Showing metabocard for Homocarnosine (BMDB0000745)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 22:35:53 UTC
Update Date2020-05-11 20:47:56 UTC
BMDB IDBMDB0000745
Secondary Accession Numbers
  • BMDB00745
Metabolite Identification
Common NameHomocarnosine
DescriptionHomocarnosine belongs to the class of organic compounds known as hybrid peptides. Hybrid peptides are compounds containing at least two different types of amino acids (alpha, beta, gamma, delta) linked to each other through a peptide bond. Homocarnosine exists in all living organisms, ranging from bacteria to humans. Based on a literature review a significant number of articles have been published on Homocarnosine.
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
(2S)-HomocarnosineChEBI
(S)-HomocarnosineChEBI
gamma-Aminobutyryl-L-hisChEBI
N-(4-Aminobutanoyl)-(S)-histidineChEBI
N-(4-Aminobutyryl)-L-histidineChEBI
N(alpha)-(4-Aminobutyryl)-L-histidineChEBI
L-HomocarnosineKegg
gamma-Aminobutyryl histidineKegg
N-(4-Amino-1-oxobutyryl)histidineKegg
g-Aminobutyryl-L-hisGenerator
Γ-aminobutyryl-L-hisGenerator
N(a)-(4-Aminobutyryl)-L-histidineGenerator
N(Α)-(4-aminobutyryl)-L-histidineGenerator
g-Aminobutyryl histidineGenerator
Γ-aminobutyryl histidineGenerator
gamma-Aminobutyryl-L-histidineMeSH
Homocarnosine sulfateMeSH
g-Aminobutyryl-L-histidineHMDB
g-AminobutyrylhistidineHMDB
gamma-AminobutyrylhistidineHMDB
N-(4-Aminobutyryl)-histidineHMDB
Chemical FormulaC10H16N4O3
Average Molecular Weight240.259
Monoisotopic Molecular Weight240.122240398
IUPAC Name(2S)-2-(4-aminobutanamido)-3-(1H-imidazol-4-yl)propanoic acid
Traditional Name(2S)-2-(4-aminobutanamido)-3-(1H-imidazol-4-yl)propanoic acid
CAS Registry Number3650-73-5
SMILES
NCCCC(=O)N[C@@H](CC1=CNC=N1)C(O)=O
InChI Identifier
InChI=1S/C10H16N4O3/c11-3-1-2-9(15)14-8(10(16)17)4-7-5-12-6-13-7/h5-6,8H,1-4,11H2,(H,12,13)(H,14,15)(H,16,17)/t8-/m0/s1
InChI KeyCCLQKVKJOGVQLU-QMMMGPOBSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as hybrid peptides. Hybrid peptides are compounds containing at least two different types of amino acids (alpha, beta, gamma, delta) linked to each other through a peptide bond.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassPeptidomimetics
Sub ClassHybrid peptides
Direct ParentHybrid peptides
Alternative Parents
Substituents
  • Hybrid peptide
  • Histidine or derivatives
  • N-acyl-alpha-amino acid
  • N-acyl-alpha amino acid or derivatives
  • N-acyl-l-alpha-amino acid
  • Gamma amino acid or derivatives
  • Alpha-amino acid or derivatives
  • Imidazolyl carboxylic acid derivative
  • N-acyl-amine
  • Fatty amide
  • Fatty acyl
  • Azole
  • Imidazole
  • Heteroaromatic compound
  • Amino acid
  • Amino acid or derivatives
  • Secondary carboxylic acid amide
  • Carboxamide group
  • Carboxylic acid derivative
  • Carboxylic acid
  • Azacycle
  • Organoheterocyclic compound
  • Monocarboxylic acid or derivatives
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Amine
  • Organic nitrogen compound
  • Organic oxide
  • Carbonyl group
  • Primary amine
  • Organooxygen compound
  • Primary aliphatic amine
  • Organopnictogen compound
  • Organonitrogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cytoplasm
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-2.8ALOGPS
logP-3.9ChemAxon
logS-1.5ALOGPS
pKa (Strongest Acidic)3.45ChemAxon
pKa (Strongest Basic)9.99ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area121.1 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity59.75 m³·mol⁻¹ChemAxon
Polarizability24.49 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
Biospecimen Locations
  • Brain
  • Prostate Tissue
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BrainExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
Prostate TissueExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
Abnormal Concentrations
Not Available
HMDB IDHMDB0000745
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022217
KNApSAcK IDNot Available
Chemspider ID8418848
KEGG Compound IDC00884
BioCyc IDCPD-12185
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID270
PubChem Compound10243361
PDB IDNot Available
ChEBI ID85981
References
Synthesis ReferenceNagai, Kineshiro; Nagai, Kinuko. Treating inflammatory diseases with homocarnosine. U.S. (1985), 7 pp.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available