U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula 2C18H35O2.Mg
Molecular Weight 591.2436
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Magnesium stearate

SMILES

[Mg++].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O

InChI

InChIKey=HQKMJHAJHXVSDF-UHFFFAOYSA-L
InChI=1S/2C18H36O2.Mg/c2*1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20;/h2*2-17H2,1H3,(H,19,20);/q;;+2/p-2

HIDE SMILES / InChI

Molecular Formula Mg
Molecular Weight 24.305
Charge 2
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C18H35O2
Molecular Weight 283.4693
Charge -1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Stearic Acid is a typical example of a fatty acid, which are essentially long hydrocarbon chains containing a carboxyl group at one end and a methyl group at the other. The chain lengths can vary from 3 (propionic acid) to 24 (lignoceric acid) but the majority of fatty acids found in hydrogenated vegetable or animal oils are around C16-C20 in length. Stearic acid is a saturated acid, since there are no double bonds between neighbouring carbon atoms. Stearic acid is found in various animal and plant fats, and is a major component of cocoa butter and shea butter. Stearic acid is a very common amino acid is used in the manufacturing of more than 3,200 skin and hair care products sold in the United States. On product labels, it is sometimes listed under other names, including Century 1240, cetylacetic acid, Emersol 120, Emersol 132, Emersol 150, Formula 300 and Glycon DP. Stearic Acid is mainly used in the production of detergents, soaps, and cosmetics such as shampoos and shaving cream products. Stearic acid is used along with castor oil for preparing softeners in textile sizing. Being inexpensively available and chemically benign, stearic acid finds many niche applications It is used in the manufacture of candles, and as a hardener in candies when mixed with simple sugar and corn syrup. It is also used to produce dietary supplements. In fireworks, stearic acid is often used to coat metal powders such as aluminum and iron. This prevents oxidation, allowing compositions to be stored for a longer period of time. Stearic acid is a common lubricant during injection molding and pressing of ceramic powders. It is also used as a mold release for foam latex that is baked in stone molds. Stearic acid is known antidiabetic and antioxidant agent.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
9.0 µM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
Unknown

Approved Use

Unknown
Preventing
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Preventing
CELLBN First care cleanser

Approved Use

Unknown

Launch Date

1.49575683E12
Preventing
MARY KAY TIMEWISE REPAIR VOLU-FIRM THE GO SET

Approved Use

Uses: helps prevent sunburn if used as directed with other sun protection measures (see Directions), decreases the risk of skin cancer and early skin aging caused by the sun

