(9Z,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoic acid

Base Information

• Chemical Name: (9Z,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoic acid
• CAS No.: 81325-65-7
• Molecular Formula: C18H30O3
• UNII: OI8UM3P94Z
• DSSTox Substance ID: DTXSID301214069
• Metabolomics Workbench ID: 46615
• Mol file: 81325-65-7.mol

Synonyms:16-Hote;OI8UM3P94Z;(9Z,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoic acid;81325-65-7;UNII-OI8UM3P94Z;16-Hydroxy-9Z,12Z,14E-octadecatrienoic acid;9,12,14-Octadecatrienoic acid, 16-hydroxy-, (E,Z,Z)-;16-Hydroxy-9,12,14-octadecatrienoic acid, (9Z,12Z,14E)-;(9Z,12Z,14E)-16-hydroxyoctadeca-9,12,14-trienoic acid;SCHEMBL9472082;CHEBI:190317;DTXSID301214069

Chemical Property of (9Z,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoic acid

Chemical Property:

• XLogP3: 4.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 13
• Exact Mass: 294.21949481
• Heavy Atom Count: 21
• Complexity: 329

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C=CC=CCC=CCCCCCCCC(=O)O)O
• Isomeric SMILES: CCC(/C=C/C=C\C/C=C\CCCCCCCC(=O)O)O

Technology Process of (9Z,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoic acid

There total 1 articles about (9Z,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoic acid 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:

(9Z,12Z,15Z)-octadeca-9-12,15-trienoic acid (463-40-1,1955-33-5,21661-10-9,21661-09-6,21661-13-2,21661-11-0) → (9Z,11E,13R,15Z)-13-hydroxyoctadeca-9,11,15-trienoic acid + 9-hydroxy-trans-10,cis-12,cis-15-octadecatrienoic acid (51197-09-2) + 9‐oxo‐10E,12Z‐octadecanoic acid (54232-59-6) + (9Z,12Z,14E)-16-hydroxyoctadeca-9,12,14-trienoic acid (81325-65-7) + (+)-(9Z,11E,13S,15Z)-13-hydroxyoctadeca-9,11,15-trienoic acid (87984-82-5) + 12-hydroxy-cis,trans,cis-9,13,15-octadecatrienoic acid (81325-64-6) + (9Z,11E,15Z)-13-oxooctadeca-9,11,15-trienoic acid

Guidance literature:

(9Z,12Z,15Z)-octadeca-9-12,15-trienoic acid; With Physcomitrella patens lipoxygenase PpLOX₂; oxygen; for 0.5h; pH=7.0; aq. phosphate buffer; Enzymatic reaction;

With sodium tetrahydroborate; In methanol; for 0.5h; enantiospecific reaction;

DOI:10.1016/j.phytochem.2008.11.012

Reference yield:

(9Z,12Z,14E)-16-hydroxyoctadeca-9,12,14-trienoic acid (81325-65-7) → Benzoic acid (2E,4Z,7Z)-1-ethyl-15-methoxycarbonyl-pentadeca-2,4,7-trienyl ester (106062-77-5)

Guidance literature:

DOI:10.1016/S0040-4039(00)84508-6

upstream raw materials:

(9Z,12Z,15Z)-octadeca-9-12,15-trienoic acid

Downstream raw materials:

Benzoic acid (2E,4Z,7Z)-1-ethyl-15-methoxycarbonyl-pentadeca-2,4,7-trienyl ester