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Details

Stereochemistry ACHIRAL
Molecular Formula C18H36O2
Molecular Weight 284.4779
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of STEARIC ACID

SMILES

CCCCCCCCCCCCCCCCCC(=O)O

InChI

InChIKey=QIQXTHQIDYTFRH-UHFFFAOYSA-N
InChI=1S/C18H36O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h2-17H2,1H3,(H,19,20)

HIDE SMILES / InChI

Molecular Formula C18H36O2
Molecular Weight 284.4779
Charge 0
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
Palmitate decreases proton pumping of liver-type cytochrome c oxidase.
2001 Dec
Identification and total synthesis of novel fatty acids from the Siphonarid limpet Siphonaria denticulata.
2001 Nov
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
Manganese absorption and retention in rats is affected by the type of dietary fat.
2001 Summer
Food-drug interactions.
2002
Dietary cholesterol modulates delta6 and delta9 desaturase mRNAs and enzymatic activity in rats fed a low-eFA diet.
2002 Apr
Acute effects of fatty acids on insulin secretion from rat and human islets of Langerhans.
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
Different role of saturated and unsaturated fatty acids in beta-cell apoptosis.
2002 Dec 20
The influence of sterilization method on wear performance of the low contact stress total knee system.
2002 Feb
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
Computerized posturography with sway frequency analysis: application in occupational and environmental health.
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
The impact of low levels of amorphous material (<5%) on the blending characteristics of a direct compression formulation.
2002 Jan 14
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
Investigation of excipient type and level on drug release from controlled release tablets containing HPMC.
2002 May
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
The apoplastic oxidative burst in response to biotic stress in plants: a three-component system.
2002 May
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
Roller compaction and tabletting of St. John's wort plant dry extract using a gap width and force controlled roller compactor. I. Granulation and tabletting of eight different extract batches.
2002 Nov
Formulation and stability evaluation of ketoprofen sustained-release tablets prepared by fluid bed granulation with Carbopol 971P solution.
2002 Nov
Synthesis and selectin-binding activity of N-deacetylsialyl Lewis X ganglioside.
2002 Nov 19
Molecular species of PC and PE formed during castor oil biosynthesis.
2002 Oct
Characterization of a surface modified dry powder inhalation carrier prepared by "particle smoothing".
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
Rheological properties of three component creams containing sorbitan monoesters as surfactants.
2002 Oct 24
Mixing of cohesive pharmaceutical formulations in tote (bin) blenders.
2002 Sep
Design of controlled release system with multi-layers of powder.
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
The influence of lipid nanocapsule composition on their size distribution.
2003 Jan
Chitinosan-drug complexes: effect of electrolyte on naproxen release in vitro.
2003 Jan 2
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 Jun 25 21:11:47 UTC 2021
