(1R,2R,5S,6E,10R)-8-methylidene-5-(propan-2-yl)-11-oxaspiro[bicyclo[8.1.0]undecane-2,2'-oxiran]-6-en-3-one

• ChemBase ID: 128885
• Molecular Formular: C15H20O3
• Molecular Mass: 248.3175
• Monoisotopic Mass: 248.1412445
• SMILES: O=C1[C@]2(OC2)[C@@H]2O[C@@H]2CC(=C)C=C[C@H](C(C)C)C1
• Canonical SMILES: C=C1C=C[C@@H](CC(=O)[C@]2([C@H]3[C@@H](C1)O3)CO2)C(C)C
• InChI: InChI=1S/C15H20O3/c1-9(2)11-5-4-10(3)6-12-14(18-12)15(8-17-15)13(16)7-11/h4-5,9,11-12,14H,3,6-8H2,1-2H3/b5-4+/t11-,12+,14+,15-/m0/s1
• InChIKey: KVFSFBCTIZBPRK-KGDVWTLMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2R,5S,6E,10R)-8-methylidene-5-(propan-2-yl)-11-oxaspiro[bicyclo[8.1.0]undecane-2,2'-oxiran]-6-en-3-one
• IUPAC Traditional name: periplanone B
• Synonyms: (1Z,5E)-1,10(14)-Diepoxy-4(15),5-germacradiene-9-one; Periplanone B

Database IDs

• CAS Number: 61228-92-0
• PubChem SID: 162223188
• PubChem CID: 10890266
• Chemspider ID: 9065530
• Wikipedia Title: Periplanone_B

CALCULATED PROPERTIES

• Acid pKa: 18.769432
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 2.5509174
• LogD (pH = 7.4): 2.5509174
• Log P: 2.5509174
• Molar Refractivity: 69.2443 cm^3
• Polarizability: 27.145802 Å^3
• Polar Surface Area: 42.13 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true