Details
Stereochemistry | ACHIRAL |
Molecular Formula | C18H36O2 |
Molecular Weight | 284.4772 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
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)
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 |
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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 |
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Preventing | Unknown Approved UseUnknown |
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Primary | Unknown Approved UseUnknown |
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Preventing | CELLBN First care cleanser Approved UseUnknown Launch Date1.49575683E12 |
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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 Date1.5107904E12 |
Overview
CYP3A4 | CYP2C9 | CYP2D6 | hERG |
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OverviewOther
Other Inhibitor | Other Substrate | Other Inducer |
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Drug as perpetrator
Target | Modality | Activity | Metabolite | Clinical evidence |
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Sources: https://pubmed.ncbi.nlm.nih.gov/16978661/ Page: 4.0 |
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Sources: https://pubmed.ncbi.nlm.nih.gov/16978661/ Page: 4.0 |
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Sources: https://pubmed.ncbi.nlm.nih.gov/16978661/ Page: 4.0 |
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Sources: https://pubmed.ncbi.nlm.nih.gov/16978661/ Page: 4.0 |
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Sources: https://pubmed.ncbi.nlm.nih.gov/16978661/ Page: 4.0 |
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Sources: https://pubmed.ncbi.nlm.nih.gov/16978661/ Page: 4.0 |
no |
PubMed
Title | Date | PubMed |
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Characterisation of myogenic cell membrane: II. Dynamic changes in membrane lipids during the differentiation of mouse C2 myoblast cells. | 2001 |
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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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Palmitate decreases proton pumping of liver-type cytochrome c oxidase. | 2001 Dec |
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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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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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DC calcium lactate, a new filler-binder for direct compaction of tablets. | 2001 Jun 19 |
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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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Identification and total synthesis of novel fatty acids from the Siphonarid limpet Siphonaria denticulata. | 2001 Nov |
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Determination of oxamniquine in capsules by HPLC. | 2001 Nov |
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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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Isofenphos induced metabolic changes in K562 myeloid blast cells. | 2001 Oct |
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Stress relaxation studies of granules as a function of different lubricants. | 2001 Sep |
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The cytotoxicity and chemical constituents of the hexane fraction of Typhonium flagelliforme (Araceace). | 2001 Sep |
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Food-drug interactions. | 2002 |
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Molecular species of acylglycerols incorporating radiolabeled fatty acids from castor (Ricinus communis L.) microsomal incubations. | 2002 Aug 28 |
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The influence of sterilization method on wear performance of the low contact stress total knee system. | 2002 Feb |
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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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[Effect of magnesium stearate on the tensile strength of tablets made with the binder Prosolv SMCC 90]. | 2002 Jan |
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Application of fluidized hot-melt granulation (FHMG) for the preparation of granules for tableting; properties of granules and tablets prepared by FHMG. | 2002 Jan |
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The effect of formulation on reduced radioiodide thyroid uptake. | 2002 Jan |
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Compactibility of mixtures of calcium carbonate and microcrystalline cellulose. | 2002 Jan 1 |
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Comparison of effects of cholecystokinin and erythromycin on bile chemistry and gallstone formation in aged guinea pigs. | 2002 Jan-Feb |
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3-nitropropionic acid-induced changes in bilayer fluidity in synaptosomal membranes: implications for Huntington's disease. | 2002 Jun |
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The effects of some physico-chemical factors and pharmaceutical excipients on the bioavailability of nitrofurantoin oily and aqueous suspensions in rats. | 2002 Mar |
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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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Effect of nitrosylmyoglobin and saturated fatty acid anions on metmyoglobin-catalyzed oxidation of aqueous methyl linoleate emulsions. | 2002 Mar 15 |
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Investigation of excipient type and level on drug release from controlled release tablets containing HPMC. | 2002 May |
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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 |
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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 |
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Formulation and stability evaluation of ketoprofen sustained-release tablets prepared by fluid bed granulation with Carbopol 971P solution. | 2002 Nov |
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Synthesis and selectin-binding activity of N-deacetylsialyl Lewis X ganglioside. | 2002 Nov 19 |
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Characterization of a surface modified dry powder inhalation carrier prepared by "particle smoothing". | 2002 Oct |
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Rheological properties of three component creams containing sorbitan monoesters as surfactants. | 2002 Oct 24 |
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Mixing of cohesive pharmaceutical formulations in tote (bin) blenders. | 2002 Sep |
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Design of controlled release system with multi-layers of powder. | 2002 Sep |
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Influence of physical parameters and lubricants on the compaction properties of granulated and non-granulated cross-linked high amylose starch. | 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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Duration of coffee- and exercise-induced changes in the fatty acid profile of human serum. | 2003 Feb |
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Further investigations into the use of high sensitivity differential scanning calorimetry as a means of predicting drug-excipient interactions. | 2003 Feb 18 |
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The influence of lipid nanocapsule composition on their size distribution. | 2003 Jan |
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).
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NCI_THESAURUS |
C68388
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CFR |
21 CFR 184.1090
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JECFA EVALUATION |
STEARIC ACID
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CFR |
21 CFR 357.210
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CFR |
21 CFR 172.860
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EPA PESTICIDE CODE |
79082
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NCI_THESAURUS |
C68421
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DSLD |
7 (Number of products:123)
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261168
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4611
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57-11-4
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m10200
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25956
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C68426
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100000078760
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25629
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2000
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4ELV7Z65AP
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200-313-4
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28842
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1092
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1310551
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5281
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CHEMBL46403
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1368706
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SUB12597MIG
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1621008
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4ELV7Z65AP
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STEARIC ACID
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C031183
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DTXSID8021642
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DB03193
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ACTIVE MOIETY
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