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

• ChemBase ID: 102246
• Molecular Formular: C20H36O2
• Molecular Mass: 308.49864
• Monoisotopic Mass: 308.27153039
• SMILES: CCCCC/C=C/C/C=C/CCCCCCCC(=O)OCC
• 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
• InChIKey: FMMOOAYVCKXGMF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl (9E,12E)-octadeca-9,12-dienoate; ethyl octadeca-9,12-dienoate
• IUPAC Traditional name: ethyl linoleate; ethyl octadeca-9,12-dienoate
• Synonyms: Linolelaidic acid ethyl ester; Ethyl linolelaidate; Linoleic acid ethyl ester; Ethyl linoleate; ETHYL LINOLEATE; Ethyl Linoleate; LINOLEIC ACID ETHYL ESTER; 亚麻油酸乙酯; 亚油酸乙酯

Database IDs

• CAS Number: 544-35-4; 6114-21-2
• EC Number: 208-868-4
• MDL Number: MFCD00069999; MFCD00009535
• Beilstein Number: 1727827
• PubChem SID: 162089349; 24896290; 24896431; 24882206
• PubChem CID: 5365672

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

PROPERTIES

Physical Property

• Apperance: liquid
• Boiling Point: 224 °C/17 mmHg(lit.)
• Flash Point: 113 °C; 235.4 °F
• Density: 0.87 g/mL at 25 °C(lit.); 0.876 g/ml; 0.876 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.455; n20/D 1.455(lit.); n20/D 1.460

Safety Information

• Storage Condition: 0°C
• German water hazard class: 1; 3
• Personal Protective Equipment: Eyeshields, Gloves; Eyeshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US)
• Storage Temperature: -20°C; 2-8°C

Product Information

• Purity: ~99%; ≥65% (GC); ≥97.0% (GC); ≥99%; ≥99.0% (GC); 99%
• Grade: technical
• Quality: natural
• Linear Formula: CH3(CH2)3(CH2CH=CH)2(CH2)7COOC2H5

DETAILS

MP Biomedicals - 02100808

Purity: 99%
1 ml = approx. 0.88 g

MP Biomedicals - 05215870

MP Biomedicals Rare Chemical collection

Sigma Aldrich - L6253

包装
Sealed ampule.

Sigma Aldrich - L1751

Packaging
1, 5, 25 g in glass bottle
Biochem/physiol Actions
Ethyl linoleate may be used as a reference material in assays that quantify fatty acid ethyl esters (FAEEs) for detection of alcohol abuse. Linoleic acid ethyl ester (Ethyl linoleate) may be used and studied as an acetylcholinesterase (AChE) inhibitor.
Ethyl linoleate solated from Oxalis triangularis inhibits forskolin-induced melanogenesis and tyrosinase activity in mouse B16 melanoma cells . This anti-melanogenic effect is mediated by inhibiting cAMP production.

Sigma Aldrich - 62262

Packaging
100, 500 mL in glass bottle
Biochem/physiol Actions
Ethyl linoleate solated from Oxalis triangularis inhibits forskolin-induced melanogenesis and tyrosinase activity in mouse B16 melanoma cells 1. This anti-melanogenic effect is mediated by inhibiting cAMP production.

Sigma Aldrich - 62260

Biochem/physiol Actions
Ethyl linoleate solated from Oxalis triangularis inhibits forskolin-induced melanogenesis and tyrosinase activity in mouse B16 melanoma cells 1. This anti-melanogenic effect is mediated by inhibiting cAMP production.

Sigma Aldrich - 62250

Biochem/physiol Actions
Ethyl linoleate solated from Oxalis triangularis inhibits forskolin-induced melanogenesis and tyrosinase activity in mouse B16 melanoma cells 1. This anti-melanogenic effect is mediated by inhibiting cAMP production.