Phosphoenolpyruvate

Identification

Generic Name
Phosphoenolpyruvate
DrugBank Accession Number
DB01819
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 168.042
Monoisotopic: 167.982374404
Chemical Formula
C3H5O6P
Synonyms
Not Available

Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
U2-dehydro-3-deoxyphosphooctonate aldolaseNot AvailableShigella flexneri
UBeta-enolaseNot AvailableHumans
UPhosphoenolpyruvate carboxykinase, cytosolic [GTP]Not AvailableHumans
U2-dehydro-3-deoxyphosphooctonate aldolaseNot AvailableAquifex aeolicus (strain VF5)
UPhospho-2-dehydro-3-deoxyheptonate aldolaseNot AvailableThermotoga maritima (strain ATCC 43589 / MSB8 / DSM 3109 / JCM 10099)
UPhospho-2-dehydro-3-deoxyheptonate aldolase, Phe-sensitiveNot AvailableEscherichia coli (strain K12)
UCapsule biosynthesis proteinNot AvailableNeisseria meningitidis
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
PathwayCategory
Glycogen Storage Disease Type 1A (GSD1A) or Von Gierke DiseaseDisease
Fructose-1,6-diphosphatase DeficiencyDisease
Triosephosphate IsomeraseDisease
Fanconi-Bickel SyndromeDisease
Warburg EffectMetabolic
GlycolysisMetabolic
Amino Sugar MetabolismMetabolic
Glycogenosis, Type VII. Tarui DiseaseDisease
G(M2)-Gangliosidosis: Variant B, Tay-Sachs DiseaseDisease
Pyruvate Kinase DeficiencyDisease
Phosphoenolpyruvate Carboxykinase Deficiency 1 (PEPCK1)Disease
Glycogenosis, Type IBDisease
Pyruvate MetabolismMetabolic
GluconeogenesisMetabolic
Leigh SyndromeDisease
Pyruvate Dehydrogenase Complex DeficiencyDisease
Sialuria or French Type SialuriaDisease
Sialuria or French Type SialuriaDisease
Salla Disease/Infantile Sialic Acid Storage DiseaseDisease
Pyruvate Decarboxylase E1 Component Deficiency (PDHE1 Deficiency)Disease
Tay-Sachs DiseaseDisease
Primary Hyperoxaluria II, PH2Disease
Glycogenosis, Type ICDisease
Glycogenosis, Type IA. Von Gierke DiseaseDisease
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as phosphate esters. These 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.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Organic phosphoric acids and derivatives
Sub Class
Phosphate esters
Direct Parent
Phosphate esters
Alternative Parents
Monocarboxylic acids and derivatives / Carboxylic acids / Organic oxides / Hydrocarbon derivatives / Carbonyl compounds
Substituents
Aliphatic acyclic compound / Carbonyl group / Carboxylic acid / Carboxylic acid derivative / Hydrocarbon derivative / Monocarboxylic acid or derivatives / Organic oxide / Organic oxygen compound / Organooxygen compound / Phosphoric acid ester
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
monocarboxylic acid, carboxyalkyl phosphate (CHEBI:44897)
Affected organisms
Not Available

Chemical Identifiers

UNII
545YL308OW
CAS number
138-08-9
InChI Key
DTBNBXWJWCWCIK-UHFFFAOYSA-N
InChI
InChI=1S/C3H5O6P/c1-2(3(4)5)9-10(6,7)8/h1H2,(H,4,5)(H2,6,7,8)
IUPAC Name
2-(phosphonooxy)prop-2-enoic acid
SMILES
OC(=O)C(=C)OP(O)(O)=O

References

Synthesis Reference

Naotaka Hamasaki, Hirotaka Kawamura, Norio Ohtsu, Ichiro Nakakoshi, Kikuo Ataka, Kiyosi Oomori, Masahiko Kouno, "Process for preparing monosodium phosphoenolpyruvate." U.S. Patent US4874882, issued October, 1984.

US4874882
General References
Not Available
Human Metabolome Database
HMDB0000263
KEGG Compound
C00074
PubChem Compound
1005
PubChem Substance
46506098
ChemSpider
980
BindingDB
50366413
ChEBI
44897
ChEMBL
CHEMBL1235228
ZINC
ZINC000003870145
PDBe Ligand
PEP
Wikipedia
Phosphoenolpyruvate
PDB Entries
1fwn / 1fws / 1fwt / 1fww / 1fxq / 1g7u / 1hfb / 1jcy / 1kfl / 1khf
show 103 more

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility13.2 mg/mLALOGPS
logP-1.2ALOGPS
logP-0.64Chemaxon
logS-1.1ALOGPS
pKa (Strongest Acidic)0.76Chemaxon
Physiological Charge-3Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area104.06 Å2Chemaxon
Rotatable Bond Count3Chemaxon
Refractivity30.13 m3·mol-1Chemaxon
Polarizability11.57 Å3Chemaxon
Number of Rings0Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption-0.9135
Blood Brain Barrier+0.9346
Caco-2 permeable-0.7662
P-glycoprotein substrateNon-substrate0.7679
P-glycoprotein inhibitor INon-inhibitor0.8508
P-glycoprotein inhibitor IINon-inhibitor0.9478
Renal organic cation transporterNon-inhibitor0.9503
CYP450 2C9 substrateNon-substrate0.85
CYP450 2D6 substrateNon-substrate0.8598
CYP450 3A4 substrateNon-substrate0.6615
CYP450 1A2 substrateNon-inhibitor0.8775
CYP450 2C9 inhibitorNon-inhibitor0.8642
CYP450 2D6 inhibitorNon-inhibitor0.9013
CYP450 2C19 inhibitorNon-inhibitor0.8336
CYP450 3A4 inhibitorNon-inhibitor0.9346
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9688
Ames testNon AMES toxic0.8063
CarcinogenicityCarcinogens 0.5
BiodegradationNot ready biodegradable0.6059
Rat acute toxicity2.6225 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9624
hERG inhibition (predictor II)Non-inhibitor0.937
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies)GC-MSsplash10-0292-0962000000-44d3914b4e07e5c50e3f
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-0002-9200000000-ae9d81fc88a98f678268
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-0292-0962000000-44d3914b4e07e5c50e3f
MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)LC-MS/MSsplash10-0udr-1900000000-9a4f5554af9a717d99c7
MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)LC-MS/MSsplash10-000x-9200000000-6cdc15f3daa25fc41655
MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)LC-MS/MSsplash10-001i-9100000000-39e22409d6d924a774f1
LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , PositiveLC-MS/MSsplash10-00xu-0912000000-ad1823470675975d5ff0
LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , PositiveLC-MS/MSsplash10-0udi-0900000000-1f5b761ce5fa374b0f8e
LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , PositiveLC-MS/MSsplash10-000i-9000000000-d279f0ca2accb130181f
LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , PositiveLC-MS/MSsplash10-0002-0920000000-f084dccf78e11c8760d7
LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , PositiveLC-MS/MSsplash10-00lr-0911000000-7fa833698210746c838f
LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , PositiveLC-MS/MSsplash10-000i-9000000000-62e28301f20b08971b78
LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , PositiveLC-MS/MSsplash10-0udi-0900000000-25f970898112f7b89898
LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , PositiveLC-MS/MSsplash10-0002-0930000000-58691b23d317c2418c33
LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , NegativeLC-MS/MSsplash10-00p0-0493110000-9d61bb13ab5261fdf9fd
LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , NegativeLC-MS/MSsplash10-004i-9100000000-db409b3cfa9ebabbcb58
LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , NegativeLC-MS/MSsplash10-0a4j-5090000000-1ee56bc4866301d4bf2e
LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , NegativeLC-MS/MSsplash10-0a4i-0090000000-bce08b01d44391bfecad
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, NegativeLC-MS/MSsplash10-016r-7900000000-ffd3b8dcd65aaea26ac3