Edited
by admin
on Fri Jun 25 21:11:47 UTC 2021
Record UNII
4ELV7Z65AP
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
STEARIC ACID
DSC   EP   FHFI   HSDB   II   INCI   MART.   MI   USP-RS   VANDF   WHO-DD  
INCI  
Official Name English
PURIFIED STEARIC ACID [NF]
Common Name English
STEARIC ACID [DSC]
Common Name English
STEARIC ACID [USP-RS]
Common Name English
N-OCTADECANOIC ACID
Common Name English
HYDROFOL ACID 150
Common Name English
BAROLUB FTA
Common Name English
STEARIC ACID [FHFI]
Common Name English
STEARIC ACID [MART.]
Common Name English
STEARIC ACID [HSDB]
Common Name English
STEARIC ACID [JAN]
Common Name English
STEARIC ACID [MI]
Common Name English
STEARIC ACID (CONSTITUENT OF EVENING PRIMROSE OIL) [DSC]
Common Name English
STEARIC ACID (CONSTITUENT OF FLAX SEED OIL) [DSC]
Common Name English
STEARIC ACID [VANDF]
Common Name English
NSC-261168
Code English
NSC-25956
Code English
CENTURY 1210
Common Name English
ADEKA SA 300
Common Name English
STEARIC ACID [INCI]
Common Name English
OCTADECANOIC ACID
Systematic Name English
STEARIC ACID [EP MONOGRAPH]
Common Name English
STEARIC ACID (CONSTITUENT OF SAW PALMETTO) [DSC]
Common Name English
STEARIC ACID [II]
Common Name English
STEARIC ACID [WHO-DD]
Common Name English
FEMA NO. 3035
Code English
DERVACID 3155
Common Name English
PURIFIED STEARIC ACID
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C68388
Created by admin on Fri Jun 25 21:11:47 UTC 2021 , Edited by admin on Fri Jun 25 21:11:47 UTC 2021
CFR 21 CFR 184.1090
Created by admin on Fri Jun 25 21:11:47 UTC 2021 , Edited by admin on Fri Jun 25 21:11:47 UTC 2021
JECFA EVALUATION STEARIC ACID
Created by admin on Fri Jun 25 21:11:47 UTC 2021 , Edited by admin on Fri Jun 25 21:11:47 UTC 2021
CFR 21 CFR 357.210
Created by admin on Fri Jun 25 21:11:47 UTC 2021 , Edited by admin on Fri Jun 25 21:11:47 UTC 2021
CFR 21 CFR 172.860
Created by admin on Fri Jun 25 21:11:47 UTC 2021 , Edited by admin on Fri Jun 25 21:11:47 UTC 2021
EPA PESTICIDE CODE 79082
Created by admin on Fri Jun 25 21:11:47 UTC 2021 , Edited by admin on Fri Jun 25 21:11:47 UTC 2021
NCI_THESAURUS C68421
Created by admin on Fri Jun 25 21:11:47 UTC 2021 , Edited by admin on Fri Jun 25 21:11:47 UTC 2021
DSLD 7 (Number of products:123)
Created by admin on Fri Jun 25 21:11:47 UTC 2021 , Edited by admin on Fri Jun 25 21:11:47 UTC 2021
Code System Code Type Description
DRUG CENTRAL
4611
Created by admin on Fri Jun 25 21:11:47 UTC 2021 , Edited by admin on Fri Jun 25 21:11:47 UTC 2021
PRIMARY
CAS
57-11-4
Created by admin on Fri Jun 25 21:11:47 UTC 2021 , Edited by admin on Fri Jun 25 21:11:47 UTC 2021
PRIMARY
MERCK INDEX
M10200
Created by admin on Fri Jun 25 21:11:47 UTC 2021 , Edited by admin on Fri Jun 25 21:11:47 UTC 2021
PRIMARY Merck Index
NCI_THESAURUS
C68426
Created by admin on Fri Jun 25 21:11:47 UTC 2021 , Edited by admin on Fri Jun 25 21:11:47 UTC 2021
PRIMARY
HSDB
2000
Created by admin on Fri Jun 25 21:11:47 UTC 2021 , Edited by admin on Fri Jun 25 21:11:47 UTC 2021
PRIMARY
FDA UNII
4ELV7Z65AP
Created by admin on Fri Jun 25 21:11:47 UTC 2021 , Edited by admin on Fri Jun 25 21:11:47 UTC 2021
PRIMARY
ECHA (EC/EINECS)
200-313-4
Created by admin on Fri Jun 25 21:11:47 UTC 2021 , Edited by admin on Fri Jun 25 21:11:47 UTC 2021
PRIMARY
RXCUI
1310551
