9-Oxo-ODE (BioDeep_00000002821)

 

Secondary id: BioDeep_00000397620

human metabolite Endogenous blood metabolite LipidSearch natural product


代谢物信息卡片


(10E,12Z)-9-Oxooctadeca-10,12-dienoic acid

化学式: C18H30O3 (294.2195)
中文名称: 9-氧代十八碳二烯酸
谱图信息: 最多检出来源 Homo sapiens(plant) 6.73%

Reviewed

Last reviewed on 2024-07-29.

Cite this Page

9-Oxo-ODE. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/9-oxo-ode (retrieved 2024-12-22) (BioDeep RN: BioDeep_00000002821). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: CCCCC/C=C\C=C\C(=O)CCCCCCCC(=O)O
InChI: InChI=1S/C18H30O3/c1-2-3-4-5-6-8-11-14-17(19)15-12-9-7-10-13-16-18(20)21/h6,8,11,14H,2-5,7,9-10,12-13,15-16H2,1H3,(H,20,21)

描述信息

9-OxoODE results from oxidation of the allylic hydroxyl of either 9(S)- or 9(R)-HODE. Rabbit reticulocyte plasma and mitochondrial membranes contain both 9- and 13-oxoODEs, representing about 2\\% of the total linoleate residues in the membranes. Most of these oxidized linoleate residues are esterified to membrane lipids. [HMDB]
9-OxoODE results from oxidation of the allylic hydroxyl of either 9(S)- or 9(R)-HODE. Rabbit reticulocyte plasma and mitochondrial membranes contain both 9- and 13-oxoODEs, representing about 2\\% of the total linoleate residues in the membranes. Most of these oxidized linoleate residues are esterified to membrane lipids.

同义名列表

13 个代谢物同义名

(10E,12Z)-9-Oxooctadeca-10,12-dienoic acid; (10E,12Z)-9-Oxooctadeca-10,12-dienoate; 9-Keto-10E,12Z-octadecadienoic acid; 9-oxo-10E,12Z-octadecadienoic acid; 9-oxooctadeca-10,12-dienoic acid; 9-Keto-10E,12Z-octadecadienoate; 9-oxo-10E,12Z-Octadecadienoate; (10E,12Z)9-oxo-ODE; (10E,12Z)9-OxoODE; 9-oxo-ODE; FA 18:3;O; 9-OxoODE; 9-KODE



数据库引用编号

15 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

2 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(2)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

