Rumenic acid (BioDeep_00000400564)
Main id: BioDeep_00000628736
代谢物信息卡片
化学式: C18H32O2 (280.2402)
中文名称: 9(Z),11(E)-十八碳二烯酸
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CCCCCC/C=C/C=C\CCCCCCCC(=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/h7-10H,2-6,11-17H2,1H3,(H,19,20)/b8-7+,10-9-
描述信息
Bovinic acid is a conjugated linoleic acid, present in human adipose tissue; the amount of bovinic acid in humans is significantly related to milk fat intake. Conjugated linoleic acids (CLAs) are a group of naturally occurring fatty acids present mainly in fats from ruminants. Milk contains over 20 isomers of CLA but the predominant one is cis-9,trans-11-CLA (bovinic acid). Biomedical studies with animal models have shown that this isomer has anticarcinogenic and anti-atherogenic activities. Bovinic acid is produced as an intermediate in the rumen biohydrogenation of linoleic acid but not of linolenic acid. However, it is only a transient intermediate, and the major source of milk fat CLA is from endogenous synthesis. (PMID 10393134, 15736916) [HMDB]
同义名列表
4 个代谢物同义名
Rumenic acid; Bovinic acid; 9Z, 11E-Linoleic acid; Rumenic acid
数据库引用编号
16 个数据库交叉引用编号
- ChEBI: CHEBI:32798
- KEGG: C04056
- PubChem: 5280644
- ChEMBL: CHEMBL4303722
- foodb: FDB021827
- CAS: 2540-56-9
- MoNA: MetaboBASE1026
- MoNA: MetaboBASE1025
- MoNA: MetaboBASE1024
- MoNA: MetaboBASE1023
- PubChem: 6756
- LipidMAPS: LMFA01030118
- 3DMET: B00672
- NIKKAJI: J604.211B
- RefMet: Rumenic acid
- KNApSAcK: 32798
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
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)
1 个相关的物种来源信息
- 267567 - Skeletonema marinoi: 10.1038/S41396-018-0094-0
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
- P G Toral, G Hervás, P Frutos. Effect of lipid supplementation on the endogenous synthesis of milk cis-9,trans-11 conjugated linoleic acid in dairy sheep and goats: A tracer assay with 13C-vaccenic acid.
Journal of dairy science.
2022 Jan; 105(1):255-268. doi:
10.3168/jds.2021-20728
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Nutrients.
2021 Feb; 13(2):. doi:
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Prostaglandins & other lipid mediators.
2021 02; 152(?):106495. doi:
10.1016/j.prostaglandins.2020.106495
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Molecular biology reports.
2021 Feb; 48(2):1359-1370. doi:
10.1007/s11033-021-06203-5
. [PMID: 33580458] - Etienne Guillocheau, Philippe Legrand, Vincent Rioux. Trans-palmitoleic acid (trans-9-C16:1, or trans-C16:1 n-7): Nutritional impacts, metabolism, origin, compositional data, analytical methods and chemical synthesis. A review.
Biochimie.
2020 Feb; 169(?):144-160. doi:
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Journal of animal physiology and animal nutrition.
2018 Aug; 102(4):962-976. doi:
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The Journal of nutritional biochemistry.
2018 08; 58(?):150-157. doi:
10.1016/j.jnutbio.2018.05.008
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Acta scientiarum polonorum. Technologia alimentaria.
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Public health nutrition.
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Lipids.
2017 03; 52(3):223-233. doi:
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Nutrients.
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Meat science.
2016 Oct; 120(?):157-166. doi:
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Lipids.
2016 07; 51(7):807-19. doi:
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Animal : an international journal of animal bioscience.
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Journal of dairy science.
2015 Sep; 98(9):6399-414. doi:
10.3168/jds.2015-9459
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Lipids.
2015 Jul; 50(7):659-66. doi:
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Journal of animal science.
2015 Jun; 93(6):3179-88. doi:
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The Journal of nutritional biochemistry.
2015 Feb; 26(2):165-72. doi:
10.1016/j.jnutbio.2014.10.002
. [PMID: 25468613] - Edyta Maslak, Elzbieta Buczek, Antoni Szumny, Wojciech Szczepnski, Magdalena Franczyk-Zarow, Aneta Kopec, Stefan Chlopicki, Teresa Leszczynska, Renata B Kostogrys. Individual CLA Isomers, c9t11 and t10c12, Prevent Excess Liver Glycogen Storage and Inhibit Lipogenic Genes Expression Induced by High-Fructose Diet in Rats.
