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

• ChemBase ID: 210005
• Molecular Formular: C37H50O3
• Molecular Mass: 542.7911
• Monoisotopic Mass: 542.37599546
• 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\c1ccccc1)/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/c2ccccc2)/C(=O)C1(C)C)C(=O)O
• InChI: InChI=1S/C37H50O3/c1-23(2)26-15-18-37(32(39)40)20-19-35(6)27(30(26)37)13-14-29-34(5)22-25(21-24-11-9-8-10-12-24)31(38)33(3,4)28(34)16-17-36(29,35)7/h8-12,21,26-30H,1,13-20,22H2,2-7H3,(H,39,40)/b25-21-/t26-,27+,28?,29+,30?,34-,35+,36+,37-/m0/s1
• InChIKey: CHMTXOPXGPSBSU-KFSQSHPBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2R,5S,8R,10R,13R,14R,16Z)-1,2,14,18,18-pentamethyl-17-oxo-16-(phenylmethylidene)-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)-1,2,14,18,18-pentamethyl-17-oxo-16-(phenylmethylidene)-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: 164265915
• PubChem CID: 16403064

CALCULATED PROPERTIES

• Acid pKa: 4.7756605
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 8.458999
• LogD (pH = 7.4): 6.6832705
• Log P: 9.257713
• Molar Refractivity: 161.9496 cm^3
• Polarizability: 63.977276 Å^3
• Polar Surface Area: 54.37 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds