(1S,4S,5S,6R,9S,10R,13R)-5,9-dimethyl-14-methylidene-6-{[(2E)-3-phenylprop-2-enoyl]oxy}tetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid

• ChemBase ID: 305795
• Molecular Formular: C29H36O4
• Molecular Mass: 448.59374
• Monoisotopic Mass: 448.26135963
• SMILES: C1[C@H]([C@]([C@@H]2[C@@](C1)([C@H]1[C@]3(CC2)CC(=C)[C@@H](CC1)C3)C)(C(=O)O)C)OC(=O)/C=C/c1ccccc1
• Canonical SMILES: O=C(O[C@@H]1CC[C@@]2([C@@H]([C@]1(C)C(=O)O)CC[C@]13[C@H]2CC[C@@H](C1)C(=C)C3)C)/C=C/c1ccccc1
• InChI: InChI=1S/C29H36O4/c1-19-17-29-16-13-22-27(2,23(29)11-10-21(19)18-29)15-14-24(28(22,3)26(31)32)33-25(30)12-9-20-7-5-4-6-8-20/h4-9,12,21-24H,1,10-11,13-18H2,2-3H3,(H,31,32)/b12-9+/t21?,22-,23-,24+,27+,28-,29+/m0/s1
• InChIKey: BJQOPHXIKHSJOP-REQDBRMKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,4S,5S,6R,9S,10R,13R)-5,9-dimethyl-14-methylidene-6-{[(2E)-3-phenylprop-2-enoyl]oxy}tetracyclo[11.2.1.0^1,^1^0.0^4,^9]hexadecane-5-carboxylic acid
• IUPAC Traditional name: (1S,4S,5S,6R,9S,10R,13R)-5,9-dimethyl-14-methylidene-6-{[(2E)-3-phenylprop-2-enoyl]oxy}tetracyclo[11.2.1.0^1,^1^0.0^4,^9]hexadecane-5-carboxylic acid
• Synonyms: ent-3β-Cinnamoyloxykaur-16-en-19-oic acid

Database IDs

• CAS Number: 79406-10-3

CALCULATED PROPERTIES

• Lipinski's Rule of Five: false
• Acid pKa: 4.4424605
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 5.5183682
• LogD (pH = 7.4): 3.7559984
• Log P: 6.6109104
• Molar Refractivity: 128.4468 cm^3
• Polarizability: 50.635277 Å^3
• Polar Surface Area: 63.6 Å^2
• Rotatable Bonds: 5

PROPERTIES

Physical Property

• Apperance: Powder