Created by admin on Fri Jun 25 21:11:47 UTC 2021 , Edited by admin on Fri Jun 25 21:11:47 UTC 2021
PRIMARY RxNorm
PUBCHEM
5281
Created by admin on Fri Jun 25 21:11:47 UTC 2021 , Edited by admin on Fri Jun 25 21:11:47 UTC 2021
PRIMARY
ChEMBL
CHEMBL46403
Created by admin on Fri Jun 25 21:11:47 UTC 2021 , Edited by admin on Fri Jun 25 21:11:47 UTC 2021
PRIMARY
RXCUI
1368706
Created by admin on Fri Jun 25 21:11:47 UTC 2021 , Edited by admin on Fri Jun 25 21:11:47 UTC 2021
PRIMARY
EVMPD
SUB12597MIG
Created by admin on Fri Jun 25 21:11:47 UTC 2021 , Edited by admin on Fri Jun 25 21:11:47 UTC 2021
PRIMARY
WIKIPEDIA
STEARIC ACID
Created by admin on Fri Jun 25 21:11:47 UTC 2021 , Edited by admin on Fri Jun 25 21:11:47 UTC 2021
PRIMARY
MESH
C031183
Created by admin on Fri Jun 25 21:11:47 UTC 2021 , Edited by admin on Fri Jun 25 21:11:47 UTC 2021
PRIMARY
USP_CATALOG
1621008
Created by admin on Fri Jun 25 21:11:47 UTC 2021 , Edited by admin on Fri Jun 25 21:11:47 UTC 2021
PRIMARY USP-RS
EPA CompTox
57-11-4
Created by admin on Fri Jun 25 21:11:47 UTC 2021 , Edited by admin on Fri Jun 25 21:11:47 UTC 2021
PRIMARY
DRUG BANK
DB03193
Created by admin on Fri Jun 25 21:11:47 UTC 2021 , Edited by admin on Fri Jun 25 21:11:47 UTC 2021
PRIMARY
Related Record Type Details
PARENT -> CONSTITUENT ALWAYS PRESENT
LIPID -> FATTY ACID
Values are % of weight of fatty acid composition. O?Connor, RT, Herb, SF; J Am Oil Chem Soc 47, 186A, 195A, 197A(1970)(range) Brignoli, CA et al: J Am Diet Assoc 68, 224(1976)(average)
LIPID -> FATTY ACID
Value is % of composition. Oleic safflower variety UC-1 cited by Knowles, P, Calif. Agr. 19(12),15(1965), produced 1.5% by composition.
LIPID -> FATTY ACID
IOOC limits
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
LIPID -> FATTY ACID
Value is fatty acid composition (%) for US corn oil w/std. deviation of 0.25% LR Strecker, et al; Proc World Conf Edible Fats & Oils Proc, Amer Oil Chem Soc, pp-309-323(1990)
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
PARENT -> CONSTITUENT ALWAYS PRESENT
USP
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
LIPID -> FATTY ACID
G Jurriens and ACJ Kroesen, J Am Oil Chem Soc, 42(9)(1965)(average value). Range values as of FAO/WHO Codex Alimentarius Committee on commercial fats and oils.(unspecified percent)
LIPID -> FATTY ACID
JB Rossell and co-workers; JAOCS62(2), 221-230(1985). Range weight is a mean.
PARENT -> CONSTITUENT ALWAYS PRESENT
LIPID -> FATTY ACID
Values are % of total.
SALT/SOLVATE -> PARENT
LIPID -> FATTY ACID
MAY BE PRESENT
USP
LIPID -> FATTY ACID
Values are % of total.
SALT/SOLVATE -> PARENT
LIPID -> FATTY ACID
Value is % of total fatty acids. Goden VJ, Spensley PC; Oils and Oilseeds, TPI, London, 1971, p.151
LIPID -> FATTY ACID
Value is fatty acid composition (%) for international corn oil w/std. deviation of 0.6% LR Strecker, et al; Proc World Conf Edible Fats & Oils Proc, Amer Oil Chem Soc, pp-309-323(1990)
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
LIPID -> FATTY ACID
Values given are in undefined precent. Average is typical for U.S. Sunflower oil.
PARENT -> CONSTITUENT ALWAYS PRESENT
USP
SALT/SOLVATE -> PARENT
LIPID -> FATTY ACID
SALT/SOLVATE -> PARENT
PARENT -> CONSTITUENT ALWAYS PRESENT
USP
PARENT -> CONSTITUENT ALWAYS PRESENT
LIPID -> FATTY ACID
U.S produced rice oil. Values are % of composition.
Related Record Type Details
ACTIVE MOIETY