2-[(2-oxopropanoyl)oxy]benzoic acid hydrate

• ChemBase ID: 155047
• Molecular Formular: C10H10O6
• Molecular Mass: 226.1828
• Monoisotopic Mass: 226.04773804
• SMILES: CC(=O)C(=O)Oc1ccccc1C(=O)O.O
• Canonical SMILES: O=C(C(=O)C)Oc1ccccc1C(=O)O.O
• InChI: InChI=1S/C10H8O5.H2O/c1-6(11)10(14)15-8-5-3-2-4-7(8)9(12)13;/h2-5H,1H3,(H,12,13);1H2
• InChIKey: DLKFQAHWYMEWIK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(2-oxopropanoyl)oxy]benzoic acid hydrate
• IUPAC Traditional name: 2-[(2-oxopropanoyl)oxy]benzoic acid hydrate
• Synonyms: 2-(1,2-Dioxopropoxy)benzoic acid hydrate; O-Pyruvoylsalicylic acid hydrate; OBA-09 hydrate

Database IDs

• CAS Number: 856095-68-6(anhydrous)
• MDL Number: MFCD20488062
• PubChem SID: 162249185
• PubChem CID: 71312064

CALCULATED PROPERTIES

• Acid pKa: 3.3953505
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -0.33137685
• LogD (pH = 7.4): -1.6434435
• Log P: 1.7606426
• Molar Refractivity: 49.7926 cm^3
• Polarizability: 19.114893 Å^3
• Polar Surface Area: 80.67 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: ≥24 mg/mL
• Apperance: white to tan powder

Safety Information

• Storage Condition: desiccated
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C10H8O5 · xH2O

DETAILS

Sigma Aldrich - SML0126

Biochem/physiol Actions
OBA-09 is a neuroprotective agent. It is an ester of pyruvate and salicylic acid that acts as a multi-functional agent to protect against ischemic damages to the brain. Administration of 5 mpk OBA-09 following middle cerebral artery occlusion (MCAO) or oxygen-glucose deprivation (OGD) models of ischemic injury in rats prevents lipid peroxidation, ROS production and causes the recovery of NAD and ATP concentrations to near basal levels. The compound leads to reduction of infarct volume and also accelerates the recovery of behavioral and neurological deficits.