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364525 Sigma-Aldrich

Oleic acid

technical grade, 90%

Synonym: cis-9-Octadecenoic acid, Elainic acid

  • CAS Number 112-80-1

  • Linear Formula CH3(CH2)7CH=CH(CH2)7COOH

  • Molecular Weight 282.46

  •  Beilstein/REAXYS Number 1726542

  •  EC Number 204-007-1

  •  MDL number MFCD00064242

  •  PubChem Substance ID 24862437

  •  NACRES NA.25

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Properties

Related Categories Biochemicals and Reagents, Building Blocks, C13 to C42+, Carbonyl Compounds, Carboxylic Acids,
Quality Level   200
biological source   plant
grade   technical grade
vapor pressure   1 mmHg ( 176 °C)
assay   90%
form   liquid
  semisolid
  waxy solid
application(s)   microbiology: suitable
refractive index   n20/D 1.459 (lit.)
bp   194-195 °C/1.2 mmHg (lit.)
mp   13-14 °C (lit.)
solubility   alcohol: soluble
  benzene: soluble
  chloroform: soluble
  diethyl ether: soluble
  water: insoluble
density   0.887 g/mL at 25 °C
  0.89 g/mL at 25 °C (lit.)
functional group   oleic acid
shipped in   ambient
storage temp.   2-8°C
SMILES string   CCCCCCCC\C=C/CCCCCCCC(O)=O
InChI   1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-8,11-17H2,1H3,(H,19,20)/b10-9-
InChI key   ZQPPMHVWECSIRJ-KTKRTIGZSA-N
Gene Information   human ... SOAT1(6646), SOAT2(8435)

Description

Application

Oleic acid has been used as a test reagent for studying its impact on the secretion of apoB from HepG2 cells. It has also been used to study the necrophoric response of the southern harvester ant, Pogonomyrmex badius to oleic acid.

Packaging

1, 4 L in glass bottle

25 mL in glass bottle

Biochem/physiol Actions

Oleic acid is a colourless, odourless fatty acid that blocks the glucose production and food intake when administered intracerebroventricularly.

Activates protein kinase C in hepatocytes.

Uncouples oxidative phosphorylation. Inhibits 2,4-dinitrophenol−stimulated ATPase. Action reversed by adding serum albumin.

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 1
RTECS 
RG2275000
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Meet Synthia - Retrosynthesis Sofware
Protocols & Articles

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Peer-Reviewed Papers
15

References

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