(1S,4S,5R,9S,10S,13R)-14-(hydroxymethyl)-5,9-dimethyltetracyclo[11.2.1.01,10.04,9]hexadec-14-ene-5-carboxylic acid

• ChemBase ID: 305807
• Molecular Formular: C20H30O3
• Molecular Mass: 318.4504
• Monoisotopic Mass: 318.21949482
• SMILES: C1C[C@]([C@@H]2[C@@](C1)([C@H]1[C@@]3(CC2)C[C@H](CC1)C(=C3)CO)C)(C(=O)O)C
• Canonical SMILES: OCC1=C[C@@]23C[C@@H]1CC[C@H]3[C@]1([C@H](CC2)[C@@](C)(CCC1)C(=O)O)C
• InChI: InChI=1S/C20H30O3/c1-18-7-3-8-19(2,17(22)23)15(18)6-9-20-10-13(4-5-16(18)20)14(11-20)12-21/h11,13,15-16,21H,3-10,12H2,1-2H3,(H,22,23)/t13-,15+,16+,18-,19-,20+/m1/s1
• InChIKey: XEQHVCXFKPCQNM-PMHNSBFUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,4S,5R,9S,10S,13R)-14-(hydroxymethyl)-5,9-dimethyltetracyclo[11.2.1.0^1,^1^0.0^4,^9]hexadec-14-ene-5-carboxylic acid
• IUPAC Traditional name: (1S,4S,5R,9S,10S,13R)-14-(hydroxymethyl)-5,9-dimethyltetracyclo[11.2.1.0^1,^1^0.0^4,^9]hexadec-14-ene-5-carboxylic acid
• Synonyms: ent-17-Hydroxykaur-15-en-19-oic acid

Database IDs

• CAS Number: 35030-38-7

CALCULATED PROPERTIES

• Acid pKa: 4.6530833
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.5653453
• LogD (pH = 7.4): 0.7877531
• Log P: 3.469126
• Molar Refractivity: 90.2108 cm^3
• Polarizability: 35.538048 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder