ethyl (9Z,12Z)-octadeca-9,12-dienoate

• ChemBase ID: 168644
• Molecular Formular: C20H36O2
• Molecular Mass: 308.49864
• Monoisotopic Mass: 308.27153039
• SMILES: C(=C\C/C=C\CCCCCCCC(=O)OCC)\CCCCC
• Canonical SMILES: CCCCC/C=C\C/C=C\CCCCCCCC(=O)OCC
• InChI: InChI=1S/C20H36O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22-4-2/h8-9,11-12H,3-7,10,13-19H2,1-2H3/b9-8-,12-11-
• InChIKey: FMMOOAYVCKXGMF-MURFETPASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl (9Z,12Z)-octadeca-9,12-dienoate
• IUPAC Traditional name: ethyl linoleate
• Synonyms: (9Z,12Z)-9,12-Octadecadienoic Acid Ethyl Ester; (Z,Z)-9,12-Octadecadienoic Acid Ethyl Ester; Linoleic Acid Ethyl Ester; Ethyl (Z,Z)-9,12-Octadecadienoate; Ethyl cis,cis-9,12-Octadecadienoate; Ethyl Linolate; Mandenol; Nikkol VF-E; Ethyl Linoleate

Database IDs

• CAS Number: 544-35-4
• PubChem SID: 162262776
• PubChem CID: 5282184

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 6.9245787
• LogD (pH = 7.4): 6.9245787
• Log P: 6.9245787
• Molar Refractivity: 98.0365 cm^3
• Polarizability: 37.882084 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - E924300

A fatty acid alkyl ester used in the vitamin industry.

REFERENCES

• Pazmino-Duran, E., et al.: Food Chem., 75, 211 (2001)
• Kim, S., et al.: Arch. Dermatol. Res., 301, 253 (2001)