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, NegativeLC-MS/MSsplash10-004i-9000000000-ceae3587b1e7d8b3da27
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, NegativeLC-MS/MSsplash10-004i-9000000000-701a17330cd18255d625
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, NegativeLC-MS/MSsplash10-004i-9000000000-a4178ce4951e2c3dba7b
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, NegativeLC-MS/MSsplash10-004i-9000000000-9d0421620a7aaa9ef33f
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, PositiveLC-MS/MSsplash10-0k9i-1900000000-fb12ade375a7ac97f150
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, PositiveLC-MS/MSsplash10-0f76-8900000000-7f57e6a8e72e5992cd88
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, PositiveLC-MS/MSsplash10-000j-9300000000-c02bca019150d572b3bc
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, PositiveLC-MS/MSsplash10-05bf-9200000000-73fa5ca52ecc17bac380
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, PositiveLC-MS/MSsplash10-0079-9300000000-231346190165f44f28dc
LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , NegativeLC-MS/MSsplash10-004i-9100000000-33b795aea615bc3ef7fc
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-016r-7900000000-ffd3b8dcd65aaea26ac3
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-004i-9000000000-ceae3587b1e7d8b3da27
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-004i-9000000000-701a17330cd18255d625
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-004i-9000000000-a4178ce4951e2c3dba7b
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-004i-9000000000-9d0421620a7aaa9ef33f
LC-MS/MS Spectrum - LC-ESI-ITFT , negativeLC-MS/MSsplash10-004i-9100000000-db409b3cfa9ebabbcb58
LC-MS/MS Spectrum - LC-ESI-ITFT , negativeLC-MS/MSsplash10-0a4j-5090000000-1ee56bc4866301d4bf2e
LC-MS/MS Spectrum - LC-ESI-ITFT , negativeLC-MS/MSsplash10-0a4i-0090000000-bce08b01d44391bfecad
LC-MS/MS Spectrum - LC-ESI-QTOF , negativeLC-MS/MSsplash10-004i-9100000000-33b795aea615bc3ef7fc
MS/MS Spectrum - , negativeLC-MS/MSsplash10-00di-0900000000-5200e24d9bacedeb3612
MS/MS Spectrum - , negativeLC-MS/MSsplash10-004i-9000000000-64c7b0a6d679df615962
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-0k9i-1900000000-fb12ade375a7ac97f150
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-0f76-8900000000-7f57e6a8e72e5992cd88
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-000j-9300000000-c02bca019150d572b3bc
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-05bf-9200000000-73fa5ca52ecc17bac380
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-0079-9300000000-231346190165f44f28dc
LC-MS/MS Spectrum - LC-ESI-ITFT , positiveLC-MS/MSsplash10-0udi-0900000000-7efb465a1469d977ab37
LC-MS/MS Spectrum - LC-ESI-ITFT , positiveLC-MS/MSsplash10-0udi-0900000000-25f970898112f7b89898
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0udi-0900000000-6f5c94bb6cad72dc1117
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-9000000000-7c37286caf976408dad1
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0ff0-9700000000-2f1fa6d6eebb52c5a15b
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-9000000000-4ce83d0afbb50b3123c0
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-9000000000-4ce83d0afbb50b3123c0
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-001i-9000000000-4ee65cc2b629302cf2ab
1H NMR Spectrum1D NMRNot Applicable
1H NMR Spectrum1D NMRNot Applicable
13C NMR Spectrum1D NMRNot Applicable
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
[1H,1H] 2D NMR Spectrum2D NMRNot Applicable
[1H,13C] 2D NMR Spectrum2D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-131.2146368
predicted
DarkChem Lite v0.1.0
[M-H]-133.3977368
predicted
DarkChem Lite v0.1.0
[M-H]-131.7620368
predicted
DarkChem Lite v0.1.0
[M-H]-118.22604
predicted
DeepCCS 1.0 (2019)
[M+H]+121.805046
predicted
DeepCCS 1.0 (2019)
[M+Na]+130.58281
predicted
DeepCCS 1.0 (2019)

