(3aR,4R,5R,6aS)-4-[2-(2-heptyl-1,3-dioxolan-2-yl)ethyl]-5-hydroxy-hexahydro-2H-cyclopenta[b]furan-2-one

• ChemBase ID: 168554
• Molecular Formular: C19H32O5
• Molecular Mass: 340.45438
• Monoisotopic Mass: 340.22497412
• SMILES: [C@H]12C[C@H]([C@@H]([C@H]1CC(=O)O2)CCC1(CCCCCCC)OCCO1)O
• Canonical SMILES: CCCCCCCC1(OCCO1)CC[C@H]1[C@H](O)C[C@H]2[C@@H]1CC(=O)O2
• InChI: InChI=1S/C19H32O5/c1-2-3-4-5-6-8-19(22-10-11-23-19)9-7-14-15-12-18(21)24-17(15)13-16(14)20/h14-17,20H,2-13H2,1H3/t14-,15-,16-,17+/m1/s1
• InChIKey: ATVQZEZXTPHWTH-VQHPVUNQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3aR,4R,5R,6aS)-4-[2-(2-heptyl-1,3-dioxolan-2-yl)ethyl]-5-hydroxy-hexahydro-2H-cyclopenta[b]furan-2-one
• IUPAC Traditional name: (3aR,4R,5R,6aS)-4-[2-(2-heptyl-1,3-dioxolan-2-yl)ethyl]-5-hydroxy-hexahydrocyclopenta[b]furan-2-one
• Synonyms: [3aR-(3aα,4α,5β,6aα)]-4-[2-(2-Heptyl-1,3-dioxolan-2-yl)ethyl]hexahydro-5-hydroxy-2H-cyclopenta[b]furan-2-one; (3aR,4R,5R,6aS)-4-[3-(Ethyleneketal)decanyl]hexahydro-5-hydroxy-2H-cyclopenta[b]furan-2-one

Database IDs

• CAS Number: 118696-65-4
• PubChem SID: 162262686
• PubChem CID: 15003068

CALCULATED PROPERTIES

• Acid pKa: 14.850647
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.9773965
• LogD (pH = 7.4): 2.9773965
• Log P: 2.9773965
• Molar Refractivity: 90.3178 cm^3
• Polarizability: 36.334167 Å^3
• Polar Surface Area: 64.99 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - E917785

Intermediate in the preparation of prostaglandin derivatives