基本情報
- 標準SMILES
CCCCCCCCCCCCCCCCCCCC(=O)O- InChIKey
VKOBVWXKNCXXDE-UHFFFAOYSA-N- 分子式
- C20H40O2
- 平均分子量
- 312.5 g/mol
- 単同位体質量
- 312.30283051
名称と識別子
- 優先名称
- Eicosanoic Acid
- IUPAC
- icosanoic acid
- 現地名
- アラキジン酸
- 英語名
- Arachidic acid
- 分子式
- C20H40O2
- 分子量
- 312.53
名称と別名
Arachidic acidIcosanoic acidEICOSANOIC ACID506-30-9Arachic acidn-Eicosanoic acidPQB8MJD4RBDTXSID1060134CHEBI:28822C20:0NSC-93983fatty acid 20:0
名称をさらに表示
アラキジン酸アラキン酸イコサン酸エイコサン酸エイコサン酸標準品イコサノン酸アラキジン酸標準品C20CAPRICIcosansureEicosansαureeicosoic acid
RefChem:5559DTXCID3040859208-031-3Arachidinic acidMFCD00002755Arachidicn-eicosanoate[1-Hydroxy-3-(methylisopentylamino)propylidene] Bisphosphonic Acid Monosodium Salt(Ibandronic Acid Impurity)
データベース識別子
- CAS
506-30-9- PubChem CID
- 10467
- DTXSID
DTXSID1060134- ChEMBL
CHEMBL1173381- ChEBI
CHEBI:28822- UNII
- PQB8MJD4RB
- EC Number
- 208-031-3
- Nikkaji
- J2.607G
物性
構造計算による物性
- XLogP
- 8.5
- 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
- 18
- 重原子数
- 22
- 形式電荷
- 0
- 複雑度
- 226
実験および物理化学的性質
LogP9.29
Boiling Point328.00 °C. @ 760.00 mm Hg
Melting Point75.4 °C
Physical Description
Liquid; Other Solid
Solid; [Merck Index] White crystalline flakes; [Alfa Aesar MSDS]
Solid
Ionization Efficiency
Positive
1.25
2.7
Agilent XCT
Electrospray ionization
formic acid (5.3nM)
Kovats Retention Index
2380；2366；2359
2365.3；2380；2359；2359；377.8
Collision Cross Section
184.8 Ų [M-H]- [CCS Type: DT; Buffer gas: N2; Sample Type: Human bronchoalveolar lavage fluid (BALF); Dataset: Unambiguous Lipids]
183.41 Ų [M-H]- [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]
186.36 Ų [M-H]- [CCS Type: DT; Method: stepped-field]；199.97 Ų [M+Na]+ [CCS Type: DT; Method: stepped-field]
186.17 Ų [M-H]- [CCS Type: DT; Method: stepped-field]
185.1 Ų [M-H]- [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]
185.9 Ų [M-H]-；185 Ų [M-H]-
物理化学的性質
- 融点
- 74 · 74-76 °C(lit.)
- 沸点
- 328 °C · 328 °C
- 比重(密度)
- 4100 · d4100 0.8240
- 蒸気圧
- 0 Pa · 0Pa at 25℃
- 屈折率
- 100 · nD100 1.4250
- 闪点
- 110 °C · 110 °C
- 貯蔵温度
- -20 °C · -20°C
- 溶解性
- 50 mg/mL · クロロホルム：50 mg/mL 無色透明
- 酸解離定数(Pka)
- 4.78 · 4.78±0.10(Predicted)
- 外見
- 輝くパウダーまたはフレーク
- 色
- 白い
- 水溶解度
- 実質的に不溶
- 比熱容量
- 1.74 J/ · Cp(crystal): 1.74 J/(g·K), at 25℃
- Merck
- 14 · 14,764
- BRN
- 1788211 · 1788211
- Henry's Law Constant
- 1.7 · 1.7×10-1 mol/(m3Pa) at 25℃, Abraham (2003)
- 化粧品成分の機能
- 界面活性剤 - 乳化剤界面活性剤 - 洗浄クレンジング不透明剤
- InChI
- 1S/C20H40O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h2-19H2,1H3,(H,21,22)
- InChIKey
- VKOBVWXKNCXXDE-UHFFFAOYSA-N
- SMILES
- CCCCCCCCCCCCCCCCCCCC(O)=O
- LogP
- 1.571 at · 1.571 at 33℃
- CAS データベース
- 506 · 506-30-9(CAS DataBase Reference)
- NISTの化学物質情報
- Eicosanoic acid(506-30-9)
- EPAの化学物質情報
- Eicosanoic acid (506-30-9)
化学的性質
化学的特性Arachidic acid is also known as eicosanoic acid or Icosanoic acid, formula CH3(CH2)18COOH. A widely distributed, but minor, component of the fats of certain edible vegetable oils. Shining, white crystalline leaflets; soluble in ether, slightly soluble in water. Decomposes at 328 C. Commercial product derived from groundnut (peanut) oil. Used in organic synthesis, lubricating greases, waxes, and plastics. Source of arachidyl alcohol.
安全と法規制
GHS分類
GHS Classification
This chemical does not meet GHS hazard criteria for 10.2% (29 of 285) of reports.