19 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 10 AIMP2, ALB, CA3, CASP1, CDK1, IL18, MAPK8, NLRP3, NOL3, PYCARD
Golgi apparatus, trans-Golgi network membrane 1 ATP7B
Endoplasmic reticulum membrane 3 CDK1, FADS1, FADS2
Nucleus 6 AIMP2, ALB, CDK1, MAPK8, NLRP3, PYCARD
cytosol 10 AIMP2, ALB, CA3, CASP1, CDK1, IL18, MAPK8, NLRP3, NOL3, PYCARD
dendrite 1 ACVRL1
trans-Golgi network 1 ATP7B
centrosome 2 ALB, CDK1
nucleoplasm 3 CDK1, MAPK8, PYCARD
Cell membrane 3 ACVRL1, CASP1, TNF
Lipid-anchor 1 NOL3
Multi-pass membrane protein 3 ATP7B, FADS1, FADS2
Golgi apparatus membrane 2 NLRP3, PYCARD
Synapse 1 MAPK8
cell surface 2 ACVRL1, TNF
Golgi apparatus 2 ALB, ATP7B
Golgi membrane 4 ATP7B, INS, NLRP3, PYCARD
neuronal cell body 3 ACVRL1, PYCARD, TNF
Cytoplasm, cytosol 3 AIMP2, IL18, NLRP3
plasma membrane 5 ACVRL1, ATP7B, CASP1, FADS2, TNF
Membrane 8 ACVRL1, AIMP2, ATP7B, CDK1, FADS1, FADS2, NLRP3, NOL3
axon 1 MAPK8
extracellular exosome 2 ALB, CDK1
endoplasmic reticulum 3 ALB, NLRP3, PYCARD
extracellular space 5 ALB, IL10, IL18, INS, TNF
mitochondrion 6 ATP7B, CDK1, FADS1, NLRP3, NOL3, PYCARD
protein-containing complex 3 ALB, CASP1, PYCARD
intracellular membrane-bounded organelle 1 FADS1
Single-pass type I membrane protein 1 ACVRL1
Secreted 5 ALB, IL10, IL18, INS, NLRP3
extracellular region 7 ALB, IL10, IL18, INS, NLRP3, PYCARD, TNF
mitochondrial matrix 1 CDK1
anchoring junction 1 ALB
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 1 CDK1
external side of plasma membrane 1 TNF
nucleolus 3 CASP1, NOL3, PYCARD
midbody 1 CDK1
sarcoplasm 1 NOL3
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
Membrane raft 1 TNF
microtubule 2 CASP1, PYCARD
sarcoplasmic reticulum 1 NOL3
Cytoplasm, cytoskeleton, microtubule organizing center 1 NLRP3
Inflammasome 2 NLRP3, PYCARD
interphase microtubule organizing center 1 NLRP3
NLRP3 inflammasome complex 3 CASP1, NLRP3, PYCARD
Late endosome 1 ATP7B
ciliary basal body 1 ALB
phagocytic cup 1 TNF
mitotic spindle 1 CDK1
centriole 1 ALB
spindle pole 1 ALB
chromosome, telomeric region 1 CDK1
blood microparticle 1 ALB
Endomembrane system 1 NLRP3
endosome lumen 1 INS
microtubule organizing center 1 NLRP3
[Isoform 1]: Endoplasmic reticulum membrane 1 FADS1
[Isoform 3]: Cytoplasm 1 NOL3
trans-Golgi network membrane 1 ATP7B
secretory granule lumen 2 INS, PYCARD
Golgi lumen 1 INS
endoplasmic reticulum lumen 2 ALB, INS
platelet alpha granule lumen 1 ALB
[Isoform 1]: Golgi apparatus membrane 1 ATP7B
transport vesicle 1 INS
azurophil granule lumen 1 PYCARD
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
[Isoform 2]: Cytoplasm 2 ATP7B, NOL3
AIM2 inflammasome complex 2 CASP1, PYCARD
IkappaB kinase complex 1 PYCARD
[Isoform 1]: Nucleus, nucleolus 1 NOL3
spindle microtubule 1 CDK1
basal dendrite 1 MAPK8
canonical inflammasome complex 2 CASP1, PYCARD
aminoacyl-tRNA synthetase multienzyme complex 1 AIMP2
[Isoform 2]: Endoplasmic reticulum membrane 1 FADS1
cyclin-dependent protein kinase holoenzyme complex 1 CDK1
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
cyclin A1-CDK1 complex 1 CDK1
cyclin A2-CDK1 complex 1 CDK1
cyclin B1-CDK1 complex 1 CDK1
BMP receptor complex 1 ACVRL1
IPAF inflammasome complex 1 CASP1
NLRP1 inflammasome complex 2 CASP1, PYCARD
protease inhibitor complex 1 CASP1
[WND/140 kDa]: Mitochondrion 1 ATP7B
ciliary transition fiber 1 ALB
NLRP6 inflammasome complex 1 PYCARD
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • 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]
  • Young-il Kim, Shizuka Hirai, Tsuyoshi Goto, Chie Ohyane, Haruya Takahashi, Taneaki Tsugane, Chiaki Konishi, Takashi Fujii, Shuji Inai, Yoko Iijima, Koh Aoki, Daisuke Shibata, Nobuyuki Takahashi, Teruo Kawada. Potent PPARα activator derived from tomato juice, 13-oxo-9,11-octadecadienoic acid, decreases plasma and hepatic triglyceride in obese diabetic mice. PloS one. 2012; 7(2):e31317. doi: 10.1371/journal.pone.0031317. [PMID: 22347463]
  • Young-Il Kim, Shizuka Hirai, Haruya Takahashi, Tsuyoshi Goto, Chie Ohyane, Taneaki Tsugane, Chiaki Konishi, Takashi Fujii, Shuji Inai, Yoko Iijima, Koh Aoki, Daisuke Shibata, Nobuyuki Takahashi, Teruo Kawada. 9-oxo-10(E),12(E)-Octadecadienoic acid derived from tomato is a potent PPAR α agonist to decrease triglyceride accumulation in mouse primary hepatocytes. Molecular nutrition & food research. 2011 Apr; 55(4):585-93. doi: 10.1002/mnfr.201000264. [PMID: 21462326]
  • Charles L Cantrell, Bethany P Case, E Edward Mena, Toby M Kniffin, Stephen O Duke, David E Wedge. Isolation and identification of antifungal fatty acids from the basidiomycete Gomphus floccosus. Journal of agricultural and food chemistry. 2008 Jul; 56(13):5062-8. doi: 10.1021/jf8008662. [PMID: 18557621]
  • Ernst H Oliw, Ulrike Garscha, Tomas Nilsson, Mirela Cristea. Payne rearrangement during analysis of epoxyalcohols of linoleic and alpha-linolenic acids by normal phase liquid chromatography with tandem mass spectrometry. Analytical biochemistry. 2006 Jul; 354(1):111-26. doi: 10.1016/j.ab.2006.04.010. [PMID: 16712763]
  • Hideto Kimura, Kazushige Yokota. Characterization of metabolic pathway of linoleic acid 9-hydroperoxide in cytosolic fraction of potato tubers and identification of reaction products. Applied biochemistry and biotechnology. 2004 Jul; 118(1-3):115-32. doi: 10.1385/abab:118:1-3:115. [PMID: 15304744]