Sciadonic acid (BioDeep_00000023783)

   

human metabolite Endogenous natural product


代谢物信息卡片


Sciadonic((5Z,11Z,14Z)-eicosatrienoic)acid methyl ester

化学式: C20H34O2 (306.2559)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(endogenous) 1.85%

分子结构信息

SMILES: CCCCC/C=CC/C=CCCCC/C=CCCCC(O)=O
InChI: InChI=1S/C20H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h6-7,9-10,15-16H,2-5,8,11-14,17-19H2,1H3,(H,21,22)/b7-6+,10-9+,16-15-

描述信息

Sciadonic acid is found in fats and oils. Sciadonic acid is isolated from tall oil (Pinus sylvestris) and from Ginkgo biloba (ginkgo
Isolated from tall oil (Pinus sylvestris) and from Ginkgo biloba (ginkgo). Sciadonic acid is found in fats and oils.

同义名列表

7 个代谢物同义名

Sciadonic((5Z,11Z,14Z)-eicosatrienoic)acid methyl ester; (5Z,11E,14E)-icosa-5,11,14-trienoic acid; (5Z,11E,14E)-Icosa-5,11,14-trienoate; Eicosa-5,11,14-trienoic acid; Podocarpic acid (obsol.); Sciadonic acid; Sciadonate



数据库引用编号

10 个数据库交叉引用编号

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)