Warning
H315 (89.8%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (89.8%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (53%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 285 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 29 of 285 reports by companies.；There are 5 notifications provided by 256 of 285 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: Eicosanoic acid
Eicosanoic acid is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Eicosanoic acid are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
Status: Cease Manufacture Update: 04-08-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/11014
Eicosanoic acid: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationIMAP assessments - Eicosanoic acid: Environment tier I assessment；IMAP assessments - Eicosanoic acid: Human health tier I assessment
Hazards Summary
n-Alkyl carboxylic acids: Category members demonstrate low acute oral, dermal, and inhalation toxicity; Low potential to cause skin sensitization; Low repeated-dose toxicity; Low or no reproductive or developmental toxicity; [EPA ChAMP: Hazard Characterization] A skin and strong eye irritant; [Alfa Aesar MSDS]
EPA Safer ChemicalChemical: Eicosanoic acid； Green circle - The chemical has been verified to be of low concern based on experimental and modeled data.
Hazard Classes and CategoriesSkin Irrit. 2 (89.8%)；Eye Irrit. 2 (89.8%)；STOT SE 3 (53%)
毒性情報
Toxicity Summary
The CIR Expert Panel concluded that the following ingredients are safe in the present practices of use andconcentration described in the safety assessment when formulated to be non-irritating and non-sensitizing, which may be basedon a QRA...Arachidic Acid...
Safe for use in cosmetics, with qualifications
法規制情報
Regulatory Information
Chemical: Eicosanoic acid
Eicosanoic acid is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Eicosanoic acid are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
Status: Cease Manufacture Update: 04-08-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/11014
Eicosanoic acid: Does not have an individual approval but may be used under an appropriate group standard
安全データ
- wgk
- -
- tsca
- TSCA listed
- rtecs
- JX3780000
- hs_code
- 29159000
- risk_code
- 36/37/38-20/21/22
- 化審法
- (2)-608
- hazard_code
- Xi,Xn
- safety_code
- 24/25-36-26
- hazard_class
- IRRITANT
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2
- ストレージクラス
- 11 - Combustible Solids
化学と産業
薬理情報
Tissue LocationsPlacenta
Cellular LocationsCytoplasm；Extracellular；Membrane
用途と製造
Uses
CIR ingredient: Arachidic Acid
Fatty acid present in peanut oil, vegetable oil, fish oil, etc.; [Merck Index]
U.S. Production2023: 1,000,000 - <2,500,000 lb；2022: 1,000,000 - <2,500,000 lb；2021: 1,000,000 - <2,500,000 lb；2020: 1,000,000 - <2,500,000 lb
Consumer UsesSoil amendments (fertilizers)；Binder
Industry UsesIntermediate；Anti-static agent；Soil amendments (fertilizers)；Surfactant (surface active agent)；Lubricating agent；Binder
Household ProductsInformation on 20 consumer products that contain Arachidic acid in the following categories is provided:；• Personal Care
Use Classification
EPA Safer Chemical Functional Use Classes -> Surfactants
Safer Chemical Classes -> Green circle - The chemical has been verified to be of low concern
Cosmetics -> Emulsifying
General Manufacturing Information
Mining (except Oil and Gas) and support activities；Plastics Product Manufacturing；Miscellaneous Manufacturing；Food, beverage, and tobacco product manufacturing；Paper Manufacturing；All Other Basic Organic Chemical Manufacturing
Eicosanoic acid: ACTIVE
応用分野
解説イコサン酸，イコサンサン，エイコサン酸ともいう．炭素数20の飽和直鎖脂肪酸．動物，植物油中にグリセリドの形で含まれている．アラキドン酸を還元しても得られる．融点75.5 ℃，沸点328 ℃(一部分解)，205 ℃(13 Pa)，d41000.8240．水，アセトンに難溶，エーテル，クロロホルム，熱エタノールに可溶．
用途機器分析の標準。
天然物の起源Arachidic acid is a saturated long-chain fatty acid and a minor constituent of peanut oil, coconut oil and corn oil.
使用Arachidic acid is used in the manufacture of pharmaceuticals, soaps, cosmetics, and food packaging because of its surfactant-like properties. Arachidic acid was also used for the dispersion of the monolayer. By addition of an appropriate amount of arachidic acid to a solution of [Eu(tta)3(phen)] in chloroform, stable monolayers consisting of [Eu(tta)3(phen)] and arachidic acid were obtained, and the [Eu(tta)3(phen)] were found to be dispersed homogeneously in the monolayer.
調製方法
製造方法Eicosanoic acid is produced by catalytic hydrogenation of arachidonic acid. Arachidonic acid is obtained from food or by desaturation and chain elongation of the plant-rich essential fatty acid, linoleic acid.
純化方法Crystallise the C20 acid pKEst ~ from absolute EtOH. [Beilstein 2 IV 1276.]
上流・下流製品情報
下流製品
補足説明
定義本品は、次の化学式で表される脂肪酸である。
定義ChEBI: Icosanoic acid is a C20 striaght-chain saturated fatty acid which forms a minor constituent of peanut (L. arachis) and corn oils. Used as an organic thin film in the production of liquid crystals for a wide variety of technical applications. It has a role as a plant metabolite. It is a straight-chain saturated fatty acid and a long-chain fatty acid. It is a conjugate acid of an icosanoate.
関連反応
57 件
関連ノート
読み込み中…