Identification
- Summary
Stearic acid is an ingredient found in topical products as a skin protectant.
- Generic Name
- Stearic acid
- DrugBank Accession Number
- DB03193
- Background
Stearic acid (IUPAC systematic name: octadecanoic acid) is one of the useful types of saturated fatty acids that comes from many animal and vegetable fats and oils. It is a waxy solid.
- Type
- Small Molecule
- Groups
- Approved, Experimental
- Structure
Structure for Stearic acid (DB03193)
- Weight
- Average: 284.4772
Monoisotopic: 284.271530396 - Chemical Formula
- C18H36O2
- Synonyms
- Acide octadécanoïque
- Acide stéarique
- C18:0
- n-octadecanoic acid
- Octadecanoic acid
- Octadecansäure
- Octadecoic acid
- Oktadekansäure
- Stearic acid
- Stearinsäure
- External IDs
- Caswell No. 801D
- FEMA No. 3035
- NSC-25956
- NSC-261168
Pharmacology
- Indication
Not Available
Reduce drug development failure ratesBuild, train, & validate machine-learning modelswith evidence-based and structured datasets.Build, train, & validate predictive machine-learning models with structured datasets.- Associated Therapies
- Contraindications & Blackbox Warnings
Prevent Adverse Drug Events TodayTap into our Clinical API for life-saving information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.Avoid life-threatening adverse drug events with our Clinical API- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UPeroxisome proliferator-activated receptor alpha Not Available Humans UGroup IID secretory phospholipase A2 Not Available Humans - Absorption
Not Available
- Volume of distribution
Not Available
- Protein binding
Not Available
- Metabolism
- Not Available
- Route of elimination
Not Available
- Half-life
Not Available
- Clearance
Not Available
- Adverse Effects
Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!Improve decision support & research outcomes with our structured adverse effects data.- Toxicity
Acute oral toxicity (LD50): 4640 mg/kg [Rat]. Acute dermal toxicity (LD50): >5000 mg/kg Rabbit.
- Pathways
Pathway Category Mitochondrial Beta-Oxidation of Long Chain Saturated Fatty Acids Metabolic Plasmalogen Synthesis Metabolic - Pharmacogenomic Effects/ADRs Browse all" title="About SNP Mediated Effects/ADRs" id="snp-actions-info" class="drug-info-popup" href="javascript:void(0);">
- Not Available
Interactions
- Drug Interactions Learn More" title="About Drug Interactions" id="structured-interactions-info" class="drug-info-popup" href="javascript:void(0);">
- This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.Not Available
- Food Interactions
- No interactions found.
Products
Drug product information from 10+ global regionsOur datasets provide approved product information including:dosage, form, labeller, route of administration, and marketing period.Access drug product information from over 10 global regions.- Over the Counter Products
Name Dosage Strength Route Labeller Marketing Start Marketing End Region Image Cellbn First Care Cleanser Cream 16 g/100mL Topical Worldcostec.co.,ltd 2017-05-26 Not applicable US 
Doctor Plus Cream 1.5 g/100mL Topical Powerful X 2018-01-09 Not applicable US Dr. G Pore Deep Clearing Foam Cream 15 g/10mL Topical GOWOONSESANG COSMETICS CO., LTD. 2016-03-01 2018-01-09 US Dr.g A-clear Foam Cream 20 g/100mL Topical GOWOONSESANG COSMETICS CO., LTD. 2015-07-05 2018-03-23 US Dr.g Hyper Brightening Cleansing Foam Cream 8 g/100mL Topical GOWOONSESANG COSMETICS CO., LTD. 2015-07-05 2018-01-09 US - Mixture Products
Name Ingredients Dosage Route Labeller Marketing Start Marketing End Region Image For Sope Stearic acid (1.5 %) + Sodium lauryl sulfate (97 %) Liquid Topical Rougier Pharma Division Of Ratiopharm Inc 1960-12-31 1999-09-27 Canada 
