CHEBI:134470 - 5-methyldihydrofolic acid

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ChEBI Name 5-methyldihydrofolic acid
ChEBI ID CHEBI:134470
Definition A member of the class of dihydrofolic acids that is dihydrofolic acid carrying a methyl substituent at position 5.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C20H23N7O6
Net Charge 0
Average Mass 457.441
Monoisotopic Mass 457.17098
InChI InChI=1S/C20H23N7O6/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/h2-5,9,13,22H,6-8H2,1H3,(H,24,30)(H,28,29)(H,32,33)(H4,21,23,25,26,31)/t13-/m0/s1
InChIKey VWNDXSYYCICZGD-ZDUSSCGKSA-N
SMILES N1=C(NC(C2=C1NC=C(N2C)CNC3=CC=C(C=C3)C(N[C@@H](CCC(=O)O)C(O)=O)=O)=O)N
Metabolite of Species Details
Mus musculus (NCBI:txid10090) See: MetaboLights Study
Rattus norvegicus (NCBI:txid10116) See: MetaboLights Study
Homo sapiens (NCBI:txid9606) See: PubMed
Roles Classification
Biological Role(s): mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
rat metabolite
Any mammalian metabolite produced during a metabolic reaction in rat (Rattus norvegicus).
human xenobiotic metabolite
Any human metabolite produced by metabolism of a xenobiotic compound in humans.
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 5-methyldihydrofolic acid (CHEBI:134470) has role human xenobiotic metabolite (CHEBI:76967)
5-methyldihydrofolic acid (CHEBI:134470) has role mouse metabolite (CHEBI:75771)
5-methyldihydrofolic acid (CHEBI:134470) has role rat metabolite (CHEBI:86264)
5-methyldihydrofolic acid (CHEBI:134470) is a dihydrofolic acids (CHEBI:23743)
IUPAC Name
N-(4-{[(2-amino-5-methyl-4-oxo-1,4,5,8-tetrahydropteridin-6-yl)methyl]amino}benzoyl)-L-glutamic acid
Synonyms Sources
(2S)-2-[(4-{[(2-amino-5-methyl-4-oxo-1,4,5,8-tetrahydropteridin-6-yl)methyl]amino}phenyl)formamido]pentanedioic acid HMDB
5-Methyl-5,8-dihydrofolic acid HMDB
5-Methyldihydrofolate ChemIDplus
Manual Xref Database
HMDB0006486 HMDB
View more database links
Registry Number Type Source
59904-24-4 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
14028582 PubMed citation Europe PMC
16879038 PubMed citation Europe PMC
19572520 PubMed citation Europe PMC
405403 PubMed citation Europe PMC
6967065 PubMed citation Europe PMC
Last Modified
30 June 2017