Phosphoenolpyruvate (BioCAD00000016245)

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Metabolite Card

Formula: C3H5O6P (167.9824)
SMILES: OC(=O)C(=C)OP(O)(O)=O

Synonyms [en]

phosphoenolpyruvate; Phosphoenolpyruvic acid; PEP; 2-PHOSPHOENOLPYRUVIC ACID; 2-(phosphonooxy)prop-2-enoic acid; 2-(phosphonooxy)-2-propenoate

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

Phosphoenolpyruvate. 数据之源，洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/(-)-arctiin (retrieved 2026-01-03) (CAD Registry RN: BioCAD00000016245). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

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).

Cytoplasm Mitochondria
Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 138-08-9
  • CAS Registry Number: 19475-26-4
  • CAS Registry Number: 4265-07-0
  • CAS Registry Number: 5541-93-5
  • PubChem: 1005
  • PubChem: 3374
  • ChEBI: ChEBI:18021
  • ChEBI: ChEBI:26055
  • ChEBI: ChEBI:44897
  • HMDB: HMDB0000263
  • KEGG: C00074
  • NCBI MeSH: Phosphoenolpyruvate
  • Wikipedia: Phosphoenolpyruvic_acid
  • DrugBank: DB01819
  • RefMet: RM0060576
  • MoNA: CCMSLIB00000578218
  • MoNA: CCMSLIB00000578220
  • MoNA: CCMSLIB00005464195
  • MoNA: EMBL-MCF_spec49099
  • MoNA: EMBL_MCF_2_0_HRMS_Library000354
  • MoNA: EMBL_MCF_2_0_HRMS_Library000355
  • MoNA: FiehnHILIC000686
  • MoNA: FiehnHILIC001446
  • MoNA: HMDB0000263_ms_ms_457
  • MoNA: HMDB0000263_ms_ms_458
  • MoNA: HMDB0000263_ms_ms_459
  • MoNA: KNA00134
  • MoNA: KNA00366
  • MoNA: KNA00744
  • MoNA: KNA00745
  • MoNA: KNA00746
  • MoNA: KNA00747
  • MoNA: KO001571
  • MoNA: KO001572
  • MoNA: KO001573
  • MoNA: KO001574
  • MoNA: KO001575
  • MoNA: KO003676
  • MoNA: KO003677
  • MoNA: KO003678
  • MoNA: KO003679
  • MoNA: KO003680
  • MoNA: MoNA024102
  • MoNA: MoNA024108
  • MoNA: MoNA035747
  • MoNA: MoNA035748
  • MoNA: MoNA035749
  • MoNA: MoNA037866
  • MoNA: OUF00422
  • MoNA: PR100724
  • MoNA: PS062101
  • MoNA: PS062104
  • Metlin: METLIN_152
  • Coconut NaturalProduct: CNP0261818.0
  • Coconut NaturalProduct: CNP0495507.0

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R00199 2.7.9.2 ATP:pyruvate,water phosphotransferase
KEGG:R00200 2.7.1.40 ATP:pyruvate 2-O-phosphotransferase
KEGG:R00206 2.7.9.1 ATP:pyruvate,phosphate phosphotransferase
KEGG:R00208 3.1.3.60 phosphoenolpyruvate phosphohydrolase
KEGG:R00341 4.1.1.49 ATP:oxaloacetate carboxy-lyase (transphosphorylating;phosphoenolpyruvate-forming)
KEGG:R00345 4.1.1.31 phosphate:oxaloacetate carboxy-lyase (adding phosphate;phosphoenolpyruvate-forming)
KEGG:R00346 4.1.1.38 diphosphate:oxaloacetate carboxy-lyase (transphosphorylating;phosphoenolpyruvate-forming);
KEGG:R00430 2.7.1.40 GTP:pyruvate 2-O-phosphotransferase
KEGG:R00431 4.1.1.32 GTP:oxaloacetate carboxy-lyase (adding GTP;phosphoenolpyruvate-forming);
KEGG:R00572 2.7.1.40 CTP:pyruvate 2-O-phosphotransferase
KEGG:R00658 4.2.1.11 2-phospho-D-glycerate hydro-lyase (phosphoenolpyruvate-forming)
KEGG:R00659 2.7.1.40 UTP:pyruvate 2-O-phosphotransferase
KEGG:R00660 2.5.1.7 phosphoenolpyruvate:UDP-N-acetyl-D-glucosamine 1-carboxyvinyl-transferase
KEGG:R00661 5.4.2.9 phosphoenolpyruvate 2,3-phosphonomutase
KEGG:R00724 2.7.1.40 ITP:pyruvate 2-O-phosphotransferase
KEGG:R00726 4.1.1.32 ITP:oxaloacetate carboxy-lyase (adding ITP; phosphoenolpyruvate-forming);
KEGG:R01012 2.7.1.121 phosphoenolpyruvate:glycerone phosphotransferase
KEGG:R01138 2.7.1.40 dATP:pyruvate 2-O-phosphotransferase
KEGG:R01804 2.5.1.56 phosphoenolpyruvate:N-acetyl-D-mannosamine C-(1-carboxyvinyl)transferase (phosphate-hydrolysing, 2-carboxy-2-oxoethyl-forming)
KEGG:R01826 2.5.1.54 phosphoenolpyruvate:D-erythrose-4-phosphate C-(1-carboxyvinyl)transferase (phosphate hydrolysing, 2-carboxy-2-oxoethyl-forming)
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Organism Source

