alpha-Eleostearic acid (BioDeep_00001869223)
Main id: BioDeep_00000408616
代谢物信息卡片
alpha-Eleostearic acid
化学式: C18H30O2 (278.2246)
中文名称:
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CCCCC=CC=CC=CCCCCCCCC(=O)O
InChI: InChI=1S/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h5-10H,2-4,11-17H2,1H3,(H,19,20)/b6-5+,8-7+,10-9-
数据库引用编号
10 个数据库交叉引用编号
- ChEBI: CHEBI:10275
- KEGG: C08315
- PubChem: 5281115
- CAS: 506-23-0
- PubChem: 10513
- LipidMAPS: LMFA01030147
- KNApSAcK: C00001216
- 3DMET: B02159
- NIKKAJI: J12.230K
- KNApSAcK: 10275
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)
11 个相关的物种来源信息
- 2893770 - Acioa longipendula: 10.1007/BF02663764
- 82151 - Atuna racemosa: 10.1002/LIPI.19940960208
- 22978 - Chrysobalanus icaco: 10.1016/0009-3084(67)90012-6
- 145754 - Malva sylvestris: 10.1007/BF00629959
- 3673 - Momordica charantia:
- 692130 - Neocarya macrophylla: 10.1002/LIPI.19940960208
- 1186173 - Parinari excelsa: 10.1002/LIPI.19940960208
- 597385 - Parinari montana: 10.1002/LIPI.19920940206
- 71910 - Pleurocybella porrigens: 10.1248/CPB.54.1213
- 22663 - Punica granatum:
- 383670 - Telfairia occidentalis: 10.1039/JR9350001630
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
- Zarrin Basharat, Zainab Murtaza, Aisha Siddiqa, Sulaiman Mohammed Alnasser, Alotaibi Meshal. Therapeutic target mapping from the genome of Kingella negevensis and biophysical inhibition assessment through PNP synthase binding with traditional medicinal compounds.
Molecular diversity.
2024 Apr; 28(2):581-594. doi:
10.1007/s11030-023-10604-y. [PMID: 36645537] - Lingling Zhang, Pan Wu, Wenying Li, Tao Feng, Jay Shockey, Liang Chen, Lin Zhang, Shiyou Lü. Triacylglycerol biosynthesis in shaded seeds of tung tree (Vernicia fordii) is regulated in part by Homeodomain Leucine Zipper 21.
The Plant journal : for cell and molecular biology.
2021 12; 108(6):1735-1753. doi:
10.1111/tpj.15540. [PMID: 34643970] - Alexander Beatty, Tanu Singh, Yulia Y Tyurina, Vladimir A Tyurin, Svetlana Samovich, Emmanuelle Nicolas, Kristen Maslar, Yan Zhou, Kathy Q Cai, Yinfei Tan, Sebastian Doll, Marcus Conrad, Aravind Subramanian, Hülya Bayır, Valerian E Kagan, Ulrike Rennefahrt, Jeffrey R Peterson. Ferroptotic cell death triggered by conjugated linolenic acids is mediated by ACSL1.
Nature communications.
2021 04; 12(1):2244. doi:
10.1038/s41467-021-22471-y. [PMID: 33854057] - Debjyoti Paul, Krishnendu Manna, Aaveri Sengupta, Sayani Mukherjee, Sanjit Dey, Prasanta K Bag, Pubali Dhar. A novel nanoformulation of α-eleostearic acid restores molecular pathogenesis of hypersensitivity.
Nanomedicine (London, England).
2019 03; 14(5):529-552. doi:
10.2217/nnm-2018-0450. [PMID: 30753111] - Anura P Jayasooriya. How to safeguard an appropriate "all trans retinoic acid" concentration to keep cell division on track: Exploring therapeutic hotspots from metabolomics.
Medical hypotheses.
2018 Dec; 121(?):56. doi:
10.1016/j.mehy.2018.09.020. [PMID: 30396492] - Peng Cui, Qiang Lin, Dongming Fang, Lingling Zhang, Rongjun Li, Junyong Cheng, Fei Gao, Jay Shockey, Songnian Hu, Shiyou Lü. Tung Tree (Vernicia fordii, Hemsl.) Genome and Transcriptome Sequencing Reveals Co-Ordinate Up-Regulation of Fatty Acid β-Oxidation and Triacylglycerol Biosynthesis Pathways During Eleostearic Acid Accumulation in Seeds.
Plant & cell physiology.
2018 Oct; 59(10):1990-2003. doi:
10.1093/pcp/pcy117. [PMID: 30137600] - Inès Belhaj, Sawsan Amara, Goetz Parsiegla, Priscila Sutto-Ortiz, Moulay Sahaka, Hafedh Belghith, Audric Rousset, Dominique Lafont, Frédéric Carrière. Galactolipase activity of Talaromyces thermophilus lipase on galactolipid micelles, monomolecular films and UV-absorbing surface-coated substrate.
Biochimica et biophysica acta. Molecular and cell biology of lipids.
2018 09; 1863(9):1006-1015. doi:
10.1016/j.bbalip.2018.05.016. [PMID: 29859246] - Meddy El Alaoui, Laurent Soulère, Alexandre Noiriel, Priscila Sutto-Ortiz, Lucie Grand, Florence Popowycz, Jorge Alberto Rodríguez-González, Yves Queneau, Abdelkarim Abousalham. A Continuous and Sensitive Spectrophotometric Assay for Lipase and Phospholipase A Activities Using α-Eleostearic Acid-Containing Substrates.
Methods in molecular biology (Clifton, N.J.).
2018; 1835(?):119-128. doi:
10.1007/978-1-4939-8672-9_5. [PMID: 30109648] - Erwann Durand, André Delavault, Claire Bourlieu, Jérôme Lecomte, Bruno Baréa, Maria Cruz Figueroa Espinoza, Eric A Decker, Françoise Michel Salaun, Gilles Kergourlay, Pierre Villeneuve. Eleostearic phospholipids as probes to evaluate antioxidants efficiency against liposomes oxidation.
Chemistry and physics of lipids.
2017 12; 209(?):19-28. doi:
10.1016/j.chemphyslip.2017.10.006. [PMID: 29061286] - Gou-Chun Chen, Wen-Hung Chen, Kuo-Tang Tseng, Pei-Min Chao. The anti-adiposity effect of bitter melon seed oil is solely attributed to its fatty acid components.
Lipids in health and disease.
2017 Sep; 16(1):186. doi:
10.1186/s12944-017-0578-3. [PMID: 28962621] - Olga Yurchenko, Jay M Shockey, Satinder K Gidda, Maxwell I Silver, Kent D Chapman, Robert T Mullen, John M Dyer. Engineering the production of conjugated fatty acids in Arabidopsis thaliana leaves.
Plant biotechnology journal.
2017 Aug; 15(8):1010-1023. doi:
10.1111/pbi.12695. [PMID: 28083898] - Harold K Abaidoo-Ayin, Prince G Boakye, Kerby C Jones, Victor T Wyatt, Samuel A Besong, Stephen E Lumor. Compositional Analyses and Shelf-Life Modeling of Njangsa (Ricinodendron heudelotii) Seed Oil Using the Weibull Hazard Analysis.
Journal of food science.
2017 Aug; 82(8):1799-1806. doi:
10.1111/1750-3841.13767. [PMID: 28631807] - Ya-Yuan Chang, Hui-Min Su, Szu-Han Chen, Wen-Tsong Hsieh, Jong-Ho Chyuan, Pei-Min Chao. Roles of Peroxisome Proliferator-Activated Receptor α in Bitter Melon Seed Oil-Corrected Lipid Disorders and Conversion of α-Eleostearic Acid into Rumenic Acid in C57BL/6J Mice.
Nutrients.
