Stearic acid (CHEM003561)

Record Information
Version1.0
Creation Date2014-09-05 17:12:37 UTC
Update Date2026-04-17 17:48:06 UTC
Accession NumberCHEM003561
Identification
Common NameStearic acid
ClassSmall Molecule
Description
Stearic acid, also called 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, and its chemical formula is CH3(CH2)16COOH. Its name comes from the Greek word stear, which means tallow. Its IUPAC name is octadecanoic acid.
Contaminant Sources
  • Cosmetic Chemicals
  • EAFUS Chemicals
  • FooDB Chemicals
  • HMDB Contaminants - Feces
  • HMDB Contaminants - Urine
  • HPV EPA Chemicals
  • OECD HPV Chemicals
  • T3DB toxins
  • ToxCast & Tox21 Chemicals
Contaminant Type
  • Animal Toxin
  • Household Toxin
  • Metabolite
  • Natural Compound
  • Organic Compound
  • Pharmaceutic Aid
  • Plant Toxin
Chemical Structure
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
18:0ChEBI
Acide octadecanoiqueChEBI
Acide steariqueChEBI
C18:0ChEBI
CH3-[CH2]16-COOHChEBI
N-Octadecanoic acidChEBI
OctadecansaeureChEBI
Octadecoic acidChEBI
OktadekansaeureChEBI
StearinsaeureChEBI
StearateKegg
N-OctadecanoateGenerator
OctadecoateGenerator
Magnesium stearateMeSH
Zinc stearateMeSH
Aluminum tristearateMeSH
Ammonium stearateMeSH
Calcium stearateMeSH
Aluminum monostearateMeSH
Octadecanoic acidMeSH
Sodium stearateMeSH
OctadecanoateGenerator, HMDB
1-HeptadecanecarboxylateHMDB
1-Heptadecanecarboxylic acidHMDB
Stearex beadsHMDB
Stearic acid cherryHMDB
StearophanateHMDB
Stearophanic acidHMDB
FA(18:0)HMDB
Chemical FormulaC18H36O2
Average Molecular Mass284.477 g/mol
Monoisotopic Mass284.272 g/mol
CAS Registry Number1957-11-04
IUPAC Nameoctadecanoic acid
Traditional Namestearic acid
SMILESCCCCCCCCCCCCCCCCCC(O)=O
InChI IdentifierInChI=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)
InChI KeyQIQXTHQIDYTFRH-UHFFFAOYSA-N
Chemical Taxonomy
Description 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.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acids and conjugates
Direct ParentLong-chain fatty acids
Alternative Parents
Substituents
  • Long-chain fatty acid
  • Straight chain fatty acid
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginEndogenous
Cellular Locations
  • Cytoplasm
  • Extracellular
  • Membrane
Biofluid LocationsNot Available
Tissue Locations
  • Adipose Tissue
  • Brain
  • Erythrocyte
  • Fibroblasts
  • Intestine
  • Muscle
  • Myelin
  • Neuron
  • Placenta
  • Platelet
  • Prostate
  • Skin
  • Stratum Corneum
PathwaysNot Available
ApplicationsNot Available
Biological Roles
Chemical RolesNot Available
Physical Properties
StateSolid
AppearanceWhite powder.
Experimental Properties
PropertyValue
Melting Point68.8°C
Boiling Point383°C
Solubility0.597 mg/L (at 25°C)
Predicted Properties
PropertyValueSource
Water Solubility6.6e-05 g/LALOGPS
logP8.02ALOGPS
logP7.15ChemAxon
logS-6.6ALOGPS
pKa (Strongest Acidic)4.95ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count16ChemAxon
Refractivity86.29 m³·mol⁻¹ChemAxon
Polarizability38.64 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesAcute oral toxicity (LD50): 4640 mg/kg [Rat]. Acute dermal toxicity (LD50): >5000 mg/kg [Rabbit].
Lethal DoseNot Available
Carcinogenicity (IARC Classification)No indication of carcinogenicity to humans (not listed by IARC).
Uses/SourcesThis is an endogenously produced metabolite found in the human body. It is used in metabolic reactions, catabolic reactions or waste generation.
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
External Links
DrugBank IDDB03193
HMDB IDHMDB0000827
FooDB IDFDB002941
Phenol Explorer IDNot Available
KNApSAcK IDC00001238
BiGG ID37799
BioCyc IDSTEARIC_ACID
METLIN ID189
PDB IDNot Available
Wikipedia LinkStearic_acid
Chemspider ID5091
ChEBI ID28842
PubChem Compound ID5281
Kegg Compound IDC01530
YMDB IDYMDB00682
ECMDB IDECMDB21428
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.

MSDSLink
General References
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