Arachidonyl alcohol

Base Information

• Chemical Name: Arachidonyl alcohol
• CAS No.: 13487-46-2
• Molecular Formula: C20H34 O
• Molecular Weight: 290.489
• Hs Code.: 2905290000
• DSSTox Substance ID: DTXSID30447409
• Wikidata: Q27147187
• Metabolomics Workbench ID: 199840
• Mol file: 13487-46-2.mol

Synonyms:Arachidonyl alcohol;13487-46-2;(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraen-1-ol;ARACHIDONYL ALCOHOL APPROX 99;(5Z,8Z,11Z,14Z)-icosatetraen-1-ol;SCHEMBL309118;CHEBI:77577;DTXSID30447409;NYBCZSBDKXGAGM-DOFZRALJSA-N;AKOS040744174;ARACHIDONYL ALCOHOL APPROX 99%;(5Z,8Z,11Z,14Z)-1-icosatetraenol;(5Z,8Z,11Z,14Z)-eicosatetraen-1-ol;MS-24150;all-cis-icosa-5,8,11,14-tetraen-1-ol;all-cis-eicosa-5,8,11,14-tetraen-1-ol;HY-135801;CS-0114199;5(Z),8(Z),11(Z),14(Z)-Eicosatetraenol;Q27147187;(5Z,8Z,11Z,14Z)-eicosa-5,8,11,14-tetraen-1-ol

Chemical Property of Arachidonyl alcohol

Chemical Property:

• PSA: 20.23000
• LogP: 6.12440
• Storage Temp.: −20°C
• XLogP3: 6.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 14
• Exact Mass: 290.260965704
• Heavy Atom Count: 21
• Complexity: 297

Purity/Quality:

98%min ^*data from raw suppliers

Arachidonicalcohol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC=CCC=CCC=CCC=CCCCCO
• Isomeric SMILES: CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCCO

Technology Process of Arachidonyl alcohol

There total 14 articles about Arachidonyl alcohol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

all cis 5,8,11,14-eicosatetraenoic acid (506-32-1,236743-58-1) → arachidonyl alcohol (13487-46-2)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; 1.) 30 min, 10 deg C, 2.) 30 min, reflux;

Reference yield: 93.0%

methyl arachidonate (2566-89-4) → arachidonyl alcohol (13487-46-2)

Guidance literature:

methyl arachidonate; With lithium aluminium tetrahydride; In diethyl ether; at 0 ℃; for 1h;

With water; ammonium chloride; In diethyl ether; ethyl acetate;

Reference yield: 91.0%

ethyl arachidonate (95285-77-1,1808-26-0) → arachidonyl alcohol (13487-46-2)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 0.916667h; Inert atmosphere;

upstream raw materials:

methyl arachidonate

all-cis-8,11,14-eicosatrienoic acid methyl ester

eicosa-5,8,11,14-tetrayn-1-ol

all cis 5,8,11,14-eicosatetraenoic acid

Downstream raw materials:

arachidonoyldopamine

C₃₄H₅₂O₈

C₃₁H₄₆O₅

tert-butyldiphenyl((17Z,20Z,23Z,26Z)-12-(phenylsulfonyl)dotriaconta-17,20,23,26-tetraenyloxy)silane

Refernces

• 1、 Cano, Carolina,Paez, Juan Antonio,Goya, Pilar,Serrano, Antonia,Pavon, Javier,Rodriguez de Fonseca, Fernando,Suardiaz, Margarita,Martin, Maria Isabel. "Synthesis and pharmacological evaluation of sulfamide-based analogues of anandamide". . p. 4889 - 4895. Retrieved 2009.
• 2、 Anderl, Felix,Balkenhohl, Moritz,Carreira, Erick M.,Fink, Moritz,Pfaff, Patrick. "Azoacetylenes for the Synthesis of Arylazotriazole Photoswitches". supporting information. p. 14495 - 14501. Retrieved 2021/09/18.
• 3、 -. "LIPID COMPOUNDS AND COMPOSITIONS AND THEIR OPTHALMIC USE". Page/Page column 63. . Retrieved 2017/07/23.