(1R,2R,5S,8R,10R,13R,14R,16E)-16-[(2-methoxyphenyl)methylidene]-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: 209823
• Molecular Formular: C38H52O4
• Molecular Mass: 572.81708
• Monoisotopic Mass: 572.38656014
• 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/c1c(OC)cccc1)/C2)(C)C)C)C
• Canonical SMILES: COc1ccccc1/C=C/1\C[C@@]2(C)C(C(C1=O)(C)C)CC[C@@]1([C@@H]2CC[C@H]2[C@@]1(C)CC[C@@]1(C2[C@@H](CC1)C(=C)C)C(=O)O)C
• InChI: InChI=1S/C38H52O4/c1-23(2)26-15-18-38(33(40)41)20-19-36(6)27(31(26)38)13-14-30-35(5)22-25(21-24-11-9-10-12-28(24)42-8)32(39)34(3,4)29(35)16-17-37(30,36)7/h9-12,21,26-27,29-31H,1,13-20,22H2,2-8H3,(H,40,41)/b25-21+/t26-,27+,29?,30+,31?,35-,36+,37+,38-/m0/s1
• InChIKey: QWQHLLFAUQXEKW-XTXAMXSFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2R,5S,8R,10R,13R,14R,16E)-16-[(2-methoxyphenyl)methylidene]-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,16E)-16-[(2-methoxyphenyl)methylidene]-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: 164265733
• PubChem CID: 16402976

CALCULATED PROPERTIES

• Acid pKa: 4.7756605
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 8.301328
• LogD (pH = 7.4): 6.525599
• Log P: 9.100042
• Molar Refractivity: 168.4128 cm^3
• Polarizability: 66.48009 Å^3
• Polar Surface Area: 63.6 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds