InChI=1S/C20H21N7O6/c21-20-24-16-15(18(31)25-20)27-9-26(8-12(27)7-22-16)11-3-1-10(2-4-11)17(30)23-13(19(32)33)5-6-14(28)29/h1-4,9,12-13H,5-8H2,(H6-,21,22,23,24,25,28,29,30,31,32,33)/p-1/t12-,13+/m1/s1
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Synonyms
ValueSource
5,10-MethenyltetrahydrofolateChEBI
5,10-Methenyltetrahydrofolic acidGenerator
5,10-Methenyltetrahydrofolic acid mono-L-glutamic acidGenerator
AnhydroleucovorinMeSH, HMDB
5,10-MethenyltetrahydropteroylglutamateMeSH, HMDB
N5,N10-Methenyl tetrahydrofolateMeSH, HMDB
(6R)-5,10-Methenyltetrahydrofolic acidGenerator
Molecular FormulaC20H20N7O6
Average Mass454.424
Monoisotopic Mass454.148054972
IUPAC Name(6aR)-3-amino-8-(4-{[(1S)-1,3-dicarboxypropyl]carbamoyl}phenyl)-1-oxo-1H,2H,5H,6H,6aH,7H,8H-10lambda5-imidazo[1,5-f]pteridin-10-ylium
Traditional Name(6aR)-3-amino-8-(4-{[(1S)-1,3-dicarboxypropyl]carbamoyl}phenyl)-1-oxo-2H,5H,6H,6aH,7H-10lambda5-imidazo[1,5-f]pteridin-10-ylium
CAS Registry NumberNot Available
SMILES
[H][C@@]12CN(C=[N+]1C1=C(NC2)N=C(N)NC1=O)C1=CC=C(C=C1)C(=O)N[C@@H](CCC([O-])=O)C([O-])=O
InChI Identifier
InChI=1S/C20H21N7O6/c21-20-24-16-15(18(31)25-20)27-9-26(8-12(27)7-22-16)11-3-1-10(2-4-11)17(30)23-13(19(32)33)5-6-14(28)29/h1-4,9,12-13H,5-8H2,(H6-,21,22,23,24,25,28,29,30,31,32,33)/p-1/t12-,13+/m1/s1
InChI KeyMEANFMOQMXYMCT-OLZOCXBDSA-M