Prostaglandin A2 (BioDeep_00000006014)

 

Secondary id: BioDeep_00000171539, BioDeep_00000227111, BioDeep_00000629503

human metabolite Endogenous blood metabolite


代谢物信息卡片


(5Z)-7-[(1R,2S)-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopent-3-en-1-yl]hept-5-enoic acid

化学式: C20H30O4 (334.214398)
中文名称: 前列腺素 A2
谱图信息: 最多检出来源 Viridiplantae(plant) 0.1%

分子结构信息

SMILES: CCCCCC(C=CC1C=CC(=O)C1CC=CCCCC(=O)O)O
InChI: InChI=1S/C20H30O4/c1-2-3-6-9-17(21)14-12-16-13-15-19(22)18(16)10-7-4-5-8-11-20(23)24/h4,7,12-18,21H,2-3,5-6,8-11H2,1H3,(H,23,24)/b7-4-,14-12+/t16-,17-,18+/m0/s1

描述信息

Produced by the seminal vesicles, prostaglandins are a group of lipid compounds that are derived enzymatically from fatty acids. Technically hormones, the prostanoid class of fatty acid derivatives is a subclass of 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 signaling pathways. Prostaglandin A is a cyclopentenone and is an endogenous metabolite derived from arachidonic acid. It exhibits potent cellular anti-proliferative activity in vivo and in vitro. Excess PGA2 causes an accumulation in both S and G2/M, and a marked decrease in G1. There is also an increase in DNA content preceeding the G0/G1 peak (indicative of apoptotic body formation) mediated by changes in expression levels of Bax and Bcl-2.
Produced by the seminal vessicals: Prostaglandins are a group of lipid compounds that are derived enzymatically from fattyacids. Technically a hormone, the prostanoid class of fatty acid derivatives is a subclass of eicosanoids. Prostaglandin A is cyclopentenone and endogenous metabolite derived from arachidonic acid. Exhibits potent cellular anti-proliferative activity in vivo and in vitro. Excess PGA2 causes an accumulation in both S and G2/M, and a marked decrease in G1. As well there is an increase in DNA content preceeding the G0/G1 peak (indicative of apoptic body formation) mediated by changes in expression levels of Bax and Bcl-2.

同义名列表

24 个代谢物同义名

(5Z)-7-[(1R,2S)-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopent-3-en-1-yl]hept-5-enoic acid; (Z)-7-((1R,2S)-2-((e)-(3S)-3-Hydroxyoct-1-enyl)-5-oxocyclopent-3-enyl)hept-5-enoic acid; 7-[2-(3-hydroxyoct-1-enyl)-5-oxocyclopent-3-en-1-yl]hept-5-enoic acid; 7-[2-(3-Hydroxy-1-octenyl)-5-oxo-3-cyclopenten-1-yl]-5-heptenoic acid; 15Α-hydroxy-9-oxo-cis-5,10,trans-13-prostatrienecarboxylic acid; (5Z,13E,15S)-15-Hydroxy-9-oxoprosta-5, 10,13-triene-1-Oic acid; (5Z,13E,15S)-15-Hydroxy-9-oxoprosta-5,10,13-trien-1-Oic acid; 15Α-hydroxy-9-oxo-cis-5,10,trans-13-prostatrienecarboxylate; 15(S)-Hydroxy-9-oxo-5-cis-10,13-trans-prostatrienoic acid; 15Α-hydroxy-9-oxo-cis-5,10,trans-13-prostatrienoic acid; 15(S)-Hydroxy-9-oxo-5-cis-10,13-trans-prostenoic acid; 15(S)-Hydroxy-9-oxo-5-cis-10,13-trans-prostatrienoate; 9-oxo-15S-hydroxy-prosta-5Z,10,13E-trien-1-oic acid; 15Α-hydroxy-9-oxo-cis-5,10,trans-13-prostatrienoate; 15(S)-Hydroxy-9-oxo-5-cis-10,13-trans-prostenoate; 15(S)-Prostaglandin a2; (15S)-Prostaglandin a2; (+)-Prostaglandin a2; PROSTAGLANDIN A2; 5,6-cis-PGA2; NSC 165561; (15S)-PGA2; Medullin; PGA2



