MiMeDB: Showing metabocard for Folinic acid (MMDBc0047933)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-23 23:16:33 UTC

Update Date

2022-09-01 02:02:17 UTC

Metabolite ID

MMDBc0047933

Metabolite Identification

Common Name

Folinic acid

Description

Folinic acid (CAS: 58-05-9), also known as leucovorin, is a medication used to decrease the toxic effects of methotrexate (a chemotherapy agent and immune system suppressant) and pyrimethamine (Wikipedia ). Folinic acid is the active metabolite of folic acid. Leucovorin is used principally as its calcium salt as an antidote to folic acid antagonists which block the conversion of folic acid to folinic acid.

Structure

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


  Mrv1652304202022172D          

 34 36  0  0  0  0            999 V2000
 9995.5441 9999.2056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.2593 9999.6166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.9725 9998.3756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.6878 9997.9637    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10000.5489 9999.6145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.2634 9999.2015    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10001.9799 9999.6145    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10002.6944 9999.2015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.4108 9999.6145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.1274 9999.2015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.8417 9999.6145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.1274 9998.3756    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.979910000.4405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.694410000.8534    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.263410000.8534    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.548910000.4405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9994.1155 9999.2056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9992.6871 9996.7175    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9999.8335 9999.2013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.1193 9999.6136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.4047 9999.2012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.4047 9998.3763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.1192 9997.9638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.8336 9998.3763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.1156 9998.3725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.4013 9997.9601    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9993.4013 9997.1351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.1156 9996.7227    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9994.8301 9997.1351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.8301 9997.9601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.5445 9996.7226    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9996.2588 9997.1352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.2589 9997.9600    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9995.5444 9998.3725    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  3  4  1  0  0  0  0
  5  6  1  0  0  0  0
  5 16  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 13  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 19  1  0  0  0  0
  4 22  1  0  0  0  0
 19  5  1  0  0  0  0
 25 30  1  0  0  0  0
 29 30  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 30 34  1  0  0  0  0
 31 32  1  0  0  0  0
 29 31  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
  1 34  1  0  0  0  0
 33  3  1  1  0  0  0
 27 18  1  0  0  0  0
 25 17  2  0  0  0  0
M  END

HMDB0001562
     RDKit          3D
Folinic acid
 57 59  0  0  0  0  0  0  0  0999 V2000
  -10.0992    0.2535   -0.7863 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7074   -0.0214   -0.7808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1375   -0.8877   -1.6469 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8173   -1.1337   -1.6244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2796   -1.9449   -2.4280 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9968   -0.5095   -0.7168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5936    0.3859    0.1783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9010    0.5912    0.1122 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7067    0.9880    1.0998 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4313    0.4438    1.5081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9819   -0.7346    0.6732 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4925   -0.7755    0.6167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8904    0.3801    0.0459 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4811    0.4982   -0.0640 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3566   -0.5097    0.3965 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7329   -0.4088    0.2971 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3158    0.7050   -0.2670 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7594    0.8404   -0.3829 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2524    1.8719   -0.9230 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6556   -0.1347    0.0834 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1139    0.0167   -0.0400 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.7432   -0.0188    1.3133 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2219    0.1243    1.3551 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7017    1.3986    0.8045 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9530    2.3058    0.3786 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0715    1.6515    0.7352 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6042   -1.0560   -0.9346 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7902   -1.9053   -1.4292 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9269   -1.2350   -1.3049 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4988    1.7386   -0.7409 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1375    1.5950   -0.6211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6143   -0.7110   -0.6413 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8632   -0.8478   -1.8312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3533   -0.6534   -2.9609 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4202    1.2240   -0.9522 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8109   -0.4837   -0.6297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3166    1.2673    0.7939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0006    1.8955    1.5180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5533    0.1433    2.5888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7036    1.2692    1.5018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3215   -1.6546    1.1838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1719   -1.7090    0.0729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1414   -0.9432    1.6714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4790    1.1584   -0.3011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1359   -1.3784    0.8381 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3164   -1.2361    0.6789 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3156   -0.9998    0.5336 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3511    0.9730   -0.5338 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4765   -0.9984    1.8099 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2832    0.7486    2.0024 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5576    0.0672    2.4389 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6997   -0.7432    0.8157 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6965    0.8764    0.7014 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1857   -1.5375   -2.2473 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9660    2.6202   -1.1875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4861    2.3968   -0.9890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7952   -1.1393   -1.7826 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
  4  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 21 27  1  0
 27 28  2  0
 27 29  1  0
 17 30  1  0
 30 31  2  0
 11 32  1  0
 32 33  1  0
 33 34  2  0
  8  2  1  0
 31 14  1  0
 32  6  1  0
  1 35  1  0
  1 36  1  0
  8 37  1  0
  9 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  1
 12 42  1  0
 12 43  1  0
 13 44  1  0
 15 45  1  0
 16 46  1  0
 20 47  1  0
 21 48  1  6
 22 49  1  0
 22 50  1  0
 23 51  1  0
 23 52  1  0
 26 53  1  0
 29 54  1  0
 30 55  1  0
 31 56  1  0
 33 57  1  0
M  END


