CHEBI:15638 - (6R)-5,10-methenyltetrahydrofolic acid

ChEBI IDCHEBI:15638
ChEBI Name(6R)-5,10-methenyltetrahydrofolic acid
Stars
ASCII Name(6R)-5,10-methenyltetrahydrofolic acid
DefinitionThe 5,10-methenyl derivative of tetrahydrofolic acid arising from enzymatic cyclisation of 5-formyltetrahydrofolic acid.
Secondary ChEBI IDsCHEBI:1987, CHEBI:12068, CHEBI:12069
Last Modified27 January 2016
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC20H22N7O6
Net Charge+1
Average Mass456.439
Monoisotopic Mass456.16261
SMILES[H][C@]12CNc3nc(N)nc(=O)c3[N+]1=CN(c1ccc(C(=O)N[C@@H](CCC(=O)O)C(=O)O)cc1)C2
InChIInChI=1S/C20H21N7O6/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/h1-4,9,12-13H,5-8H2,(H6-,21,22,23,24,25,28,29,30,31,32,33)/p+1/t12-,13+/m1/s1
InChIKeyMEANFMOQMXYMCT-OLZOCXBDSA-O
Species of MetaboliteComponentSourceComments
Escherichia coli (ncbitaxon:562) - PubMed (21988831)
Mus musculus (ncbitaxon:10090) - PubMed (19425150) Source: BioModels - MODEL1507180067
Roles Classification
Biological Roles:
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).
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.
Application:
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.
ChEBI Ontology
Outgoing Relation(s)
(6R)-5,10-methenyltetrahydrofolic acid (CHEBI:15638) has functional parent (6R)-5,10-methylenetetrahydrofolic acid (CHEBI:1989)
(6R)-5,10-methenyltetrahydrofolic acid (CHEBI:15638) has role Escherichia coli metabolite (CHEBI:76971)
(6R)-5,10-methenyltetrahydrofolic acid (CHEBI:15638) has role mouse metabolite (CHEBI:75771)
(6R)-5,10-methenyltetrahydrofolic acid (CHEBI:15638) is a methylenetetrahydrofolic acid (CHEBI:25297)
(6R)-5,10-methenyltetrahydrofolic acid (CHEBI:15638) is conjugate acid of (6R)-5,10-methenyltetrahydrofolate (CHEBI:57455)
Incoming Relation(s)
(6R)-5,10-methenyltetrahydrofolate (CHEBI:57455) is conjugate base of (6R)-5,10-methenyltetrahydrofolic acid (CHEBI:15638)
IUPAC Name 
N-{4-[(6aR)-3-amino-1-oxo-1,2,5,6,6a,7-hexahydro-8H-imidazo[1,5-f]pteridin-10-ium-8-yl]benzoyl}-L-glutamic acid
Synonyms  Source
5,10-MethenyltetrahydrofolateKEGG COMPOUND
5,10-methenyltetrahydropteroylglutamateChemIDplus
(6R)-5,10-CH+-H4folateJCBN
AnhydroleucovorinChemIDplus
Manual XrefsDatabases
C00019687KNApSAcK
C00445KEGG COMPOUND
Registry NumbersSources
Beilstein:6184059Beilstein
CAS:7444-29-3ChemIDplus