Hmdb loader
Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2009-11-30 15:51:45 UTC
Update Date2023-02-21 17:17:57 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?1676999877
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
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility8408 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular 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 Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area57.78 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity41.67 m³·mol⁻¹ChemAxon
Polarizability16.24 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+133.20631661259
DarkChem[M-H]-129.69531661259
DeepCCS[M+H]+131.13630932474
DeepCCS[M-H]-127.70430932474
DeepCCS[M-2H]-164.99530932474
DeepCCS[M+Na]+140.3430932474
AllCCS[M+H]+133.132859911
AllCCS[M+H-H2O]+128.732859911
AllCCS[M+NH4]+137.132859911
AllCCS[M+Na]+138.332859911
AllCCS[M-H]-133.032859911
AllCCS[M+Na-2H]-134.532859911
AllCCS[M+HCOO]-136.232859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
N-AcetylhistamineCC(=O)NCCC1=CN=CN12653.3Standard polar33892256
N-AcetylhistamineCC(=O)NCCC1=CN=CN11715.3Standard non polar33892256
N-AcetylhistamineCC(=O)NCCC1=CN=CN11816.2Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
N-Acetylhistamine,1TMS,isomer #1CC(=O)N(CCC1=CN=C[NH]1)[Si](C)(C)C1715.1Semi standard non polar33892256
N-Acetylhistamine,1TMS,isomer #1CC(=O)N(CCC1=CN=C[NH]1)[Si](C)(C)C1834.0Standard non polar33892256
N-Acetylhistamine,1TMS,isomer #1CC(=O)N(CCC1=CN=C[NH]1)[Si](C)(C)C2259.5Standard polar33892256
N-Acetylhistamine,1TMS,isomer #2CC(=O)NCCC1=CN=CN1[Si](C)(C)C1824.3Semi standard non polar33892256
N-Acetylhistamine,1TMS,isomer #2CC(=O)NCCC1=CN=CN1[Si](C)(C)C1736.6Standard non polar33892256
N-Acetylhistamine,1TMS,isomer #2CC(=O)NCCC1=CN=CN1[Si](C)(C)C2352.4Standard polar33892256
N-Acetylhistamine,2TMS,isomer #1CC(=O)N(CCC1=CN=CN1[Si](C)(C)C)[Si](C)(C)C1815.5Semi standard non polar33892256
N-Acetylhistamine,2TMS,isomer #1CC(=O)N(CCC1=CN=CN1[Si](C)(C)C)[Si](C)(C)C1901.3Standard non polar33892256
N-Acetylhistamine,2TMS,isomer #1CC(=O)N(CCC1=CN=CN1[Si](C)(C)C)[Si](C)(C)C2077.1Standard polar33892256
N-Acetylhistamine,1TBDMS,isomer #1CC(=O)N(CCC1=CN=C[NH]1)[Si](C)(C)C(C)(C)C1910.1Semi standard non polar33892256
N-Acetylhistamine,1TBDMS,isomer #1CC(=O)N(CCC1=CN=C[NH]1)[Si](C)(C)C(C)(C)C2071.2Standard non polar33892256
N-Acetylhistamine,1TBDMS,isomer #1CC(=O)N(CCC1=CN=C[NH]1)[Si](C)(C)C(C)(C)C2369.3Standard polar33892256
N-Acetylhistamine,1TBDMS,isomer #2CC(=O)NCCC1=CN=CN1[Si](C)(C)C(C)(C)C2092.2Semi standard non polar33892256
N-Acetylhistamine,1TBDMS,isomer #2CC(=O)NCCC1=CN=CN1[Si](C)(C)C(C)(C)C1957.9Standard non polar33892256
N-Acetylhistamine,1TBDMS,isomer #2CC(=O)NCCC1=CN=CN1[Si](C)(C)C(C)(C)C2427.4Standard polar33892256
N-Acetylhistamine,2TBDMS,isomer #1CC(=O)N(CCC1=CN=CN1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2276.2Semi standard non polar33892256
N-Acetylhistamine,2TBDMS,isomer #1CC(=O)N(CCC1=CN=CN1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2327.9Standard non polar33892256
N-Acetylhistamine,2TBDMS,isomer #1CC(=O)N(CCC1=CN=CN1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2244.8Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - N-Acetylhistamine GC-MS (2 TMS)splash10-0uxr-3900000000-d8ae05cd513aafb1e8b82014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - N-Acetylhistamine GC-MS (Non-derivatized)splash10-0uxr-3900000000-d8ae05cd513aafb1e8b82017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - N-Acetylhistamine GC-EI-TOF (Non-derivatized)splash10-014i-0900000000-2dfb1ae92e261d8909242017-09-12HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - N-Acetylhistamine GC-MS (Non-derivatized) - 70eV, Positivesplash10-003u-9200000000-c2cd0a732f2c5054c24d2017-08-28Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - N-Acetylhistamine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - N-Acetylhistamine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - N-Acetylhistamine LC-ESI-QQ , negative-QTOFsplash10-0udi-0900000000-d0bc73206be68067f9a52017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N-Acetylhistamine LC-ESI-QQ , negative-QTOFsplash10-03di-0900000000-835331e6a6b0dc9ff0bb2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N-Acetylhistamine LC-ESI-QQ , negative-QTOFsplash10-03di-4900000000-57a127cb56f0680d010c2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N-Acetylhistamine LC-ESI-QQ , negative-QTOFsplash10-001i-9200000000-0b6fc56d8ae42e3e9d682017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N-Acetylhistamine LC-ESI-QQ , negative-QTOFsplash10-001i-9000000000-e259ccc99fabcad894772017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N-Acetylhistamine LC-ESI-QQ , positive-QTOFsplash10-0udi-0900000000-27c24608d70cabc3f3be2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N-Acetylhistamine LC-ESI-QQ , positive-QTOFsplash10-0002-9500000000-f695664eaae1501afed22017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N-Acetylhistamine LC-ESI-QQ , positive-QTOFsplash10-0002-9000000000-2ac0af2751c6c863cf8b2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N-Acetylhistamine LC-ESI-QQ , positive-QTOFsplash10-0002-9000000000-8063da1e33f922c07a872017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N-Acetylhistamine LC-ESI-QQ , positive-QTOFsplash10-014j-9000000000-fba02d7e1796abce74182017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N-Acetylhistamine 10V, Positive-QTOFsplash10-0002-9700000000-e9275a5f9b9bfd4fa3392021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N-Acetylhistamine 30V, Positive-QTOFsplash10-0002-9000000000-2e4192f9db4adb25cbe72021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N-Acetylhistamine 0V, Positive-QTOFsplash10-0udi-2900000000-9cce9f1ebcda40f2f0df2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N-Acetylhistamine 35V, Positive-QTOFsplash10-0002-9200000000-636d6bfe4e0886f5fe852021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N-Acetylhistamine 0V, Positive-QTOFsplash10-0udi-1900000000-bfb58634d27518bf23c42021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N-Acetylhistamine 10V, Positive-QTOFsplash10-0002-9600000000-0ade06e0ddc403d2ba232021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N-Acetylhistamine 10V, Positive-QTOFsplash10-0f6t-8900000000-98c9eea3bd9e72514a9c2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N-Acetylhistamine 30V, Positive-QTOFsplash10-0002-9000000000-ab0bdee2f1ac65414e402021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N-Acetylhistamine 30V, Negative-QTOFsplash10-001i-9200000000-b9a62e0f9ec59ff008012021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Acetylhistamine 10V, Positive-QTOFsplash10-0ik9-1900000000-5311bce7d65a52133abd2017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Acetylhistamine 20V, Positive-QTOFsplash10-03di-9700000000-63ea38d6f6a6d3615d9a2017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Acetylhistamine 40V, Positive-QTOFsplash10-015d-9000000000-6f330be8167d7f408e1d2017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Acetylhistamine 10V, Negative-QTOFsplash10-0udi-1900000000-5422a39dc096efcd42eb2017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Acetylhistamine 20V, Negative-QTOFsplash10-0nn9-7900000000-0c01f02bfbb10b61d8012017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Acetylhistamine 40V, Negative-QTOFsplash10-052f-9000000000-b8d5d8590329831349002017-07-26Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-03FELIX labView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
  • Feces
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedCancer patients undergoing total body irradiation details
UrineDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedCancer patients undergoing total body irradiation details
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB04622
Phenol Explorer Compound IDNot Available
FooDB IDFDB012595
KNApSAcK IDC00054119
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
MarkerDB IDNot Available
Good Scents IDrw1267551
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