MiMeDB: Showing metabocard for (6S)-5-methyl-5,6,7,8-tetrahydrofolic acid (MMDBc0054074)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2022-06-05 22:51:19 UTC

Update Date

2025-10-07 16:08:22 UTC

Metabolite ID

MMDBc0054074

Metabolite Identification

Common Name

(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid

Description

(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid is a member of the folate chemical class. There is limited literature available on this metabolite, indicating a need for further research to fully understand its biological significance and potential applications.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241222512D          

 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  5  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  5  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  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  2  0  0  0  0
 26 33  1  0  0  0  0
M  CHG  2  19  -1  22  -1
M  END


  Mrv0541 02241222512D          

 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  5  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  5  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  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  2  0  0  0  0
 26 33  1  0  0  0  0
M  CHG  2  19  -1  22  -1
M  END
> <DATABASE_ID>
MMDBc0054074

> <DATABASE_NAME>
MIME

> <SMILES>
CN1[C@@H](CNC2=CC=C(C=C2)C(=O)N[C@@H](CCC([O-])=O)C([O-])=O)CNC2=C1C(=O)NC(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)/p-2/t12-,13-/m0/s1

> <INCHI_KEY>
ZNOVTXRBGFNYRX-STQMWFEESA-L

> <FORMULA>
C20H23N7O6

> <MOLECULAR_WEIGHT>
457.4399

> <EXACT_MASS>
457.170981503

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_AVERAGE_POLARIZABILITY>
45.6903576760991

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
-2

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-{[4-({[(6S)-2-amino-5-methyl-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl]methyl}amino)phenyl]formamido}pentanedioate

> <ALOGPS_LOGP>
0.05

> <JCHEM_LOGP>
-2.843842352810261

> <ALOGPS_LOGS>
-2.83

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.868458257550475

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.2189752579192654

> <JCHEM_PKA_STRONGEST_BASIC>
4.637989856477614

> <JCHEM_POLAR_SURFACE_AREA>
204.14

> <JCHEM_REFRACTIVITY>
148.55550000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.28e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(6S)-5-methyltetrahydrofolate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-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-1
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-1
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

Synonyms

Value	Source
(6S)-5-Methyl-5,6,7,8-tetrahydrofolate	ChEBI
(6S)-5-Methyltetrahydrofolate	ChEBI
(6S)-5-Methyl-5,6,7,8-tetrahydrofolic acid	Generator
(6S)-5-Methyltetrahydrofolic acid	Generator
5-Methyltetrahydrofolic acid(2-)	Generator

Molecular Formula

C₂₀H₂₃N₇O₆

Average Mass

457.4399

Monoisotopic Mass

457.170981503

IUPAC Name

(2S)-2-{[4-({[(6S)-2-amino-5-methyl-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl]methyl}amino)phenyl]formamido}pentanedioate

Traditional Name

(6S)-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)NC(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)/p-2/t12-,13-/m0/s1

InChI Key

ZNOVTXRBGFNYRX-STQMWFEESA-L

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

dicarboxylic acid dianion (CHEBI:18608 )
5-methyltetrahydrofolate (CHEBI:18608 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.73 g/L	ALOGPS
logP	0.05	ALOGPS
logP	-2.8	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	3.22	ChemAxon
pKa (Strongest Basic)	4.64	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	204.14 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	148.56 m³·mol⁻¹	ChemAxon
Polarizability	45.69 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 LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0000900000-0a3087a063f9cafb600e	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-08gi-0000900000-1b5c92acf061b8d82078	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-01oy-2122900000-3c94d53ddd7530ee9780	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0000900000-8a11ebd0903e26bdcf68	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-2000900000-3ed48a656c69c218d769	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9100100000-ec6d74eabec3e98f4d5d	2016-09-12	View Spectrum

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (eluted)	2025-10-24	441.7
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-24	205.7
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-24	318.7
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-24	417.2
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-24	257.4
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-24	198.6
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	850.9
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	644.0
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-24	336.3
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	165.1
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	336.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	161.3
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	108.0
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	280.8
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	456.5
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (void)	2025-10-24	61.6
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	258.7
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-24	996.8
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-24	701.8

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_1	CN1C2=C(N=C(N[Si](C)(C)C)[NH]C2=O)NC[C@@H]1CNC1=CC=C(C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])C=C1	standard non polar	2025-10-24	1877.63
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_2	CN1C2=C(N=C(N)[NH]C2=O)NC[C@@H]1CN(C1=CC=C(C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])C=C1)[Si](C)(C)C	standard non polar	2025-10-24	1092.52
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_3	CN1C2=C(N=C(N)[NH]C2=O)NC[C@@H]1CNC1=CC=C(C(=O)N([C@@H](CCC(=O)[O-])C(=O)[O-])[Si](C)(C)C)C=C1	standard non polar	2025-10-24	2232.35
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_4	CN1C2=C(N=C(N)[NH]C2=O)N([Si](C)(C)C)C[C@@H]1CNC1=CC=C(C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])C=C1	standard non polar	2025-10-24	3013.51
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_5	CN1C2=C(N=C(N)N([Si](C)(C)C)C2=O)NC[C@@H]1CNC1=CC=C(C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])C=C1	standard non polar	2025-10-24	2014.96
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_6	CN1C2=C(N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C2=O)NC[C@@H]1CNC1=CC=C(C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])C=C1	standard non polar	2025-10-24	2454.68
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_7	CN1C2=C(N=C(N[Si](C)(C)C)N([Si](C)(C)C)C2=O)NC[C@@H]1CNC1=CC=C(C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])C=C1	standard non polar	2025-10-24	1978.44
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_8	CN1C2=C(N=C(N[Si](C)(C)C)[NH]C2=O)N([Si](C)(C)C)C[C@@H]1CNC1=CC=C(C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])C=C1	standard non polar	2025-10-24	1935.24
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_9	CN1C2=C(N=C(N[Si](C)(C)C)[NH]C2=O)NC[C@@H]1CN(C1=CC=C(C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])C=C1)[Si](C)(C)C	standard non polar	2025-10-24	1605.69
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_10	CN1C2=C(N=C(N[Si](C)(C)C)[NH]C2=O)NC[C@@H]1CNC1=CC=C(C(=O)N([C@@H](CCC(=O)[O-])C(=O)[O-])[Si](C)(C)C)C=C1	standard non polar	2025-10-24	2133.72
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_11	CN1C2=C(N=C(N)N([Si](C)(C)C)C2=O)NC[C@@H]1CN(C1=CC=C(C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])C=C1)[Si](C)(C)C	standard non polar	2025-10-24	1691.43
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_12	CN1C2=C(N=C(N)[NH]C2=O)N([Si](C)(C)C)C[C@@H]1CN(C1=CC=C(C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])C=C1)[Si](C)(C)C	standard non polar	2025-10-24	532.572
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_13	CN1C2=C(N=C(N)[NH]C2=O)NC[C@@H]1CN(C1=CC=C(C(=O)N([C@@H](CCC(=O)[O-])C(=O)[O-])[Si](C)(C)C)C=C1)[Si](C)(C)C	standard non polar	2025-10-24	2716.54
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_14	CN1C2=C(N=C(N)N([Si](C)(C)C)C2=O)NC[C@@H]1CNC1=CC=C(C(=O)N([C@@H](CCC(=O)[O-])C(=O)[O-])[Si](C)(C)C)C=C1	standard non polar	2025-10-24	1647.01
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_15	CN1C2=C(N=C(N)[NH]C2=O)N([Si](C)(C)C)C[C@@H]1CNC1=CC=C(C(=O)N([C@@H](CCC(=O)[O-])C(=O)[O-])[Si](C)(C)C)C=C1	standard non polar	2025-10-24	3097.77
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_16	CN1C2=C(N=C(N)N([Si](C)(C)C)C2=O)N([Si](C)(C)C)C[C@@H]1CNC1=CC=C(C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])C=C1	standard non polar	2025-10-24	1761.29
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_17	CN1C2=C(N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C2=O)NC[C@@H]1CNC1=CC=C(C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])C=C1	standard non polar	2025-10-24	2830.32
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_18	CN1C2=C(N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C2=O)N([Si](C)(C)C)C[C@@H]1CNC1=CC=C(C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])C=C1	standard non polar	2025-10-24	2076.29
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_19	CN1C2=C(N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C2=O)NC[C@@H]1CN(C1=CC=C(C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])C=C1)[Si](C)(C)C	standard non polar	2025-10-24	2874.18
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_20	CN1C2=C(N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C2=O)NC[C@@H]1CNC1=CC=C(C(=O)N([C@@H](CCC(=O)[O-])C(=O)[O-])[Si](C)(C)C)C=C1	standard non polar	2025-10-24	1737.18
