아라키돈산
Arachidonic Acid
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기본 정보
- CAS
506-32-1- 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
개요
Arachidonic acid is a long-chain fatty acid that is a C20, polyunsaturated fatty acid having four (Z)-double bonds at positions 5, 8, 11 and 14. It has a role as a mouse metabolite, a human metabolite, an EC 3.1.1.1 (carboxylesterase) inhibitor and a Daphnia galeata metabolite. It is a long-chain fatty acid, an omega-6 fatty acid and an icosa-5,8,11,14-tetraenoic acid. It is a conjugate acid of an arachidonate. It derives from a hydride of a (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraene.
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
arachidonic acid506-32-1(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid(all-Z)-5,8,11,14-Eicosatetraenoic acidcis-5,8,11,14-Eicosatetraenoic acid5Z,8Z,11Z,14Z-eicosatetraenoic acid5,8,11,14-Eicosatetraenoic acid, (all-Z)-Arachidonate, Sodiumall-cis-5,8,11,14-eicosatetraenoic acid(5Z,8Z,11Z,14Z)-Icosatetraenoic acid27YG812J1IFatty Acid 20:4 n-6
이름 더 보기
아라키돈산아라키도닉애씨드ARAArachidonateArachidonic5,8,11,14-EICOSATETRAENOIC ACIDicosa-5,8,11,14-tetraenoic acidArachidonic Acid (peroxide free)20:4n-6Single-Use Arachidonic Acid (peroxide free)
C20:4DTXSID4040420CHEBI:15843All-cis-icosa-5,8,11,14-tetraenoic acidRefChem:5560DTXCID2020420208-033-4Immunocytophyte
물성
구조 계산 물성보충 중
- 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
Chemical ClassesBiological Agents -> Fatty Acids and Fats
Lipids
Lipids -> Unambiguous Lipids
Fatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Unsaturated fatty acids [FA0103]
Cosmetics
Cosmetic ingredients (Arachidonic Acid) -> CIR (Cosmetic Ingredient Review)
Emollient
SpringerMaterials PropertiesChemical diffusion
LogP
6.98
6.98
Vapor Pressure0.00000015 [mmHg]
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]
183 Ų [M-H]-
안전 및 규제
안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.
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]
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.
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.
Other Safety InformationEvaluation - Chemicals that are unlikely to require further regulation to manage risks to environment
Hazards SummaryMay form explosive peroxides; May cause irritation; Targets the female reproductive system; [Sigma-Aldrich MSDS]
Hazard Classes and CategoriesAcute Tox. 4 (84.6%)
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
화학 및 산업
약리 정보
Metabolism/MetabolitesArachidonic acid has known human metabolites that include 8,9-EET, 5,6-EET, 20-HETE, 8-HETE, 18-HETE, 11,12-EET, 13-HETE, 7-HETE, 17-HETE, 15-HETE, 14,15-EET, 11-HETE, 12-HETE, 5-HETE, 16-HETE, 9-HETE, 19-HETE, and 10-HETE.
Tissue LocationsAdipose Tissue
Cellular LocationsCytoplasm
Metabolite PathwaysAcetaminophen Action Pathway
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]
Use ClassificationCosmetics -> Emollient
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.
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