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 |
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Palliative | Unknown Approved UseUnknown |
|||
Preventing | Unknown Approved UseUnknown |
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Primary | Unknown Approved UseUnknown |
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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 |
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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 |
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Significance of fatty acids in pregnancy-induced immunosuppression. | 1999 Jul |
|
Evidence for direct binding of fatty acids and eicosanoids to human peroxisome proliferators-activated receptor alpha. | 1999 Jul 14 |
|
Fatty acid binding proteins from different tissues show distinct patterns of fatty acid interactions. | 2000 Jun 20 |
|
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 |
|
Fatty acid and triglyceride composition of milk fat from lactating Holstein cows in response to supplemental canola oil. | 2001 Apr |
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Biogenic amines in the human neocortex in patients with neocortical and mesial temporal lobe epilepsy: identification with in situ microvoltammetry. | 2001 Apr 27 |
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Heterogeneous fatty acylation of Src family kinases with polyunsaturated fatty acids regulates raft localization and signal transduction. | 2001 Aug 17 |
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A stearic acid-rich diet improves thrombogenic and atherogenic risk factor profiles in healthy males. | 2001 Feb |
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Unsaturated fatty acids down-regulate srebp isoforms 1a and 1c by two mechanisms in HEK-293 cells. | 2001 Feb 9 |
|
Discovery of gemifloxacin (Factive, LB20304a): a quinolone of a new generation. | 2001 Jan-Feb |
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Fatty acid remodeling of glycosyl phosphatidylinositol anchors in Trypanosoma brucei: incorporation of fatty acids other than myristate. | 2001 Jul |
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Isolation and characterization of the human stearoyl-CoA desaturase gene promoter: requirement of a conserved CCAAT cis-element. | 2001 Jul 1 |
|
DC calcium lactate, a new filler-binder for direct compaction of tablets. | 2001 Jun 19 |
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Effect of cholesterol on miscibility and phase behavior in binary mixtures with synthetic ceramide 2 and octadecanoic acid. Infrared studies. | 2001 Jun 6 |
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Effect of polymer molecular weight and addition of calcium stearate on response of MG63 osteoblast-like cells to UHMWPE particles. | 2001 Mar |
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[The firmness of Avicel PH 102 and Avicel PH 301 compression and the effect of magnesium stearate] ]. | 2001 Mar |
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Effect of magnesium stearate or calcium stearate as additives on dissolution profiles of diltiazem hydrochloride from press-coated tablets with hydroxypropylmethylcellulose acetate succinate in the outer shell. | 2001 Mar 23 |
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Saturated non-esterified fatty acids stimulate de novo diacylglycerol synthesis and protein kinase c activity in cultured aortic smooth muscle cells. | 2001 May |
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Characterization of alpha-phase soft proton-exchanged LiNbO3 optical waveguides. | 2001 May |
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On the difficulty of assessing the specific surface area of magnesium stearate. | 2001 May 7 |
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X-ray structure of the orphan nuclear receptor RORbeta ligand-binding domain in the active conformation. | 2001 Nov 1 |
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Influence of adjuvants on the dissolution profile of tablets containing high doses of spray-dried extract of Maytenus ilicifolia. | 2001 Sep |
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Effect of formulation variables on the floating properties of gastric floating drug delivery system. | 2002 Aug |
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Studies of rapidly disintegrating tablets in the oral cavity using co-ground mixtures of mannitol with crospovidone. | 2002 Feb |
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The effect of formulation on reduced radioiodide thyroid uptake. | 2002 Jan |
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Loss of regulation of lipogenesis in the Zucker diabetic rat. II. Changes in stearate and oleate synthesis. | 2002 Mar |
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Pancreatic beta-cell alpha2A adrenoceptor and phospholipid changes in hyperlipidemic rats. | 2002 May |
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Fatty acid mobilized by the vascular endothelial growth factor in human endothelial cells. | 2002 Nov |
|
Development of polymer film dosage forms of lidocaine for buccal administration: II. Comparison of preparation methods. | 2002 Nov |
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Effect of weight loss on insulin sensitivity and intramuscular long-chain fatty acyl-CoAs in morbidly obese subjects. | 2002 Oct |
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Fatty acids carried on albumin modulate proximal tubular cell fibronectin production: a role for protein kinase C. | 2002 Oct |
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Mixing of cohesive pharmaceutical formulations in tote (bin) blenders. | 2002 Sep |
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Sonolysis of surfactants in aqueous solutions: an accumulation of solute in the interfacial region of the cavitation bubbles. | 2002 Sep |
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Inverse gas chromatography study on partially esterified paper fiber. | 2002 Sep 6 |
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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 |
|
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
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
by
admin
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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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Classification Tree | Code System | Code | ||
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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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1312975
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213-695-2
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1002-89-7
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Related Record | Type | Details | ||
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PARENT -> SALT/SOLVATE |