Huile D'onagre Vitamin E Stearic acid (1 %) + Linoleic acid (72 %) + Oleic Acid (9 %) + Palmitic Acid (7 %) + Vitamin E (15 %) + alpha-Linolenic acid (11 %) Capsule Oral Le Naturiste J.M.B. Inc. 1987-12-31 2000-08-23 Canada Isa Knox Ageless Serum Makeup Base 10 Stearic acid (0.18 mL/100mL) + Aluminum hydroxide (0.18 mL/100mL) + Dimethicone (0.08 mL/100mL) + Hydroxyproline (0.53 mL/100mL) + Octinoxate (3 mL/100mL) + Titanium dioxide (3.38 mL/100mL) Cream Topical Lg Household & Health Care Ltd. 2010-07-04 Not applicable US Isaknox Ageless Serum Moist Pearl Base Stearic acid (0.18 mL/100mL) + Aluminum hydroxide (0.18 mL/100mL) + Dimethicone (0.08 mL/100mL) + Hydroxyproline (0.53 mL/100mL) + Octinoxate (3 mL/100mL) + Titanium dioxide (3.38 mL/100mL) Liquid Topical Lg Household & Health Care Ltd. 2010-08-31 Not applicable US Jayjun Anti Dust Fresh Foam Cleanser Stearic acid (6.84 g/90mL) + Lauric acid (6.30 g/90mL) + Palmitic Acid (11.16 g/90mL) Liquid Topical Jayjun Cosmetic Co.,ltd. 2018-12-01 2019-11-01 US - Unapproved/Other Products
Name Ingredients Dosage Route Labeller Marketing Start Marketing End Region Image Cellbn First Care Cleanser Stearic acid (16 g/100mL) Cream Topical Worldcostec.co.,ltd 2017-05-26 Not applicable US Doctor Plus Stearic acid (1.5 g/100mL) Cream Topical Powerful X 2018-01-09 Not applicable US Dr. G Pore Deep Clearing Foam Stearic acid (15 g/10mL) Cream Topical GOWOONSESANG COSMETICS CO., LTD. 2016-03-01 2018-01-09 US Dr.g A-clear Foam Stearic acid (20 g/100mL) Cream Topical GOWOONSESANG COSMETICS CO., LTD. 2015-07-05 2018-03-23 US Dr.g Hyper Brightening Cleansing Foam Stearic acid (8 g/100mL) Cream Topical GOWOONSESANG COSMETICS CO., LTD. 2015-07-05 2018-01-09 US
Categories
- Drug Categories
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.
- Kingdom
- Organic compounds
- Super Class
- Lipids and lipid-like molecules
- Class
- Fatty Acyls
- Sub Class
- Fatty acids and conjugates
- Direct Parent
- Long-chain fatty acids
- Alternative Parents
- Straight chain fatty acids / Monocarboxylic acids and derivatives / Carboxylic acids / Organic oxides / Hydrocarbon derivatives / Carbonyl compounds
- Substituents
- Aliphatic acyclic compound / Carbonyl group / Carboxylic acid / Carboxylic acid derivative / Hydrocarbon derivative / Long-chain fatty acid / Monocarboxylic acid or derivatives / Organic oxide / Organic oxygen compound / Organooxygen compound
- Molecular Framework
- Aliphatic acyclic compounds
- External Descriptors
- long-chain fatty acid, saturated fatty acid, straight-chain saturated fatty acid (CHEBI:28842) / Straight chain fatty acids, Saturated fatty acids (C01530) / Straight chain fatty acids (LMFA01010018)
- Affected organisms
- Humans and other mammals
Chemical Identifiers
- UNII
- 4ELV7Z65AP
- CAS number
- 57-11-4
- InChI Key
- QIQXTHQIDYTFRH-UHFFFAOYSA-N
- InChI
- 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)
- IUPAC Name
- octadecanoic acid
- SMILES
- CCCCCCCCCCCCCCCCCC(O)=O
References
- Synthesis Reference
Arnold W. Fogel, "12-hydroxy stearic acid esters, compositions based upon same and methods of using and making such compositions." U.S. Patent US5993861, issued July, 1998.
US5993861- General References
- Not Available
- External Links
- Human Metabolome Database
- HMDB0000827
- KEGG Drug
- D00119
- KEGG Compound
- C01530
- PubChem Compound
- 5281
- PubChem Substance
- 46508522
- ChemSpider
- 5091
- BindingDB
- 50240485
- 1310551
- ChEBI
- 28842
- ChEMBL
- CHEMBL46403
- ZINC
- ZINC000004978673
- PDBe Ligand
- STE
- Wikipedia
- Stearic_acid
- PDB Entries
- 1e7i / 1fk4 / 1hmt / 1k4w / 1lif / 1uvc / 1xxs / 2fva / 2wh5 / 2zyi … show 72 more
- MSDS
- Download (73.6 KB)
Clinical Trials
- Clinical Trials Learn More" title="About Clinical Trials" id="clinical-trials-info" class="drug-info-popup" href="javascript:void(0);">
Phase Status Purpose Conditions Count
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
Form Route Strength Cream Topical 16 g/100mL Cream Topical 15 g/10mL Cream Topical 20 g/100mL Cream Topical 8 g/100mL Cream Topical 25 g/100mL Capsule Oral Liquid Topical Injectable foam Topical Soap Topical 120 mg/1g Soap Topical 12 g/100g Cream Topical 1 g/100mL Cream Topical 1.5 g/100mL Ointment Topical Cream Topical Gel Topical 0.4 g/20mL - Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Solid
- Experimental Properties
Property Value Source melting point (°C) 68.8 °C PhysProp boiling point (°C) 383 °C PhysProp water solubility 0.597 mg/L (at 25 °C) YALKOWSKY,SH & DANNENFELSER,RM (1992) logP 8.23 SANGSTER (1993) - Predicted Properties
Property Value Source Water Solubility 6.61e-05 mg/mL ALOGPS logP 8.02 ALOGPS logP 7.15 Chemaxon logS -6.6 ALOGPS pKa (Strongest Acidic) 4.95 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 2 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 37.3 Å2 Chemaxon Rotatable Bond Count 16 Chemaxon Refractivity 86.29 m3·mol-1 Chemaxon Polarizability 38.64 Å3 Chemaxon Number of Rings 0 Chemaxon Bioavailability 0 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 0.9888 Blood Brain Barrier + 0.9488 Caco-2 permeable + 0.8326 P-glycoprotein substrate Non-substrate 0.6321 P-glycoprotein inhibitor I Non-inhibitor 0.9598 P-glycoprotein inhibitor II Non-inhibitor 0.9277 Renal organic cation transporter Non-inhibitor 0.9266 CYP450 2C9 substrate Non-substrate 0.7886 CYP450 2D6 substrate Non-substrate 0.8956 CYP450 3A4 substrate Non-substrate 0.6982 CYP450 1A2 substrate Inhibitor 0.8326 CYP450 2C9 inhibitor Non-inhibitor 0.8808 CYP450 2D6 inhibitor Non-inhibitor 0.9554 CYP450 2C19 inhibitor Non-inhibitor 0.9578 CYP450 3A4 inhibitor Non-inhibitor 0.9484 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9647 Ames test Non AMES toxic 0.9865 Carcinogenicity Non-carcinogens 0.6452 Biodegradation Ready biodegradable 0.8795 Rat acute toxicity 1.3275 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9322 hERG inhibition (predictor II) Non-inhibitor 0.8868
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 205.6826617 predictedDarkChem Lite v0.1.0 [M-H]- 176.5943516 predictedDarkChem Standard v0.1.0 [M-H]- 206.7843617 predictedDarkChem Lite v0.1.0 [M-H]- 206.1106617 predictedDarkChem Lite v0.1.0 [M-H]- 170.31721 predictedDeepCCS 1.0 (2019) [M+H]+ 174.33687 predictedDeepCCS 1.0 (2019) [M+Na]+ 183.43562 predictedDeepCCS 1.0 (2019)
Targets
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- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Zinc ion binding
- Specific Function
- Ligand-activated transcription factor. Key regulator of lipid metabolism. Activated by the endogenous ligand 1-palmitoyl-2-oleoyl-sn-glycerol-3-phosphocholine (16:0/18:1-GPC). Activated by oleyleth...
- Gene Name
- PPARA
- Uniprot ID
- Q07869
- Uniprot Name
- Peroxisome proliferator-activated receptor alpha
- Molecular Weight
- 52224.595 Da
References
- Murakami K, Ide T, Suzuki M, Mochizuki T, Kadowaki T: Evidence for direct binding of fatty acids and eicosanoids to human peroxisome proliferators-activated receptor alpha. Biochem Biophys Res Commun. 1999 Jul 14;260(3):609-13. [Article]
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Phospholipase a2 activity
- Specific Function
- PA2 catalyzes the calcium-dependent hydrolysis of the 2-acyl groups in 3-sn-phosphoglycerides. L-alpha-1-palmitoyl-2-linoleoyl phosphatidylethanolamine is more efficiently hydrolyzed than the other...
- Gene Name
- PLA2G2D
- Uniprot ID
- Q9UNK4
- Uniprot Name
- Group IID secretory phospholipase A2
- Molecular Weight
- 16546.1 Da
References
- Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
- Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]
- Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
Carriers
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Oleic acid binding
- Specific Function
- FABP are thought to play a role in the intracellular transport of long-chain fatty acids and their acyl-CoA esters.
- Gene Name
- FABP3
- Uniprot ID
- P05413
- Uniprot Name
- Fatty acid-binding protein, heart
- Molecular Weight
- 14857.93 Da
References
- Fournier NC, Rahim M: Control of energy production in the heart: a new function for fatty acid binding protein. Biochemistry. 1985 Apr 23;24(9):2387-96. doi: 10.1021/bi00330a039. [Article]
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Toxic substance binding
- Specific Function
- Serum albumin, the main protein of plasma, has a good binding capacity for water, Ca(2+), Na(+), K(+), fatty acids, hormones, bilirubin and drugs. Its main function is the regulation of the colloid...
- Gene Name
- ALB
- Uniprot ID
- P02768
- Uniprot Name
- Serum albumin
- Molecular Weight
- 69365.94 Da
References
- Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
- Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]
- Spector AA, John K, Fletcher JE: Binding of long-chain fatty acids to bovine serum albumin. J Lipid Res. 1969 Jan;10(1):56-67. [Article]
Drug created at June 13, 2005 13:24 / Updated at September 28, 2021 21:54