ethyl 3-[(4R,6S,7S,11R)-14-(acetyloxy)-7,11-dimethyl-5-oxapentacyclo[8.8.0.02,7.04,6.011,16]octadec-16-en-6-yl]-3-hydroxybutanoate

• ChemBase ID: 190310
• Molecular Formular: C27H40O6
• Molecular Mass: 460.6029
• Monoisotopic Mass: 460.282489
• SMILES: [C@]12([C@@]3(C(C4C([C@@]5(C(=CC4)CC(OC(=O)C)CC5)C)CC3)C[C@H]2O1)C)C(CC(=O)OCC)(O)C
• Canonical SMILES: CCOC(=O)CC([C@@]12O[C@@H]1CC1[C@]2(C)CCC2C1CC=C1[C@]2(C)CCC(C1)OC(=O)C)(O)C
• InChI: InChI=1S/C27H40O6/c1-6-31-23(29)15-26(5,30)27-22(33-27)14-21-19-8-7-17-13-18(32-16(2)28)9-11-24(17,3)20(19)10-12-25(21,27)4/h7,18-22,30H,6,8-15H2,1-5H3/t18?,19?,20?,21?,22-,24+,25+,26?,27-/m1/s1
• InChIKey: BSEFGIOFPADDGU-XYQQUYMBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 3-[(4R,6S,7S,11R)-14-(acetyloxy)-7,11-dimethyl-5-oxapentacyclo[8.8.0.0^2,^7.0^4,^6.0^1^1,^1^6]octadec-16-en-6-yl]-3-hydroxybutanoate
• IUPAC Traditional name: ethyl 3-[(4R,6S,7S,11R)-14-(acetyloxy)-7,11-dimethyl-5-oxapentacyclo[8.8.0.0^2,^7.0^4,^6.0^1^1,^1^6]octadec-16-en-6-yl]-3-hydroxybutanoate

Database IDs

• PubChem SID: 164246220
• PubChem CID: 16397490

CALCULATED PROPERTIES

• Acid pKa: 13.499922
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 3.1178112
• LogD (pH = 7.4): 3.117811
• Log P: 3.1178112
• Molar Refractivity: 123.2761 cm^3
• Polarizability: 49.436855 Å^3
• Polar Surface Area: 85.36 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds