| Identification | More | [Name]
3-HYDROXYANTHRANILIC ACID | [CAS]
548-93-6 | [Synonyms]
2-AMINO-3-HYDROXYBENZOIC ACID
3-HYDROXY-2-AMINOBENZOIC ACID
3-HYDROXYANTHRANILIC ACID
2-amino-3-hydroxy-benzoicaci
3-Hydroxy-anthranilsaeure
3-Ohaa
3-Oxyanthranilic acid
3-oxyanthranilicacid
Anthranilic acid, 3-hydroxy-
3-HYDROXY-ANTHRANILATE
BENZOICACID,2-AMINO-3-HYDROXY-
3-HYDROXYANTHRANILIC ACID 98+%
3-HYDROXYANTHRANILLIC ACID | [EINECS(EC#)]
208-962-5 | [Molecular Formula]
C7H7NO3 | [MDL Number]
MFCD00007700 | [Molecular Weight]
153.14 | [MOL File]
548-93-6.mol |
| Chemical Properties | Back Directory | [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. ]
−20°C
| [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 | [Major Application]
peptide synthesis | [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 Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin .
R40:Limited evidence of a carcinogenic effect. | [Safety Statements ]
S22:Do not breathe dust .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [RTECS ]
DG2625000
| [HS Code ]
29225000 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Dermal
Acute Tox. 4 Inhalation
Acute Tox. 4 Oral
Carc. 2
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 | [Hazardous Substances Data]
548-93-6(Hazardous Substances Data) |
| Hazard Information | Back Directory | [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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