(2E)-5-[(1S,4aR,6S,8aR)-6-(acetyloxy)-5,5,8a-trimethyl-2-methylidene-decahydronaphthalen-1-yl]-3-methylpent-2-enoic acid

• ChemBase ID: 304481
• Molecular Formular: C22H34O4
• Molecular Mass: 362.50296
• Monoisotopic Mass: 362.24570957
• SMILES: C1[C@@H](C([C@H]2[C@](C1)([C@H](C(=C)CC2)CC/C(=C/C(=O)O)/C)C)(C)C)OC(=O)C
• Canonical SMILES: CC(=O)O[C@H]1CC[C@]2([C@H](C1(C)C)CCC(=C)[C@@H]2CC/C(=C/C(=O)O)/C)C
• InChI: InChI=1S/C22H34O4/c1-14(13-20(24)25)7-9-17-15(2)8-10-18-21(4,5)19(26-16(3)23)11-12-22(17,18)6/h13,17-19H,2,7-12H2,1,3-6H3,(H,24,25)/b14-13+/t17-,18-,19-,22+/m0/s1
• InChIKey: OMNJRQNCWHCCBZ-BULWIKRESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E)-5-[(1S,4aR,6S,8aR)-6-(acetyloxy)-5,5,8a-trimethyl-2-methylidene-decahydronaphthalen-1-yl]-3-methylpent-2-enoic acid
• IUPAC Traditional name: (2E)-5-[(1S,4aR,6S,8aR)-6-(acetyloxy)-5,5,8a-trimethyl-2-methylidene-hexahydro-1H-naphthalen-1-yl]-3-methylpent-2-enoic acid
• Synonyms: Alepterolic acid acetate; 3-Acetoxy-8(17),13E-labdadien-15-oic acid

Database IDs

• CAS Number: 63399-37-1

CALCULATED PROPERTIES

• Acid pKa: 4.8164206
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.925154
• LogD (pH = 7.4): 2.1517885
• Log P: 4.6898994
• Molar Refractivity: 102.5882 cm^3
• Polarizability: 40.582474 Å^3
• Polar Surface Area: 63.6 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder