4-[(E)-2-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-decahydronaphthalen-1-yl]ethenyl]-5-hydroxy-2,5-dihydrofuran-2-one

• ChemBase ID: 304675
• Molecular Formular: C20H28O3
• Molecular Mass: 316.43452
• Monoisotopic Mass: 316.20384476
• SMILES: C1CC([C@H]2[C@](C1)([C@H](C(=C)CC2)/C=C/C1=CC(=O)OC1O)C)(C)C
• Canonical SMILES: O=C1C=C(C(O1)O)/C=C/[C@H]1C(=C)CC[C@@H]2[C@]1(C)CCCC2(C)C
• InChI: InChI=1S/C20H28O3/c1-13-6-9-16-19(2,3)10-5-11-20(16,4)15(13)8-7-14-12-17(21)23-18(14)22/h7-8,12,15-16,18,22H,1,5-6,9-11H2,2-4H3/b8-7+/t15-,16-,18?,20+/m0/s1
• InChIKey: KJUPGEKTXQYTSU-AKHYNURPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(E)-2-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-decahydronaphthalen-1-yl]ethenyl]-5-hydroxy-2,5-dihydrofuran-2-one
• IUPAC Traditional name: 4-[(E)-2-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-hexahydro-1H-naphthalen-1-yl]ethenyl]-5-hydroxy-5H-furan-2-one
• Synonyms: 16-Hydroxy-8(17),11,13-labdatrien-15,16-olide; Chinensine B

Database IDs

• CAS Number: 849245-34-7

CALCULATED PROPERTIES

• Acid pKa: 7.4413137
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 4.3655314
• LogD (pH = 7.4): 4.089732
• Log P: 4.370473
• Molar Refractivity: 92.3502 cm^3
• Polarizability: 36.039116 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder