NP-MRD: Showing NP-Card for levomefolic acid (NP0234843)

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Record Information

Version

2.0

Created at

2022-09-06 17:08:23 UTC

Updated at

2022-09-06 17:08:23 UTC

NP-MRD ID

NP0234843

Secondary Accession Numbers

None

Natural Product Identification

Common Name

levomefolic acid

Description

levomefolic acid is found in Homo sapiens.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 02231217552D          

 33 35  0  0  1  0            999 V2000
   -8.5737   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881   -7.0125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881   -6.1875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.5737   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -4.9500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -3.3000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0026   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7171   -6.1875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7171   -7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0026   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0026   -8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7171   -8.6625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4315   -8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1460   -8.6625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4315   -7.4250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  6 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 15 14  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 15 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
  3 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
  2 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 26 33  1  0  0  0  0
M  END

     RDKit          3D

 58 60  0  0  0  0  0  0  0  0999 V2000
    5.2042    2.1628   -1.5459 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9494    1.2093   -0.4544 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8410    0.1254   -0.2428 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9029   -0.4985    0.9845 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7341   -1.5276    1.2239 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5534   -1.9915    0.2436 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4346   -3.0723    0.4751 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4838   -1.3691   -0.9613 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6680   -0.3432   -1.2314 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6087    0.2284   -2.3495 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0178    0.0260    1.9929 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8426    0.7767    1.7061 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7829    1.4205    0.3672 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5383    0.9285   -0.3378 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4072    1.1666    0.5310 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1022    0.7737    0.0888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0331    0.1715   -1.1367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2761   -0.2150   -1.5824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4196   -0.0216   -0.8391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7167   -0.4337   -1.3138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7789   -1.0298   -2.4231 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8891   -0.1937   -0.5880 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1942   -0.6313   -1.1049 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.6759   -1.6757   -0.1299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8135   -1.2070    1.2733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8018   -0.1319    1.3943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9694   -0.3142    0.9717 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4859    1.0984    1.9688 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1009    0.4949   -1.3176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8190    1.6772   -1.0018 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3405    0.2668   -1.9006 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2787    0.5810    0.3849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0197    0.9817    0.8559 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7168    3.1353   -1.2826 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3058    2.4016   -1.5587 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8317    1.8043   -2.5088 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7537   -1.9760    2.1663 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1696   -3.8052    1.1447 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3318   -3.1215   -0.0239 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2711   -0.1678    2.9873 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7416    1.5785    2.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9665    0.0946    1.9076 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6670    2.5383    0.4567 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3898    1.4362   -1.3162 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6966   -0.1642   -0.5327 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5491    1.6177    1.4622 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8447    0.0088   -1.7360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3945   -0.6978   -2.5627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9204    0.2923    0.3316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9965   -1.1564   -2.0939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0011   -2.5759   -0.1502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6709   -2.0760   -0.4614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1996   -2.0659    1.8756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8211   -0.9325    1.6999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5557    1.2489    2.9819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0877    0.9163   -1.9482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1029    0.7834    1.0528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9435    1.4497    1.8173 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 32  1  0
 32 33  2  0
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 20 22  1  0
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 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 28  1  0
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 23 29  1  0
 29 31  1  0
 29 30  2  0
 13 12  1  0
 12 11  1  0
 11  4  1  0
  4  3  2  0
  3  9  1  0
  9 10  2  0
  9  8  1  0
  8  6  2  0
  6  7  1  0
  6  5  1  0
  3  2  1  0
 33 16  1  0
  5  4  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
 13 43  1  1
 14 44  1  0
 14 45  1  0
 15 46  1  0
 17 47  1  0
 18 48  1  0
 32 57  1  0
 33 58  1  0
 22 49  1  0
 23 50  1  6
 24 51  1  0
 24 52  1  0
 25 53  1  0
 25 54  1  0
 28 55  1  0
 31 56  1  0
 12 41  1  0
 12 42  1  0
 11 40  1  0
  7 38  1  0
  7 39  1  0
  5 37  1  0
M  END


