CHEBI:22526 - 4-aminofolic acid

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name 4-aminofolic acid
ChEBI ID CHEBI:22526
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C19H20N8O5
Net Charge 0
Average Mass 440.41302
Monoisotopic Mass 440.15567
InChI InChI=1S/C19H20N8O5/c20-15-14-16(27-19(21)26-15)23-8-11(24-14)7-22-10-3-1-9(2-4-10)17(30)25-12(18(31)32)5-6-13(28)29/h1-4,8,12,22H,5-7H2,(H,25,30)(H,28,29)(H,31,32)(H4,20,21,23,26,27)/t12-/m0/s1
InChIKey TVZGACDUOSZQKY-LBPRGKRZSA-N
SMILES Nc1nc(N)c2nc(CNc3ccc(cc3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)cnc2n1
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): mutagen
An agent that increases the frequency of mutations above the normal background level, usually by interacting directly with DNA and causing it damage, including base substitution.
EC 1.5.1.3 (dihydrofolate reductase) inhibitor
An EC 1.5.1.* (oxidoreductase acting on donor CH-NH group, NAD+ or NADP+ as acceptor) inhibitor that interferes with the action of dihydrofolate reductase (EC 1.5.1.3).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 4-aminofolic acid (CHEBI:22526) has functional parent folic acid (CHEBI:27470)
4-aminofolic acid (CHEBI:22526) has role EC 1.5.1.3 (dihydrofolate reductase) inhibitor (CHEBI:50683)
4-aminofolic acid (CHEBI:22526) has role mutagen (CHEBI:25435)
4-aminofolic acid (CHEBI:22526) is a dicarboxylic acid (CHEBI:35692)
IUPAC Name
N-(4-{[(2,4-diaminopteridin-6-yl)methyl]amino}benzoyl)-L-glutamic acid
Synonyms Sources
4-amino-PGA ChemIDplus
4-aminofolic acid ChemIDplus
4-aminopteroylglutamic acid ChemIDplus
aminopterin ChemIDplus
N-(4-(((2,4-diamino-6-pteridinyl)methyl)amino)benzoyl)-L-glutamic acid ChemIDplus
Manual Xref Database
21 DrugCentral
View more database links
Registry Numbers Types Sources
54-62-6 CAS Registry Number ChemIDplus
69045 Beilstein Registry Number Beilstein
Citation Waiting for Citations Type Source
18789931 PubMed citation Europe PMC
Last Modified
22 February 2017