Record Information |
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Version | 5.0 |
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Status | Detected and Quantified |
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Creation Date | 2006-05-22 15:12:30 UTC |
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Update Date | 2022-03-07 02:49:17 UTC |
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HMDB ID | HMDB0003073 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | gamma-Linolenic acid |
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Description | gamma-Linolenic acid, also known as 18:3n6 or GLA, belongs to the class of organic compounds known as linoleic acids and derivatives. These are derivatives of linoleic acid. Linoleic acid is a polyunsaturated omega-6 18-carbon long fatty acid, with two CC double bonds at the 9- and 12-positions. gamma-Linolenic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. gamma-Linolenic acid is an omega-6 fatty acid produced in the body as the delta 6-desaturase metabolite of linoleic acid. It is converted into dihomo-gamma-linolenic acid, a biosynthetic precursor of monoenoic prostaglandins such as PGE1 (PubChem). |
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Structure | CCCCC\C=C/C\C=C/C\C=C/CCCCC(O)=O InChI=1S/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-7,9-10,12-13H,2-5,8,11,14-17H2,1H3,(H,19,20)/b7-6-,10-9-,13-12- |
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Synonyms | Value | Source |
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(6,9,12)-Linolenic acid | ChEBI | (6Z,9Z,12Z)-Octadecatrienoic acid | ChEBI | (Z,Z,Z)-6,9,12-Octadecatrienoic acid | ChEBI | 18:3 (N-6) | ChEBI | 6,9,12-Octadecatrienoic acid | ChEBI | 6-cis,9-cis,12-cis-Octadecatrienoic acid | ChEBI | all-cis-6,9,12-Octadecatrienoic acid | ChEBI | C18:3 (N-6) | ChEBI | C18:3, N-6,9,12 all-cis | ChEBI | cis-Delta(6,9,12)-Octadecatrienoic acid | ChEBI | gamma-Linolensaeure | ChEBI | Gamoleic acid | ChEBI | Gamolenic acid | ChEBI | GLA | ChEBI | Octadeca-6,9,12-triensaeure | ChEBI | (6,9,12)-Linolenate | Generator | (6Z,9Z,12Z)-Octadecatrienoate | Generator | (Z,Z,Z)-6,9,12-Octadecatrienoate | Generator | 6,9,12-Octadecatrienoate | Generator | 6-cis,9-cis,12-cis-Octadecatrienoate | Generator | all-cis-6,9,12-Octadecatrienoate | Generator | cis-delta(6,9,12)-Octadecatrienoate | Generator | cis-Δ(6,9,12)-octadecatrienoate | Generator | cis-Δ(6,9,12)-octadecatrienoic acid | Generator | g-Linolensaeure | Generator | Γ-linolensaeure | Generator | Gamoleate | Generator | Gamolenate | Generator | g-Linolenate | Generator | g-Linolenic acid | Generator | gamma-Linolenate | Generator | Γ-linolenate | Generator | Γ-linolenic acid | Generator | 6(Z),9(Z),12(Z)-Octadecatrienoate | HMDB | 6(Z),9(Z),12(Z)-Octadecatrienoic acid | HMDB | 6,9,12-all-cis-Octadecatrienoate | HMDB | 6,9,12-all-cis-Octadecatrienoic acid | HMDB | 6Z,9Z,12Z-Octadecatrienoate | HMDB | 6Z,9Z,12Z-Octadecatrienoic acid | HMDB | gamma-Llnolenic acid | HMDB | Ligla | HMDB | Acid, gamma-linolenic | HMDB | Acid, gamolenic | HMDB | gamma Linolenic acid | HMDB | FA(18:3(6Z,9Z,12Z)) | HMDB | FA(18:3n6) | HMDB | Linolenate | HMDB | gamma-Linolenic acid | KEGG | (6Z,9Z,12Z)-6,9,12-Octadecatrienoic acid | PhytoBank | (Z,Z,Z)-6,9,12-Octatrienoic acid | PhytoBank | cis,cis,cis-6,9,12-Octadecatrienoic acid | PhytoBank | cis-6,cis-9,cis-12-Octadecatrienoic acid | PhytoBank |
| Show more...
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Chemical Formula | C18H30O2 |
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Average Molecular Weight | 278.4296 |
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Monoisotopic Molecular Weight | 278.224580204 |
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IUPAC Name | (6Z,9Z,12Z)-octadeca-6,9,12-trienoic acid |
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Traditional Name | gamma linolenic acid |
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CAS Registry Number | 506-26-3 |
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SMILES | CCCCC\C=C/C\C=C/C\C=C/CCCCC(O)=O |
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InChI Identifier | InChI=1S/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-7,9-10,12-13H,2-5,8,11,14-17H2,1H3,(H,19,20)/b7-6-,10-9-,13-12- |
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InChI Key | VZCCETWTMQHEPK-QNEBEIHSSA-N |
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Chemical Taxonomy |
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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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Physiological effect | Not Available |
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Disposition | |
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Process | Naturally occurring processBiological processBiochemical pathwayMetabolic pathway- Alpha Linolenic Acid and Linoleic Acid Metabolism (PathBank: SMP0087171)
- Triacylglycerol Degradation TG(16:0/16:0/18:3(6Z,9Z,12Z)) (PathBank: SMP0012473)
- Triacylglycerol Degradation TG(16:0/18:0/18:3(6Z,9Z,12Z)) (PathBank: SMP0012485)
- Triacylglycerol Degradation TG(16:0/18:1(9Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0012497)
- Triacylglycerol Degradation TG(16:0/18:1(11Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0012509)
- Triacylglycerol Degradation TG(16:0/18:2(9Z,12Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0012521)
- Triacylglycerol Degradation TG(16:0/18:3(6Z,9Z,12Z)/16:0) (PathBank: SMP0012528)
- Triacylglycerol Degradation TG(16:0/18:3(6Z,9Z,12Z)/18:0) (PathBank: SMP0012529)
- Triacylglycerol Degradation TG(16:0/18:3(6Z,9Z,12Z)/18:1(9Z)) (PathBank: SMP0012530)
- Triacylglycerol Degradation TG(16:0/18:3(6Z,9Z,12Z)/18:1(11Z)) (PathBank: SMP0012531)
- Triacylglycerol Degradation TG(16:0/18:3(6Z,9Z,12Z)/18:2(9Z,12Z)) (PathBank: SMP0012532)
- Triacylglycerol Degradation TG(16:0/18:3(6Z,9Z,12Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0012533)
- Triacylglycerol Degradation TG(16:0/18:3(6Z,9Z,12Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0012534)
- Triacylglycerol Degradation TG(16:0/18:3(6Z,9Z,12Z)/20:0) (PathBank: SMP0012535)
- Triacylglycerol Degradation TG(16:0/18:3(6Z,9Z,12Z)/20:1(11Z)) (PathBank: SMP0012536)
- Triacylglycerol Degradation TG(16:0/18:3(6Z,9Z,12Z)/20:1(13Z)) (PathBank: SMP0012537)
- Triacylglycerol Degradation TG(16:0/18:3(6Z,9Z,12Z)/22:0) (PathBank: SMP0012538)
- Triacylglycerol Degradation TG(16:0/18:3(6Z,9Z,12Z)/22:1(13Z)) (PathBank: SMP0012539)
- Triacylglycerol Degradation TG(16:0/18:3(9Z,12Z,15Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0012545)
- Triacylglycerol Degradation TG(16:0/20:0/18:3(6Z,9Z,12Z)) (PathBank: SMP0012557)
- Triacylglycerol Degradation TG(16:0/20:1(11Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0012569)
- Triacylglycerol Degradation TG(16:0/20:1(13Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0012581)
- Triacylglycerol Degradation TG(16:0/22:0/18:3(6Z,9Z,12Z)) (PathBank: SMP0012593)
- Triacylglycerol Degradation TG(16:0/22:1(13Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0012605)
- Triacylglycerol Degradation TG(18:0/16:0/18:3(6Z,9Z,12Z)) (PathBank: SMP0012617)
- Triacylglycerol Degradation TG(18:0/18:0/18:3(6Z,9Z,12Z)) (PathBank: SMP0012629)
- Triacylglycerol Degradation TG(18:0/18:1(9Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0012641)
