(6R)-5,10-methenyltetrahydrofolate (CHEBI:57455)

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CHEBI:57455 - (6R)-5,10-methenyltetrahydrofolate

ChEBI ID	CHEBI:57455
ChEBI Name	(6R)-5,10-methenyltetrahydrofolate
Stars
ASCII Name	(6R)-5,10-methenyltetrahydrofolate
Definition	A dicarboxylic acid anion arising from deprotonation of both carboxylic acid functions of (6R)-5,10-methenyltetrahydrofolic acid.
Last Modified	12 July 2023
Downloads	Molfile

Formula	C20H20N7O6
Net Charge	-1
Average Mass	454.423
Monoisotopic Mass	454.14805
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
InChI	InChI=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
InChIKey	MEANFMOQMXYMCT-OLZOCXBDSA-M

Species of Metabolite	Component	Source	Comments
Homo sapiens (ncbitaxon:9606)	-	DOI (10.1038/nbt.2488)
Saccharomyces cerevisiae (ncbitaxon:4932)	-	PubMed (24678285)	Source: yeast.sf.net

Roles Classification

Biological Roles:

human metabolite Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).

Saccharomyces cerevisiae metabolite Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ).

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-methenyltetrahydrofolate (CHEBI:57455) has role Saccharomyces cerevisiae metabolite (CHEBI:75772)
	(6R)-5,10-methenyltetrahydrofolate (CHEBI:57455) has role human metabolite (CHEBI:77746)
	(6R)-5,10-methenyltetrahydrofolate (CHEBI:57455) is a dicarboxylic acid anion (CHEBI:35693)
	(6R)-5,10-methenyltetrahydrofolate (CHEBI:57455) is a tetrahydrofolate (CHEBI:67016)
	(6R)-5,10-methenyltetrahydrofolate (CHEBI:57455) is conjugate base of (6R)-5,10-methenyltetrahydrofolic acid (CHEBI:15638)
Incoming Relation(s)
	5,10-methenyltetrahydrofolate polyglutamate macromolecule (CHEBI:65049) has functional parent (6R)-5,10-methenyltetrahydrofolate (CHEBI:57455)
	(6R)-5,10-methenyltetrahydrofolic acid (CHEBI:15638) is conjugate acid of (6R)-5,10-methenyltetrahydrofolate (CHEBI:57455)

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-glutamate

UniProt Name	Source
(6R)-5,10-methenyltetrahydrofolate	UniProt