Octadecadienoate (BioDeep_00000024183)

human metabolite Endogenous

代谢物信息卡片

7 trans,9 cis-Octadecadienoic acid

化学式: C18H32O2 (280.2402172)
中文名称:
谱图信息: 最多检出来源 Bos taurus(endogenous) 66.67%

分子结构信息

SMILES: CCCCCCCCCCCCCC=CC=CC(=O)O
InChI: InChI=1S/C18H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h14-17H,2-13H2,1H3,(H,19,20)/b15-14+,17-16+

描述信息

Octadecadienoate is also known as Octadecadienoic acid. Octadecadienoate is considered to be practically insoluble (in water) and acidic. Octadecadienoate is a fatty acid lipid molecule

同义名列表

6 个代谢物同义名

7 trans,9 cis-Octadecadienoic acid; (2E,4E)-octadeca-2,4-dienoic acid; 1-octadecadienoic acid; 2,4-Octadecadienoate; Octadecadienoic acid; Octadecadienoate

数据库引用编号

8 个数据库交叉引用编号

PubChem: 5312457
PubChem: 154212
HMDB: HMDB0062784
Wikipedia: Octadecadienoic acid
CAS: 59404-49-8
CAS: 28779-40-0
PMhub: MS000129877
RefMet: Octadecadienoic acid

分类词条

Lineolic acids and derivatives

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

46 个相关的物种来源信息

342581 - Abies spectabilis: 10.1248/CPB.58.1646
205027 - Acacia auriculiformis: 10.1007/BF02901545
218783 - Acacia coriacea: 10.1007/BF02901545
139012 - Acacia mearnsii: 10.1007/BF02901545
383656 - Acacia pubescens: 10.1007/BF02901545
2849250 - Amphimedon complanata: 10.1021/NP50073A043
7641 - Arbacia punctulata: 10.1007/BF02533484
194200 - Ballota nigra: 10.1016/0305-1978(92)90051-E
53173 - Betonica officinalis: 10.1016/0305-1978(92)90051-E
300208 - Canarium album: 10.5650/JOS1956.25.561
489980 - Celastrus hypoleucus: 10.1002/JCCS.200200068
694349 - Chaiturus marrubiastrum: 10.1016/0305-1978(92)90051-E
572113 - Galeopsis bifida: 10.1016/0305-1978(92)90051-E
1030043 - Galeopsis ladanum: 10.1016/0305-1978(92)90051-E
457140 - Galeopsis speciosa: 10.1016/0305-1978(92)90051-E
1000418 - Galeopsis tetrahit: 10.1016/0305-1978(92)90051-E
106335 - Hibiscus syriacus: 10.1007/BF00565786
9606 - Homo sapiens: -
53159 - Lamium album: 10.1016/0305-1978(92)90051-E
53160 - Lamium amplexicaule: 10.1016/0305-1978(92)90051-E
53162 - Lamium garganicum: 10.1016/0305-1978(92)90051-E
53163 - Lamium maculatum: 10.1016/0305-1978(92)90051-E
53164 - Lamium purpureum: 10.1016/0305-1978(92)90051-E
587664 - Leonurus cardiaca: 10.1016/0305-1978(92)90051-E
1081559 - Leonurus quinquelobatus: 10.1016/0305-1978(92)90051-E
6398 - Lumbricus terrestris: 10.1271/BBB1961.52.2379
53165 - Marrubium incanum: 10.1016/0305-1978(92)90051-E
53166 - Marrubium peregrinum: 10.1016/0305-1978(92)90051-E
41230 - Marrubium vulgare: 10.1016/0305-1978(92)90051-E
543981 - Phlomis fruticosa: 10.1016/0305-1978(92)90051-E
572133 - Phlomoides tuberosa: 10.1016/0305-1978(92)90051-E
28510 - Physostegia virginiana: 10.1016/0305-1978(92)90051-E
138017 - Senegalia catechu: 10.1007/BF02901545
381101 - Senegalia mellifera: 10.1007/BF02901545
1341699 - Senegalia pennata: 10.1007/BF02901545
875646 - Senegalia polyacantha: 10.1007/BF02901545
155250 - Sideritis hyssopifolia: 10.1016/0305-1978(92)90051-E
155254 - Sideritis montana: 10.1016/0305-1978(92)90051-E
467599 - Stachys alopecuros: 10.1016/0305-1978(92)90051-E
1391948 - Stachys annua: 10.1016/0305-1978(92)90051-E
1007628 - Stachys balansae: 10.1016/0305-1978(92)90051-E
180010 - Stachys byzantina: 10.1016/0305-1978(92)90051-E
53175 - Stachys sylvatica: 10.1016/0305-1978(92)90051-E
1209887 - Teucrium royleanum: 10.1021/NP50039A032
29875 - Trichoderma virens: 10.1139/M92-210
138033 - Vachellia nilotica: 10.1007/BF02901545

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。

文献列表

Verena Karolin Mittermeier, Katja Pauly, Andreas Dunkel, Thomas Hofmann. Ion-Mobility-Based Liquid Chromatography-Mass Spectrometry Quantitation of Taste-Enhancing Octadecadien-12-ynoic Acids in Mushrooms. Journal of agricultural and food chemistry. 2020 May; 68(20):5741-5751. doi: 10.1021/acs.jafc.0c02034. [PMID: 32338890]
Ken-Der Wang, Eli J Borrego, Charles M Kenerley, Michael V Kolomiets. Oxylipins Other Than Jasmonic Acid Are Xylem-Resident Signals Regulating Systemic Resistance Induced by Trichoderma virens in Maize. The Plant cell. 2020 01; 32(1):166-185. doi: 10.1105/tpc.19.00487. [PMID: 31690653]
J R Jensen, M H Pitcher, Z X Yuan, C E Ramsden, A F Domenichiello. Concentrations of oxidized linoleic acid derived lipid mediators in the amygdala and periaqueductal grey are reduced in a mouse model of chronic inflammatory pain. Prostaglandins, leukotrienes, and essential fatty acids. 2018 08; 135(?):128-136. doi: 10.1016/j.plefa.2018.07.015. [PMID: 30103924]
Mohsen Mazidi, Hassan Vatanparast. Serum trans-fatty acids level are positively associated with lower food security among american adults. Nutrition & diabetes. 2018 03; 8(1):17. doi: 10.1038/s41387-017-0008-7. [PMID: 29549245]
C M Lezama-Dávila, A P Isaac-Márquez. Treating murine Kala-azar with a Mayan plant induces immunochemical changes. Parasite immunology. 2018 01; 40(1):. doi: 10.1111/pim.12495. [PMID: 28984989]
Junjie Zhang, Qingjin Yang, Jian Li, Yu Zhong, Lijian Zhang, Qionglin Huang, Bin Chen, Mingming Mo, Sensen Shen, Qisheng Zhong, Huwei Liu, Chun Cai. Distinct differences in serum eicosanoids in healthy, enteritis and colorectal cancer individuals. Metabolomics : Official journal of the Metabolomic Society. 2017 11; 14(1):4. doi: 10.1007/s11306-017-1293-9. [PMID: 30830334]
Kyoung-Rok Kim, Jung-Ung An, Seon-Hwa Lee, Deok-Kun Oh. Selective Production of 9R-Hydroxy-10E,12Z,15Z-Octadecatrienoic Acid from α-Linolenic Acid in Perilla Seed Oil Hydrolyzate by a Lipoxygenase from Nostoc Sp. SAG 25.82. PloS one. 2015; 10(9):e0137785. doi: 10.1371/journal.pone.0137785. [PMID: 26379279]
Valentin Svetlichnyy, Peter Müller, Thomas G Pomorski, Martin Schulze, Jürgen Schiller, Karin Müller. Metabolic incorporation of unsaturated fatty acids into boar spermatozoa lipids and de novo formation of diacylglycerols. Chemistry and physics of lipids. 2014 Jan; 177(?):41-50. doi: 10.1016/j.chemphyslip.2013.11.001. [PMID: 24252640]
Piotr Neumann, Florian Brodhun, Kristin Sauer, Cornelia Herrfurth, Mats Hamberg, Jens Brinkmann, Julia Scholz, Achim Dickmanns, Ivo Feussner, Ralf Ficner. Crystal structures of Physcomitrella patens AOC1 and AOC2: insights into the enzyme mechanism and differences in substrate specificity. Plant physiology. 2012 Nov; 160(3):1251-66. doi: 10.1104/pp.112.205138. [PMID: 22987885]
Fredrik Jernerén, Felipe Eng, Mats Hamberg, Ernst H Oliw. Linolenate 9R-dioxygenase and allene oxide synthase activities of Lasiodiplodia theobromae. Lipids. 2012 Jan; 47(1):65-73. doi: 10.1007/s11745-011-3622-5. [PMID: 22048860]
Young-il Kim, Shizuka Hirai, Tsuyoshi Goto, Chie Ohyane, Haruya Takahashi, Taneaki Tsugane, Chiaki Konishi, Takashi Fujii, Shuji Inai, Yoko Iijima, Koh Aoki, Daisuke Shibata, Nobuyuki Takahashi, Teruo Kawada. Potent PPARα activator derived from tomato juice, 13-oxo-9,11-octadecadienoic acid, decreases plasma and hepatic triglyceride in obese diabetic mice. PloS one. 2012; 7(2):e31317. doi: 10.1371/journal.pone.0031317. [PMID: 22347463]
Piyachat Chansela, Naoko Goto-Inoue, Nobuhiro Zaima, Takahiro Hayasaka, Morakot Sroyraya, Napamanee Kornthong, Attakorn Engsusophon, Montakan Tamtin, Chatchawalee Chaisri, Prasert Sobhon, Mitsutoshi Setou. Composition and localization of lipids in Penaeus merguiensis ovaries during the ovarian maturation cycle as revealed by imaging mass spectrometry. PloS one. 2012; 7(3):e33154. doi: 10.1371/journal.pone.0033154. [PMID: 22432001]
Ping Liu, Songlin Liu, Daizhi Tian, Ping Wang. The applications and obstacles of metabonomics in traditional chinese medicine. Evidence-based complementary and alternative medicine : eCAM. 2012; 2012(?):945824. doi: 10.1155/2012/945824. [PMID: 21860656]
Haiyan Li, Yuanyuan Dong, Jing Yang, Xiuming Liu, Yanfang Wang, Na Yao, Lili Guan, Nan Wang, Jinyu Wu, Xiaokun Li. De novo transcriptome of safflower and the identification of putative genes for oleosin and the biosynthesis of flavonoids. PloS one. 2012; 7(2):e30987. doi: 10.1371/journal.pone.0030987. [PMID: 22363528]
Cheng Yuan, Junhan Liu, Yong Fan, Xiaohui Ren, Guangrong Hu, Fuli Li. Mychonastes afer HSO-3-1 as a potential new source of biodiesel. Biotechnology for biofuels. 2011 Nov; 4(1):47. doi: 10.1186/1754-6834-4-47. [PMID: 22040677]
Diana V Dugas, Marcela K Monaco, Andrew Olsen, Robert R Klein, Sunita Kumari, Doreen Ware, Patricia E Klein. Functional annotation of the transcriptome of Sorghum bicolor in response to osmotic stress and abscisic acid. BMC genomics. 2011 Oct; 12(?):514. doi: 10.1186/1471-2164-12-514. [PMID: 22008187]
Nian-Yun Yang, Li Liu, Wei-Wei Tao, Jin-Ao Duan, Xun-Hong Liu, Su-Ping Huang. Antithrombotic lipids from Semen Persicae. Natural product research. 2011 Oct; 25(17):1650-6. doi: 10.1080/14786419.2011.568942. [PMID: 21899477]
Madiha Dhibi, Faten Brahmi, Amira Mnari, Zohra Houas, Issam Chargui, Linda Bchir, Noureddine Gazzah, Mohammed A Alsaif, Mohamed Hammami. The intake of high fat diet with different trans fatty acid levels differentially induces oxidative stress and non alcoholic fatty liver disease (NAFLD) in rats. Nutrition & metabolism. 2011 Sep; 8(1):65. doi: 10.1186/1743-7075-8-65. [PMID: 21943357]
Heba M M Ibrahim, Parsa Hosseini, Nadim W Alkharouf, Ebtissam H A Hussein, Abd El Kader Y Gamal El-Din, Mohammed A M Aly, Benjamin F Matthews. Analysis of gene expression in soybean (Glycine max) roots in response to the root knot nematode Meloidogyne incognita using microarrays and KEGG pathways. BMC genomics. 2011 May; 12(?):220. doi: 10.1186/1471-2164-12-220. [PMID: 21569240]
Haruya Takahashi, Young-Il Kim, Shizuka Hirai, Tsuyoshi Goto, Chie Ohyane, Taneaki Tsugane, Chiaki Konishi, Takashi Fujii, Shuji Inai, Yoko Iijima, Koh Aoki, Daisuke Shibata, Nobuyuki Takahashi, Teruo Kawada. Comparative and stability analyses of 9- and 13-Oxo-octadecadienoic acids in various species of tomato. Bioscience, biotechnology, and biochemistry. 2011; 75(8):1621-4. doi: 10.1271/bbb.110254. [PMID: 21821922]
Agnieszka Białek, Andrzej Tokarz, Agnieszka Dudek, Weronika Kazimierska, Wojciech Bielecki. Influence of diet enriched with conjugated linoleic acids on their distribution in tissues of rats with DMBA induced tumors. Lipids in health and disease. 2010 Nov; 9(?):126. doi: 10.1186/1476-511x-9-126. [PMID: 21044306]
Ariel E Feldstein, Rocio Lopez, Tarek Abu-Rajab Tamimi, Lisa Yerian, Yoon-Mi Chung, Michael Berk, Renliang Zhang, Thomas M McIntyre, Stanley L Hazen. Mass spectrometric profiling of oxidized lipid products in human nonalcoholic fatty liver disease and nonalcoholic steatohepatitis. Journal of lipid research. 2010 Oct; 51(10):3046-54. doi: 10.1194/jlr.m007096. [PMID: 20631297]
Yo Omata, Yoshiro Saito, Yasukazu Yoshida, Byeong-Seon Jeong, Remigiusz Serwa, Tae-gyu Nam, Ned A Porter, Etsuo Niki. Action of 6-amino-3-pyridinols as novel antioxidants against free radicals and oxidative stress in solution, plasma, and cultured cells. Free radical biology & medicine. 2010 May; 48(10):1358-65. doi: 10.1016/j.freeradbiomed.2010.02.018. [PMID: 20172025]
Tanja Sigl, Gregor Schlamberger, Hermine Kienberger, Steffi Wiedemann, Heinrich Hd Meyer, Martin Kaske. Rumen-protected conjugated linoleic acid supplementation to dairy cows in late pregnancy and early lactation: effects on milk composition, milk yield, blood metabolites and gene expression in liver. Acta veterinaria Scandinavica. 2010 Feb; 52(?):16. doi: 10.1186/1751-0147-52-16. [PMID: 20167061]
Timothy Y Y Lai, Kai-On Chu, Kwok-Ping Chan, Tsz-Kin Ng, Gary H F Yam, Dennis S C Lam, Chi-Pui Pang. Alterations in serum fatty acid concentrations and desaturase activities in Bietti crystalline dystrophy unaffected by CYP4V2 genotypes. Investigative ophthalmology & visual science. 2010 Feb; 51(2):1092-7. doi: 10.1167/iovs.09-3665. [PMID: 19797200]
Jorge L Sepulveda, Yvette C Tanhehco, Monica Frey, Lida Guo, Lorna J Cropcho, K Michael Gibson, Harry C Blair. Variation in human erythrocyte membrane unsaturated Fatty acids: correlation with cardiovascular disease. Archives of pathology & laboratory medicine. 2010 Jan; 134(1):73-80. doi: 10.5858/2008-0795-oar1.1. [PMID: 20073608]
Pilar Gómez-Cortés, Cynthia Tyburczy, J Thomas Brenna, Manuela Juárez, Miguel Angel de la Fuente. Characterization of cis-9 trans-11 trans-15 C18:3 in milk fat by GC and covalent adduct chemical ionization tandem MS. Journal of lipid research. 2009 Dec; 50(12):2412-20. doi: 10.1194/jlr.m800662-jlr200. [PMID: 19542528]
Rajaraman Kanagasabai, Kothandaraman Narasimhan, Hong-Sang Low, Wee Tiong Ang, Aaron Z Fernandis, Markus R Wenk, Mahesh A Choolani, Christopher J O Baker. Mining to find the lipid interaction networks involved in Ovarian Cancers. Summit on translational bioinformatics. 2009 Mar; 2009(?):61-5. doi: ". [PMID: 21347172]
Claus Schneider. An update on products and mechanisms of lipid peroxidation. Molecular nutrition & food research. 2009 Mar; 53(3):315-21. doi: 10.1002/mnfr.200800131. [PMID: 19006094]
Carmen Formisano, Enrico Mignola, Daniela Rigano, Felice Senatore, Nelly Apostolides Arnold, Maurizio Bruno, Sergio Rosselli. Constituents of leaves and flowers essential oils of Helichrysum pallasii (Spreng.) Ledeb. growing wild in Lebanon. Journal of medicinal food. 2009 Feb; 12(1):203-7. doi: 10.1089/jmf.2008.0103. [PMID: 19298217]
Hyun-Seuk Moon, Hong-Gu Lee, Chung-Soo Chung, Yun-Jaie Choi, Chong-Su Cho. Physico-chemical modifications of conjugated linoleic acid for ruminal protection and oxidative stability. Nutrition & metabolism. 2008 Jun; 5(?):16. doi: 10.1186/1743-7075-5-16. [PMID: 18513443]
Cheuk Kai Lam, Jingnan Chen, Ying Cao, Lin Yang, Yin Mei Wong, Sai Ying Venus Yeung, Xiaoqiang Yao, Yu Huang, Zhen-Yu Chen. Conjugated and non-conjugated octadecaenoic acids affect differently intestinal acyl coenzyme A: cholesterol acyltransferase activity. Atherosclerosis. 2008 May; 198(1):85-93. doi: 10.1016/j.atherosclerosis.2007.11.001. [PMID: 18078940]
Marjan Javadi, Math J H Geelen, Henk Everts, Robert Hovenier, Shahram Javadi, Henk Kappert, Anton C Beynen. Effect of dietary conjugated linoleic acid on body composition and energy balance in broiler chickens. The British journal of nutrition. 2007 Dec; 98(6):1152-8. doi: 10.1017/s0007114507772677. [PMID: 17559699]
Shengbao Feng, Chin Lee Saw, Yuan Kun Lee, Dejian Huang. Fungal-stressed germination of black soybeans leads to generation of oxooctadecadienoic acids in addition to glyceollins. Journal of agricultural and food chemistry. 2007 Oct; 55(21):8589-95. doi: 10.1021/jf0716735. [PMID: 17892258]
Hideo Iwahashi, Tomihiro Hirai, Kazumasa Kumamoto. High performance liquid chromatography/electron spin resonance/mass spectrometry analyses of radicals formed in an anaerobic reaction of 9- (or 13-) hydroperoxide octadecadienoic acids with ferrous ions. Journal of chromatography. A. 2006 Nov; 1132(1-2):67-75. doi: 10.1016/j.chroma.2006.07.028. [PMID: 16889785]
Sae Iimura, Hideo Iwahashi. Enhancement by cigarette smoke extract of the radical formation in a reaction mixture of 13-hydroperoxide octadecadienoic acid and ferric ions. Journal of biochemistry. 2006 Apr; 139(4):671-6. doi: 10.1093/jb/mvj082. [PMID: 16672267]
Francisco J Schopfer, Paul R S Baker, Gregory Giles, Phil Chumley, Carlos Batthyany, Jack Crawford, Rakesh P Patel, Neil Hogg, Bruce P Branchaud, Jack R Lancaster, Bruce A Freeman. Fatty acid transduction of nitric oxide signaling. Nitrolinoleic acid is a hydrophobically stabilized nitric oxide donor. The Journal of biological chemistry. 2005 May; 280(19):19289-97. doi: 10.1074/jbc.m414689200. [PMID: 15764811]
Pierluigi Delmonte, Ai Kataok, B A Corl, D E Bauman, Martin P Yurawecz. Relative retention order of all isomers of cis/trans conjugated linoleic acid FAME from the 6,8- to 13,15-positions using silver ion HPLC with two elution systems. Lipids. 2005 May; 40(5):509-14. doi: 10.1007/s11745-005-1411-3. [PMID: 16094861]
Anders S Carlsson, Stefan Thomaeus, Mats Hamberg, Sten Stymne. Properties of two multifunctional plant fatty acid acetylenase/desaturase enzymes. European journal of biochemistry. 2004 Jul; 271(14):2991-7. doi: 10.1111/j.1432-1033.2004.04231.x. [PMID: 15233795]
Cornelia C Metges, Lutz Lehmann, Stephane Boeuf, Klaus J Petzke, André Müller, Rainer Rickert, Wittko Franke, Hans Steinhart, Gerd Nürnberg, Susanne Klaus. cis-9,trans-11 and trans-10,cis-12 CLA affect lipid metabolism differently in primary white and brown adipocytes of Djungarian hamsters. Lipids. 2003 Nov; 38(11):1133-42. doi: 10.1007/s11745-003-1171-0. [PMID: 14733358]