- Triacylglycerol Degradation TG(18:0/18:1(11Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0012653)
- Triacylglycerol Degradation TG(18:0/18:2(9Z,12Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0012665)
- Triacylglycerol Degradation TG(18:0/18:3(6Z,9Z,12Z)/16:0) (PathBank: SMP0012672)
- Triacylglycerol Degradation TG(18:0/18:3(6Z,9Z,12Z)/18:0) (PathBank: SMP0012673)
- Triacylglycerol Degradation TG(18:0/18:3(6Z,9Z,12Z)/18:1(9Z)) (PathBank: SMP0012674)
- Triacylglycerol Degradation TG(18:0/18:3(6Z,9Z,12Z)/18:1(11Z)) (PathBank: SMP0012675)
- Triacylglycerol Degradation TG(18:0/18:3(6Z,9Z,12Z)/18:2(9Z,12Z)) (PathBank: SMP0012676)
- Triacylglycerol Degradation TG(18:0/18:3(6Z,9Z,12Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0012677)
- Triacylglycerol Degradation TG(18:0/18:3(6Z,9Z,12Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0012678)
- Triacylglycerol Degradation TG(18:0/18:3(6Z,9Z,12Z)/20:0) (PathBank: SMP0012679)
- Triacylglycerol Degradation TG(18:0/18:3(6Z,9Z,12Z)/20:1(11Z)) (PathBank: SMP0012680)
- Triacylglycerol Degradation TG(18:0/18:3(6Z,9Z,12Z)/20:1(13Z)) (PathBank: SMP0012681)
- Triacylglycerol Degradation TG(18:0/18:3(6Z,9Z,12Z)/22:0) (PathBank: SMP0012682)
- Triacylglycerol Degradation TG(18:0/18:3(6Z,9Z,12Z)/22:1(13Z)) (PathBank: SMP0012683)
- Triacylglycerol Degradation TG(18:0/18:3(9Z,12Z,15Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0012689)
- Triacylglycerol Degradation TG(18:0/20:0/18:3(6Z,9Z,12Z)) (PathBank: SMP0012701)
- Triacylglycerol Degradation TG(18:0/20:1(11Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0012713)
- Triacylglycerol Degradation TG(18:0/20:1(13Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0012725)
- Triacylglycerol Degradation TG(18:0/22:0/18:3(6Z,9Z,12Z)) (PathBank: SMP0012737)
- Triacylglycerol Degradation TG(18:0/22:1(13Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0012749)
- Triacylglycerol Degradation TG(18:1(9Z)/16:0/18:3(6Z,9Z,12Z)) (PathBank: SMP0012761)
- Triacylglycerol Degradation TG(18:1(9Z)/18:0/18:3(6Z,9Z,12Z)) (PathBank: SMP0012773)
- Triacylglycerol Degradation TG(18:1(9Z)/18:1(9Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0012785)
- Triacylglycerol Degradation TG(18:1(9Z)/18:1(11Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0012797)
- Triacylglycerol Degradation TG(18:1(9Z)/18:2(9Z,12Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0012809)
- Triacylglycerol Degradation TG(18:1(9Z)/18:3(6Z,9Z,12Z)/16:0) (PathBank: SMP0012816)
- Triacylglycerol Degradation TG(18:1(9Z)/18:3(6Z,9Z,12Z)/18:0) (PathBank: SMP0012817)
- Triacylglycerol Degradation TG(18:1(9Z)/18:3(6Z,9Z,12Z)/18:1(9Z)) (PathBank: SMP0012818)
- Triacylglycerol Degradation TG(18:1(9Z)/18:3(6Z,9Z,12Z)/18:1(11Z)) (PathBank: SMP0012819)
- Triacylglycerol Degradation TG(18:1(9Z)/18:3(6Z,9Z,12Z)/18:2(9Z,12Z)) (PathBank: SMP0012820)
- Triacylglycerol Degradation TG(18:1(9Z)/18:3(6Z,9Z,12Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0012821)
- Triacylglycerol Degradation TG(18:1(9Z)/18:3(6Z,9Z,12Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0012822)
- Triacylglycerol Degradation TG(18:1(9Z)/18:3(6Z,9Z,12Z)/20:0) (PathBank: SMP0012823)
- Triacylglycerol Degradation TG(18:1(9Z)/18:3(6Z,9Z,12Z)/20:1(11Z)) (PathBank: SMP0012824)
- Triacylglycerol Degradation TG(18:1(9Z)/18:3(6Z,9Z,12Z)/20:1(13Z)) (PathBank: SMP0012825)
- Triacylglycerol Degradation TG(18:1(9Z)/18:3(6Z,9Z,12Z)/22:0) (PathBank: SMP0012826)
- Triacylglycerol Degradation TG(18:1(9Z)/18:3(6Z,9Z,12Z)/22:1(13Z)) (PathBank: SMP0012827)
- Triacylglycerol Degradation TG(18:1(9Z)/18:3(9Z,12Z,15Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0012833)
- Triacylglycerol Degradation TG(18:1(9Z)/20:0/18:3(6Z,9Z,12Z)) (PathBank: SMP0012845)
- Triacylglycerol Degradation TG(18:1(9Z)/20:1(11Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0012857)
- Triacylglycerol Degradation TG(18:1(9Z)/20:1(13Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0012869)
- Triacylglycerol Degradation TG(18:1(9Z)/22:0/18:3(6Z,9Z,12Z)) (PathBank: SMP0012881)
- Triacylglycerol Degradation TG(18:1(9Z)/22:1(13Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0012893)
- Triacylglycerol Degradation TG(18:1(11Z)/16:0/18:3(6Z,9Z,12Z)) (PathBank: SMP0012905)
- Triacylglycerol Degradation TG(18:1(11Z)/18:0/18:3(6Z,9Z,12Z)) (PathBank: SMP0012917)
- Triacylglycerol Degradation TG(18:1(11Z)/18:1(9Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0012929)
- Triacylglycerol Degradation TG(18:1(11Z)/18:1(11Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0012941)
- Triacylglycerol Degradation TG(18:1(11Z)/18:2(9Z,12Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0012953)
- Triacylglycerol Degradation TG(18:1(11Z)/18:3(6Z,9Z,12Z)/16:0) (PathBank: SMP0012960)
- Triacylglycerol Degradation TG(18:1(11Z)/18:3(6Z,9Z,12Z)/18:0) (PathBank: SMP0012961)
- Triacylglycerol Degradation TG(18:1(11Z)/18:3(6Z,9Z,12Z)/18:1(9Z)) (PathBank: SMP0012962)
- Triacylglycerol Degradation TG(18:1(11Z)/18:3(6Z,9Z,12Z)/18:1(11Z)) (PathBank: SMP0012963)
- Triacylglycerol Degradation TG(18:1(11Z)/18:3(6Z,9Z,12Z)/18:2(9Z,12Z)) (PathBank: SMP0012964)
- Triacylglycerol Degradation TG(18:1(11Z)/18:3(6Z,9Z,12Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0012965)
- Triacylglycerol Degradation TG(18:1(11Z)/18:3(6Z,9Z,12Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0012966)
- Triacylglycerol Degradation TG(18:1(11Z)/18:3(6Z,9Z,12Z)/20:0) (PathBank: SMP0012967)
- Triacylglycerol Degradation TG(18:1(11Z)/18:3(6Z,9Z,12Z)/20:1(11Z)) (PathBank: SMP0012968)
- Triacylglycerol Degradation TG(18:1(11Z)/18:3(6Z,9Z,12Z)/20:1(13Z)) (PathBank: SMP0012969)
- Triacylglycerol Degradation TG(18:1(11Z)/18:3(6Z,9Z,12Z)/22:0) (PathBank: SMP0012970)
- Triacylglycerol Degradation TG(18:1(11Z)/18:3(6Z,9Z,12Z)/22:1(13Z)) (PathBank: SMP0012971)
- Triacylglycerol Degradation TG(18:1(11Z)/18:3(9Z,12Z,15Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0012977)
- Triacylglycerol Degradation TG(18:1(11Z)/20:0/18:3(6Z,9Z,12Z)) (PathBank: SMP0012989)
- Triacylglycerol Degradation TG(18:1(11Z)/20:1(11Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013001)
- Triacylglycerol Degradation TG(18:1(11Z)/20:1(13Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013013)
- Triacylglycerol Degradation TG(18:1(11Z)/22:0/18:3(6Z,9Z,12Z)) (PathBank: SMP0013025)
- Triacylglycerol Degradation TG(18:1(11Z)/22:1(13Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013037)
- Triacylglycerol Degradation TG(18:2(9Z,12Z)/16:0/18:3(6Z,9Z,12Z)) (PathBank: SMP0013049)
- Triacylglycerol Degradation TG(18:2(9Z,12Z)/18:0/18:3(6Z,9Z,12Z)) (PathBank: SMP0013061)
- Triacylglycerol Degradation TG(18:2(9Z,12Z)/18:1(9Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013073)
- Triacylglycerol Degradation TG(18:2(9Z,12Z)/18:1(11Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013085)
- Triacylglycerol Degradation TG(18:2(9Z,12Z)/18:2(9Z,12Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013097)
- Triacylglycerol Degradation TG(18:2(9Z,12Z)/18:3(6Z,9Z,12Z)/16:0) (PathBank: SMP0013104)
- Triacylglycerol Degradation TG(18:2(9Z,12Z)/18:3(6Z,9Z,12Z)/18:0) (PathBank: SMP0013105)
- Triacylglycerol Degradation TG(18:2(9Z,12Z)/18:3(6Z,9Z,12Z)/18:1(9Z)) (PathBank: SMP0013106)
- Triacylglycerol Degradation TG(18:2(9Z,12Z)/18:3(6Z,9Z,12Z)/18:1(11Z)) (PathBank: SMP0013107)
- Triacylglycerol Degradation TG(18:2(9Z,12Z)/18:3(6Z,9Z,12Z)/18:2(9Z,12Z)) (PathBank: SMP0013108)
