2-amino-5-hydroxybenzoic acid

• ChemBase ID: 69586
• Molecular Formular: C7H7NO3
• Molecular Mass: 153.13538
• Monoisotopic Mass: 153.04259309
• SMILES: C(=O)(c1c(N)ccc(c1)O)O
• Canonical SMILES: Oc1ccc(c(c1)C(=O)O)N
• InChI: InChI=1S/C7H7NO3/c8-6-2-1-4(9)3-5(6)7(10)11/h1-3,9H,8H2,(H,10,11)
• InChIKey: HYNQTSZBTIOFKH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-5-hydroxybenzoic acid
• IUPAC Traditional name: 2-amino-5-hydroxybenzoic acid
• Synonyms: 5-Hydroxyanthranilic acid; 2-Carboxy-4-hydroxyaniline; 4-Amino-3-carboxyphenol; 2-Amino-5-hydroxybenzoic acid; 2-Amino-5-hydroxybenzoic Acid; 2-Amino-5-hydroxy-benzoic Acid; Glyklaside; 5-Hydroxyanthranilic acid; 2-Amino-5-hydroxybenzoic acid; 5-羟基邻氨苯甲酸; 2-氨基-5-羟基苯甲酸

Database IDs

• CAS Number: 394-31-0
• EC Number: 000-000-0
• MDL Number: MFCD00007870
• Beilstein Number: 2803663
• PubChem SID: 24856846; 162035312; 24846147
• PubChem CID: 164592

CALCULATED PROPERTIES

• Acid pKa: 2.1939406
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -0.021393815
• LogD (pH = 7.4): -1.6162474
• Log P: 0.3389813
• Molar Refractivity: 39.9955 cm^3
• Polarizability: 14.462693 Å^3
• Polar Surface Area: 83.55 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 247 °C (dec.)(lit.); 247(dec.)°C; ca 248°C dec.

Safety Information

• Storage Warning: Harmful/Irritant; IRRITANT
• European Hazard Symbols: Irritant (Xi); Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38; 36/37/38
• Safety Statements: 26-36; 9-36/37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H319-H335; H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥98.5% (T); 95+%; 97%; 98%
• Grade: purum
• Linear Formula: HOC6H3(NH2)CO2H

DETAILS

Sigma Aldrich - 278998

Packaging
5 g in glass bottle

Toronto Research Chemicals - H801800

An oral anti-diabetic drug.

REFERENCES

• Choi, S., et al.: J. Med. Chem., 53, 3696 (2010)
• Fritzson, I., et al.: ChemMedChem, 5, 608 (2010)
• Lee-Manion, A., et al.: J. Agric. Food Chem., 57, 10619 (2010)