기본 정보
- 표준 SMILES
CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O- InChIKey
YZXBAPSDXZZRGB-DOFZRALJSA-N- 분자식
- C20H32O2
- 평균 분자량
- 304.5 g/mol
- 단동위원소 질량
- 304.24023026
이름 및 식별자
- 우선 이름
- Arachidonic Acid
- IUPAC
- (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid
- 현지명
- 아라키돈산
- 영어명
- Arachidonic acid
- 분자식
- C20H32O2
- 분자량
- 304.47
이름 및 동의어
이름 더 보기
데이터베이스 식별자
- 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
물성
구조 계산 물성
- XLogP
- 6.3
- 극성 표면적
- 37.3 Ų
- 수소 결합 공여자 수
- 1
- 수소 결합 수용자 수
- 2
- 회전 가능 결합 수
- 14
- 무거운 원자 수
- 22
- 형식 전하
- 0
- 복잡도
- 362
실험 및 물리화학적 성질
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]-
물리화학적 성질
- 녹는점
- -49 °C · -49 °C (lit.)
- 끓는 점
- 169 · 169-171 °C/0.15 mmHg (lit.)
- 밀도
- 0.922 g/mL · 0.922 g/mL at 25 °C (lit.)
- 굴절률
- 20 · n20/D 1.4872(lit.)
- 인화점
- 230 °F · >230 °F
- 저장 조건
- 2 · 2-8°C
- 용해도
- 10 mg/mL · 에탄올: 10mg/mL
- 물리적 상태
- 기름
- 산도 계수 (pKa)
- 4.75 · 4.75±0.10(Predicted)
- 색상
- 무색~연황색
- 생물학적 소스
- synthetic
- 수용성
- 실질적으로 불용성
- Merck
- 14 · 14,765
- BRN
- 1713889 · 1713889
- Specific Activity
- 200 · 200-240 Ci/mmol
- 안정성
- 감광성, 온도 민감성
- 주요 응용
- 음식 및 음료
- 화장품 원료 기능
- 피부 컨디셔닝피부 컨디셔닝 - 보습제
- 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
- NIST
- Arachidonic acid(506-32-1)
화학적 성질
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.
안전 및 규제
GHS 분류
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.
유해성 정보
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.
독성 정보
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
규제 정보
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.
안전 데이터
- wgk
- 3
- rtecs
- CE6675000
- ridadr
- UN1170 - class 3 - PG 2 - Ethanol
- 독성
- dns-mus:mmr 10 mg/L CRNGDP 5,1123,84
- HS 번호
- 29161900
- risk_code
- 19
- safety_code
- 24/25-19
- 기존화학 물질
- KE-20931
- F 고인화성물질
- 8-10-23
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2
- 스토리지 클래스
- 10 - Combustible liquids
화학 및 산업
약리 정보
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
용도 및 제조
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]
응용 분야
개요Arachidonic 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.).
용도Arachidonic 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.
일반 설명A 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.
상·하류 제품 정보
상류 원료
하류 제품
공급사50 곳
추가 설명
정의ChEBI: A long-chain fatty acid that is a C20, polyunsaturated fatty acid having four (Z)-double bonds at positions 5, 8, 11 and 14.
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