(1R,2R,5S,8R,10R,13R,14R,16Z)-16-(furan-2-ylmethylidene)-1,2,14,18,18-pentamethyl-17-oxo-8-(prop-1-en-2-yl)pentacyclo[11.8.0.02,10.05,9.014,19]henicosane-5-carboxylic acid

• ChemBase ID: 210516
• Molecular Formular: C35H48O4
• Molecular Mass: 532.75322
• Monoisotopic Mass: 532.35526002
• SMILES: [C@]12([C@@H]3[C@]([C@]4([C@@H](C5[C@@](C(=O)O)(CC4)CC[C@H]5C(=C)C)CC3)C)(CCC1C(C(=O)/C(=C\c1occc1)/C2)(C)C)C)C
• Canonical SMILES: CC(=C)[C@@H]1CC[C@]2(C1[C@H]1CC[C@H]3[C@@]([C@]1(C)CC2)(C)CCC1[C@]3(C)C/C(=C/c2ccco2)/C(=O)C1(C)C)C(=O)O
• InChI: InChI=1S/C35H48O4/c1-21(2)24-12-15-35(30(37)38)17-16-33(6)25(28(24)35)10-11-27-32(5)20-22(19-23-9-8-18-39-23)29(36)31(3,4)26(32)13-14-34(27,33)7/h8-9,18-19,24-28H,1,10-17,20H2,2-7H3,(H,37,38)/b22-19-/t24-,25+,26?,27+,28?,32-,33+,34+,35-/m0/s1
• InChIKey: OAZAZBRWAMEGCZ-XWQMYDEKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2R,5S,8R,10R,13R,14R,16Z)-16-(furan-2-ylmethylidene)-1,2,14,18,18-pentamethyl-17-oxo-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0^2,^1^0.0^5,^9.0^1^4,^1^9]henicosane-5-carboxylic acid
• IUPAC Traditional name: (1R,2R,5S,8R,10R,13R,14R,16Z)-16-(furan-2-ylmethylidene)-1,2,14,18,18-pentamethyl-17-oxo-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0^2,^1^0.0^5,^9.0^1^4,^1^9]henicosane-5-carboxylic acid

Database IDs

• PubChem SID: 164266426
• PubChem CID: 16403329

CALCULATED PROPERTIES

• Polar Surface Area: 67.51 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false
• Acid pKa: 4.7756605
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 7.5192456
• LogD (pH = 7.4): 5.743517
• Log P: 8.31796
• Molar Refractivity: 154.3405 cm^3
• Polarizability: 60.81634 Å^3

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds