Methyl arachidonate - Moligand™, ≥90%(GC) , CAS No.2566-89-4

CAS: 2566-89-4 Cat. No.: M140847 Formula: C₂₁H₃₄O₂ Peso molecolare: 318.49 Beilstein Registry Number: 1714445 Numero EC: 219-900-1

GRADE & PURITY Moligand™, ≥90%(GC)

Synonyms

(5Z,8Z,11Z,14Z)-icosatetraenoate methyl ester | AKOS000201174 | cis-5,8,11,14-Eicosatetraenoic acidmethyl ester | (5Z,8Z,11Z,14Z)-Methylicosa-5,8,11,14-tetraenoate | 5,8,11,14-Eicosatetraenoic acid, methyl ester, (all-Z)- (8CI); Arachidonic acid, methyl e

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Application

228,229

Panoramica

Arachidonic Acid methyl ester is the keystone essential fatty acid at the origin of the arachidonic acid cascade. It is converted by cyclooxygenase, lipoxygenase, and epoxygenase enzymes into more than one hundred fifty different potent primary autacoid metabolites in species ranging from fungi to plants to mammals. Arachidonic acid is stored in tissue phospholipids in esterified form, where it comprises a small but critically controlled percentage of the polyunsaturated fatty acid pool. Arachidonic acid content is frequently measured by the saponification of the lipid fraction followed by methyl esterification and gas chromatographic analysis of the resulting FAME (fatty acid methyl ester) compounds. Arachidonic acid methyl ester can also be incorporated into dietary regimens or fed to cultured cells as a source of exogenous arachidonate.
The keystone essential fatty acid at the origin of the arachidonic acid cascade

Specifications

Sinonimi

(5Z,8Z,11Z,14Z)-icosatetraenoate methyl ester | AKOS000201174 | cis-5,8,11,14-Eicosatetraenoic acidmethyl ester | (5Z,8Z,11Z,14Z)-Methylicosa-5,8,11,14-tetraenoate | 5,8,11,14-Eicosatetraenoic acid, methyl ester, (all-Z)- (8CI); Arachidonic acid, methyl e

Specifiche e purezza

Moligand™, ≥90%(GC)

Meccanismi biochimici e fisiologici

与大多数不饱和脂肪酸甲酯不同，花生四烯酸甲酯在 5 50 μM 时是蛋白激酶 C 的强效激活剂。在有效浓度范围的低端，因环加氧酶产物而产生作用，而脂氧合酶产物在较高浓度下介导效果。

Condizioni di conservazione di stoccaggio

Store at -20°C

Spedito in

Ice chest + Ice pads

Questo prodotto richiede spedizione a catena fredda. I servizi di terra e altri servizi economici non sono disponibili.

Grado

Moligand™

Purezza

≥90%(GC)

Nomi e identificatori

Pubchem Sid

504764126

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/504764126

Sorrisi canonici

CCCCCC=CCC=CCC=CCC=CCCCC(=O)OC

IUPAC Name

methyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate

InChIKey

OFIDNKMQBYGNIW-ZKWNWVNESA-N

INCHI

1S/C21H34O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21(22)23-2/h7-8,10-11,13-14,16-17H,3-6,9,12,15,18-20H2,1-2H3/b8-7-,11-10-,14-13-,17-16-

Isomeri SMILES

CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OC

Peso molecolare

318.49

Beilstein

1714445

Reaxy-Rn

22931884

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=22931884&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Classe Fatty Acyls
      • Subclass Fatty acid esters

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Classe: Fatty Acyls
• Subclass: Fatty acid esters
• Intermediate Tree Nodes: Not available
• Direct Parent: Fatty acid methyl esters
• Alternative Parents: Methyl esters Monocarboxylic acids and derivatives Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Fatty acid methyl ester - Methyl ester - Carboxylic acid ester - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic acyclic compound
• Descrizione: This compound belongs to the class of organic compounds known as fatty acid methyl esters. These are compounds containing a fatty acid that is esterified with a methyl group. They have the general structure RC(=O)OR', where R=fatty aliphatic tail or organyl group and R'=methyl group.
• External Descriptors: fatty acid methyl ester

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Proprietà chimiche e fisiche

• Solubilità: Soluble in heptane (10 mg/ml), ethanol, DMSO, DMF, and ethanol:PBS(pH 7.2)(1:1) (~0.5 mg/ml)
• Sensibilità: Moisture sensitive
• Indice di rifrazione: 1.49
• Punto di ebollizione (°C): 403.94 °C
• Peso molecolare: 318.500 g/mol
• XLogP3: 6.600
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 15
• Exact Mass: 318.256 Da
• Monoisotopic Mass: 318.256 Da
• Topological Polar Surface Area: 26.300 Ų
• Heavy Atom Count: 23
• Formal Charge: 0
• Complexity: 375.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 4
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 4
• Covalently-Bonded Unit Count: 1