Record Information
Version1.0
Creation date2011-09-21 01:46:40 UTC
Update date2020-09-17 15:39:42 UTC
Primary IDFDB028879
Secondary Accession NumbersNot Available
Chemical Information
FooDB 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.
CAS Number99979-59-6
Structure
Thumb
Synonyms
SynonymSource
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
1-(1H-Imidazol-4-yl)-3-(onooxy)-2-propanoneHMDB
1-(1H-imidazol-4-yl)-3-(phosphonooxy)-2-propanonehmdb
3-(1H-Imidazol-4-yl)-2-oxopropyl dihydrogen ateHMDB
3-(1H-imidazol-4-yl)-2-oxopropyl dihydrogen phosphatehmdb
3-(Imidazol-4-yl)-2-oxopropyl ateChEBI
3-(Imidazol-4-yl)-2-oxopropyl dihydrogen ateHMDB
3-(imidazol-4-yl)-2-oxopropyl dihydrogen phosphatehmdb
3-(Imidazol-4-yl)-2-oxopropyl ic acidGenerator
Imidazole acetol ateHMDB
Imidazole acetol-phmdb
Imidazole-acetol ateChEBI
Imidazole-acetol ic acidGenerator
Predicted Properties
PropertyValueSource
Water Solubility14.9 g/LALOGPS
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
Chemical FormulaC6H9N2O5P
IUPAC name[3-(1H-imidazol-4-yl)-2-oxopropoxy]phosphonic acid
InChI IdentifierInChI=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
Isomeric SMILESOP(O)(=O)OCC(=O)CC1=CNC=N1
Average Molecular Weight220.1198
Monoisotopic Molecular Weight220.02490792
Classification
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:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
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, Positivesplash10-0fk9-3390000000-102fb9b517f2001e0996Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0kmi-4950000000-076be23324f875b841dcSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a59-9500000000-99bd6a8eac665bc00868Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-016r-7190000000-c52bfb05c2cd90023536Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9000000000-7598c15214a6b2b67038Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-59a5e26dad504ee2412dSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0090000000-199895f882e036c55087Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-3930000000-3a2cf619e974119e8f24Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0pw9-9300000000-f31212a9e65f18dabcb3Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-2090000000-bd2937021ad7bda9fa53Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9020000000-af7370fa1a56f74a6fb4Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-8c5fbfcdabecdcd6d55bSpectrum
NMRNot Available
ChemSpider ID770
ChEMBL IDNot Available
KEGG Compound IDC01267
Pubchem Compound ID792
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB12236
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference