9,10-Epoxyoctadecenoic acid (BioDeep_00000003308)

Main id: BioDeep_00000629169

 

human metabolite Endogenous blood metabolite


代谢物信息卡片


8-{3-[(2Z)-oct-2-en-1-yl]oxiran-2-yl}octanoic acid

化学式: C18H32O3 (296.2351322)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(blood) 0.06%

分子结构信息

SMILES: C(CCCCCCC[C@@]1([H])O[C@@]1([H])C/C=C\CCCCC)(=O)O
InChI: InChI=1S/C18H32O3/c1-2-3-4-5-7-10-13-16-17(21-16)14-11-8-6-9-12-15-18(19)20/h7,10,16-17H,2-6,8-9,11-15H2,1H3,(H,19,20)/b10-7-

描述信息

9,10-Epoxyoctadecenoic acid (9,10-EOA) is a peroxidation product of linoleic acid (LA). 9,10-EOA is a naturally occurring component of oxidized low density lipoprotein (LDL), the level of which increases with aging, atherosclerosis, and rheumatoid arthritis, perhaps due to an increase in 15-lipoxygenase and free oxygen radicals. 9,10-EOA is a proliferator-activated receptors (PPAR) gamma2 ligand, that is antiosteogenic without stimulating adipocyte differentiation. Studies in dogs suggest that 9,10-EOA has toxic cardiovascular effects. (PMID: 12665667, 12021203, 10667371).

同义名列表

20 个代谢物同义名

8-{3-[(2Z)-oct-2-en-1-yl]oxiran-2-yl}octanoic acid; (9R,10S)-(12Z)-9,10-Epoxyoctadecenoic acid; (+/-)-9(10)-epoxy-12Z-octadecenoic acid; Oxiraneoctanoic acid, 3-(2-octenyl)-; (+/-)-9(10)-epoxy-12Z-octadecenoate; 9R,10S-epoxy-12Z-octadecenoic acid; 9,10-Epoxyoctadec-12(Z)-enoic acid; 9(10)-Epoxyoctadec-12Z-enoic acid; 9,10-epoxy-12Z-octadecenoic acid; 9,10-Epoxyoctadec-12(Z)-enoate; 9(10)-Epoxyoctadec-12Z-enoate; 9,10-Epoxy-12Z-octadecenoate; 9,10-Epoxyoctadecenoic acid; 9,10-Epoxyoctadecenoate; Coronaric acid; 9R,10S-EpOME; 9(10)-EpOME; Coronarate; FA 18:2;O; 9,10-EOA



数据库引用编号

18 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

1 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(1)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

7 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

  • Ziang Li, Rani Baidoun, Angela C Brown. Toxin-triggered liposomes for the controlled release of antibiotics to treat infections associated with the gram-negative bacterium, Aggregatibacter actinomycetemcomitans. Colloids and surfaces. B, Biointerfaces. 2024 Jun; 238(?):113870. doi: 10.1016/j.colsurfb.2024.113870. [PMID: 38555763]
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  • Abraham Fikru Mechesso, Su-Jeong Kim, Ho-Sung Park, Ji-Hyun Choi, Hyun-Ju Song, Mi Hyun Kim, Suk-Kyung Lim, Soon-Seek Yoon, Dong-Chan Moon. Short communication: First detection of Panton-Valentine leukocidin-positive methicillin-resistant Staphylococcus aureus ST30 in raw milk taken from dairy cows with mastitis in South Korea. Journal of dairy science. 2021 Jan; 104(1):969-976. doi: 10.3168/jds.2020-19004. [PMID: 33162097]
  • Kelsey Hildreth, Sean D Kodani, Bruce D Hammock, Ling Zhao. Cytochrome P450-derived linoleic acid metabolites EpOMEs and DiHOMEs: a review of recent studies. The Journal of nutritional biochemistry. 2020 12; 86(?):108484. doi: 10.1016/j.jnutbio.2020.108484. [PMID: 32827665]
  • Dorottya Nagy-Szakal, Dinesh K Barupal, Bohyun Lee, Xiaoyu Che, Brent L Williams, Ellie J R Kahn, Joy E Ukaigwe, Lucinda Bateman, Nancy G Klimas, Anthony L Komaroff, Susan Levine, Jose G Montoya, Daniel L Peterson, Bruce Levin, Mady Hornig, Oliver Fiehn, W Ian Lipkin. Insights into myalgic encephalomyelitis/chronic fatigue syndrome phenotypes through comprehensive metabolomics. Scientific reports. 2018 07; 8(1):10056. doi: 10.1038/s41598-018-28477-9. [PMID: 29968805]
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