2016 Dec; 8(12):. doi:
10.3390/nu8120805. [PMID: 27973445] - Meddy El Alaoui, Laurent Soulère, Alexandre Noiriel, Florence Popowycz, Abdallah Khatib, Yves Queneau, Abdelkarim Abousalham. A continuous spectrophotometric assay that distinguishes between phospholipase A1 and A2 activities.
Journal of lipid research.
2016 08; 57(8):1589-97. doi:
10.1194/jlr.d065961. [PMID: 27194811] - Gou-Chun Chen, Hui-Min Su, Yu-Shun Lin, Po-Yen Tsou, Jong-Ho Chyuan, Pei-Min Chao. A conjugated fatty acid present at high levels in bitter melon seed favorably affects lipid metabolism in hepatocytes by increasing NAD(+)/NADH ratio and activating PPARα, AMPK and SIRT1 signaling pathway.
The Journal of nutritional biochemistry.
2016 07; 33(?):28-35. doi:
10.1016/j.jnutbio.2016.03.009. [PMID: 27260465] - Paweł Górnaś, Magdalena Rudzińska, Marianna Raczyk, Inga Mišina, Dalija Segliņa. Impact of Cultivar on Profile and Concentration of Lipophilic Bioactive Compounds in Kernel Oils Recovered from Sweet Cherry (Prunus avium L.) by-Products.
Plant foods for human nutrition (Dordrecht, Netherlands).
2016 Jun; 71(2):158-64. doi:
10.1007/s11130-016-0538-5. [PMID: 26984340] - Erwann Durand, Yu Zhao, John N Coupland, Ryan J Elias. Assessing Interactions between Lipophilic and Hydrophilic Antioxidants in Food Emulsions.
Journal of agricultural and food chemistry.
2015 Dec; 63(49):10655-61. doi:
10.1021/acs.jafc.5b04152. [PMID: 26479322] - Meddy El Alaoui, Alexandre Noiriel, Laurent Soulère, Lucie Grand, Yves Queneau, Abdelkarim Abousalham. Development of a high-throughput assay for measuring phospholipase A activity using synthetic 1,2-α-eleostearoyl-sn-glycero-3-phosphocholine coated on microtiter plates.
Analytical chemistry.
2014 Nov; 86(21):10576-83. doi:
10.1021/ac502096v. [PMID: 25266374] - Hassen Mohamed Sbihi, Imededdine Arbi Nehdi, Saud Ibrahim Al-Resayes. Characterization of white Mahlab (Prunus mahaleb L.) seed oil: a rich source of α-eleostearic acid.
Journal of food science.
2014 May; 79(5):C795-801. doi:
10.1111/1750-3841.12467. [PMID: 24754875] - Kun Huang, Zengshe Liu, Jinwen Zhang, Shouhai Li, Mei Li, Jianling Xia, Yonghong Zhou. Epoxy monomers derived from tung oil fatty acids and its regulable thermosets cured in two synergistic ways.
Biomacromolecules.
2014 Mar; 15(3):837-43. doi:
10.1021/bm4018929. [PMID: 24484324] - Q Q Cui, Y C Chen, X J Han, Z Y Zhan, L Y Lin, L L Si, Y D Wang. Expression analysis of VfDGAT2 in various tissues of the tung tree and in transgenic yeast.
Genetics and molecular research : GMR.
2013 Dec; 12(4):6554-64. doi:
10.4238/2013.december.11.7. [PMID: 24391002] - Robson Simplício de Sousa, Alessandro Oliveira de Moraes Nogueira, Viviane Gobel Marques, Rosilene Maria Clementin, Vânia Rodrigues de Lima. Effects of α-eleostearic acid on asolectin liposomes dynamics: relevance to its antioxidant activity.
Bioorganic chemistry.
2013 Dec; 51(?):8-15. doi:
10.1016/j.bioorg.2013.08.004. [PMID: 24076476] - Carole Serveau-Avesque, Robert Verger, Jorge A Rodriguez, Abdelkarim Abousalham. Development of a high-throughput assay for measuring lipase activity using natural triacylglycerols coated on microtiter plates.
The Analyst.
2013 Sep; 138(18):5230-8. doi:
10.1039/c3an36699e. [PMID: 23851449] - Siddhartha S Saha, Mahua Ghosh. Protective effect of conjugated linolenic acid isomers present in vegetable oils against arsenite-induced renal toxicity in rat model.
Nutrition (Burbank, Los Angeles County, Calif.).
2013 Jun; 29(6):903-10. doi:
10.1016/j.nut.2012.12.013. [PMID: 23422533] - Steven Pastor, Kandan Sethumadhavan, Abul H J Ullah, Satinder Gidda, Heping Cao, Catherine Mason, Dorselyn Chapital, Brian Scheffler, Robert Mullen, John Dyer, Jay Shockey. Molecular properties of the class III subfamily of acyl-coenyzme A binding proteins from tung tree (Vernicia fordii).
Plant science : an international journal of experimental plant biology.
2013 Apr; 203-204(?):79-88. doi:
10.1016/j.plantsci.2012.12.009. [PMID: 23415331] - Zhongyan Sun, Han Wang, Shuhong Ye, Shan Xiao, Jing Liu, Wenwen Wang, Dandan Jiang, Xiao Liu, Jihui Wang. Beta-eleostearic acid induce apoptosis in T24 human bladder cancer cells through reactive oxygen species (ROS)-mediated pathway.
Prostaglandins & other lipid mediators.
2012 Oct; 99(1-2):1-8. doi:
10.1016/j.prostaglandins.2012.04.001. [PMID: 22609276] - Siddhartha S Saha, Mahua Ghosh. Antioxidant and anti-inflammatory effect of conjugated linolenic acid isomers against streptozotocin-induced diabetes.
The British journal of nutrition.
2012 Sep; 108(6):974-83. doi:
10.1017/s0007114511006325. [PMID: 22182422] - Moumita Pal, M Ghosh. Prophylactic effect of α-linolenic acid and α-eleostearic acid against MeHg induced oxidative stress, DNA damage and structural changes in RBC membrane.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
2012 Aug; 50(8):2811-8. doi:
10.1016/j.fct.2012.05.038. [PMID: 22683484] - Pei-Hsuan Chen, Gou-Chun Chen, Mei-Fang Yang, Cheng-Hsien Hsieh, Shu-Han Chuang, Hsin-Ling Yang, Yueh-Hsiung Kuo, Jong-Ho Chyuan, Pei-Min Chao. Bitter melon seed oil-attenuated body fat accumulation in diet-induced obese mice is associated with cAMP-dependent protein kinase activation and cell death in white adipose tissue.
The Journal of nutrition.
2012 Jul; 142(7):1197-204. doi:
10.3945/jn.112.159939. [PMID: 22623391] - Siddhartha S Saha, Anirban Chakraborty, Santinath Ghosh, Mahua Ghosh. Comparative study of hypocholesterolemic and hypolipidemic effects of conjugated linolenic acid isomers against induced biochemical perturbations and aberration in erythrocyte membrane fluidity.
European journal of nutrition.
2012 Jun; 51(4):483-95. doi:
10.1007/s00394-011-0233-0. [PMID: 21814874] - Moumita Pal, M Ghosh. Studies on comparative efficacy of α-linolenic acid and α-eleostearic acid on prevention of organic mercury-induced oxidative stress in kidney and liver of rat.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
2012 Mar; 50(3-4):1066-72. doi:
10.1016/j.fct.2011.12.042. [PMID: 22269903] - Siddhartha S Saha, Mahua Ghosh. Antioxidant effect of vegetable oils containing conjugated linolenic acid isomers against induced tissue lipid peroxidation and inflammation in rat model.
Chemico-biological interactions.
