Showing Compound Card for D-Erythrose 4-phosphate (CDB005160)

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IdentificationTaxonomyOntologyPhysical propertiesSpectraProtein targetPathwaysConcentrationsLinksReferencesenzymes (7) Show 9 proteinsXML
Record Information
Version1.0
Created at2020-04-17 19:15:22 UTC
Updated at2020-11-18 16:39:27 UTC
CannabisDB IDCDB005160
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameD-Erythrose 4-phosphate
DescriptionD-Erythrose 4-phosphate, also known as D-erythrose-4-p or 4-O-phosphono-D-erythrose, belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphated group linked to the carbohydrate unit. D-Erythrose 4-phosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). D-Erythrose 4-phosphate exists in all living species, ranging from bacteria to humans. Within humans, D-erythrose 4-phosphate participates in a number of enzymatic reactions. In particular, D-erythrose 4-phosphate and fructose 6-phosphate can be converted into D-glyceraldehyde 3-phosphate and D-sedoheptulose 7-phosphate; which is catalyzed by the enzyme transaldolase. In addition, D-erythrose 4-phosphate and xylulose 5-phosphate can be converted into fructose 6-phosphate and D-glyceraldehyde 3-phosphate through its interaction with the enzyme transketolase. In humans, D-erythrose 4-phosphate is involved in the metabolic disorder called the glucose-6-phosphate dehydrogenase deficiency pathway. D-Erythrose 4-phosphate is expected to be in Cannabis as all living plants are known to produce and metabolize it.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
4-O-Phosphono-D-erythroseChEBI
Erythose-4-phosphateChEBI
D-Erythrose 4-phosphoric acidGenerator
Erythose-4-phosphoric acidGenerator
D-Erythrose 4-PO4HMDB
D-Erythrose-4-PHMDB
D-Erythrose-4-phosphateHMDB
Erythrose 4-phosphateHMDB, MeSH
Erythrose 4-PO4HMDB
Erythrose-4-PHMDB
Erythrose-4-phosphateHMDB
Erythrose-4PHMDB
Threose 4-phosphateHMDB, MeSH
Erythrose 4-phosphate, (r*,r*)-isomerMeSH, HMDB
Erythrose 4-phosphate, ((r*,r*)-(+-))-isomerMeSH, HMDB
(2R,3R)-2,3-Dihydroxy-4-(phosphonooxy)butanalHMDB
D-Erythrose 4-phosphateHMDB
Chemical FormulaC4H9O7P
Average Molecular Weight200.08
Monoisotopic Molecular Weight200.0086
IUPAC Name[(2R,3R)-2,3-dihydroxy-4-oxobutoxy]phosphonic acid
Traditional Name4-O-phosphono-D-erythrose
CAS Registry Number585-18-2
SMILES
O[C@H](COP(O)(O)=O)[C@@H](O)C=O
InChI Identifier
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
InChI KeyNGHMDNPXVRFFGS-IUYQGCFVSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphated group linked to the carbohydrate unit.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentMonosaccharide phosphates
Alternative Parents
Substituents
  • Monosaccharide phosphate
  • Monoalkyl phosphate
  • Alkyl phosphate
  • Phosphoric acid ester
  • Organic phosphoric acid derivative
  • Beta-hydroxy aldehyde
  • Alpha-hydroxyaldehyde
  • Secondary alcohol
  • 1,2-diol
  • Organic oxide
  • Hydrocarbon derivative
  • Carbonyl group
  • Aldehyde
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
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 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity36.29 m³·mol⁻¹ChemAxon
Polarizability15.41 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MSD-Erythrose 4-phosphate, 1 MEOX; 4 TMS, GC-MS Spectrumsplash10-0a4i-2946000000-9443f2e925fd6a35c72cSpectrum
GC-MSD-Erythrose 4-phosphate, 1 MEOX; 4 TMS, GC-MS Spectrumsplash10-0a4i-2967000000-d813d71e392e180e1a1aSpectrum
GC-MSD-Erythrose 4-phosphate, non-derivatized, GC-MS Spectrumsplash10-0a4i-2946000000-9443f2e925fd6a35c72cSpectrum
GC-MSD-Erythrose 4-phosphate, non-derivatized, GC-MS Spectrumsplash10-0a4i-2967000000-d813d71e392e180e1a1aSpectrum
GC-MSD-Erythrose 4-phosphate, non-derivatized, GC-MS Spectrumsplash10-0pba-1933000000-ce3489351efc49bf69f3Spectrum
GC-MSD-Erythrose 4-phosphate, non-derivatized, GC-MS Spectrumsplash10-0ka2-2923000000-16fa49e06a727e2d6a47Spectrum
Predicted GC-MSD-Erythrose 4-phosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0002-9600000000-9d57877fd2f223b326b3Spectrum
Predicted GC-MSD-Erythrose 4-phosphate, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-01di-8973000000-4793f4bb7564afb5ca7bSpectrum
Predicted GC-MSD-Erythrose 4-phosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-002b-9000000000-06d71bced6df9b8baad32017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 14V, positivesplash10-0f89-0069000000-8e4338affc4361b894932020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 14V, positivesplash10-0uk9-0690000000-30a248b95eee8bfd30142020-07-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0ue9-3940000000-b2cf1408c63fcd5081902015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-114m-9800000000-ca839aa0d4b5ed1d26a82015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052v-9100000000-ce3e3be16de64b5ce20e2015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-054k-8900000000-951c8d2dad21e2f2c4792015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9100000000-4106e1504853e25f6dff2015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-150345a1ab7b74a502c92015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-9010000000-1278b7bf699cdfb2fc5e2021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-9000000000-db5a64d3322c49bfb8402021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001i-9000000000-bab6e7f750d40a0120942021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-002b-9000000000-4212adf2abc696a02cdb2021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9000000000-c47fda1609169ecd31ba2021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-a5e502a2627af2048a1f2021-09-25View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
Enzymes
Protein NameGene NameLocusUniprot IDDetails
Transketolase-like protein 1TKTL1Xq28P51854 details
TransaldolaseTALDO111p15.5-p15.4P37837 details
TransketolaseTKT3p14.3P29401 details
Fructose-bisphosphate aldolase AALDOA16p11.2P04075 details
Fructose-bisphosphate aldolase CALDOC17cen-q12P09972 details
Fructose-bisphosphate aldolase BALDOB9q21.3-q22.2P05062 details
Transketolase-like protein 2TKTL24q32.2Q9H0I9 details
TransportersNot Available
Metal Bindings
Protein NameGene NameLocusUniprot IDDetails
Transketolase-like protein 1TKTL1Xq28P51854 details
Transketolase-like protein 2TKTL24q32.2Q9H0I9 details
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0001321
DrugBank IDDB03937
Phenol Explorer Compound IDNot Available
FoodDB IDFDB001614
KNApSAcK IDC00007472
Chemspider ID109096
KEGG Compound IDC00279
BioCyc IDERYTHROSE-4P
BiGG ID34479
Wikipedia LinkErythrose_4-phosphate
METLIN ID6158
PubChem Compound122357
PDB IDNot Available
ChEBI ID48153
References
General ReferencesNot Available

