(1S,4S,5S,6R,9R,10S,13R)-10-hydroxy-5,9-dimethyl-6-{[(2Z)-2-methylbut-2-enoyl]oxy}-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid

• ChemBase ID: 305828
• Molecular Formular: C25H36O5
• Molecular Mass: 416.55034
• Monoisotopic Mass: 416.25627425
• SMILES: C1[C@H]([C@]([C@@H]2[C@@](C1)([C@]1([C@]3(CC2)CC(=C)[C@@H](CC1)C3)O)C)(C(=O)O)C)OC(=O)/C(=C\C)/C
• Canonical SMILES: C/C=C(\C(=O)O[C@@H]1CC[C@@]2([C@@H]([C@]1(C)C(=O)O)CC[C@@]13[C@@]2(O)CC[C@@H](C3)C(=C)C1)C)/C
• InChI: InChI=1S/C25H36O5/c1-6-15(2)20(26)30-19-9-10-22(4)18(23(19,5)21(27)28)8-11-24-13-16(3)17(14-24)7-12-25(22,24)29/h6,17-19,29H,3,7-14H2,1-2,4-5H3,(H,27,28)/b15-6-/t17?,18-,19+,22+,23-,24+,25+/m0/s1
• InChIKey: OMEDWFNWWHKRJU-MDBFXJHYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,4S,5S,6R,9R,10S,13R)-10-hydroxy-5,9-dimethyl-6-{[(2Z)-2-methylbut-2-enoyl]oxy}-14-methylidenetetracyclo[11.2.1.0^1,^1^0.0^4,^9]hexadecane-5-carboxylic acid
• IUPAC Traditional name: (1S,4S,5S,6R,9R,10S,13R)-10-hydroxy-5,9-dimethyl-6-{[(2Z)-2-methylbut-2-enoyl]oxy}-14-methylidenetetracyclo[11.2.1.0^1,^1^0.0^4,^9]hexadecane-5-carboxylic acid
• Synonyms: 3α-Angeloyloxypterokaurene L3

Database IDs

• CAS Number: 79406-11-4

CALCULATED PROPERTIES

• Acid pKa: 4.51283
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.7580047
• LogD (pH = 7.4): 1.987936
• Log P: 4.786565
• Molar Refractivity: 114.083 cm^3
• Polarizability: 45.28029 Å^3
• Polar Surface Area: 83.83 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder