Histidinol phosphate (PAMDB000487)

IdentificationTaxonomyPhysical PropertiesBiological PropertiesSpectraConcentrationsLinksReferencesEnzymes Transporters
Proteins (3280)
Record Information
Version 1.0
Update Date 1/22/2018 11:54:54 AM
Metabolite IDPAMDB000487
Identification
Name: Histidinol phosphate
Description:Histidinol phosphate is a member of the chemical class known as Phosphoethanolamines. These are compounds containing a phosphate linked to the second carbon of an ethanolamine. L-histidinol phosphate (CHEBI:16996) has functional parent L-histidinol (CHEBI:16255) L-histidinol phosphate (CHEBI:16996) is a phosphoethanolamine (CHEBI:36711) L-histidinol phosphate (CHEBI:16996) is conjugate acid of L-histidinol phosphate (CHEBI:57980)
Structure
Thumb
🔍MOLSDFPDBSMILESInChIView Structure
Synonyms:
  • 1H-Imidazole-4-propanol
  • Histidinol phosphoric acid
  • Histidinol-P
  • Histidinol-phosphate
  • Histidinol-phosphoric acid
  • HSA
  • L-Histidinol phosphate
  • L-Histidinol phosphoric acid
  • L-Histidinol-p
  • L-Histidinol-phosphate
  • L-Histidinol-phosphoric acid
Chemical Formula: C6H12N3O4P
Average Molecular Weight: 221.1509
Monoisotopic Molecular Weight: 221.056542399
InChI Key: CWNDERHTHMWBSI-YFKPBYRVSA-N
InChI:InChI=1S/C6H12N3O4P/c7-5(3-13-14(10,11)12)1-6-2-8-4-9-6/h2,4-5H,1,3,7H2,(H,8,9)(H2,10,11,12)/t5-/m0/s1
CAS number: 25680-11-9
IUPAC Name:[(2S)-2-amino-3-(1H-imidazol-4-yl)propoxy]phosphonic acid
Traditional IUPAC Name: L-histidinol phosphate
SMILES:N[C@H](COP(O)(O)=O)CC1=CNC=N1
Chemical Taxonomy
Taxonomy DescriptionThis compound belongs to the class of organic compounds known as phosphoethanolamines. These are compounds containing a phosphate linked to the second carbon of an ethanolamine.
Kingdom Organic compounds
Super ClassOrganophosphorus compounds
Class Organic phosphoric acids and derivatives
Sub ClassPhosphate esters
Direct Parent Phosphoethanolamines
Alternative Parents
Substituents
  • Phosphoethanolamine
  • Aralkylamine
  • Monoalkyl phosphate
  • Alkyl phosphate
  • Organic phosphate
  • Heteroaromatic compound
  • Imidazole
  • Azole
  • Azacycle
  • Organoheterocyclic compound
  • Hydrocarbon derivative
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Primary aliphatic amine
  • Amine
  • Aromatic heteromonocyclic compound
Molecular Framework Aromatic heteromonocyclic compounds
External Descriptors
Physical Properties
State: Not Available
Charge:-1
Melting point: Not Available
Experimental Properties:
PropertyValueSource
LogP:-2.124PhysProp
Predicted Properties
PropertyValueSource
Water Solubility28.3 mg/mLALOGPS
logP-1.4ALOGPS
logP-2.9ChemAxon
logS-0.89ALOGPS
pKa (Strongest Acidic)1.59ChemAxon
pKa (Strongest Basic)9.67ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area121.46 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity48.5 m3·mol-1ChemAxon
Polarizability19.41 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations: Cytoplasm
Reactions:
L-Glutamate + Imidazole acetol-phosphate <> alpha-Ketoglutarate + Histidinol phosphate
Water + Histidinol phosphate <> L-Histidinol + Phosphate
Imidazole acetol-phosphate + L-Glutamate <> Histidinol phosphate + Oxoglutaric acid
Histidinol phosphate + Water > L-Histidinol + Inorganic phosphate
Pathways:
Spectra
Spectra:
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - GC-MSNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0930000000-cc0895a3b67477c5eeffView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0ab9-1900000000-cc51981a90f1d800f6f4View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-8900000000-3fa09c1f1dc010de9d7bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00fs-9170000000-dc9d660f4a14ca66a594View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9000000000-df617ed344615d266657View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-e746788c3cca47e1c603View in MoNA
References
References:
  • Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114. Pubmed: 22080510
  • Keseler, I. M., Collado-Vides, J., Santos-Zavaleta, A., Peralta-Gil, M., Gama-Castro, S., Muniz-Rascado, L., Bonavides-Martinez, C., Paley, S., Krummenacker, M., Altman, T., Kaipa, P., Spaulding, A., Pacheco, J., Latendresse, M., Fulcher, C., Sarker, M., Shearer, A. G., Mackie, A., Paulsen, I., Gunsalus, R. P., Karp, P. D. (2011). "EcoCyc: a comprehensive database of Escherichia coli biology." Nucleic Acids Res 39:D583-D590. Pubmed: 21097882
  • van der Werf, M. J., Overkamp, K. M., Muilwijk, B., Coulier, L., Hankemeier, T. (2007). "Microbial metabolomics: toward a platform with full metabolome coverage." Anal Biochem 370:17-25. Pubmed: 17765195
Synthesis Reference: Not Available
Material Safety Data Sheet (MSDS) Not Available
External Links:
ResourceLink
CHEBI ID16996
HMDB IDNot Available
Pubchem Compound ID439398
Kegg IDC01100
ChemSpider ID388515
Wikipedia IDNot Available
BioCyc IDL-HISTIDINOL-P
EcoCyc IDL-HISTIDINOL-P
Ligand ExpoHSA