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

• ChemBase ID: 306027
• Molecular Formular: C20H30O3
• Molecular Mass: 318.4504
• Monoisotopic Mass: 318.21949482
• SMILES: C1C[C@@]([C@@H]2[C@@](C1)([C@H]1[C@]3([C@H](C2)O)CC(=C)[C@@H](CC1)C3)C)(C(=O)O)C
• Canonical SMILES: C=C1C[C@@]23C[C@@H]1CC[C@H]3[C@]1([C@H](C[C@@H]2O)[C@](C)(CCC1)C(=O)O)C
• InChI: InChI=1S/C20H30O3/c1-12-10-20-11-13(12)5-6-14(20)18(2)7-4-8-19(3,17(22)23)15(18)9-16(20)21/h13-16,21H,1,4-11H2,2-3H3,(H,22,23)/t13?,14-,15-,16-,18-,19-,20-/m0/s1
• InChIKey: KMLXVEXJZSTMBV-LSDNFKKKSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 126778-79-8

CALCULATED PROPERTIES

• Acid pKa: 4.7039876
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.7173653
• LogD (pH = 7.4): 0.9395947
• Log P: 3.5770197
• Molar Refractivity: 88.8791 cm^3
• Polarizability: 35.538048 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder