Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C18H35O2.H4N |
| Molecular Weight | 301.5078 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
[NH4+].CCCCCCCCCCCCCCCCCC([O-])=O
InChI
InChIKey=JPNZKPRONVOMLL-UHFFFAOYSA-N
InChI=1S/C18H36O2.H3N/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);1H3
| Molecular Formula | H3N |
| Molecular Weight | 17.0305 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
| Molecular Formula | C18H36O2 |
| Molecular Weight | 284.4772 |
| 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.
Originator
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL5586 Sources: https://www.ncbi.nlm.nih.gov/pubmed/28450226 |
9.0 µM [IC50] |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Palliative | Unknown Approved UseUnknown |
|||
| Preventing | Unknown Approved UseUnknown |
|||
| Primary | Unknown Approved UseUnknown |
|||
| Preventing | CELLBN First care cleanser Approved UseUnknown Launch Date2017 |
|||
| Preventing | MARY KAY TIMEWISE REPAIR VOLU-FIRM THE GO SET Approved UseUses:
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 Date2017 |
Overview
| CYP3A4 | CYP2C9 | CYP2D6 | hERG |
|---|---|---|---|
OverviewOther
| Other Inhibitor | Other Substrate | Other Inducer |
|---|---|---|
Drug as perpetrator
| Target | Modality | Activity | Metabolite | Clinical evidence |
|---|---|---|---|---|
Sources: https://pubmed.ncbi.nlm.nih.gov/16978661/ Page: 4.0 |
no | |||
Sources: https://pubmed.ncbi.nlm.nih.gov/16978661/ Page: 4.0 |
no | |||
Sources: https://pubmed.ncbi.nlm.nih.gov/16978661/ Page: 4.0 |
no | |||
Sources: https://pubmed.ncbi.nlm.nih.gov/16978661/ Page: 4.0 |
no | |||
Sources: https://pubmed.ncbi.nlm.nih.gov/16978661/ Page: 4.0 |
no | |||
Sources: https://pubmed.ncbi.nlm.nih.gov/16978661/ Page: 4.0 |
no |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Distribution of vitamin A-storing lipid droplets in hepatic stellate cells in liver lobules--a comparative study. | 2003-03 |
|
| Further investigations into the use of high sensitivity differential scanning calorimetry as a means of predicting drug-excipient interactions. | 2003-02-18 |
|
| Spray-dried chitinosans. Part II: in vitro drug release from tablets made from spray-dried chitinosans. | 2003-02-18 |
|
| Duration of coffee- and exercise-induced changes in the fatty acid profile of human serum. | 2003-02 |
|
| Percutaneous absorption of inorganic lead compounds. | 2003-01-18 |
|
| Chitinosan-drug complexes: effect of electrolyte on naproxen release in vitro. | 2003-01-02 |
|
| The influence of lipid nanocapsule composition on their size distribution. | 2003-01 |
|
| Binding of [99mTc]chondroitin sulfate to scavenger receptors on human chondrocytes as compared to binding of oxidized [125I]LDL on human macrophages. | 2002-12-31 |
|
| Different role of saturated and unsaturated fatty acids in beta-cell apoptosis. | 2002-12-20 |
|
| A case of rhinolithiasis in botswana: a mineralogical, microscopic and chemical study. | 2002-12 |
|
| Synthesis and selectin-binding activity of N-deacetylsialyl Lewis X ganglioside. | 2002-11-19 |
|
| Fatty acid mobilized by the vascular endothelial growth factor in human endothelial cells. | 2002-11 |
|
| Purification and characterization of a novel cholesterol esterase from Pseudomonas aeruginosa, with its application to cleaning lipid-stained contact lenses. | 2002-11 |
|
| 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. | 2002-11 |
|
| 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. | 2002-11 |
|
| Formulation and stability evaluation of ketoprofen sustained-release tablets prepared by fluid bed granulation with Carbopol 971P solution. | 2002-11 |
|
| Development of polymer film dosage forms of lidocaine for buccal administration: II. Comparison of preparation methods. | 2002-11 |
|
| Rheological properties of three component creams containing sorbitan monoesters as surfactants. | 2002-10-24 |
|
| Molecular species of PC and PE formed during castor oil biosynthesis. | 2002-10 |
|
| Compatibility between active components of a commercial drug. | 2002-10 |
|
| Characterization of a surface modified dry powder inhalation carrier prepared by "particle smoothing". | 2002-10 |
|
| Effect of weight loss on insulin sensitivity and intramuscular long-chain fatty acyl-CoAs in morbidly obese subjects. | 2002-10 |
|
| Fatty acids carried on albumin modulate proximal tubular cell fibronectin production: a role for protein kinase C. | 2002-10 |
