基本情報
- 標準SMILES
CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O- InChIKey
YZXBAPSDXZZRGB-DOFZRALJSA-N- 分子式
- C20H32O2
- 平均分子量
- 304.5 g/mol
- 単同位体質量
- 304.24023026
名称と識別子
- 優先名称
- Arachidonic Acid
- IUPAC
- (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid
- 現地名
- アラキドン酸
- 英語名
- Arachidonic acid
- 分子式
- C20H32O2
- 分子量
- 304.47
名称と別名
名称をさらに表示
データベース識別子
- CAS
506-32-1、93444-49-6- PubChem CID
- 444899
- DTXSID
DTXSID4040420- ChEMBL
CHEMBL15594- ChEBI
CHEBI:15843- UNII
- 27YG812J1I
- EC Number
- 208-033-4
- Nikkaji
- J12.228I
物性
構造計算による物性
- XLogP
- 6.3
- 極性表面積
- 37.3 Ų
- 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
- 14
- 重原子数
- 22
- 形式電荷
- 0
- 複雑度
- 362
実験および物理化学的性質
LogP
6.98
6.98
Physical Description
Liquid; [Merck Index]
Liquid
Collision Cross Section
182.1 Ų [M-H]- [CCS Type: DT; Buffer gas: N2; Sample Type: Human bronchoalveolar lavage fluid (BALF); Dataset: Unambiguous Lipids]
178.94 Ų [M-H]- [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]
182.21 Ų [M-H]- [CCS Type: DT; Method: stepped-field]
183.66 Ų [M-H]- [CCS Type: DT; Method: stepped-field]
179.8 Ų [M+Na]+;181.6 Ų [M-H]-;183 Ų [M-H]-
物理化学的性質
- 融点
- -49 °C · -49 °C (lit.)
- 沸点
- 169 · 169-171 °C/0.15 mmHg (lit.)
- 比重(密度)
- 0.922 g/mL · 0.922 g/mL at 25 °C (lit.)
- 屈折率
- 20 · n20/D 1.4872(lit.)
- 闪点
- 230 °F · >230 °F
- 貯蔵温度
- 2 · 2-8°C
- 溶解性
- 10 mg/mL · エタノール: ≥10 mg/mL
- 外見
- 油
- 酸解離定数(Pka)
- 4.75 · 4.75±0.10(Predicted)
- 色
- 無色~淡黄色
- 由来生物
- synthetic
- 水溶解度
- 実質的に不溶
- Merck
- 14 · 14,765
- BRN
- 1713889 · 1713889
- Specific Activity
- 200 · 200-240 Ci/mmol
- 安定性
- 光に敏感、温度に敏感
- 主な用途
- 食品および飲料
- 化粧品成分の機能
- スキンコンディショニング皮膚コンディショニング剤 - 保湿剤
- InChI
- 1S/C20H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-19H2,1H3,(H,21,22)/b7-6-,10-9-,13-12-,16-15-
- InChIKey
- YZXBAPSDXZZRGB-DOFZRALJSA-N
- SMILES
- OC(CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)=O
- LogP
- 6.99 · 6.99
- CAS データベース
- 506 · 506-32-1(CAS DataBase Reference)
- NISTの化学物質情報
- Arachidonic acid(506-32-1)
化学的性質
化学的特性In chemical structure, arachidonic acid is a carboxylic acid with a 20-carbon chain and four cis-double bonds; the first double bond is located at the sixth carbon from the omega end. Some chemistry sources define 'arachidonic acid' to designate any of the eicosatetraenoic acids. However, almost all writings in biology, medicine and nutrition limit the term to all-cis-5,8,11,14- eicosatetraenoic acid.
安全と法規制
GHS分類
GHS Classification
This chemical does not meet GHS hazard criteria for 10.3% (4 of 39) of reports.
