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Arachidonic acid

CAS No.
506-32-1
Chemical Name:
Arachidonic acid
Synonyms
ARA;Arachidonate;Arachidonic;5,8,11,14-EICOSATETRAENOIC ACID;icosa-5,8,11,14-tetraenoic acid;Arachidonic Acid (peroxide free);(5Z,8Z,11Z,14Z)-Icosa-5,8,11,14-tetraenoic acid;20:4n-6;CIS-5,8,11,14-EICOSATETRAENOIC ACID;Single-Use Arachidonic Acid (peroxide free)
CBNumber:
CB8112259
Molecular Formula:
C20H32O2
Molecular Weight:
304.47
MDL Number:
MFCD00004417
MOL File:
506-32-1.mol
MSDS File:
SDS
Last updated:2024-04-17 18:50:11

Arachidonic acid Properties

Melting point -49 °C (lit.)
Boiling point 169-171 °C/0.15 mmHg (lit.)
Density 0.922 g/mL at 25 °C (lit.)
refractive index n20/D 1.4872(lit.)
Flash point >230 °F
storage temp. 2-8°C
solubility ethanol: ≥10 mg/mL
pka 4.75±0.10(Predicted)
form oil
color colorless to light yellow
Water Solubility PRACTICALLY INSOLUBLE
Merck 14,765
BRN 1713889
Concentration 1 mCi/ml
Solvent Ethanol under argon
Specific Activity 200-240 Ci/mmol
Stability Light Sensitive, Temperature Sensitive
InChIKey YZXBAPSDXZZRGB-DOFZRALJSA-N
LogP 6.99
CAS DataBase Reference 506-32-1(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII 27YG812J1I
NIST Chemistry Reference Arachidonic acid(506-32-1)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS02,GHS07
Signal word  Danger
Hazard statements  H225-H319
Precautionary statements  P210-P233-P240-P241-P242-P305+P351+P338
Risk Statements  19
Safety Statements  24/25-19
RIDADR  UN1170 - class 3 - PG 2 - Ethanol
WGK Germany  3
RTECS  CE6675000
8-10-23
HS Code  29161900
Toxicity dns-mus:mmr 10 mg/L CRNGDP 5,1123,84
NFPA 704
1
1 0

Arachidonic acid price More Price(59)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich A-122 Arachidonic acid 1.0?mg/mL in ethanol, certified reference material, Cerilliant? 506-32-1 1mL $191 2024-03-01 Buy
Sigma-Aldrich 181198 Arachidonic Acid - CAS 506-32-1 - Calbiochem Precursor for prostaglandins, prostacyclin, and thromboxane. 506-32-1 1G $378 2024-03-01 Buy
Sigma-Aldrich 10931 Arachidonic acid >95.0% (GC) 506-32-1 250mg $185 2024-03-01 Buy
Sigma-Aldrich 10931 Arachidonic acid >95.0% (GC) 506-32-1 1g $463 2024-03-01 Buy
Sigma-Aldrich SAB1412610 ANTI-FOXC1 antibody produced in mouse clone 1E11, purified immunoglobulin, buffered aqueous solution 506-32-1 100μg $503 2023-01-07 Buy
Product number Packaging Price Buy
A-122 1mL $191 Buy
181198 1G $378 Buy
10931 250mg $185 Buy
10931 1g $463 Buy
SAB1412610 100μg $503 Buy

Arachidonic acid Chemical Properties,Uses,Production

Description

Arachidonic acid belongs to a kind of polyunsaturated omega-6 fatty acid, which is highly biologically relevant. It is abundantly distributed in brain, muscles and liver. It is the precursor for all prostaglandins, thromboxanes, and leukotrienes. Most cellular arachidonic acid is esterified in the membrane phospholipids. It is an important second messenger of cellular signalling participating in the regulation of signaling enzymes including PLC-γ, PLC-δ, and PKC-α, -β, and -γ isoforms. In addition, arachidonic acid acts as key inflammatory intermediate as well as avasodilator. Generally, the body can synthesize the arachidonic acid through linoleic acid. However, upon linoleic acid deficiency, it is necessary to supplement arachidonic acid from the diets. Food sources of arachidonic acid include meat, eggs and some fishes. Alternatively, we can also have arachidonic acid supplements.

References

http://www.fitday.com/fitness-articles/nutrition/healthy-eating/what-is-arachidonic-acid.html
https://en.wikipedia.org/wiki/Arachidonic_acid
https://www.caymanchem.com/product/90010

Description

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.).

Chemical Properties

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.

Chemical Properties

liquid

Uses

arachidonic acid is an ingredient with skin-smoothing, emollient, and healing properties. Arachidonic acid is an omega-6 essential fatty acid naturally occurring in the skin and considered critical for appropriate skin metabolism. It is a constituent of vitamin F.

Uses

An unsaturated omega-6 fatty acid constituent of the phospholipids of cell membranes

Uses

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.

Definition

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.

General Description

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.

Biological Activity

Endogenous free fatty acid released from phospholipids by phospholipase A 2 . Important cellular signaling mediator and precursor of eicosanoids. Metabolized by lipoxygenases, cyclooxygenases and cytochrome P450 monooxygenases.

Biochem/physiol Actions

Arachidonic acid stimulates adhesion of MDA-MB-435 human metastatic cancer cells to extracellular matrix molecules (collagen IV and vitronectin) .

Safety Profile

Poison by intravenous route.Experimental reproductive effects. Mutation datareported. When heated to decomposition it emits acridsmoke and irritating fumes.

