Glycerol monostearate information

Glycerol monostearate
	; 1-glycerol monostearate (1-isomer)
	; 2-glycerol monostearate (2-isomer)
	; 3D model (1-isomer)
Names
	IUPAC name 2,3-Dihydroxypropyl octadecanoate
	Other names Glyceryl monostearate; Glycerin monostearate; Monostearin; GMS
Identifiers
	Compounds; (Mix): Mixture of 1- and 2- isomers; (1-): 1-glycerol monostearate; (2-): 2-glycerol monostearate;
CAS Number	(Mix): 31566-31-1 ; (1-): 123-94-4; (2-): 621-61-4;
3D model (JSmol)	(Mix): Interactive image;
Abbreviations	GMS
ChEMBL	(Mix): ChEMBL255696 ;
ChemSpider	(Mix): 23095 ;
ECHA InfoCard	100.046.081
KEGG	(Mix): D01947 ;
PubChem CID	(1-): 24699; (2-): 79075;
UNII	(Mix): 258491E1RZ ;
CompTox Dashboard (EPA)	(Mix): DTXSID7027968 ;
	InChI (Mix): InChI=1/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 Key: VBICKXHEKHSIBG-UHFFFAOYAT; (1-): 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 Key: VBICKXHEKHSIBG-UHFFFAOYSA-N ;
	SMILES (Mix): O=C(OCC(O)CO)CCCCCCCCCCCCCCCCC;
Properties
Chemical formula	C21H42O4
Molar mass	358.563 g·mol−1
Appearance	White solid
Density	1.03 g/cm3
Melting point	(Mix) 57–65 °C (135–149 °F) ; (1-) 81 °C (178 °F) ; (2-) 73–74 °C (163–165 °F)
Solubility in water	Insoluble
Hazards
NFPA 704 (fire diamond)	0 1 0
Flash point	230 °C (446 °F) (open cup)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Glycerol monostearate, commonly known as GMS, is a monoglyceride commonly used as an emulsifier in foods.^[3] It takes the form of a white, odorless, and sweet-tasting flaky powder that is hygroscopic. Chemically it is the glycerol ester of stearic acid. It is also used as hydration powder in exercise formulas

^ Averill, H. P.; Roche, J. N.; King, C. G. (March 1929). "Synthetic Glycerides. I. Preparation and Melting Points of Glycerides of Known Constitution1". Journal of the American Chemical Society. 51 (3): 866–872. doi:10.1021/ja01378a032.
^ Buchnea, Dmytro (February 1967). "Acyl migration in glycerides. I. A bimolecular resonant ion complex as intermediate in acyl migration of monoglycerides". Chemistry and Physics of Lipids. 1 (2): 113–127. doi:10.1016/0009-3084(67)90004-7.
^ Jens Birk Lauridsen (1976). "Food emulsifiers: Surface activity, edibility, manufacture, composition, and application". Journal of the American Oil Chemists' Society. 53 (6): 400–407. doi:10.1007/BF02605731. S2CID 86707965.

[1] Averill, H. P.; Roche, J. N.; King, C. G. (March 1929). "Synthetic Glycerides. I. Preparation and Melting Points of Glycerides of Known Constitution1". Journal of the American Chemical Society. 51 (3): 866–872. doi:10.1021/ja01378a032.

[2] Buchnea, Dmytro (February 1967). "Acyl migration in glycerides. I. A bimolecular resonant ion complex as intermediate in acyl migration of monoglycerides". Chemistry and Physics of Lipids. 1 (2): 113–127. doi:10.1016/0009-3084(67)90004-7.

[3] Jens Birk Lauridsen (1976). "Food emulsifiers: Surface activity, edibility, manufacture, composition, and application". Journal of the American Oil Chemists' Society. 53 (6): 400–407. doi:10.1007/BF02605731. S2CID 86707965.

Glycerol monostearate information

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Names
1-glycerol monostearate (1-isomer)
2-glycerol monostearate (2-isomer)
3D model (1-isomer)
IUPAC name 2,3-Dihydroxypropyl octadecanoate
Other names Glyceryl monostearate Glycerin monostearate Monostearin GMS
Identifiers
Compounds (Mix): Mixture of 1- and 2- isomers (1-): 1-glycerol monostearate (2-): 2-glycerol monostearate
CAS Number	(Mix): 31566-31-1^Y (1-): 123-94-4 (2-): 621-61-4
3D model (JSmol)	(Mix): Interactive image
Abbreviations	GMS
ChEMBL	(Mix): ChEMBL255696^Y
ChemSpider	(Mix): 23095^Y
ECHA InfoCard	100.046.081
KEGG	(Mix): D01947^Y
PubChem CID	(1-): 24699 (2-): 79075
UNII	(Mix): 258491E1RZ^Y
CompTox Dashboard (EPA)	(Mix): DTXSID7027968
InChI (Mix): InChI=1/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 Key: VBICKXHEKHSIBG-UHFFFAOYAT (1-): 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^Y Key: VBICKXHEKHSIBG-UHFFFAOYSA-N^Y
SMILES (Mix): O=C(OCC(O)CO)CCCCCCCCCCCCCCCCC
Properties
Chemical formula	C₂₁H₄₂O₄
Molar mass	358.563 g·mol⁻¹
Appearance	White solid
Density	1.03 g/cm³
Melting point	(Mix) 57–65 °C (135–149 °F) (1-) 81 °C (178 °F) ^[1] (2-) 73–74 °C (163–165 °F) ^[2]
Solubility in water	Insoluble
Hazards
NFPA 704 (fire diamond)	0 1 0
Flash point	230 °C (446 °F) (open cup)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is ^YN ?) Infobox references