(3S,5R,8S)-3,8-dimethyl-5-(prop-1-en-2-yl)-1,2,3,4,5,6,7,8-octahydroazulen-1-one

• ChemBase ID: 129307
• Molecular Formular: C15H22O
• Molecular Mass: 218.33458
• Monoisotopic Mass: 218.16706532
• SMILES: O=C1C2=C([C@H](C1)C)C[C@H](C(=C)C)CC[C@@H]2C
• Canonical SMILES: CC(=C)[C@@H]1CC[C@@H](C2=C(C1)[C@@H](C)CC2=O)C
• InChI: InChI=1S/C15H22O/c1-9(2)12-6-5-10(3)15-13(8-12)11(4)7-14(15)16/h10-12H,1,5-8H2,2-4H3/t10-,11-,12+/m0/s1
• InChIKey: NUWMTBMCSQWPDG-SDDRHHMPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,5R,8S)-3,8-dimethyl-5-(prop-1-en-2-yl)-1,2,3,4,5,6,7,8-octahydroazulen-1-one
• IUPAC Traditional name: (3S,5R,8S)-3,8-dimethyl-5-(prop-1-en-2-yl)-3,4,5,6,7,8-hexahydro-2H-azulen-1-one
• Synonyms: Rotundone

Database IDs

• PubChem SID: 162223601
• PubChem CID: 5321003
• Chemspider ID: 4478902
• Wikipedia Title: Rotundone

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 3.7953403
• LogD (pH = 7.4): 3.7953403
• Log P: 3.7953403
• Molar Refractivity: 67.9525 cm^3
• Polarizability: 26.51552 Å^3
• Polar Surface Area: 17.07 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true