Launch Date

1.5107904E12
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG



OverviewOther

Other InhibitorOther SubstrateOther Inducer



Drug as perpetrator​
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Final report on the safety assessment of PEG-25 propylene glycol stearate, PEG-75 propylene glycol stearate, PEG-120 propylene glycol stearate, PEG-10 propylene glycol, PEG-8 propylene glycol cocoate, and PEG-55 propylene glycol oleate.
2001
Characterisation of myogenic cell membrane: II. Dynamic changes in membrane lipids during the differentiation of mouse C2 myoblast cells.
2001
Prediction of drug content and hardness of intact tablets using artificial neural network and near-infrared spectroscopy.
2001 Aug
Palmitate decreases proton pumping of liver-type cytochrome c oxidase.
2001 Dec
Plasma transport and tissue distribution of beta-carotene, vitamin A and retinol-binding protein in domestic cats.
2001 Nov
Fatty acid modulation and sequence identity of fetal guinea pig alveolar type II cell amiloride-sensitive Na+ channel.
2001 Nov 2
Influence of adjuvants on the dissolution profile of tablets containing high doses of spray-dried extract of Maytenus ilicifolia.
2001 Sep
[Extracellular metabolites of hydrocarbon-oxidizing bacteria as a substrate for sulfate reduction].
2001 Sep-Oct
Manganese absorption and retention in rats is affected by the type of dietary fat.
2001 Summer
Content of retinol and retinyl esters in blood plasma, liver, kidney and reproductive organs of Japanese quails.
2002
Food-drug interactions.
2002
Dietary cholesterol modulates delta6 and delta9 desaturase mRNAs and enzymatic activity in rats fed a low-eFA diet.
2002 Apr
Long-chain fatty acid uptake and oxidation in the perfused liver of Walker-256 tumour-bearing rats.
2002 Aug
Effect of formulation variables on the floating properties of gastric floating drug delivery system.
2002 Aug
Molecular species of acylglycerols incorporating radiolabeled fatty acids from castor (Ricinus communis L.) microsomal incubations.
2002 Aug 28
Studies of rapidly disintegrating tablets in the oral cavity using co-ground mixtures of mannitol with crospovidone.
2002 Feb
Design of Peumus boldus tablets by direct compression using a novel dry plant extract.
2002 Feb 21
Binding of [99mTc]chondroitin sulfate to scavenger receptors on human chondrocytes as compared to binding of oxidized [125I]LDL on human macrophages.
2002 Feb-Nov
[Effect of magnesium stearate on the tensile strength of tablets made with the binder Prosolv SMCC 90].
2002 Jan
Application of fluidized hot-melt granulation (FHMG) for the preparation of granules for tableting; properties of granules and tablets prepared by FHMG.
2002 Jan
The effect of formulation on reduced radioiodide thyroid uptake.
2002 Jan
Compactibility of mixtures of calcium carbonate and microcrystalline cellulose.
2002 Jan 1
Comparison of effects of cholecystokinin and erythromycin on bile chemistry and gallstone formation in aged guinea pigs.
2002 Jan-Feb
3-nitropropionic acid-induced changes in bilayer fluidity in synaptosomal membranes: implications for Huntington's disease.
2002 Jun
Loss of regulation of lipogenesis in the Zucker diabetic rat. II. Changes in stearate and oleate synthesis.
2002 Mar
Effect of nitrosylmyoglobin and saturated fatty acid anions on metmyoglobin-catalyzed oxidation of aqueous methyl linoleate emulsions.
2002 Mar 15
Pancreatic beta-cell alpha2A adrenoceptor and phospholipid changes in hyperlipidemic rats.
2002 May
Geoglobus ahangari gen. nov., sp. nov., a novel hyperthermophilic archaeon capable of oxidizing organic acids and growing autotrophically on hydrogen with Fe(III) serving as the sole electron acceptor.
2002 May
Buccoadhesive erodible disk for treatment of oro-dental infections: design and characterisation.
2002 May 15
Study of the stability of tablets containing 10 mg of policosanol as active principle.
2002 May-Jun
Fatty acid mobilized by the vascular endothelial growth factor in human endothelial cells.
2002 Nov
Purification and characterization of a novel cholesterol esterase from Pseudomonas aeruginosa, with its application to cleaning lipid-stained contact lenses.
2002 Nov
Roller compaction and tabletting of St. John's wort plant dry extract using a gap width and force controlled roller compactor. II. Study of roller compaction variables on granule and tablet properties by a 3(3) factorial design.
2002 Nov
Formulation and stability evaluation of ketoprofen sustained-release tablets prepared by fluid bed granulation with Carbopol 971P solution.
2002 Nov
Molecular species of PC and PE formed during castor oil biosynthesis.
2002 Oct
Compatibility between active components of a commercial drug.
2002 Oct
Effect of weight loss on insulin sensitivity and intramuscular long-chain fatty acyl-CoAs in morbidly obese subjects.
2002 Oct
Fatty acids carried on albumin modulate proximal tubular cell fibronectin production: a role for protein kinase C.
2002 Oct
Mixing of cohesive pharmaceutical formulations in tote (bin) blenders.
2002 Sep
Design of controlled release system with multi-layers of powder.
2002 Sep
Influence of physical parameters and lubricants on the compaction properties of granulated and non-granulated cross-linked high amylose starch.
2002 Sep
Sonolysis of surfactants in aqueous solutions: an accumulation of solute in the interfacial region of the cavitation bubbles.
2002 Sep
Surface damage in machined ram-extruded and net-shape molded retrieved polyethylene tibial inserts of total knee replacements.
2002 Sep
Inverse gas chromatography study on partially esterified paper fiber.
2002 Sep 6
Mass spectrometric analysis of GAP-43/neuromodulin reveals the presence of a variety of fatty acylated species.
2002 Sep 6
Percutaneous absorption of inorganic lead compounds.
2002 Sep-Oct
Duration of coffee- and exercise-induced changes in the fatty acid profile of human serum.
2003 Feb
Spray-dried chitinosans. Part II: in vitro drug release from tablets made from spray-dried chitinosans.
2003 Feb 18
The influence of lipid nanocapsule composition on their size distribution.
2003 Jan
Distribution of vitamin A-storing lipid droplets in hepatic stellate cells in liver lobules--a comparative study.
2003 Mar
Patents

