Showing Compound Card for Imidazole acetol-phosphate (CDB005017)

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Record Information
Version1.0
Created at2020-04-17 19:00:49 UTC
Updated at2020-11-18 16:39:13 UTC
CannabisDB IDCDB005017
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameImidazole acetol-phosphate
DescriptionImidazole acetol-phosphate belongs to the class of organic compounds known as monoalkyl phosphates. These are organic compounds containing a phosphate group that is linked to exactly one alkyl chain. Imidazole acetol-phosphate is a very strong basic compound (based on its pKa). Imidazole acetol-phosphate exists in all living species, ranging from bacteria to humans. Outside of the human body, Imidazole acetol-phosphate has been detected, but not quantified in, several different foods, such as lima beans, kai-lans, pak choy, globe artichokes, and pomegranates. This could make imidazole acetol-phosphate a potential biomarker for the consumption of these foods. Imidazole acetol-phosphate is created by the breakdown of D-erythro-imidazole-glycerol-phosphate into imidazole acetol-phosphate and H2O. Imidazole acetol-phosphate is involved in the histidine biosynthesis I pathway. Histidinol-phosphate aminotransferase catalyzes this reaction. Imidazole acetol-phosphate reacts with L-glutamate to produce L-histidinol-phosphate and 2-ketoglutarate. Imidazoleglycerol-phosphate dehydratase catalyzes this reaction. Imidazole acetol-phosphate is expected to be in Cannabis as all living plants are known to produce and metabolize it.
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
3-(Imidazol-4-yl)-2-oxopropyl phosphateChEBI
Imidazole-acetol phosphateChEBI
3-(Imidazol-4-yl)-2-oxopropyl phosphoric acidGenerator
Imidazole-acetol phosphoric acidGenerator
Imidazole acetol-phosphoric acidGenerator
1-(1H-Imidazol-4-yl)-3-(phosphonooxy)-2-propanoneHMDB
3-(1H-Imidazol-4-yl)-2-oxopropyl dihydrogen phosphateHMDB
3-(Imidazol-4-yl)-2-oxopropyl dihydrogen phosphateHMDB
Imidazole acetol phosphateHMDB
Imidazole acetol-PHMDB
1-(1H-Imidazol-5-yl)-3-(phosphonooxy)-2-propanoneHMDB
Chemical FormulaC6H9N2O5P
Average Molecular Weight220.12
Monoisotopic Molecular Weight220.0249
IUPAC Name[3-(1H-imidazol-4-yl)-2-oxopropoxy]phosphonic acid
Traditional Name3-(1H-imidazol-4-yl)-2-oxopropoxyphosphonic acid
CAS Registry Number99979-59-6
SMILES
OP(O)(=O)OCC(=O)CC1=CNC=N1
InChI Identifier
InChI=1S/C6H9N2O5P/c9-6(3-13-14(10,11)12)1-5-2-7-4-8-5/h2,4H,1,3H2,(H,7,8)(H2,10,11,12)
InChI KeyYCFFMSOLUMRAMD-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as monoalkyl phosphates. These are organic compounds containing a phosphate group that is linked to exactly one alkyl chain.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassOrganic phosphoric acids and derivatives
Sub ClassPhosphate esters
Direct ParentMonoalkyl phosphates
Alternative Parents
Substituents
  • Monoalkyl phosphate
  • Azole
  • Imidazole
  • Heteroaromatic compound
  • Ketone
  • Organoheterocyclic compound
  • Azacycle
  • Organic oxide
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Organic oxygen compound
  • Carbonyl group
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

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-0.9ALOGPS
logP-3ChemAxon
logS-1.2ALOGPS
pKa (Strongest Acidic)1.23ChemAxon
pKa (Strongest Basic)6.65ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area112.51 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity46.07 m³·mol⁻¹ChemAxon
Polarizability18.15 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSImidazole acetol-phosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-000t-9200000000-41a681dee161ad4f3e7bSpectrum
Predicted GC-MSImidazole acetol-phosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0fk9-3390000000-102fb9b517f2001e09962015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0kmi-4950000000-076be23324f875b841dc2015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a59-9500000000-99bd6a8eac665bc008682015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-016r-7190000000-c52bfb05c2cd900235362015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9000000000-7598c15214a6b2b670382015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-59a5e26dad504ee2412d2015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0090000000-199895f882e036c550872021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-3930000000-3a2cf619e974119e8f242021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0pw9-9300000000-f31212a9e65f18dabcb32021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-2090000000-bd2937021ad7bda9fa532021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9020000000-af7370fa1a56f74a6fb42021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-8c5fbfcdabecdcd6d55b2021-09-23View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0012236
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB028879
KNApSAcK IDC00007308
Chemspider ID770
KEGG Compound IDC01267
BioCyc IDIMIDAZOLE-ACETOL-P
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound792
PDB IDNot Available
ChEBI ID16426
References
General ReferencesNot Available