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_21	CN1C2=C(N=C(N[Si](C)(C)C)N([Si](C)(C)C)C2=O)N([Si](C)(C)C)C[C@@H]1CNC1=CC=C(C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])C=C1	standard non polar	2025-10-24	1115.18
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_22	CN1C2=C(N=C(N[Si](C)(C)C)N([Si](C)(C)C)C2=O)NC[C@@H]1CN(C1=CC=C(C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])C=C1)[Si](C)(C)C	standard non polar	2025-10-24	2092.81
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_23	CN1C2=C(N=C(N[Si](C)(C)C)N([Si](C)(C)C)C2=O)NC[C@@H]1CNC1=CC=C(C(=O)N([C@@H](CCC(=O)[O-])C(=O)[O-])[Si](C)(C)C)C=C1	standard non polar	2025-10-24	2407.11
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_24	CN1C2=C(N=C(N[Si](C)(C)C)[NH]C2=O)N([Si](C)(C)C)C[C@@H]1CN(C1=CC=C(C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])C=C1)[Si](C)(C)C	standard non polar	2025-10-24	2224.45
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_25	CN1C2=C(N=C(N[Si](C)(C)C)[NH]C2=O)N([Si](C)(C)C)C[C@@H]1CNC1=CC=C(C(=O)N([C@@H](CCC(=O)[O-])C(=O)[O-])[Si](C)(C)C)C=C1	standard non polar	2025-10-24	2480.88
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_26	CN1C2=C(N=C(N[Si](C)(C)C)[NH]C2=O)NC[C@@H]1CN(C1=CC=C(C(=O)N([C@@H](CCC(=O)[O-])C(=O)[O-])[Si](C)(C)C)C=C1)[Si](C)(C)C	standard non polar	2025-10-24	3225.77
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_27	CN1C2=C(N=C(N)N([Si](C)(C)C)C2=O)N([Si](C)(C)C)C[C@@H]1CN(C1=CC=C(C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])C=C1)[Si](C)(C)C	standard non polar	2025-10-24	3751.38
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_28	CN1C2=C(N=C(N)N([Si](C)(C)C)C2=O)NC[C@@H]1CN(C1=CC=C(C(=O)N([C@@H](CCC(=O)[O-])C(=O)[O-])[Si](C)(C)C)C=C1)[Si](C)(C)C	standard non polar	2025-10-24	2309.37
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_29	CN1C2=C(N=C(N)[NH]C2=O)N([Si](C)(C)C)C[C@@H]1CN(C1=CC=C(C(=O)N([C@@H](CCC(=O)[O-])C(=O)[O-])[Si](C)(C)C)C=C1)[Si](C)(C)C	standard non polar	2025-10-24	1360.8
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_30	CN1C2=C(N=C(N)N([Si](C)(C)C)C2=O)N([Si](C)(C)C)C[C@@H]1CNC1=CC=C(C(=O)N([C@@H](CCC(=O)[O-])C(=O)[O-])[Si](C)(C)C)C=C1	standard non polar	2025-10-24	3344.59
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_31	CN1C2=C(N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C2=O)N([Si](C)(C)C)C[C@@H]1CNC1=CC=C(C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])C=C1	standard non polar	2025-10-24	1356.7
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_32	CN1C2=C(N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C2=O)NC[C@@H]1CN(C1=CC=C(C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])C=C1)[Si](C)(C)C	standard non polar	2025-10-24	1344.6
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_33	CN1C2=C(N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C2=O)NC[C@@H]1CNC1=CC=C(C(=O)N([C@@H](CCC(=O)[O-])C(=O)[O-])[Si](C)(C)C)C=C1	standard non polar	2025-10-24	2453.03
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_34	CN1C2=C(N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C2=O)N([Si](C)(C)C)C[C@@H]1CN(C1=CC=C(C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])C=C1)[Si](C)(C)C	standard non polar	2025-10-24	1941.24
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_35	CN1C2=C(N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C2=O)N([Si](C)(C)C)C[C@@H]1CNC1=CC=C(C(=O)N([C@@H](CCC(=O)[O-])C(=O)[O-])[Si](C)(C)C)C=C1	standard non polar	2025-10-24	2995.71
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_36	CN1C2=C(N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C2=O)NC[C@@H]1CN(C1=CC=C(C(=O)N([C@@H](CCC(=O)[O-])C(=O)[O-])[Si](C)(C)C)C=C1)[Si](C)(C)C	standard non polar	2025-10-24	2827.08
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_37	CN1C2=C(N=C(N[Si](C)(C)C)N([Si](C)(C)C)C2=O)N([Si](C)(C)C)C[C@@H]1CN(C1=CC=C(C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])C=C1)[Si](C)(C)C	standard non polar	2025-10-24	1517.07
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_38	CN1C2=C(N=C(N[Si](C)(C)C)N([Si](C)(C)C)C2=O)N([Si](C)(C)C)C[C@@H]1CNC1=CC=C(C(=O)N([C@@H](CCC(=O)[O-])C(=O)[O-])[Si](C)(C)C)C=C1	standard non polar	2025-10-24	1349.34