  Mrv0541 02231217552D          

 33 35  0  0  1  0            999 V2000
   -8.5737   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881   -7.0125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881   -6.1875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.5737   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -4.9500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -3.3000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.0013   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0026   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7171   -6.1875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7171   -7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0026   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0026   -8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7171   -8.6625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4315   -8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1460   -8.6625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4315   -7.4250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  6 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 15 14  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 15 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
  3 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
  2 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 26 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0234843

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN1[C@@H](CNC2=CC=C(C=C2)C(=O)N[C@@H](CCC(O)=O)C(O)=O)CNC2=C1C(=O)N=C(N)N2

> <INCHI_IDENTIFIER>
InChI=1S/C20H25N7O6/c1-27-12(9-23-16-15(27)18(31)26-20(21)25-16)8-22-11-4-2-10(3-5-11)17(30)24-13(19(32)33)6-7-14(28)29/h2-5,12-13,22H,6-9H2,1H3,(H,24,30)(H,28,29)(H,32,33)(H4,21,23,25,26,31)/t12-,13-/m0/s1

> <INCHI_KEY>
ZNOVTXRBGFNYRX-STQMWFEESA-N

> <FORMULA>
C20H25N7O6

> <MOLECULAR_WEIGHT>
459.4558

> <EXACT_MASS>
459.186631567

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_AVERAGE_POLARIZABILITY>
46.560634036953054

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-0.58

> <JCHEM_LOGP>
-3.816718781320973

> <ALOGPS_LOGS>
-3.14

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.8691369994434672

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.4979397008743196

> <JCHEM_PKA_STRONGEST_BASIC>
3.535129258356722

> <JCHEM_POLAR_SURFACE_AREA>
198.48000000000002

> <JCHEM_REFRACTIVITY>
126.68129999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.32e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-methyltetrahydrofolate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0     -16.004 -13.860   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0     -17.338 -13.090   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0     -17.338 -11.550   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -16.004 -10.780   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0     -16.004  -9.240   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0     -14.671  -8.470   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -14.671  -6.930   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -13.337  -6.160   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -12.003  -6.930   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -12.003  -8.470   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -13.337  -9.240   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0     -10.669  -6.160   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0     -10.669  -4.620   0.000  0.00  0.00           O+0
HETATM   14  N   UNK     0      -9.336  -6.930   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      -8.002  -6.160   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.335  -6.160   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -2.667  -6.160   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -4.001  -8.470   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -6.668  -3.850   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -9.336  -3.850   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0     -18.672 -10.780   0.000  0.00  0.00           C+0
HETATM   25  N   UNK     0     -20.005 -11.550   0.000  0.00  0.00           N+0
HETATM   26  C   UNK     0     -20.005 -13.090   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0     -18.672 -13.860   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0     -18.672 -15.400   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0     -17.338 -16.170   0.000  0.00  0.00           O+0
HETATM   30  N   UNK     0     -20.005 -16.170   0.000  0.00  0.00           N+0
HETATM   31  C   UNK     0     -21.339 -15.400   0.000  0.00  0.00           C+0
HETATM   32  N   UNK     0     -22.673 -16.170   0.000  0.00  0.00           N+0
HETATM   33  N   UNK     0     -21.339 -13.860   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3   27                                                  
CONECT    3    2    4   24                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   12                                                  
CONECT   10    9   11                                                       
CONECT   11   10    6                                                       
CONECT   12    9   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   21                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   15   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24    3   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   33                                                  
CONECT   27   26    2   28                                                  
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   26                                                       
MASTER        0    0    0    0    0    0    0    0   33    0   70    0
END

