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 (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 (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.