CHEBI:136009 - (6S)-5-methyltetrahydrofolic acid

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ChEBI Name (6S)-5-methyltetrahydrofolic acid
ChEBI ID CHEBI:136009
ChEBI ASCII Name (6S)-5-methyltetrahydrofolic acid
Definition A 5-methyltetrahydrofolic acid that has 6S-configuration.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:41381
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Formula C20H25N7O6
Net Charge 0
Average Mass 459.463
Monoisotopic Mass 459.18663
InChI 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
InChIKey ZNOVTXRBGFNYRX-STQMWFEESA-N
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
Roles Classification
Biological Role(s): human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
(via 5-methyltetrahydrofolic acid )
water-soluble vitamin (role)
Any vitamin that dissolves in water and readily absorbed into tissues for immediate use. Unlike the fat-soluble vitamins, they are not stored in the body and need to be replenished regularly in the diet and will rarely accumulate to toxic levels since they are quickly excreted from the body via urine.
(via B vitamin )
Application(s): nutraceutical
A product in capsule, tablet or liquid form that provide essential nutrients, such as a vitamin, an essential mineral, a protein, an herb, or similar nutritional substance.
(via B vitamin )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (6S)-5-methyltetrahydrofolic acid (CHEBI:136009) is a 5-methyltetrahydrofolic acid (CHEBI:15641)
(6S)-5-methyltetrahydrofolic acid (CHEBI:136009) is conjugate acid of (6S)-5-methyltetrahydrofolate(2−) (CHEBI:18608)
Incoming (6S)-5-methyltetrahydrofolate(2−) (CHEBI:18608) is conjugate base of (6S)-5-methyltetrahydrofolic acid (CHEBI:136009)
IUPAC Name
N-[4-({[(6S)-2-amino-5-methyl-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl]methyl}amino)benzoyl]-L-glutamic acid
INNs Sources
acide lévoméfolique WHO MedNet
ácido levomefólico WHO MedNet
acidum levomefolicum WHO MedNet
levomefolic acid WHO MedNet
Synonyms Sources
(6S)-5-methyl-5,6,7,8-tetrahydrofolic acid ChEBI
(6S)-5-methyl-THF ChEBI
(6S)-5-methylTHFA ChEBI
L-5-methyltetrahydrofolate ChemIDplus
L-5-methyltetrahydrofolic acid KEGG DRUG
Manual Xrefs Databases
392351 ChemSpider
4621 DrugCentral
C2F PDBeChem
D09353 KEGG DRUG
HMDB0254053 HMDB
Levomefolic_acid Wikipedia
US2007190596 Patent
US2010151533 Patent
View more database links
Registry Number Type Source
31690-09-2 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
15612825 PubMed citation Europe PMC
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20423084 PubMed citation Europe PMC
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33925570 PubMed citation Europe PMC
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Last Modified
14 February 2022