Phosphoenolpyruvic acid (BioDeep_00000001640)

 

Secondary id: BioDeep_00000400436, BioDeep_00000405231, BioDeep_00000415799

natural product human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite BioNovoGene_Lab2019


代谢物信息卡片


Phosphoenolpyruvic Acid Trisodium Salt monohydrate

化学式: C3H5O6P (167.9824)
中文名称: 磷烯醇丙酮酸, 磷烯醇丙酮酸 单钾盐, 磷烯醇丙酮酸 三钠盐 水合物, 磷酸烯醇式丙酮酸
谱图信息: 最多检出来源 Homo sapiens(blood) 13.41%

分子结构信息

SMILES: C=C(C(=O)O)OP(=O)(O)O
InChI: InChI=1S/C3H5O6P/c1-2(3(4)5)9-10(6,7)8/h1H2,(H,4,5)(H2,6,7,8)

描述信息

Phosphoenolpyruvate, also known as pep or 2-(phosphonooxy)-2-propenoic acid, is a member of the class of compounds known as phosphate esters. Phosphate esters are organic compounds containing phosphoric acid ester functional group, with the general structure R1P(=O)(R2)OR3. R1,R2 = O,N, or halogen atom; R3 = organyl group. Phosphoenolpyruvate is soluble (in water) and an extremely strong acidic compound (based on its pKa). Phosphoenolpyruvate can be found in a number of food items such as okra, endive, chestnut, and dandelion, which makes phosphoenolpyruvate a potential biomarker for the consumption of these food products. Phosphoenolpyruvate can be found primarily in blood, cellular cytoplasm, and saliva, as well as in human prostate tissue. Phosphoenolpyruvate exists in all living species, ranging from bacteria to humans. In humans, phosphoenolpyruvate is involved in several metabolic pathways, some of which include glycolysis, amino sugar metabolism, gluconeogenesis, and glycogenosis, type IC. Phosphoenolpyruvate is also involved in several metabolic disorders, some of which include glycogen storage disease type 1A (GSD1A) or von gierke disease, salla disease/infantile sialic acid storage disease, phosphoenolpyruvate carboxykinase deficiency 1 (PEPCK1), and pyruvate dehydrogenase complex deficiency. Phosphoenolpyruvate (2-phosphoenolpyruvate, PEP) as the ester derived from the enol of pyruvate and phosphate. It exists as an anion; the parent acid, which is only of theoretical interest, is phosphoenolpyruvic acid. PEP is an important intermediate in biochemistry. It has the highest-energy phosphate bond found (−61.9 kJ/mol) in living organisms, and is involved in glycolysis and gluconeogenesis. In plants, it is also involved in the biosynthesis of various aromatic compounds, and in carbon fixation; in bacteria, it is also used as the source of energy for the phosphotransferase system .
Phosphoenolpyruvate (PEP) is an important chemical compound in biochemistry. It has a high energy phosphate bond, and is involved in glycolysis and gluconeogenesis. In glycolysis, PEP is formed by the action of the enzyme enolase on 2-phosphoglycerate. Metabolism of PEP to pyruvate by pyruvate kinase (PK) generates 1 molecule of adenosine triphosphate (ATP) via substrate-level phosphorylation. ATP is one of the major currencies of chemical energy within cells. In gluconeogenesis, PEP is formed from the decarboxylation of oxaloacetate and hydrolysis of 1 guanosine triphosphate molecule. This reaction is catalyzed by the enzyme phosphoenolpyruvate carboxykinase (PEPCK). This reaction is a rate-limiting step in gluconeogenesis. (wikipedia).
[Spectral] Phosphoenolpyruvate (exact mass = 167.98237) and 6-Phospho-D-gluconate (exact mass = 276.02463) were not completely separated on HPLC under the present analytical conditions as described in AC$XXX. Additionally some of the peaks in this data contains dimers and other unidentified ions.
Acquisition and generation of the data is financially supported in part by CREST/JST.
KEIO_ID P007

同义名列表

18 个代谢物同义名

Phosphoenolpyruvic Acid Trisodium Salt monohydrate; 2-Hydroxy-acrylic acid dihydrogen phosphate; 2-dihydroxyphosphinoyloxyacrylic acid; 2-(Phosphonooxy)-2-propenoic acid; 2-(phosphonooxy)prop-2-enoic acid; 2-Phosphonooxyprop-2-enoic acid; 2-(Phosphonooxy)-2-propenoate; 2-Phosphonooxyprop-2-enoate; 2-PHOSPHOENOLPYRUVIC ACID; Phosphoenolpyruvic acid; 2-PHOSPHOENOLPYRUVate; phosphoenol pyruvate; phosphoenolpyruvate; PEP (phosphate); p-enol-Pyruvate; PEP; Phosphoenolpyruvate; Phosphoenolpyruvic acid



