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

• ChemBase ID: 132575
• Molecular Formular: C19H34O2
• Molecular Mass: 294.47206
• Monoisotopic Mass: 294.25588033
• SMILES: CCCCC/C=C\C/C=C\CCCCCCCC(=O)OC
• Canonical SMILES: CCCCC/C=C\C/C=C\CCCCCCCC(=O)OC
• InChI: InChI=1S/C19H34O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19(20)21-2/h7-8,10-11H,3-6,9,12-18H2,1-2H3/b8-7-,11-10-
• InChIKey: WTTJVINHCBCLGX-NQLNTKRDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (9Z,12Z)-octadeca-9,12-dienoate
• IUPAC Traditional name: methyl linoleate
• Synonyms: Methyl linoleate; (Z,Z)-9,12-十八烷二烯酸甲酯; 十八烷二烯酸甲酯; 亚油酸甲酯

Database IDs

• CAS Number: 112-63-0
• EC Number: 203-993-0
• MDL Number: MFCD00009534
• Beilstein Number: 1727614
• PubChem SID: 162226852; 24896293
• PubChem CID: 5284421

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 6.567771
• LogD (pH = 7.4): 6.567771
• Log P: 6.567771
• Molar Refractivity: 93.2879 cm^3
• Polarizability: 36.036095 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: -35 °C(lit.)
• Boiling Point: 192 °C/4 mmHg(lit.)
• Flash Point: 113 °C; 235.4 °F
• Density: 0.889 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.462(lit.)

Safety Information

• German water hazard class: 1
• Personal Protective Equipment: Eyeshields, Gloves
• Storage Temperature: -20°C

Product Information

• Purity: ≥99% (GC)

DETAILS

Sigma Aldrich - L1876

包装
1, 5, 10, 25 g in glass bottle
密封安瓿瓶装
Application
The oxidation of methyl linoleate in organic solution and phosphatidylcholine (PC) in liposomal membranes induced by an azo initiator has often been used as a model for lipid peroxidation in vivo 1.
General description
Methyl linoleate, non-conjugated, is more easily oxidized than conjugated methyl linoleate 2.