6-Phosphonoglucono-D-lactone (BioDeep_00000004625)

 

Secondary id: BioDeep_00001869379

human metabolite PANOMIX_OTCML-2023 Endogenous


代谢物信息卡片


[(2R,3S,4S,5R)-3,4,5-Trihydroxy-6-oxotetrahydro-2H-pyran-2-yl]methyl dihydrogen phosphoric acid

化学式: C6H11O9P (258.01406860000003)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(natural_products) 0.2%

分子结构信息

SMILES: C(C1C(C(C(C(=O)O1)O)O)O)OP(=O)(O)O
InChI: InChI=1S/C6H11O9P/c7-3-2(1-14-16(11,12)13)15-6(10)5(9)4(3)8/h2-5,7-9H,1H2,(H2,11,12,13)/t2-,3-,4+,5-/m0/s1

描述信息

6-phosphonoglucono-d-lactone, also known as D-glucono-1,5-lactone 6-phosphate or 6-pgdl, is a member of the class of compounds known as hexose phosphates. Hexose phosphates are carbohydrate derivatives containing a hexose substituted by one or more phosphate groups. 6-phosphonoglucono-d-lactone is soluble (in water) and a moderately acidic compound (based on its pKa). 6-phosphonoglucono-d-lactone can be found in a number of food items such as chicory leaves, pepper (c. chinense), opium poppy, and green bell pepper, which makes 6-phosphonoglucono-d-lactone a potential biomarker for the consumption of these food products. 6-phosphonoglucono-d-lactone can be found primarily in cellular cytoplasm. 6-phosphonoglucono-d-lactone exists in all living species, ranging from bacteria to humans. In humans, 6-phosphonoglucono-d-lactone is involved in warburg effect, which is a metabolic disorder.
6-phosphoglucono-delta-lactone (d-6PGL) is the immediate product of the Glucose-6-phosphate dehydrogenase (G-6-PD), the first enzyme of the hexose monophosphate pathway. (PMID 3711719). The pentose-phosphate pathway provides reductive power and nucleotide precursors to the cell through oxidative and nonoxidative branches. 6-Phosphogluconolactonase is the second enzyme of the oxidative branch and catalyzes the hydrolysis of 6-phosphogluconolactones, the products of glucose 6-phosphate oxidation by glucose-6-phosphate dehydrogenase. By efficiently catalyzing the hydrolysis of d-6PGL, 6-phosphogluconolactonase prevents the reaction between d-6PGL and intracellular nucleophiles; such a reaction would interrupt the functioning of the pentose-phosphate pathway. (PMID 11457850).

同义名列表

27 个代谢物同义名

[(2R,3S,4S,5R)-3,4,5-Trihydroxy-6-oxotetrahydro-2H-pyran-2-yl]methyl dihydrogen phosphoric acid; [(2R,3S,4S,5R)-3,4,5-Trihydroxy-6-oxotetrahydro-2H-pyran-2-yl]methyl dihydrogen phosphate; {[(2R,3S,4S,5R)-3,4,5-trihydroxy-6-oxooxan-2-yl]methoxy}phosphonic acid; D-Gluconic acid, delta-lactone, 6-(dihydrogen phosphoric acid); 6-(Dihydrogen phosphate)-(8ci)-D-gluconic acid delta-lactone; 6-(Dihydrogen phosphate)-(9ci)-D-gluconic acid delta-lactone; D-Gluconic acid, δ-lactone, 6-(dihydrogen phosphoric acid); D-Gluconic acid, delta-lactone, 6-(dihydrogen phosphate); 6-(Dihydrogen phosphate)-D-gluconic acid delta-lactone; D-Gluconate, delta-lactone, 6-(dihydrogen phosphate); D-Gluconate, δ-lactone, 6-(dihydrogen phosphate); 6-O-phosphonato-D-glucono-1,5-lactone dianion; D-Glucono-1,5-lactone 6-phosphoric acid; D-Glucono-delta-lactone-6-phosphate; D-6-Phospho-glucono-delta-lactone; D-Glucono-1,5-lactone 6-phosphate; D-6-Phosphoglucono-delta-lactone; delta-Gluconolactone 6-phosphate; 6-Phosphonoglucono-delta-lactone; 6-phospho D-glucono-1,5-lactone; 6-Phospho-D-glucono-1,5-lactone; 6-Phosphoglucono-delta-lactone; 6-Phosphonoglucono-δ-lactone; 6-Phosphonoglucono-D-lactone; 6-Phosphogluconolactone; p-Gluconolactone; 6-PGDL



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(13)

BioCyc(2)

PlantCyc(0)

代谢反应

150 个相关的代谢反应过程信息。

Reactome(130)

BioCyc(8)

WikiPathways(4)

Plant Reactome(0)

INOH(1)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(7)

  • Warburg Effect: L-Glutamic acid + NAD + Water ⟶ Ammonia + NADH + Oxoglutaric acid
  • Pentose Phosphate Pathway: D-Glyceraldehyde 3-phosphate + Fructose 6-phosphate ⟶ D-Erythrose 4-phosphate + Xylulose 5-phosphate
  • Warburg Effect: L-Glutamic acid + NAD + Water ⟶ Ammonia + NADH + Oxoglutaric acid
  • Warburg Effect: L-Glutamine + Water ⟶ Ammonia + L-Glutamic acid
  • Warburg Effect: L-Glutamine + Water ⟶ Ammonia + L-Glutamic acid
  • Warburg Effect: L-Glutamine + Water ⟶ Ammonia + L-Glutamic acid
  • Warburg Effect: L-Glutamine + Water ⟶ Ammonia + L-Glutamic acid

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

  • Paduru Yadagiri Reddy, Nappan Veettil Giridharan, Geereddy Bhanuprakash Reddy. Activation of sorbitol pathway in metabolic syndrome and increased susceptibility to cataract in Wistar-Obese rats. Molecular vision. 2012; 18(?):495-503. doi: ". [PMID: 22393276]
  • Huawu Jiang, Pingzhi Wu, Sheng Zhang, Chi Song, Yaping Chen, Meiru Li, Yongxia Jia, Xiaohua Fang, Fan Chen, Guojiang Wu. Global analysis of gene expression profiles in developing physic nut (Jatropha curcas L.) seeds. PloS one. 2012; 7(5):e36522. doi: 10.1371/journal.pone.0036522. [PMID: 22574177]
  • Ivi C Tsantili, M Nazmul Karim, Maria I Klapa. Quantifying the metabolic capabilities of engineered Zymomonas mobilis using linear programming analysis. Microbial cell factories. 2007 Mar; 6(?):8. doi: 10.1186/1475-2859-6-8. [PMID: 17349037]