BioMed research international.
2015; 2015(?):535982. doi:
10.1155/2015/535982
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Pediatric research.
2014 Nov; 76(5):470-6. doi:
10.1038/pr.2014.119
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Meat science.
2014 Jun; 97(2):156-63. doi:
10.1016/j.meatsci.2014.02.001
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Journal of dairy science.
2013 Oct; 96(10):6660-70. doi:
10.3168/jds.2013-6914
. [PMID: 23958023] - Valentina Vasta, Dorra Aouadi, Daniela M R Brogna, Manuel Scerra, Giuseppe Luciano, Alessandro Priolo, Hichem Ben Salem. Effect of the dietary supplementation of essential oils from rosemary and artemisia on muscle fatty acids and volatile compound profiles in Barbarine lambs.
Meat science.
2013 Oct; 95(2):235-41. doi:
10.1016/j.meatsci.2012.12.021
. [PMID: 23747617] - Seong H Choi, Ki Y Chung, Bradley J Johnson, Gwang W Go, Kyoung H Kim, Chang W Choi, Stephen B Smith. Co-culture of bovine muscle satellite cells with preadipocytes increases PPARγ and C/EBPβ gene expression in differentiated myoblasts and increases GPR43 gene expression in adipocytes.
The Journal of nutritional biochemistry.
2013 Mar; 24(3):539-43. doi:
10.1016/j.jnutbio.2012.01.015
. [PMID: 22748806] - Clare M Reynolds, Sinead Toomey, Rachael McBride, Jolene McMonagle, Melissa J Morine, Orina Belton, Aidan P Moloney, Helen M Roche. Divergent effects of a CLA-enriched beef diet on metabolic health in ApoE-/- and ob/ob mice.
The Journal of nutritional biochemistry.
2013 Feb; 24(2):401-11. doi:
10.1016/j.jnutbio.2011.12.006
. [PMID: 22626767] - P G Toral, Y Chilliard, L Bernard. Short communication: in vivo deposition of [1-13C]vaccenic acid and the product of its Δ9-desaturation, [1-13C]rumenic acid, in the body tissues of lactating goats fed oils.
Journal of dairy science.
2012 Nov; 95(11):6755-9. doi:
10.3168/jds.2012-5620
. [PMID: 22959933] - A J Pordomingo, T P García, G Volpi Lagreca. Effect of feeding treatment during the backgrounding phase of beef production from pasture on: II. Longissimus muscle proximate composition, cholesterol and fatty acids.
Meat science.
2012 Apr; 90(4):947-55. doi:
10.1016/j.meatsci.2011.11.038
. [PMID: 22193038] - Xiaojie Hu, Yanmei Li, Chunhua Li, Yuanqing Fu, Fang Cai, Qi Chen, Duo Li. Combination of fucoxanthin and conjugated linoleic acid attenuates body weight gain and improves lipid metabolism in high-fat diet-induced obese rats.
Archives of biochemistry and biophysics.
2012 Mar; 519(1):59-65. doi:
10.1016/j.abb.2012.01.011
. [PMID: 22289788] - Madhu Suman Rana, A Tyagi, Sk Asraf Hossain, A K Tyagi. Effect of tanniniferous Terminalia chebula extract on rumen biohydrogenation, ∆(9)-desaturase activity, CLA content and fatty acid composition in longissimus dorsi muscle of kids.
Meat science.
2012 Mar; 90(3):558-63. doi:
10.1016/j.meatsci.2011.09.016
. [PMID: 22019314] - José M Pestana, Ana S H Costa, Susana P Alves, Susana V Martins, Cristina M Alfaia, Rui J B Bessa, José A M Prates. Seasonal changes and muscle type effect on the nutritional quality of intramuscular fat in Mirandesa-PDO veal.
Meat science.
2012 Mar; 90(3):819-27. doi:
10.1016/j.meatsci.2011.11.023
. [PMID: 22133588] - Anne-Catherine Schneider, Pauline Beguin, Sophie Bourez, James W Perfield, Eric Mignolet, Cathy Debier, Yves-Jacques Schneider, Yvan Larondelle. Conversion of t11t13 CLA into c9t11 CLA in Caco-2 cells and inhibition by sterculic oil.
