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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2009-04-06 16:21:28 UTC
Update Date2020-06-15 17:04:52 UTC
HMDB IDHMDB0012234
Secondary Accession Numbers
  • HMDB12234
Metabolite Identification
Common NameHistidinal
DescriptionHistidinal (CAS: 23784-33-0), also known as histidinaldehyde, belongs to the class of organic compounds known as aralkylamines. These are alkylamines in which the alkyl group is substituted at one carbon atom by an aromatic hydrocarbyl group. Histidinal is a very strong basic compound (based on its pKa). Histidinal is involved in the histidine biosynthesis pathway. Histidinal is produced by the reaction between histidinol and NAD+, with NADH as a byproduct. The reaction is catalyzed by histidinol dehydrogenase. Histidinal reacts with NAD+ and H2O to produce L-histidine and NADH. Histidinol dehydrogenase catalyzes this reaction.
Structure
Data?1583272562
Synonyms
ValueSource
HistidinalChEBI
HistidinaldehydeChEBI
L-HistidinaldehydeChEBI
(alphaS)-alpha-Amino-1H-imidazole-5-propanalHMDB
(αS)-α-Amino-1H-imidazole-5-propanalHMDB
L-HistidinalHMDB
alpha-Amino-1H-imidazole-5-propanalHMDB
α-Amino-1H-imidazole-5-propanalHMDB
Chemical FormulaC6H9N3O
Average Molecular Weight139.158
Monoisotopic Molecular Weight139.074561922
IUPAC Name(2S)-2-amino-3-(1H-imidazol-4-yl)propanal
Traditional Name(2S)-2-amino-3-(1H-imidazol-4-yl)propanal
CAS Registry Number23784-15-8
SMILES
N[C@@H](CC1=CNC=N1)C=O
InChI Identifier
InChI=1S/C6H9N3O/c7-5(3-10)1-6-2-8-4-9-6/h2-5H,1,7H2,(H,8,9)/t5-/m0/s1
InChI KeyVYOIELONWKIZJS-YFKPBYRVSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as aralkylamines. These are alkylamines in which the alkyl group is substituted at one carbon atom by an aromatic hydrocarbyl group.
KingdomOrganic compounds
Super ClassOrganic nitrogen compounds
ClassOrganonitrogen compounds
Sub ClassAmines
Direct ParentAralkylamines
Alternative Parents
Substituents
  • Aralkylamine
  • Azole
  • Imidazole
  • Heteroaromatic compound
  • Organoheterocyclic compound
  • Azacycle
  • Organic oxide
  • Aldehyde
  • Primary amine
  • Organooxygen compound
  • Primary aliphatic amine
  • Organopnictogen compound
  • Carbonyl group
  • Organic oxygen 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
Water Solubility74 g/LALOGPS
logP-0.95ALOGPS
logP-1.2ChemAxon
logS-0.27ALOGPS
pKa (Strongest Acidic)13.09ChemAxon
pKa (Strongest Basic)7.51ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area71.77 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity36.57 m³·mol⁻¹ChemAxon
Polarizability13.97 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, NegativeNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, NegativeNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, NegativeNot AvailableSpectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB028877
KNApSAcK IDC00007495
Chemspider ID134549
KEGG Compound IDC01929
BioCyc IDHISTIDINAL
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound152657
PDB IDNot Available
ChEBI ID27676
Food Biomarker OntologyNot Available
VMH IDHISTL_L
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available