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Record Information
Version	2.0
Creation Date	2012-05-31 13:58:21 -0600
Update Date	2015-06-03 15:54:21 -0600
Secondary Accession Numbers	ECMDB03287
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	MOLSDFPDBSMILESInChI × Structure for #<Compound:0x5388ee80> Close
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
Weight:	Average: 221.1509 Monoisotopic: 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
Description	belongs to the class of organic compounds known as phosphoethanolamines. Phosphoethanolamines are compounds containing a phosphate linked to the second carbon of an ethanolamine.
Kingdom	Organic compounds
Super Class	Organic acids and derivatives
Class	Organic phosphoric acids and derivatives
Sub Class	Phosphate esters
Direct Parent	Phosphoethanolamines
Alternative Parents	Monoalkyl phosphates Aralkylamines Imidazoles Heteroaromatic compounds Azacyclic compounds Organopnictogen compounds Organooxygen compounds Organic oxides Monoalkylamines Hydrocarbon derivatives
Substituents	Phosphoethanolamine Monoalkyl phosphate Aralkylamine Alkyl phosphate Azole Imidazole Heteroaromatic compound Azacycle Organoheterocyclic compound Amine Hydrocarbon derivative Organic oxide Primary amine Organopnictogen compound Organooxygen compound Organonitrogen compound Primary aliphatic amine Organic oxygen compound Organic nitrogen compound Aromatic heteromonocyclic compound
Molecular Framework	Aromatic heteromonocyclic compounds
External Descriptors	phosphoethanolamine (CHEBI:16996 )
Physical Properties
State:	Not Available
Charge:	-1
Melting point:	Not Available
Experimental Properties:	Property Value Source LogP: -2.124 PhysProp
Predicted Properties	Property Value Source Water Solubility 28.3 g/L ALOGPS logP -1.4 ALOGPS logP -2.9 ChemAxon logS -0.89 ALOGPS pKa (Strongest Acidic) 1.59 ChemAxon pKa (Strongest Basic) 9.67 ChemAxon Physiological Charge -1 ChemAxon Hydrogen Acceptor Count 5 ChemAxon Hydrogen Donor Count 4 ChemAxon Polar Surface Area 121.46 Ų ChemAxon Rotatable Bond Count 5 ChemAxon Refractivity 48.5 m³·mol⁻¹ ChemAxon Polarizability 19.41 ų ChemAxon Number of Rings 1 ChemAxon Bioavailability 1 ChemAxon Rule of Five Yes ChemAxon Ghose Filter Yes ChemAxon Veber's Rule Yes ChemAxon MDDR-like Rule Yes ChemAxon
Biological Properties
Cellular Locations:	Cytoplasm
Reactions:	L-Glutamate + Imidazole acetol-phosphate <> alpha-Ketoglutarate + Histidinol phosphate Water + Histidinol phosphate <> L-Histidinol + Phosphate Histidinol phosphate + alpha-Ketoglutarate <> Imidazole acetol-phosphate + L-Glutamate Imidazole acetol-phosphate + L-Glutamate <> Histidinol phosphate + Oxoglutaric acid Histidinol phosphate + Water > L-Histidinol + Phosphate Histidinol phosphate + Water > L-Histidinol + Inorganic phosphate Histidinol phosphate + Oxoglutaric acid > Imidazole acetol-phosphate + L-Glutamate Water + Histidinol phosphate <> L-Histidinol + Phosphate Water + Histidinol phosphate <> L-Histidinol + Phosphate
SMPDB Pathways:	Phenylalanine metabolism PW000921
KEGG Pathways:	Histidine metabolism ec00340 Metabolic pathways eco01100 Novobiocin biosynthesis ec00401 Phenylalanine metabolism ec00360 Phenylalanine, tyrosine and tryptophan biosynthesis ec00400 Tropane, piperidine and pyridine alkaloid biosynthesis ec00960 Tyrosine metabolism ec00350
EcoCyc Pathways:	histidine biosynthesis HISTSYN-PWY
Concentrations
	Not Available
Spectra
Spectra:	Spectrum Type Description Splash Key Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive splash10-01ot-9400000000-333e612fa190153df384 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Positive splash10-00di-0930000000-cc0895a3b67477c5eeff View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-0ab9-1900000000-cc51981a90f1d800f6f4 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-0a4i-8900000000-3fa09c1f1dc010de9d7b View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-00fs-9170000000-dc9d660f4a14ca66a594 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-004i-9000000000-df617ed344615d266657 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-004i-9000000000-e746788c3cca47e1c603 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Positive splash10-00di-0390000000-4906696b64984e6ddde7 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-00di-2940000000-603ed7f6f5b985649ea7 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-053r-9200000000-8c0fe54a8e1f6076fcbb View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-00di-1090000000-c6cd42f4da2ff0f79aba View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-004i-9000000000-2dd173dfe9a30642b89d View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-004i-9000000000-a5e502a2627af2048a1f View in MoNA 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer
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
Links
External Links:	Resource Link CHEBI ID 16996 HMDB ID HMDB0304403 Pubchem Compound ID 439398 Kegg ID C01100 ChemSpider ID 388515 Wikipedia ID Not Available BioCyc ID L-HISTIDINOL-P EcoCyc ID L-HISTIDINOL-P Ligand Expo HSA

Enzymes