- Triacylglycerol Degradation TG(18:2(9Z,12Z)/18:3(6Z,9Z,12Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013109)
- Triacylglycerol Degradation TG(18:2(9Z,12Z)/18:3(6Z,9Z,12Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0013110)
- Triacylglycerol Degradation TG(18:2(9Z,12Z)/18:3(6Z,9Z,12Z)/20:0) (PathBank: SMP0013111)
- Triacylglycerol Degradation TG(18:2(9Z,12Z)/18:3(6Z,9Z,12Z)/20:1(11Z)) (PathBank: SMP0013112)
- Triacylglycerol Degradation TG(18:2(9Z,12Z)/18:3(6Z,9Z,12Z)/20:1(13Z)) (PathBank: SMP0013113)
- Triacylglycerol Degradation TG(18:2(9Z,12Z)/18:3(6Z,9Z,12Z)/22:0) (PathBank: SMP0013114)
- Triacylglycerol Degradation TG(18:2(9Z,12Z)/18:3(6Z,9Z,12Z)/22:1(13Z)) (PathBank: SMP0013115)
- Triacylglycerol Degradation TG(18:2(9Z,12Z)/18:3(9Z,12Z,15Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013121)
- Triacylglycerol Degradation TG(18:2(9Z,12Z)/20:0/18:3(6Z,9Z,12Z)) (PathBank: SMP0013133)
- Triacylglycerol Degradation TG(18:2(9Z,12Z)/20:1(11Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013145)
- Triacylglycerol Degradation TG(18:2(9Z,12Z)/20:1(13Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013157)
- Triacylglycerol Degradation TG(18:2(9Z,12Z)/22:0/18:3(6Z,9Z,12Z)) (PathBank: SMP0013169)
- Triacylglycerol Degradation TG(18:2(9Z,12Z)/22:1(13Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013181)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/16:0/16:0) (PathBank: SMP0013188)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/16:0/18:0) (PathBank: SMP0013189)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/16:0/18:1(9Z)) (PathBank: SMP0013190)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/16:0/18:1(11Z)) (PathBank: SMP0013191)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/16:0/18:2(9Z,12Z)) (PathBank: SMP0013192)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/16:0/18:3(6Z,9Z,12Z)) (PathBank: SMP0013193)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/16:0/18:3(9Z,12Z,15Z)) (PathBank: SMP0013194)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/16:0/20:0) (PathBank: SMP0013195)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/16:0/20:1(11Z)) (PathBank: SMP0013196)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/16:0/20:1(13Z)) (PathBank: SMP0013197)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/16:0/22:0) (PathBank: SMP0013198)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/16:0/22:1(13Z)) (PathBank: SMP0013199)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:0/16:0) (PathBank: SMP0013200)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:0/18:0) (PathBank: SMP0013201)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:0/18:1(9Z)) (PathBank: SMP0013202)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:0/18:1(11Z)) (PathBank: SMP0013203)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:0/18:2(9Z,12Z)) (PathBank: SMP0013204)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:0/18:3(6Z,9Z,12Z)) (PathBank: SMP0013205)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:0/18:3(9Z,12Z,15Z)) (PathBank: SMP0013206)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:0/20:0) (PathBank: SMP0013207)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:0/20:1(11Z)) (PathBank: SMP0013208)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:0/20:1(13Z)) (PathBank: SMP0013209)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:0/22:0) (PathBank: SMP0013210)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:0/22:1(13Z)) (PathBank: SMP0013211)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:1(9Z)/16:0) (PathBank: SMP0013212)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:1(9Z)/18:0) (PathBank: SMP0013213)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:1(9Z)/18:1(9Z)) (PathBank: SMP0013214)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:1(9Z)/18:1(11Z)) (PathBank: SMP0013215)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:1(9Z)/18:2(9Z,12Z)) (PathBank: SMP0013216)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:1(9Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013217)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:1(9Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0013218)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:1(9Z)/20:0) (PathBank: SMP0013219)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:1(9Z)/20:1(11Z)) (PathBank: SMP0013220)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:1(9Z)/20:1(13Z)) (PathBank: SMP0013221)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:1(9Z)/22:0) (PathBank: SMP0013222)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:1(9Z)/22:1(13Z)) (PathBank: SMP0013223)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:1(11Z)/16:0) (PathBank: SMP0013224)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:1(11Z)/18:0) (PathBank: SMP0013225)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:1(11Z)/18:1(9Z)) (PathBank: SMP0013226)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:1(11Z)/18:1(11Z)) (PathBank: SMP0013227)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:1(11Z)/18:2(9Z,12Z)) (PathBank: SMP0013228)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:1(11Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013229)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:1(11Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0013230)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:1(11Z)/20:0) (PathBank: SMP0013231)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:1(11Z)/20:1(11Z)) (PathBank: SMP0013232)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:1(11Z)/20:1(13Z)) (PathBank: SMP0013233)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:1(11Z)/22:0) (PathBank: SMP0013234)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:1(11Z)/22:1(13Z)) (PathBank: SMP0013235)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:2(9Z,12Z)/16:0) (PathBank: SMP0013236)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:2(9Z,12Z)/18:0) (PathBank: SMP0013237)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:2(9Z,12Z)/18:1(9Z)) (PathBank: SMP0013238)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:2(9Z,12Z)/18:1(11Z)) (PathBank: SMP0013239)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:2(9Z,12Z)/18:2(9Z,12Z)) (PathBank: SMP0013240)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:2(9Z,12Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013241)