Pierluigi Delmonte, John A G Roach, Magdi M Mossoba, K M Morehouse, Lutz Lehmann, Martin P Yurawecz. Synthesis and isolation of trans-7,cis-9 octadecadienoic acid and other CLA isomers by base conjugation of partially hydrogenated gamma-linolenic acid. Lipids. 2003 May; 38(5):579-83. doi: 10.1007/s11745-003-1499-5. [PMID: 12880116]
Margot M Ip, Patricia A Masso-Welch, Clement Ip. Prevention of mammary cancer with conjugated linoleic acid: role of the stroma and the epithelium. Journal of mammary gland biology and neoplasia. 2003 Jan; 8(1):103-18. doi: 10.1023/a:1025739506536. [PMID: 14587866]
Laurent Demizieux, Pascal Degrace, Joseph Gresti, Olivier Loreau, Jean-Pierre Noël, Jean-Michel Chardigny, Jean-Louis Sébédio, Pierre Clouet. Conjugated linoleic acid isomers in mitochondria: evidence for an alteration of fatty acid oxidation. Journal of lipid research. 2002 Dec; 43(12):2112-22. doi: 10.1194/jlr.m200170-jlr200. [PMID: 12454273]
Martha A Belury. Inhibition of carcinogenesis by conjugated linoleic acid: potential mechanisms of action. The Journal of nutrition. 2002 Oct; 132(10):2995-8. doi: 10.1093/jn/131.10.2995. [PMID: 12368384]
G Carta, E Angioni, E Murru, M P Melis, S Spada, S Banni. Modulation of lipid metabolism and vitamin A by conjugated linoleic acid. Prostaglandins, leukotrienes, and essential fatty acids. 2002 Aug; 67(2-3):187-91. doi: 10.1054/plef.2002.0417. [PMID: 12324240]
Claudia Traidl-Hoffmann, Anna Kasche, Thilo Jakob, Michael Huger, Sabine Plötz, Ivo Feussner, Johannes Ring, Heidrun Behrendt. Lipid mediators from pollen act as chemoattractants and activators of polymorphonuclear granulocytes. The Journal of allergy and clinical immunology. 2002 May; 109(5):831-8. doi: 10.1067/mai.2002.124655. [PMID: 11994708]
Mats Hamberg. Biosynthesis of new divinyl ether oxylipins in Ranunculus plants. Lipids. 2002 Apr; 37(4):427-33. doi: 10.1007/s1145-002-0911-5. [PMID: 12030324]
G S Kelly. Conjugated linoleic acid: a review. Alternative medicine review : a journal of clinical therapeutic. 2001 Aug; 6(4):367-82. doi: ". [PMID: 11578253]
P S Reddy, T C Kumar, M N Reddy, C Sarada, P Reddanna. Differential formation of octadecadienoic acid and octadecatrienoic acid products in control and injured/infected potato tubers. Biochimica et biophysica acta. 2000 Jan; 1483(2):294-300. doi: 10.1016/s1388-1981(99)00191-2. [PMID: 10634945]
J Jiang, A Wolk, B Vessby. Relation between the intake of milk fat and the occurrence of conjugated linoleic acid in human adipose tissue. The American journal of clinical nutrition. 1999 Jul; 70(1):21-7. doi: 10.1093/ajcn/70.1.21. [PMID: 10393134]
S Li, G Wang, H Lin, C H Huang. Calorimetric studies of phosphatidylethanolamines with saturated sn-1 and dienoic sn-2 Acyl chains. The Journal of biological chemistry. 1998 Jul; 273(30):19009-18. doi: 10.1074/jbc.273.30.19009. [PMID: 9668081]
N Fukuda, T Etoh, K Wada, T Hidaka, K Yamamoto, I Ikeda, M Sugano. Differential effects of geometrical isomers of octadecadienoic acids on ketogenesis and lipid secretion in the livers from rats fed a cholesterol-enriched diet. Annals of nutrition & metabolism. 1995; 39(3):185-92. doi: 10.1159/000177861. [PMID: 7486845]