  Mrv1652304202022172D          

 34 36  0  0  0  0            999 V2000
 9995.5441 9999.2056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.2593 9999.6166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.9725 9998.3756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.6878 9997.9637    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10000.5489 9999.6145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.2634 9999.2015    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10001.9799 9999.6145    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10002.6944 9999.2015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.4108 9999.6145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.1274 9999.2015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.8417 9999.6145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.1274 9998.3756    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.979910000.4405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.694410000.8534    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.263410000.8534    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.548910000.4405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9994.1155 9999.2056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9992.6871 9996.7175    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9999.8335 9999.2013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.1193 9999.6136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.4047 9999.2012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.4047 9998.3763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.1192 9997.9638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.8336 9998.3763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.1156 9998.3725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.4013 9997.9601    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9993.4013 9997.1351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.1156 9996.7227    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9994.8301 9997.1351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.8301 9997.9601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.5445 9996.7226    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9996.2588 9997.1352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.2589 9997.9600    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9995.5444 9998.3725    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  3  4  1  0  0  0  0
  5  6  1  0  0  0  0
  5 16  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 13  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 19  1  0  0  0  0
  4 22  1  0  0  0  0
 19  5  1  0  0  0  0
 25 30  1  0  0  0  0
 29 30  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 30 34  1  0  0  0  0
 31 32  1  0  0  0  0
 29 31  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
  1 34  1  0  0  0  0
 33  3  1  1  0  0  0
 27 18  1  0  0  0  0
 25 17  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0047933

> <DATABASE_NAME>
MIME

> <SMILES>
NC1=NC(=O)C2=C(NC[C@H](CNC3=CC=C(C=C3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)N2C=O)N1

> <INCHI_IDENTIFIER>
InChI=1S/C20H23N7O7/c21-20-25-16-15(18(32)26-20)27(9-28)12(8-23-16)7-22-11-3-1-10(2-4-11)17(31)24-13(19(33)34)5-6-14(29)30/h1-4,9,12-13,22H,5-8H2,(H,24,31)(H,29,30)(H,33,34)(H4,21,23,25,26,32)/t12-,13-/m0/s1

> <INCHI_KEY>
VVIAGPKUTFNRDU-STQMWFEESA-N

> <FORMULA>
C20H23N7O7

> <MOLECULAR_WEIGHT>
473.4393

> <EXACT_MASS>
473.165896125

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
46.34154214681111

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-{[4-({[(6S)-2-amino-5-formyl-4-oxo-1,4,5,6,7,8-hexahydropteridin-6-yl]methyl}amino)phenyl]formamido}pentanedioic acid