2011 Apr; 190(2-3):109-20. doi:
10.1016/j.cbi.2011.02.030. [PMID: 21382362] - Takuji Tanaka, Masashi Hosokawa, Yumiko Yasui, Rikako Ishigamori, Kazuo Miyashita. Cancer chemopreventive ability of conjugated linolenic acids.
International journal of molecular sciences.
2011; 12(11):7495-509. doi:
10.3390/ijms12117495. [PMID: 22174613] - Peizhen Yang, Xiangjun Li, Matthew J Shipp, Jay M Shockey, Edgar B Cahoon. Mining the bitter melon (momordica charantia l.) seed transcriptome by 454 analysis of non-normalized and normalized cDNA populations for conjugated fatty acid metabolism-related genes.
BMC plant biology.
2010 Nov; 10(?):250. doi:
10.1186/1471-2229-10-250. [PMID: 21080948] - Xiao-ru Liu, Ze-yuan Deng, Ya-wei Fan, Jing Li, Zhi-han Liu. [Mineral elements analysis of Momordica charantiap seeds by ICP-AES and fatty acid profile identification of seed oil by GC-MS].
Guang pu xue yu guang pu fen xi = Guang pu.
2010 Aug; 30(8):2265-8. doi:
. [PMID: 20939353] - S S Saha, M Ghosh. Comparative study of antioxidant activity of alpha-eleostearic acid and punicic acid against oxidative stress generated by sodium arsenite.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
2009 Oct; 47(10):2551-6. doi:
10.1016/j.fct.2009.07.012. [PMID: 19619603] - Michael E Grossmann, Nancy K Mizuno, Michelle L Dammen, Todd Schuster, Amitabha Ray, Margot P Cleary. Eleostearic Acid inhibits breast cancer proliferation by means of an oxidation-dependent mechanism.
Cancer prevention research (Philadelphia, Pa.).
2009 Oct; 2(10):879-86. doi:
10.1158/1940-6207.capr-09-0088. [PMID: 19789297] - Bogdan Smyk, Ryszard Amarowicz, Mariusz Szabelski, Ignacy Gryczynski, Zygmunt Gryczynski. Steady-state and time-resolved fluorescence studies of stripped Borage oil.
Analytica chimica acta.
2009 Jul; 646(1-2):85-9. doi:
10.1016/j.aca.2009.05.007. [PMID: 19523559] - Masuko Kobori, Mayumi Ohnishi-Kameyama, Yukari Akimoto, Chizuko Yukizaki, Mitsuru Yoshida. Alpha-eleostearic acid and its dihydroxy derivative are major apoptosis-inducing components of bitter gourd.
Journal of agricultural and food chemistry.
2008 Nov; 56(22):10515-20. doi:
10.1021/jf8020877. [PMID: 18959405] - Makio Morita, Masako Tokita. Hydroxy radical, hexanal, and decadienal generation by autocatalysts in autoxidation of linoleate alone and with eleostearate.
Lipids.
2008 Jul; 43(7):589-97. doi:
10.1007/s11745-008-3170-9. [PMID: 18493810] - Tsuyoshi Tsuzuki, Yuki Kawakami. Tumor angiogenesis suppression by alpha-eleostearic acid, a linolenic acid isomer with a conjugated triene system, via peroxisome proliferator-activated receptor gamma.
Carcinogenesis.
2008 Apr; 29(4):797-806. doi:
10.1093/carcin/bgm298. [PMID: 18174233] - Rikako Suzuki, Yumiko Yasui, Hiroyuki Kohno, Shingo Miyamoto, Masashi Hosokawa, Kazuo Miyashita, Takuji Tanaka. Catalpa seed oil rich in 9t,11t,13c-conjugated linolenic acid suppresses the development of colonic aberrant crypt foci induced by azoxymethane in rats.
Oncology reports.
