Glyceryl palmitoleate

Base Information

• Chemical Name: Glyceryl palmitoleate
• CAS No.: 37515-61-0
• Molecular Formula: C19H36O4
• Molecular Weight: 328.48700
• Hs Code.: 2916190090
• DSSTox Substance ID: DTXSID601316256
• Nikkaji Number: J993.351D
• ChEMBL ID: CHEMBL2075038
• Mol file: 37515-61-0.mol

Synonyms:1-Monopalmitolein;glyceryl palmitoleate;Monopalmitolein;37515-61-0;2,3-dihydroxypropyl (Z)-hexadec-9-enoate;1-Monopalmitoleoyl-rac-glycerol;MG(16:1);Glyceryl 9-hexadecenoate;MG 16:1;1-Palmitoleylglycerol;1-palmitoleoylglycerol;Monopalmitolein (9c);1-Mono(cis-9-hexadecenoyl)-rac-glycerol;1-Palmitoleoyl glycerol;glyceryl mono-palmitoleate;MG(16:1(9Z)/0:0/0:0);SCHEMBL1932536;1-[(9Z)-hexadecenoyl]glycerol;CHEMBL2075038;CHEBI:133596;KVYUBFKSKZWZSV-FPLPWBNLSA-N;DTXSID601316256;MAG 16:1;AKOS040755729;1-Monopalmitoleoyl-rac-glycerol, >=99%;BP-29894;MG(16:1(9Z));PD088512;HY-133948;2,3-dihydroxypropyl (9Z)-hexadec-9-enoate;CS-0135941;MG(16:1/0:0/0:0)

Chemical Property of Glyceryl palmitoleate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 458.17oC at 760 mmHg
• Flash Point: 150.612oC
• PSA: 66.76000
• Density: 0.982g/cm3
• LogP: 4.14010
• Storage Temp.: −20°C
• XLogP3: 5.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 17
• Exact Mass: 328.26135963
• Heavy Atom Count: 23
• Complexity: 289

Purity/Quality:

98%Min ^*data from raw suppliers

1-Monopalmitolein ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCCCC=CCCCCCCCC(=O)OCC(CO)O
• Isomeric SMILES: CCCCCC/C=C\CCCCCCCC(=O)OCC(CO)O
• Uses: 1-Monopalmitolein is a component of bitter melons with possible inhibitory effect on the P-glycoprotein activity in intestinal Caco-2 cells. It may also be used as an apoptotic agent in T-cells.

Technology Process of Glyceryl palmitoleate

There total 9 articles about Glyceryl palmitoleate 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: 68.0%

(Z)-9-hexadecenoic acid methyl ester (1120-25-8,3913-63-1) + glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → monopalmitolein (37515-61-0)

Guidance literature:

With 2-tert-butylimino-2-diethylamino-1,3-dimethyl-perhydro-1,3,2-diazaphosphorine; In dimethyl sulfoxide; at 20 ℃; regioselective reaction;

DOI:10.1055/s-0030-1259912

Reference yield:

(+/-)-2,2-dimethyl-1,3-dioxolan-4-ylmethyl (Z)-9-hexadecenoate (172360-57-5) → monopalmitolein (37515-61-0)

Guidance literature:

With trifluoroacetic acid; In tetrahydrofuran; at 0 ℃;

DOI:10.1023/A:1016285801824

Reference yield:

cis-9-hexadecenoic acid (373-49-9,2091-29-4) → monopalmitolein (37515-61-0)

Guidance literature:

Multi-step reaction with 3 steps

1: oxalyl chloride / benzene / 1 h / Heating

2: pyridine / 60 °C

3: aq. TFA / tetrahydrofuran / 0 °C

With pyridine; oxalyl dichloride; trifluoroacetic acid; In tetrahydrofuran; benzene;

DOI:10.1023/A:1016285801824

upstream raw materials:

(+/-)-2,2-dimethyl-1,3-dioxolan-4-ylmethyl (Z)-9-hexadecenoate

cis-9-hexadecenoic acid

( Z )-hexadec-9-enoyl chloride

C₁₇H₃₀O₂

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