DrugBank: Stearic acid (DB03193)

targets (1) carriers (2)

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

Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure

Synonyms

1-Heptadecanecarboxylic acid
Caswell No. 801D
Cetylacetic acid
Fatty acids C16-18
FEMA No. 3035
Isooctadecanoic acid
Isostearic acid
N-octadecanoic acidd
Octadecanoic acid
Octadecansaeure
Octadecoic acid
OLA
Stearate
Stearinsaeure

Salts

Not Available

Brand names

Name	Company
Bonderlube 235
C-Lube 10
Dermarone
Emersol 153NF
Flexichem B
Hystrene
Industrene
Lunac
Prifac 2918
Prodhygine

Brand mixtures

Brand Name	Ingredients
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

Not Available

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

Experimental Properties

Property	Value	Source
melting point	68.8 °C	PhysProp
boiling point	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 g/l	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	ChemAxon
rotatable bond count	16	ChemAxon
refractivity	86.29	ChemAxon
polarizability	38.64	ChemAxon

References

Synthesis Reference

Not Available

General Reference

Not Available

External Links

Resource	Link
KEGG Drug	D00119
KEGG Compound	C01530
PubChem Compound	5281
PubChem Substance	46508522
ChEBI	28842
ChEMBL	28842
HET	STE
Wikipedia	http://en.wikipedia.org/wiki/Stearic_acid

ATC Codes

Not Available

AHFS Codes

Not Available

PDB Entries

1UVC

FDA label

Not Available

MSDS

show (73.6 KB)

Interactions

Drug Interactions

Not Available

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 Gene: PLA2G2D Protein Sequence: FASTA Gene Sequence: FASTA SNPs: SNPJam Report References: Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. Pubmed 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 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

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:

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. Pubmed
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
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 Gene: FABP3 Protein Sequence: FASTA Gene Sequence: FASTA SNPs: SNPJam Report References: Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. Pubmed 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 Gene: ALB Protein Sequence: FASTA Gene Sequence: FASTA SNPs: SNPJam Report References: Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. Pubmed 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 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

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:

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

Protein Sequence: FASTA
Gene Sequence: FASTA
SNPs: SNPJam Report Link_out

References:

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. Pubmed
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
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 February 08, 2013 16:22