4-{2-[(1S,2R,10R,11S,14R,15S)-14-(acetyloxy)-2,15-dimethyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadec-6-en-14-yl]-2-oxoethoxy}-4-oxobutanoic acid

• ChemBase ID: 207978
• Molecular Formular: C27H36O8
• Molecular Mass: 488.56994
• Monoisotopic Mass: 488.24101811
• SMILES: [C@]12([C@@](C(=O)COC(=O)CCC(=O)O)(CC[C@H]1[C@H]1[C@@H]([C@@]3(C(=CC(=O)CC3)CC1)C)CC2)OC(=O)C)C
• Canonical SMILES: OC(=O)CCC(=O)OCC(=O)[C@]1(CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCC2=CC(=O)CC[C@]12C)OC(=O)C
• InChI: InChI=1S/C27H36O8/c1-16(28)35-27(22(30)15-34-24(33)7-6-23(31)32)13-10-21-19-5-4-17-14-18(29)8-11-25(17,2)20(19)9-12-26(21,27)3/h14,19-21H,4-13,15H2,1-3H3,(H,31,32)/t19-,20+,21+,25+,26+,27+/m1/s1
• InChIKey: HHWKVPJPRHIOLH-XYZFIOBHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{2-[(1S,2R,10R,11S,14R,15S)-14-(acetyloxy)-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-14-yl]-2-oxoethoxy}-4-oxobutanoic acid
• IUPAC Traditional name: 4-{2-[(1S,2R,10R,11S,14R,15S)-14-(acetyloxy)-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-14-yl]-2-oxoethoxy}-4-oxobutanoic acid

Database IDs

• PubChem SID: 164263888
• PubChem CID: 15030690

CALCULATED PROPERTIES

• Acid pKa: 3.6195235
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 1.4145243
• LogD (pH = 7.4): -0.045081757
• Log P: 3.2910447
• Molar Refractivity: 125.0038 cm^3
• Polarizability: 49.58565 Å^3
• Polar Surface Area: 124.04 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds