Record Information |
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Version | 1.0 |
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Creation date | 2011-09-21 00:36:02 UTC |
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Update date | 2019-11-26 03:21:10 UTC |
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Primary ID | FDB023868 |
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Secondary Accession Numbers | Not Available |
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Chemical Information |
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FooDB Name | Linoelaidic acid |
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Description | Linoelaidic acid is an isomer of linoleic acid, or conjugated linoleic acid (CLA), a derivative of a fatty acid linoleic acid. Conjugated linoleic acid (CLA) isomers, a group of positional and geometric isomers of linoleic acid [18:2(n-6)], have been studied extensively due to their ability to modulate cancer, atherosclerosis, obesity, immune function and diabetes in a variety of experimental models. CLA's ability to modulate human obesity remains controversial because data from clinical trials using mixed isomers are conflicting. (PMID 10759137)
Trans fatty acids are characteristically produced during industrial hydrogenation of plant oils. [HMDB]. Linoelaidic acid is found in green zucchini, green bell pepper, and red bell pepper. |
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CAS Number | 506-21-8 |
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Structure | |
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Synonyms | Synonym | Source |
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18:2, N-6,9 all-trans | ChEBI | 9E,12E-Octadecadienoic acid | ChEBI | C18:2, N-6,9 all-trans | ChEBI | trans-9,trans-12-Linoleic acid | ChEBI | 9E,12E-Octadecadienoate | Generator | trans-9,trans-12-Linoleate | Generator | Linoelaidate | Generator | (9E,12E)-9,12-Octadecadienoate | HMDB | (9E,12E)-9,12-Octadecadienoic acid | HMDB | 9,12-Octadecadienoic acid | MeSH, HMDB | Linoleic acid | MeSH, HMDB | Linoleic acid, (Z,Z)-isomer, 14C-labeled | MeSH, HMDB | Linolelaidic acid | MeSH, HMDB | cis,cis-9,12-Octadecadienoic acid | MeSH, HMDB | Linoleic acid, (e,e)-isomer | MeSH, HMDB | Linoleic acid, (Z,Z)-isomer | MeSH, HMDB | Linoleic acid, ammonium salt, (Z,Z)-isomer | MeSH, HMDB | Linoleic acid, potassium salt, (Z,Z)-isomer | MeSH, HMDB | Linoelaidic acid, (e,Z)-isomer | MeSH, HMDB | 9 trans,12 trans Octadecadienoic acid | MeSH, HMDB | Linoleic acid, sodium salt, (e,e)-isomer | MeSH, HMDB | Linoleic acid, sodium salt, (Z,Z)-isomer | MeSH, HMDB | Acid, 9,12-octadecadienoic | MeSH, HMDB | trans,trans-9,12-Octadecadienoic acid | MeSH, HMDB | Linoleic acid, (Z,e)-isomer | MeSH, HMDB | 9,12 Octadecadienoic acid | MeSH, HMDB | Linoleic acid, calcium salt, (Z,Z)-isomer | MeSH, HMDB | 9-trans,12-trans-Octadecadienoic acid | MeSH, HMDB | Linoleate | MeSH, HMDB, Generator | 9E,12E-octadecadienoate | hmdb | 9E,12E-octadecadienoic acid | hmdb |
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Predicted Properties | |
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Chemical Formula | C18H32O2 |
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IUPAC name | (9E,12E)-octadeca-9,12-dienoic acid |
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InChI Identifier | 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+ |
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InChI Key | OYHQOLUKZRVURQ-AVQMFFATSA-N |
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Isomeric SMILES | CCCCC\C=C\C\C=C\CCCCCCCC(O)=O |
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Average Molecular Weight | 280.4455 |
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Monoisotopic Molecular Weight | 280.240230268 |
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Classification |
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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. |
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Kingdom | Organic compounds |
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Super Class | Lipids and lipid-like molecules |
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Class | Fatty Acyls |
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Sub Class | Lineolic acids and derivatives |
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Direct Parent | Lineolic acids and derivatives |
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Alternative Parents | |
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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
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Molecular Framework | Aliphatic acyclic compounds |
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External Descriptors | |
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Ontology |
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Disposition | Route of exposure: Source: Biological location: |
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Process | Naturally occurring process: |
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Role | Industrial application: Biological role: |
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Physico-Chemical Properties - Experimental |
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Physico-Chemical Properties - Experimental | Property | Value | Reference |
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Physical state | Solid | |
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Physical Description | Not Available | |
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Mass Composition | Not Available | |
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Melting Point | Not Available | |
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Boiling Point | Not Available | |
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Experimental Water Solubility | Not Available | |
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Experimental logP | Not Available | |
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Experimental pKa | Not Available | |
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Isoelectric point | Not Available | |
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Charge | Not Available | |
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Optical Rotation | Not Available | |
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Spectroscopic UV Data | Not Available | |
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Density | Not Available | |
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Refractive Index | Not Available | |
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Spectra |
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Spectra | |