> <ALOGPS_LOGP>
-1.06

> <JCHEM_LOGP>
-2.6744360693430935

> <ALOGPS_LOGS>
-3.20

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.2084919432830645

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.4734158052231012

> <JCHEM_PKA_STRONGEST_BASIC>
2.807468599105256

> <JCHEM_POLAR_SURFACE_AREA>
215.55

> <JCHEM_REFRACTIVITY>
126.46200000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.00e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-{[4-({[(6S)-2-amino-5-formyl-4-oxo-1,6,7,8-tetrahydropteridin-6-yl]methyl}amino)phenyl]formamido}pentanedioic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001562
     RDKit          3D
Folinic acid
 57 59  0  0  0  0  0  0  0  0999 V2000
  -10.0992    0.2535   -0.7863 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7074   -0.0214   -0.7808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1375   -0.8877   -1.6469 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8173   -1.1337   -1.6244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2796   -1.9449   -2.4280 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9968   -0.5095   -0.7168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5936    0.3859    0.1783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9010    0.5912    0.1122 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7067    0.9880    1.0998 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4313    0.4438    1.5081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9819   -0.7346    0.6732 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4925   -0.7755    0.6167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8904    0.3801    0.0459 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4811    0.4982   -0.0640 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3566   -0.5097    0.3965 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7329   -0.4088    0.2971 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3158    0.7050   -0.2670 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7594    0.8404   -0.3829 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2524    1.8719   -0.9230 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6556   -0.1347    0.0834 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1139    0.0167   -0.0400 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.7432   -0.0188    1.3133 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2219    0.1243    1.3551 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7017    1.3986    0.8045 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9530    2.3058    0.3786 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0715    1.6515    0.7352 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6042   -1.0560   -0.9346 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7902   -1.9053   -1.4292 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9269   -1.2350   -1.3049 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4988    1.7386   -0.7409 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1375    1.5950   -0.6211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6143   -0.7110   -0.6413 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8632   -0.8478   -1.8312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3533   -0.6534   -2.9609 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4202    1.2240   -0.9522 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8109   -0.4837   -0.6297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3166    1.2673    0.7939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0006    1.8955    1.5180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5533    0.1433    2.5888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7036    1.2692    1.5018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3215   -1.6546    1.1838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1719   -1.7090    0.0729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1414   -0.9432    1.6714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4790    1.1584   -0.3011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1359   -1.3784    0.8381 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3164   -1.2361    0.6789 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3156   -0.9998    0.5336 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3511    0.9730   -0.5338 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4765   -0.9984    1.8099 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2832    0.7486    2.0024 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5576    0.0672    2.4389 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6997   -0.7432    0.8157 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6965    0.8764    0.7014 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1857   -1.5375   -2.2473 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9660    2.6202   -1.1875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4861    2.3968   -0.9890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7952   -1.1393   -1.7826 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
  4  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 21 27  1  0
 27 28  2  0
 27 29  1  0
 17 30  1  0
 30 31  2  0
 11 32  1  0
 32 33  1  0
 33 34  2  0
  8  2  1  0
 31 14  1  0
 32  6  1  0
  1 35  1  0
  1 36  1  0
  8 37  1  0
  9 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  1
 12 42  1  0
 12 43  1  0
 13 44  1  0
 15 45  1  0
 16 46  1  0
 20 47  1  0
 21 48  1  6
 22 49  1  0
 22 50  1  0
 23 51  1  0
 23 52  1  0
 26 53  1  0
 29 54  1  0
 30 55  1  0
 31 56  1  0
 33 57  1  0
M  END

HEADER    PROTEIN                                 20-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-20         0                                  
HETATM    1  C   UNK     0    8658.3498665.184   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0    8659.6848665.951   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0    8661.0158663.634   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0    8662.3518662.866   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0    8667.6918665.947   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0    8669.0258665.176   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0    8670.3628665.947   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8671.6968665.176   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8673.0338665.947   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8674.3718665.176   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0    8675.7058665.947   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0    8674.3718663.634   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0    8670.3628667.489   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0    8671.6968668.260   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0    8669.0258668.260   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0    8667.6918667.489   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0    8655.6828665.184   0.000  0.00  0.00           O+0
HETATM   18  N   UNK     0    8653.0168660.539   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0    8666.3568665.176   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8665.0238665.945   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8663.6898665.176   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8663.6898663.636   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8665.0238662.866   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8666.3568663.636   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8655.6828663.629   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0    8654.3498662.859   0.000  0.00  0.00           N+0
HETATM   27  C   UNK     0    8654.3498661.319   0.000  0.00  0.00           C+0
HETATM   28  N   UNK     0    8655.6828660.549   0.000  0.00  0.00           N+0
HETATM   29  C   UNK     0    8657.0168661.319   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0    8657.0168662.859   0.000  0.00  0.00           C+0
HETATM   31  N   UNK     0    8658.3508660.549   0.000  0.00  0.00           N+0
HETATM   32  C   UNK     0    8659.6838661.319   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0    8659.6838662.859   0.000  0.00  0.00           C+0
HETATM   34  N   UNK     0    8658.3508663.629   0.000  0.00  0.00           N+0
CONECT    1    2   34                                                       
CONECT    2    1                                                            
CONECT    3    4   33                                                       
CONECT    4    3   22                                                       
CONECT    5    6   16   19                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   13                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    7   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16    5                                                            
CONECT   17   25                                                            
CONECT   18   27                                                            
CONECT   19   20   24    5                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23    4                                                  
CONECT   23   22   24                                                       
CONECT   24   23   19                                                       
CONECT   25   30   26   17                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   18                                                  
CONECT   28   27   29                                                       
CONECT   29   30   31   28                                                  
CONECT   30   25   29   34                                                  
CONECT   31   32   29                                                       
CONECT   32   33   31                                                       
CONECT   33   32   34    3                                                  
CONECT   34   33   30    1                                                  
MASTER        0    0    0    0    0    0    0    0   34    0   72    0
END

