| Record Information |
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| Version | 2.0 |
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| Creation Date | 2012-08-09 09:25:20 -0600 |
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| Update Date | 2015-06-03 17:21:44 -0600 |
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| Secondary Accession Numbers | |
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| Identification |
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| Name: | Glycerol 1-monostearate |
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| Description | Glycerol 1-monostearate (GMS) is a member of the chemical class known as Monoacylglycerols. These are glycerides consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. It is an organic molecule used as an emulsifier. GMS is a colorless, odorless, and sweet-tasting flaky powder that is hygroscopic. It is a glycerol ester of stearic acid. GMS is a food additive used as a thickening, emulsifying, anti-caking, and preservative agent; an emulsifying agent for oils, waxes, and solvents; a protective coating for hygroscopic powders; a solidifier and control release agent in pharmaceuticals; and a resin lubricant. It is also used in cosmetics and hair care products. GMS is largely used in baking preparations to add "body" to the food. |
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| Structure | |
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| Synonyms: | - 1-Glyceryl stearate
- 1-Glyceryl stearic acid
- 1-Mono-Stearin
- 1-Monostearin
- 1-Monostearoylglycerol
- 2,3-Dihydroxypropyl stearate (ACD/Name 4.0)
- 2,3-Dihydroxypropyl stearic acid (ACD/Name 4.0)
- 3-Stearoyloxy-1,2-propanediol
- Aldo 33
- Aldo 75
- Aldo MSD
- Aldo MSLG
- Arlacel 165
- Emerest 2407
- Glycerin 1-monostearate
- Glycerin 1-monostearic acid
- Glycerin 1-stearate
- Glycerin 1-stearic acid
- Glycerol &alpha
- Glycerol 1-monostearic acid
- Glycerol 1-stearate
- Glycerol 1-stearic acid
- Glyceryl 1-monostearate
- Glyceryl 1-monostearic acid
- MONOSTEARIN (L)
- Octadecanoate, 2,3-dihydroxypropyl ester
- Octadecanoic acid, 2,3-dihydroxypropyl ester
- Sandin EU
- Stearate &alpha
- Stearate 1-monoglyceride
- Stearic acid &alpha
- Stearic acid 1-monoglyceride
- Tegin
- Tegin 515
- Tegin 55G
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| Chemical Formula: | C21H42O4 |
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| Weight: | Average: 358.5558
Monoisotopic: 358.308309832 |
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| InChI Key: | VBICKXHEKHSIBG-UHFFFAOYSA-N |
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| InChI: | InChI=1S/C21H42O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(24)25-19-20(23)18-22/h20,22-23H,2-19H2,1H3 |
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| CAS number: | 123-94-4 |
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| IUPAC Name: | 2,3-dihydroxypropyl octadecanoate |
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| Traditional IUPAC Name: | glyceryl stearate |
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| SMILES: | CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO |
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| Chemical Taxonomy |
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| Description | belongs to the class of organic compounds known as 1-monoacylglycerols. These are monoacylglycerols containing a glycerol acylated at the 1-position. |
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| Kingdom | Organic compounds |
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| Super Class | Lipids and lipid-like molecules |
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| Class | Glycerolipids |
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| Sub Class | Monoradylglycerols |
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| Direct Parent | 1-monoacylglycerols |
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| Alternative Parents | |
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| Substituents | - 1-acyl-sn-glycerol
- Fatty acid ester
- Fatty acyl
- 1,2-diol
- Carboxylic acid ester
- Secondary alcohol
- Carboxylic acid derivative
- Monocarboxylic acid or derivatives
- Primary alcohol
- Hydrocarbon derivative
- Organic oxygen compound
- Carbonyl group
- Alcohol
- Organic oxide
- Organooxygen compound
- Aliphatic acyclic compound
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| Molecular Framework | Aliphatic acyclic compounds |
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| External Descriptors | |
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| Physical Properties |
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| State: | Not Available |
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| Charge: | 0 |
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| Melting point: | Not Available |
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| Experimental Properties: | |
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| Predicted Properties | |
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| Biological Properties |
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| Cellular Locations: | Membrane |
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| Reactions: | |
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| SMPDB Pathways: | Not Available |
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| KEGG Pathways: | Not Available |
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| EcoCyc Pathways: | Not Available |
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| Concentrations |
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| Not Available |
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| Spectra |
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| Spectra: | |
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| References |
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| References: | - van der Werf, M. J., Overkamp, K. M., Muilwijk, B., Coulier, L., Hankemeier, T. (2007). "Microbial metabolomics: toward a platform with full metabolome coverage." Anal Biochem 370:17-25. Pubmed: 17765195
- Yurtsever D. (2007). Fatty acid methyl ester profiling of Enterococcus and Esherichia coli for microbial source tracking. M.sc. Thesis. Villanova University: U.S.A
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| Synthesis Reference: | Not Available |
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| Material Safety Data Sheet (MSDS) | Not Available |
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| Links |
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| External Links: | | Resource | Link |
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| CHEBI ID | 75555 | | HMDB ID | HMDB0031075 | | Pubchem Compound ID | 24699 | | Kegg ID | Not Available | | ChemSpider ID | 23095 | | Wikipedia ID | Not Available | | BioCyc ID | Not Available |
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