(1S)-2-methyl-4-oxo-3-[(2Z)-penta-2,4-dien-1-yl]cyclopent-2-en-1-yl (1R,3R)-3-[(1E)-3-methoxy-2-methyl-3-oxoprop-1-en-1-yl]-2,2-dimethylcyclopropane-1-carboxylate

• ChemBase ID: 129194
• Molecular Formular: C22H28O5
• Molecular Mass: 372.45472
• Monoisotopic Mass: 372.193674
• SMILES: CC1=C(C(=O)C[C@@H]1OC(=O)[C@@H]1[C@H](C1(C)C)/C=C(/C(=O)OC)\C)C/C=C\C=C
• Canonical SMILES: C=C/C=C\CC1=C(C)[C@H](CC1=O)OC(=O)[C@@H]1[C@H](C1(C)C)/C=C(/C(=O)OC)\C
• InChI: InChI=1S/C22H28O5/c1-7-8-9-10-15-14(3)18(12-17(15)23)27-21(25)19-16(22(19,4)5)11-13(2)20(24)26-6/h7-9,11,16,18-19H,1,10,12H2,2-6H3/b9-8-,13-11+/t16-,18+,19+/m1/s1
• InChIKey: VJFUPGQZSXIULQ-XIGJTORUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S)-2-methyl-4-oxo-3-[(2Z)-penta-2,4-dien-1-yl]cyclopent-2-en-1-yl (1R,3R)-3-[(1E)-3-methoxy-2-methyl-3-oxoprop-1-en-1-yl]-2,2-dimethylcyclopropane-1-carboxylate
• IUPAC Traditional name: pyrethrin II
• Synonyms: Pyrethrin II

Database IDs

• PubChem SID: 162223491
• PubChem CID: 5320807; 5281555
• Wikipedia Title: Pyrethrin_II

CALCULATED PROPERTIES

• Acid pKa: 18.088144
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 4.154326
• LogD (pH = 7.4): 4.154326
• Log P: 4.154326
• Molar Refractivity: 105.5149 cm^3
• Polarizability: 40.43163 Å^3
• Polar Surface Area: 69.67 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true