- Triacylglycerol Degradation TG(20:0/18:3(6Z,9Z,12Z)/16:0) (PathBank: SMP0013533)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:2(9Z,12Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0013242)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:2(9Z,12Z)/20:0) (PathBank: SMP0013243)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:2(9Z,12Z)/20:1(11Z)) (PathBank: SMP0013244)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:2(9Z,12Z)/20:1(13Z)) (PathBank: SMP0013245)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:2(9Z,12Z)/22:0) (PathBank: SMP0013246)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:2(9Z,12Z)/22:1(13Z)) (PathBank: SMP0013247)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:3(6Z,9Z,12Z)/16:0) (PathBank: SMP0013248)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:3(6Z,9Z,12Z)/18:0) (PathBank: SMP0013249)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:3(6Z,9Z,12Z)/18:1(9Z)) (PathBank: SMP0013250)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:3(6Z,9Z,12Z)/18:1(11Z)) (PathBank: SMP0013251)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:3(6Z,9Z,12Z)/18:2(9Z,12Z)) (PathBank: SMP0013252)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:3(6Z,9Z,12Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013253)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:3(6Z,9Z,12Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0013254)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:3(6Z,9Z,12Z)/20:0) (PathBank: SMP0013255)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:3(6Z,9Z,12Z)/20:1(11Z)) (PathBank: SMP0013256)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:3(6Z,9Z,12Z)/20:1(13Z)) (PathBank: SMP0013257)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:3(6Z,9Z,12Z)/22:0) (PathBank: SMP0013258)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:3(6Z,9Z,12Z)/22:1(13Z)) (PathBank: SMP0013259)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:3(9Z,12Z,15Z)/16:0) (PathBank: SMP0013260)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:3(9Z,12Z,15Z)/18:0) (PathBank: SMP0013261)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:3(9Z,12Z,15Z)/18:1(9Z)) (PathBank: SMP0013262)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:3(9Z,12Z,15Z)/18:1(11Z)) (PathBank: SMP0013263)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:3(9Z,12Z,15Z)/18:2(9Z,12Z)) (PathBank: SMP0013264)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:3(9Z,12Z,15Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013265)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:3(9Z,12Z,15Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0013266)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:3(9Z,12Z,15Z)/20:0) (PathBank: SMP0013267)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:3(9Z,12Z,15Z)/20:1(11Z)) (PathBank: SMP0013268)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:3(9Z,12Z,15Z)/20:1(13Z)) (PathBank: SMP0013269)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:3(9Z,12Z,15Z)/22:0) (PathBank: SMP0013270)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:3(9Z,12Z,15Z)/22:1(13Z)) (PathBank: SMP0013271)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/20:0/16:0) (PathBank: SMP0013272)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/20:0/18:0) (PathBank: SMP0013273)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/20:0/18:1(9Z)) (PathBank: SMP0013274)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/20:0/18:1(11Z)) (PathBank: SMP0013275)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/20:0/18:2(9Z,12Z)) (PathBank: SMP0013276)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/20:0/18:3(6Z,9Z,12Z)) (PathBank: SMP0013277)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/20:0/18:3(9Z,12Z,15Z)) (PathBank: SMP0013278)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/20:0/20:0) (PathBank: SMP0013279)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/20:0/20:1(11Z)) (PathBank: SMP0013280)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/20:0/20:1(13Z)) (PathBank: SMP0013281)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/20:0/22:0) (PathBank: SMP0013282)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/20:0/22:1(13Z)) (PathBank: SMP0013283)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/20:1(11Z)/16:0) (PathBank: SMP0013284)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/20:1(11Z)/18:0) (PathBank: SMP0013285)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/20:1(11Z)/18:1(9Z)) (PathBank: SMP0013286)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/20:1(11Z)/18:1(11Z)) (PathBank: SMP0013287)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/20:1(11Z)/18:2(9Z,12Z)) (PathBank: SMP0013288)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/20:1(11Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013289)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/20:1(11Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0013290)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/20:1(11Z)/20:0) (PathBank: SMP0013291)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/20:1(11Z)/20:1(11Z)) (PathBank: SMP0013292)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/20:1(11Z)/20:1(13Z)) (PathBank: SMP0013293)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/20:1(11Z)/22:0) (PathBank: SMP0013294)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/20:1(11Z)/22:1(13Z)) (PathBank: SMP0013295)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/20:1(13Z)/16:0) (PathBank: SMP0013296)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/20:1(13Z)/18:0) (PathBank: SMP0013297)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/20:1(13Z)/18:1(9Z)) (PathBank: SMP0013298)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/20:1(13Z)/18:1(11Z)) (PathBank: SMP0013299)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/20:1(13Z)/18:2(9Z,12Z)) (PathBank: SMP0013300)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/20:1(13Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013301)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/20:1(13Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0013302)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/20:1(13Z)/20:0) (PathBank: SMP0013303)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/20:1(13Z)/20:1(11Z)) (PathBank: SMP0013304)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/20:1(13Z)/20:1(13Z)) (PathBank: SMP0013305)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/20:1(13Z)/22:0) (PathBank: SMP0013306)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/20:1(13Z)/22:1(13Z)) (PathBank: SMP0013307)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/22:0/16:0) (PathBank: SMP0013308)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/22:0/18:0) (PathBank: SMP0013309)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/22:0/18:1(9Z)) (PathBank: SMP0013310)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/22:0/18:1(11Z)) (PathBank: SMP0013311)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/22:0/18:2(9Z,12Z)) (PathBank: SMP0013312)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/22:0/18:3(6Z,9Z,12Z)) (PathBank: SMP0013313)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/22:0/18:3(9Z,12Z,15Z)) (PathBank: SMP0013314)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/22:0/20:0) (PathBank: SMP0013315)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/22:0/20:1(11Z)) (PathBank: SMP0013316)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/22:0/20:1(13Z)) (PathBank: SMP0013317)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/22:0/22:0) (PathBank: SMP0013318)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/22:0/22:1(13Z)) (PathBank: SMP0013319)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/22:1(13Z)/16:0) (PathBank: SMP0013320)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/22:1(13Z)/18:0) (PathBank: SMP0013321)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/22:1(13Z)/18:1(9Z)) (PathBank: SMP0013322)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/22:1(13Z)/18:1(11Z)) (PathBank: SMP0013323)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/22:1(13Z)/18:2(9Z,12Z)) (PathBank: SMP0013324)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/22:1(13Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013325)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/22:1(13Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0013326)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/22:1(13Z)/20:0) (PathBank: SMP0013327)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/22:1(13Z)/20:1(11Z)) (PathBank: SMP0013328)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/22:1(13Z)/20:1(13Z)) (PathBank: SMP0013329)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/22:1(13Z)/22:0) (PathBank: SMP0013330)
- Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/22:1(13Z)/22:1(13Z)) (PathBank: SMP0013331)
- Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/16:0/18:3(6Z,9Z,12Z)) (PathBank: SMP0013337)
- Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/18:0/18:3(6Z,9Z,12Z)) (PathBank: SMP0013349)
- Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/18:1(9Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013361)
- Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/18:1(11Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013372)
- Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/18:2(9Z,12Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013383)
- Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/18:3(6Z,9Z,12Z)/16:0) (PathBank: SMP0013389)
- Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/18:3(6Z,9Z,12Z)/18:0) (PathBank: SMP0013390)
- Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/18:3(6Z,9Z,12Z)/18:1(9Z)) (PathBank: SMP0013391)
- Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/18:3(6Z,9Z,12Z)/18:1(11Z)) (PathBank: SMP0013392)
- Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/18:3(6Z,9Z,12Z)/18:2(9Z,12Z)) (PathBank: SMP0013393)
- Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/18:3(6Z,9Z,12Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013394)
- Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/18:3(6Z,9Z,12Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0013395)
- Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/18:3(6Z,9Z,12Z)/20:0) (PathBank: SMP0013396)
- Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/18:3(6Z,9Z,12Z)/20:1(11Z)) (PathBank: SMP0013397)
- Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/18:3(6Z,9Z,12Z)/20:1(13Z)) (PathBank: SMP0013398)
- Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/18:3(6Z,9Z,12Z)/22:0) (PathBank: SMP0013399)
- Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/18:3(6Z,9Z,12Z)/22:1(13Z)) (PathBank: SMP0013400)
- Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/18:3(9Z,12Z,15Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013406)
- Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/20:0/18:3(6Z,9Z,12Z)) (PathBank: SMP0013418)
- Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/20:1(11Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013430)
- Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/20:1(13Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013442)
- Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/22:0/18:3(6Z,9Z,12Z)) (PathBank: SMP0013454)
- Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/22:1(13Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013466)
- Triacylglycerol Degradation TG(20:0/16:0/18:3(6Z,9Z,12Z)) (PathBank: SMP0013478)
- Triacylglycerol Degradation TG(20:0/18:0/18:3(6Z,9Z,12Z)) (PathBank: SMP0013490)
- Triacylglycerol Degradation TG(20:0/18:1(9Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013502)
- Triacylglycerol Degradation TG(20:0/18:1(11Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013514)
- Triacylglycerol Degradation TG(20:0/18:2(9Z,12Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013526)
- Triacylglycerol Degradation TG(20:0/18:3(6Z,9Z,12Z)/18:0) (PathBank: SMP0013534)
- Triacylglycerol Degradation TG(20:0/18:3(6Z,9Z,12Z)/18:1(9Z)) (PathBank: SMP0013535)
- Triacylglycerol Degradation TG(20:0/18:3(6Z,9Z,12Z)/18:1(11Z)) (PathBank: SMP0013536)
- Triacylglycerol Degradation TG(20:0/18:3(6Z,9Z,12Z)/18:2(9Z,12Z)) (PathBank: SMP0013537)
- Triacylglycerol Degradation TG(20:0/18:3(6Z,9Z,12Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013538)
- Triacylglycerol Degradation TG(20:0/18:3(6Z,9Z,12Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0013539)
- Triacylglycerol Degradation TG(20:0/18:3(6Z,9Z,12Z)/20:0) (PathBank: SMP0013540)
- Triacylglycerol Degradation TG(20:0/18:3(6Z,9Z,12Z)/20:1(11Z)) (PathBank: SMP0013541)
- Triacylglycerol Degradation TG(20:0/18:3(6Z,9Z,12Z)/20:1(13Z)) (PathBank: SMP0013542)
- Triacylglycerol Degradation TG(20:0/18:3(6Z,9Z,12Z)/22:0) (PathBank: SMP0013543)
- Triacylglycerol Degradation TG(20:0/18:3(6Z,9Z,12Z)/22:1(13Z)) (PathBank: SMP0013544)
- Triacylglycerol Degradation TG(20:0/18:3(9Z,12Z,15Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013550)
- Triacylglycerol Degradation TG(20:0/20:0/18:3(6Z,9Z,12Z)) (PathBank: SMP0013562)
- Triacylglycerol Degradation TG(20:0/20:1(11Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013574)
- Triacylglycerol Degradation TG(20:0/20:1(13Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013586)
- Triacylglycerol Degradation TG(20:0/22:0/18:3(6Z,9Z,12Z)) (PathBank: SMP0013598)
- Triacylglycerol Degradation TG(20:0/22:1(13Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013610)
- Triacylglycerol Degradation TG(20:1(11Z)/16:0/18:3(6Z,9Z,12Z)) (PathBank: SMP0013622)
- Triacylglycerol Degradation TG(20:1(11Z)/18:0/18:3(6Z,9Z,12Z)) (PathBank: SMP0013634)
- Triacylglycerol Degradation TG(20:1(11Z)/18:1(9Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013646)
- Triacylglycerol Degradation TG(20:1(11Z)/18:1(11Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013658)
- Triacylglycerol Degradation TG(20:1(11Z)/18:2(9Z,12Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013670)
- Triacylglycerol Degradation TG(20:1(11Z)/18:3(6Z,9Z,12Z)/16:0) (PathBank: SMP0013677)
- Triacylglycerol Degradation TG(20:1(11Z)/18:3(6Z,9Z,12Z)/18:0) (PathBank: SMP0013678)
- Triacylglycerol Degradation TG(20:1(11Z)/18:3(6Z,9Z,12Z)/18:1(9Z)) (PathBank: SMP0013679)
- Triacylglycerol Degradation TG(20:1(11Z)/18:3(6Z,9Z,12Z)/18:1(11Z)) (PathBank: SMP0013680)
- Triacylglycerol Degradation TG(20:1(11Z)/18:3(6Z,9Z,12Z)/18:2(9Z,12Z)) (PathBank: SMP0013681)
- Triacylglycerol Degradation TG(20:1(11Z)/18:3(6Z,9Z,12Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013682)
- Triacylglycerol Degradation TG(20:1(11Z)/18:3(6Z,9Z,12Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0013683)
- Triacylglycerol Degradation TG(20:1(11Z)/18:3(6Z,9Z,12Z)/20:0) (PathBank: SMP0013684)
- Triacylglycerol Degradation TG(20:1(11Z)/18:3(6Z,9Z,12Z)/20:1(11Z)) (PathBank: SMP0013685)
- Triacylglycerol Degradation TG(20:1(11Z)/18:3(6Z,9Z,12Z)/20:1(13Z)) (PathBank: SMP0013686)
- Triacylglycerol Degradation TG(20:1(11Z)/18:3(6Z,9Z,12Z)/22:0) (PathBank: SMP0013687)
- Triacylglycerol Degradation TG(20:1(11Z)/18:3(6Z,9Z,12Z)/22:1(13Z)) (PathBank: SMP0013688)
- Triacylglycerol Degradation TG(20:1(11Z)/18:3(9Z,12Z,15Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013694)
- Triacylglycerol Degradation TG(20:1(11Z)/20:0/18:3(6Z,9Z,12Z)) (PathBank: SMP0013706)
- Triacylglycerol Degradation TG(20:1(11Z)/20:1(11Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013718)
- Triacylglycerol Degradation TG(20:1(11Z)/20:1(13Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013730)
- Triacylglycerol Degradation TG(20:1(11Z)/22:0/18:3(6Z,9Z,12Z)) (PathBank: SMP0013742)
- Triacylglycerol Degradation TG(20:1(11Z)/22:1(13Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013754)
- Triacylglycerol Degradation TG(20:1(13Z)/16:0/18:3(6Z,9Z,12Z)) (PathBank: SMP0013767)
- Triacylglycerol Degradation TG(20:1(13Z)/18:0/18:3(6Z,9Z,12Z)) (PathBank: SMP0013779)
- Triacylglycerol Degradation TG(20:1(13Z)/18:1(9Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013791)
- Triacylglycerol Degradation TG(20:1(13Z)/18:1(11Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013803)
- Triacylglycerol Degradation TG(20:1(13Z)/18:2(9Z,12Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013815)
- Triacylglycerol Degradation TG(20:1(13Z)/18:3(6Z,9Z,12Z)/16:0) (PathBank: SMP0013822)
- Triacylglycerol Degradation TG(20:1(13Z)/18:3(6Z,9Z,12Z)/18:0) (PathBank: SMP0013823)
- Triacylglycerol Degradation TG(20:1(13Z)/18:3(6Z,9Z,12Z)/18:1(9Z)) (PathBank: SMP0013824)
- Triacylglycerol Degradation TG(20:1(13Z)/18:3(6Z,9Z,12Z)/18:1(11Z)) (PathBank: SMP0013825)
- Triacylglycerol Degradation TG(20:1(13Z)/18:3(6Z,9Z,12Z)/18:2(9Z,12Z)) (PathBank: SMP0013826)
- Triacylglycerol Degradation TG(20:1(13Z)/18:3(6Z,9Z,12Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013827)
- Triacylglycerol Degradation TG(20:1(13Z)/18:3(6Z,9Z,12Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0013828)
- Triacylglycerol Degradation TG(20:1(13Z)/18:3(6Z,9Z,12Z)/20:0) (PathBank: SMP0013829)
- Triacylglycerol Degradation TG(20:1(13Z)/18:3(6Z,9Z,12Z)/20:1(11Z)) (PathBank: SMP0013830)
- Triacylglycerol Degradation TG(20:1(13Z)/18:3(6Z,9Z,12Z)/20:1(13Z)) (PathBank: SMP0013831)
- Triacylglycerol Degradation TG(20:1(13Z)/18:3(6Z,9Z,12Z)/22:0) (PathBank: SMP0013832)
- Triacylglycerol Degradation TG(20:1(13Z)/18:3(6Z,9Z,12Z)/22:1(13Z)) (PathBank: SMP0013833)
- Triacylglycerol Degradation TG(20:1(13Z)/18:3(9Z,12Z,15Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013839)
- Triacylglycerol Degradation TG(20:1(13Z)/20:0/18:3(6Z,9Z,12Z)) (PathBank: SMP0013851)
- Triacylglycerol Degradation TG(20:1(13Z)/20:1(11Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013863)
- Triacylglycerol Degradation TG(20:1(13Z)/20:1(13Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013875)
- Triacylglycerol Degradation TG(20:1(13Z)/22:0/18:3(6Z,9Z,12Z)) (PathBank: SMP0013887)
- Triacylglycerol Degradation TG(20:1(13Z)/22:1(13Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013900)
- Triacylglycerol Degradation TG(22:0/16:0/18:3(6Z,9Z,12Z)) (PathBank: SMP0013912)
- Triacylglycerol Degradation TG(22:0/18:0/18:3(6Z,9Z,12Z)) (PathBank: SMP0013924)
- Triacylglycerol Degradation TG(22:0/18:1(9Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013936)
- Triacylglycerol Degradation TG(22:0/18:1(11Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013948)
- Triacylglycerol Degradation TG(22:0/18:2(9Z,12Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013960)
- Triacylglycerol Degradation TG(22:0/18:3(6Z,9Z,12Z)/16:0) (PathBank: SMP0013967)
- Triacylglycerol Degradation TG(22:0/18:3(6Z,9Z,12Z)/18:0) (PathBank: SMP0013968)
- Triacylglycerol Degradation TG(22:0/18:3(6Z,9Z,12Z)/18:1(9Z)) (PathBank: SMP0013969)
- Triacylglycerol Degradation TG(22:0/18:3(6Z,9Z,12Z)/18:1(11Z)) (PathBank: SMP0013970)
- Triacylglycerol Degradation TG(22:0/18:3(6Z,9Z,12Z)/18:2(9Z,12Z)) (PathBank: SMP0013971)
- Triacylglycerol Degradation TG(22:0/18:3(6Z,9Z,12Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013972)
- Triacylglycerol Degradation TG(22:0/18:3(6Z,9Z,12Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0013973)
- Triacylglycerol Degradation TG(22:0/18:3(6Z,9Z,12Z)/20:0) (PathBank: SMP0013974)
- Triacylglycerol Degradation TG(22:0/18:3(6Z,9Z,12Z)/20:1(11Z)) (PathBank: SMP0013975)
- Triacylglycerol Degradation TG(22:0/18:3(6Z,9Z,12Z)/20:1(13Z)) (PathBank: SMP0013976)
- Triacylglycerol Degradation TG(22:0/18:3(6Z,9Z,12Z)/22:0) (PathBank: SMP0013977)
- Triacylglycerol Degradation TG(22:0/18:3(6Z,9Z,12Z)/22:1(13Z)) (PathBank: SMP0013978)
- Triacylglycerol Degradation TG(22:0/18:3(9Z,12Z,15Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013984)
- Triacylglycerol Degradation TG(22:0/20:0/18:3(6Z,9Z,12Z)) (PathBank: SMP0013996)
- Triacylglycerol Degradation TG(22:0/20:1(11Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0014008)
- Triacylglycerol Degradation TG(22:0/20:1(13Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0014022)
- Triacylglycerol Degradation TG(22:0/22:0/18:3(6Z,9Z,12Z)) (PathBank: SMP0014034)
- Triacylglycerol Degradation TG(22:0/22:1(13Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0014046)
- Triacylglycerol Degradation TG(22:1(13Z)/16:0/18:3(6Z,9Z,12Z)) (PathBank: SMP0014058)
- Triacylglycerol Degradation TG(22:1(13Z)/18:0/18:3(6Z,9Z,12Z)) (PathBank: SMP0014070)
- Triacylglycerol Degradation TG(22:1(13Z)/18:1(9Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0014082)
- Triacylglycerol Degradation TG(22:1(13Z)/18:1(11Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0014094)
- Triacylglycerol Degradation TG(22:1(13Z)/18:2(9Z,12Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0014106)
- Triacylglycerol Degradation TG(22:1(13Z)/18:3(6Z,9Z,12Z)/16:0) (PathBank: SMP0014113)
- Triacylglycerol Degradation TG(22:1(13Z)/18:3(6Z,9Z,12Z)/18:0) (PathBank: SMP0014114)
- Triacylglycerol Degradation TG(22:1(13Z)/18:3(6Z,9Z,12Z)/18:1(9Z)) (PathBank: SMP0014115)
- Triacylglycerol Degradation TG(22:1(13Z)/18:3(6Z,9Z,12Z)/18:1(11Z)) (PathBank: SMP0014116)
- Triacylglycerol Degradation TG(22:1(13Z)/18:3(6Z,9Z,12Z)/18:2(9Z,12Z)) (PathBank: SMP0014117)
- Triacylglycerol Degradation TG(22:1(13Z)/18:3(6Z,9Z,12Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0014118)
- Triacylglycerol Degradation TG(22:1(13Z)/18:3(6Z,9Z,12Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0014119)
- Triacylglycerol Degradation TG(22:1(13Z)/18:3(6Z,9Z,12Z)/20:0) (PathBank: SMP0014120)
- Triacylglycerol Degradation TG(22:1(13Z)/18:3(6Z,9Z,12Z)/20:1(11Z)) (PathBank: SMP0014121)
- Triacylglycerol Degradation TG(22:1(13Z)/18:3(6Z,9Z,12Z)/20:1(13Z)) (PathBank: SMP0014122)
- Triacylglycerol Degradation TG(22:1(13Z)/18:3(6Z,9Z,12Z)/22:0) (PathBank: SMP0014123)
- Triacylglycerol Degradation TG(22:1(13Z)/18:3(6Z,9Z,12Z)/22:1(13Z)) (PathBank: SMP0014124)
- Triacylglycerol Degradation TG(22:1(13Z)/18:3(9Z,12Z,15Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0014130)
- Triacylglycerol Degradation TG(22:1(13Z)/20:0/18:3(6Z,9Z,12Z)) (PathBank: SMP0014142)
- Triacylglycerol Degradation TG(22:1(13Z)/20:1(11Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0014154)
- Triacylglycerol Degradation TG(22:1(13Z)/20:1(13Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0014167)
- Triacylglycerol Degradation TG(22:1(13Z)/22:0/18:3(6Z,9Z,12Z)) (PathBank: SMP0014179)
- Triacylglycerol Degradation TG(22:1(13Z)/22:1(13Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0014191)
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Role | |
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Physical Properties |
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State | Liquid |
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Experimental Molecular Properties | Property | Value | Reference |
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Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | LogP | Not Available | Not Available |
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Experimental Chromatographic Properties | Experimental Collision Cross Sections |
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Predicted Molecular Properties | | Show more...
