(S)-9-Hydroxy-10-trans,12-trans-octadecadienoic acid

Base Information

Chemical Name:(S)-9-Hydroxy-10-trans,12-trans-octadecadienoic acid
CAS No.:18104-44-4
Molecular Formula:C₁₈H₃₂O₃
Molecular Weight:296.45
Hs Code.:
UNII:L3Q9FNW4XM
Nikkaji Number:J58.438J,J58.632C
Wikidata:Q61716224
Metabolomics Workbench ID:2223
Mol file:18104-44-4.mol

Synonyms:beta-Dimorphecolic acid;L3Q9FNW4XM;9S-hydroxy-10E,12E-octadecadienoic acid;(S)-9-Hydroxy-10-trans,12-trans-octadecadienoic acid;UNII-L3Q9FNW4XM;(+)-beta-Dimorphecolic acid;beta-Dimorphecolic acid, (+)-;beta-Dimorphecolic acid, (9S)-;(9S)-Hydroxyoctadeca-(10E,12E)-dienoic acid;(S-(E,E))-9-Hydroxyoctadeca-10,12-dienoic acid;(9S,10E,12E)-9-Hydroxy-10,12-octadecadienoic acid;(S)-9-Hydroxy-10E,12E-octadecadienoic acid;(S)-9-Hydroxy-trans,trans-octadecadienoic acid;(S)-9-Hydroxy-trans,trans-10,12-octadecadienoic acid;10,12-Octadecadienoic acid, 9-hydroxy-, [S-(E,E)]-;10,12-Octadecadienoic acid, 9-hydroxy-, (9S,10E,12E)-;18104-44-4;(+)-Dimorphecolic acid;9-HOD;(9S,10E,12E)-9-hydroxyoctadeca-10,12-dienoic acid;SCHEMBL17911293;.BETA.-DIMORPHECOLIC ACID;CHEBI:190309;LMFA02000187;(+)-.BETA.-DIMORPHECOLIC ACID;.BETA.-DIMORPHECOLIC ACID, (+)-;.BETA.-DIMORPHECOLIC ACID, (9S)-;Q61716224

Suppliers and Price of (S)-9-Hydroxy-10-trans,12-trans-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

TRC
β-DimorphecolicAcid
25mg
$ 15950.00

TRC
β-DimorphecolicAcid
10mg
$ 10725.00

Total 1 raw suppliers

Chemical Property of (S)-9-Hydroxy-10-trans,12-trans-octadecadienoic acid

Chemical Property:

Melting Point:38-40 °C
Boiling Point:416.1±33.0 °C(Predicted)
PSA：57.53000
Density:0.970±0.06 g/cm3(Predicted)
LogP:4.85530
XLogP3:5.3
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:14
Exact Mass:296.23514488
Heavy Atom Count:21
Complexity:295

Purity/Quality:

99% ^*data from raw suppliers

β-DimorphecolicAcid ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CCCCCC=CC=CC(CCCCCCCC(=O)O)O
Isomeric SMILES:CCCCC/C=C/C=C/[C@H](CCCCCCCC(=O)O)O
Uses β-Dimorphecolic acid is the major fatty acid that is present in seed oil extracts of the flowers from the Dimorphotheca family and also rice plants. β-Dimorphecolic acid is thought to be a protecting agent for the rice plants and has also been reported to have anti-angiotenin converting enzyme (ACE) properties.

Technology Process of (S)-9-Hydroxy-10-trans,12-trans-octadecadienoic acid

There total 8 articles about (S)-9-Hydroxy-10-trans,12-trans-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: 83.0%

: 6084-82-8,6114-34-7,6157-02-4,10075-07-7,23324-71-2,65700-62-1,96393-36-1,98524-18-6,114297-06-2,69257-16-5
(R)-9-hydroxy-(10E,12Z)-10,12-octadecadienoic acid methyl ester

: 15514-85-9,18104-44-4,73543-67-6,96745-45-8,98524-19-7,109281-79-0,115185-06-3,127911-30-2,127911-31-3,133397-72-5,133397-73-6,10075-11-3
(9R,10E,12Z)-9-hydroxy-10,12-octadecadienoic acid

Guidance literature:: With potassium carbonate; In methanol;
DOI:10.1039/c39910001197

Reference yield:

: 2420-55-5,116745-32-5,26085-09-6,64080-88-2,7049-66-3,949900-18-9,60476-23-5,6144-28-1,67922-65-0,89718-18-3
linoleic acid

: 29623-28-7
(13S,9Z,11E)-13-hydroxy-9,11-octadecadienoic acid

: 15514-85-9,18104-44-4,73543-67-6,96745-45-8,98524-19-7,109281-79-0,115185-06-3,127911-30-2,127911-31-3,133397-72-5,133397-73-6,10075-11-3
(9R,10E,12Z)-9-hydroxy-10,12-octadecadienoic acid

Guidance literature:: With oxygen; In methanol; at 25 ℃; for 0.333333h; pH=7.5; Temperature; pH-value; stereospecific reaction; Enzymatic reaction;
DOI:10.1016/j.molcatb.2014.03.009

Reference yield:

: 628-71-7
1-Heptyne

: 15514-85-9,18104-44-4,73543-67-6,96745-45-8,98524-19-7,109281-79-0,115185-06-3,127911-30-2,127911-31-3,133397-72-5,133397-73-6,10075-11-3
(9R,10E,12Z)-9-hydroxy-10,12-octadecadienoic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 52 percent / Pd(PPh₃)4, CuI, n-PrNH₂

2: 65 percent / H₂ / Pd/BaCO₃

3: 83 percent / K₂CO₃ / methanol

With propylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen; potassium carbonate; palladium-barium carbonate; In methanol;
DOI:10.1039/c39910001197