Myristoleic acid

Base Information

• Chemical Name: Myristoleic acid
• CAS No.: 544-64-9
• Molecular Formula: C14H26 O2
• Molecular Weight: 226.359
• Hs Code.: 2916190090
• European Community (EC) Number: 208-876-8
• UNII: RF23WGD123
• ChEMBL ID: CHEMBL456732
• DSSTox Substance ID: DTXSID5041568
• Metabolomics Workbench ID: 485
• NCI Thesaurus Code: C68394
• Nikkaji Number: J11.362J
• Wikidata: Q58221
• Wikipedia: Myristoleic_acid
• Mol file: 544-64-9.mol

Synonyms:9-tetradecenoic acid;myristoleic acid

Chemical Property of Myristoleic acid

Chemical Property:

• Vapor Pressure: 1.77E-05mmHg at 25°C
• Melting Point: −4.5-−4 °C(lit.)
• Refractive Index: n20/D 1.4562(lit.)
• Boiling Point: 144 °C0.6 mm Hg(lit.)
• PKA: 4.78±0.10(Predicted)
• Flash Point: 206.5°C
• PSA: 37.30000
• Density: 0.913g/cm³
• LogP: 4.54810
• Storage Temp.: −20°C
• Solubility.: Benzene (Slightly), Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 11
• Exact Mass: 226.193280068
• Heavy Atom Count: 16
• Complexity: 185

Purity/Quality:

98%,99%, ^*data from raw suppliers

Myristoleic acid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Lipids -> Unambiguous Lipids
• Canonical SMILES: CCCCC=CCCCCCCCC(=O)O
• Isomeric SMILES: CCCC/C=C\CCCCCCCC(=O)O
• Uses: Myristoleic Acid induces apoptosis and necrosis in human prostrate cancer cell LNCaP, and is of a potential for developing an attractive new tool for the treatment of prostrate cancer.

Technology Process of Myristoleic acid

There total 12 articles about Myristoleic 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: 50.0%

cis-9-cetyl myristoleate (64660-84-0) → myristoleic acid (544-64-9) + 1-Hexadecanol (36653-82-4,124-29-8)

Guidance literature:

With sodium hydroxide; In water; acetone; for 14h; Heating;

DOI:10.1002/jps.2600830307

Reference yield:

→ myristoleic acid (544-64-9) + n-tetradecanoic acid (544-63-8)

Guidance literature:

In methanol; at -6.67667 - 50 ℃; for 1h; Purification / work up;

Reference yield:

myristoleic acid ethyl ester (24880-50-0) → myristoleic acid (544-64-9)

Guidance literature:

With sodium hydroxide;

upstream raw materials:

myristoleic acid ethyl ester

9-tetradecynoic acid

cis-9-cetyl myristoleate

(Z)-9-tetradecen-1-ol

Downstream raw materials:

Z-tetradec-9-enoic acid [3-(2-diethylamino-acetylamino)-2,4-dimethyl-phenyl]-amide

(Z)-9-tetradecenylamine

10-hydroxytetradecanoic acid

Z-9-Tetradecenoyl fluoride

Refernces

• 1、 -. "COMMERCIAL METHOD FOR PRODUCTION OF ROOM TEMPERATURE-LIQUID CETYL MYRISTOLEATE". Page/Page column 8-10. . Retrieved 2008/12/04.
• 2、 Diehl,May. "Cetyl myristoleate isolated from Swiss albino mice: An apparent protective agent against adjuvant arthritis in rats". . p. 296 - 299. Retrieved 2007/10/02.