CHEBI:18608 - (6S)-5-methyltetrahydrofolate(2−)

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ChEBI Name (6S)-5-methyltetrahydrofolate(2−)
ChEBI ID CHEBI:18608
ChEBI ASCII Name (6S)-5-methyltetrahydrofolate(2-)
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C20H23N7O6
Net Charge -2
Average Mass 457.43990
Monoisotopic Mass 457.17208
InChI InChI=1S/C20H25N7O6/c1-27-12(9-23-16-15(27)18(31)26-20(21)25-16)8-22-11-4-2-10(3-5-11)17(30)24-13(19(32)33)6-7-14(28)29/h2-5,12-13,22H,6-9H2,1H3,(H,24,30)(H,28,29)(H,32,33)(H4,21,23,25,26,31)/p-2/t12-,13-/m0/s1
InChIKey ZNOVTXRBGFNYRX-STQMWFEESA-L
SMILES CN1[C@@H](CNc2ccc(cc2)C(=O)N[C@@H](CCC([O-])=O)C([O-])=O)CNc2nc(N)[nH]c(=O)c12
Metabolite of Species Details
Saccharomyces cerevisiae (NCBI:txid4932) Source: yeast.sf.net See: PubMed
Homo sapiens (NCBI:txid9606) See: DOI
Roles Classification
Biological Role(s): Saccharomyces cerevisiae metabolite
Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ).
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
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 )
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ChEBI Ontology
Outgoing (6S)-5-methyltetrahydrofolate(2−) (CHEBI:18608) has role Saccharomyces cerevisiae metabolite (CHEBI:75772)
(6S)-5-methyltetrahydrofolate(2−) (CHEBI:18608) has role human metabolite (CHEBI:77746)
(6S)-5-methyltetrahydrofolate(2−) (CHEBI:18608) is a 5-methyltetrahydrofolate(2−) (CHEBI:189667)
(6S)-5-methyltetrahydrofolate(2−) (CHEBI:18608) is conjugate base of (6S)-5-methyltetrahydrofolic acid (CHEBI:136009)
Incoming levomefolate calcium (CHEBI:189695) has part (6S)-5-methyltetrahydrofolate(2−) (CHEBI:18608)
(6S)-5-methyltetrahydrofolic acid (CHEBI:136009) is conjugate acid of (6S)-5-methyltetrahydrofolate(2−) (CHEBI:18608)
IUPAC Name
(2S)-2-{[4-({[(6S)-2-amino-5-methyl-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl]methyl}amino)benzoyl]amino}pentanedioate
Synonyms Sources
(6S)-5-methyl-5,6,7,8-tetrahydrofolate UniProt
(6S)-5-methyltetrahydrofolate ChEBI
Manual Xref Database
5-METHYL-THF MetaCyc
View more database links
Registry Number Type Source
10132446 Beilstein Registry Number Beilstein
Last Modified
14 February 2022