COMPND    HMDB0001562
HETATM    1  N1  UNL     1     -10.099   0.253  -0.786  1.00  0.00           N  
HETATM    2  C1  UNL     1      -8.707  -0.021  -0.781  1.00  0.00           C  
HETATM    3  N2  UNL     1      -8.138  -0.888  -1.647  1.00  0.00           N  
HETATM    4  C2  UNL     1      -6.817  -1.134  -1.624  1.00  0.00           C  
HETATM    5  O1  UNL     1      -6.280  -1.945  -2.428  1.00  0.00           O  
HETATM    6  C3  UNL     1      -5.997  -0.509  -0.717  1.00  0.00           C  
HETATM    7  C4  UNL     1      -6.594   0.386   0.178  1.00  0.00           C  
HETATM    8  N3  UNL     1      -7.901   0.591   0.112  1.00  0.00           N  
HETATM    9  N4  UNL     1      -5.707   0.988   1.100  1.00  0.00           N  
HETATM   10  C5  UNL     1      -4.431   0.444   1.508  1.00  0.00           C  
HETATM   11  C6  UNL     1      -3.982  -0.735   0.673  1.00  0.00           C  
HETATM   12  C7  UNL     1      -2.493  -0.775   0.617  1.00  0.00           C  
HETATM   13  N5  UNL     1      -1.890   0.380   0.046  1.00  0.00           N  
HETATM   14  C8  UNL     1      -0.481   0.498  -0.064  1.00  0.00           C  
HETATM   15  C9  UNL     1       0.357  -0.510   0.397  1.00  0.00           C  
HETATM   16  C10 UNL     1       1.733  -0.409   0.297  1.00  0.00           C  
HETATM   17  C11 UNL     1       2.316   0.705  -0.267  1.00  0.00           C  
HETATM   18  C12 UNL     1       3.759   0.840  -0.383  1.00  0.00           C  
HETATM   19  O2  UNL     1       4.252   1.872  -0.923  1.00  0.00           O  
HETATM   20  N6  UNL     1       4.656  -0.135   0.083  1.00  0.00           N  
HETATM   21  C13 UNL     1       6.114   0.017  -0.040  1.00  0.00           C  
HETATM   22  C14 UNL     1       6.743  -0.019   1.313  1.00  0.00           C  
HETATM   23  C15 UNL     1       8.222   0.124   1.355  1.00  0.00           C  
HETATM   24  C16 UNL     1       8.702   1.399   0.805  1.00  0.00           C  
HETATM   25  O3  UNL     1       7.953   2.306   0.379  1.00  0.00           O  
HETATM   26  O4  UNL     1      10.071   1.651   0.735  1.00  0.00           O  
HETATM   27  C17 UNL     1       6.604  -1.056  -0.935  1.00  0.00           C  
HETATM   28  O5  UNL     1       5.790  -1.905  -1.429  1.00  0.00           O  
HETATM   29  O6  UNL     1       7.927  -1.235  -1.305  1.00  0.00           O  
HETATM   30  C18 UNL     1       1.499   1.739  -0.741  1.00  0.00           C  
HETATM   31  C19 UNL     1       0.137   1.595  -0.621  1.00  0.00           C  
HETATM   32  N7  UNL     1      -4.614  -0.711  -0.641  1.00  0.00           N  
HETATM   33  C20 UNL     1      -3.863  -0.848  -1.831  1.00  0.00           C  
HETATM   34  O7  UNL     1      -4.353  -0.653  -2.961  1.00  0.00           O  
HETATM   35  H1  UNL     1     -10.420   1.224  -0.952  1.00  0.00           H  
HETATM   36  H2  UNL     1     -10.811  -0.484  -0.630  1.00  0.00           H  
HETATM   37  H3  UNL     1      -8.317   1.267   0.794  1.00  0.00           H  
HETATM   38  H4  UNL     1      -6.001   1.896   1.518  1.00  0.00           H  
HETATM   39  H5  UNL     1      -4.553   0.143   2.589  1.00  0.00           H  
HETATM   40  H6  UNL     1      -3.704   1.269   1.502  1.00  0.00           H  
HETATM   41  H7  UNL     1      -4.322  -1.655   1.184  1.00  0.00           H  
HETATM   42  H8  UNL     1      -2.172  -1.709   0.073  1.00  0.00           H  
HETATM   43  H9  UNL     1      -2.141  -0.943   1.671  1.00  0.00           H  
HETATM   44  H10 UNL     1      -2.479   1.158  -0.301  1.00  0.00           H  
HETATM   45  H11 UNL     1      -0.136  -1.378   0.838  1.00  0.00           H  
HETATM   46  H12 UNL     1       2.316  -1.236   0.679  1.00  0.00           H  
HETATM   47  H13 UNL     1       4.316  -1.000   0.534  1.00  0.00           H  
HETATM   48  H14 UNL     1       6.351   0.973  -0.534  1.00  0.00           H  
HETATM   49  H15 UNL     1       6.476  -0.998   1.810  1.00  0.00           H  
HETATM   50  H16 UNL     1       6.283   0.749   2.002  1.00  0.00           H  
HETATM   51  H17 UNL     1       8.558   0.067   2.439  1.00  0.00           H  
HETATM   52  H18 UNL     1       8.700  -0.743   0.816  1.00  0.00           H  
HETATM   53  H19 UNL     1      10.696   0.876   0.701  1.00  0.00           H  
HETATM   54  H20 UNL     1       8.186  -1.537  -2.247  1.00  0.00           H  
HETATM   55  H21 UNL     1       1.966   2.620  -1.187  1.00  0.00           H  
HETATM   56  H22 UNL     1      -0.486   2.397  -0.989  1.00  0.00           H  
HETATM   57  H23 UNL     1      -2.795  -1.139  -1.783  1.00  0.00           H  
CONECT    1    2   35   36
CONECT    2    3    3    8
CONECT    3    4
CONECT    4    5    5    6
CONECT    6    7    7   32
CONECT    7    8    9
CONECT    8   37
CONECT    9   10   38
CONECT   10   11   39   40
CONECT   11   12   32   41
CONECT   12   13   42   43
CONECT   13   14   44
CONECT   14   15   15   31
CONECT   15   16   45
CONECT   16   17   17   46
CONECT   17   18   30
CONECT   18   19   19   20
CONECT   20   21   47
CONECT   21   22   27   48
CONECT   22   23   49   50
CONECT   23   24   51   52
CONECT   24   25   25   26
CONECT   26   53
CONECT   27   28   28   29
CONECT   29   54
CONECT   30   31   31   55
CONECT   31   56
CONECT   32   33
CONECT   33   34   34   57
END

