(2E,4E)-1-(pyrrolidin-1-yl)deca-2,4-dien-1-one

• ChemBase ID: 177693
• Molecular Formular: C14H23NO
• Molecular Mass: 221.33852
• Monoisotopic Mass: 221.17796436
• SMILES: C1CCN(C1)C(=O)/C=C/C=C/CCCCC
• Canonical SMILES: CCCCC/C=C/C=C/C(=O)N1CCCC1
• InChI: InChI=1S/C14H23NO/c1-2-3-4-5-6-7-8-11-14(16)15-12-9-10-13-15/h6-8,11H,2-5,9-10,12-13H2,1H3/b7-6+,11-8+
• InChIKey: BFZBGTMIBOQWBA-HRCSPUOPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E,4E)-1-(pyrrolidin-1-yl)deca-2,4-dien-1-one
• IUPAC Traditional name: (2E,4E)-1-(pyrrolidin-1-yl)deca-2,4-dien-1-one
• Synonyms: (2E,4E)-1-(1-Pyrrolidinyl)-2,4-decadien-1-one; (E,E)-1-(1-Oxo-2,4-decadienyl)pyrrolidine; 1-[(2E,4E)-1-Oxo-2,4-decadienyl]pyrrolidine; 1-[(E,E)-2,4-Decadienoyl]pyrrolidine; 2,4-(E,E)-Decadienoylpyrrolidide; Iyeremide A; Sarmentine

Database IDs

• CAS Number: 78910-33-5
• PubChem SID: 164233603
• PubChem CID: 6440616

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 3.2711184
• LogD (pH = 7.4): 3.2712777
• Log P: 3.2712796
• Molar Refractivity: 70.8441 cm^3
• Polarizability: 26.526594 Å^3
• Polar Surface Area: 20.31 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - S141600

Sarmentine is used for controlling plant pests.

REFERENCES

• Alecio, A., et al.: J. Na.t Prod., 61, 637 (1998)
• Duh, C., et al.: J. Nat. Prod., 53, 1575 (1998)
• Yang, Y., et al.: J. Agric. Food Chem., 50, 3765 (1998)
• Tsai, I., et al.: Planta Med., 71, 535 (1998)