PloS one.
2012; 7(3):e32824. doi:
10.1371/journal.pone.0032824
. [PMID: 22427892] - Christian Degen, Josef Ecker, Stefanie Piegholdt, Gerhard Liebisch, Gerd Schmitz, Gerhard Jahreis. Metabolic and growth inhibitory effects of conjugated fatty acids in the cell line HT-29 with special regard to the conversion of t11,t13-CLA.
Biochimica et biophysica acta.
2011 Dec; 1811(12):1070-80. doi:
10.1016/j.bbalip.2011.08.005
. [PMID: 21889998] - M A G Quaresma, Susana P Alves, I Trigo-Rodrigues, R Pereira-Silva, N Santos, J P C Lemos, A S Barreto, R J B Bessa. Nutritional evaluation of the lipid fraction of feral wild boar (Sus scrofa scrofa) meat.
Meat science.
2011 Dec; 89(4):457-61. doi:
10.1016/j.meatsci.2011.05.005
. [PMID: 21658850] - Elena Giordano, Sebastiano Banni, Loredana Quadro. A single dose of c9,t11 or t10,c12 conjugated linoleic acid isomers perturbs vitamin A metabolism in mice.
Nutrition research (New York, N.Y.).
2011 Nov; 31(11):855-62. doi:
10.1016/j.nutres.2011.09.013
. [PMID: 22118757] - T R Whitney, C J Lupton, S B Smith. Redberry juniper as a roughage source in lamb feedlot rations: wool and carcass characteristics, meat fatty acid profiles, and sensory panel traits.
Meat science.
2011 Oct; 89(2):160-5. doi:
10.1016/j.meatsci.2011.04.010
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Journal of agricultural and food chemistry.
2011 Jul; 59(14):8036-46. doi:
10.1021/jf201251g
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The Journal of nutritional biochemistry.
2011 Jul; 22(7):656-64. doi:
10.1016/j.jnutbio.2010.05.005
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The Journal of nutritional biochemistry.
2011 May; 22(5):495-501. doi:
10.1016/j.jnutbio.2010.04.005
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PloS one.
2011; 6(6):e20944. doi:
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The Journal of nutritional biochemistry.
2010 Nov; 21(11):1099-105. doi:
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Journal of lipid research.
2010 Sep; 51(9):2686-94. doi:
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The British journal of nutrition.
2010 Aug; 104(3):346-54. doi:
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Journal of health, population, and nutrition.
2010 Apr; 28(2):159-66. doi:
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. [PMID: 20411679] - Jae In Jung, Han Jin Cho, Jongdai Kim, Dae Young Kwon, Jung Han Yoon Park. trans-10,cis-12 conjugated linoleic acid inhibits insulin-like growth factor-I receptor signaling in TSU-Pr1 human bladder cancer cells.
Journal of medicinal food.
2010 Feb; 13(1):13-9. doi:
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. [PMID: 20136431] - Anke Jaudszus, Peter Moeckel, Eckard Hamelmann, Gerhard Jahreis. Trans-10,cis-12-CLA-caused lipodystrophy is associated with profound changes of fatty acid profiles of liver, white adipose tissue and erythrocytes in mice: possible link to tissue-specific alterations of fatty acid desaturation.
Annals of nutrition & metabolism.
2010; 57(2):103-11. doi:
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Journal of lipid research.
2009 Nov; 50(11):2278-89. doi:
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Journal of dairy science.
2009 Aug; 92(8):3874-93. doi:
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Microbiology (Reading, England).
2009 Jan; 155(Pt 1):285-294. doi:
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Atherosclerosis.
2008 Oct; 200(2):294-302. doi:
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Lipids in health and disease.
2008 Sep; 7(?):34. doi:
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Biochemistry.
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Lipids in health and disease.
2008 Aug; 7(?):31. doi:
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The British journal of nutrition.
2008 Jul; 100(1):112-9. doi:
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The British journal of nutrition.
2008 Jan; 99(1):49-58. doi:
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The British journal of nutrition.
2007 Dec; 98(6):1152-8. doi:
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Journal of lipid research.
2007 Oct; 48(10):2247-54. doi:
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