数据库引用编号

44 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(10)

PlantCyc(0)

代谢反应

160 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(27)

WikiPathways(6)

Plant Reactome(0)

INOH(6)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(121)

PharmGKB(0)

39 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 12 AKT1, ENO1, FH, G6PD, GCK, GK, GLUL, PC, PCK1, PKM, PPARG, PRKX
Peripheral membrane protein 2 G6PD, GCK
Endoplasmic reticulum membrane 1 TKT
Nucleus 10 AKT1, CS, ENO1, FH, GCK, GK, GLUL, PKM, PPARG, PRKX
cytosol 13 AKT1, ENO1, FH, G6PD, GCK, GK, GLUL, GPT, PC, PCK1, PKM, PPARG, TKT
nuclear body 1 TKT
nucleoplasm 5 AKT1, GCK, PPARG, PRKX, TKT
RNA polymerase II transcription regulator complex 1 PPARG
Cell membrane 4 AKT1, ENO1, GLUL, TKT
Lipid-anchor 1 GLUL
lamellipodium 1 AKT1
Golgi apparatus membrane 1 GCK
cell cortex 2 AKT1, ENO1
cell surface 2 ENO1, PLG
glutamatergic synapse 2 AKT1, PLG
Golgi membrane 2 GCK, INS
postsynapse 1 AKT1
Cytoplasm, cytosol 4 G6PD, GK, GLUL, PCK1
plasma membrane 6 AKT1, ENO1, GCG, GLUL, PLG, TKT
Membrane 4 AKT1, CS, ENO1, G6PD
apical plasma membrane 1 TKT
basolateral plasma membrane 1 GCK
extracellular exosome 11 CS, ENO1, FH, G6PD, GK, GLUL, GPT, PCK1, PKM, PLG, TKT
endoplasmic reticulum 2 GLUL, PCK1
extracellular space 4 ENO1, GCG, INS, PLG
perinuclear region of cytoplasm 1 PPARG
Schaffer collateral - CA1 synapse 1 PLG
mitochondrion 8 CS, FH, GCK, GK, GLUL, PC, PCK2, PKM
protein-containing complex 1 AKT1
intracellular membrane-bounded organelle 2 G6PD, PPARG
Single-pass type I membrane protein 1 TKT
Secreted 3 GCG, INS, PLG
extracellular region 4 GCG, INS, PKM, PLG
cytoplasmic side of plasma membrane 1 G6PD
Mitochondrion outer membrane 1 GK
Single-pass membrane protein 1 GK
mitochondrial outer membrane 1 GK
Mitochondrion matrix 2 CS, PC
mitochondrial matrix 4 CS, FH, PC, PCK2
centriolar satellite 1 G6PD
external side of plasma membrane 1 PLG
Extracellular vesicle 1 PKM
actin cytoskeleton 1 TKT
microtubule cytoskeleton 1 AKT1
cell-cell junction 1 AKT1
vesicle 3 AKT1, PKM, TKT
focal adhesion 1 TKT
spindle 1 AKT1
Peroxisome 1 TKT
Mitochondrion intermembrane space 1 AKT1
mitochondrial intermembrane space 1 AKT1
collagen-containing extracellular matrix 2 PKM, PLG
nuclear outer membrane 1 ENO1
receptor complex 2 PPARG, TKT
ciliary basal body 1 AKT1
cilium 1 PKM
chromatin 1 PPARG
Chromosome 1 FH
blood microparticle 1 PLG
Basolateral cell membrane 1 GCK
site of double-strand break 1 FH
endosome lumen 1 INS
Cytoplasm, myofibril, sarcomere, M line 1 ENO1
M band 1 ENO1
cell body 1 GLUL
[Isoform 4]: Cytoplasm, cytosol 1 GK
Microsome 1 GLUL
ficolin-1-rich granule lumen 1 PKM
secretory granule lumen 3 GCG, INS, PKM
Golgi lumen 1 INS
endoplasmic reticulum lumen 2 GCG, INS
platelet alpha granule lumen 1 PLG
transport vesicle 1 INS
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
Rough endoplasmic reticulum 1 PKM
glial cell projection 1 GLUL
[Glucagon-like peptide 1]: Secreted 1 GCG
phosphopyruvate hydratase complex 1 ENO1
[Isoform Mitochondrial]: Mitochondrion 1 FH
[Isoform Cytoplasmic]: Cytoplasm, cytosol 1 FH
[Isoform M2]: Cytoplasm 1 PKM
[Isoform M1]: Cytoplasm 1 PKM
[Isoform 3]: Mitochondrion outer membrane 1 GK


文献列表

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