4-{[(2S,15S)-11,16-dihydroxy-2,15-dimethyl-14-(5-oxo-2,5-dihydrofuran-3-yl)tetracyclo[8.7.0.02,7.011,15]heptadecan-5-yl]oxy}-4-oxobutanoic acid

• ChemBase ID: 182245
• Molecular Formular: C27H38O8
• Molecular Mass: 490.58582
• Monoisotopic Mass: 490.25666818
• SMILES: C12([C@@](C(C3=CC(=O)OC3)CC2)(C(CC2[C@@]3(C(CC(OC(=O)CCC(=O)O)CC3)CCC12)C)O)C)O
• Canonical SMILES: O=C(OC1CC[C@]2(C(C1)CCC1C2CC(O)[C@]2(C1(O)CCC2C1=CC(=O)OC1)C)C)CCC(=O)O
• InChI: InChI=1S/C27H38O8/c1-25-9-7-17(35-23(31)6-5-22(29)30)12-16(25)3-4-19-20(25)13-21(28)26(2)18(8-10-27(19,26)33)15-11-24(32)34-14-15/h11,16-21,28,33H,3-10,12-14H2,1-2H3,(H,29,30)/t16?,17?,18?,19?,20?,21?,25-,26-,27?/m0/s1
• InChIKey: DCFUKJVLJQIHDB-XDALRWRASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{[(2S,15S)-11,16-dihydroxy-2,15-dimethyl-14-(5-oxo-2,5-dihydrofuran-3-yl)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-5-yl]oxy}-4-oxobutanoic acid
• IUPAC Traditional name: 4-{[(2S,15S)-11,16-dihydroxy-2,15-dimethyl-14-(5-oxo-2H-furan-3-yl)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-5-yl]oxy}-4-oxobutanoic acid

Database IDs

• PubChem SID: 164238155
• PubChem CID: 24048580

CALCULATED PROPERTIES

• Acid pKa: 4.1103573
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 0.6894672
• LogD (pH = 7.4): -1.4318106
• Log P: 2.1025317
• Molar Refractivity: 125.2009 cm^3
• Polarizability: 49.95192 Å^3
• Polar Surface Area: 130.36 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Description: Stereoisomers
• Classification: Rare Derivatives of Natural Compounds