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_39	CN1C2=C(N=C(N[Si](C)(C)C)N([Si](C)(C)C)C2=O)NC[C@@H]1CN(C1=CC=C(C(=O)N([C@@H](CCC(=O)[O-])C(=O)[O-])[Si](C)(C)C)C=C1)[Si](C)(C)C	standard non polar	2025-10-24	2572.44
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_40	CN1C2=C(N=C(N[Si](C)(C)C)[NH]C2=O)N([Si](C)(C)C)C[C@@H]1CN(C1=CC=C(C(=O)N([C@@H](CCC(=O)[O-])C(=O)[O-])[Si](C)(C)C)C=C1)[Si](C)(C)C	standard non polar	2025-10-24	1599.89
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_41	CN1C2=C(N=C(N)N([Si](C)(C)C)C2=O)N([Si](C)(C)C)C[C@@H]1CN(C1=CC=C(C(=O)N([C@@H](CCC(=O)[O-])C(=O)[O-])[Si](C)(C)C)C=C1)[Si](C)(C)C	standard non polar	2025-10-24	2087.41
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_42	CN1C2=C(N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C2=O)N([Si](C)(C)C)C[C@@H]1CN(C1=CC=C(C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])C=C1)[Si](C)(C)C	standard non polar	2025-10-24	1420.98
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_43	CN1C2=C(N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C2=O)N([Si](C)(C)C)C[C@@H]1CNC1=CC=C(C(=O)N([C@@H](CCC(=O)[O-])C(=O)[O-])[Si](C)(C)C)C=C1	standard non polar	2025-10-24	1364.18
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_44	CN1C2=C(N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C2=O)NC[C@@H]1CN(C1=CC=C(C(=O)N([C@@H](CCC(=O)[O-])C(=O)[O-])[Si](C)(C)C)C=C1)[Si](C)(C)C	standard non polar	2025-10-24	499.22
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_45	CN1C2=C(N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C2=O)N([Si](C)(C)C)C[C@@H]1CN(C1=CC=C(C(=O)N([C@@H](CCC(=O)[O-])C(=O)[O-])[Si](C)(C)C)C=C1)[Si](C)(C)C	standard non polar	2025-10-24	2419.74
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_46	CN1C2=C(N=C(N[Si](C)(C)C)N([Si](C)(C)C)C2=O)N([Si](C)(C)C)C[C@@H]1CN(C1=CC=C(C(=O)N([C@@H](CCC(=O)[O-])C(=O)[O-])[Si](C)(C)C)C=C1)[Si](C)(C)C	standard non polar	2025-10-24	1939.75
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_47	CN1C2=C(N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C2=O)N([Si](C)(C)C)C[C@@H]1CN(C1=CC=C(C(=O)N([C@@H](CCC(=O)[O-])C(=O)[O-])[Si](C)(C)C)C=C1)[Si](C)(C)C	standard non polar	2025-10-24	1647.96
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_1	CN1C2=C(N=C(N[Si](C)(C)C)[NH]C2=O)NC[C@@H]1CNC1=CC=C(C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])C=C1	standard polar	2025-10-24	1466.37
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_2	CN1C2=C(N=C(N)[NH]C2=O)NC[C@@H]1CN(C1=CC=C(C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])C=C1)[Si](C)(C)C	standard polar	2025-10-24	1557.27
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_3	CN1C2=C(N=C(N)[NH]C2=O)NC[C@@H]1CNC1=CC=C(C(=O)N([C@@H](CCC(=O)[O-])C(=O)[O-])[Si](C)(C)C)C=C1	standard polar	2025-10-24	1446.53
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_4	CN1C2=C(N=C(N)[NH]C2=O)N([Si](C)(C)C)C[C@@H]1CNC1=CC=C(C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])C=C1	standard polar	2025-10-24	1198.04
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_5	CN1C2=C(N=C(N)N([Si](C)(C)C)C2=O)NC[C@@H]1CNC1=CC=C(C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])C=C1	standard polar	2025-10-24	2915.71
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_6	CN1C2=C(N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C2=O)NC[C@@H]1CNC1=CC=C(C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])C=C1	standard polar	2025-10-24	2028.68
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_7	CN1C2=C(N=C(N[Si](C)(C)C)N([Si](C)(C)C)C2=O)NC[C@@H]1CNC1=CC=C(C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])C=C1	standard polar	2025-10-24	1629.06
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_8	CN1C2=C(N=C(N[Si](C)(C)C)[NH]C2=O)N([Si](C)(C)C)C[C@@H]1CNC1=CC=C(C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])C=C1	standard polar	2025-10-24	2565.96
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_9	CN1C2=C(N=C(N[Si](C)(C)C)[NH]C2=O)NC[C@@H]1CN(C1=CC=C(C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])C=C1)[Si](C)(C)C	standard polar	2025-10-24	2050.78
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_10	CN1C2=C(N=C(N[Si](C)(C)C)[NH]C2=O)NC[C@@H]1CNC1=CC=C(C(=O)N([C@@H](CCC(=O)[O-])C(=O)[O-])[Si](C)(C)C)C=C1	standard polar	2025-10-24	1017.22
