2,3-dihydroxybenzoic acid

• ChemBase ID: 1447
• Molecular Formular: C7H6O4
• Molecular Mass: 154.12014
• Monoisotopic Mass: 154.02660867
• SMILES: OC(=O)c1cccc(O)c1O
• Canonical SMILES: OC(=O)c1cccc(c1O)O
• InChI: InChI=1S/C7H6O4/c8-5-3-1-2-4(6(5)9)7(10)11/h1-3,8-9H,(H,10,11)
• InChIKey: GLDQAMYCGOIJDV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,3-dihydroxybenzoic acid
• IUPAC Traditional name: 2,3-dihydroxy-benzoic acid
• Synonyms: 2,3-Dihydroxybenzoic acid; Hypogallic acid; 2-Pyrocatechuic acid; o-Pyrocatechuic acid; 3-Carboxybenzene-1,2-diol; 3-Carboxycatechol; 3-Hydroxysalicylic acid; 2,3-Dihydroxybenzoic acid; o-Pyrocatechuic Acid; 1,2-Dihydroxybenzene-3-carboxylic Acid; Catecholcarboxylic Acid; DHBA; NSC 27435; Pyrocatechuic Acid; 2,3-Dihydroxy-Benzoic Acid; 2,3-二羟基苯甲酸

Database IDs

• CAS Number: 303-38-8
• EC Number: 206-139-5
• MDL Number: MFCD00002446
• Beilstein Number: 2209117
• PubChem SID: 24847707; 160964906; 46504857
• PubChem CID: 19
• CHEMBL: 1432
• Chemspider ID: 18
• DrugBank ID: DB01672
• KEGG ID: C00196
• Wikipedia Title: 2,3-Dihydroxybenzoic_acid

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.5588608
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -1.1682671
• LogD (pH = 7.4): -1.8374872
• Log P: 1.6736981
• Molar Refractivity: 37.276 cm^3
• Polarizability: 13.968329 Å^3
• Polar Surface Area: 77.76 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.42
• LOG S: -1.35
• Solubility (Water): 6.88e+00 g/l

PROPERTIES

Physical Property

• Solubility: DMSO; low in water; Methanol
• Apperance: Colorless solid; Pale Brownish to Red Brownish Crystalline Po
• Melting Point: 204 - 206°C; 204-206 °C; 204-206 °C(lit.); 204-208°C; 206-210°C; 208-210°C
• Boiling Point: 95-96°C/0.5mm
• Density: 1.542
• Hydrophobicity(logP): 1.20 [HANSCH,C ET AL. (1995)]

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: Irritant
• RTECS: DG8576490
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 2
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: 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: ≥97.0% (T); 95+%; 98%; 99%
• Grade: purum
• Linear Formula: (HO)2C6H3CO2H

DETAILS

MP Biomedicals - 05207666

MP Biomedicals Rare Chemical collection

DrugBank - DB01672

Drug information: experimental

Sigma Aldrich - 126209

Packaging
5 g in glass bottle

Toronto Research Chemicals - D451650

2,3-Dihydroxybenzoic Acid is a selected phenol as MMP (Matrix Metalloproteinase) inhibitor.

REFERENCES

• Rubino, M.T., et al.: Archiv der Pharmazie, 344, 557 (2011)