(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid (BioDeep_00000005606)

Main id: BioDeep_00000628870

Secondary id: BioDeep_00001868510

human metabolite Endogenous


代谢物信息卡片


7-[(1R,2R,3R)-3-hydroxy-5-oxo-2-[(1E)-3-oxooct-1-en-1-yl]cyclopentyl]heptanoic acid

化学式: C20H32O5 (352.2249622)
中文名称: 15-酮前列腺素E1
谱图信息: 最多检出来源 Viridiplantae(plant) 0.35%

分子结构信息

SMILES: CCCCCC(=O)/C=C/[C@@H]1[C@@H](CCCCCCC(=O)O)C(=O)C[C@H]1O
InChI: InChI=1S/C20H32O5/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/h12-13,16-17,19,23H,2-11,14H2,1H3,(H,24,25)/b13-12+/t16-,17-,19-/m1/s1

描述信息

(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid is a substrate for Carbonyl reductase 1.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.
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid is a substrate for Carbonyl reductase 1.

同义名列表

39 个代谢物同义名

7-[(1R,2R,3R)-3-hydroxy-5-oxo-2-[(1E)-3-oxooct-1-en-1-yl]cyclopentyl]heptanoic acid; 7-[(1R,2R,3R)-3-hydroxy-5-oxo-2-[(E)-3-oxooct-1-enyl]cyclopentyl]heptanoic acid; 3-Hydroxy-5-oxo-2-(3-oxo-1-octenyl)-cyclopentaneheptanoic acid; 3-Hydroxy-5-oxo-2-(3-oxo-1-octenyl)-cyclopentaneheptanoate; (11alpha,13E)-11-Hydroxy-9,15-dioxoprost-13-en-1-Oic acid; 15-Ketoprostaglandin e, (5Z,11alpha)-isomer, 2H-labeled; (13E)-11alpha-Hydroxy-9,15-dioxoprost-13-en-1-Oic acid; 1-Hydroxy-9,15-dioxo-(11a,13E)-prost-13-en-1-Oic acid; (11alpha,13E)-11-Hydroxy-9,15-dioxoprost-13-en-1-Oate; (11a,13E)-11-Hydroxy-9,15-dioxoprost-13-en-1-Oic acid; (13E)-11-alpha-Hydroxy-9,15-dioxoprost-13-enoic acid; (13E)-11alpha-Hydroxy-9,15-dioxoprost-13-enoic acid; (13E)-11a-Hydroxy-9,15-dioxoprost-13-en-1-Oic acid; (13E)-11alpha-Hydroxy-9,15-dioxoprost-13-en-1-Oate; (13E)-11Α-hydroxy-9,15-dioxoprost-13-en-1-Oic acid; (11a,13E)-11-Hydroxy-9,15-dioxoprost-13-en-1-Oate; 15-Ketoprostaglandin e, (11alpha,13E)-(+-)-isomer; 1-Hydroxy-9,15-dioxo-(11a,13E)-prost-13-en-1-Oate; (13E)-11-alpha-Hydroxy-9,15-dioxoprost-13-enoate; (13E)-11Α-hydroxy-9,15-dioxoprost-13-enoic acid; (13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid; (13E)-11alpha-Hydroxy-9,15-dioxoprost-13-enoate; (13E)-11Α-hydroxy-9,15-dioxoprost-13-en-1-Oate; (13E)-11a-Hydroxy-9,15-dioxoprost-13-en-1-Oate; 9,15-dioxo-11R-hydroxy-13E-prostaenoic acid; (13E)-11Α-hydroxy-9,15-dioxoprost-13-enoate; (13E)-11a-Hydroxy-9,15-dioxoprost-13-enoate; 9,15-Dioxo-11R-hydroxy-13E-prostaenoate; 15-dehydro-prostaglandin E1; 15-keto-Prostaglandin E1; 15-keto Prostaglandin E1; 15-Ketoprostaglandin e1; 15-Oxoprostaglandin e1; 15-Ketoprostaglandin e; 15-Keto-pge1-alpha; 15-keto-PGE1; 15-Keto pge1; 15-oxo-PGE1; 15-Keto-pge



数据库引用编号

14 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。



文献列表

  • Ksenia M Shestakova, Natalia E Moskaleva, Natalia V Mesonzhnik, Alexey V Kukharenko, Igor V Serkov, Igor I Lyubimov, Elena V Fomina-Ageeva, Vladimir V Bezuglov, Mikhail G Akimov, Svetlana A Appolonova. In Vivo Targeted Metabolomic Profiling of Prostanit, a Novel Anti-PAD NO-Donating Alprostadil-Based Drug. Molecules (Basel, Switzerland). 2020 Dec; 25(24):. doi: 10.3390/molecules25245896. [PMID: 33322104]
  • Julio Mesa, Cristina Alsina, Udo Oppermann, Xavier Parés, Jaume Farrés, Sergio Porté. Human prostaglandin reductase 1 (PGR1): Substrate specificity, inhibitor analysis and site-directed mutagenesis. Chemico-biological interactions. 2015 Jun; 234(?):105-13. doi: 10.1016/j.cbi.2015.01.021. [PMID: 25619643]
  • The Hung Dang, Hye Ja Lee, Eun Sook Yoo, Jongki Hong, Jae Sue Choi, Jee H Jung. The occurrence of 15-keto-prostaglandins in the red alga Gracilaria verrucosa. Archives of pharmacal research. 2010 Sep; 33(9):1325-9. doi: 10.1007/s12272-010-0905-y. [PMID: 20945130]
  • H Sinzinger, I Neumann, J O'Grady, W Rogatti, B A Peskar. Effects of prostaglandin E1 metabolites on the induction of arterial thromboresistance. Prostaglandins & other lipid mediators. 1998 Apr; 55(5-6):265-75. doi: 10.1016/s0090-6980(98)00025-2. [PMID: 9653766]
  • H Schweer, W Cawello, H W Seyberth. Gas chromatography/negative ion chemical ionization triple quadrupole mass spectrometric determination and pharmacokinetics of 11 alpha-hydroxy-9,15-dioxo-2,3,4,5,20-pentanor-19-carboxyprostan oic acid in plasma. Prostaglandins, leukotrienes, and essential fatty acids. 1994 Dec; 51(6):401-5. doi: 10.1016/0952-3278(94)90055-8. [PMID: 7708804]
  • R T Okita, A R Sinning, J R Okita, H H Tai, R R Markwald, J M Bergholte. NAD(+)-dependent 15-hydroxyprostaglandin dehydrogenase: immunochemical characterization of the lung enzyme from pregnant rabbits. Archives of biochemistry and biophysics. 1990 Jun; 279(2):242-8. doi: 10.1016/0003-9861(90)90488-k. [PMID: 2350175]
  • F A Fitzpatrick, W F Liggett, M A Wynalda. Albumin-eicosanoid interactions. A model system to determine their attributes and inhibition. The Journal of biological chemistry. 1984 Mar; 259(5):2722-7. doi: . [PMID: 6698991]
  • R I Clyman, F Mauray, M A Heymann, C Roman. Effect of gestational age on pulmonary metabolism of prostaglandin E1 & E2. Prostaglandins. 1981 Mar; 21(3):505-13. doi: 10.1016/0090-6980(81)90095-2. [PMID: 7232770]
  • R M Kater, N Carulli, F L Iber. Differences in the rate of ethanol metabolism in recently drinking alcoholic and nondrinking subjects. The American journal of clinical nutrition. 1969 Dec; 22(12):1608-17. doi: 10.1093/ajcn/22.12.1608. [PMID: 5362487]