Record Information
Version1.0
Creation date2015-10-09 22:29:44 UTC
Update date2017-01-19 02:36:19 UTC
FoodComEx IDPC000299
FoodDB RecordFDB012760
Chemical Information
Name(Z,Z)-9,12-Octadecadienoic acid
DescriptionConstituent of most vegetable oils and animal fats. The Fe salt is the major component of metallic drier compositions used to line food cans Linoleic acid is one of two essential fatty acids that humans and other animals must ingest for good health, because the body requires them for various biological processes, but cannot synthesize them from other food components. (Z,Z)-9,12-Octadecadienoic acid is found in many foods, some of which are green bean, cloves, kumquat, and pecan nut.
CAS Number60-33-3
Structure
Thumb
Synonyms
SynonymSource
(9Z,12Z)-9,12-Octadecadienoatebiospider
(9Z,12Z)-9,12-Octadecadienoic acidbiospider
(9Z,12Z)-OctadecadienoateGenerator
(9Z,12Z)-Octadecadienoic acidbiospider
(Z,Z)-9,12-Octadecadienoatebiospider
(Z,Z)-9,12-Octadecadienoic acidbiospider
9-(Z), 12-(Z)-Octadecadienoic acidbiospider
9-cis,12-cis-Linoleatebiospider
9-cis,12-cis-Linoleic acidbiospider
9-cis,12-cis-Octadecadienoatebiospider
9-cis,12-cis-Octadecadienoic acidbiospider
9,12-Linoleic acidbiospider
9,12-Octadecadienoic acid (Z,Z)-biospider
9Z,12Z-Linoleatebiospider
9Z,12Z-Linoleic acidbiospider
9Z,12Z-Octadecadienoatebiospider
9Z,12Z-Octadecadienoic acidbiospider
Acide cis-linoleiqueChEBI
Acide linoleiqueChEBI
Acido linoleicoChEBI
all-cis-9,12-Octadecadienoatebiospider
all-cis-9,12-Octadecadienoic acidbiospider
C18:2 9c, 12c Omega6 todos cis-9,12-octadienoicoChEBI
C18:2, N-6,9 all-cisChEBI
cis-9-cis-12-Octadecadienoic acidbiospider
cis-9,cis-12-Octadecadienoatebiospider
cis-9,cis-12-Octadecadienoic acidbiospider
cis-D9,12-OctadecadienoateHMDB
cis-D9,12-Octadecadienoic acidHMDB
cis-delta(9,12)-OctadecadienoateGenerator
cis-Delta(9,12)-Octadecadienoic acidChEBI
cis-δ(9,12)-octadecadienoateGenerator
cis-δ(9,12)-octadecadienoic acidGenerator
cis, cis-9,12-Octadecadienoic acidbiospider
cis,cis-9,12-OctadecadienoateGenerator
cis,cis-9,12-octadecadienoic acidbiospider
Cis,cis-linoleatebiospider
Cis,cis-linoleic acidbiospider
Emersol 315HMDB
Extra linoleic 90HMDB
Leinolic aciddb_source
LinolateGenerator
LinoleateGenerator
Linoleic aciddb_source
Linolic aciddb_source
Polylin 515HMDB
Telfairic aciddb_source
Unifac 6550HMDB
Chemical FormulaC18H32O2
IUPAC name(9E,12Z)-octadeca-9,12-dienoic acid
InChI IdentifierInChI=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+
InChI KeyOYHQOLUKZRVURQ-IXWMQOLASA-N
Isomeric SMILES[H]\C(CCCCC)=C(/[H])C\C([H])=C(/[H])CCCCCCCC(O)=O
Average Molecular Weight280.4455
Monoisotopic Molecular Weight280.240230268
Chemical Taxonomy
Description Belongs to the class of organic compounds known as lineolic acids and derivatives. These are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassLineolic acids and derivatives
Direct ParentLineolic acids and derivatives
Alternative Parents
Substituents
  • Octadecanoid
  • Long-chain fatty acid
  • Fatty acid
  • Unsaturated fatty acid
  • Straight chain fatty acid
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logP7.05SANGSTER (1993)
Experimental Water SolubilityNot Available
Melting PointMp -5°DFC
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 4 g
Delivery TimeNot Available
Storage Formliquid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez Fresnovazquezf@ualberta.ca
Commercial Vendors
AKSci F893
Cayman Chemical 17951
Cayman Chemical 90150
Cayman Chemical 90150.1
Glentham GK5161
MetaSci HMDB0000673
Sigma-Aldrich HMDB0000673
Toronto Research Chemicals L467495