7-phenyl-7-(2,4,5-trimethyl-3,6-dioxocyclohexa-1,4-dien-1-yl)heptanoic acid

• ChemBase ID: 177734
• Molecular Formular: C22H26O4
• Molecular Mass: 354.43944
• Monoisotopic Mass: 354.18310931
• SMILES: C1(=C(C(=O)C(=C(C1=O)C)C)C)C(CCCCCC(=O)O)c1ccccc1
• Canonical SMILES: OC(=O)CCCCCC(C1=C(C)C(=O)C(=C(C1=O)C)C)c1ccccc1
• InChI: InChI=1S/C22H26O4/c1-14-15(2)22(26)20(16(3)21(14)25)18(17-10-6-4-7-11-17)12-8-5-9-13-19(23)24/h4,6-7,10-11,18H,5,8-9,12-13H2,1-3H3,(H,23,24)
• InChIKey: ZBVKEHDGYSLCCC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-phenyl-7-(2,4,5-trimethyl-3,6-dioxocyclohexa-1,4-dien-1-yl)heptanoic acid
• IUPAC Traditional name: seratrodast
• Synonyms: (+/-)-7-(3,5,6-Trimethyl-1,4-benzoquinon-2-yl)-7-phenylheptanoic Acid; AA-2414; Abbott 73001; Bronica; Seratrodast

Database IDs

• CAS Number: 112665-43-7
• PubChem SID: 164233644
• PubChem CID: 2449

CALCULATED PROPERTIES

• Acid pKa: 4.3001194
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 4.1498775
• LogD (pH = 7.4): 2.4114025
• Log P: 5.374309
• Molar Refractivity: 102.3722 cm^3
• Polarizability: 39.23444 Å^3
• Polar Surface Area: 71.44 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Pale Orange Solid
• Melting Point: 118-120°C

Safety Information

• Storage Condition: -20°C Freezer

Product Information

• Classification: Derivatives & analogs of Natural Compounds

DETAILS

Toronto Research Chemicals - S263000

Thromboxane A2-receptor antagonist. Antiasthmatic.

REFERENCES

• Hussein, Z., et al.: Clin. Pharmacol. Ther., 55, 441 (1994)