View in JSmol

Synonyms

Value	Source
5-Methyltetrahydrofolate	ChEBI
[(6S)-5-Methyl-5,6,7,8-tetrahydropteroyl]glutamate	ChEBI
N-(5-Methyl-5,6,7,8-tetrahydropteroyl)-L-glutamic acid	ChEBI
Levomefolinic acid	Kegg
L-5-Methyltetrahydrofolic acid	Kegg
Metafolin	Kegg
5-Methyltetrahydrofolic acid	Generator
[(6S)-5-Methyl-5,6,7,8-tetrahydropteroyl]glutamic acid	Generator
N-(5-Methyl-5,6,7,8-tetrahydropteroyl)-L-glutamate	Generator
Levomefolinate	Generator
L-5-Methyltetrahydrofolate	Generator
Levomefolate	Generator
5-Methyltetrahydrofolate, methyl-(14)C-labeled, (L-glu)-isomer	MeSH
CH3-FH4	MeSH
L-Methyl folate	MeSH
Prefolic a	MeSH
Mefolinate	MeSH
5-Methyltetrahydrofolate, calcium salt (1:1), (L-glu)-isomer	MeSH
N(5)-Methyltetrahydrofolic acid	MeSH
5-Methyltetrahydrofolate, (DL-glu)-isomer	MeSH
5-Methyltetrahydropteroylglutamate	MeSH
Methyl folate	MeSH
5-Methyltetrahydrofolate, (L-glu)-(R)-isomer	MeSH
5-Methyltetrahydrofolate, (L-glu)-(S)-isomer	MeSH
5-Methyltetrahydrofolate, methyl-(14)C-labeled, (DL-glu)-isomer	MeSH

Chemical Formula

C₂₀H₂₅N₇O₆

Average Mass

459.4558 Da

Monoisotopic Mass

459.18663 Da

IUPAC Name

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

Traditional Name

5-methyltetrahydrofolate

CAS Registry Number

Not Available

SMILES

CN1[C@@H](CNC2=CC=C(C=C2)C(=O)N[C@@H](CCC(O)=O)C(O)=O)CNC2=C1C(=O)N=C(N)N2

InChI Identifier

InChI=1S/C20H25N7O6/c1-27-12(9-23-16-15(27)18(31)26-20(21)25-16)8-22-11-4-2-10(3-5-11)17(30)24-13(19(32)33)6-7-14(28)29/h2-5,12-13,22H,6-9H2,1H3,(H,24,30)(H,28,29)(H,32,33)(H4,21,23,25,26,31)/t12-,13-/m0/s1

InChI Key

ZNOVTXRBGFNYRX-STQMWFEESA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Homo sapiens	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-l-alpha-amino acids. These are n-acylated alpha amino acids which have the L-configuration of the alpha-carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-L-alpha-amino acids

Alternative Parents

Substituents

N-acyl-l-alpha-amino acid
Beta-hydroxy acid
Short-chain hydroxy acid
Hydroxy acid
Fatty acid
Acetamide
Carboxamide group
Secondary alcohol
Secondary carboxylic acid amide
Monocarboxylic acid or derivatives
Carboxylic acid
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Alcohol
Carbonyl group
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

L-threonine derivative (CHEBI:45826 )
N-acetyl-L-amino acid (CHEBI:45826 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-0.58	ALOGPS
logP	-3.8	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	3.5	ChemAxon
pKa (Strongest Basic)	3.54	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	198.48 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	126.68 m³·mol⁻¹	ChemAxon
Polarizability	46.56 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

External Links

HMDB ID

Not Available

DrugBank ID

DB11256

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00007252

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Levomefolic acid

METLIN ID

Not Available

PubChem Compound

444412

PDB ID

Not Available

ChEBI ID

15641

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for levomefolic acid (NP0234843)

MOL for NP0234843 (levomefolic acid)

3D MOL for NP0234843 (levomefolic acid)

3D SDF for NP0234843 (levomefolic acid)

3D-SDF for NP0234843 (levomefolic acid)

PDB for NP0234843 (levomefolic acid)

3D PDB for NP0234843 (levomefolic acid)

SMILES for NP0234843 (levomefolic acid)

INCHI for NP0234843 (levomefolic acid)

Structure for NP0234843 (levomefolic acid)

3D Structure for NP0234843 (levomefolic acid)