Sample Use Guides

In Vivo Use Guide
Curator's Comment: When these same investigators used a lower amount of dietary stearic acid (i.e., an increase of 3 g/day using milk chocolate) in a similar study, no differences in platelet aggregation or platelet activation activity were found
A stearic acid-rich diet (~ 7% of calories or 19 g/day) had beneficial effects on several measures of thrombosis (e.g., platelet volume, platelet aggregation, coagulation factor VII activity) in healthy males. Stearic acid was increased by 12 g/day using stearic acid-enriched margarine.
Route of Administration: Oral
Inhibition of EDR (endothelium-dependent relaxation) induced by acetylcholine was dose-dependent (0.5-2 mmol/l NEFA), and the greatest inhibition (51%) was observed with stearic acid (2 mmol/l).
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:51:22 UTC 2023
Edited
by admin
on Fri Dec 15 15:51:22 UTC 2023
Record UNII
70097M6I30
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
Magnesium stearate
EP   FCC   HSDB   II   INCI   MART.   MI   VANDF   WHO-DD   WHO-IP  
INCI  
Official Name English
MAGNESIUM STEARATE [HSDB]
Common Name English
MAGNESIUM STEARATE [II]
Common Name English
MAGNESII STEARAS [WHO-IP LATIN]
Common Name English
DIBASIC MAGNESIUM STEARATE
Common Name English
OCTADECANOIC ACID, MAGNESIUM SALT (2:1)
Common Name English
MAGNESIUM STEARATE [JAN]
Common Name English
Magnesium stearate [WHO-DD]
Common Name English
MAGNESIUM DISTEARATE
Systematic Name English
MAGNESIUM STEARATE [INCI]
Common Name English
MAGNESIUM STEARATE [MI]
Common Name English
MAGNESIUM OCTADECANOATE
Systematic Name English
MAGNESIUM STEARATE [VANDF]
Common Name English
MAGNESIUM STEARATE G
Common Name English
Classification Tree Code System Code
CFR 21 CFR 184.1440
Created by admin on Fri Dec 15 15:51:22 UTC 2023 , Edited by admin on Fri Dec 15 15:51:22 UTC 2023
CFR 21 CFR 181.29
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DSLD 1248 (Number of products:32)
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Code System Code Type Description
EVMPD
SUB12527MIG
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PRIMARY
HSDB
713
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PRIMARY
MERCK INDEX
m7024
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PRIMARY Merck Index
RXCUI
1310567
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PRIMARY RxNorm
WIKIPEDIA
MAGNESIUM STEARATE
Created by admin on Fri Dec 15 15:51:22 UTC 2023 , Edited by admin on Fri Dec 15 15:51:22 UTC 2023
PRIMARY
DRUG BANK
DB14077
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PRIMARY
NCI_THESAURUS
C45678
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CONCEPT Industrial Aid
EPA CompTox
DTXSID2027208
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PRIMARY
SMS_ID
100000088586
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PRIMARY
ChEMBL
CHEMBL2106633
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PRIMARY
FDA UNII
70097M6I30
Created by admin on Fri Dec 15 15:51:22 UTC 2023 , Edited by admin on Fri Dec 15 15:51:22 UTC 2023
PRIMARY
NCI_THESAURUS
C61820
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PRIMARY
DAILYMED
70097M6I30
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PRIMARY
MESH
C031183
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PRIMARY
PUBCHEM
11177
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PRIMARY
CHEBI
9254
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PRIMARY
WHO INTERNATIONAL PHARMACOPEIA
MAGNESIUM STEARATE
Created by admin on Fri Dec 15 15:51:22 UTC 2023 , Edited by admin on Fri Dec 15 15:51:22 UTC 2023
PRIMARY Description: A white, very fine powder of low bulk density; unctuous and readily adheres to the skin; odour, very faint, of stearic acid. Solubility: Practically insoluble in water, ethanol (~750 g/l) TS, and ether R; slightly soluble in hot ethanol (~750 g/l) TS. Category: Tablet and capsule lubricant; glidant; antiadherent. Storage: Magnesium stearate should be kept in a well-closed container. Definition: Magnesium stearate consists mainly of magnesium stearate (C17H35CO2)2Mg with variable proportions of magnesiumpalmitate (C15H31CO2)2Mg and magnesium oleate (C17H33CO2)2Mg. Magnesium stearate contains not less than 3.8% and not more than the equivalent of 5.8% of Mg, calculated with reference tothe dried substance.
ECHA (EC/EINECS)
209-150-3
Created by admin on Fri Dec 15 15:51:22 UTC 2023 , Edited by admin on Fri Dec 15 15:51:22 UTC 2023
PRIMARY
CAS
557-04-0
Created by admin on Fri Dec 15 15:51:22 UTC 2023 , Edited by admin on Fri Dec 15 15:51:22 UTC 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY
ACTIVE MOIETY