Warning
H302 (84.6%): Harmful if swallowed [Warning Acute toxicity, oral];H312 (82.1%): Harmful in contact with skin [Warning Acute toxicity, dermal];H315 (89.7%): Causes skin irritation [Warning Skin corrosion/irritation];H319 (89.7%): Causes serious eye irritation [Warning Serious eye damage/eye irritation];H332 (79.5%): Harmful if inhaled [Warning Acute toxicity, inhalation];H335 (84.6%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 39 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Reported as not meeting GHS hazard criteria per 4 of 39 reports by companies.;There are 5 notifications provided by 35 of 39 reports by companies with hazard statement code(s).;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
危険有害性情報
Regulatory Information
Chemical: 5,8,11,14-Eicosatetraenoic acid, (all-Z)-
5,8,11,14-Eicosatetraenoic acid, (5Z,8Z,11Z,14Z)-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
毒性情報
Toxicity Summary
The safety of this ingredient has not been documented and substantiated for cosmetic product use. The CIR Expert Panel cannot conclude whether Arachidonic Acid is safe for use in cosmetic products until such time that the appropriate safety data have been obtained and evaluated.
Ingredients for which the data are insufficient and their use in cosmetics is not supported
法規制情報
Regulatory Information
Chemical: 5,8,11,14-Eicosatetraenoic acid, (all-Z)-
5,8,11,14-Eicosatetraenoic acid, (5Z,8Z,11Z,14Z)-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
安全データ
- F
- 8-10-23
- wgk
- 3
- rtecs
- CE6675000
- ridadr
- UN1170 - class 3 - PG 2 - Ethanol
- 毒性
- dns-mus:mmr 10 mg/L CRNGDP 5,1123,84
- hs_code
- 29161900
- risk_code
- 19
- 化審法
- (2)-609
- 消防法
- 危-4-4-III
- safety_code
- 24/25-19
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2
- ストレージクラス
- 10 - Combustible liquids
化学と産業
薬理情報
Metabolite Pathways
Acetaminophen Action Pathway;Acetylsalicylic Acid Action Pathway;alpha-Linolenic acid metabolism;Antipyrine Action Pathway;Antrafenine Action Pathway;Arachidonic Acid Metabolism;Bromfenac Action Pathway;Carprofen Action Pathway;Celecoxib Action Pathway;Diclofenac Action Pathway;Total 43 pathways, visit the HMDB page for details
用途と製造
Uses
CIR ingredient: Arachidonic Acid
Essential fatty acid for animals and humans; Used as a nutrient and for the treatment of eczema in dogs and swine; [Merck Index]
応用分野
解説アラキドン酸,5,8,11,14-エイコサテトラエン酸(cis-5,8,11,14-eicosatetraenoic acid)ともいう.ほ乳動物の脂肪中などに存在する.融点-49.5 ℃,沸点245 ℃.nD201.4824.薬用としてビタミンF欠乏症に用いられる.魚油などに多く含まれる脂肪酸で,体内で合成できないことから必須脂肪酸の一つである.ただ,リノール酸を摂取するとそれを材料に合成されるので,厳密な意味では必須脂肪酸に入れない.体内ではリン脂質のグリセロール骨格の主に2位に結合して存在し,膜の流動性に大きく関与する.また,プロスタグランジン,トロンボキサン,ロイコトリエンなどのイコサノイドの前駆体としても重要.二重結合はすべてシス型.
説明Arachidonic acid (AA, sometimes ARA) is a polyunsaturated omega-6 fatty acid 20:4(ω-6). It is the counterpart to the saturated arachidic acid found in peanut oil, (L. arachis – peanut.).
使用Arachidonic Acid is an essential fatty acid and a precursor in the biosynthesis of prostaglandins, thromboxanes, and leukotrienes. Arachidonic Acid occurs in liver, brain, glandular organs, and depot fats of animals, in small amounts in human depot fats, and Arachidonic Acid is also a constituent of animal phosphatides.
一般的な説明A Certified Spiking Solution suitable for use in mass spectrometry-based fatty acid testing applications such as assessment of cardiovascular disease risk and fatty acid deficiency, and detection and quantification of arachidonic acid in nutraceuticals and dietary supplements. Arachidonic acid (cis-5,8,11,14), sometimes referred to as AA or ARA, is a polyunsaturated omega-6 fatty acid. Studies suggests that ARA as well as other fatty acids can serve as biomarkers for cardiovascular disease, and nutritional and metabolic disorders.
上流・下流製品情報
上流原料
下流製品
サプライヤー50 社
補足説明
定義本品は、次の化学式で表される高度不飽和脂肪酸である。
定義ChEBI: A long-chain fatty acid that is a C20, polyunsaturated fatty acid having four (Z)-double bonds at positions 5, 8, 11 and 14.
関連反応
関連ノート
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