CHEBI:15641 - 5-methyltetrahydrofolic acid

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name 5-methyltetrahydrofolic acid
ChEBI ID CHEBI:15641
Definition A tetrahydrofolic acid that is 5,6,7,8-tetrahydrofolic acid substituted by a methyl group at position 5.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter MetaboLights
Secondary ChEBI IDs CHEBI:12146, CHEBI:2097, CHEBI:182992
Supplier Information No supplier information found for this compound.
Download Molfile XML SDF
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-ABLWVSNPSA-N
SMILES CN1C(CNC2=CC=C(C=C2)C(=O)N[C@@H](CCC(O)=O)C(O)=O)CNC2=C1C(=O)NC(N)=N2
Metabolite of Species Details
Homo sapiens (NCBI:txid9606) Found in cerebrospinal fluid (UBERON:0001359). See: PubMed
Homo sapiens (NCBI:txid9606) Found in blood (UBERON:0000178). See: PubMed
Homo sapiens (NCBI:txid9606) Found in cerebrospinal fluid (UBERON:0001359). From MetaboLights See: MetaboLights Study
Homo sapiens (NCBI:txid9606) Found in blood (UBERON:0000178). From MetaboLights See: MetaboLights Study
Rattus norvegicus (NCBI:txid10116) Found in Esophagus (BTO:0000959). See: MetaboLights Study
Roles Classification
Biological Role(s): human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
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 5-methyltetrahydrofolic acid (CHEBI:15641) has functional parent 5,6,7,8-tetrahydrofolic acid (CHEBI:20506)
5-methyltetrahydrofolic acid (CHEBI:15641) has role human metabolite (CHEBI:77746)
5-methyltetrahydrofolic acid (CHEBI:15641) is a tetrahydrofolic acid (CHEBI:26907)
5-methyltetrahydrofolic acid (CHEBI:15641) is conjugate acid of 5-methyltetrahydrofolate(2−) (CHEBI:189667)
Incoming 5-methyltetrahydrofolyl polyglutamate macromolecule (CHEBI:63907) has functional parent 5-methyltetrahydrofolic acid (CHEBI:15641)
(6S)-5-methyltetrahydrofolic acid (CHEBI:136009) is a 5-methyltetrahydrofolic acid (CHEBI:15641)
5-methyltetrahydrofolate(2−) (CHEBI:189667) is conjugate base of 5-methyltetrahydrofolic acid (CHEBI:15641)
IUPAC Name
N-(4-{[(2-amino-5-methyl-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl)methyl]amino}benzoyl)-L-glutamic acid
Synonyms Sources
5-methyl-5,6,7,8-tetrahydrofolate HMDB
5-methyl-5,6,7,8-tetrahydrofolic acid ChEBI
5-methyl-5,6,7,8-tetrahydropteroyl-L-glutamic acid ChEBI
5-methyl-THF ChEBI
5-methyltetrahydrofolate KEGG COMPOUND
5-methyltetrahydropteroylglutamic acid ChEBI
N-(5-methyl-5,6,7,8-tetrahydropteroyl)-L-glutamic acid ChEBI
N-methyltetrahydrofolate ChEBI
N-methyltetrahydrofolic acid DrugBank
N5-methyl-tetrahydrofolate HMDB
N5-methyl-tetrahydrofolic acid HMDB
N5-methyltetrahydrofolic acid ChEBI
Manual Xrefs Databases
8001181 ChemSpider
C00007252 KNApSAcK
C00440 KEGG COMPOUND
DB04789 DrugBank
FDB022600 FooDB
HMDB0001396 HMDB
View more database links
Registry Number Type Source
134-35-0 CAS Registry Number ChemIDplus
Citations Waiting for Citations
Last Modified
14 February 2022
General Comment
2022-02-08 The naturally occurring compound is the 6S stereoisomer (CHEBI:136009).