Description References
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Arachidonic acid

Description References
Product Name
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
Formula Weight
304.47
MOL File
506-32-1.mol
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Arachidonic acid Property

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
form 
oil
pka
4.75±0.10(Predicted)
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)
NIST Chemistry Reference
Arachidonic acid(506-32-1)
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Safety

Risk Statements 
19
Safety Statements 
24/25-19
RIDADR 
UN1170 - class 3 - PG 2 - Ethanol
WGK Germany 
3
RTECS 
CE6675000
F 
8-10-23
HS Code 
29161900
Toxicity
dns-mus:mmr 10 mg/L CRNGDP 5,1123,84
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H225Highly Flammable liquid and vapour

H319Causes serious eye irritation

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P233Keep container tightly closed.

P240Ground/bond container and receiving equipment.

P241Use explosion-proof electrical/ventilating/lighting/…/equipment.

P242Use only non-sparking tools.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

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

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

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

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.

Arachidonic acid Preparation Products And Raw materials

Raw materials

unsaturated fatty acid ZINC METHYL ARACHIDONATE Ethanol Potassium hydroxide Liquid bromine Hydrochloric acid Bromide

Preparation Products

Prostaglandin E1 Prostaglandin E2 EPA
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View Lastest Price from Arachidonic acid manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Arachidonic Acid 506-32-1
Price
US $120.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-05-08
WUHAN FORTUNA CHEMICAL CO., LTD
Product
Arachidonic acid 506-32-1
Price
US $0.00/KG
Min. Order
1KG
Purity
98%min
Supply Ability
30tons/month
Release date
2023-01-13
HebeiShuoshengImportandExportco.,Ltd
Product
Arachidonic acid 506-32-1
Price
US $6.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
2000KG/Month
Release date
2024-08-01

506-32-1, Arachidonic acidRelated Search:

Hyaluronic acid Boldenone undecylenate Docosahexaenoic Acid Folic acid EPA cis-11-Eicosenoic acid Undecenoic acid Citric acid Ethyl 2-(Chlorosulfonyl)acetate VIGABATRIN Ascoric Acid 1-OCTADECANOYL-2-[(CIS,CIS,CIS,CIS)-5,8,11,14-EICOSATETRAENOYL]-SN-GLYCERO-3-PHOSPHOCHOLINE ARACHIDONIC ACID ETHYL ESTER OLEIC ACID-1-13C 1,2-DI5,8,11,14(ALL-CIS)EICOSATETRAENOYL-SN-GLYCERO-3-PHOSPHOCHOLINE ARACHIDONIC ACID SODIUM SALT, FROM PORCINE LIVER,ARACHIDONIC ACID, PORCINE LIVER, SODIUM SALT Arachidonic Acid Acid in Methyl Acetate-5,6,8,9,11,12,14,15-D8,ARACHIDONIC ACID-D8,ARACHIDONIC ACID (5,6,8,9,11,12,14,15-D8) Omega3-Arachidonic?Acid?(8c,11c,14c,17c) Arachidonic

  • (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)-
  • Arachidonate
  • 5,8,11,14-ALL-CIS-EICOSATETRAENOIC ACID
  • 5,8,11,14-EICOSATETRAENOIC ACID
  • 5,8,11,14-EICOSATETRENOIC ACID
  • (5Z,8Z,11Z,14Z)-Icosa-5,8,11,14-tetraenoic 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)
  • 20:4n-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 (peroxide free)
  • 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〕
  • Arachidonic Acid MaxSpec Standard
  • cis-5,8,11,14-Eicosic Acidtraenoic Acid(C20:4)
  • AA oil (from fermentation)
  • 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
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