1-Monolinolenoyl-rac-glycerol

Base Information

• Chemical Name: 1-Monolinolenoyl-rac-glycerol
• CAS No.: 18465-99-1
• Molecular Formula: C21H36 O4
• Molecular Weight: 352.514
• Hs Code.: 2916190090
• European Community (EC) Number: 242-347-2
• NSC Number: 607761
• UNII: D653SPR2BC
• DSSTox Substance ID: DTXSID001018171
• Nikkaji Number: J1.381.307H
• Metabolomics Workbench ID: 129770
• ChEMBL ID: CHEMBL255922
• Mol file: 18465-99-1.mol

Synonyms:18465-99-1;Glyceryl linolenate;1-Monolinolenoyl-rac-glycerol;Linolenin, 1-mono-;Glyceryl monolinolenate;2,3-dihydroxypropyl (9Z,12Z,15Z)-octadeca-9,12,15-trienoate;1-Linolenoylglycerol;1-Monolinolenin;UNII-D653SPR2BC;.alpha.-Glyceryl linolenate;monolinolenin;D653SPR2BC;CHEBI:75577;EINECS 242-347-2;NSC607761;2,3-Dihydroxypropyl (9Z,12Z,15Z)-9,12,15-octadecatrienoate;9,12,15-Octadecatrienoic acid, 2,3-dihydroxypropyl ester, (Z,Z,Z)-;9,12,15-Octadecatrienoic acid, 2,3-dihydroxypropyl ester;9,12,15-Octadecatrienoic acid, 2,3-dihydroxypropyl ester, (9Z,12Z,15Z)-;9,12,15-Octadecatrienoicacid, 2,3-dihydroxypropyl ester, (9Z,12Z,15Z)-;UNII-SGB6X4G86K;26545-75-5;75685-85-7;MG 18:3;1-alpha-linolenoylglycerol;GLYCERYL 1-LINOLENATE;DL-1-alpha-linolenoylglycerol;rac-1-alpha-linolenoylglycerol;CHEMBL255922;MEGxp0_000238;SCHEMBL1580284;2, 3- dihydroxypropyl (9Z, 12Z, 15Z)- 9, 12, 15- octadecatrienoate;ACon1_000547;CHEBI:75610;GGJRAQULURVTAJ-PDBXOOCHSA-N;DTXSID001018171;AKOS040735506;NSC-607761;NCGC00168974-01;1-(9Z,12Z,15Z-octadecatrienoyl)-glycerol;rac-(9Z,12Z,15Z)-octadecatrienoylglycerol;Linolenic acid, monoester with 1,2,3-propanetriol;3-O-(9Z,12Z,15Z-OCTADECATRIENOYL)GLYCEROL;2,3-Dihydroxypropyl (12Z,15Z)-9,12,15-octadecatrienoate #;(9Z,12Z,15Z)-2,3-dihydroxypropyl octadeca-9,12,15-trienoate;rac-2,3-dihydroxypropyl (9Z,12Z,15Z)-octadeca-9,12,15-trienoate

Chemical Property of 1-Monolinolenoyl-rac-glycerol

Chemical Property:

• Vapor Pressure: 1.96E-11mmHg at 25°C
• Melting Point: 284 °C
• Boiling Point: 484.8°C at 760 mmHg
• PKA: 13.16±0.20(Predicted)
• Flash Point: 157.8°C
• PSA: 66.76000
• Density: 0.993g/cm³
• LogP: 4.47230
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 17
• Exact Mass: 352.26135963
• Heavy Atom Count: 25
• Complexity: 385

Purity/Quality:

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC=CCC=CCC=CCCCCCCCC(=O)OCC(CO)O
• Isomeric SMILES: CC/C=C\C/C=C\C/C=C\CCCCCCCC(=O)OCC(CO)O

Technology Process of 1-Monolinolenoyl-rac-glycerol

There total 7 articles about 1-Monolinolenoyl-rac-glycerol 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: 69.0%

1,2-acetonide-3-(9,12,15-octadecatrienoyl)glycerol (57156-93-1) → 2,3-dihydroxypropyl (9Z,12Z,15Z)-9,12,15-octadecatrienoate (18465-99-1,56554-41-7,75685-85-7)

Guidance literature:

With methanol; In dichloromethane; at 20 ℃; for 48h;

DOI:10.1007/s11746-006-1001-9

Reference yield:

cis,cis,cis-9,12,15-octadecatrienoyl chloride (59044-29-0) → 2,3-dihydroxypropyl (9Z,12Z,15Z)-9,12,15-octadecatrienoate (18465-99-1,56554-41-7,75685-85-7)

Guidance literature:

With quinoline; chloroform; at 25 ℃; und Behandeln des Produkts mit wss. HCl in Aether;

Reference yield:

α-linolenic acid anhydride (55726-27-7) → 2,3-dihydroxypropyl (9Z,12Z,15Z)-9,12,15-octadecatrienoate (18465-99-1,56554-41-7,75685-85-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 69.5 percent / DMAP / benzene / 8 h / Ambient temperature

2: 43 percent / TFA / CH₂Cl₂ / 12 h / 0 °C

With dmap; trifluoroacetic acid; In dichloromethane; benzene;

DOI:10.1021/jm00379a019

upstream raw materials:

1,2-acetonide-3-(9,12,15-octadecatrienoyl)glycerol

cis,cis,cis-9,12,15-octadecatrienoyl chloride

trilinolenin

dihydrocaffeic acid

Downstream raw materials:

1-linolenoyl-2,3-bis(4-aminobutyryl)propane-1,2,3-triol

1,2-dilinolenoyl-3-(4-aminobutyryl)propane-1,2,3-triol