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_11	CN1C2=C(N=C(N)N([Si](C)(C)C)C2=O)NC[C@@H]1CN(C1=CC=C(C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])C=C1)[Si](C)(C)C	standard polar	2025-10-24	1974.32
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_12	CN1C2=C(N=C(N)[NH]C2=O)N([Si](C)(C)C)C[C@@H]1CN(C1=CC=C(C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])C=C1)[Si](C)(C)C	standard polar	2025-10-24	2046.22
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_13	CN1C2=C(N=C(N)[NH]C2=O)NC[C@@H]1CN(C1=CC=C(C(=O)N([C@@H](CCC(=O)[O-])C(=O)[O-])[Si](C)(C)C)C=C1)[Si](C)(C)C	standard polar	2025-10-24	1947.07
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_14	CN1C2=C(N=C(N)N([Si](C)(C)C)C2=O)NC[C@@H]1CNC1=CC=C(C(=O)N([C@@H](CCC(=O)[O-])C(=O)[O-])[Si](C)(C)C)C=C1	standard polar	2025-10-24	1242.53
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_15	CN1C2=C(N=C(N)[NH]C2=O)N([Si](C)(C)C)C[C@@H]1CNC1=CC=C(C(=O)N([C@@H](CCC(=O)[O-])C(=O)[O-])[Si](C)(C)C)C=C1	standard polar	2025-10-24	1979.86
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_16	CN1C2=C(N=C(N)N([Si](C)(C)C)C2=O)N([Si](C)(C)C)C[C@@H]1CNC1=CC=C(C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])C=C1	standard polar	2025-10-24	2580.53
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_17	CN1C2=C(N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C2=O)NC[C@@H]1CNC1=CC=C(C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])C=C1	standard polar	2025-10-24	3091.7
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_18	CN1C2=C(N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C2=O)N([Si](C)(C)C)C[C@@H]1CNC1=CC=C(C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])C=C1	standard polar	2025-10-24	1907.89
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_19	CN1C2=C(N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C2=O)NC[C@@H]1CN(C1=CC=C(C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])C=C1)[Si](C)(C)C	standard polar	2025-10-24	2776.11
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_20	CN1C2=C(N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C2=O)NC[C@@H]1CNC1=CC=C(C(=O)N([C@@H](CCC(=O)[O-])C(=O)[O-])[Si](C)(C)C)C=C1	standard polar	2025-10-24	2473.37
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_21	CN1C2=C(N=C(N[Si](C)(C)C)N([Si](C)(C)C)C2=O)N([Si](C)(C)C)C[C@@H]1CNC1=CC=C(C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])C=C1	standard polar	2025-10-24	1360.19
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_22	CN1C2=C(N=C(N[Si](C)(C)C)N([Si](C)(C)C)C2=O)NC[C@@H]1CN(C1=CC=C(C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])C=C1)[Si](C)(C)C	standard polar	2025-10-24	2295.16
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_23	CN1C2=C(N=C(N[Si](C)(C)C)N([Si](C)(C)C)C2=O)NC[C@@H]1CNC1=CC=C(C(=O)N([C@@H](CCC(=O)[O-])C(=O)[O-])[Si](C)(C)C)C=C1	standard polar	2025-10-24	2044.17
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_24	CN1C2=C(N=C(N[Si](C)(C)C)[NH]C2=O)N([Si](C)(C)C)C[C@@H]1CN(C1=CC=C(C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])C=C1)[Si](C)(C)C	standard polar	2025-10-24	2341.64
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_25	CN1C2=C(N=C(N[Si](C)(C)C)[NH]C2=O)N([Si](C)(C)C)C[C@@H]1CNC1=CC=C(C(=O)N([C@@H](CCC(=O)[O-])C(=O)[O-])[Si](C)(C)C)C=C1	standard polar	2025-10-24	3418.1
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_26	CN1C2=C(N=C(N[Si](C)(C)C)[NH]C2=O)NC[C@@H]1CN(C1=CC=C(C(=O)N([C@@H](CCC(=O)[O-])C(=O)[O-])[Si](C)(C)C)C=C1)[Si](C)(C)C	standard polar	2025-10-24	1947.18
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_27	CN1C2=C(N=C(N)N([Si](C)(C)C)C2=O)N([Si](C)(C)C)C[C@@H]1CN(C1=CC=C(C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])C=C1)[Si](C)(C)C	standard polar	2025-10-24	2049.74
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_28	CN1C2=C(N=C(N)N([Si](C)(C)C)C2=O)NC[C@@H]1CN(C1=CC=C(C(=O)N([C@@H](CCC(=O)[O-])C(=O)[O-])[Si](C)(C)C)C=C1)[Si](C)(C)C	standard polar	2025-10-24	1919.67
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_29	CN1C2=C(N=C(N)[NH]C2=O)N([Si](C)(C)C)C[C@@H]1CN(C1=CC=C(C(=O)N([C@@H](CCC(=O)[O-])C(=O)[O-])[Si](C)(C)C)C=C1)[Si](C)(C)C	standard polar	2025-10-24	2352.74
