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| | 3-HYDROXYANTHRANILIC ACID Basic information |
| | 3-HYDROXYANTHRANILIC ACID Chemical Properties |
| Melting point | 240 °C (dec.)(lit.) | | Boiling point | 276.03°C (rough estimate) | | density | 1.3585 (rough estimate) | | refractive index | 1.5500 (estimate) | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | solubility | DMSO (Slightly), Methanol (Slightly, Heated) | | form | Liquid or Low Melting Solid | | pka | pK1: 2.5(+1);pK2: 5.192(0);pK3: 10.118(OH) (25°C) | | color | Clear colorless to white to yellow to orange | | InChI | InChI=1S/C7H7NO3/c8-6-4(7(10)11)2-1-3-5(6)9/h1-3,9H,8H2,(H,10,11) | | InChIKey | WJXSWCUQABXPFS-UHFFFAOYSA-N | | SMILES | C(O)(=O)C1=CC=CC(O)=C1N | | CAS DataBase Reference | 548-93-6(CAS DataBase Reference) |
| | 3-HYDROXYANTHRANILIC ACID Usage And Synthesis |
| Uses | 3-Hydroxyanthranilic Acid is one of the tryptophan’s metabolites along the kynurenine pathway. 3-Hydroxyanthranilic Acid has been shown to induce apoptosis in T cells. | | Definition | ChEBI: An aminobenzoic acid that is benzoic acid substituted at C-2 by an amine group and at C-3 by a hydroxy group. It is an intermediate in the metabolism of the amino acid tryptophan. | | reaction suitability | reaction type: solution phase peptide synthesis | | in vivo | 3-hydroxyanthranilic acid (40 μg/each mouse, injected intracerebrally into the forebrains) can induce HO-1 in 8-week-old C57BL6 mice[4].
3-hydroxyanthranilic acid (200 mg/kg, i.p., three times a week, 8 weeks) lowers plasma lipids and decreases atherosclerosis in hypercholesterolaemic mice[5].
3-hydroxyanthranilic acid (200 mg/kg, i.p., 6 weeks) contributes to angiotensin II–induced abdominal aortic aneurysm formation in mice[7].
3-hydroxyanthranilic acid (120 mg/kg, tail vein injection, once weekly, 12 weeks) combines with Butyricicoccus pullicaecorum to prevent postmenopausal osteoporosis in rats by modulating gut microbiota and Th17/Treg[8].
| | IC 50 | Human Endogenous Metabolite | | Purification Methods | The hydrochloride has m 227o (from dilute HCl). [Beilstein 14 H 587, 14 III 1463, 14 IV 2071.] Possible carcinogen. |
| | 3-HYDROXYANTHRANILIC ACID Preparation Products And Raw materials |
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