NAV

D-erythrose 4-phosphate

Identification

Generic Name
D-erythrose 4-phosphate
DrugBank Accession Number
DB03937
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 200.0838
Monoisotopic: 200.008589154
Chemical Formula
C4H9O7P
Synonyms
  • 4-O-phosphono-D-erythrose
  • Erythose-4-phosphate
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
U2-dehydro-3-deoxyphosphooctonate aldolaseNot AvailableAquifex aeolicus (strain VF5)
UGlucose-6-phosphate isomeraseNot AvailableHumans
UPhospho-2-dehydro-3-deoxyheptonate aldolaseNot AvailableThermotoga maritima (strain ATCC 43589 / MSB8 / DSM 3109 / JCM 10099)
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
Not Available
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
Not Available
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphated group linked to the carbohydrate unit.
Kingdom
Organic compounds
Super Class
Organic oxygen compounds
Class
Organooxygen compounds
Sub Class
Carbohydrates and carbohydrate conjugates
Direct Parent
Monosaccharide phosphates
Alternative Parents
Monoalkyl phosphates / Beta-hydroxy aldehydes / Alpha-hydroxyaldehydes / Secondary alcohols / 1,2-diols / Organic oxides / Hydrocarbon derivatives
Substituents
1,2-diol / Alcohol / Aldehyde / Aliphatic acyclic compound / Alkyl phosphate / Alpha-hydroxyaldehyde / Beta-hydroxy aldehyde / Carbonyl group / Hydrocarbon derivative / Monoalkyl phosphate
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
erythrose phosphate (CHEBI:48153)
Affected organisms
Not Available

Chemical Identifiers

UNII
2156QF7O8M
CAS number
585-18-2
InChI Key
NGHMDNPXVRFFGS-IUYQGCFVSA-N
InChI
InChI=1S/C4H9O7P/c5-1-3(6)4(7)2-11-12(8,9)10/h1,3-4,6-7H,2H2,(H2,8,9,10)/t3-,4+/m0/s1
IUPAC Name
[(2R,3R)-2,3-dihydroxy-4-oxobutoxy]phosphonic acid
SMILES
[H]C(=O)[C@H](O)[C@H](O)COP(O)(O)=O

References

General References
Not Available
Human Metabolome Database
HMDB0001321
KEGG Compound
C00279
PubChem Compound
122357
PubChem Substance
46505463
ChemSpider
109096
ChEBI
48153
ChEMBL
CHEMBL1232448
ZINC
ZINC000032786787
PDBe Ligand
E4P
Wikipedia
Erythrose_4-phosphate
PDB Entries
1fwt / 1iri / 1ngs / 1rzm / 1u0g / 3s1u / 5xps / 5xu9 / 7wrt

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 Solubility23.7 mg/mLALOGPS
logP-1.9ALOGPS
logP-2.4Chemaxon
logS-0.93ALOGPS
pKa (Strongest Acidic)1.48Chemaxon
pKa (Strongest Basic)-3.6Chemaxon
Physiological Charge-2Chemaxon
Hydrogen Acceptor Count6Chemaxon
Hydrogen Donor Count4Chemaxon
Polar Surface Area124.29 Å2Chemaxon
Rotatable Bond Count5Chemaxon
Refractivity36.29 m3·mol-1Chemaxon
Polarizability15.41 Å3Chemaxon
Number of Rings0Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption-0.793
Blood Brain Barrier+0.9171
Caco-2 permeable-0.772
P-glycoprotein substrateNon-substrate0.7084
P-glycoprotein inhibitor INon-inhibitor0.8502
P-glycoprotein inhibitor IINon-inhibitor0.9524
Renal organic cation transporterNon-inhibitor0.9528
CYP450 2C9 substrateNon-substrate0.8685
CYP450 2D6 substrateNon-substrate0.8506
CYP450 3A4 substrateNon-substrate0.6611
CYP450 1A2 substrateNon-inhibitor0.9255
CYP450 2C9 inhibitorNon-inhibitor0.9193
CYP450 2D6 inhibitorNon-inhibitor0.9282
CYP450 2C19 inhibitorNon-inhibitor0.9061
CYP450 3A4 inhibitorNon-inhibitor0.9521
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9851
Ames testNon AMES toxic0.8356
CarcinogenicityNon-carcinogens0.6513
BiodegradationReady biodegradable0.689
Rat acute toxicity2.0855 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9661
hERG inhibition (predictor II)Non-inhibitor0.9127
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-MS (1 MEOX; 4 TMS)GC-MSsplash10-0a4i-2946000000-9443f2e925fd6a35c72c
GC-MS Spectrum - GC-MS (1 MEOX; 4 TMS)GC-MSsplash10-0a4i-2967000000-d813d71e392e180e1a1a
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-0002-9600000000-9d57877fd2f223b326b3
GC-MS Spectrum - GC-MSGC-MSsplash10-0a4i-2946000000-9443f2e925fd6a35c72c
GC-MS Spectrum - GC-MSGC-MSsplash10-0a4i-2967000000-d813d71e392e180e1a1a
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-0pba-1933000000-ce3489351efc49bf69f3
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-0ka2-2923000000-16fa49e06a727e2d6a47
LC-MS/MS Spectrum - LC-ESI-QTOF , negativeLC-MS/MSsplash10-002b-9000000000-06d71bced6df9b8baad3
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0002-9000000000-8c5831a45e285512ea7c
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-002b-9000000000-cf50c9fa83b1ec096a67
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-9000000000-4f7c75bb721ac148a7fa
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0002-9000000000-6d08b74f631218b1c8b3
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-9000000000-be5e948ffa4e91208ca3
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-001i-9000000000-5ce40e90b743026a7b3d
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-138.3024221
predicted
DarkChem Lite v0.1.0
[M-H]-138.3732221
predicted
DarkChem Lite v0.1.0
[M-H]-132.48193
predicted
DeepCCS 1.0 (2019)
[M+H]+137.9881221
predicted
DarkChem Lite v0.1.0
[M+H]+139.8176221
predicted
DarkChem Lite v0.1.0
[M+H]+134.85301
predicted
DeepCCS 1.0 (2019)
[M+Na]+137.7565221
predicted
DarkChem Lite v0.1.0
[M+Na]+139.0321221
predicted
DarkChem Lite v0.1.0
[M+Na]+140.84038
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. 2-dehydro-3-deoxyphosphooctonate aldolase
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]
Details2. Glucose-6-phosphate isomerase
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Ubiquitin protein ligase binding
Specific Function
Besides it's role as a glycolytic enzyme, mammalian GPI can function as a tumor-secreted cytokine and an angiogenic factor (AMF) that stimulates endothelial cell motility. GPI is also a neurotrophi...
Gene Name
GPI
Uniprot ID
P06744
Uniprot Name
Glucose-6-phosphate isomerase
Molecular Weight
63146.745 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]
Details3. Phospho-2-dehydro-3-deoxyheptonate aldolase
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]

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