(1R,4aR,5S,8aR)-1,4a-dimethyl-6-methylidene-5-[(2E)-3-methylpenta-2,4-dien-1-yl]-decahydronaphthalene-1-carboxylic acid

• ChemBase ID: 305503
• Molecular Formular: C20H30O2
• Molecular Mass: 302.451
• Monoisotopic Mass: 302.2245802
• SMILES: C1C[C@]([C@H]2[C@](C1)([C@H](C(=C)CC2)C/C=C(\C)/C=C)C)(C(=O)O)C
• Canonical SMILES: C=C/C(=C/C[C@H]1C(=C)CC[C@@H]2[C@]1(C)CCC[C@@]2(C)C(=O)O)/C
• InChI: InChI=1S/C20H30O2/c1-6-14(2)8-10-16-15(3)9-11-17-19(16,4)12-7-13-20(17,5)18(21)22/h6,8,16-17H,1,3,7,9-13H2,2,4-5H3,(H,21,22)/b14-8+/t16-,17+,19+,20+/m0/s1
• InChIKey: YGBZFOQXPOGACY-ONIUZDBUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,4aR,5S,8aR)-1,4a-dimethyl-6-methylidene-5-[(2E)-3-methylpenta-2,4-dien-1-yl]-decahydronaphthalene-1-carboxylic acid
• IUPAC Traditional name: (1R,4aR,5S,8aR)-1,4a-dimethyl-6-methylidene-5-[(2E)-3-methylpenta-2,4-dien-1-yl]-hexahydro-2H-naphthalene-1-carboxylic acid
• Synonyms: Labda-8(17),12E,14-trien-18-oic acid; 4-Epicommunic acid

Database IDs

• CAS Number: 83945-57-7

CALCULATED PROPERTIES

• Acid pKa: 4.87813
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 4.6134334
• LogD (pH = 7.4): 2.8453195
• Log P: 5.3277864
• Molar Refractivity: 92.0404 cm^3
• Polarizability: 35.91009 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder