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

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 15:45:54 UTC

Update Date

2022-09-01 02:00:00 UTC

Metabolite ID

MMDBc0047850

Metabolite Identification

Common Name

5,10-methenyltetrahydrofolate mono-L-glutamate

Description

5,10-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

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


  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

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


  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

$$$$

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

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

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

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

Synonyms

Value	Source
5,10-Methenyltetrahydrofolate	ChEBI
5,10-Methenyltetrahydrofolic acid	Generator
5,10-Methenyltetrahydrofolic acid mono-L-glutamic acid	Generator
Anhydroleucovorin	MeSH, HMDB
5,10-Methenyltetrahydropteroylglutamate	MeSH, HMDB
N5,N10-Methenyl tetrahydrofolate	MeSH, HMDB
(6R)-5,10-Methenyltetrahydrofolic acid	Generator

Molecular Formula

C₂₀H₂₀N₇O₆

Average Mass

454.424

Monoisotopic Mass

454.148054972

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 Number

Not 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 Key

MEANFMOQMXYMCT-OLZOCXBDSA-M

Chemical Taxonomy

Description

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.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pteridines and derivatives

Sub Class

Pterins and derivatives

Direct Parent

Tetrahydrofolic acids

Alternative Parents

Substituents

Tetrahydrofolic acid
Glutamic acid or derivatives
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
Hippuric acid
Hippuric acid or derivatives
Alpha-amino acid or derivatives
Benzamide
Benzoic acid or derivatives
Aniline or substituted anilines
Benzoyl
Pyrimidone
Secondary aliphatic/aromatic amine
Aminopyrimidine
Monocyclic benzene moiety
Benzenoid
Pyrimidine
Dicarboxylic acid or derivatives
2-imidazoline
Heteroaromatic compound
Vinylogous amide
Carboxamide group
Carboxylic acid salt
Amino acid
Amino acid or derivatives
Secondary carboxylic acid amide
Carboxylic acid amidine
Azacycle
Carboxylic acid derivative
Amidine
Carboxylic acid
Secondary amine
Organic nitrogen compound
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Carbonyl group
Primary amine
Organic salt
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Amine
Organic anion
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

dicarboxylic acid anion (CHEBI:57455 )
tetrahydrofolate (CHEBI:57455 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.24 g/L	ALOGPS
logP	-1	ALOGPS
logP	-4.6	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	3.21	ChemAxon
pKa (Strongest Basic)	-0.92	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	195.12 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	156.05 m³·mol⁻¹	ChemAxon
Polarizability	44.98 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

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0000900000-81836bb5b51273ea2749	2016-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-0000900000-3d6f0cc11737cb7386a5	2016-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00xr-9321700000-9966faa730f76e420820	2016-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0000900000-771201fa3c19f2ef181d	2016-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-1000900000-9c559e48f4a327d70248	2016-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9310100000-67e603e06ffe67fbd9a6	2016-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0ue9-1006900000-307f48a198273c839b9a	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0gxc-3037900000-fdd8d4d98111bab0c882	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-000y-9142000000-1390d8c1c70bc823d1c6	2021-09-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum

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

Metabolic Reactions

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	Microbial Links
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	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

HMDB0062623

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

57455

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Wishart DS, Li C, Marcu A, Badran H, Pon A, Budinski Z, Patron J, Lipton D, Cao X, Oler E, Li K, Paccoud M, Hong C, Guo AC, Chan C, Wei W, Ramirez-Gaona M: PathBank: a comprehensive pathway database for model organisms. Nucleic Acids Res. 2020 Jan 8;48(D1):D470-D478. doi: 10.1093/nar/gkz861. [PubMed:31602464 ]

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

MOL for #<Metabolite:0x00007fecb710c498>

3D MOL for #<Metabolite:0x00007fecb710c498>

3D SDF for #<Metabolite:0x00007fecb710c498>

3D-SDF for #<Metabolite:0x00007fecb710c498>

PDB for #<Metabolite:0x00007fecb710c498>

3D PDB for #<Metabolite:0x00007fecb710c498>

SMILES for #<Metabolite:0x00007fecb710c498>

INCHI for #<Metabolite:0x00007fecb710c498>

Structure for #<Metabolite:0x00007fecb710c498>

3D Structure for #<Metabolite:0x00007fecb710c498>