(6Z,9Z,12Z,15Z)-オクタデカ-6,9,12,15-テトラエン酸

Stearidonic Acid

HCID 5312508

基本情報

CAS: 20290-75-9
標準SMILES: CC/C=C\C/C=C\C/C=C\C/C=C\CCCCC(=O)O
InChIKey: JIWBIWFOSCKQMA-LTKCOYKYSA-N
分子式: C18H28O2
平均分子量: 276.4 g/mol
単同位体質量: 276.20893014

概要

All-cis-octadeca-6,9,12,15-tetraenoic acid is an octadecatetraenoic acid having four double bonds located at positions 6, 9, 12 and 15 (the all-cis-isomer). It has been isolated from Lithospermum officinale and fish oils. It has a role as a mouse metabolite, a plant metabolite and a Daphnia galeata metabolite. It is a long-chain fatty acid, an omega-3 fatty acid and an octadecatetraenoic acid. It is a conjugate acid of a (6Z,9Z,12Z,15Z)-octadecatetraenoate.

名称と識別子

優先名称: Stearidonic Acid
IUPAC: (6Z,9Z,12Z,15Z)-octadeca-6,9,12,15-tetraenoic acid
現地名: (6Z,9Z,12Z,15Z)-オクタデカ-6,9,12,15-テトラエン酸
英語名: STEARIDONIC ACID
分子式: C18H28O2
分子量: 276.41

名称と別名

Stearidonic acid20290-75-96Z,9Z,12Z,15Z-octadecatetraenoic acidP4CEK3495ORefChem:185402Moroctic acid(6Z,9Z,12Z,15Z)-octadeca-6,9,12,15-tetraenoic acid6,9,12,15-Octadecatetraenoic acid, (6Z,9Z,12Z,15Z)-(6Z,9Z,12Z,15Z)-Octadecatetraenoic acidFA 18:4all-cis-6,9,12,15-Octadecatetraenoic acid111174-40-4

名称をさらに表示

(6Z,9Z,12Z,15Z)-6,9,12,15-オクタデカテトラエン酸モロクチン酸(6Z,9Z,12Z,15Z)-オクタデカ-6,9,12,15-テトラエン酸ステアリドン酸(6Z,9Z,12Z,15Z)-オクタデカン-6,9,12,15-テトラエン酸18:4ω318:4(n-3)Chebi:32389Stearidonic Acid (Moroctic Acid)6C,9C,12C,15C-OCTADECATETRAENOIC ACID

all-cis-octadeca-6,9,12,15-tetraenoic acidUNII-P4CEK3495O6cis Stearidonic acidstearidonic acid C18:4Stearidonic acid, >=99%SCHEMBL29226STEARIDONIC ACID [MI]CHEMBL484430

データベース識別子

CAS: 20290-75-9
PubChem CID: 5312508
DTXSID: DTXSID20920493
ChEMBL: CHEMBL484430
ChEBI: CHEBI:32389
UNII: P4CEK3495O
EC Number: 606-502-1
Nikkaji: J381.480G

物性

構造計算による物性

XLogP: 5.2
極性表面積: 37.3 Å²
水素結合供与体数: 1
水素結合受容体数: 2
回転可能結合数: 12
重原子数: 20
形式電荷: 0
複雑度: 335

実験および物理化学的性質

Lipids · 2 件

Lipids -> Unambiguous Lipids

Fatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Unsaturated fatty acids [FA0103]

Endocrine DisruptorsPotential endocrine disrupting compound

Physical DescriptionLiquid

Collision Cross Section174.8 Å² [M-H]- [CCS Type: DT; Buffer gas: N2; Sample Type: Human plasma; Dataset: Unambiguous Lipids]

物理化学的性質

融点: 200 ℃ · 200℃ (decomposition)
沸点: 382.5 · 382.5±11.0 °C(Predicted)
比重(密度): 0.9334 g/cm3 · 0.9334 g/cm3 (15 ºC)
屈折率: 1.493 · 1.4930 (589.3 nm 15℃)
闪点: 17 °C · 17 °C
貯蔵温度: -20 °C · -20°C
溶解性: クロロホルム（わずかに）
外見: 液体
酸解離定数(Pka): 4.74 · 4.74±0.10(Predicted)
色: 無色透明～薄黄色
安定性: Light Sensitive
InChI: 1S/C18H28O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h3-4,6-7,9-10,12-13H,2,5,8,11,14-17H2,1H3,(H,19,20)/b4-3-,7-6-,10-9-,13-12-
InChIKey: JIWBIWFOSCKQMA-LTKCOYKYSA-N
SMILES: CC\C=C/C\C=C/C\C=C/C\C=C/CCCCC(O)=O
LogP: 5.89 · 5.890 (est)

化学的性質

化学的特性Light Yellow Oil

安全と法規制

安全データ

wgk: 3
ridadr: UN 1170 3/PG 2
risk_code: 11
hazard_code: F
safety_code: 7-16
ストレージクラス: 10 - Combustible liquids

化学と産業

薬理情報

Tissue LocationsPlacenta

Cellular LocationsExtracellular

Metabolite Pathwaysalpha-Linolenic acid metabolism

応用分野 · 2 件

説明Stearidonic acid (SDA) is an ω-3 fatty acid, sometimes called moroctic acid. It is biosynthesized from alpha-linolenic acid by the enzyme delta-6-desaturase. Natural sources of this fatty acid are the seed oils of hemp, blackcurrant, corn gromwell and echium, and the cyanobacterium Spirulina.

使用A 18-carbon, ω-3 fatty acid which is a dietary precursor to eicosapentaenoic acid (EPA) and docosahexaenoic acid (DHA). Stearidonic acid is present in small amounts in seed oils.

サプライヤー44 社

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上海优宁维生物科技股份有限公司15921930842 15921930842 · [email protected]

補足説明

定義ChEBI: An octadecatetraenoic acid having four double bonds located at positions 6, 9, 12 and 15 (the all-cis-isomer). It has been isolated from Lithospermum officinale and fish oils.