CHEBI:15636 - (6R)-5,10-methylenetetrahydrofolate(2−)

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ChEBI Name (6R)-5,10-methylenetetrahydrofolate(2−)
ChEBI ASCII Name (6R)-5,10-methylenetetrahydrofolate(2-)
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:10925, CHEBI:18602
Supplier Information
Download Molfile XML SDF
Formula C20H21N7O6
Net Charge -2
Average Mass 455.42432
Monoisotopic Mass 455.15643
InChI InChI=1S/C20H23N7O6/c21-20-24-16-15(18(31)25-20)27-9-26(8-12(27)7-22-16)11-3-1-10(2-4-11)17(30)23-13(19(32)33)5-6-14(28)29/h1-4,12-13H,5-9H2,(H,23,30)(H,28,29)(H,32,33)(H4,21,22,24,25,31)/p-2/t12-,13+/m1/s1
SMILES [H][C@]12CNc3nc(N)[nH]c(=O)c3N1CN(C2)c1ccc(cc1)C(=O)N[C@@H](CCC([O-])=O)C([O-])=O
Metabolite of Species Details
Homo sapiens (NCBI:txid9606) See: DOI
Roles Classification
Biological Role(s): human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
An organic molecule or ion (usually a metal ion) that is required by an enzyme for its activity. It may be attached either loosely (coenzyme) or tightly (prosthetic group).
Saccharomyces cerevisiae metabolite
Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ).
(via 5,10-methylenetetrahydrofolate(2-) )
water-soluble vitamin

(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 (6R)-5,10-methylenetetrahydrofolate(2−) (CHEBI:15636) has role cofactor (CHEBI:23357)
(6R)-5,10-methylenetetrahydrofolate(2−) (CHEBI:15636) has role human metabolite (CHEBI:77746)
(6R)-5,10-methylenetetrahydrofolate(2−) (CHEBI:15636) is a 5,10-methylenetetrahydrofolate(2−) (CHEBI:12071)
(6R)-5,10-methylenetetrahydrofolate(2−) (CHEBI:15636) is conjugate base of (6R)-5,10-methylenetetrahydrofolic acid (CHEBI:1989)
Incoming 5,10-methylenetetrahydrofolate polyglutamate macromolecule (CHEBI:60473) has functional parent (6R)-5,10-methylenetetrahydrofolate(2−) (CHEBI:15636)
(6R)-5,10-methylenetetrahydrofolic acid (CHEBI:1989) is conjugate acid of (6R)-5,10-methylenetetrahydrofolate(2−) (CHEBI:15636)
Synonyms Sources
(6R)-5,10-CH2-H4folate JCBN
(6R)-5,10-methylene-5,6,7,8-tetrahydrofolate UniProt
N-(5,10-methylene-5,6,7,8-tetrahydropteroyl)-L-glutamate ChEBI
Registry Number Type Source
5468618 Beilstein Registry Number Beilstein
Last Modified
25 July 2019
General Comment
2004-01-09 The naturally occurring compound is the 6R stereoisomer.