(1R,2S,4S,5S,9S,10S,13R)-2-(acetyloxy)-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid

• ChemBase ID: 305999
• Molecular Formular: C22H32O4
• Molecular Mass: 360.48708
• Monoisotopic Mass: 360.2300595
• SMILES: C1C[C@@]([C@@H]2[C@@](C1)([C@H]1[C@]3([C@H](C2)OC(=O)C)CC(=C)[C@@H](CC1)C3)C)(C(=O)O)C
• Canonical SMILES: CC(=O)O[C@H]1C[C@H]2[C@@]([C@H]3[C@]41CC(=C)[C@H](C4)CC3)(C)CCC[C@]2(C)C(=O)O
• InChI: InChI=1S/C22H32O4/c1-13-11-22-12-15(13)6-7-16(22)20(3)8-5-9-21(4,19(24)25)17(20)10-18(22)26-14(2)23/h15-18H,1,5-12H2,2-4H3,(H,24,25)/t15?,16-,17-,18-,20-,21-,22-/m0/s1
• InChIKey: OTGKWSJHAGHYIW-FHCXHQDESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2S,4S,5S,9S,10S,13R)-2-(acetyloxy)-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0^1,^1^0.0^4,^9]hexadecane-5-carboxylic acid
• IUPAC Traditional name: (1R,2S,4S,5S,9S,10S,13R)-2-(acetyloxy)-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0^1,^1^0.0^4,^9]hexadecane-5-carboxylic acid
• Synonyms: Acetylsventenic acid

Database IDs

• CAS Number: 126737-42-6

CALCULATED PROPERTIES

• Acid pKa: 4.575948
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.0462966
• LogD (pH = 7.4): 1.2715561
• Log P: 4.018145
• Molar Refractivity: 98.0306 cm^3
• Polarizability: 39.373833 Å^3
• Polar Surface Area: 63.6 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder