dihydroxy(2H3)benzoic acid

• ChemBase ID: 167771
• Molecular Formular: C7H6O4
• Molecular Mass: 154.12014
• Monoisotopic Mass: 154.02660867
• SMILES: c1c(ccc(c1C(=O)O)O)O
• Canonical SMILES: Oc1ccc(c(c1)C(=O)O)O
• InChI: InChI=1S/C7H6O4/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3,8-9H,(H,10,11)
• InChIKey: WXTMDXOMEHJXQO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: dihydroxy(^2H₃)benzoic acid
• IUPAC Traditional name: dihydroxy(^2H₃)benzoic acid
• Synonyms: 5-Hydroxysalicylic Acid-d3; Carboxyhydroquinone-d3; Gensigen-d3; Gensigon-d3; Gentisinic Acid-d3; Hydroquinonecarboxylic Acid-d3; NSC 27224-d3; NSC 49098-d3; NSC 78825-d3; 2,5-Dihydroxybenzoic Acid-d3

Database IDs

• CAS Number: 294661-02-2
• PubChem SID: 162261904
• PubChem CID: 10844644

CALCULATED PROPERTIES

• Acid pKa: 2.5281777
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -1.1924361
• LogD (pH = 7.4): -1.8374895
• Log P: 1.6736981
• Molar Refractivity: 37.276 cm^3
• Polarizability: 13.987418 Å^3
• Polar Surface Area: 77.76 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 2-Butanone; Methanol
• Apperance: Purple Solid

DETAILS

Toronto Research Chemicals - D451657

An active metabolite of salicylic acid degradation. Evidence indicates that gentisic acid has anti-inflammatory, antirheumatic and antioxidant properties. It is also a byproduct of both tyrosine and benzoate metabolisms.

REFERENCES

• Helbig, D., et al.: Brit. J. Nut., 102, 554 (2009)
• Zhang, M., et al.: J. Food Sci., 74, C441 (2009)
• Hara, S., et al.: Toxicol., 262, 271 (2009)
• Lee, S., et al.: J. Enz. Inhibit. Med. Chem., 24, 957 (2009)