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_30	CN1C2=C(N=C(N)N([Si](C)(C)C)C2=O)N([Si](C)(C)C)C[C@@H]1CNC1=CC=C(C(=O)N([C@@H](CCC(=O)[O-])C(=O)[O-])[Si](C)(C)C)C=C1	standard polar	2025-10-24	1562.93
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_31	CN1C2=C(N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C2=O)N([Si](C)(C)C)C[C@@H]1CNC1=CC=C(C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])C=C1	standard polar	2025-10-24	1587.15
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_32	CN1C2=C(N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C2=O)NC[C@@H]1CN(C1=CC=C(C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])C=C1)[Si](C)(C)C	standard polar	2025-10-24	2957.87
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_33	CN1C2=C(N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C2=O)NC[C@@H]1CNC1=CC=C(C(=O)N([C@@H](CCC(=O)[O-])C(=O)[O-])[Si](C)(C)C)C=C1	standard polar	2025-10-24	2106.12
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_34	CN1C2=C(N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C2=O)N([Si](C)(C)C)C[C@@H]1CN(C1=CC=C(C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])C=C1)[Si](C)(C)C	standard polar	2025-10-24	2624.62
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_35	CN1C2=C(N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C2=O)N([Si](C)(C)C)C[C@@H]1CNC1=CC=C(C(=O)N([C@@H](CCC(=O)[O-])C(=O)[O-])[Si](C)(C)C)C=C1	standard polar	2025-10-24	1624.09
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_36	CN1C2=C(N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C2=O)NC[C@@H]1CN(C1=CC=C(C(=O)N([C@@H](CCC(=O)[O-])C(=O)[O-])[Si](C)(C)C)C=C1)[Si](C)(C)C	standard polar	2025-10-24	3187.83
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_37	CN1C2=C(N=C(N[Si](C)(C)C)N([Si](C)(C)C)C2=O)N([Si](C)(C)C)C[C@@H]1CN(C1=CC=C(C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])C=C1)[Si](C)(C)C	standard polar	2025-10-24	1671.11
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_38	CN1C2=C(N=C(N[Si](C)(C)C)N([Si](C)(C)C)C2=O)N([Si](C)(C)C)C[C@@H]1CNC1=CC=C(C(=O)N([C@@H](CCC(=O)[O-])C(=O)[O-])[Si](C)(C)C)C=C1	standard polar	2025-10-24	2327.21
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_39	CN1C2=C(N=C(N[Si](C)(C)C)N([Si](C)(C)C)C2=O)NC[C@@H]1CN(C1=CC=C(C(=O)N([C@@H](CCC(=O)[O-])C(=O)[O-])[Si](C)(C)C)C=C1)[Si](C)(C)C	standard polar	2025-10-24	2575.6
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_40	CN1C2=C(N=C(N[Si](C)(C)C)[NH]C2=O)N([Si](C)(C)C)C[C@@H]1CN(C1=CC=C(C(=O)N([C@@H](CCC(=O)[O-])C(=O)[O-])[Si](C)(C)C)C=C1)[Si](C)(C)C	standard polar	2025-10-24	3895.81
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_41	CN1C2=C(N=C(N)N([Si](C)(C)C)C2=O)N([Si](C)(C)C)C[C@@H]1CN(C1=CC=C(C(=O)N([C@@H](CCC(=O)[O-])C(=O)[O-])[Si](C)(C)C)C=C1)[Si](C)(C)C	standard polar	2025-10-24	2235.68
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_42	CN1C2=C(N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C2=O)N([Si](C)(C)C)C[C@@H]1CN(C1=CC=C(C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])C=C1)[Si](C)(C)C	standard polar	2025-10-24	1594.99
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_43	CN1C2=C(N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C2=O)N([Si](C)(C)C)C[C@@H]1CNC1=CC=C(C(=O)N([C@@H](CCC(=O)[O-])C(=O)[O-])[Si](C)(C)C)C=C1	standard polar	2025-10-24	1467.83
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_44	CN1C2=C(N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C2=O)NC[C@@H]1CN(C1=CC=C(C(=O)N([C@@H](CCC(=O)[O-])C(=O)[O-])[Si](C)(C)C)C=C1)[Si](C)(C)C	standard polar	2025-10-24	1122.29
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_45	CN1C2=C(N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C2=O)N([Si](C)(C)C)C[C@@H]1CN(C1=CC=C(C(=O)N([C@@H](CCC(=O)[O-])C(=O)[O-])[Si](C)(C)C)C=C1)[Si](C)(C)C	standard polar	2025-10-24	3447.06
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_46	CN1C2=C(N=C(N[Si](C)(C)C)N([Si](C)(C)C)C2=O)N([Si](C)(C)C)C[C@@H]1CN(C1=CC=C(C(=O)N([C@@H](CCC(=O)[O-])C(=O)[O-])[Si](C)(C)C)C=C1)[Si](C)(C)C	standard polar	2025-10-24	2116.95
Gas Chromatography	(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid_TMS_47	CN1C2=C(N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C2=O)N([Si](C)(C)C)C[C@@H]1CN(C1=CC=C(C(=O)N([C@@H](CCC(=O)[O-])C(=O)[O-])[Si](C)(C)C)C=C1)[Si](C)(C)C	standard polar	2025-10-24	1630.33

