2E-Dodecenedioic acid (BioDeep_00000011113)

 

Secondary id: BioDeep_00000395530, BioDeep_00000405405

human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite


代谢物信息卡片


2-dodecene-1,12-dicarboxylic acid

化学式: C12H20O4 (228.1362)
中文名称: 2E-十二碳烯二酸, 愈伤酸, 反式-2-十二碳烯二酸
谱图信息: 最多检出来源 Homo sapiens(feces) 17.15%

分子结构信息

SMILES: C(CC(=O)O)CCCCCC/C=C/C(=O)O
InChI: InChI=1S/C12H20O4/c13-11(14)9-7-5-3-1-2-4-6-8-10-12(15)16/h7,9H,1-6,8,10H2,(H,13,14)(H,15,16)/b9-7+

描述信息

Traumatic acid is a monounsaturated dicarboxylic acid naturally ocurring in plants. The compound was first isolated from wounded bean plants by American chemists James English Jr. and James Frederick Bonner and Dutch scientist Aire Jan Haagen-Smit in 1939. Traumatic acid is a potent wound healing agent in plants ("wound hormone") that stimulates cell division near a trauma site to form a protective callus and to heal the damaged tissue. It may also act as a growth hormone, especially in inferior plants (e.g. algae). Traumatic acid is biosynthesized in plants by non-enzimatic oxidation of traumatin (12-oxo-trans-10-dodecanoic acid), another wound hormone. At normal conditions, traumatic acid is a solid, crystalized, water insoluble substance.
Traumatic Acid is a wound healing agent and a cytokinin (phytohormone). Traumatic Acid enhances the biosynthesis of collagen in cultured human skin fibroblasts. Traumatic Acid inhibits MCF-7 breast cancer cells viability and enhances apoptosis and oxidative stress. Traumatic Acid can be used in studies of cancer, circulatory disorders (including arterial hypertension), and skin diseases associated with oxidative stress and impaired collagen biosynthesis[1][2].
Traumatic Acid is a wound healing agent and a cytokinin (phytohormone). Traumatic Acid enhances the biosynthesis of collagen in cultured human skin fibroblasts. Traumatic Acid inhibits MCF-7 breast cancer cells viability and enhances apoptosis and oxidative stress. Traumatic Acid can be used in studies of cancer, circulatory disorders (including arterial hypertension), and skin diseases associated with oxidative stress and impaired collagen biosynthesis[1][2].

同义名列表

32 个代谢物同义名

2-dodecene-1,12-dicarboxylic acid; 1-Decene-1,10-dicarboxylic acid; trans-2-dodecenedioic acid; (2E)-dodec-2-enedioic acid; (Z)-2-dodecenedioic acid; Dodecanedioic acid-2-ene; (2E)-Dodecenedioic acid; trans-2-dodecenedioate; dodec-2t-enedioic acid; dodec-2c-enedioic acid; 2E-dodecenedioic acid; Dodec-2-enedioic acid; 2-Dodecenedioic acid; trans-Traumatic acid; (Z)-2-dodecenedioate; 2-dodecendioic acid; (2E)-Dodecenedioate; dodec-2c-enedioate; dodec-2t-enedioate; DODECANEDIOIC ACID; 2E-dodecenedioate; dodec-2-enedioate; Trans-traumatate; 2-Dodecenedioate; 2-dodecendioate; Dodecanedioate; Traumatic Acid; FA 12:2;O2; Traumatate; NSC 8125; Traumatic acid; Traumatic acid



数据库引用编号

21 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)

