CHEBI:15633 - dihydrofolic acid

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name dihydrofolic acid
ChEBI ID CHEBI:15633
Definition A folic acid derivative acted upon by dihydrofolate reductase to produce tetrahydrofolic acid. It interacts with bacteria during cell division and is targeted by various drugs to prevent nucleic acid synthesis.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:14150, CHEBI:42000, CHEBI:12245, CHEBI:4564, CHEBI:20768
Supplier Information
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Formulae C19H21N7O6
C19H21N7O6
Net Charge 0
Average Mass 443.41330
Monoisotopic Mass 443.155
InChI InChI=1S/C19H21N7O6/c20-19-25-15-14(17(30)26-19)23-11(8-22-15)7-21-10-3-1-9(2-4-10)16(29)24-12(18(31)32)5-6-13(27)28/h1-4,12,21H,5-8H2,(H,24,29)(H,27,28)(H,31,32)(H4,20,22,25,26,30)/t12-/m0/s1
InChIKey OZRNSSUDZOLUSN-LBPRGKRZSA-N
SMILES Nc1nc2NCC(CNc3ccc(cc3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)=Nc2c(=O)[nH]1
Metabolite of Species Details
Mus musculus (NCBI:10090) Source: BioModels - MODEL1507180067 See: PubMed
Escherichia coli (NCBI:562) 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).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing dihydrofolic acid (CHEBI:15633) has role Escherichia coli metabolite (CHEBI:76971)
dihydrofolic acid (CHEBI:15633) has role mouse metabolite (CHEBI:75771)
dihydrofolic acid (CHEBI:15633) is a dihydrofolic acids (CHEBI:23743)
dihydrofolic acid (CHEBI:15633) is conjugate acid of dihydrofolate(2−) (CHEBI:57451)
Incoming dihydrofolate(2−) (CHEBI:57451) is conjugate base of dihydrofolic acid (CHEBI:15633)
IUPAC Name
N-(4-{[(2-amino-4-oxo-3,4,7,8-tetrahydropteridin-6-yl)methyl]amino}benzoyl)-L-glutamic acid
Synonyms Sources
7,8-Dihydrofolate KEGG COMPOUND
7,8-Dihydrofolic acid KEGG COMPOUND
7,8-Dihydropteroylglutamate KEGG COMPOUND
Dihydrofolate KEGG COMPOUND
Dihydrofolic acid KEGG COMPOUND
N-(7,8-dihydropteroyl)-L-glutamic acid ChEBI
Database Links Databases
C00007248 KNApSAcK
C00415 KEGG COMPOUND
DB02015 DrugBank
View more database links
Registry Number Type Source
4033-27-6 CAS Registry Number KEGG COMPOUND
Last Modified
27 January 2016