HMDB0001562
     RDKit          3D
Folinic acid
 57 59  0  0  0  0  0  0  0  0999 V2000
  -10.0992    0.2535   -0.7863 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7074   -0.0214   -0.7808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1375   -0.8877   -1.6469 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8173   -1.1337   -1.6244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2796   -1.9449   -2.4280 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9968   -0.5095   -0.7168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5936    0.3859    0.1783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9010    0.5912    0.1122 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7067    0.9880    1.0998 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4313    0.4438    1.5081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9819   -0.7346    0.6732 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4925   -0.7755    0.6167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8904    0.3801    0.0459 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4811    0.4982   -0.0640 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3566   -0.5097    0.3965 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7329   -0.4088    0.2971 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3158    0.7050   -0.2670 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7594    0.8404   -0.3829 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2524    1.8719   -0.9230 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6556   -0.1347    0.0834 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1139    0.0167   -0.0400 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.7432   -0.0188    1.3133 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2219    0.1243    1.3551 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7017    1.3986    0.8045 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9530    2.3058    0.3786 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0715    1.6515    0.7352 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6042   -1.0560   -0.9346 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7902   -1.9053   -1.4292 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9269   -1.2350   -1.3049 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4988    1.7386   -0.7409 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1375    1.5950   -0.6211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6143   -0.7110   -0.6413 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8632   -0.8478   -1.8312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3533   -0.6534   -2.9609 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4202    1.2240   -0.9522 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8109   -0.4837   -0.6297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3166    1.2673    0.7939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0006    1.8955    1.5180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5533    0.1433    2.5888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7036    1.2692    1.5018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3215   -1.6546    1.1838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1719   -1.7090    0.0729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1414   -0.9432    1.6714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4790    1.1584   -0.3011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1359   -1.3784    0.8381 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3164   -1.2361    0.6789 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3156   -0.9998    0.5336 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3511    0.9730   -0.5338 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4765   -0.9984    1.8099 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2832    0.7486    2.0024 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5576    0.0672    2.4389 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6997   -0.7432    0.8157 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6965    0.8764    0.7014 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1857   -1.5375   -2.2473 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9660    2.6202   -1.1875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4861    2.3968   -0.9890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7952   -1.1393   -1.7826 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
  4  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 21 27  1  0
 27 28  2  0
 27 29  1  0
 17 30  1  0
 30 31  2  0
 11 32  1  0
 32 33  1  0
 33 34  2  0
  8  2  1  0
 31 14  1  0
 32  6  1  0
  1 35  1  0
  1 36  1  0
  8 37  1  0
  9 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  1
 12 42  1  0
 12 43  1  0
 13 44  1  0
 15 45  1  0
 16 46  1  0
 20 47  1  0
 21 48  1  6
 22 49  1  0
 22 50  1  0
 23 51  1  0
 23 52  1  0
 26 53  1  0
 29 54  1  0
 30 55  1  0
 31 56  1  0
 33 57  1  0
M  END