3 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
Cytoplasm 4 ACSL4, CASP7, GDF15, VEGFA
Peripheral membrane protein 1 HK2
Endoplasmic reticulum membrane 1 ACSL4
Nucleus 3 CASP7, GDF15, VEGFA
cytosol 3 CASP7, HK2, LIPE
centrosome 1 HK2
nucleoplasm 1 CASP7
Cell membrane 4 ACSL4, FNDC5, LIPE, SELP
cell surface 2 ICAM1, VEGFA
Golgi apparatus 2 GDF15, VEGFA
Cytoplasm, cytosol 3 CASP7, HK2, LIPE
plasma membrane 4 ACSL4, FNDC5, ICAM1, SELP
Membrane 6 ACSL4, FNDC5, HK2, ICAM1, LIPE, VEGFA
caveola 1 LIPE
extracellular exosome 4 ACSL4, GDF15, ICAM1, SELP
endoplasmic reticulum 3 ACSL4, FNDC5, VEGFA
extracellular space 6 CASP7, CRP, GDF15, ICAM1, SELP, VEGFA
adherens junction 1 VEGFA
mitochondrion 2 ACSL4, HK2
intracellular membrane-bounded organelle 1 HK2
Microsome membrane 1 ACSL4
Single-pass type I membrane protein 3 FNDC5, ICAM1, SELP
Secreted 6 CRP, FNDC5, GDF15, HK2, SELP, VEGFA
extracellular region 5 CRP, FNDC5, GDF15, SELP, VEGFA
Mitochondrion outer membrane 2 ACSL4, HK2
mitochondrial outer membrane 2 ACSL4, HK2
external side of plasma membrane 2 ICAM1, SELP
Secreted, extracellular space, extracellular matrix 1 VEGFA
Membrane raft 1 ICAM1
focal adhesion 1 ICAM1
extracellular matrix 1 VEGFA
sarcoplasmic reticulum 1 HK2
peroxisomal membrane 2 ACSL4, FNDC5
collagen-containing extracellular matrix 1 ICAM1
secretory granule 1 VEGFA
Secreted, extracellular space 1 CASP7
Lipid droplet 2 ACSL4, LIPE
Membrane, caveola 1 LIPE
mitochondria-associated endoplasmic reticulum membrane contact site 1 ACSL4
Peroxisome membrane 2 ACSL4, FNDC5
platelet dense granule membrane 1 SELP
platelet alpha granule lumen 1 VEGFA
Single-pass type III membrane protein 1 ACSL4
immunological synapse 1 ICAM1
platelet alpha granule membrane 1 SELP
platelet dense granule lumen 1 SELP
[N-VEGF]: Cytoplasm 1 VEGFA
[VEGFA]: Secreted 1 VEGFA
[Isoform L-VEGF189]: Endoplasmic reticulum 1 VEGFA
[Isoform VEGF121]: Secreted 1 VEGFA
[Isoform VEGF165]: Secreted 1 VEGFA
VEGF-A complex 1 VEGFA


文献列表

  • Jianfang Gao, Zhongxiao Zhang, Xiaohua Dong, Jing Zhao, Zhou Peng, Ling Zhang, Zhongqing Xu, Liling Xu, Xingyun Wang, Xirong Guo. Traumatic acid inhibits ACSL4 associated lipid accumulation in adipocytes to attenuate high-fat diet-induced obesity. FASEB journal : official publication of the Federation of American Societies for Experimental Biology. 2023 12; 37(12):e23278. doi: 10.1096/fj.202301166r. [PMID: 37902573]
  • Jaw-Shiun Tsai, San-Yuan Wang, Chin-Hao Chang, Chin-Ying Chen, Chiung-Jung Wen, Guan-Yuan Chen, Ching-Hua Kuo, Y Jane Tseng, Ching-Yu Chen. Identification of traumatic acid as a potential plasma biomarker for sarcopenia using a metabolomics-based approach. Journal of cachexia, sarcopenia and muscle. 2022 02; 13(1):276-286. doi: 10.1002/jcsm.12895. [PMID: 34939349]
  • Agata Jabłońska-Trypuć, Rafał Krętowski, Elżbieta Wołejko, Urszula Wydro, Andrzej Butarewicz. Traumatic acid toxicity mechanisms in human breast cancer MCF-7 cells. Regulatory toxicology and pharmacology : RTP. 2019 Aug; 106(?):137-146. doi: 10.1016/j.yrtph.2019.04.023. [PMID: 31055047]
  • Agata Jabłońska-Trypuć, Urszula Wydro, Elżbieta Wołejko, Andrzej Butarewicz. Toxicological Effects of Traumatic Acid and Selected Herbicides on Human Breast Cancer Cells: In Vitro Cytotoxicity Assessment of Analyzed Compounds. Molecules (Basel, Switzerland). 2019 May; 24(9):. doi: 10.3390/molecules24091710. [PMID: 31052542]
  • Agata Jabłońska-Trypuć, Walentyn Pankiewicz, Romuald Czerpak. Traumatic Acid Reduces Oxidative Stress and Enhances Collagen Biosynthesis in Cultured Human Skin Fibroblasts. Lipids. 2016 09; 51(9):1021-35. doi: 10.1007/s11745-016-4174-5. [PMID: 27423205]
  • Lucia S Mukhtarova, Fakhima K Mukhitova, Yuri V Gogolev, Alexander N Grechkin. Hydroperoxide lyase cascade in pea seedlings: Non-volatile oxylipins and their age and stress dependent alterations. Phytochemistry. 2011 Apr; 72(4-5):356-64. doi: 10.1016/j.phytochem.2011.01.013. [PMID: 21315390]
  • Mario Kallenbach, Ian T Baldwin, Gustavo Bonaventure. A rapid and sensitive method for the simultaneous analysis of aliphatic and polar molecules containing free carboxyl groups in plant extracts by LC-MS/MS. Plant methods. 2009 Nov; 5(?):17. doi: 10.1186/1746-4811-5-17. [PMID: 19939243]
  • E V Asafova, G A Asaleeva, V G Yakovleva, I A Tarchevskii. The effect of traumatic acid on tyrosine phosphorylation of proteins in pea seedlings. Doklady. Biochemistry and biophysics. 2005 Nov; 405(?):426-8. doi: 10.1007/s10628-005-0131-6. [PMID: 16480144]