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Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Kovats Retention IndicesUnderivatizedDerivatized | Show more...
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Spectra |
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| GC-MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
---|
Experimental GC-MS | GC-MS Spectrum - gamma-Linolenic acid GC-MS (1 TMS) | splash10-005c-9800000000-7b6e7a36b048f5ed69bd | 2014-06-16 | HMDB team, MONA, MassBank | View Spectrum | Experimental GC-MS | GC-MS Spectrum - gamma-Linolenic acid GC-EI-TOF (Non-derivatized) | splash10-00b9-9300000000-254ecb989081fdc719d2 | 2017-09-12 | HMDB team, MONA, MassBank | View Spectrum | Experimental GC-MS | GC-MS Spectrum - gamma-Linolenic acid GC-MS (Non-derivatized) | splash10-005c-9800000000-7b6e7a36b048f5ed69bd | 2017-09-12 | HMDB team, MONA, MassBank | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - gamma-Linolenic acid GC-MS (Non-derivatized) - 70eV, Positive | splash10-0006-9650000000-eec5566c0f0f90bf0049 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - gamma-Linolenic acid GC-MS (1 TMS) - 70eV, Positive | splash10-007c-9431000000-b239852c91e567668780 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - gamma-Linolenic acid GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - gamma-Linolenic acid GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | MS | Mass Spectrum (Electron Ionization) | splash10-00nf-9200000000-cf911df79059a750cb2a | 2015-03-01 | Not Available | View Spectrum |
MS/MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
---|
Experimental LC-MS/MS | LC-MS/MS Spectrum - gamma-Linolenic acid ESI-TOF 20V, Negative-QTOF | splash10-005l-0902100000-6fc8730bd28daa779b66 | 2017-08-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - gamma-Linolenic acid ESI-TOF 30V, Negative-QTOF | splash10-005l-0902100000-6fc8730bd28daa779b66 | 2017-08-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - gamma-Linolenic acid ESI-TOF 10V, Negative-QTOF | splash10-005l-0902100000-6fc8730bd28daa779b66 | 2017-08-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - gamma-Linolenic acid ESI-TOF , Negative-QTOF | splash10-005l-0902100000-6fc8730bd28daa779b66 | 2017-08-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - gamma-Linolenic acid ESI-TOF 20V, Negative-QTOF | splash10-004i-0090000000-143e6ddfa05656a4c4da | 2017-09-12 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - gamma-Linolenic acid ESI-TOF 30V, Negative-QTOF | splash10-004i-0090000000-0b9ba563ad074fe141e8 | 2017-09-12 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - gamma-Linolenic acid ESI-TOF 10V, Negative-QTOF | splash10-004i-0090000000-63bf7d731625d5577978 | 2017-09-12 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - gamma-Linolenic acid ESI-TOF 10V, Negative-QTOF | splash10-004i-0090000000-fbc4e202a8b26c91dc9e | 2017-09-12 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - gamma-Linolenic acid ESI-TOF , Negative-QTOF | splash10-004i-0090000000-b56d00321ab0921fe7b7 | 2017-09-12 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - gamma-Linolenic acid LC-ESI-QTOF , negative-QTOF | splash10-004i-0090000000-dcae4273443fd52bbb03 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - gamma-Linolenic acid LC-ESI-TOF , negative-QTOF | splash10-004i-0090000000-143e6ddfa05656a4c4da | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - gamma-Linolenic acid LC-ESI-TOF , negative-QTOF | splash10-004i-0090000000-0b9ba563ad074fe141e8 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - gamma-Linolenic acid LC-ESI-TOF , negative-QTOF | splash10-004i-0090000000-63bf7d731625d5577978 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - gamma-Linolenic acid LC-ESI-QTOF 10V, positive-QTOF | splash10-004i-0090000000-370b301c8afc435a0ce1 | 2020-07-21 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - gamma-Linolenic acid LC-ESI-QTOF 20V, positive-QTOF | splash10-003s-9850000000-54163d6f895368b9032c | 2020-07-21 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - gamma-Linolenic acid LC-ESI-QTOF 40V, positive-QTOF | splash10-001i-9000000000-e6cdb81ac5675944be82 | 2020-07-21 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - gamma-Linolenic acid 20V, Positive-QTOF | splash10-003s-9750000000-d1947011d4fc6a28a135 | 2021-09-20 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - gamma-Linolenic acid 30V, Positive-QTOF | splash10-004i-0090000000-0b9ba563ad074fe141e8 | 2021-09-20 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - gamma-Linolenic acid 10V, Positive-QTOF | splash10-004i-0090000000-370b301c8afc435a0ce1 | 2021-09-20 | HMDB team, MONA | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - gamma-Linolenic acid 10V, Positive-QTOF | splash10-01t9-0190000000-6b136607b48b31667801 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - gamma-Linolenic acid 20V, Positive-QTOF | splash10-01q9-4790000000-5046458d5d3e3c228518 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - gamma-Linolenic acid 40V, Positive-QTOF | splash10-05mo-8930000000-852d50a19eb0b0df729b | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - gamma-Linolenic acid 10V, Negative-QTOF | splash10-004i-0090000000-ab643cae783eb66bf131 | 2016-08-04 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - gamma-Linolenic acid 20V, Negative-QTOF | splash10-0059-1090000000-abce276de392be9d7d3f | 2016-08-04 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - gamma-Linolenic acid 40V, Negative-QTOF | splash10-0a4i-9230000000-40a41feed498373e54d2 | 2016-08-04 | Wishart Lab | View Spectrum |
NMR SpectraSpectrum Type | Description | Deposition Date | Source | View |
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Predicted 1D NMR | 13C NMR Spectrum (1D, 100 MHz, H2O, predicted) | 2022-08-22 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 100 MHz, H2O, predicted) | 2022-08-22 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, H2O, predicted) | 2022-08-22 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, H2O, predicted) | 2022-08-22 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 200 MHz, H2O, predicted) | 2022-08-22 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 200 MHz, H2O, predicted) | 2022-08-22 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 300 MHz, H2O, predicted) | 2022-08-22 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 300 MHz, H2O, predicted) | 2022-08-22 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 400 MHz, H2O, predicted) | 2022-08-22 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 400 MHz, H2O, predicted) | 2022-08-22 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 500 MHz, H2O, predicted) | 2022-08-22 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 500 MHz, H2O, predicted) | 2022-08-22 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 600 MHz, H2O, predicted) | 2022-08-22 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 600 MHz, H2O, predicted) | 2022-08-22 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 700 MHz, H2O, predicted) | 2022-08-22 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 700 MHz, H2O, predicted) | 2022-08-22 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 800 MHz, H2O, predicted) | 2022-08-22 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 800 MHz, H2O, predicted) | 2022-08-22 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 900 MHz, H2O, predicted) | 2022-08-22 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 900 MHz, H2O, predicted) | 2022-08-22 | Wishart Lab | View Spectrum |
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Biological Properties |
