benzyl (5Z)-7-[(1R,2R,3R,5S)-5-(acetyloxy)-2-[(1E)-4,4-difluoro-3-oxooct-1-en-1-yl]-3-(oxan-2-yloxy)cyclopentyl]hept-5-enoate

• ChemBase ID: 159417
• Molecular Formular: C34H46F2O7
• Molecular Mass: 604.7216464
• Monoisotopic Mass: 604.32116025
• SMILES: C(=C\C(=O)C(F)(F)CCCC)/[C@H]1[C@@H](C[C@@H]([C@@H]1C/C=C\CCCC(=O)OCc1ccccc1)OC(=O)C)OC1CCCCO1
• Canonical SMILES: CCCCC(C(=O)/C=C/[C@H]1[C@H](OC2CCCCO2)C[C@@H]([C@@H]1C/C=C\CCCC(=O)OCc1ccccc1)OC(=O)C)(F)F
• InChI: InChI=1S/C34H46F2O7/c1-3-4-21-34(35,36)31(38)20-19-28-27(29(42-25(2)37)23-30(28)43-33-18-12-13-22-40-33)16-10-5-6-11-17-32(39)41-24-26-14-8-7-9-15-26/h5,7-10,14-15,19-20,27-30,33H,3-4,6,11-13,16-18,21-24H2,1-2H3/b10-5-,20-19+/t27-,28-,29+,30-,33?/m1/s1
• InChIKey: XTQIRGYKOFQBJQ-IBFKGWLGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl (5Z)-7-[(1R,2R,3R,5S)-5-(acetyloxy)-2-[(1E)-4,4-difluoro-3-oxooct-1-en-1-yl]-3-(oxan-2-yloxy)cyclopentyl]hept-5-enoate
• IUPAC Traditional name: benzyl (5Z)-7-[(1R,2R,3R,5S)-5-(acetyloxy)-2-[(1E)-4,4-difluoro-3-oxooct-1-en-1-yl]-3-(oxan-2-yloxy)cyclopentyl]hept-5-enoate
• Synonyms: (5Z)-7-[(5-Acetyloxy-2-(4-difluoro-3-octen-1-one)-3-tetrahydropyranyloxy)cyclopentyl]-5-heptenoic Acid Benzyl Ester

Database IDs

• PubChem SID: 162253552
• PubChem CID: 71312972

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 7.2609787
• LogD (pH = 7.4): 7.2609787
• Log P: 7.2609787
• Molar Refractivity: 161.2744 cm^3
• Polarizability: 62.382313 Å^3
• Polar Surface Area: 88.13 Å^2
• Rotatable Bonds: 19
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate
• Apperance: Pale Yellow Oil

DETAILS

Toronto Research Chemicals - A187450

Intermediate in the preparation of Lubiprostone.