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Fatty acid


DATA No : DFA0111 INFORMANT : Tetsuyuki Kobayashi

NAME : cis-9-Octadecenoic acid

COMMON NAME: 9-Octadecylenic acid / Oleic acid
SYMBOL: Ole / C18:1n-9
FORMULA: C18H34O2 MOL.WT (average) : 282.461


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BIOLOGICAL ACTIVITY

PHYSICAL AND CHEMICAL PROPERTIES
MELTING POINT:12degC [labile] / 16degC [stable]

BOILING POINT:234degC at 15 mmHg

REFRACTIVE INDEX:1.45823 at 20degC

OPTICAL ROTATION:

DENSITY:d4-20 0.898

SOLUBILITY:soluble in acetone , alcohol, chloroform, ether and petroleum ether
SPECTRAL DATA
UV SPECTRA:

IR SPECTRA:

NMR SPECTRA:

MASS SPECTRA:
[Spectrum 0001] (provided by Dr. Takeshi Kasama).

OTHER SPECTRA:
CHROMATOGRAM DATA
Gas liquid chromatogram
[Chromatogram 0001]
[Chromatogram 0002] (provided by Dr. Akiko Horiuchi).
SOURCE
Generally considerd to be predominant fatty acid in nature (few fats known to contain less than 10%; Separation from olive oil by double fraction via urea adduct(Ref. 4003). Major constituent in plant oils e.g. olive oil (about 80%), almond oil (about 80%), mainly as glyceride.
CHEMICAL SYNTHESIS
Purest product (98%) obtained when the oil was saponified with 3% KOH solution; Synthesis(Ref. 4008)
METABOLISM
In animals oleic acid is synthsized from stearoyl CoA by oxidative desaturation using O2, NADPH, cytochrome b5. Oleic acid is further metabolized to 20:9n-9 via reactions of desaturation and elongation. Essential fatty acid deficincy causes the accumulation of 20:9n-9.
GENETIC INFORMATION

NOTE

REFERENCES
[4003]
AUTHOR:Rubin, Paisley
TITLE:
JOURNAL:Biochem. Prepn.
VOL:9 PAGE : 113 - (1962)
[TOP]

[4008]
AUTHOR:Robinson , Robinson,
TITLE:
JOURNAL:J.Chem.Soc.
VOL:127 PAGE : 175 - (1925)
[TOP]

Last updated June 19, 2007. Copyright © 1989-2007 Japanese Conference on the Biochemistry of Lipids (JCBL). All rights reserved.