17 个相关的物种来源信息

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。

亚细胞结构定位 关联基因列表


文献列表

  • Lin Chen, Qihong Jiang, Shiwei Yao, Chenkai Jiang, Hongling Lu, Wenjun Hu, Shaofang Yu, Mingqian Li, Yongcai Feng, Chin Ping Tan, Xingwei Xiang, Guoxin Shen. Sciadonic acid ameliorates cyclophosphamide-induced immunosuppression by modulating the immune response and altering the gut microbiota. Journal of the science of food and agriculture. 2024 May; 104(7):3902-3912. doi: 10.1002/jsfa.13271. [PMID: 38264943]
  • Lin Chen, Qihong Jiang, Chenkai Jiang, Hongling Lu, Wenjun Hu, Shaofang Yu, Mingqian Li, Chin Ping Tan, Yongcai Feng, Xingwei Xiang, Guoxin Shen. Sciadonic acid attenuates high-fat diet-induced obesity in mice with alterations in the gut microbiota. Food & function. 2023 Mar; 14(6):2870-2880. doi: 10.1039/d2fo02524h. [PMID: 36883533]
  • Heqiang Lou, Lili Song, Xiaolong Li, Hailing Zi, Weijie Chen, Yadi Gao, Shan Zheng, Zhangjun Fei, Xuepeng Sun, Jiasheng Wu. The Torreya grandis genome illuminates the origin and evolution of gymnosperm-specific sciadonic acid biosynthesis. Nature communications. 2023 03; 14(1):1315. doi: 10.1038/s41467-023-37038-2. [PMID: 36898990]
  • Alvin Berger. Delta-5® oil, containing the anti-inflammatory fatty acid sciadonic acid, improves skin barrier function in a skin irritation model in healthy female subjects. Lipids in health and disease. 2022 Apr; 21(1):40. doi: 10.1186/s12944-022-01643-9. [PMID: 35443694]
  • Frédérique Pédrono, Nathalie Boulier-Monthéan, Françoise Boissel, Jordane Ossemond, Roselyne Viel, Alain Fautrel, Justine Marchix, Didier Dupont. Sciadonic acid derived from pine nuts as a food component to reduce plasma triglycerides by inhibiting the rat hepatic Δ9-desaturase. Scientific reports. 2020 04; 10(1):6223. doi: 10.1038/s41598-020-63301-3. [PMID: 32277113]
  • Heejin Kim, Nakyung Choi, Hak-Ryul Kim, Junsoo Lee, In-Hwan Kim. Preparation of High Purity Δ5-Olefinic Acids from Pine Nut Oil via Repeated Lipase-Catalyzed Esterification. Journal of oleo science. 2018; 67(11):1435-1442. doi: 10.5650/jos.ess18136. [PMID: 30404964]
  • Ora Msika, Annette Brand, Michael A Crawford, Ephraim Yavin. NGF blocks polyunsaturated fatty acids biosynthesis in n-3 fatty acid-supplemented PC12 cells. Biochimica et biophysica acta. 2012 Jul; 1821(7):1022-30. doi: 10.1016/j.bbalip.2012.04.007. [PMID: 22564256]
  • Ruan Ells, Johan L F Kock, Jacobus Albertyn, Arno Hugo, Carolina H Pohl. Sciadonic acid modulates prostaglandin E2 production by epithelial cells during infection with C. albicans and C. dubliniensis. Prostaglandins & other lipid mediators. 2012 Jan; 97(1-2):66-71. doi: 10.1016/j.prostaglandins.2011.12.001. [PMID: 22178003]
  • Yasushi Endo, Kumiko Tsunokake, Ikuo Ikeda. Effects of non-methylene-interrupted polyunsaturated fatty acid, sciadonic (all-cis-5,11,14-eicosatrienoic acid) on lipid metabolism in rats. Bioscience, biotechnology, and biochemistry. 2009 Mar; 73(3):577-81. doi: 10.1271/bbb.80646. [PMID: 19270392]
  • Jun-ichi Morishige, Naoki Amano, Kaoru Hirano, Hiroaki Nishio, Tamotsu Tanaka, Kiyoshi Satouchi. Inhibitory effect of juniperonic acid (Delta-5c,11c,14c,17c-20:4, omega-3) on bombesin-induced proliferation of Swiss 3T3 cells. Biological & pharmaceutical bulletin. 2008 Sep; 31(9):1786-9. doi: 10.1248/bpb.31.1786. [PMID: 18758077]
  • Olga Sayanova, Richard Haslam, Monica Venegas Caleron, Johnathan A Napier. Cloning and characterization of unusual fatty acid desaturases from Anemone leveillei: identification of an acyl-coenzyme A C20 Delta5-desaturase responsible for the synthesis of sciadonic acid. Plant physiology. 2007 May; 144(1):455-67. doi: 10.1104/pp.107.098202. [PMID: 17384161]
  • Yasushi Endo, Yuko Osada, Fumiko Kimura, Kenshiro Fujimoto. Effects of Japanese torreya (Torreya nucifera) seed oil on lipid metabolism in rats. Nutrition (Burbank, Los Angeles County, Calif.). 2006 May; 22(5):553-8. doi: 10.1016/j.nut.2005.08.012. [PMID: 16600818]
  • E Pasquier, W M Ratnayake, R L Wolff. Effects of delta5 polyunsaturated fatty acids of maritime pine (Pinus pinaster) seed oil on the fatty acid profile of the developing brain of rats. Lipids. 2001 Jun; 36(6):567-74. doi: 10.1007/s11745-001-0758-9. [PMID: 11485159]
  • S M Jones, Z Zhong, N Enomoto, P Schemmer, R G Thurman. Dietary juniper berry oil minimizes hepatic reperfusion injury in the rat. Hepatology (Baltimore, Md.). 1998 Oct; 28(4):1042-50. doi: 10.1002/hep.510280419. [PMID: 9755241]
  • L T Lai, M Naiki, S H Yoshida, J B German, M E Gershwin. Dietary Platycladus orientalis seed oil suppresses anti-erythrocyte autoantibodies and prolongs survival of NZB mice. Clinical immunology and immunopathology. 1994 Jun; 71(3):293-302. doi: 10.1006/clin.1994.1089. [PMID: 8200132]
  • I Ikeda, T Oka, K Koba, M Sugano, M S Lie Ken Jie. 5c,11c,14c-eicosatrienoic acid and 5c,11c,14c,17c-eicosatetraenoic acid of Biota orientalis seed oil affect lipid metabolism in the rat. Lipids. 1992 Jul; 27(7):500-4. doi: 10.1007/bf02536130. [PMID: 1453880]
  • A Berger, J B German. Extensive incorporation of dietary delta-5,11,14 eicosatrienoate into the phosphatidylinositol pool. Biochimica et biophysica acta. 1991 Oct; 1085(3):371-6. doi: 10.1016/0005-2760(91)90142-5. [PMID: 1911871]