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

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

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

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

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites
Bacteria/Eubacteria	Aquificae	1
Bacteria/Eubacteria	Proteobacteria	17	Human ; Human feces
Bacteria	Proteobacteria	3	Human ; Human feces
Bacteria/Eubacteria	Actinobacteria	3	Human
Eukaryota/Fungi	Ascomycota	2
Bacteria/Eubacteria	Firmicutes	2	Human feces
Bacteria	nah	1

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

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

42626431

PDB ID

Not Available

ChEBI ID

18608

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

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

Showing metabocard for (6S)-5-methyl-5,6,7,8-tetrahydrofolic acid (MMDBc0054074)

MOL for #<Metabolite:0x00007f9abb1dbea8>

3D MOL for #<Metabolite:0x00007f9abb1dbea8>

3D SDF for #<Metabolite:0x00007f9abb1dbea8>

3D-SDF for #<Metabolite:0x00007f9abb1dbea8>

PDB for #<Metabolite:0x00007f9abb1dbea8>

3D PDB for #<Metabolite:0x00007f9abb1dbea8>

SMILES for #<Metabolite:0x00007f9abb1dbea8>

INCHI for #<Metabolite:0x00007f9abb1dbea8>

Structure for #<Metabolite:0x00007f9abb1dbea8>

3D Structure for #<Metabolite:0x00007f9abb1dbea8>