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Cellular Locations | - Cytoplasm
- Extracellular
- Membrane (predicted from logP)
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Biospecimen Locations | |
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Tissue Locations | - Adipose Tissue
- Epidermis
- Placenta
- Platelet
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Pathways | |
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Normal Concentrations |
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Blood | Detected and Quantified | 1.08 +/- 1.5 uM | Adult (>18 years old) | Both | Normal | | details | Blood | Detected and Quantified | 0.310 +/- 0.196 uM | Adult (>18 years old) | Both | Normal | | details | Blood | Detected and Quantified | 46.1 +/- 21.7 uM | Adult (>18 years old) | Not Specified | Normal | | details | Blood | Detected and Quantified | 1.03 +/- 0.005 uM | Adult (>18 years old) | Both | Normal | | details | Feces | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Both | Normal | | details | Feces | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Both | Normal | | details | Feces | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Both | Normal | | details |
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Abnormal Concentrations |
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Blood | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Both | Lung cancer | | details | Blood | Detected and Quantified | 35.0 +/- 17.7 uM | Adult (>18 years old) | Not Specified | Isovaleric acidemia | | details | Feces | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Both | Colorectal cancer | | details | Feces | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Both | Colorectal cancer | | details |
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Associated Disorders and Diseases |
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Disease References | Lung Cancer |
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- Chen Y, Ma Z, Min L, Li H, Wang B, Zhong J, Dai L: Biomarker identification and pathway analysis by serum metabolomics of lung cancer. Biomed Res Int. 2015;2015:183624. doi: 10.1155/2015/183624. Epub 2015 Apr 16. [PubMed:25961003 ]
| Isovaleric acidemia |
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- Dercksen M, Kulik W, Mienie LJ, Reinecke CJ, Wanders RJ, Duran M: Polyunsaturated fatty acid status in treated isovaleric acidemia patients. Eur J Clin Nutr. 2016 Oct;70(10):1123-1126. doi: 10.1038/ejcn.2016.100. Epub 2016 Jun 22. [PubMed:27329611 ]
| Colorectal cancer |
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- Sinha R, Ahn J, Sampson JN, Shi J, Yu G, Xiong X, Hayes RB, Goedert JJ: Fecal Microbiota, Fecal Metabolome, and Colorectal Cancer Interrelations. PLoS One. 2016 Mar 25;11(3):e0152126. doi: 10.1371/journal.pone.0152126. eCollection 2016. [PubMed:27015276 ]
- Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]
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Associated OMIM IDs | |
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External Links |
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DrugBank ID | DB13854 |
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Phenol Explorer Compound ID | Not Available |
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FooDB ID | FDB002943 |
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KNApSAcK ID | C00001226 |
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Chemspider ID | 4444436 |
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KEGG Compound ID | C06426 |
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BioCyc ID | CPD-8117 |
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BiGG ID | 48234 |
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Wikipedia Link | Gamma-Linolenic_acid |
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METLIN ID | 386 |
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PubChem Compound | 5280933 |
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PDB ID | Not Available |
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ChEBI ID | 28661 |
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Food Biomarker Ontology | Not Available |
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VMH ID | DLNLCGCRN |
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MarkerDB ID | MDB00000409 |
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Good Scents ID | Not Available |
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References |
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Synthesis Reference | Gema H; Kavadia A; Dimou D; Tsagou V; Komaitis M; Aggelis G Production of gamma-linolenic acid by Cunninghamella echinulata cultivated on glucose and orange peel. Applied microbiology and biotechnology (2002), 58(3), 303-7. |
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Material Safety Data Sheet (MSDS) | Not Available |
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General References | - Melnik BC, Plewig G: Is the origin of atopy linked to deficient conversion of omega-6-fatty acids to prostaglandin E1? J Am Acad Dermatol. 1989 Sep;21(3 Pt 1):557-63. [PubMed:2550526 ]
- Levy RJ, Lian JB: gamma-Carboxyglutamate excretion and warfarin therapy. Clin Pharmacol Ther. 1979 May;25(5 Pt 1):562-70. [PubMed:373941 ]
- Bolton-Smith C, Woodward M, Tavendale R: Evidence for age-related differences in the fatty acid composition of human adipose tissue, independent of diet. Eur J Clin Nutr. 1997 Sep;51(9):619-24. [PubMed:9306089 ]
- Purasiri P, Mckechnie A, Heys SD, Eremin O: Modulation in vitro of human natural cytotoxicity, lymphocyte proliferative response to mitogens and cytokine production by essential fatty acids. Immunology. 1997 Oct;92(2):166-72. [PubMed:9415022 ]
- Ziboh VA, Miller CC, Cho Y: Metabolism of polyunsaturated fatty acids by skin epidermal enzymes: generation of antiinflammatory and antiproliferative metabolites. Am J Clin Nutr. 2000 Jan;71(1 Suppl):361S-6S. [PubMed:10617998 ]
- Magnusson G, Boberg M, Cederblad G, Meurling S: Plasma and tissue levels of lipids, fatty acids and plasma carnitine in neonates receiving a new fat emulsion. Acta Paediatr. 1997 Jun;86(6):638-44. [PubMed:9202801 ]
- Kankaanpaa PE, Salminen SJ, Isolauri E, Lee YK: The influence of polyunsaturated fatty acids on probiotic growth and adhesion. FEMS Microbiol Lett. 2001 Jan 15;194(2):149-53. [PubMed:11164299 ]
- Whitaker DK, Cilliers J, de Beer C: Evening primrose oil (Epogam) in the treatment of chronic hand dermatitis: disappointing therapeutic results. Dermatology. 1996;193(2):115-20. [PubMed:8884146 ]
- Kankaanpaa P, Nurmela K, Erkkila A, Kalliomaki M, Holmberg-Marttila D, Salminen S, Isolauri E: Polyunsaturated fatty acids in maternal diet, breast milk, and serum lipid fatty acids of infants in relation to atopy. Allergy. 2001 Jul;56(7):633-8. [PubMed:11421921 ]
- Koletzko B, Sauerwald U, Keicher U, Saule H, Wawatschek S, Bohles H, Bervoets K, Fleith M, Crozier-Willi G: Fatty acid profiles, antioxidant status, and growth of preterm infants fed diets without or with long-chain polyunsaturated fatty acids. A randomized clinical trial. Eur J Nutr. 2003 Oct;42(5):243-53. [PubMed:14569405 ]
- Leigh-Firbank EC, Minihane AM, Leake DS, Wright JW, Murphy MC, Griffin BA, Williams CM: Eicosapentaenoic acid and docosahexaenoic acid from fish oils: differential associations with lipid responses. Br J Nutr. 2002 May;87(5):435-45. [PubMed:12010583 ]
- Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]
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