Enzymes

Enzyme Details
1. Transketolase-like protein 1
General function:
Involved in catalytic activity
Specific function:
Catalyzes the transfer of a two-carbon ketol group from a ketose donor to an aldose acceptor, via a covalent intermediate with the cofactor thiamine pyrophosphate (By similarity).
Gene Name:
TKTL1
Uniprot ID:
P51854
Molecular weight:
59302.195
Enzyme Details
2. Transaldolase
General function:
Involved in catalytic activity
Specific function:
Transaldolase is important for the balance of metabolites in the pentose-phosphate pathway.
Gene Name:
TALDO1
Uniprot ID:
P37837
Molecular weight:
37539.74
Enzyme Details
3. Transketolase
General function:
Involved in catalytic activity
Specific function:
Catalyzes the transfer of a two-carbon ketol group from a ketose donor to an aldose acceptor, via a covalent intermediate with the cofactor thiamine pyrophosphate.
Gene Name:
TKT
Uniprot ID:
P29401
Molecular weight:
67876.95
Enzyme Details
4. Fructose-bisphosphate aldolase A
General function:
Involved in fructose-bisphosphate aldolase activity
Specific function:
Plays a key role in glycolysis and gluconeogenesis. In addition, may also function as scaffolding protein (By similarity).
Gene Name:
ALDOA
Uniprot ID:
P04075
Molecular weight:
39419.675
Enzyme Details
5. Fructose-bisphosphate aldolase C
General function:
Involved in fructose-bisphosphate aldolase activity
Specific function:
Not Available
Gene Name:
ALDOC
Uniprot ID:
P09972
Molecular weight:
39455.505
Enzyme Details
6. Fructose-bisphosphate aldolase B
General function:
Involved in fructose-bisphosphate aldolase activity
Specific function:
Not Available
Gene Name:
ALDOB
Uniprot ID:
P05062
Molecular weight:
39472.715
Enzyme Details
7. Transketolase-like protein 2
General function:
Involved in catalytic activity
Specific function:
Plays an essential role in total transketolase activity and cell proliferation in cancer cells; after transfection with anti-TKTL1 siRNA, total transketolase activity dramatically decreases and proliferation was significantly inhibited in cancer cells. Plays a pivotal role in carcinogenesis.
Gene Name:
TKTL2
Uniprot ID:
Q9H0I9
Molecular weight:
67876.625