Synonyms

Value	Source
(6S)-5-Formyl-5,6,7,8-tetrahydrofolic acid	ChEBI
(6S)-Folinic acid	ChEBI
(6S)-Leucovorin	ChEBI
(S)-Leucovorin	ChEBI
Citrovorum factor	ChEBI
L-Folinic acid	ChEBI
Levofolene	ChEBI
Levofolinic acid	ChEBI
Levoleucovorin	ChEBI
N-[4-({[(6S)-2-amino-5-formyl-4-oxo-1,4,5,6,7,8-hexahydropteridin-6-yl]methyl}amino)benzoyl]-L-glutamic acid	ChEBI
(6S)-5-Formyl-5,6,7,8-tetrahydrofolate	Generator
(6S)-Folinate	Generator
L-Folinate	Generator
Levofolinate	Generator
N-[4-({[(6S)-2-amino-5-formyl-4-oxo-1,4,5,6,7,8-hexahydropteridin-6-yl]methyl}amino)benzoyl]-L-glutamate	Generator
Folinate	Generator
5-Formyltetrahydrofolate	HMDB
Pteroyl-D-glutamate	HMDB
5 Formyltetrahydropteroylglutamate	HMDB
5-Formyltetrahydropteroylglutamate	HMDB
Calcium folinate	HMDB
Folinic acid-SF	HMDB
Leucovorin	HMDB
Leucovorin, (S)-isomer	HMDB
Leucovorin, monosodium salt	HMDB
Leucovorin, (R)-isomer	HMDB
Leucovorin, calcium	HMDB
Leucovorin, calcium (1:1) salt, (DL)-isomer	HMDB
Leucovorin, calcium (1:1) salt, (S)-isomer	HMDB
Leukovorin	HMDB
Leukovorum	HMDB
Monosodium salt leucovorin	HMDB
Wellcovorin	HMDB
Levo leucovorin	HMDB
6 S Leucovorin	HMDB
Acid, folinic	HMDB
Factor, citrovorum	HMDB
Folinic acid SF	HMDB
Fusilev	HMDB
Leucovorin, calcium (1:1) salt, pentahydrate	HMDB
Leucovorin, monopotassium salt, (S)-isomer	HMDB
N(5)-Formyltetrahydrofolate	HMDB
S-Leucovorin	HMDB
5 Formyltetrahydrofolate	HMDB
6-S-Leucovorin	HMDB
6S Leucovorin	HMDB
6S-Leucovorin	HMDB
Calcium leucovorin	HMDB
Folinate, calcium	HMDB
Leucovorin, (D)-isomer	HMDB
Leucovorin, (DL)-isomer	HMDB
Leucovorin, calcium (1:1) salt	HMDB
Leucovorin, monosodium salt, (S)-isomer	HMDB
S Leucovorin	HMDB
Levo-leucovorin	HMDB
5-Formyl-(6S)-tetrahydrofolic acid	HMDB
5-Formyl-5,6,7,8-tetrahydrofolic acid	HMDB
5-Formyltetrahydrofolic acid	HMDB
5-Formyltetrahydropteroylglutamic acid	HMDB
CF	HMDB
Kunyrin	HMDB
Leucoverin	HMDB
N5-Formyl-5,6,7,8-tetrahydrofolic acid	HMDB
N5-Formyl-THF	HMDB
N5-Formyltetrahydrofolic acid	HMDB
Welcovorin	HMDB
(6S)-5-Formyltetrahydrofolate	HMDB
(6S)-5-Formyltetrahydrofolic acid	HMDB
Folinic acid	MeSH

Molecular Formula

C₂₀H₂₃N₇O₇

Average Mass

473.4393

Monoisotopic Mass

473.165896125

IUPAC Name

(2S)-2-{[4-({[(6S)-2-amino-5-formyl-4-oxo-1,4,5,6,7,8-hexahydropteridin-6-yl]methyl}amino)phenyl]formamido}pentanedioic acid