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EI-MS/GC-MS | Type | Description | Splash Key | View |
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Predicted GC-MS | Linoelaidic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-0007-9750000000-50d69948d56dd2ba6e42 | Spectrum | Predicted GC-MS | Linoelaidic acid, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive | splash10-0079-9631000000-cc93c24bbf14d81ae9b6 | Spectrum | Predicted GC-MS | Linoelaidic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum |
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MS/MS | Type | Description | Splash Key | View |
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MS/MS | LC-MS/MS Spectrum - ESI-TOF 10V, Negative | splash10-0udi-0009000000-4dd23c77f8e48c0ab9ec | Spectrum | MS/MS | LC-MS/MS Spectrum - ESI-TOF 20V, Negative | splash10-0udi-0009000000-4dd23c77f8e48c0ab9ec | Spectrum | MS/MS | LC-MS/MS Spectrum - ESI-TOF 10V, Negative | splash10-004i-0092000000-b8aabbdc61f9b89ac359 | Spectrum | MS/MS | LC-MS/MS Spectrum - ESI-TOF , Negative | splash10-004i-0092000000-b8aabbdc61f9b89ac359 | Spectrum | MS/MS | LC-MS/MS Spectrum - ESI-TOF 30V, Negative | splash10-004i-0092000000-b8aabbdc61f9b89ac359 | Spectrum | MS/MS | LC-MS/MS Spectrum - ESI-TOF 10V, Negative | splash10-004i-0090000000-dd6cf3859995c0ba8be8 | Spectrum | MS/MS | LC-MS/MS Spectrum - ESI-TOF 20V, Negative | splash10-004i-0090000000-fdabfebc98e900a3a52b | Spectrum | MS/MS | LC-MS/MS Spectrum - ESI-TOF 10V, Negative | splash10-004i-0092000000-b8aabbdc61f9b89ac359 | Spectrum | MS/MS | LC-MS/MS Spectrum - ESI-TOF , Negative | splash10-004i-0091000000-d8e32f26b102cfd39457 | Spectrum | MS/MS | LC-MS/MS Spectrum - ESI-TOF 30V, Negative | splash10-004i-0090000000-e1aa5a6fc5d53c0d0cb6 | Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-TOF , negative | splash10-004i-0090000000-dd6cf3859995c0ba8be8 | Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-TOF , negative | splash10-004i-0090000000-fdabfebc98e900a3a52b | Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-TOF , negative | splash10-004i-0090000000-e1aa5a6fc5d53c0d0cb6 | Spectrum | MS/MS | LC-MS/MS Spectrum - 20V, Positive | splash10-004i-0090000000-fdabfebc98e900a3a52b | Spectrum | MS/MS | LC-MS/MS Spectrum - 10V, Positive | splash10-004i-0090000000-dd6cf3859995c0ba8be8 | Spectrum | MS/MS | LC-MS/MS Spectrum - 30V, Positive | splash10-004i-0090000000-e1aa5a6fc5d53c0d0cb6 | Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-01q9-0190000000-76fe39ad6bbee3f769e7 | Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0239-5690000000-9af1d7ecbc9ccf182d61 | Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-006x-8930000000-0032f23abecb3b362ff2 | Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-004i-0090000000-b26f2ec0d32875acf897 | Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-004r-1090000000-08e28514e79444592bb5 | Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0a4l-9230000000-d3f27ea65196f222f6cd | Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-004i-0090000000-03fd7d53d39127d02766 | Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-01t9-1090000000-e5b6404e73269d5a2528 | Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0006-9210000000-da81d6d1d7b1e626e905 | Spectrum |
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NMR | Not Available |
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External Links |
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ChemSpider ID | 4445609 |
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ChEMBL ID | Not Available |
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KEGG Compound ID | Not Available |
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Pubchem Compound ID | 5282457 |
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Pubchem Substance ID | Not Available |
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ChEBI ID | Not Available |
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Phenol-Explorer ID | Not Available |
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DrugBank ID | Not Available |
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HMDB ID | HMDB06270 |
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CRC / DFC (Dictionary of Food Compounds) ID | Not Available |
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EAFUS ID | Not Available |
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Dr. Duke ID | Not Available |
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BIGG ID | 2217974 |
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KNApSAcK ID | Not Available |
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HET ID | Not Available |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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Flavornet ID | Not Available |
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GoodScent ID | Not Available |
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SuperScent ID | Not Available |
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Wikipedia ID | Linoelaidic acid |
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Phenol-Explorer Metabolite ID | Not Available |
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Duplicate IDS | Not Available |
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Old DFC IDS | Not Available |
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Associated Foods |
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Food | Content Range | Average | Reference |
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Food | | | Reference |
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Biological Effects and Interactions |
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Health Effects / Bioactivities | Not Available |
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Enzymes | Not Available |
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Pathways | Not Available |
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Metabolism | Not Available |
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Biosynthesis | Not Available |
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Organoleptic Properties |
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Flavours | Not Available |
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Files |
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MSDS | show |
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References |
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Synthesis Reference | Not Available |
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General Reference | Not Available |
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Content Reference | — Saxholt, E., et al. 'Danish food composition databank, revision 7.' Department of Nutrition, National Food Institute, Technical University of Denmark (2008).
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