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Details

Stereochemistry RACEMIC
Molecular Formula C21H42O4
Molecular Weight 358.5558
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of GLYCERYL 1-STEARATE

SMILES

CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO

InChI

InChIKey=VBICKXHEKHSIBG-UHFFFAOYSA-N
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

HIDE SMILES / InChI

Molecular Formula C21H42O4
Molecular Weight 358.5558
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Description
Curator's Comment: Description was created based on several sources, including https://www.ulprospector.com/en/eu/PersonalCare/Detail/1409/75456/Arlacel-165 and https://books.google.ru/books?id=C4Cr8dHupVsC&pg=PA273&lpg=PA273&dq=MONOSTEARIN+approved&source=bl&ots=3U3S0OCvrn&sig=1aCs8tLlzy0KbTA2_K9ZPuMG1M8&hl=en&sa=X&ved=0ahUKEwjBpvuD_Z3PAhWBKywKHY0oDMs4ChDoAQgpMAU#v=onepage&q=MONOSTEARIN%20approved&f=false, Retrieved from Handbook of Fillers, Extenders, and Diluents edited by Michael Ash, Irene Ash, p. 273

Glyceryl 1-stearate (Glycerol monostearate), commonly known as GMS, is an organic molecule used as an emulsifier. GMS is a white, odorless, and sweet-tasting flaky powder that is hygroscopic. It is a glycerol ester of stearicacid. It occurs naturally in the body as a product of the breakdown of fats by pancreatic lipase, and is also found in fatty foods. 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. Used in antiperspirants and deodorants, baby care, body care, facial care, sun care, conditioners, facial make-up, creams and lotions-skin care, sprayable emulsions, feet, hands and nails, self-tanning, nail grooming and color cosmetics. GMS is largely used in baking preparations to add "body" to the food. It is responsible for giving ice cream and whipped cream its smooth texture. It is sometimes used as an anti-staling agent in bread. Glycerol 1-stearate is affirmed by FDA as GRAS.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Preventing
Fresh Med Solution

Approved Use

Temporarily protects and helps relieve chapped or cracked skin. Helps protect from the drying effects of wind and cold weather

Launch Date

1.31094715E12
PubMed

PubMed

TitleDatePubMed
Monoglycerides from the brown alga Sargassum sagamianum: Isolation, synthesis, and biological activity.
2008 Jun 15
Doxycycline hyclate-loaded bleached shellac in situ forming microparticle for intraperiodontal pocket local delivery.
2016 Oct 10
Lipid Nanocarrier-Mediated Drug Delivery System to Enhance the Oral Bioavailability of Rifabutin.
2017 Apr
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Glyceryl 1-stearate inhibited 16.5% COX2 at 50 uM
Substance Class Chemical
Created
by admin
on Fri Dec 15 19:41:50 UTC 2023
Edited
by admin
on Fri Dec 15 19:41:50 UTC 2023
Record UNII
258491E1RZ
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
GLYCERYL 1-STEARATE
Common Name English
STEARIC ACID 1-MONOGLYCERIDE
Common Name English
GLYCERIN 1-STEARATE
Common Name English
1-MONOSTEAROYLGLYCEROL
Systematic Name English
GLYCERYL 1-MONOSTEARATE
Common Name English
GLYCEROL 1-STEARATE
Common Name English
GLYCEROL .ALPHA.-MONOSTEARATE
Common Name English
.ALPHA.-MONOSTEARIN
Common Name English
GLYCEROL 1-MONOSTEARATE
Common Name English
GLYCERIN 1-MONOSTEARATE
Common Name English
STEARIC ACID .ALPHA.-MONOGLYCERIDE
Common Name English
1-MONOSTEAROYL-RAC-GLYCEROL
Common Name English
NSC-3875
Code English
3-STEAROYLOXY-1,2-PROPANEDIOL
Systematic Name English
1-MONOSTEARIN
Common Name English
GLYCERYL 1-OCTADECANOATE
Systematic Name English
OCTADECANOIC ACID, 2,3-DIHYDROXYPROPYL ESTER
Common Name English
STEARIN, 1-MONO-
Common Name English
GLYCERYL MONOSTEARATE 40-50
Common Name English
(±)-2,3-DIHYDROXYPROPYL OCTADECANOATE
Systematic Name English
1-GLYCERYL STEARATE
Systematic Name English
1-MONOOCTADECANOYLGLYCEROL
Systematic Name English
Code System Code Type Description
EVMPD
SUB177839
Created by admin on Fri Dec 15 19:41:50 UTC 2023 , Edited by admin on Fri Dec 15 19:41:50 UTC 2023
PRIMARY
MESH
C529864
Created by admin on Fri Dec 15 19:41:50 UTC 2023 , Edited by admin on Fri Dec 15 19:41:50 UTC 2023
PRIMARY
PUBCHEM
24699
Created by admin on Fri Dec 15 19:41:50 UTC 2023 , Edited by admin on Fri Dec 15 19:41:50 UTC 2023
PRIMARY
FDA UNII
258491E1RZ
Created by admin on Fri Dec 15 19:41:50 UTC 2023 , Edited by admin on Fri Dec 15 19:41:50 UTC 2023
PRIMARY
NSC
3875
Created by admin on Fri Dec 15 19:41:50 UTC 2023 , Edited by admin on Fri Dec 15 19:41:50 UTC 2023
PRIMARY
DAILYMED
258491E1RZ
Created by admin on Fri Dec 15 19:41:50 UTC 2023 , Edited by admin on Fri Dec 15 19:41:50 UTC 2023
PRIMARY
CAS
123-94-4
Created by admin on Fri Dec 15 19:41:50 UTC 2023 , Edited by admin on Fri Dec 15 19:41:50 UTC 2023
PRIMARY
EPA CompTox
DTXSID7029160
Created by admin on Fri Dec 15 19:41:50 UTC 2023 , Edited by admin on Fri Dec 15 19:41:50 UTC 2023
PRIMARY
ECHA (EC/EINECS)
204-664-4
Created by admin on Fri Dec 15 19:41:50 UTC 2023 , Edited by admin on Fri Dec 15 19:41:50 UTC 2023
PRIMARY
RXCUI
1427173
Created by admin on Fri Dec 15 19:41:50 UTC 2023 , Edited by admin on Fri Dec 15 19:41:50 UTC 2023
PRIMARY RxNorm