alpha-Dimorphecolic acid (BioDeep_00000003309)

 

Secondary id: BioDeep_00001871420

human metabolite Endogenous blood metabolite


代谢物信息卡片


9-Hydroxy-10,12-octadecadienoic acid, (e,Z)-(+-)-isomer

化学式: C18H32O3 (296.2351)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(feces) 19.69%

分子结构信息

SMILES: C(CCCCCCC[C@H](O)/C=C/C=C\CCCCC)(=O)O
InChI: InChI=1S/C18H32O3/c1-2-3-4-5-6-8-11-14-17(19)15-12-9-7-10-13-16-18(20)21/h6,8,11,14,17,19H,2-5,7,9-10,12-13,15-16H2,1H3,(H,20,21)/b8-6+,14-11-

描述信息

alpha-Dimorphecolic acid or 9(S)-HODE is an endogenous fatty acid (PPAR)gamma agonist synthesized in the body from linoleic acid. alpha-Dimorphecolic acid activates peroxisomal proliferator-activated receptor-gamma (PPAR)gamma in human endothelial cells increasing plasminogen activator inhibitor type-1 expression. Plasminogen activator inhibitor type-1 (PAI-1) is a major physiological inhibitor of fibrinolysis, with its plasma levels correlating with the risk for myocardial infarction and venous thrombosis. The regulation of PAI-1 transcription by endothelial cells (ECs), a major source of PAI-1, remains incompletely understood. Adipocytes also produce PAI-1, suggesting possible common regulatory pathways between adipocytes and ECs. Peroxisomal proliferator-activated receptor-gamma (PPAR)gamma is a ligand-activated transcription factor that regulates gene expression in response to various mediators such as 15-deoxy-delta12, 14-prostaglandin J2 (15d-PGJ2) and oxidized linoleic acid (9- and 13-HODE). alpha-Dimorphecolic acid is a ligand of the G protein-coupled receptor G2A (PMID: 10073956, 16647253, 16236715). alpha-Dimorphecolic acid inhibits the proliferation of NHEK cells by suppressing DNA synthesis and arresting the cell cycle in the G0/1-phase. alpha-Dimorphecolic acid-G2A signalling plays proinflammatory roles in the skin under oxidative conditions (PMID: 18034171).
Present in plant and animal lipids as autoxidn. or lipoxygenase oxidn. production of linoleic acid.

同义名列表

48 个代谢物同义名

9-Hydroxy-10,12-octadecadienoic acid, (e,Z)-(+-)-isomer; 9-Hydroxy-10,12-octadecadienoic acid, (e,e)-(+-)-isomer; 9-Hydroxy-10,12-octadecadienoic acid, (R-(e,Z))-isomer; 9-Hydroxy-10,12-octadecadienoic acid, (S-(e,Z))-isomer; (10E,12Z)-(9S)-9-Hydroxyoctadeca-10,12-dienoic acid; 9S-hydroxy-10E,12Z-octadecadienoic acid (9(S)-HODE); 9-Hydroxy-10,12-octadecadienoic acid, (e,e)-isomer; 10,12-Octadecadienoic acid, 9-hydroxy-, [S-(E,Z)]-; 9-Hydroxy-10,12-octadecadienoic acid, (e,Z)-isomer; (9S,10E,12Z)-9-Hydroxyoctadeca-10,12-dienoic acid; (9S,10E,12Z)-9-Hydroxy-10,12-octadecadienoic acid; 9-Hydroxy-(10E,12Z)-octadeca-10,12-dienoic acid; (10E,12Z)-(9S)-9-Hydroxyoctadeca-10,12-dienoate; [S-(e,Z)]-9-Hydroxy-10,12-octadecadienoic acid; 9-Hydroxy-10-trans,12-cis-octadecadienoic acid; (10E,12Z)-9-Hydroxy-10,12-octadecadienoic acid; (9S,10E,12Z)-9-Hydroxyoctadeca-10,12-dienoate; [S-(e,Z)]-9-Hydroxy-10,12-octadecadienoate; 9-Hydroxy-10(e),12(Z)-octadecadienoic acid; 9S-hydroxy-10E,12Z-octadecadienoic acid; 9-hydroxy-10,12-Octadecadienoic acid; 9S-Hydroxy-10E,12Z-octadecadienoate; (9S)-Hydroxyoctadecadinoiec acid; (9S)-Hydroxyoctadecadienoic acid; 9-Hydroxyoctadecadienoic acid; (±)-alpha-dimorphecolic acid; (9S)-Hydroxyoctadecadienoate; (+)-alpha-Dimorphecolic acid; (±)-α-dimorphecolic acid; alpha-Dimorphecolic acid; (+)-Α-dimorphecolic acid; 9-OH-18:2DElta(10t,12t); 9-hydroxylinoleic acid; alpha-Dimorphecolate; Α-dimorphecolic acid; a-Dimorphecolic acid; alpha-Dimorphecolic; Dimorphecolic acid; a-Dimorphecolate; Α-dimorphecolate; α-dimorphecolic; 9-(e,Z)-HODE; 9S-HOD acid; 9(S)-HODE; FA 18:2;O; 9S-HODE; 9-HODE; 9(S)-HODE



