(2H3)methyl (2E,6E)-9-(3,3-dimethyloxiran-2-yl)-3,7-dimethylnona-2,6-dienoate

• ChemBase ID: 168124
• Molecular Formular: C16H26O3
• Molecular Mass: 266.37584
• Monoisotopic Mass: 266.18819469
• SMILES: C(C/C(=C/CC/C(=C/C(=O)OC)/C)/C)C1OC1(C)C
• Canonical SMILES: COC(=O)/C=C(/CC/C=C(/CCC1OC1(C)C)\C)\C
• InChI: InChI=1S/C16H26O3/c1-12(9-10-14-16(3,4)19-14)7-6-8-13(2)11-15(17)18-5/h7,11,14H,6,8-10H2,1-5H3/b12-7+,13-11+
• InChIKey: QVJMXSGZTCGLHZ-ZPLWXOMKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (^2H₃)methyl (2E,6E)-9-(3,3-dimethyloxiran-2-yl)-3,7-dimethylnona-2,6-dienoate
• IUPAC Traditional name: (^2H₃)methyl (2E,6E)-9-(3,3-dimethyloxiran-2-yl)-3,7-dimethylnona-2,6-dienoate
• Synonyms: (2E,6E)- 9-(3,3-Dimethyl-2-oxiranyl)-3,7-dimethyl-2,6-nonadienoic Acid Methyl-d3 Ester; (E,E)-(±)-10,11-Epoxy-3,7,11-trimethyl-2,6-dodecadienoic Acid Methyl-d3 Ester; (E,E)-Methyl-d3 3,7,11-trimethyl-10,11-epoxy-2,6-dodecadienoate; (±)-Juvenile Hormone III-d3; Methyl-d3 RS-(±)-10,11-Epoxyfarnesate-d3; trans-trans-10,11-Epoxy Farnesenic Acid-d3 Methyl Ester

Database IDs

• PubChem SID: 162262256
• PubChem CID: 71316380

CALCULATED PROPERTIES

• Lipinski's Rule of Five: true
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.8828642
• LogD (pH = 7.4): 3.8828642
• Log P: 3.8828642
• Molar Refractivity: 78.4587 cm^3
• Polarizability: 30.442617 Å^3
• Polar Surface Area: 38.83 Å^2
• Rotatable Bonds: 8

DETAILS

Toronto Research Chemicals - E589402

Labelled trans-trans-10,11-Epoxy Farnesenic Acid Methyl Ester (E589400). trans-trans-10,11-Epoxy Farnesenic Acid Methyl Ester is a metabolite (2E,6E)-Farnesenic Acid.

REFERENCES

• Koeppe, J., et al.: J. Biol. Chem., 259, 3219 (1984)
• King, L., et al.: Insect. Biochem., 18, 793 (1984)
• Park, Y., et al.: Biochemistry, 32, 7909 (1984)