Table 1.2

Different designations and sources of some monounsaturated fatty acids and derivatives (ester and acyl radical) found in nature

Trivial nameaIUPAC systematic namebShorthand notationn-x abbreviationChemical structure (H3C–(R)–CO2H)Occurrence
Myristole- (9Z)-tetra-dec-9-eno- 9c-14:1 14:1n-5 –[CH2]3CH=CH[CH2]7– Major component in seed oils from plants of the Myristicaceae family 
Palmitole- (9Z)-hexa-dec-9-eno- 9c-16:1 16:1n-7 –[CH2]5CH=CH[CH2]7– Widespread. Minor component in marine oils and most animal and vegetable oils and a major component in macadamia oil 
Hypoge- (7Z)-hexa-dec-7-eno- 7c-16:1 16:1n-9 –[CH2]7CH=CH[CH2]5– Minor component in human milk, higher plants, algae and bacteria 
Cis-vaccen- (11Z)-octadec-11-eno 11c-18:1 18:1n-7 –[CH2]5CH=CH[CH2]9– Widespread in fruits pulp, most vegetable oils, Escherichia coli and other bacteria 
Vaccen- (11E)-octa-dec-11-eno- 11t-18:1 c –[CH2]5CH=CH[CH2]9– Major in ruminant fat and dairy products 
Ole- (9Z)-octa-dec-9-eno- 9c-18:1 18:1n-9 –[CH2]7CH=CH[CH2]7– Fairly widespread in all fats and oils, major component in olive oil, canola oil and high-oleic sunflower and safflower oil. Also found in most microorganisms 
Elaid- (9E)-octa-dec-9-eno- 9t-18:1 c –[CH2]7CH=CH[CH2]7– Minor component in ruminant fat, major component in hydrogenated vegetable oils 
Gondo- (11Z)-eicos-11-eno- 11c-20:1 20:1n-9 –[CH2]7CH=CH[CH2]9– Minor component in vegetable and fish oils 
Gadole- (9Z)-eicos-9-eno- 9c-20:1 20:1n-11 –[CH2]9CH=CH[CH2]7– Major component in some fish oils, minor component in some vegetable oils 
Eruc- (13Z)-docos-13-eno- 13c-22:1 22:1n-9 –[CH2]7CH=CH[CH2]11– Major component in seed oils of the Cruciferae family (rape, mustard) 
Nervon- (15Z)-tetracos-15-eno- 15c-24:1 24:1n-9 –[CH2]7CH=CH[CH2]13– Minor component in marine oils, major fatty acid in brain sphingolipids 
Trivial nameaIUPAC systematic namebShorthand notationn-x abbreviationChemical structure (H3C–(R)–CO2H)Occurrence
Myristole- (9Z)-tetra-dec-9-eno- 9c-14:1 14:1n-5 –[CH2]3CH=CH[CH2]7– Major component in seed oils from plants of the Myristicaceae family 
Palmitole- (9Z)-hexa-dec-9-eno- 9c-16:1 16:1n-7 –[CH2]5CH=CH[CH2]7– Widespread. Minor component in marine oils and most animal and vegetable oils and a major component in macadamia oil 
Hypoge- (7Z)-hexa-dec-7-eno- 7c-16:1 16:1n-9 –[CH2]7CH=CH[CH2]5– Minor component in human milk, higher plants, algae and bacteria 
Cis-vaccen- (11Z)-octadec-11-eno 11c-18:1 18:1n-7 –[CH2]5CH=CH[CH2]9– Widespread in fruits pulp, most vegetable oils, Escherichia coli and other bacteria 
Vaccen- (11E)-octa-dec-11-eno- 11t-18:1 c –[CH2]5CH=CH[CH2]9– Major in ruminant fat and dairy products 
Ole- (9Z)-octa-dec-9-eno- 9c-18:1 18:1n-9 –[CH2]7CH=CH[CH2]7– Fairly widespread in all fats and oils, major component in olive oil, canola oil and high-oleic sunflower and safflower oil. Also found in most microorganisms 
Elaid- (9E)-octa-dec-9-eno- 9t-18:1 c –[CH2]7CH=CH[CH2]7– Minor component in ruminant fat, major component in hydrogenated vegetable oils 
Gondo- (11Z)-eicos-11-eno- 11c-20:1 20:1n-9 –[CH2]7CH=CH[CH2]9– Minor component in vegetable and fish oils 
Gadole- (9Z)-eicos-9-eno- 9c-20:1 20:1n-11 –[CH2]9CH=CH[CH2]7– Major component in some fish oils, minor component in some vegetable oils 
Eruc- (13Z)-docos-13-eno- 13c-22:1 22:1n-9 –[CH2]7CH=CH[CH2]11– Major component in seed oils of the Cruciferae family (rape, mustard) 
Nervon- (15Z)-tetracos-15-eno- 15c-24:1 24:1n-9 –[CH2]7CH=CH[CH2]13– Minor component in marine oils, major fatty acid in brain sphingolipids 
a

Ending in ‘-ic’, ‘-ate’ or ‘-oyl’ for acid, salt or ester, or acyl radical, respectively.

b

Ending in ‘-ic’, ‘-ate’ or ‘-yl’ for acid, salt or ester, or acyl radical, respectively.

c

Trans fatty acids do not have shorthand n-x notation.

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