数据库引用编号

17 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(5)

BioCyc(0)

PlantCyc(0)

代谢反应

52 个相关的代谢反应过程信息。

Reactome(5)

BioCyc(0)

WikiPathways(1)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(46)

PharmGKB(0)

9 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

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  • Sun-Young Lee, Ji-Hyun Ahn, Kyoung Won Ko, Jaetaek Kim, Seong Whan Jeong, In-Kyung Kim, Jin Kim, Ho-Shik Kim. Prostaglandin A2 activates intrinsic apoptotic pathway by direct interaction with mitochondria in HL-60 cells. Prostaglandins & other lipid mediators. 2010 Feb; 91(1-2):30-7. doi: 10.1016/j.prostaglandins.2009.12.003. [PMID: 20044024]
  • Paulo I Homem de Bittencourt, Denise J Lagranha, Alexandre Maslinkiewicz, Sueli M Senna, Angela M V Tavares, Lisiane P Baldissera, Daiane R Janner, Joelso S Peralta, Patrícia M Bock, Lucila L P Gutierrez, Gustavo Scola, Thiago G Heck, Maurício S Krause, Lavínia A Cruz, Dulcinéia S P Abdalla, Cláudia J Lagranha, Thais Lima, Rui Curi. LipoCardium: endothelium-directed cyclopentenone prostaglandin-based liposome formulation that completely reverses atherosclerotic lesions. Atherosclerosis. 2007 Aug; 193(2):245-58. doi: 10.1016/j.atherosclerosis.2006.08.049. [PMID: 16996518]
  • Javier Gayarre, David Sánchez, Francisco J Sánchez-Gómez, María C Terrón, Oscar Llorca, Dolores Pérez-Sala. Addition of electrophilic lipids to actin alters filament structure. Biochemical and biophysical research communications. 2006 Nov; 349(4):1387-93. doi: 10.1016/j.bbrc.2006.09.005. [PMID: 16979589]
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  • Angela Kolberg, Tatiana Gomes Rosa, Minéia Taíse Puhl, Gustavo Scola, Daiane da Rocha Janner, Alexandre Maslinkiewicz, Denise Jacques Lagranha, Thiago Gomes Heck, Rui Curi, Paulo Ivo Homem de Bittencourt. Low expression of MRP1/GS-X pump ATPase in lymphocytes of Walker 256 tumour-bearing rats is associated with cyclopentenone prostaglandin accumulation and cancer immunodeficiency. Cell biochemistry and function. 2006 Jan; 24(1):23-39. doi: 10.1002/cbf.1290. [PMID: 16170839]
  • Sonia Brault, Ana Katherine Martinez-Bermudez, Jackson Roberts, Qiao-Ling Cui, Gabriela Fragoso, Sandy Hemdan, Hsueh-Ning Liu, Fernand Gobeil, Christiane Quiniou, Elsa Kermorvant-Duchemin, Christian Lachance, Guillermina Almazan, Daya R Varma, Sylvain Chemtob. Cytotoxicity of the E(2)-isoprostane 15-E(2t)-IsoP on oligodendrocyte progenitors. Free radical biology & medicine. 2004 Aug; 37(3):358-66. doi: 10.1016/j.freeradbiomed.2004.05.007. [PMID: 15223069]
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  • G Deliconstantinos, L Kopeikina, G Ramantanis. PGE2 and PGA2 affect the allosteric properties and the activities of calmodulin-dependent guanylate cyclase and Ca2+-stimulated ATPase of Walker-256 tumour microsomal membranes. Anticancer research. 1989 May; 9(3):fluorescence polarization. doi: . [PMID: 2569856]
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