9-Oxo-10,12-octadecadienoic acid

Base Information

Chemical Name:9-Oxo-10,12-octadecadienoic acid
CAS No.:54232-58-5
Molecular Formula:C18H30O3
Molecular Weight:294.434
Hs Code.:
DSSTox Substance ID:DTXSID301347858
Nikkaji Number:J834.677A,J767.169E
Wikidata:Q27140184
Metabolomics Workbench ID:136775
ChEMBL ID:CHEMBL465240
Mol file:54232-58-5.mol

Synonyms:9-keto-10,12-octadecadienoic acid;9-oxo-10,12-octadecadienoic acid;9-oxo-10,12-ODDA

Suppliers and Price of 9-Oxo-10,12-octadecadienoic acid

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Cayman Chemical
9-oxo-10(E),12(E)-Octadecadienoic Acid ≥90%
5mg
$ 424.00

Cayman Chemical
9-oxo-10(E),12(E)-Octadecadienoic Acid ≥90%
1mg
$ 101.00

Cayman Chemical
9-oxo-10(E),12(E)-Octadecadienoic Acid ≥90%
500μg
$ 54.00

Total 25 raw suppliers

Chemical Property of 9-Oxo-10,12-octadecadienoic acid

Chemical Property:

Boiling Point:449.2±28.0 °C(Predicted)
PKA:4.77±0.10(Predicted)
PSA：54.37000
Density:0.966±0.06 g/cm3(Predicted)
LogP:5.06350
XLogP3:5.2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:14
Exact Mass:294.21949481
Heavy Atom Count:21
Complexity:329

Purity/Quality:

95.0% ^*data from raw suppliers

9-oxo-10(E),12(E)-Octadecadienoic Acid ≥90% ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CCCCCC=CC=CC(=O)CCCCCCCC(=O)O
Isomeric SMILES:CCCCC/C=C/C=C/C(=O)CCCCCCCC(=O)O
Description 9-oxo-10(E),12(E)-Octadecadienoic acid (9-oxoODA) is a natural agonist, abundant in tomatoes, that activates PPARα at 10-20 μM. It is produced from conjugated linoleic acid, which is also known to be a PPARα agonist. 9-oxoODA increases the expression of genes regulated by PPARα in primary mouse hepatocytes, altering lipid metabolism.

Technology Process of 9-Oxo-10,12-octadecadienoic acid

There total 11 articles about 9-Oxo-10,12-octadecadienoic 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: 100.0%

: 115185-06-3
9-Hode

: 54232-58-5
9-oxo-(10E,12E)-octadeca-10,12-dienoic acid

Guidance literature:: With dipyridinium dichromate; In chloroform; at 0 ℃;
DOI:10.1016/j.chemphyslip.2005.08.003

Reference yield: 80.0%

: 1333494-54-4
(2'S)-1-O-(9-oxo-10(E),12(E)-octadecadienoyl) glycerol

: 54232-58-5
9-oxo-(10E,12E)-octadeca-10,12-dienoic acid

Guidance literature:: With lithium hydroxide monohydrate; In tetrahydrofuran; water; at 20 ℃; for 1h;
DOI:10.1055/s-0033-1340078

Reference yield:

: 4196-95-6
azeleic acid anhydride

: 54232-58-5
9-oxo-(10E,12E)-octadeca-10,12-dienoic acid

Guidance literature:: Multi-step reaction with 5 steps

1: aluminum (III) chloride / dichloromethane / 26 h / 0 - 20 °C

2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 3 h / 20 °C

3: triphenylphosphine / toluene / 27 h / 120 °C / Inert atmosphere

4: acetic acid / water / 0.5 h / 50 °C

5: lithium hydroxide monohydrate / tetrahydrofuran; water / 1 h / 20 °C

With dmap; aluminum (III) chloride; lithium hydroxide monohydrate; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; In tetrahydrofuran; dichloromethane; water; toluene;
DOI:10.1055/s-0033-1340078