基本情報
- CAS
31450-14-3- 標準SMILES
CCCCCC=CCC=CCC=CCCCCC(=O)OCC- InChIKey
MJLYTDAIYLGSRZ-UHFFFAOYSA-N- 分子式
- C20H34O2
- 平均分子量
- 306.5 g/mol
- 単同位体質量
- 306.25588033
名称と識別子
- 優先名称
- Ethyl Octadeca-6,9,12-trienoate
- IUPAC
- ethyl octadeca-6,9,12-trienoate
- 現地名
- Γ‐リノレン酸エチル標準品
- 英語名
- γ-Linolenic Acid Ethyl Ester
- 分子式
- C20H34O2
- 分子量
- 306.48
名称と別名
名称をさらに表示
データベース識別子
- CAS
31450-14-3- PubChem CID
- 4186236
- DTXSID
DTXSID60953467
物性
構造計算による物性
- XLogP
- 6.6
- 極性表面積
- 26.3 Ų
- 水素結合供与体数
- 0
- 水素結合受容体数
- 2
- 回転可能結合数
- 15
- 重原子数
- 22
- 形式電荷
- 0
- 複雑度
- 327
物理化学的性質
- 沸点
- 390.6 · 390.6±31.0 °C(Predicted)
- 比重(密度)
- 0.893 · 0.893±0.06 g/cm3(Predicted)
- 貯蔵温度
- 20 °C · −20°C
- 溶解性
- クロロホルム(微量)、酢酸エチル(微量)
- 外見
- 液体
- 色
- 無色
- 安定性
- 光に敏感
- InChI
- InChI=1S/C20H34O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22-4-2/h8-9,11-12,14-15H,3-7,10,13,16-19H2,1-2H3/b9-8-,12-11-,15-14-
- InChIKey
- MJLYTDAIYLGSRZ-ORZIMQNZSA-N
- SMILES
- C(OCC)(=O)CCCC/C=C\C/C=C\C/C=C\CCCCC
- LogP
- 7.562 · 7.562 (est)
安全と法規制
安全データ
- wgk
- 3
- 消防法
- 危-4-3-III
化学と産業
応用分野
説明γ-Linolenic acid (GLA) is an ω-6 fatty acid which can be elongated to arachidonic acid for endogenous eicosanoid synthesis. It is a weak leukotriene B4 (LTB4) receptor antagonist, inhibiting [3H]-LTB4 binding to porcine neutrophil membranes with a Ki value of 1 μM. GLA produces 53% inhibition at a 1 mg/kg dose in an in vivo model of LTB4-induced bronchoconstriction. GLA ethyl ester is an esterified version of the free acid which is less water soluble but more amenable for the formulation of GLA-containing diets.
使用γ-Linolenic Acid Ethyl Ester is used in biological studies for neoplasm inhibition of cultured carcinoma cells of human breast. This analog is also used in the evaluation of hypocholesterolemic activity in rats by comparing it with γ-Linolenic Acid (L467660).
調製方法
純化方法To highly purify γ-linolenic acid (GLA) from microbial lipids, various types of zeolites were investigated in a fixed-bed column system, where a two-step desoprtion operation mode was found to be superior in selective separation of GLA. By this system, GLA ethyl ester of 98 mol% purity was obtained from a mixture of various polysaturated and unsaturated fatty acid esters using cesium Y and methyl-, dimethyl- and ethylammonium Y zeolites[1].
サプライヤー58 社
関連反応
化合物ノート
読み込み中…