(1S,4aR,5S,8aR)-5-[(3R)-5-hydroxy-3-methylpentyl]-1,4a-dimethyl-6-methylidene-decahydronaphthalene-1-carboxylic acid

• ChemBase ID: 304587
• Molecular Formular: C20H34O3
• Molecular Mass: 322.48216
• Monoisotopic Mass: 322.25079495
• SMILES: C1C[C@@]([C@H]2[C@](C1)([C@H](C(=C)CC2)CC[C@H](CCO)C)C)(C(=O)O)C
• Canonical SMILES: OCC[C@@H](CC[C@H]1C(=C)CC[C@@H]2[C@]1(C)CCC[C@]2(C)C(=O)O)C
• InChI: InChI=1S/C20H34O3/c1-14(10-13-21)6-8-16-15(2)7-9-17-19(16,3)11-5-12-20(17,4)18(22)23/h14,16-17,21H,2,5-13H2,1,3-4H3,(H,22,23)/t14-,16+,17-,19-,20+/m1/s1
• InChIKey: NSRKLZRKJJQJLD-YESPVIGUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,4aR,5S,8aR)-5-[(3R)-5-hydroxy-3-methylpentyl]-1,4a-dimethyl-6-methylidene-decahydronaphthalene-1-carboxylic acid
• IUPAC Traditional name: (1S,4aR,5S,8aR)-5-[(3R)-5-hydroxy-3-methylpentyl]-1,4a-dimethyl-6-methylidene-hexahydro-2H-naphthalene-1-carboxylic acid
• Synonyms: 15-Hydroxy-8(17)-labden-19-oic acid; Imbricatolic acid

Database IDs

• CAS Number: 6832-60-6

CALCULATED PROPERTIES

• Acid pKa: 4.892748
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 3.8980653
• LogD (pH = 7.4): 2.1314938
• Log P: 4.600675
• Molar Refractivity: 93.075 cm^3
• Polarizability: 36.99437 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Oil

Product Information

• Purity: 93.0