Showing metabocard for Glutaminylphenylalanine (BMDB0062233)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2018-07-17 17:21:22 UTC
Update Date2020-04-22 15:51:41 UTC
BMDB IDBMDB0062233
Secondary Accession Numbers
  • BMDB62233
Metabolite Identification
Common NameGlutaminylphenylalanine
DescriptionGlutaminylphenylalanine, also known as Q-F or L-GLN-L-phe, belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Based on a literature review very few articles have been published on Glutaminylphenylalanine.
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
(2S)-2-[(2S)-2-Amino-4-carbamoylbutanamido]-3-phenylpropanoic acidChEBI
(2S)-2-{[(2S)-2,5-diamino-5-oxopentanoyl]amino}-3-phenylpropanoic acidChEBI
Glutamine phenylalanine dipeptideChEBI
Glutamine-phenylalanineChEBI
L-GLN-L-PheChEBI
L-Glutaminyl-pheChEBI
N-GlutaminylphenylalanineChEBI
N-L-Glutaminyl-L-phenylalanineChEBI
Q-FChEBI
Q-F DipeptideChEBI
QFChEBI
QF DipeptideChEBI
(2S)-2-[(2S)-2-Amino-4-carbamoylbutanamido]-3-phenylpropanoateGenerator
(2S)-2-{[(2S)-2,5-diamino-5-oxopentanoyl]amino}-3-phenylpropanoateGenerator
GLN-PheHMDB
L-Glutaminyl-L-phenylalanineHMDB
Glutaminyl-phenylalanineHMDB
Glutamine-phenylalanine dipeptideHMDB
(2S)-2-{[(2S)-2-amino-1-hydroxy-4-(C-hydroxycarbonimidoyl)butylidene]amino}-3-phenylpropanoateHMDB
GlutaminylphenylalanineHMDB, ChEBI
Chemical FormulaC14H19N3O4
Average Molecular Weight293.323
Monoisotopic Molecular Weight293.137556104
IUPAC Name(2S)-2-{[(2S)-2-amino-1-hydroxy-4-(C-hydroxycarbonimidoyl)butylidene]amino}-3-phenylpropanoic acid
Traditional Name(2S)-2-{[(2S)-2-amino-1-hydroxy-4-(C-hydroxycarbonimidoyl)butylidene]amino}-3-phenylpropanoic acid
CAS Registry NumberNot Available
SMILES
[H][C@](N)(CCC(O)=N)C(O)=N[C@@]([H])(CC1=CC=CC=C1)C(O)=O
InChI Identifier
InChI=1S/C14H19N3O4/c15-10(6-7-12(16)18)13(19)17-11(14(20)21)8-9-4-2-1-3-5-9/h1-5,10-11H,6-8,15H2,(H2,16,18)(H,17,19)(H,20,21)/t10-,11-/m0/s1
InChI KeyVHLZDSUANXBJHW-QWRGUYRKSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentDipeptides
Alternative Parents
Substituents
  • Alpha-dipeptide
  • Phenylalanine or derivatives
  • Glutamine or derivatives
  • N-acyl-alpha-amino acid
  • N-acyl-alpha amino acid or derivatives
  • N-acyl-l-alpha-amino acid
  • Alpha-amino acid amide
  • 3-phenylpropanoic-acid
  • Alpha-amino acid or derivatives
  • Amphetamine or derivatives
  • N-acyl-amine
  • Fatty amide
  • Monocyclic benzene moiety
  • Benzenoid
  • Fatty acyl
  • Amino acid or derivatives
  • Carboxamide group
  • Primary carboxylic acid amide
  • Secondary carboxylic acid amide
  • Amino acid
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organic nitrogen compound
  • Primary aliphatic amine
  • Organonitrogen compound
  • Organooxygen compound
  • Primary amine
  • Carbonyl group
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Amine
  • Organic oxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
StatusDetected but not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locationsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-2.3ALOGPS
logP-4.1ChemAxon
logS-3.2ALOGPS
pKa (Strongest Acidic)-0.61ChemAxon
pKa (Strongest Basic)12.84ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area139.99 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity86.48 m³·mol⁻¹ChemAxon
Polarizability29.8 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Milk
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
MilkDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal		 details
Abnormal Concentrations
Not Available
HMDB IDHMDB0028804
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB098199
KNApSAcK IDNot Available
Chemspider ID74854305
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound57288566
PDB IDNot Available
ChEBI ID141430
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Pan L, Yu J, Mi Z, Mo L, Jin H, Yao C, Ren D, Menghe B: A Metabolomics Approach Uncovers Differences between Traditional and Commercial Dairy Products in Buryatia (Russian Federation). Molecules. 2018 Mar 22;23(4). pii: molecules23040735. doi: 10.3390/molecules23040735. [PubMed:29565828 ]