13(S)-HPODE

Base Information

• Chemical Name: 13(S)-HPODE
• CAS No.: 33964-75-9
• Molecular Formula: C₁₈H₃₂O₄
• Molecular Weight: 312.45
• Mol file: 33964-75-9.mol

Synonyms:9,11-Octadecadienoicacid, 13-hydroperoxy-, (E,Z)-L- (8CI); 9,11-Octadecadienoic acid,13-hydroperoxy-, [S-(E,Z)]-; (13S,9Z,11E)-13-Hydroperoxy-9,11-octadecadienoicacid; 13(S)-HPODE; 13(S)-Hydroperoxy-9Z,11E-octadecadienoic acid;13(S)-Hydroperoxylinoleic acid; 13-HPOD; 13-HPODE;13-L-Hydroperoxy-9-cis,11-trans-octadecadienoic acid; 13-L-Hydroperoxy-cis-9,trans-11-octadecadienoicacid; 13-L-Hydroperoxylinoleic acid; HPODE; Linoleic acid 13(S)-hydroperoxide;Linoleic acid, 13-hydroperoxy-, L-

Chemical Property of 13(S)-HPODE

Chemical Property:

• Vapor Pressure: 5.53E-10mmHg at 25°C
• Boiling Point: 449.9°Cat760mmHg
• Flash Point: 151°C
• PSA: 66.76000
• Density: 1.002g/cm³
• LogP: 5.35260
• Storage Temp.: ?20°C

Purity/Quality:

98%Min ^*data from raw suppliers

13(S)-HpODE ≥95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,Xi
• Hazard Codes: F,Xi
• Statements: 11-36/37/38
• Safety Statements: 16-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 13(S)-HPODE is a hydroperoxide formed from the oxidation of linoleic acid shown to inhibit platelet aggregation.

Technology Process of 13(S)-HPODE

There total 25 articles about 13(S)-HPODE 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%

methyl 9Z,11E-13-hydroperoxyoctadecadienoate (60900-56-3) → (9Z,11E)-13-hydroperoxyoctadeca-9,11-dienoic acid (5502-90-9,7324-21-2,28529-44-4,33964-75-9,40878-62-4,63121-48-2,73036-16-5,90760-91-1,90760-92-2,97672-38-3,104832-62-4,123410-62-8,126873-57-2,23017-93-8,18320-18-8)

Guidance literature:

With potassium hydroxide; In methanol; for 0.0833333h; Ambient temperature;

DOI:10.1248/cpb.41.1863

Reference yield: 80.0%

linoleic acid (60-33-3,116745-32-5,26085-09-6,64080-88-2,7049-66-3,949900-18-9,60476-23-5,6144-28-1,67922-65-0,89718-18-3) → (9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoic acid (33964-75-9,18320-18-8)

Guidance literature:

With oxygen; In ethanol; at 0 ℃; soybean type I lipoxygenase, pH 9 (borate buffer);

DOI:10.1021/jo00106a037

Reference yield: 80.0%

→ (9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoic acid (33964-75-9,18320-18-8)

Guidance literature:

With lipoxygenase; borate buffer; oxygen; In water; at 5 ℃; for 2h; pH 10.0;

upstream raw materials:

linoleic acid

methyl 9Z,11E-13-hydroperoxyoctadecadienoate

(9E,11E,13R,S)-13-hydroperoxy-9,11-octadecadienoic acid

1,2-Dilinoleoyl-sn-glycerol-3-phosphorylcholine

Downstream raw materials:

(R,S)-coriolic acid

(9E,11E,13R,S)-13-hydroperoxy-9,11-octadecadienoic acid

(9R,S,10E,12E)-9-hydroperoxy-10,12-octadecadienoic acid

(13R,9Z,11E)-13-hydroperoxy-9,11-octadecadienoic acid