Traditional Name

(2S)-2-{[4-({[(6S)-2-amino-5-formyl-4-oxo-1,6,7,8-tetrahydropteridin-6-yl]methyl}amino)phenyl]formamido}pentanedioic acid

CAS Registry Number

68538-85-2

SMILES

NC1=NC(=O)C2=C(NC[C@H](CNC3=CC=C(C=C3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)N2C=O)N1

InChI Identifier

InChI=1S/C20H23N7O7/c21-20-25-16-15(18(32)26-20)27(9-28)12(8-23-16)7-22-11-3-1-10(2-4-11)17(31)24-13(19(33)34)5-6-14(29)30/h1-4,9,12-13,22H,5-8H2,(H,24,31)(H,29,30)(H,33,34)(H4,21,23,25,26,32)/t12-,13-/m0/s1

InChI Key

VVIAGPKUTFNRDU-STQMWFEESA-N

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
Aminobenzamide
Aminobenzoic acid or derivatives
Benzamide
Benzoic acid or derivatives
Benzoyl
Aniline or substituted anilines
Phenylalkylamine
Aminopyrimidine
Secondary aliphatic/aromatic amine
Pyrimidone
Dicarboxylic acid or derivatives
Benzenoid
Pyrimidine
Monocyclic benzene moiety
Heteroaromatic compound
Vinylogous amide
Tertiary carboxylic acid amide
Secondary carboxylic acid amide
Amino acid or derivatives
Amino acid
Carboxamide group
Secondary amine
Carboxylic acid
Carboxylic acid derivative
Azacycle
Organooxygen compound
Carbonyl group
Organic nitrogen compound
Hydrocarbon derivative
Amine
Organic oxide
Organopnictogen compound
Organic oxygen compound
Primary amine
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

5-formyltetrahydrofolic acid (CHEBI:63606 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.3 g/L	ALOGPS
logP	-1.1	ALOGPS
logP	-2.7	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	3.47	ChemAxon
pKa (Strongest Basic)	2.81	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	215.55 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	126.46 m³·mol⁻¹	ChemAxon
Polarizability	46.34 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0adi-0031900000-15cbae867ecd4a003ef0	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a6r-0393400000-73f11f6c59198eafb45f	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0pb9-0591000000-ea5c6303d77ffa4af0cb	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-0000900000-a3ae54a4d9b2cae45b72	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00bc-1243900000-4ea7b3b1902e6a1204e5	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0007-7973000000-df3edd5bd8661611dd06	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00fr-0005900000-5985bdc6c069ecc00046	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-056s-1597400000-db859aadd61942f2e80b	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-05o0-0921000000-ddf359b6fc3776d45401	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0000900000-56bf354a786254d088f4	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0fb9-1220900000-d93259006e38248d26b4	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0f6x-5920100000-575460bfef119781af80	2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-16	View Spectrum

Biological Properties

Cellular Locations

Extracellular

Biospecimen Locations

Bladder
Blood
Feces
Fibroblasts
Pancreas
Testis

Tissue Locations

Bladder
Fibroblasts
Pancreas
Testis

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0192325	Formimidoyltransferase-cyclodeaminase	Enzyme	O95954	Homo sapiens
MMDBp0192327	Aminomethyltransferase, mitochondrial	Enzyme	P48728	Homo sapiens
MMDBp0192979	5-formyltetrahydrofolate cyclo-ligase	Unknown	P49914	Homo sapiens
MMDBp0193190	Canalicular multispecific organic anion transporter 1	Transporter	Q92887	Homo sapiens
MMDBp0193395	Canalicular multispecific organic anion transporter 2	Transporter	O15438	Homo sapiens
MMDBp0193945	Multidrug resistance-associated protein 4	Transporter	O15439	Homo sapiens
MMDBp0193968	Thymidylate synthase	Enzyme	P04818	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0000113	Folinic acid	Folinic acid	Solute carrier family 19 (folate transporter), member 1	5-Formyltetrahydrofolate Transport via Anion Exchange	VMH	11375437 14770311
MMDBr0002581	Water	Folinic acid	Aminomethyltransferase	S-Aminomethyldihydrolipoylprotein: (6S)-Tetrahydrofolate Aminomethyltransferase (Ammonia-Forming)	VMH	7916605
MMDBr0002582	Folinic acid	ADP	5,10-methenyltetrahydrofolate synthetase (5-formyltetrahydrofolate cyclo-ligase)	5-Formyltetrahydrofolate Cyclo-Ligase (ADP-Forming)	VMH	12207015 12764149 8522195
MMDBr0007411	Folinic acid	ADP	Not Available	5-Formethyltetrahydrofolate Cyclo-Ligase	VMH	30371894
MMDBr0010755	Folinic acid	Formiminoglutamic acid	Formimidoyltransferase cyclodeaminase	5-Formyltetrahydrofolate:L-Glutamate N-Formiminotransferase	VMH	30371894
MMDBr0010849	Folinic acid	Water	Not Available	Aminomethyltransferase	VMH	30371894

