(1S)-2-methyl-4-oxo-3-[(2Z)-penta-2,4-dien-1-yl]cyclopent-2-en-1-yl (1R,3R)-2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropane-1-carboxylate

• ChemBase ID: 129193
• Molecular Formular: C21H28O3
• Molecular Mass: 328.44522
• Monoisotopic Mass: 328.20384476
• SMILES: CC1=C(C(=O)C[C@@H]1OC(=O)[C@@H]1[C@H](C1(C)C)C=C(C)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)C
• InChI: InChI=1S/C21H28O3/c1-7-8-9-10-15-14(4)18(12-17(15)22)24-20(23)19-16(11-13(2)3)21(19,5)6/h7-9,11,16,18-19H,1,10,12H2,2-6H3/b9-8-/t16-,18+,19+/m1/s1
• InChIKey: ROVGZAWFACYCSP-VUMXUWRFSA-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)-2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropane-1-carboxylate
• IUPAC Traditional name: pyrethrins
• Synonyms: Pyrethrin I

Database IDs

• PubChem SID: 162223490
• PubChem CID: 5281045
• Wikipedia Title: Pyrethrin_I

CALCULATED PROPERTIES

• Acid pKa: 18.088144
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 4.583406
• LogD (pH = 7.4): 4.583406
• Log P: 4.583406
• Molar Refractivity: 99.0286 cm^3
• Polarizability: 37.826893 Å^3
• Polar Surface Area: 43.37 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true