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Substance Name: Linoleic acid
RN: 60-33-3
UNII: 9KJL21T0QJ
InChIKey: OYHQOLUKZRVURQ-HZJYTTRNSA-N

Notes

  • A doubly unsaturated fatty acid, occurring widely in plant glycosides. It is an essential fatty acid in mammalian nutrition and is used in the biosynthesis of prostaglandins and cell membranes. (From Stedman, 26th ed).
  • Extractives and their physically modified derivatives. Vitis, Vitidaceae.

Molecular Formula

  • C18-H32-O2

Molecular Weight

  • 280.4488
 

Classification Codes

  • Antiviral (COVID-19)
  • Skin / Eye Irritant
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Names and Synonyms

Name of Substance

  • 9,12-Octadecadienoic acid
  • Grape seed oil
  • Linoleic acid
  • Oils, grape seed

MeSH Heading

  • Linoleic Acid

Synonyms

  • 9,12-Octadecadienoic acid, (Z,Z)-
  • 9-cis,12-cis-Linoleic acid
  • 9Z,12Z-Linoleic acid
  • AI3-11132
  • all-cis-9,12-Octadecadienoic acid
  • alpha-Linoleic acid
  • CCRIS 650
  • cis,cis-9,12-Octadecadienoic acid
  • cis,cis-Linoleic acid
  • cis-9,cis-12-Octadecadienoic acid
  • cis-delta9,12-Octadecadienoic acid
  • EINECS 200-470-9
  • Emersol 310
  • Emersol 315
  • Extra Linoleic 90
  • FEMA No. 3380
  • Grape seed oil
  • HSDB 5200
  • Linoleic acid
  • Linolic acid
  • NSC 281243
  • Polylin 515
  • Polylin No. 515
  • Telfairic acid
  • Unifac 6550
  • UNII-9KJL21T0QJ

Systematic Names

  • 9,12-Octadecadienoic acid (9Z,12Z)-
  • 9,12-Octadecadienoic acid, (Z,Z)-
  • Linoleic acid
  • Linoleic acid, pure
  • Oils, grape

Superlist Names

  • (Z,Z)-9,12-Octadecadienoic acid
  • Linoleic acid

Registry Numbers

CAS Registry Number

  • 60-33-3

FDA UNII

  • 9KJL21T0QJ

Other Registry Numbers

  • 8024-22-4
  • 949900-18-9

System Generated Number

  • 0000060333

Structure Descriptors

InChI

InChI=1S/C18H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-7,9-10H,2-5,8,11-17H2,1H3,(H,19,20)/b7-6-,10-9-

InChIKey

OYHQOLUKZRVURQ-HZJYTTRNSA-N

Smiles

CCCCC\C=C/C\C=C/CCCCCCCC(=O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 280mg/kg (280mg/kg)   Yakugaku Zasshi. Journal of Pharmacy. Vol. 104, Pg. 793, 1984.
mouse LD50 oral > 50gm/kg (50000mg/kg)   United States Patent Document. Vol. #3728459,
rat LD50 intraperitoneal > 50gm/kg (50000mg/kg)   Oyo Yakuri. Pharmacometrics. Vol. 4, Pg. 327, 1970.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point -8.50E+00 deg C   EXP
Boiling Point 365.2 deg C   EXP
pKa Dissociation Constant 4.77 (none) 25 EXP
log P (octanol-water) 7.05 (none)   EXP
Water Solubility 0.139 mg/L 25 EST
Henry's Law Constant 5.11E-06 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.29E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.