数据库引用编号

29 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)

5 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 7 AKT1, BTG2, CASP3, EGFR, FABP1, PPARG, TRPV2
Peripheral membrane protein 1 ERVW-1
Endosome membrane 1 EGFR
Endoplasmic reticulum membrane 2 EGFR, TRPM8
Nucleus 8 AKT1, BTG2, CASP3, EGFR, FABP1, GABPA, PPARA, PPARG
cytosol 6 AKT1, BTG2, CASP3, FABP1, IL1B, PPARG
nucleoplasm 6 AKT1, CASP3, FABP1, GABPA, PPARA, PPARG
RNA polymerase II transcription regulator complex 1 PPARG
Cell membrane 7 AKT1, EGFR, GPR132, TRPA1, TRPM8, TRPV1, TRPV2
lamellipodium 1 AKT1
ruffle membrane 1 EGFR
Early endosome membrane 1 EGFR
Multi-pass membrane protein 5 GPR132, TRPA1, TRPM8, TRPV1, TRPV2
cell cortex 1 AKT1
cell junction 1 EGFR
cell surface 2 EGFR, TRPV2
glutamatergic synapse 3 AKT1, CASP3, EGFR
Golgi membrane 2 EGFR, INS
neuronal cell body 2 CASP3, TRPV1
postsynapse 1 AKT1
Cytoplasm, cytosol 1 IL1B
Lysosome 1 IL1B
endosome 1 EGFR
plasma membrane 9 AKT1, CSF2, EGFR, ERVW-1, GPR132, TRPA1, TRPM8, TRPV1, TRPV2
Membrane 7 AKT1, EGFR, GPR132, TRPA1, TRPM8, TRPV1, TRPV2
apical plasma membrane 1 EGFR
axon 1 CCK
basolateral plasma membrane 1 EGFR
extracellular exosome 2 BTG2, FABP1
extracellular space 6 CCK, CSF2, CXCL8, EGFR, IL1B, INS
perinuclear region of cytoplasm 2 EGFR, PPARG
protein-containing complex 3 AKT1, EGFR, FABP1
intracellular membrane-bounded organelle 2 CSF2, PPARG
postsynaptic density 1 CASP3
Single-pass type I membrane protein 2 EGFR, ERVW-1
Secreted 5 CCK, CSF2, CXCL8, IL1B, INS
extracellular region 5 CCK, CSF2, CXCL8, IL1B, INS
nuclear membrane 1 EGFR
external side of plasma membrane 2 TRPM8, TRPV1
microtubule cytoskeleton 1 AKT1
cell-cell junction 1 AKT1
vesicle 1 AKT1
postsynaptic membrane 1 TRPV1
Membrane raft 2 EGFR, TRPM8
focal adhesion 1 EGFR
spindle 1 AKT1
GABA-ergic synapse 1 TRPV1
intracellular vesicle 1 EGFR
peroxisomal matrix 1 FABP1
Mitochondrion intermembrane space 1 AKT1
mitochondrial intermembrane space 1 AKT1
secretory granule 1 IL1B
Postsynaptic cell membrane 1 TRPV1
receptor complex 2 EGFR, PPARG
Cell projection, neuron projection 1 TRPV1
ciliary basal body 1 AKT1
chromatin 3 GABPA, PPARA, PPARG
axonal growth cone 1 TRPV2
stereocilium bundle 1 TRPA1
endosome lumen 1 INS
Melanosome 1 TRPV2
cell body 1 TRPV2
basal plasma membrane 1 EGFR
synaptic membrane 1 EGFR
plasma membrane raft 1 TRPM8
secretory granule lumen 1 INS
Golgi lumen 1 INS
endoplasmic reticulum lumen 1 INS
transport vesicle 1 INS
Secreted, extracellular exosome 1 IL1B
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
clathrin-coated endocytic vesicle membrane 1 EGFR
death-inducing signaling complex 1 CASP3
[Transmembrane protein]: Cell membrane 1 ERVW-1
[Surface protein]: Cell membrane 1 ERVW-1
granulocyte macrophage colony-stimulating factor receptor complex 1 CSF2
Cell projection, dendritic spine membrane 1 TRPV1
dendritic spine membrane 1 TRPV1
multivesicular body, internal vesicle lumen 1 EGFR
Shc-EGFR complex 1 EGFR
apical cortex 1 FABP1
growth cone membrane 1 TRPV2
[Syncytin-1]: Virion 1 ERVW-1


文献列表

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