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Showing Compound N-Acetylhistidine (FDB008762)

Record Information
Version1.0
Creation date2010-04-08 22:08:14 UTC
Update date2020-02-24 19:10:56 UTC
Primary IDFDB008762
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameN-Acetylhistidine
DescriptionN-Acetylhistidine belongs to the class of organic compounds known as histidine and derivatives. Histidine and derivatives are compounds containing cysteine or a derivative thereof resulting from reaction of cysteine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. N-Acetylhistidine is a very strong basic compound (based on its pKa). N-Acetylhistidine has been detected, but not quantified in, fishes and milk (cow). This could make N-acetylhistidine a potential biomarker for the consumption of these foods.
CAS Number2497-02-1
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
2-Acetamido-3-(1H-imidazol-5-yl)propanoic acidChEBI
2-Acetamido-3-(1H-imidazol-5-yl)propanoateGenerator
N-Acetyl-L-histidineHMDB
2-[(1-Hydroxyethylidene)amino]-3-(1H-imidazol-5-yl)propanoateGenerator
N-acetyl-l-histidinebiospider
N-Acetylhistidinedb_source
Predicted Properties
PropertyValueSource
Water Solubility2.81 g/LALOGPS
logP-0.62ALOGPS
logP-1.6ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)3.58ChemAxon
pKa (Strongest Basic)6.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area98.57 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity48.02 m³·mol⁻¹ChemAxon
Polarizability18.82 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC8H11N3O3
IUPAC name2-[(1-hydroxyethylidene)amino]-3-(1H-imidazol-5-yl)propanoic acid
InChI IdentifierInChI=1S/C8H11N3O3/c1-5(12)11-7(8(13)14)2-6-3-9-4-10-6/h3-4,7H,2H2,1H3,(H,9,10)(H,11,12)(H,13,14)
InChI KeyKBOJOGQFRVVWBH-UHFFFAOYSA-N
Isomeric SMILESCC(=O)NC(CC1=CNC=N1)C(O)=O
Average Molecular Weight197.1912
Monoisotopic Molecular Weight197.080041233
Classification
Description Belongs to the class of organic compounds known as histidine and derivatives. Histidine and derivatives are compounds containing cysteine or a derivative thereof resulting from reaction of cysteine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentHistidine and derivatives
Alternative Parents
Substituents
  • Histidine or derivatives
  • N-acyl-alpha-amino acid
  • N-acyl-alpha amino acid or derivatives
  • Imidazolyl carboxylic acid derivative
  • Azole
  • Imidazole
  • Acetamide
  • Heteroaromatic compound
  • Secondary carboxylic acid amide
  • Carboxamide group
  • Organoheterocyclic compound
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Azacycle
  • Carbonyl group
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 48.73%; H 5.62%; N 21.31%; O 24.34%DFC
Melting PointMp 187° (hydrate)DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]25D +46.8 (c, 1 in H2O)DFC
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSN-Acetylhistidine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-000x-9400000000-deab92771f6c2af07be9Spectrum
Predicted GC-MSN-Acetylhistidine, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0ffx-9510000000-703a55eecf543d8d4b53Spectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0f6t-0900000000-d82c8489d1fd68f28e1b2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-114i-1900000000-b2e06f8d1c1fd2a9ccac2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001l-9500000000-7e864f4ca87bfa387f952016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-1900000000-9d4e5d14670c583bf59d2016-08-04View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0zfr-4900000000-2832f944f537e9eba4fa2016-08-04View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052f-9200000000-3fae97f43f4e5e1ae1822016-08-04View Spectrum
NMRNot Available
ChemSpider ID240418
ChEMBL IDCHEMBL1387086
KEGG Compound IDC02997
Pubchem Compound ID273260
Pubchem Substance IDNot Available
ChEBI ID16437
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB32055
CRC / DFC (Dictionary of Food Compounds) IDHBB51-Y:DVY43-A
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference