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Identification
NameStearic acid
Accession NumberDB03193  (EXPT02965)
Typesmall molecule
Groupsexperimental
Description

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. [Wikipedia]

Structure
Thumb
Synonyms
SynonymLanguageCode
1-Heptadecanecarboxylic acidNot AvailableNot Available
Cetylacetic acidNot AvailableNot Available
Fatty acids C16-18Not AvailableNot Available
Isooctadecanoic acidNot AvailableNot Available
Isostearic acidNot AvailableNot Available
N-octadecanoic aciddNot AvailableNot Available
Octadecanoic acidNot AvailableNot Available
OctadecansaeureNot AvailableNot Available
Octadecoic acidNot AvailableNot Available
OLANot AvailableNot Available
StearateNot AvailableNot Available
StearinsaeureNot AvailableNot Available
SaltsNot Available
Brand names
NameCompany
Bonderlube 235Not Available
C-Lube 10Not Available
DermaroneNot Available
Emersol 153NFNot Available
Flexichem BNot Available
HystreneNot Available
IndustreneNot Available
LunacNot Available
Prifac 2918Not Available
ProdhygineNot Available
Brand mixtures
Brand NameIngredients
Borage OilCis-Linoleic Acid + Gamma-Linolenic Acid + Oleic Acid + Palmitic Acid + Stearic Acid
Categories
CAS number57-11-4
WeightAverage: 284.4772
Monoisotopic: 284.271530396
Chemical FormulaC18H36O2
InChI KeyQIQXTHQIDYTFRH-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
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassLipids
ClassFatty Acids and Conjugates
SubclassStraight Chain Fatty Acids
Direct parentStraight Chain Fatty Acids
Alternative parentsPolyamines; Enolates; Carboxylic Acids
Substituentsenolate; polyamine; carboxylic acid; carboxylic acid derivative
Classification descriptionThis compound belongs to the straight chain fatty acids. These are fatty acids with a straight aliphatic chain.
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
Metabolism
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityAcute oral toxicity (LD50): 4640 mg/kg [Rat]. Acute dermal toxicity (LD50): >5000 mg/kg [Rabbit].
Affected organisms
  • Humans and other mammals
Pathways
PathwayCategorySMPDB ID
Mitochondrial Beta-Oxidation of Long Chain Saturated Fatty AcidsMetabolicSMP00482
Plasmalogen SynthesisMetabolicSMP00479
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
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 substrate Non-inhibitor 0.8808
CYP450 2D6 substrate Non-inhibitor 0.9554
CYP450 2C19 substrate Non-inhibitor 0.9578
CYP450 3A4 substrate 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
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental Properties
PropertyValueSource
melting point68.8 °CPhysProp
boiling point383 °CPhysProp
water solubility0.597 mg/L (at 25 °C)YALKOWSKY,SH & DANNENFELSER,RM (1992)
logP8.23SANGSTER (1993)
Predicted Properties
PropertyValueSource
water solubility6.61e-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 area37.3ChemAxon
rotatable bond count16ChemAxon
refractivity86.29ChemAxon
polarizability38.64ChemAxon
number of rings0ChemAxon
bioavailability0ChemAxon
rule of fiveNoChemAxon
Ghose filterNoChemAxon
Veber's ruleNoChemAxon
MDDR-like ruleNoChemAxon
Spectra
SpectraGC-MSMS/MS1D NMR2D NMR
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 ReferenceNot Available
External Links
ResourceLink
KEGG DrugD00119
KEGG CompoundC01530
PubChem Compound5281
PubChem Substance46508522
ChEBI28842
ChEMBL
HETSTE
WikipediaStearic_acid
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSshow(73.6 KB)
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. Group IID secretory phospholipase A2

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Group IID secretory phospholipase A2 Q9UNK4 Details

References:

  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. Pubmed
  2. 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. Pubmed
  3. 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. Pubmed

Carriers

1. Fatty acid-binding protein, heart

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Fatty acid-binding protein, heart P05413 Details

References:

  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. Pubmed
  2. 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. Pubmed

2. Serum albumin

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Serum albumin P02768 Details

References:

  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. Pubmed
  2. 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. Pubmed
  3. 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. Pubmed

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Drug created on June 13, 2005 07:24 / Updated on September 16, 2013 17:20