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Record Information
Version4.0
StatusDetected but not Quantified
Creation Date2009-11-30 15:51:45 UTC
Update Date2020-02-26 21:38:25 UTC
HMDB IDHMDB0013253
Secondary Accession Numbers
  • HMDB13253
Metabolite Identification
Common NameN-Acetylhistamine
DescriptionN-Acetylhistamine is a 4-(beta-Acetylaminoethyl)imidazole that is an intermediate in Histidine metabolism. It is generated from Histamine via the enzyme Transferases (EC 2.3.1.-). Histamine is an amine derived by enzymatic decarboxylation of histidine. It is a powerful stimulant of gastric secretion, a constrictor of bronchial smooth muscle, a vasodilator, and also a centrally acting neurotransmitter.
Structure
Data?1582753105
Synonyms
ValueSource
4-(2-Acetamidoethyl)imidazoleChEBI
4-(2-Acetylaminoethyl)imidazoleChEBI
4-(beta-Acetylaminoethyl)imidazoleChEBI
alpha-N-AcetylhistamineChEBI
N-[2-(1H-IMIDAZOL-4-yl)ethyl]acetamideChEBI
Nalpha-acetylhistamineChEBI
Nomega-acetylhistamineChEBI
Omega-N-acetylhistamineChEBI
4-(b-Acetylaminoethyl)imidazoleGenerator
4-(Β-acetylaminoethyl)imidazoleGenerator
a-N-AcetylhistamineGenerator
Α-N-acetylhistamineGenerator
Acetamide, N-(2-(1H-imidazol-4-yl)ethyl)- (9ci)HMDB
Acetamide, N-(2-imidazol-4-ylethyl)- (8ci)HMDB
Acetamide, {n-[2-(1H-imidazol-4-yl)ethyl]-}HMDB
AcetylhistamineHMDB
AHNHMDB
Imidazole C-4(5) deriv. 1HMDB
N'-acetylhistamineHMDB
N-(2-(1H-Imidazol-4-yl)ethyl)acetamideHMDB
N-(2-(1H-Imidazol-4-yl)ethyl)acetamide (acd/name 4.0)HMDB
N-(2-(Imidazol-4-yl)ethyl)acetamideHMDB
N-(2-Imidazol-4-ylethyl)-acetamideHMDB
N-.Omega.-acetylhistamineHMDB
N-Omega-acetyl-histamineHMDB
N-Omega-acetylhistamineHMDB
N-[2-(1H-Imidazol-4-yl)ethyl]-acetamideHMDB
N-[2-(3H-Imidazol-4-yl)ethyl]acetamideHMDB
N-AcetylhistamineKEGG
Chemical FormulaC7H11N3O
Average Molecular Weight153.1817
Monoisotopic Molecular Weight153.090211989
IUPAC NameN-[2-(1H-imidazol-5-yl)ethyl]acetamide
Traditional NameN-acetylhistamine
CAS Registry Number673-49-4
SMILES
CC(=O)NCCC1=CN=CN1
InChI Identifier
InChI=1S/C7H11N3O/c1-6(11)9-3-2-7-4-8-5-10-7/h4-5H,2-3H2,1H3,(H,8,10)(H,9,11)
InChI KeyXJWPISBUKWZALE-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as n-acetyl-2-arylethylamines. N-acetyl-2-arylethylamines are compounds containing an acetamide group that is N-linked to an arylethylamine.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassCarboxylic acid derivatives
Direct ParentN-acetyl-2-arylethylamines
Alternative Parents
Substituents
  • N-acetyl-2-arylethylamine
  • Azole
  • Imidazole
  • Heteroaromatic compound
  • Secondary carboxylic acid amide
  • Organoheterocyclic compound
  • Azacycle
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxygen compound
  • Carbonyl group
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Role

Industrial application:

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 Solubility2.84 g/LALOGPS
logP-0.46ALOGPS
logP-1.2ChemAxon
logS-1.7ALOGPS
pKa (Strongest Acidic)12.94ChemAxon
pKa (Strongest Basic)6.75ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area57.78 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity41.67 m³·mol⁻¹ChemAxon
Polarizability16.22 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - GC-MS (2 TMS)splash10-0uxr-3900000000-d8ae05cd513aafb1e8b8Spectrum
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-0uxr-3900000000-d8ae05cd513aafb1e8b8Spectrum
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-014i-0900000000-2dfb1ae92e261d890924Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-003u-9200000000-c2cd0a732f2c5054c24dSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0udi-0900000000-d0bc73206be68067f9a5Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-03di-0900000000-835331e6a6b0dc9ff0bbSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-03di-4900000000-57a127cb56f0680d010cSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-001i-9200000000-0b6fc56d8ae42e3e9d68Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-001i-9000000000-e259ccc99fabcad89477Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-0udi-0900000000-27c24608d70cabc3f3beSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-0002-9500000000-f695664eaae1501afed2Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-0002-9000000000-2ac0af2751c6c863cf8bSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-0002-9000000000-8063da1e33f922c07a87Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-014j-9000000000-fba02d7e1796abce7418Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-1900000000-5422a39dc096efcd42ebSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0nn9-7900000000-0c01f02bfbb10b61d801Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052f-9000000000-b8d5d859032983134900Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0ik9-1900000000-5311bce7d65a52133abdSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-9700000000-63ea38d6f6a6d3615d9aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-015d-9000000000-6f330be8167d7f408e1dSpectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Feces
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not Quantified Adult (>18 years old)Both
Normal
details
FecesDetected but not Quantified Adult (>18 years old)Both
Normal
details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB04622
Phenol Explorer Compound IDNot Available
FooDB IDFDB012595
KNApSAcK IDNot Available
Chemspider ID62805
KEGG Compound IDC05135
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound69602
PDB IDAHN
ChEBI ID28483
Food Biomarker OntologyNot Available
VMH IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

General function:
Involved in peptidase activity
Specific function:
Responsible for the biosynthesis of pyroglutamyl peptides. Has a bias against acidic and tryptophan residues adjacent to the N-terminal glutaminyl residue and a lack of importance of chain length after the second residue. Also catalyzes N-terminal pyroglutamate formation. In vitro, catalyzes pyroglutamate formation of N-terminally truncated form of APP amyloid-beta peptides [Glu-3]-beta-amyloid. May be involved in the N-terminal pyroglutamate formation of several amyloid-related plaque-forming peptides.
Gene Name:
QPCT
Uniprot ID:
Q16769
Molecular weight:
40876.14