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1-Monostearin

pharmaceutical raw materials
1-Monostearin structure

1-Monostearin 

structure
  • CAS No:

    123-94-4

  • Formula:

    C21H42O4

  • Chemical Name:

    1-Monostearin

  • Synonyms:

    Octadecanoic acid,2,3-dihydroxypropyl ester;Stearin,1-mono-;Aldo 33;Aldo 75;Glycerol α-monostearate;α-Monostearin;1-Monostearin;Stearic acid 1-monoglyceride;Glycerin 1-monostearate;1-Monostearoylglycerol;Glycerol 1-monostearate;Glyceryl 1-monostearate;Sandin EU;Glycerin 1-stearate;1-Glyceryl stearate;Tegin 55G;Emerest 2407;Aldo MSD;Aldo MSLG;Glycerol 1-stearate;Stearic acid α-monoglyceride;3-Stearoyloxy-1,2-propanediol;1-Monooctadecanoylglycerol;2,3-Dihydroxypropyl octadecanoate;(±)-2,3-Dihydroxypropyl octadecanoate;1-monostearoyl-rac-glycerol;Glyceryl 1-octadecanoate;NSC 3875;AS 8 (surfactant);2,3-Dihydroxypropyl stearate;1-Stearoyl-rac-glycerol;1-Monostearoyl-rac-glycerol;22610-63-5;342394-34-7

  • Categories:

    Organic Chemistry  >  Carboxylic Acids and Derivatives

Description

ChEBI: A rac-1-monoacylglycerol composed of equal amounts of 3-stearoyl-sn-glycerol and 1-stearoyl-sn-glycerol.Monostearin (also known as 1-Stearoyl-rac-glycerol) is a long chain molecule typically occurring in the body as a by-product of the breakdown of fats. It is one of the panels of serum metabolic biomarkers for detecting and diagnosing cancer, especial ovarian cancer. It is also used in the development of drug delivery vehicles such as nanoparticles and microemulsions. It can also be


DryPowder; DryPowder, OtherSolid, Liquid; Liquid; PelletsLargeCrystals|white to pale yellow wax-like solid with a mild fatty odour


1-monostearoylglycerol is a 1-monoglyceride that has stearoyl as the acyl group. It has a role as an algal metabolite and a Caenorhabditis elegans metabolite.|Glycerol monostearate, commonly known as GMS, is the glycerol ester of stearic acid . It is commonly used as an emulsifier in foods.

1-Monostearin Basic Attributes

358.55600

358.56

500-265-7

3875

DTXSID7027968|DTXSID7029160

2915709000

Characteristics

66.76000

5.1443

Colorless, non - smelling, and sweet - like powder

0.9678 g/cm3 @ Temp: 20 °C

40.5 °C

476.9ºC at 760 mmHg

151.9ºC

insoluble in water; soluble in hot oils, organic solvents

-20ºC

Safety Information

1

24/25

P264, P280, P302+P352, P305+P351+P338, P321, P332+P313, P337+P313, P362

H315

Not Classified

Drug Information

glyceryl monostearate

1-Monostearin Use and Manufacturing

Methods of Manufacturing

1、esterificated from glycerin and Stearic acid.put Stearic acid, glycerol and sodium hydroxide into the reaction pot, after heating and stirring, started to stirring and then put nitrogen through it , heat and reaction at 185℃ for 7 hours , after the reaction , the PH should be less than 5 .then cool down and get the Glycerol monostearate.Per ton of production use more than 82kg Stearic acid and glycerin(95%) 235kg .
2、Direct esterification : Stearic acid and glycerol according to 1: (1.2 - 1.3), with 0.2% acidic catalyst , reaction 2-4hours at 180-250℃, then cooled rapidly to 100 ℃, put base to neutralized the catalyst.After washing with water get the product contain 40%~60% monoester.
Transesterification:Glyceryl stearate and the glycerin under the presence of 0.06%~0.1% Cu(OH)2 react 1-2 hours at 170-240℃, During the reaction, nitrogen gas was introduced for protection, The reactants are deodorized under reduced pressure, acidified and refined to obtain products containing 40% to 60% of monoesters. Saponification of glycidol:Glycidol and stearic acid under the catalysis of tetraethylammonium iodide, react 30-70min at 100~130℃ after refining , The reactants can be changed to 80% to 90% of monoester products.Epichlorohydrin Phase Transfer Catalysis:Epichlorohydrin and sodium stearate (2: 1 mol ratio)in the toluene catalyzed by tetrabutylammonium bromide as a phase transfer catalyst react 2h at 90~110℃ .The reaction was washed with sodium chloride solution , separat the organic phase distillat to remove the toluene and unreacted epichlorohydrin to get Glycidyl stearate , and then hydrolyzed with 0.1 mol / L NaOH solution, After separation, drying, with n-hexane recrystallization to get the products.Monoester content is more than 90% .the products which contain 40% to 60% of the single ester could change to more than 90% of the high concentration of products after the molecular distillation.

Uses

1. Labelled 1-Stearoyl-rac-glycerol, one of the panels of serum
2. Used in the development of drug delivery vehicles such as nanoparticles and microemulsions


Emulsifier


Building/construction materials not covered elsewhere

Production

1,000,000 - 10,000,000 lb

All other chemical product and preparation manufacturing|Octadecanoic acid, monoester with 1,2,3-propanetriol: ACTIVE|Octadecanoic acid, 2,3-dihydroxypropyl ester: ACTIVE|1,2,3-Propanetriol, homopolymer, isooctadecanoate: ACTIVE|PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.

EPA Safer Chemical Functional Use Classes -> Surfactants|Safer Chemical Classes -> Green circle - The chemical has been verified to be of low concern|Lipids -> Glycerolipids [GL] -> Monoradylglycerols [GL01] -> Monoacylglycerols [GL0101]|Cosmetics -> Emollient; Emulsifying

Flavoring Agents

Computed Properties

Molecular Weight:358.6
XLogP3:7.4
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:20
Exact Mass:358.30830982
Monoisotopic Mass:358.30830982
Topological Polar Surface Area:66.8
Heavy Atom Count:25
Complexity:281
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Price Analysis

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