|
| Inverse gas chromatography study on partially esterified paper fiber. | 2002-09-06 |
|
| Mass spectrometric analysis of GAP-43/neuromodulin reveals the presence of a variety of fatty acylated species. | 2002-09-06 |
|
| Mixing of cohesive pharmaceutical formulations in tote (bin) blenders. | 2002-09 |
|
| Design of controlled release system with multi-layers of powder. | 2002-09 |
|
| Influence of physical parameters and lubricants on the compaction properties of granulated and non-granulated cross-linked high amylose starch. | 2002-09 |
|
| Sonolysis of surfactants in aqueous solutions: an accumulation of solute in the interfacial region of the cavitation bubbles. | 2002-09 |
|
| Surface damage in machined ram-extruded and net-shape molded retrieved polyethylene tibial inserts of total knee replacements. | 2002-09 |
|
| Study of the stability of tablets containing 10 mg of policosanol as active principle. | 2002-08-29 |
|
| Molecular species of acylglycerols incorporating radiolabeled fatty acids from castor (Ricinus communis L.) microsomal incubations. | 2002-08-28 |
|
| Long-chain fatty acid uptake and oxidation in the perfused liver of Walker-256 tumour-bearing rats. | 2002-08 |
|
| Effect of formulation variables on the floating properties of gastric floating drug delivery system. | 2002-08 |
|
| 3-nitropropionic acid-induced changes in bilayer fluidity in synaptosomal membranes: implications for Huntington's disease. | 2002-06 |
|
| Buccoadhesive erodible disk for treatment of oro-dental infections: design and characterisation. | 2002-05-15 |
|
| Investigation of excipient type and level on drug release from controlled release tablets containing HPMC. | 2002-05 |
|
| Pancreatic beta-cell alpha2A adrenoceptor and phospholipid changes in hyperlipidemic rats. | 2002-05 |
|
| 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. | 2002-05 |
|
| The apoplastic oxidative burst in response to biotic stress in plants: a three-component system. | 2002-05 |
|
| Dietary cholesterol modulates delta6 and delta9 desaturase mRNAs and enzymatic activity in rats fed a low-eFA diet. | 2002-04 |
|
| Acute effects of fatty acids on insulin secretion from rat and human islets of Langerhans. | 2002-04 |
|
| Effect of nitrosylmyoglobin and saturated fatty acid anions on metmyoglobin-catalyzed oxidation of aqueous methyl linoleate emulsions. | 2002-03-15 |
|
| Comparison of effects of cholecystokinin and erythromycin on bile chemistry and gallstone formation in aged guinea pigs. | 2002-03-02 |
|
| The effects of some physico-chemical factors and pharmaceutical excipients on the bioavailability of nitrofurantoin oily and aqueous suspensions in rats. | 2002-03 |
|
| Design of Peumus boldus tablets by direct compression using a novel dry plant extract. | 2002-02-21 |
|
| Computerized posturography with sway frequency analysis: application in occupational and environmental health. | 2002-01 |
|
| [Effect of magnesium stearate on the tensile strength of tablets made with the binder Prosolv SMCC 90]. | 2002-01 |
|
| Content of retinol and retinyl esters in blood plasma, liver, kidney and reproductive organs of Japanese quails. | 2002 |
|
| Food-drug interactions. | 2002 |
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
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/16524362
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
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on
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| Record UNII |
37899330TZ
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| Record Status |
Validated (UNII)
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| Record Version |
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CODEX ALIMENTARIUS (GSFA) |
INS-470(I)
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JECFA EVALUATION |
INS-470(I)
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m1820
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DTXSID0027353
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61251
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37899330TZ
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1312975
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213-695-2
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1002-89-7
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37899330TZ
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PARENT -> SALT/SOLVATE |