Taxonomy Source

  1. Alnus cordata [ncbi taxid: 109058]
  2. Aloe deltoideodonta [ncbi taxid: 210940]
  3. Bauhinia purpurea [ncbi taxid: 3806]
  4. Citrullus lanatus [ncbi taxid: 3654]
  5. Crinum latifolium [ncbi taxid: 209099]
  6. Elmerrillia papuana [ncbi taxid: ]
  7. Escherichia coli [ncbi taxid: 562]
  8. Goldfussia yunnanensis [ncbi taxid: ]
  9. Homo sapiens [ncbi taxid: 9606]
  10. Laurentia longiflora [ncbi taxid: ]
  11. Leitneria floridana [ncbi taxid: 83908]
  12. Lepraria citrina [ncbi taxid: ]
  13. Notholaena aschenborniana [ncbi taxid: 451087]
  14. Oryza sativa [ncbi taxid: 4530]
  15. Petrosia hebes [ncbi taxid: ]
  16. Purpura aperta [ncbi taxid: ]
  17. Saccharomyces cerevisiae [ncbi taxid: 4932]
  18. Streptomyces hygroscopicus [ncbi taxid: 1912]
  19. Streptomyces wedmorensis [ncbi taxid: 43759]
  20. Syphonota geographica [ncbi taxid: 356483]
  21. Tetrahymena pyriformis [ncbi taxid: 5908]
  22. Thermopsis mollis [ncbi taxid: 2805045]

Pathway Synthetic

pathway id name
BioCyc:LEISH_PWY3IU-99 superpathway of central carbon metabolism
BioCyc:LEISH_GLYCOLYSIS glycolysis I
BioCyc:LEISH_GLUCONEO-PWY gluconeogenesis I
BioCyc:TRYPANO_PWY-3801 sucrose degradation to ethanol and lactate (anaerobic)
BioCyc:TRYPANO_PWY-561 superpathway of glyoxylate cycle
BioCyc:TRYPANO_ANARESP1-PWY respiration (anaerobic)
BioCyc:TRYPANO_GLYCOLYSIS-TCA-GLYOX-BYPASS superpathway of glycolysis, pyruvate dehydrogenase, TCA, and glyoxylate bypass
BioCyc:CALBI_COMPLETE-ARO-PWY superpathway of phenylalanine, tyrosine and tryptophan biosynthesis
BioCyc:LEISH_PWY3IU-0 succinic fermentation pathway
BioCyc:LEISH_PWY3IU-61 superpathway of glycolysis, pyruvate dehydrogenase and TCA cycle
BioCyc:TRYPANO_GLYCOLYSIS-E-D superpathway of glycolysis and Entner-Doudoroff
BioCyc:TRYPANO_PWY-5484 glycolysis II
BioCyc:TRYPANO_P122-PWY heterolactic fermentation
BioCyc:TRYPANO_PEP-LIPA-SYN-PWY peptidoglycan and lipid A precursor biosynthesis
BioCyc:TRYPANO_PWY-6387 UDP-N-acetylmuramoyl-pentapeptide biosynthesis III (meso-DAP-containing)
BioCyc:TRYPANO_GLUCONEO-PWY gluconeogenesis I
BioCyc:CALBI_ARO-PWY chorismate biosynthesis
BioCyc:CALBI_GLUCONEO-PWY gluconeogenesis
BioCyc:LEISH_ANARESP1-PWY respiration (anaerobic)
BioCyc:TRYPANO_PWY-1622 formaldehyde assimilation I (serine pathway)
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