Glyceryl 1,3-dipalmitate

Base Information

• Chemical Name: Glyceryl 1,3-dipalmitate
• CAS No.: 502-52-3
• Molecular Formula: C35H68 O5
• Molecular Weight: 568.922
• Hs Code.: 2915900090
• European Community (EC) Number: 207-942-3,247-886-7
• UNII: 52PAE2F168
• DSSTox Substance ID: DTXSID40964531
• Nikkaji Number: J6.202B
• Wikidata: Q27147217
• ChEMBL ID: CHEMBL2074860
• Mol file: 502-52-3.mol

Synonyms:1,3-Dipalmitin;Glyceryl 1,3-dipalmitate;502-52-3;1,3-Dipalmitoyl-glycerol;1,3-Dipalmitoylglycerol;Glycerol 1,3-dipalmitate;2-Hydroxypropane-1,3-diyl dipalmitate;1,3-Di-(hexadecanoyl)-glycerol;alpha,gamma-dipalmitin;1,3-Dihexadecanoylglycerol;Glycerol dipalmitate;Glyceryl dipalmitate;2-hydroxypropane-1,3-diyl dihexadecanoate;Palmitin, 1,3-di-;1,3-Dipalmitoylglycerin;(3-hexadecanoyloxy-2-hydroxypropyl) hexadecanoate;Hexadecanoic acid, 2-hydroxy-1,3-propanediyl ester;Glycerol 1,3-dihexadecanoate;UNII-52PAE2F168;CHEBI:77619;52PAE2F168;EINECS 207-942-3;Hexadecanoic acid, diester with 1,2,3-propanetriol;1,3-Dihexa-decanoyl-rac-glycerol;a,a'-Dipalmitin;1,3-Di-Palmitin;.alpha.,.gamma.-Dipalmitin;3-(hexadecanoyloxy)-2-hydroxypropyl hexadecanoate;(3-hexadecanoyloxy-2-hydroxy-propyl) hexadecanoate;SCHEMBL471830;UNII-7775E5IR3L;1,3-Di-O-hexadecanoylglycerol;CHEMBL2074860;DTXSID40964531;Glycerol 1,2(3)-dihexadecanoate;7775E5IR3L;EINECS 247-886-7;1,3-di(hexadecanoyloxy)-2-propanol;BBL010948;Glyceryl 1,3-dipalmitate, >=99%;MFCD00042877;s5745;STK802054;AKOS005622728;Diacylglycerol(16:0/0:0/16:0);BP-29843;VS-02764;AI3-03501;FT-0699568;2-Hydroxy-3-(palmitoyloxy)propyl palmitate #;D-6004;DAG(16:0/0:0/16:0);Hexadecanoic acid 2-hydroxy-1,3-propanediyl ester;J-016507;DG(16:0/0:0/16:0);Q27147217;HEXADECANOIC ACID, 1,1'-(2-HYDROXY-1,3-PROPANEDIYL) ESTER

Chemical Property of Glyceryl 1,3-dipalmitate

Chemical Property:

• Melting Point: 72-74 °C
• Boiling Point: 628.6 °C at 760 mmHg
• PKA: 12.63±0.20(Predicted)
• Flash Point: 177.7 °C
• PSA: 72.83000
• Density: 0.93 g/cm³
• LogP: 10.39630
• Storage Temp.: −20°C
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 14
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 34
• Exact Mass: 568.50667527
• Heavy Atom Count: 40
• Complexity: 490

Purity/Quality:

98%min ^*data from raw suppliers

Glycerol 1,3-Dipalmitate ^*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: CCCCCCCCCCCCCCCC(=O)OCC(COC(=O)CCCCCCCCCCCCCCC)O
• Uses: A glycidol fatty acid esters in edible oils. An acyl acceptor for the unspecific bifunctional wax ester synthase/acyl-CoA:Diacylglycerol acyltransferase.

Technology Process of Glyceryl 1,3-dipalmitate

There total 44 articles about Glyceryl 1,3-dipalmitate 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: 91.0%

vinyl palmitate (693-38-9) + glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → hexadecanoic acid, 2-hydroxy-1,3-propanediyl ester (502-52-3)

Guidance literature:

With Candida antarctica lipase; In dichloromethane;

DOI:10.1007/s11746-006-1001-9

Reference yield: 88.0%

1,3-dipalmitoyloxy-2-propanone (24472-45-5) → hexadecanoic acid, 2-hydroxy-1,3-propanediyl ester (502-52-3)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; water; benzene; at 0 - 5 ℃;

DOI:10.1016/j.ejps.2005.01.018

Reference yield: 85.0%

4-hydroxymethyl-1,3-dioxolan-2-one (931-40-8) + palmitic anhydride (623-65-4) → hexadecanoic acid, 2-hydroxy-1,3-propanediyl ester (502-52-3)

Guidance literature:

4-hydroxymethyl-1,3-dioxolan-2-one; palmitic anhydride; at 80 ℃; for 7h;

With 1,4-diaza-bicyclo[2.2.2]octane; at 195 - 200 ℃; for 2h;

DOI:10.1007/s11746-012-2165-0

upstream raw materials:

1,3-Dichloro-2-propanol

sodium palmitate

triacetylglycerol

glyceroltripalmitate

Downstream raw materials:

2-chloro-1,3-(dipalmitoyloxy)propane

1,3-Dicyclohexylurea

2-Oleodipalmitin

1,3-dihexadecanoyl-2-(9,12-octadecadienoyl)glycerol

Refernces

• 1、 Guttenberger, Nikolaus,Sagmeister, Peter,Glabonjat, Ronald A.,Hirner, Stefan,Francesconi, Kevin A.. "Facile access to arsenic-containing triacylglycerides". . p. 362 - 364. Retrieved 2017.
• 2、 Lalanne, Muriel,Paci, Angelo,Andrieux, Karine,Dereuddre-Bosquet, Nathalie,Clayette, Pascal,Deroussent, Alain,Re, Micheline,Vassal, Gilles,Couvreur, Patrick,Desmaele, Didier. "Synthesis and biological evaluation of two glycerolipidic prodrugs of didanosine for direct lymphatic delivery against HIV". . p. 2237 - 2240. Retrieved 2007.
• 3、 Dhaneshwar, Suneela,Tewari, Kunal,Joshi, Sonali,Godbole, Dhanashree,Ghosh, Pinaki. "Diglyceride prodrug strategy for enhancing the bioavailability of norfloxacin". . p. 307 - 313. Retrieved 2011.
• 4、 -. "LIPID PRODRUGS OF JAK INHIBITORS AND USES THEREOF". Paragraph 00397; 00400. . Retrieved 2020/09/12.
• 5、 -. "LIPID PRODRUGS OF GLUCOCORTICOIDS AND USES THEREOF". Paragraph 00390; 00393. . Retrieved 2020/09/12.