(1R,2R,7S,8aR)-1,8a-dimethyl-6-oxo-7-(prop-1-en-2-yl)-1,2,3,4,6,7,8,8a-octahydronaphthalen-2-yl 2-methylbut-2-enoate

• ChemBase ID: 128895
• Molecular Formular: C20H28O3
• Molecular Mass: 316.43452
• Monoisotopic Mass: 316.20384476
• SMILES: O=C1C=C2CC[C@@H](OC(=O)/C(=C/C)/C)[C@@H]([C@]2(C[C@H]1C(=C)C)C)C
• Canonical SMILES: C/C=C(/C(=O)O[C@@H]1CCC2=CC(=O)[C@@H](C[C@@]2([C@H]1C)C)C(=C)C)\C
• InChI: InChI=1S/C20H28O3/c1-7-13(4)19(22)23-18-9-8-15-10-17(21)16(12(2)3)11-20(15,6)14(18)5/h7,10,14,16,18H,2,8-9,11H2,1,3-6H3/t14-,16-,18+,20+/m0/s1
• InChIKey: ISTBXSFGFOYLTM-LBLLVPRASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2R,7S,8aR)-1,8a-dimethyl-6-oxo-7-(prop-1-en-2-yl)-1,2,3,4,6,7,8,8a-octahydronaphthalen-2-yl 2-methylbut-2-enoate
• IUPAC Traditional name: (1R,2R,7S,8aR)-1,8a-dimethyl-6-oxo-7-(prop-1-en-2-yl)-1,2,3,4,7,8-hexahydronaphthalen-2-yl 2-methylbut-2-enoate
• Synonyms: Petasol butenoate; O-Angeloylsencathenone; Petasin

Database IDs

• CAS Number: 26577-85-5
• PubChem SID: 162223197
• PubChem CID: 5281526; 12314124
• Chemspider ID: 4444859
• Wikipedia Title: Petasin

CALCULATED PROPERTIES

• Acid pKa: 17.093721
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 4.8599763
• LogD (pH = 7.4): 4.8599763
• Log P: 4.8599763
• Molar Refractivity: 93.5187 cm^3
• Polarizability: 36.222446 Å^3
• Polar Surface Area: 43.37 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true