propan-2-yl (5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E)-3-oxo-4-[3-(trifluoromethyl)phenoxy]but-1-en-1-yl]cyclopentyl]hept-5-enoate

• ChemBase ID: 172127
• Molecular Formular: C26H33F3O6
• Molecular Mass: 498.5318296
• Monoisotopic Mass: 498.22292344
• SMILES: [C@H]1([C@H]([C@@H](C[C@@H]1O)O)/C=C/C(=O)COc1cccc(c1)C(F)(F)F)C/C=C\CCCC(=O)OC(C)C
• Canonical SMILES: CC(OC(=O)CCC/C=C\C[C@H]1[C@@H](O)C[C@H]([C@@H]1/C=C/C(=O)COc1cccc(c1)C(F)(F)F)O)C
• InChI: InChI=1S/C26H33F3O6/c1-17(2)35-25(33)11-6-4-3-5-10-21-22(24(32)15-23(21)31)13-12-19(30)16-34-20-9-7-8-18(14-20)26(27,28)29/h3,5,7-9,12-14,17,21-24,31-32H,4,6,10-11,15-16H2,1-2H3/b5-3-,13-12+/t21-,22-,23+,24-/m1/s1
• InChIKey: KSDDYCRRTVADFZ-OHDKTVHDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: propan-2-yl (5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E)-3-oxo-4-[3-(trifluoromethyl)phenoxy]but-1-en-1-yl]cyclopentyl]hept-5-enoate
• IUPAC Traditional name: isopropyl (5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E)-3-oxo-4-[3-(trifluoromethyl)phenoxy]but-1-en-1-yl]cyclopentyl]hept-5-enoate
• Synonyms: (5Z)-7-[(1R,2R,3R,5S)-3,5-Dihydroxy-2-[(1E)-3-oxo-4-[3-(trifluoromethyl)phenoxy]-1-butenyl]cyclopentyl]-5-heptenoic Acid 1-Methylethyl Ester; 15-keto Fluprostenol Isopropyl Ester; 15-Keto Travoprost

Database IDs

• CAS Number: 404830-45-1
• PubChem SID: 164228037
• PubChem CID: 10207075

CALCULATED PROPERTIES

• Acid pKa: 14.513643
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 4.3021803
• LogD (pH = 7.4): 4.3021803
• Log P: 4.3021803
• Molar Refractivity: 127.0157 cm^3
• Polarizability: 47.95402 Å^3
• Polar Surface Area: 93.06 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - K315200

An impurity of the selective FP prostaglandin receptor agonist Travoprost (T715600) used as an ocularly applied intraocular pressure reducing agent.