Prostaglandin D1 (BioDeep_00000006151)

 

Secondary id: BioDeep_00000629507

human metabolite Endogenous blood metabolite natural product


代谢物信息卡片


7-[(1R,2R,5S)-5-hydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-3-oxocyclopentyl]heptanoic acid

化学式: C20H34O5 (354.2406)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(blood) 18.08%

分子结构信息

SMILES: CCCCCC(C=CC1C(C(CC1=O)O)CCCCCCC(=O)O)O
InChI: InChI=1S/C20H34O5/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/h12-13,15-18,21-22H,2-11,14H2,1H3,(H,24,25)/b13-12+/t15-,16+,17+,18-/m0/s1

描述信息

Prostaglandin D1 is a prostanoid that elicits contractile and relaxant on isolated human pial arteries with small potency. Prostanoids is a term that collectively describes prostaglandins, prostacyclines and thromboxanes. 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: 6091419, 16986207)Prostaglandins 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 D1 is a prostanoid that elicits contractile and relaxant on isolated human pial arteries with small potency. Prostanoids is a term that collectively describes prostaglandins, prostacyclines and thromboxanes. 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: 6091419, 16986207)

同义名列表

18 个代谢物同义名

7-[(1R,2R,5S)-5-hydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-3-oxocyclopentyl]heptanoic acid; 5-Hydroxy-2-(3-hydroxy-1-octenyl)-3-oxo-cyclopentaneheptanoic acid; 2-Hydroxy-5-(3S-hydroxy-1-octenyl)-3-oxocyclopentaneheptanoic acid; 5-Hydroxy-2-(3-hydroxy-1-octenyl)-3-oxocyclopentaneheptanoic acid; 5-Hydroxy-2-(3-hydroxy-1-octenyl)-3-oxo-cyclopentaneheptanoate; 2-Hydroxy-5-(3S-hydroxy-1-octenyl)-3-oxocyclopentaneheptanoate; 5-Hydroxy-2-(3-hydroxy-1-octenyl)-3-oxocyclopentaneheptanoate; (13E,15S)-9alpha,15-Dihydroxy-11-oxoprost-13-en-1-Oic acid; (13E,15S)-9alpha,15-Dihydroxy-11-oxoprost-13-en-1-Oate; 9S,15S-dihydroxy-11-oxo-13E-prostaenoic acid; 9a,15-Dihydroxy-11-ketoprost-13-enoic acid; 9S,15S-Dihydroxy-11-oxo-13E-prostaenoate; 9a,15-Dihydroxy-11-ketoprost-13-enoate; 11-dehydro-Prostaglandin F1a; Prostaglandin D1; FT-0637634; PGD1; Prostaglandin D1



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

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代谢反应

0 个相关的代谢反应过程信息。

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BioCyc(0)

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INOH(0)

