Calendic acid (BioDeep_00000020786)

   

human metabolite Endogenous natural product


代谢物信息卡片


trans-8, trans-10, cis-12-octadecatrienoic acid

化学式: C18H30O2 (278.224568)
中文名称:
谱图信息: 最多检出来源 Bos taurus(endogenous) 50%

分子结构信息

SMILES: CCCCC/C=CC=CC=C/CCCCCCC(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/h6-11H,2-5,12-17H2,1H3,(H,19,20)/b7-6-,9-8+,11-10+

描述信息

Calendic acid is isolated from Calendula officinalis (pot marigold) seed oil Calendic acid (sometimes -Calendic acid) is an unsaturated fatty acid, named for the pot marigold (genus Calendula), from which it is obtained. It is chemically similar to the conjugated linoleic acids; laboratory work suggests it may have similar health benefits. Calendic acid is an omega-6 fatty acid. though not usually listed with this group. Calendic acid (8t,10t,12c-18:3) is synthesised in Calendula officinalis from linoleate (9c,12c-18:2) by an unusual 12-oleate desaturase (a FAD 2 variant) that converts the cis-double bond in position 9 to a trans,trans-conjugated double bond system (8t,10t). Calendic acid is an all-trans beta isomer has been described
Isolated from Calendula officinalis (pot marigold) seed oil

同义名列表

17 个代谢物同义名

trans-8, trans-10, cis-12-octadecatrienoic acid; trans-8, trans-10, cis-12-Octadecatrienoate; (8E,10E,12Z)-octadeca-8,10,12-trienoic acid; 8E,10E,12Z-octadecatrienoic acid; octadeca-8,10,12-trienoic acid; 8E,10E,12Z-Octadecatrienoate; alpha-calendic acid; alpha-Calendate; a-calendic acid; Calendulic acid; Α-calendic acid; C18:3n-6,8,10; Calendic acid; Α-calendate; Calendulate; a-Calendate; Calendate



数据库引用编号

13 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)

12 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。



文献列表

  • Qian Li, Han Wang, Shuhong Ye, Shan Xiao, Yuping Xie, Xiao Liu, Jihui Wang. Induction of apoptosis and inhibition of invasion in choriocarcinoma JEG-3 cells by α-calendic acid and β-calendic acid. Prostaglandins, leukotrienes, and essential fatty acids. 2013 Oct; 89(5):367-76. doi: 10.1016/j.plefa.2013.06.007. [PMID: 24035100]
  • Nahoko Shinohara, Tsuyoshi Tsuduki, Junya Ito, Taro Honma, Ryo Kijima, Soko Sugawara, Tatsuya Arai, Masao Yamasaki, Aya Ikezaki, Marino Yokoyama, Kazuo Nishiyama, Kiyotaka Nakagawa, Teruo Miyazawa, Ikuo Ikeda. Jacaric acid, a linolenic acid isomer with a conjugated triene system, has a strong antitumor effect in vitro and in vivo. Biochimica et biophysica acta. 2012 Jul; 1821(7):980-8. doi: 10.1016/j.bbalip.2012.04.001. [PMID: 22521763]
  • Nahoko Shinohara, Junya Ito, Tsuyoshi Tsuduki, Taro Honma, Ryo Kijima, Soko Sugawara, Tatsuya Arai, Masao Yamasaki, Aya Ikezaki, Marino Yokoyama, Kazuo Nishiyama, Kiyotaka Nakagawa, Teruo Miyazawa, Ikuo Ikeda. jacaric acid, a linolenic acid isomer with a conjugated triene system, reduces stearoyl-CoA desaturase expression in liver of mice. Journal of oleo science. 2012; 61(8):433-41. doi: 10.5650/jos.61.433. [PMID: 22864514]
  • Josep Bassaganya-Riera, Amir J Guri, Raquel Hontecillas. Treatment of Obesity-Related Complications with Novel Classes of Naturally Occurring PPAR Agonists. Journal of obesity. 2011; 2011(?):897894. doi: 10.1155/2011/897894. [PMID: 21253508]
  • 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]
  • J Miranda, A Fernández-Quintela, M T Macarulla, I Churruca, C García, V M Rodríguez, E Simón, M P Portillo. A comparison between CLNA and CLA effects on body fat, serum parameters and liver composition. Journal of physiology and biochemistry. 2009 Mar; 65(1):25-32. doi: 10.1007/bf03165966. [PMID: 19588728]
  • Edgar B Cahoon, Charles R Dietrich, Knut Meyer, Howard G Damude, John M Dyer, Anthony J Kinney. Conjugated fatty acids accumulate to high levels in phospholipids of metabolically engineered soybean and Arabidopsis seeds. Phytochemistry. 2006 Jun; 67(12):1166-76. doi: 10.1016/j.phytochem.2006.04.013. [PMID: 16762380]
  • J O Metzger, U Bornscheuer. Lipids as renewable resources: current state of chemical and biotechnological conversion and diversification. Applied microbiology and biotechnology. 2006 Jun; 71(1):13-22. doi: 10.1007/s00253-006-0335-4. [PMID: 16604360]
  • Keisuke Arao, Yu-Ming Wang, Nao Inoue, Junichi Hirata, Jae-Young Cha, Koji Nagao, Teruyoshi Yanagita. Dietary effect of pomegranate seed oil rich in 9cis, 11trans, 13cis conjugated linolenic acid on lipid metabolism in obese, hyperlipidemic OLETF rats. Lipids in health and disease. 2004 Nov; 3(?):24. doi: 10.1186/1476-511x-3-24. [PMID: 15533261]
  • Darwin W Reed, Christopher K Savile, Xiao Qiu, Peter H Buist, Patrick S Covello. Mechanism of 1,4-dehydrogenation catalyzed by a fatty acid (1,4)-desaturase of Calendula officinalis. European journal of biochemistry. 2002 Oct; 269(20):5024-9. doi: 10.1046/j.1432-1033.2002.03209.x. [PMID: 12383261]
  • X Qiu, D W Reed, H Hong, S L MacKenzie, P S Covello. Identification and analysis of a gene from Calendula officinalis encoding a fatty acid conjugase. Plant physiology. 2001 Feb; 125(2):847-55. doi: 10.1104/pp.125.2.847. [PMID: 11161042]
  • E B Cahoon, K G Ripp, S E Hall, A J Kinney. Formation of conjugated delta8,delta10-double bonds by delta12-oleic-acid desaturase-related enzymes: biosynthetic origin of calendic acid. The Journal of biological chemistry. 2001 Jan; 276(4):2637-43. doi: 10.1074/jbc.m009188200. [PMID: 11067856]