Targets

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insights and accelerate drug research.
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Kind
Protein
Organism
Shigella flexneri
Pharmacological action
Unknown
General Function
3-deoxy-8-phosphooctulonate synthase activity
Specific Function
Not Available
Gene Name
kdsA
Uniprot ID
P0A716
Uniprot Name
2-dehydro-3-deoxyphosphooctonate aldolase
Molecular Weight
30832.485 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Phosphopyruvate hydratase activity
Specific Function
Appears to have a function in striated muscle development and regeneration.
Gene Name
ENO3
Uniprot ID
P13929
Uniprot Name
Beta-enolase
Molecular Weight
46986.485 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]
  3. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Phosphoenolpyruvate carboxykinase (gtp) activity
Specific Function
Catalyzes the conversion of oxaloacetate (OAA) to phosphoenolpyruvate (PEP), the rate-limiting step in the metabolic pathway that produces glucose from lactate and other precursors derived from the...
Gene Name
PCK1
Uniprot ID
P35558
Uniprot Name
Phosphoenolpyruvate carboxykinase, cytosolic [GTP]
Molecular Weight
69193.975 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]
Kind
Protein
Organism
Aquifex aeolicus (strain VF5)
Pharmacological action
Unknown
General Function
3-deoxy-8-phosphooctulonate synthase activity
Specific Function
Not Available
Gene Name
kdsA
Uniprot ID
O66496
Uniprot Name
2-dehydro-3-deoxyphosphooctonate aldolase
Molecular Weight
29734.17 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]
Kind
Protein
Organism
Thermotoga maritima (strain ATCC 43589 / MSB8 / DSM 3109 / JCM 10099)
Pharmacological action
Unknown
General Function
Aldehyde-lyase activity
Specific Function
Catalyzes the condensation of phosphoenolpyruvate (PEP) and D-erythrose-4-phosphate (E4P) giving rise to 3-deoxy-D-arabino-heptulosonate-7-phosphate (DAHP).
Gene Name
aroF
Uniprot ID
Q9WYH8
Uniprot Name
Phospho-2-dehydro-3-deoxyheptonate aldolase
Molecular Weight
37377.805 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]
Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
Unknown
General Function
Identical protein binding
Specific Function
Stereospecific condensation of phosphoenolpyruvate (PEP) and D-erythrose-4-phosphate (E4P) giving rise to 3-deoxy-D-arabino-heptulosonate-7-phosphate (DAHP).
Gene Name
aroG
Uniprot ID
P0AB91
Uniprot Name
Phospho-2-dehydro-3-deoxyheptonate aldolase, Phe-sensitive
Molecular Weight
38009.165 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]
Kind
Protein
Organism
Neisseria meningitidis
Pharmacological action
Unknown
General Function
Metal ion binding
Specific Function
Not Available
Gene Name
synC
Uniprot ID
Q57265
Uniprot Name
Capsule biosynthesis protein
Molecular Weight
38347.39 Da

Transporters

Kind
Protein
Organism
Humans
Pharmacological action
Unknown
Actions
Inhibitor
General Function
Sodium-independent organic anion transmembrane transporter activity
Specific Function
May mediate the release of newly synthesized prostaglandins from cells, the transepithelial transport of prostaglandins, and the clearance of prostaglandins from the circulation. Transports PGD2, a...
Gene Name
SLCO2A1
Uniprot ID
Q92959
Uniprot Name
Solute carrier organic anion transporter family member 2A1
Molecular Weight
70043.33 Da
References
  1. Chan BS, Endo S, Kanai N, Schuster VL: Identification of lactate as a driving force for prostanoid transport by prostaglandin transporter PGT. Am J Physiol Renal Physiol. 2002 Jun;282(6):F1097-102. [Article]

Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52