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targets (1) carriers (2)
for drugs
Identification
Name Stearic acid
Accession Number DB03193 (EXPT02965)
Type small molecule
Groups experimental
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
Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
  • 1-Heptadecanecarboxylic acid
  • Caswell No. 801D
  • Cetylacetic acid
  • ELA
  • Fatty acids C16-18
  • FEMA No. 3035
  • Isooctadecanoic acid
  • Isostearic acid
  • N-octadecanoic acidd
  • Octadecanoic acid
  • Octadecansaeure
  • Octadecoic acid
  • OLA
  • Stearate
  • Stearinsaeure
Brand names
  • Bonderlube 235
  • C-Lube 10
  • Dermarone
  • Emersol 153NF
  • Flexichem B
  • Hystrene
  • Industrene
  • Lunac
  • Prifac 2918
  • Prodhygine
Brand name mixtures
  • Borage Oil (Cis-Linoleic Acid + Gamma-Linolenic Acid + Oleic Acid + Palmitic Acid + Stearic Acid)
Categories
  • Pharmaceutical Aids
CAS number 57-11-4
Weight Average: 284.4772
Monoisotopic: 284.271530396
Chemical Formula C18H36O2
InChI Key InChIKey=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)
Plain Text
IUPAC Name
octadecanoic acid
SMILES
CCCCCCCCCCCCCCCCCC(O)=O
Plain Text
Mass Spec Not Available
Taxonomy
Kingdom Not Available
Classes Not Available
Substructures Not Available
Pharmacology
Indication Not Available
Pharmacodynamics Not Available
Mechanism of action Not Available
Absorption Not Available
Volume of distribution Not Available
Protein binding Not Available
Metabolism
Route of elimination Not Available
Half life Not Available
Clearance Not Available
Toxicity Acute oral toxicity (LD50): 4640 mg/kg [Rat]. Acute dermal toxicity (LD50): >5000 mg/kg [Rabbit].
Affected organisms
  • Humans and other mammals
Pathways Not Available
Pharmacoeconomics
Manufacturers Not Available
Packagers Not Available
Dosage forms Not Available
Prices Not Available
Patents Not Available
Properties
State solid
Melting point 68.8 oC
Experimental Properties
Property Value Source
water solubility 0.000597 mg/mL at 25 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)] PhysProp
logP 8.23 [SANGSTER (1993)] PhysProp
Predicted Properties
Property Value Source
water solubility 6.61e-05 g/l ALOGPS
logP 8.02 ALOGPS
logP 7.15 ChemAxon Molconvert
logS -6.63 ALOGPS
pKa ChemAxon Molconvert
hydrogen acceptor count 2 ChemAxon Molconvert
hydrogen donor count 1 ChemAxon Molconvert
polar surface area 37.30 ChemAxon Molconvert
rotatable bond count 16 ChemAxon Molconvert
refractivity 86.29 ChemAxon Molconvert
polarizability 38.64 ChemAxon Molconvert
References
Synthesis Reference Not Available
General Reference Not Available
External Links
Resource Link
KEGG Drug D00119 Link_out
KEGG Compound C01530 Link_out
PubChem Compound 5281 Link_out
PubChem Substance 46508522 Link_out
ChEBI 28842 Link_out
ChEMBL 28842 Link_out
HET STE Link_out
Drug Product Database 0 Link_out
Wikipedia http://en.wikipedia.org/wiki/Stearic_acid Link_out
ATC Codes Not Available
AHFS Codes Not Available
PDB Entries
FDA label Not Available
MSDS show (73.6 KB)
Interactions
Drug Interactions
Drug Interaction
Food Interactions Not Available
Targets

1. Group IID secretory phospholipase A2

Pharmacological action: unknown

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 phospholipids examined

Organism class: human
UniProt ID: Q9UNK4 Link_out
Gene: PLA2G2D Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
SNPs: SNPJam Report Link_out

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

FABP are thought to play a role in the intracellular transport of long-chain fatty acids and their acyl-CoA esters

UniProt ID: P05413 Link_out
Gene: FABP3 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
SNPs: SNPJam Report Link_out

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

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 colloidal osmotic pressure of blood

UniProt ID: P02768 Link_out
Gene: ALB Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
SNPs: SNPJam Report Link_out

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
Comments
Drug created on June 13, 2005 07:24 / Updated on November 10, 2010 14:43

This project is supported by Genome Alberta & Genome Canada, a not-for-profit organization that is leading Canada's national genomics strategy with $600 million in funding from the federal government. This project is also supported in part by GenomeQuest, Inc., an enterprise genomic information company serving the life science community.