2006 Nov; 16(5):989-96. doi:
10.3892/or.16.5.989. [PMID: 17016582] - Jay M Shockey, Satinder K Gidda, Dorselyn C Chapital, Jui-Chang Kuan, Preetinder K Dhanoa, John M Bland, Steven J Rothstein, Robert T Mullen, John M Dyer. Tung tree DGAT1 and DGAT2 have nonredundant functions in triacylglycerol biosynthesis and are localized to different subdomains of the endoplasmic reticulum.
The Plant cell.
2006 Sep; 18(9):2294-313. doi:
10.1105/tpc.106.043695. [PMID: 16920778] - Y Kitamura, M Yamagishi, K Okazaki, T Umemura, T Imazawa, A Nishikawa, W Matsumoto, M Hirose. Lack of chemopreventive effects of alpha-eleostearic acid on 7,12-dimethylbenz[a]anthracene (DMBA) and 1,2-dimethylhydrazine (DMH)-induced mammary and colon carcinogenesis in female Sprague-Dawley rats.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
2006 Feb; 44(2):271-7. doi:
10.1016/j.fct.2004.11.021. [PMID: 16122863] - Yumiko Yasui, Masashi Hosokawa, Takehiko Sahara, Rikako Suzuki, Satoru Ohgiya, Hiroyuki Kohno, Takuji Tanaka, Kazuo Miyashita. Bitter gourd seed fatty acid rich in 9c,11t,13t-conjugated linolenic acid induces apoptosis and up-regulates the GADD45, p53 and PPARgamma in human colon cancer Caco-2 cells.
Prostaglandins, leukotrienes, and essential fatty acids.
2005 Aug; 73(2):113-9. doi:
10.1016/j.plefa.2005.04.013. [PMID: 15961301] - Tsuyoshi Tsuzuki, Yoshiko Tokuyama, Miki Igarashi, Teruo Miyazawa. Tumor growth suppression by alpha-eleostearic acid, a linolenic acid isomer with a conjugated triene system, via lipid peroxidation.
Carcinogenesis.
2004 Aug; 25(8):1417-25. doi:
10.1093/carcin/bgh109. [PMID: 14963014] - Miki Igarashi, Tsuyoshi Tsuzuki, Tomoko Kambe, Teruo Miyazawa. Recommended methods of fatty acid methylester preparation for conjugated dienes and trienes in food and biological samples.
Journal of nutritional science and vitaminology.
2004 Apr; 50(2):121-8. doi:
10.3177/jnsv.50.121. [PMID: 15242016] - Jung-Suck Lee, Jun-ichi Takai, Kazuaki Takahasi, Yasushi Endo, Kenshiro Fujimoto, Seiji Koike, Wataru Matsumoto. Effect of dietary tung oil on the growth and lipid metabolism of laying hens.
Journal of nutritional science and vitaminology.
2002 Apr; 48(2):142-8. doi:
10.3177/jnsv.48.142. [PMID: 12171435] - M Igarashi, T Miyazawa. Newly recognized cytotoxic effect of conjugated trienoic fatty acids on cultured human tumor cells.
Cancer letters.
2000 Feb; 148(2):173-9. doi:
10.1016/s0304-3835(99)00332-8. [PMID: 10695994] - P Dhar, S Ghosh, D K Bhattacharyya. Dietary effects of conjugated octadecatrienoic fatty acid (9 cis, 11 trans, 13 trans) levels on blood lipids and nonenzymatic in vitro lipid peroxidation in rats.
Lipids.
1999 Feb; 34(2):109-14. doi:
10.1007/s11745-999-0343-2. [PMID: 10102236] - P Dhar, D K Bhattacharyya. Nutritional characteristics of oil containing conjugated octadecatrienoic fatty acid.
Annals of nutrition & metabolism.
1998; 42(5):290-6. doi:
10.1159/000012746. [PMID: 9812020] - J F MEAD, D L FILLERUP, A B DECKER, L R BENNETT. The measurement of fat absorption and distribution using eleostearic acid.
The Journal of nutrition.
1952 Apr; 46(4):499-513. doi:
10.1093/jn/46.4.499. [PMID: 14946591]
