Linolelaidic acid

Linolelaidic acid^[1] ^[2]
Names
	IUPAC name (9E,12E)-octadeca-9,12-dienoic acid
	Other names trans, trans-9,12-octadecadienoic acid Linoeladic acid
Identifiers
CAS Number	506-21-8 ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL93204 ;
ChemSpider	4445609 ;
PubChem CID	5282457;
UNII	7552P0K6PN ;
CompTox Dashboard (EPA)	DTXSID50897508 ;
	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+ Key: OYHQOLUKZRVURQ-AVQMFFATSA-N ; InChI=1/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+ Key: OYHQOLUKZRVURQ-AVQMFFATBA;
	SMILES O=C(O)CCCCCCC/C=C/C/C=C/CCCCC;
Properties
Chemical formula	C18H32O2
Molar mass	280.45 g/mol
Melting point	28–29 °C (82–84 °F; 301–302 K)
Boiling point	229 to 230 °C (444 to 446 °F; 502 to 503 K) at 16 mmHg
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Linolelaidic acid is an omega-6 trans fatty acid (TFA) and is a geometric isomer of linoleic acid. It is found in partially hydrogenated vegetable oils. It also comprises 12.39% of the fats from the fruit of the durian species Durio graveolens.^[4] It is a white (or colourless) viscous liquid.

TFAs are classified as conjugated and nonconjugated, corresponding usually to the structural elements -CH=CH-CH=CH- and -CH=CH-CH₂-CH=CH-, respectively. Nonconjugated TFAs are represented by elaidic acid and linolelaidic acid. Their presence is linked heart diseases. The TFA vaccenic acid, which is of animal origin, poses less of a health risk.^[5]

References

^ Linolelaidic acid at chemexper.com
^ Linoeladic acid at pubchem.ncbi.nlm.nih.gov
^ Kass, J. P; Burr, G. O (1939). "The Elaidinization of Linoleic Acid". Journal of the American Chemical Society. 61 (5): 1062. Bibcode:1939JAChS..61.2492E. doi:10.1021/ja01874a022.
^ Nasaruddin, Mohd hanif; Noor, Noor Qhairul Izzreen Mohd; Mamat, Hasmadi (2013). "Komposisi Proksimat dan Komponen Asid Lemak Durian Kuning (Durio graveolens) Sabah" [Proximate and Fatty Acid Composition of Sabah Yellow Durian (Durio graveolens)] (PDF). Sains Malaysiana (in Malay). 42 (9): 1283–1288. ISSN 0126-6039. OCLC 857479186. Retrieved 28 November 2017.
^ Park, Yeonhwa "Conjugated linoleic acid (CLA): Good or bad trans fat?" Journal of Food Composition and Analysis 2009, vol. 22, S4-S12. doi:10.1016/j.jfca.2008.12.002

[1] Linolelaidic acid at chemexper.com

[2] Linoeladic acid at pubchem.ncbi.nlm.nih.gov

[3] Kass, J. P; Burr, G. O (1939). "The Elaidinization of Linoleic Acid". Journal of the American Chemical Society. 61 (5): 1062. Bibcode:1939JAChS..61.2492E. doi:10.1021/ja01874a022.

[Nasaruddin-4] Nasaruddin, Mohd hanif; Noor, Noor Qhairul Izzreen Mohd; Mamat, Hasmadi (2013). "Komposisi Proksimat dan Komponen Asid Lemak Durian Kuning (Durio graveolens) Sabah" [Proximate and Fatty Acid Composition of Sabah Yellow Durian (Durio graveolens)] (PDF). Sains Malaysiana (in Malay). 42 (9): 1283–1288. ISSN 0126-6039. OCLC 857479186. Retrieved 28 November 2017.

[5] Park, Yeonhwa "Conjugated linoleic acid (CLA): Good or bad trans fat?" Journal of Food Composition and Analysis 2009, vol. 22, S4-S12. doi:10.1016/j.jfca.2008.12.002

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Names

IUPAC name (9E,12E)-octadeca-9,12-dienoic acid
Other names trans, trans-9,12-octadecadienoic acid Linoeladic acid
Identifiers
CAS Number	506-21-8
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL93204
ChemSpider	4445609
PubChem CID	5282457
UNII	7552P0K6PN
CompTox Dashboard (EPA)	DTXSID50897508
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+ Key: OYHQOLUKZRVURQ-AVQMFFATSA-N InChI=1/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+ Key: OYHQOLUKZRVURQ-AVQMFFATBA
SMILES O=C(O)CCCCCCC/C=C/C/C=C/CCCCC
Properties
Chemical formula	C₁₈H₃₂O₂
Molar mass	280.45 g/mol
Melting point	28–29 °C (82–84 °F; 301–302 K)^[3]
Boiling point	229 to 230 °C (444 to 446 °F; 502 to 503 K) at 16 mmHg
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).