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10 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 9 ALB, EIF5, FOXP3, GAPDH, GTF2H5, MDH2, PGD, PLA2G12A, PPARG
Peripheral membrane protein 1 AP1S2
Endosome membrane 1 ABCA2
Endoplasmic reticulum membrane 1 PTGDS
Nucleus 10 ALB, FOXP3, GAPDH, GTF2H5, MDH2, MED24, MED27, PGD, PPARA, PPARG
cytosol 9 ALB, AP1S2, EIF5, FOXP3, GAPDH, LIPE, MED27, PGD, PPARG
centrosome 1 ALB
nucleoplasm 6 FOXP3, GTF2H5, MED24, MED27, PPARA, PPARG
RNA polymerase II transcription regulator complex 1 PPARG
Cell membrane 1 LIPE
Cytoplasmic side 1 AP1S2
Multi-pass membrane protein 1 ABCA2
Synapse 1 EIF5
Golgi apparatus 3 ALB, AP1S2, PTGDS
Golgi membrane 1 AP1S2
lysosomal membrane 2 ABCA2, AP1S2
Cytoplasm, cytosol 2 GAPDH, LIPE
Lysosome 1 ABCA2
endosome 1 ABCA2
plasma membrane 3 ABCA2, EIF5, GAPDH
Membrane 4 ABCA2, GAPDH, LIPE, MDH2
caveola 1 LIPE
extracellular exosome 5 ALB, GAPDH, MDH2, PGD, PTGDS
Lysosome membrane 1 ABCA2
endoplasmic reticulum 1 ALB
extracellular space 6 ALB, IFNL1, IL2, IL4, PTGDS, TSLP
perinuclear region of cytoplasm 3 GAPDH, PPARG, PTGDS
mitochondrion 1 MDH2
protein-containing complex 2 ALB, FOXP3
intracellular membrane-bounded organelle 4 ABCA2, AP1S2, GAPDH, PPARG
Secreted 6 ALB, IL2, IL4, PLA2G12A, PTGDS, TSLP
extracellular region 7 ALB, IFNL1, IL2, IL4, PLA2G12A, PTGDS, TSLP
Mitochondrion matrix 1 MDH2
mitochondrial matrix 1 MDH2
anchoring junction 1 ALB
transcription regulator complex 1 MED27
Nucleus membrane 1 PTGDS
nuclear membrane 2 GAPDH, PTGDS
cytoplasmic vesicle 1 ABCA2
microtubule cytoskeleton 1 GAPDH
nucleolus 2 GTF2H5, MED27
Early endosome 1 AP1S2
Membrane, clathrin-coated pit 1 AP1S2
clathrin-coated pit 1 AP1S2
vesicle 1 GAPDH
Cytoplasm, perinuclear region 2 GAPDH, PTGDS
Cytoplasm, cytoskeleton 1 GAPDH
receptor complex 1 PPARG
ciliary basal body 1 ALB
chromatin 3 FOXP3, PPARA, PPARG
core mediator complex 2 MED24, MED27
mediator complex 2 MED24, MED27
cytoskeleton 1 GAPDH
centriole 1 ALB
spindle pole 1 ALB
blood microparticle 1 ALB
Endomembrane system 1 AP1S2
Lipid droplet 2 GAPDH, LIPE
Membrane, caveola 1 LIPE
microtubule organizing center 1 ABCA2
Cytoplasmic vesicle membrane 1 AP1S2
ubiquitin ligase complex 1 MED27
trans-Golgi network membrane 1 AP1S2
endoplasmic reticulum lumen 1 ALB
transcription factor TFIID complex 1 GTF2H5
platelet alpha granule lumen 1 ALB
ATP-binding cassette (ABC) transporter complex 1 ABCA2
ribonucleoprotein complex 1 GAPDH
AP-type membrane coat adaptor complex 1 AP1S2
membrane coat 1 AP1S2
Rough endoplasmic reticulum 1 PTGDS
AP-1 adaptor complex 1 AP1S2
GAIT complex 1 GAPDH
transcription factor TFIIH core complex 1 GTF2H5
transcription factor TFIIH holo complex 1 GTF2H5
ciliary transition fiber 1 ALB
interleukin-28 receptor complex 1 IFNL1


文献列表

  • Christoph Schmöcker, Heike Gottschall, Katharina M Rund, Laura Kutzner, Fabian Nolte, Annika I Ostermann, Dirk Hartmann, Nils Helge Schebb, Karsten H Weylandt. Oxylipin patterns in human colon adenomas. Prostaglandins, leukotrienes, and essential fatty acids. 2021 04; 167(?):102269. doi: 10.1016/j.plefa.2021.102269. [PMID: 33812217]
  • Yosuke Amagai, Kumiko Oida, Akira Matsuda, Kyungsook Jung, Saki Kakutani, Takao Tanaka, Kenshiro Matsuda, Hyosun Jang, Ginae Ahn, Yan Xia, Hiroshi Kawashima, Hiroshi Shibata, Hiroshi Matsuda, Akane Tanaka. Dihomo-γ-linolenic acid prevents the development of atopic dermatitis through prostaglandin D1 production in NC/Tnd mice. Journal of dermatological science. 2015 Jul; 79(1):30-7. doi: 10.1016/j.jdermsci.2015.03.010. [PMID: 25907057]
  • S Itoh, R Lu, Y Bao, J D Morrow, L J Roberts, V L Schuster. Structural determinants of substrates for the prostaglandin transporter PGT. Molecular pharmacology. 1996 Oct; 50(4):738-42. doi: NULL. [PMID: 8863817]