(9R,10S)-(12Z)-9,10-Epoxyoctadecenoic acid

Base Information

• Chemical Name: (9R,10S)-(12Z)-9,10-Epoxyoctadecenoic acid
• CAS No.: 16833-56-0
• Molecular Formula: C₁₈H₃₂O₃
• Molecular Weight: 296.45
• UNII: 7U94YS1WZ0
• Nikkaji Number: J15.563B
• Wikipedia: Coronaric_acid
• Wikidata: Q27158852
• Metabolomics Workbench ID: 2319,201066
• Mol file: 16833-56-0.mol

Synonyms:Coronaric acid;(9R,10S)-(12Z)-9,10-Epoxyoctadecenoic acid;9R,10S-EpOME;16833-56-0;7U94YS1WZ0;9R,10S-epoxy-12Z-octadecenoic acid;UNII-7U94YS1WZ0;(-)-cis-9,10-Epoxy-12(Z)-octadecenoic acid;(2R,3S)-3-(2Z)-2-Octen-1-yl-2-oxiraneoctanoic acid;Oxiraneoctanoic acid, 3-(2Z)-2-octenyl-, (2R,3S)-;8-[(2R,3S)-3-[(Z)-oct-2-enyl]oxiran-2-yl]octanoic acid;2-Oxiraneoctanoic acid, 3-(2Z)-2-octen-1-yl-, (2R,3S)-;9(10)-EpOME;SCHEMBL2511769;CHEBI:86022;LMFA02000283;(9R,10S)-9(10)-EpOME;9(R),10(S)-Epoxy-12(Z)-octadecenoic acid;9(R),10(S)-Epoxy-12(Z)-octadecenoic acid,97+%;Q27158852;8-{(2R,3S)-3-[(2Z)-oct-2-en-1-yl]oxiran-2-yl}octanoic acid

Chemical Property of (9R,10S)-(12Z)-9,10-Epoxyoctadecenoic acid

Chemical Property:

• Boiling Point: 422.6±18.0 °C(Predicted)
• PKA: 4.78±0.10(Predicted)
• PSA: 0.00000
• Density: 0.969±0.06 g/cm3(Predicted)
• LogP: 0.00000
• XLogP3: 5.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 14
• Exact Mass: 296.23514488
• Heavy Atom Count: 21
• Complexity: 299

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCCCC=CCC1C(O1)CCCCCCCC(=O)O
• Isomeric SMILES: CCCCC/C=C\C[C@H]1[C@H](O1)CCCCCCCC(=O)O
• Uses: Coronaric Acid, is a mono-unsaturated, epoxide derivative of the di-saturated fatty acid, linoleic acid. It is found in the seed oils derived from plants in sunflower family such as (Helianthus annuus)[2] and Xeranthemum annuum.

Technology Process of (9R,10S)-(12Z)-9,10-Epoxyoctadecenoic acid

There total 1 articles about (9R,10S)-(12Z)-9,10-Epoxyoctadecenoic 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:

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) → (+/-)-cis-9,10-epoxy-12(Z)-octadecenoic acid (16833-56-0,61949-82-4,65167-83-1,110658-06-5,113972-57-9,126639-25-6,132201-82-2,135094-09-6,146987-78-2) + (+/-)-cis-12,13-epoxy-9(Z)-octadecenoic acid (17966-13-1,16833-57-1,7576-35-4)

Guidance literature:

With peroxygenase from tomato yeast extract; dihydrogen peroxide; In aq. acetate buffer; at 30 ℃; for 1h; pH=6; Enzymatic reaction;

DOI:10.1016/j.phytochem.2013.02.020

upstream raw materials:

linoleic acid

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