(3S,3aR,4R,4aS,8aR,9aS)-4-{2-[(2R,6S)-1,6-dimethylpiperidin-2-yl]ethenyl}-3-methyl-dodecahydronaphtho[2,3-c]furan-1-one

• ChemBase ID: 127701
• Molecular Formular: C22H35NO2
• Molecular Mass: 345.5188
• Monoisotopic Mass: 345.26677937
• SMILES: O=C1O[C@H]([C@@H]2[C@H](C=C[C@@H]3N(C)[C@@H](C)CCC3)[C@@H]3[C@H](CCCC3)C[C@H]12)C
• Canonical SMILES: C[C@@H]1OC(=O)[C@@H]2[C@H]1[C@H](C=C[C@H]1CCC[C@@H](N1C)C)[C@H]1CCCC[C@@H]1C2
• InChI: InChI=1S/C22H35NO2/c1-14-7-6-9-17(23(14)3)11-12-19-18-10-5-4-8-16(18)13-20-21(19)15(2)25-22(20)24/h11-12,14-21H,4-10,13H2,1-3H3/t14-,15-,16+,17+,18-,19+,20-,21+/m0/s1
• InChIKey: FMPNFDSPHNUFOS-DEPSAMCGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,3aR,4R,4aS,8aR,9aS)-4-{2-[(2R,6S)-1,6-dimethylpiperidin-2-yl]ethenyl}-3-methyl-dodecahydronaphtho[2,3-c]furan-1-one
• IUPAC Traditional name: (3S,3aR,4R,4aS,8aR,9aS)-4-{2-[(2R,6S)-1,6-dimethylpiperidin-2-yl]ethenyl}-3-methyl-decahydro-3H-naphtho[2,3-c]furan-1-one
• Synonyms: Himbacine

Database IDs

• CAS Number: 6879-74-9
• PubChem SID: 162222019
• PubChem CID: 73392; 6436265
• CHEMBL: 277642
• Chemspider ID: 4940913
• IUPHAR ligand ID: 324
• Wikipedia Title: Himbacine

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.2873052
• LogD (pH = 7.4): 2.898734
• Log P: 4.467865
• Molar Refractivity: 102.2695 cm^3
• Polarizability: 40.390057 Å^3
• Polar Surface Area: 29.54 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true