3-HYDROXYANTHRANILIC ACID
3-HYDROXYANTHRANILIC ACID Basic information
- Product Name:
- 3-HYDROXYANTHRANILIC ACID
- Synonyms:
-
- 3-HYDROXY-2-AMINOBENZOIC ACID
- 3-HYDROXYANTHRANILIC ACID
- 2-AMINO-3-HYDROXYBENZOIC ACID
- JACS-548-93-6
- 2-amino-3-hydroxy-benzoicaci
- 3-Hydroxy-anthranilsaeure
- 3-Ohaa
- 3-Oxyanthranilic acid
- CAS:
- 548-93-6
- MF:
- C7H7NO3
- MW:
- 153.14
- EINECS:
- 208-962-5
- Product Categories:
-
- Cytokine signaling
- Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts
- Mol File:
- 548-93-6.mol
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)
Safety Information
- Hazard Codes
- Xn
- Risk Statements
- 20/21/22-36/37/38-40
- Safety Statements
- 22-26-36
- WGK Germany
- 3
- RTECS
- DG2625000
- HS Code
- 29225000
- Hazardous Substances Data
- 548-93-6(Hazardous Substances Data)
MSDS
- Language:English Provider:SigmaAldrich
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.
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3-HYDROXYANTHRANILIC ACID(548-93-6)Related Product Information
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- METHYL 3-METHOXY-2-NITROBENZOATE
- Methyl 2-nitro-3,4,5-trimethoxybenzoate
- 2-AMINO-3-METHOXYBENZOIC ACID
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- 3-HYDROXY-4-METHYL-2-NITROBENZOIC ACID
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- 3-HYDROXYANTHRANILIC ACID
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- 3-Hydroxy-2-nitrobenzoic acid
- 4-hydroxyanthranilic acid
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