CHEBI:1989 - (6R)-5,10-methylenetetrahydrofolic acid

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name (6R)-5,10-methylenetetrahydrofolic acid
ChEBI ID CHEBI:1989
ChEBI ASCII Name (6R)-5,10-methylenetetrahydrofolic acid
Definition The (6R)-stereoisomer of 5,10-methylenetetrahydrofolic acid.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information ChemicalBook:CB8356893, eMolecules:497810, ZINC000001531083
Download Molfile XML SDF
Formula C20H23N7O6
Net Charge 0
Average Mass 457.44020
Monoisotopic Mass 457.17098
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)/t12-,13+/m1/s1
InChIKey QYNUQALWYRSVHF-OLZOCXBDSA-N
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
Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
Escherichia coli (NCBI:txid562) See: PubMed
Roles Classification
Biological Role(s): Escherichia coli metabolite
Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
cofactor
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).
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-methylenetetrahydrofolic acid (CHEBI:1989) has role Escherichia coli metabolite (CHEBI:76971)
(6R)-5,10-methylenetetrahydrofolic acid (CHEBI:1989) has role cofactor (CHEBI:23357)
(6R)-5,10-methylenetetrahydrofolic acid (CHEBI:1989) has role mouse metabolite (CHEBI:75771)
(6R)-5,10-methylenetetrahydrofolic acid (CHEBI:1989) is a 5,10-methylenetetrahydrofolic acid (CHEBI:20502)
(6R)-5,10-methylenetetrahydrofolic acid (CHEBI:1989) is conjugate acid of (6R)-5,10-methylenetetrahydrofolate(2−) (CHEBI:15636)
Incoming (6R)-5,10-methenyltetrahydrofolic acid (CHEBI:15638) has functional parent (6R)-5,10-methylenetetrahydrofolic acid (CHEBI:1989)
5,10-methylenetetrahydrofolate heptaglutamate (CHEBI:60976) has functional parent (6R)-5,10-methylenetetrahydrofolic acid (CHEBI:1989)
(6R)-5,10-methylenetetrahydrofolate(2−) (CHEBI:15636) is conjugate base of (6R)-5,10-methylenetetrahydrofolic acid (CHEBI:1989)
IUPAC Name
N-{4-[(6aR)-3-amino-1-oxo-1,2,5,6,6a,7-hexahydroimidazo[1,5-f]pteridin-8(9H)-yl]benzoyl}-L-glutamic acid
Synonyms Sources
(6R)-5,10-Methylenetetrahydrofolate KEGG COMPOUND
5,10-Methylene-THF KEGG COMPOUND
5,10-Methylenetetrahydrofolate KEGG COMPOUND
5,10-methylenetetrahydrofolic acid ChemIDplus
Manual Xrefs Databases
C00007250 KNApSAcK
C00143 KEGG COMPOUND
View more database links
Registry Numbers Types Sources
3432-99-3 CAS Registry Number KEGG COMPOUND
3432-99-3 CAS Registry Number ChemIDplus
5467239 Reaxys Registry Number Reaxys
Last Modified
25 July 2019