(3E)-3-{2-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-decahydronaphthalen-1-yl]ethylidene}-4-hydroxyoxolan-2-one

• ChemBase ID: 304813
• Molecular Formular: C20H30O3
• Molecular Mass: 318.4504
• Monoisotopic Mass: 318.21949482
• SMILES: C1CC([C@H]2[C@](C1)([C@H](C(=C)CC2)C/C=C/1\C(COC1=O)O)C)(C)C
• Canonical SMILES: C=C1CC[C@@H]2[C@]([C@H]1C/C=C/1\C(O)COC1=O)(C)CCCC2(C)C
• InChI: InChI=1S/C20H30O3/c1-13-6-9-17-19(2,3)10-5-11-20(17,4)15(13)8-7-14-16(21)12-23-18(14)22/h7,15-17,21H,1,5-6,8-12H2,2-4H3/b14-7+/t15-,16?,17-,20+/m0/s1
• InChIKey: WCYYIFXENZTEHA-AIWPHDBSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3E)-3-{2-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-decahydronaphthalen-1-yl]ethylidene}-4-hydroxyoxolan-2-one
• IUPAC Traditional name: (3E)-3-{2-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-hexahydro-1H-naphthalen-1-yl]ethylidene}-4-hydroxyoxolan-2-one
• Synonyms: 14-Hydroxy-8(17),12-labdadien-16,15-olide; Isocoronarin D

Database IDs

• CAS Number: 138965-88-5

CALCULATED PROPERTIES

• Acid pKa: 13.522749
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 4.173904
• LogD (pH = 7.4): 4.1739035
• Log P: 4.173904
• Molar Refractivity: 91.6403 cm^3
• Polarizability: 36.279427 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder