Arachidonic acid

Names

[ CAS No. ]:
506-32-1

[ Name ]:
Arachidonic acid

[Synonym ]:
(5Z,8Z,11Z,14Z)-Icosa-5,8,11,14-tetraenoic acid
AA
Immunocytophyte
eicosatetraenoic acid
MFCD00004417
PUFA 20:4n-6
ARACHIDONIC ACID(RG)
5,8,11,14-Icosatetraenoic Acid
Arachidonic acid
Hydrazinecarboselenoamide
ARA
5,8,11,14-Eicosatetraenoic Acid
(5Z,8Z,11Z,14Z)-5,8,11,14-Icosatetraenoic acid
C20:4 (cis-5,8,11,14)
20:4n-6
5,8,11,14-all-cis-Eicosatetraenoic acid
5,8,11,14-Eicosatetraenoic acid, (all-Z)-
5,8,11,14-Eicosatetraenoic acid, (5Z,8Z,11Z,14Z)-
Arachidonate
(5Z,8Z,11Z,14Z)-5,8,11,14-Eicosatetraenoic acid
Arachidonic
EINECS 208-033-4
(all-Z)-5,8,11,14-Eicosatetraenoic acid

Biological Activity

[Description]:

Arachidonic acid is an essential fatty acid and a major constituent of biomembranes.

[Related Catalog]:

Natural Products >> Acids and Aldehydes

Research Areas >> Inflammation/Immunology

[Target]

Human Endogenous Metabolite

[In Vivo]

Arachidonic acid (ARA) is converted into various lipid mediators, such as prostaglandin E2 (PGE2), which is involved in the development of rheumatoid arthritis (RA)[1].

[References]

[1]. Tateishi N, et al. Dietary supplementation with arachidonic acid increases arachidonic acid content in paw, but does not affect arthritis severity or prostaglandin E2 content in rat adjuvant-induced arthritis model. Lipids Health Dis. 2015 Jan 16;14:3.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
0.9±0.1 g/cm3

[ Boiling Point ]:
407.5±0.0 °C at 760 mmHg

[ Melting Point ]:
−49 °C(lit.)

[ Molecular Formula ]:
C₂₀H₃₂O₂

[ Molecular Weight ]:
304.467

[ Flash Point ]:
336.3±18.0 °C

[ Exact Mass ]:
304.240234

[ PSA ]:
37.30000

[ LogP ]:
6.91

[ Vapour Pressure ]:
0.0±2.0 mmHg at 25°C

[ Index of Refraction ]:
1.501

[ Water Solubility ]:
PRACTICALLY INSOLUBLE

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: CE6675000

CHEMICAL NAME :: Arachidonic acid

CAS REGISTRY NUMBER :: 506-32-1

LAST UPDATED :: 199504

DATA ITEMS CITED :: 6

MOLECULAR FORMULA :: C20-H32-O2

MOLECULAR WEIGHT :: 304.52

WISWESSER LINE NOTATION :: QV4U3U3U3U6

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 39200 ug/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

DOSE :: 80 ug/kg

SEX/DURATION :: female 1 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Maternal Effects - uterus, cervix, vagina

MUTATION DATA

TYPE OF TEST :: Sister chromatid exchange

TEST SYSTEM :: Rodent - hamster Ovary

DOSE/DURATION :: 320 umol/L

REFERENCE :: PAACA3 Proceedings of the American Association for Cancer Research. (Waverly Press, 428 E. Preston St., Baltimore, MD 21202) V.1- 1954- Volume(issue)/page/year: 27,95,1986 *** REVIEWS *** TOXICOLOGY REVIEW JACTDZ Journal of the American College of Toxicology. (Mary Ann Liebert, Inc., 1651 Third Ave., New York, NY 10128) V.1-12, 1982-1993. Discontinued. Volume(issue)/page/year: 12,481,1993 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - T1132 No. of Facilities: 27 (estimated) No. of Industries: 1 No. of Occupations: 1 No. of Employees: 79 (estimated) No. of Female Employees: 60 (estimated)

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Faceshields;Gloves;half-mask respirator (US);multi-purpose combination respirator cartridge (US)

[ Hazard Codes ]:
F

[ Risk Phrases ]:
R19

[ Safety Phrases ]:
S24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
CE6675000

[ Packaging Group ]:
I; II; III

[ Hazard Class ]:
6.1

[ HS Code ]:
2916190090

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2916190090

[ Summary ]:
2916190090 unsaturated acyclic monocarboxylic acids, their anhydrides, halides, peroxides, peroxyacids and their derivatives。supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward)。VAT:17.0%。tax rebate rate:9.0%。MFN tariff:6.5%。general tariff:30.0%

Articles

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Cryopreservation prevents iron-initiated highly unsaturated fatty acid loss during storage of human blood on chromatography paper at -20°C.

J. Nutr. 145(3) , 654-60, (2015)

Fingertip prick whole blood collection on chromatography paper is amenable to high-throughput fatty acid (FA) profiling for large clinical and field studies. However, sample storage is problematic bec...

Reduced filaggrin expression is accompanied by increased Staphylococcus aureus colonization of epidermal skin models.

Clin. Exp. Allergy 44(12) , 1515-24, (2014)

Atopic dermatitis is an inflammatory skin disease that is characterized by a reduced skin barrier function, reduced filaggrin (FLG) expression as well as increased colonization by Staphylococcus aureu...