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CHEBI:22526 - 4-aminofolic acid
| Formula | C19H20N8O5 |
| Net Charge | 0 |
| Average Mass | 440.420 |
| Monoisotopic Mass | 440.15567 |
| SMILES | Nc1nc(N)c2nc(CNc3ccc(C(=O)N[C@@H](CCC(=O)O)C(=O)O)cc3)cnc2n1 |
| 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 |
| Roles Classification |
|---|
| Chemical Role: | Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Brønsted base). |
| Biological Roles: | 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). 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. |
| Applications: | antipsoriatic A drug used to treat psoriasis. antirheumatic drug A drug used to treat rheumatoid arthritis. antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms. |
| ChEBI Ontology |
|---|
| Outgoing Relation(s) |
| 4-aminofolic acid (CHEBI:22526) has functional parent folic acid (CHEBI:27470) |
| 4-aminofolic acid (CHEBI:22526) has role antineoplastic agent (CHEBI:35610) |
| 4-aminofolic acid (CHEBI:22526) has role antipsoriatic (CHEBI:50748) |
| 4-aminofolic acid (CHEBI:22526) has role antirheumatic drug (CHEBI:35842) |
| 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 | Source |
|---|---|
| 4-aminofolic acid | ChemIDplus |
| 4-amino-PGA | ChemIDplus |
| 4-aminopteroic acid | ChEMBL |
| 4-aminopteroylglutamic acid | ChemIDplus |
| aminopterin | ChEMBL |
| aminopterin | ChemIDplus |
| Citations |
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