W M Ratnayake, Z Y Chen, G Pelletier, D Weber. Occurrence of 5c,8c,11c,15t-eicosatetraenoic acid and other unusual polyunsaturated fatty acids in rats fed partially hydrogenated canola oil. Lipids. 1994 Oct; 29(10):707-14. doi: 10.1007/bf02538915. [PMID: 7861938]
S F Chin, J M Storkson, W Liu, K J Albright, M W Pariza. Conjugated linoleic acid (9,11- and 10,12-octadecadienoic acid) is produced in conventional but not germ-free rats fed linoleic acid. The Journal of nutrition. 1994 May; 124(5):694-701. doi: 10.1093/jn/124.5.694. [PMID: 8169661]
G Read, N R Richardson, D G Wickens. Determination of octadecadienoic acids in human serum: a critical appraisal. The Analyst. 1994 Mar; 119(3):393-6. doi: 10.1039/an9941900393. [PMID: 8192225]
M Perez-Gilabert, A Sanchez-Ferrer, F Garcia-Carmona. Application of active-phase plot to the kinetic analysis of lipoxygenase in reverse micelles. The Biochemical journal. 1992 Dec; 288 ( Pt 3)(?):1011-5. doi: 10.1042/bj2881011. [PMID: 1281978]
E A Emken, W K Rohwedder, R O Adlof, H Rakoff, R M Gulley. Metabolism in humans of cis-12,trans-15-octadecadienoic acid relative to palmitic, stearic, oleic and linoleic acids. Lipids. 1987 Jul; 22(7):495-504. doi: 10.1007/bf02540365. [PMID: 3306237]
S A Iversen, P Cawood, M J Madigan, A M Lawson, T L Dormandy. Identification of a diene conjugated component of human lipid as octadeca-9,11-dienoic acid. FEBS letters. 1984 Jun; 171(2):320-4. doi: 10.1016/0014-5793(84)80512-8. [PMID: 6723989]
J E Kinsella, G Bruckner, J Mai, J Shimp. Metabolism of trans fatty acids with emphasis on the effects of trans, trans-octadecadienoate on lipid composition, essential fatty acid, and prostaglandins: an overview. The American journal of clinical nutrition. 1981 Oct; 34(10):2307-18. doi: 10.1093/ajcn/34.10.2307. [PMID: 6794350]
M Sano. [Studies of the effects of cis, cis and trans, trans-octadecadienoic acids on lipid metabolism in essential fatty acid deficient rats (author's transl)]. [Hokkaido igaku zasshi] The Hokkaido journal of medical science. 1981 Jan; 56(1):75-87. doi: NULL. [PMID: 7262821]
C E Moore, R B Alfin-Slater, L Aftergood. Effect of trans fatty acids on serum lecithin: cholesterol acyltransferase in rats. The Journal of nutrition. 1980 Nov; 110(11):2284-90. doi: 10.1093/jn/110.11.2284. [PMID: 7431128]
K ONO, D S FREDRICKSON. THE METABOLISM 14C-LABELED CIS AND TRANS ISOMERS OF OCTADECENOIC AND OCTADECADIENOIC ACIDS. The Journal of biological chemistry. 1964 Aug; 239(?):2482-8. doi: 10.1016/s0021-9258(18)93877-9. [PMID: 14235525]
J RAULIN, C LORIETTE, D SAGET, P DAUVILLIER. [INFLUENCE OF ELAIDINIZATION LEVELS ON THE FATTY ACID CONCENTRATION OF BODY LIPIDS IN THE RAT: STABILITY OF THE OCTADECAMONOENOIC ACIDS OF TRIGLYCERIDES AND VARIABILITY OF HEXADECAMONO- AND OCTADECADIENOIC ACIDS]. Comptes rendus hebdomadaires des seances de l'Academie des sciences. 1963 Nov; 257(?):3502-4. doi: ". [PMID: 14096495]
A J FULCO, J F MEAD. Metabolism of essential fatty acids. IX. The biosynthesis of the octadecadienoic acids of the rat. The Journal of biological chemistry. 1960 Dec; 235(?):3379-84. doi: ". [PMID: 13702538]