Carcinogenicity

In vitro and in vivo studies indicate that inhibition of arachidonic acid metabolism inhibits the growth of malignant cells, including head and neck squamous cell carcinoma, and implicates arachadonic acid in facilitating the metastasis of these tumor cells. Arachidonic acid reaction with cyclooxygenase and lipoxygenases yield eicosanoids that can mediate prostate cancer proliferation and enhance both tumor vascularization and metastasis. Cytochrome P450 arachidonic acid epoxygenases promote cell proliferation and inhibit apoptosis in endothelial cells.

929-53-3
506-32-1
Synthesis of Arachidonic acid from 1,4-DECADIYNE
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View Lastest Price from Arachidonic acid manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Arachidonic acid pictures 2024-04-22 Arachidonic acid
506-32-1
US $0.00 / kg 1kg 99.8% 1000 kg BINBO BIOLOGICAL CO.,LTD
Arachidonic acid pictures 2024-04-18 Arachidonic acid
506-32-1
US $6.00 / kg 1kg 99.8% 10000ton Ouhuang Engineering Materials (Hubei) Co., Ltd
Arachidonic acid pictures 2024-04-02 Arachidonic acid
506-32-1
US $0.00-0.00 / kg 1kg 99% 100ton Wuhan Xinhao Biotechnology Co., Ltd
  • Arachidonic acid pictures
  • Arachidonic acid
    506-32-1
  • US $6.00 / kg
  • 99.8%
  • Ouhuang Engineering Materials (Hubei) Co., Ltd
  • Arachidonic acid pictures
  • Arachidonic acid
    506-32-1
  • US $0.00-0.00 / kg
  • 99%
  • Wuhan Xinhao Biotechnology Co., Ltd
(5Z,8Z,11Z,14Z)-5,8,11,14-Icosatetraenoic acid (all-Z)-5,8,11,14-Eicosatetraenoic acid (all-z)-5,8,11,14-eicosatetraenoicacid 5,8,11,14-Eicosatetraenoic acid, (all-Z)- 5,8,11,14-ALL-CIS-EICOSATETRAENOIC ACID 5,8,11,14-EICOSATETRENOIC ACID 5,8,11,14-Eicosatetraenoic acid, (all-trans) Hydrazinecarboselenoamide Arachidonic acid, 99%, from porcine liver (5Z,8Z,11Z,14Z)-5,8,11,14-Icosatetrenoic acid (5Z,8Z,11Z,14Z)-Arachidonic acid 20:4(n-6) 24891487 CH3(CH2)4(CH=CHCH2)4CH2CH2CO2H Arachidonic acid (5,8,11,14 all-cis) Arachidonic acid (in Tocrisolve(TM)100) ARACHIDONIC ACIDRESEARCH GRADE Arachidonic acid,cis,cis,cis,cis-5,8,11,14-Eicosatetraenoic acid, Eicosa-5Z,8Z,11Z,14Z-tetraenoic acid Arachidonic acid (in Tocrisolve100) Arachidonic acid, from Mortiella fungi, 99% ARACHIDONIC ACID IN METHYL ACETATE Arachidonic Acid Lipid Maps MS Standard ARACHIDONIC ACID(AA or ARA) 5,8,11,14-eicosatetraen-1-oic acid ARACHIDONIC ACID extrapure Immunocytophyte ARACHIDONIC ACID FREE ACID APPROX. 9 ARACHIDONIC ACID FROM NON-ANIMAL SOU ARACHIDONIC ACID, >95.0% GC 5,8,11,14-Eicosatetraenoic Acid 5,8,11,14-Icosatetraenoic Acid AA Arachidonic acid (AA, ARA) Arachidonic Acid 〔5,8,11,14-Eicosatetraenoic Acid〕 5,8,11,14-EICOSATETRENOIC ACID (5 CIS, 8 CIS, 11 CIS, 14 CIS) 5,8,11,14-ICOSATETRAENOIC ACID ALL CIS-5,8,11,14-EICOSATETRAENOIC ACID 5Z,8Z,11Z,14Z-EICOSATETRAENOIC ACID 20:4, CIS,CIS,CIS-CIS-5,8,11,14-EICOSATETRAENOIC ACID (5E,8E,11E,14E)-icosa-5,8,11,14-tetraenoic acid 5,8,11,14-all-cis-Eicosatetraenoic Arachidonic Acid, >90% Technical Grade 5,8,11,14-Eicosatetraenoic Acid 5,8,11,14-Icosatetraenoic Acid ARACHIDONIC ACID (FREE ACID ALGAE) ARACHIDONIC ACID (FROM FERMENTATION) ARACHIDONIC ACID 25% ARACHIDONIC ACID FREE ACID FROM PORCINE LIVER ARACHIDONIC ACID ACTIVATOR OF PROTEIN ARACHIDONIC ACID FREE ACID APPROX. 90% ARACHIDONIC ACID FREE ACID FROM PORCINE LIVER CELL ARACHIDONIC ACID, FROM PORCINE LIVER, 99 % ARACHIDONIC ACID FREE ACID Arachidonic acid, from porcine liver, 99% Arachidonic?Acid?(5c,8c,11c,14c) 5,8,11,14-Eicosatetraenoic acid, (5Z,8Z,11Z,14Z)- ARACHIDONIC ACID(RG) ARACHIDONIC ACID ARACHIDONIC ACID, PORCINE LIVER DELTA 5 CIS 8 CIS 11 CIS 14 CIS EICOSATETRAENOIC ACID EICOSA-5Z,8Z,11Z,14Z-TETRAENOIC ACID