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
Bacteria	Firmicutes	389	Human feces; Human pleural fluid plaque; Pig ; Human sputum; Human ; Human subgingival plaque; Human saliva; Human urine; Human mucosa; Human supragingival plaque; Cattle ; Human stool	Metabolic reconstruction
Bacteria	Proteobacteria	175	Human feces; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human stool; Human feces; pleural fluid plaque; bal	Metabolic reconstruction
Bacteria	Actinobacteria	124	Human feces; Human sputum; Human bronchial brush; Human nasopharyngeal swab; Human pleural fluid plaque; Human dental plaque; Human ; Human supragingival plaque; Human mucosa; Human subgingival plaque; Human saliva	Metabolic reconstruction
Bacteria	Verrucomicrobia	1	Human ; Human feces	Metabolic reconstruction
Bacteria	Bacteroidetes	125	Human feces; Human appendix biopsy; Human ; Human stool; Human saliva; Human gastric fluid; Human urine; Human subgingival plaque; Human supragingival plaque	Metabolic reconstruction
Bacteria	Spirochaetes	1	Human feces	Metabolic reconstruction
Archaea	Thaumarchaeota	1		Metabolic reconstruction
Bacteria	Fusobacteria	17	Human feces; Human	Metabolic reconstruction
Bacteria	Synergistetes	2	Human feces	Metabolic reconstruction
Archaea	Euryarchaeota	2		Metabolic reconstruction
Bacteria	Candidatus melainabacteria	1	Human feces	Metabolic reconstruction
Bacteria	Tenericutes	1	Human feces	Metabolic reconstruction
Bacteria	Planctomycetes	1	Human feces	Metabolic reconstruction
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	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified							HMDB
Human Blood	Detected and Quantified	0.0025	0.0036	uM	Adult (>18 years old)	Both	Normal	HMDB	17272488
Human Bladder	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597
Human Fibroblasts	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597
Human Pancreas	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597
Human Testis	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597

External Links

HMDB ID

HMDB0001562

DrugBank ID

DB11596

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Folinic acid

METLIN ID

Not Available

PubChem Compound

149436

PDB ID

Not Available

ChEBI ID

63606

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Perry TL, Applegarth DA, Evans ME, Hansen S, Jellum E: Metabolic studies of a family with massive formiminoglutamic aciduria. Pediatr Res. 1975 Mar;9(3):117-22. doi: 10.1203/00006450-197503000-00001. [PubMed:235753 ]
Bunni MA, Priest DG: Human red blood cell-mediated metabolism of leucovorin [(R,S)5-formyltetrahydrofolate]. Arch Biochem Biophys. 1991 May 1;286(2):633-7. doi: 10.1016/0003-9861(91)90092-w. [PubMed:1897982 ]
Birmingham BK, Greene DS: Analysis of folinic acid in human serum using high-performance liquid chromatography with amperometric detection. J Pharm Sci. 1983 Nov;72(11):1306-9. doi: 10.1002/jps.2600721118. [PubMed:6606033 ]
Straw JA, Szapary D, Wynn WT: Pharmacokinetics of the diastereoisomers of leucovorin after intravenous and oral administration to normal subjects. Cancer Res. 1984 Jul;44(7):3114-9. [PubMed:6609768 ]
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Showing metabocard for Folinic acid (MMDBc0047933)

MOL for #<Metabolite:0x00007fe294ca3ce8>

3D MOL for #<Metabolite:0x00007fe294ca3ce8>

3D SDF for #<Metabolite:0x00007fe294ca3ce8>

3D-SDF for #<Metabolite:0x00007fe294ca3ce8>

PDB for #<Metabolite:0x00007fe294ca3ce8>

3D PDB for #<Metabolite:0x00007fe294ca3ce8>

SMILES for #<Metabolite:0x00007fe294ca3ce8>

INCHI for #<Metabolite:0x00007fe294ca3ce8>

Structure for #<Metabolite:0x00007fe294ca3ce8>

3D Structure for #<Metabolite:0x00007fe294ca3ce8>