Prostaglandin D3 (BioDeep_00000009589)

 

Secondary id: BioDeep_00001874671

human metabolite Endogenous blood metabolite


代谢物信息卡片


(5Z)-7-[(1R,2R,5S)-5-Hydroxy-2-[(1E,3S,5Z)-3-hydroxyocta-1,5-dien-1-yl]-3-oxocyclopentyl]hept-5-enoic acid

化学式: C20H30O5 (350.2093)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(plant) 9.56%

分子结构信息

SMILES: CC/C=C\C[C@@H](/C=C/[C@@H]1[C@@H](C/C=C\CCCC(=O)O)[C@H](CC1=O)O)O
InChI: InChI=1S/C20H30O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h3-4,6-7,12-13,15-18,21-22H,2,5,8-11,14H2,1H3,(H,24,25)/b6-3-,7-4-,13-12+/t15-,16+,17+,18-/m0/s1

描述信息

Prostaglandin D3 (PGD3) is a prostanoid that has been identified as an inhibitor of human platelet aggregation and as a modulator of autonomic nerve transmission. Prostanoids are a subclass of the lipid mediator group known as eicosanoids. They derive from C-20 polyunsaturated fatty acids, mainly dihomo-gamma-linoleic (20:3n-6), arachidonic (20:4n-6), and eicosapentaenoic (20:5n-3) acids, through the action of cyclooxygenases-1 and -2 (COX-1 and COX-2). The reaction product of COX is the unstable endoperoxide prostaglandin H (PGH) that is further transformed into the individual prostanoids by a series of specific prostanoid synthases. Prostanoids are local-acting mediators formed and inactivated within the same or neighbouring cells prior to their release into circulation as inactive metabolites (15-keto- and 13,14-dihydroketo metabolites). Non-enzymatic peroxidation of arachidonic acid and other fatty acids in vivo can result in prostaglandin-like substances isomeric to the COX-derived prostaglandins that are termed isoprostanes. Prostanoids take part in many physiological and pathophysiological processes in practically every organ, tissue and cell, including the vascular, renal, gastrointestinal and reproductive systems. Their activities are mediated through prostanoid-specific receptors and intracellular signalling pathways, whilst their biosynthesis and action are blocked by nonsteroidal antiinflammatory drugs (NSAID). Isoprostanes are considered to be reliable markers of oxidant stress status and have been linked to inflammation, ischaemia-reperfusion, diabetes, cardiovascular disease, reproductive disorders and diabetes. (PMID: 16986207, 6252026, 6952267, 4019112, 6945633Prostaglandins are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs), and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes), and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signalling pathways.
Prostaglandin D3 (PGD3) is a prostanoid that has been identified as an inhibitor of human platelet aggregation and as a modulator of autonomic nerve transmission. Prostanoids are a subclass of the lipid mediator group known as eicosanoids. They derive from C-20 polyunsaturated fatty acids, mainly dihomo-gamma-linoleic (20:3n-6), arachidonic (20:4n-6), and eicosapentaenoic (20:5n-3) acids, through the action of cyclooxygenases-1 and -2 (COX-1 and COX-2). The reaction product of COX is the unstable endoperoxide prostaglandin H (PGH) that is further transformed into the individual prostanoids by a series of specific prostanoid synthases. Prostanoids are local-acting mediators formed and inactivated within the same or neighbouring cells prior to their release into circulation as inactive metabolites (15-keto- and 13,14-dihydroketo metabolites). Non-enzymatic peroxidation of arachidonic acid and other fatty acids in vivo can result in prostaglandin-like substances isomeric to the COX-derived prostaglandins that are termed isoprostanes. Prostanoids take part in many physiological and pathophysiological processes in practically every organ, tissue and cell, including the vascular, renal, gastrointestinal and reproductive systems. Their activities are mediated through prostanoid-specific receptors and intracellular signalling pathways, whilst their biosynthesis and action are blocked by nonsteroidal antiinflammatory drugs (NSAID). Isoprostanes are considered to be reliable markers of oxidant stress status and have been linked to inflammation, ischaemia-reperfusion, diabetes, cardiovascular disease, reproductive disorders and diabetes. (PMID: 16986207, 6252026, 6952267, 4019112, 6945633

