9-oxo-6-(propan-2-yloxy)-9H-xanthene-2-carboxylic acid

• ChemBase ID: 155730
• Molecular Formular: C17H14O5
• Molecular Mass: 298.29006
• Monoisotopic Mass: 298.08412355
• SMILES: CC(C)Oc1ccc2c(c1)oc1ccc(cc1c2=O)C(=O)O
• Canonical SMILES: CC(Oc1ccc2c(c1)oc1c(c2=O)cc(cc1)C(=O)O)C
• InChI: InChI=1S/C17H14O5/c1-9(2)21-11-4-5-12-15(8-11)22-14-6-3-10(17(19)20)7-13(14)16(12)18/h3-9H,1-2H3,(H,19,20)
• InChIKey: AQFFXPQJLZFABJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 9-oxo-6-(propan-2-yloxy)-9H-xanthene-2-carboxylic acid
• IUPAC Traditional name: 6-isopropoxy-9-oxoxanthene-2-carboxylic acid
• Synonyms: 6-Isopropoxy-9-oxoxanthene-2-carboxylic acid; AH6809

Database IDs

• CAS Number: 33458-93-4
• MDL Number: MFCD08056083
• PubChem SID: 162249868
• PubChem CID: 119461

CALCULATED PROPERTIES

• Acid pKa: 4.1376595
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.855082
• LogD (pH = 7.4): 0.15804575
• Log P: 3.232935
• Molar Refractivity: 79.7031 cm^3
• Polarizability: 30.524984 Å^3
• Polar Surface Area: 72.83 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO or DMF: soluble8 mg/mL; ethanol: soluble2.5 mg/mL
• Apperance: crystalline solid or supercooled liquid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98%
• Empirical Formula (Hill Notation): C17H14O5

DETAILS

Sigma Aldrich - A1221

Biochem/physiol Actions
DP/EP prostanoid receptor antagonist; has the highest affinity for DP receptors, but also acts as a weak antagonist at murine EP1 and EP2 prostanoid receptors.