同义名列表

15 个代谢物同义名

(5Z)-7-[(1R,2R,5S)-5-Hydroxy-2-[(1E,3S,5Z)-3-hydroxyocta-1,5-dien-1-yl]-3-oxocyclopentyl]hept-5-enoic acid; (5Z)-7-[(1R,2R,5S)-5-Hydroxy-2-[(1E,3S,5Z)-3-hydroxyocta-1,5-dien-1-yl]-3-oxocyclopentyl]hept-5-enoate; (5Z,13E,15S,17Z)-9alpha,15-Dihydroxy-11-oxoprosta-5,13,17-trien-1-Oic acid; (5Z,13E,15S,17Z)-9alpha,15-Dihydroxy-11-oxoprosta-5,13,17-trien-1-Oate; (5Z,13E,15S,17Z)-9a,15-Dihydroxy-11-oxoprosta-5,13,17-trien-1-Oic acid; (5Z,13E,15S,17Z)-9Α,15-dihydroxy-11-oxoprosta-5,13,17-trien-1-Oic acid; (5Z,13E,15S,17Z)-9Α,15-dihydroxy-11-oxoprosta-5,13,17-trien-1-Oate; (5Z,13E,15S,17Z)-9a,15-Dihydroxy-11-oxoprosta-5,13,17-trien-1-Oate; 9S,15S-dihydroxy-11-oxo-5Z,13E,17Z-prostatrienoic acid; 9S,15S-Dihydroxy-11-oxo-5Z,13E,17Z-prostatrienoate; Prostaglandin D3; FA 20:5;O3; FT-0641375; PGD3; Prostaglandin D3



数据库引用编号

16 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)

2 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 3 BDNF, CCL5, HPGDS
Peripheral membrane protein 2 AP1S2, CYP1B1
Endoplasmic reticulum membrane 1 CYP1B1
Nucleus 1 ACR
cytosol 2 AP1S2, HPGDS
dendrite 1 BDNF
nucleoplasm 1 HPGDS
Cell membrane 3 IL6R, PTGDR2, TNF
Cytoplasmic side 1 AP1S2
Multi-pass membrane protein 1 PTGDR2
cell surface 1 TNF
Golgi apparatus 1 AP1S2
Golgi membrane 1 AP1S2
lysosomal membrane 1 AP1S2
neuronal cell body 1 TNF
synaptic vesicle 1 BDNF
plasma membrane 4 IL6R, KNG1, PTGDR2, TNF
Membrane 3 BDNF, CYP1B1, IL6R
apical plasma membrane 1 IL6R
axon 1 BDNF
extracellular exosome 4 KNG1, PGA3, SERPING1, SPINK1
extracellular space 13 BDNF, CCL11, CCL5, CRP, CSF3, CXCL10, CXCL8, IL2, IL6R, IL9, KNG1, SERPING1, TNF
lysosomal lumen 1 CSF3
perinuclear region of cytoplasm 1 BDNF
mitochondrion 1 CYP1B1
protein-containing complex 1 ACR
intracellular membrane-bounded organelle 3 AP1S2, CYP1B1, HPGDS
Microsome membrane 1 CYP1B1
Single-pass type I membrane protein 1 IL6R
Secreted 10 BDNF, CCL11, CCL5, CRP, CSF3, CXCL10, CXCL8, IL2, IL9, SPINK1
extracellular region 14 ACR, BDNF, CCL11, CCL5, CRP, CSF3, CXCL10, CXCL8, IL2, IL6R, IL9, KNG1, SERPING1, TNF
[Isoform 2]: Secreted 1 IL6R
external side of plasma membrane 3 CXCL10, IL6R, TNF
Early endosome 1 AP1S2
Membrane, clathrin-coated pit 1 AP1S2
clathrin-coated pit 1 AP1S2
Golgi-associated vesicle 1 ACR
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
Membrane raft 1 TNF
collagen-containing extracellular matrix 2 KNG1, SERPING1
receptor complex 1 IL6R
neuron projection 1 PTGDR2
phagocytic cup 1 TNF
Secreted, extracellular space 1 KNG1
blood microparticle 2 KNG1, SERPING1
Endomembrane system 1 AP1S2
Cytoplasmic vesicle membrane 1 AP1S2
trans-Golgi network membrane 1 AP1S2
endoplasmic reticulum lumen 3 BDNF, KNG1, SERPING1
platelet alpha granule lumen 2 KNG1, SERPING1
[Isoform 1]: Cell membrane 1 IL6R
AP-type membrane coat adaptor complex 1 AP1S2
membrane coat 1 AP1S2
AP-1 adaptor complex 1 AP1S2
multivesicular body lumen 1 PGA3
endocytic vesicle lumen 1 CSF3
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
interleukin-6 receptor complex 1 IL6R
[Soluble interleukin-6 receptor subunit alpha]: Secreted 1 IL6R
ciliary neurotrophic factor receptor complex 1 IL6R
acrosomal matrix 1 ACR
[Neurotrophic factor BDNF precursor form]: Secreted 1 BDNF
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • D P Hemker, J W Aiken. Effects of prostaglandins on autonomic function in vivo, with special emphasis on PGD2 and PGD3. Progress in lipid research. 1981; 20(?):511-4. doi: 10.1016/0163-7827(81)90090-4. [PMID: 6952267]