Showing metabocard for Morphiceptin (BMDB0005777)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 23:18:23 UTC
Update Date2020-04-22 15:16:16 UTC
BMDB IDBMDB0005777
Secondary Accession Numbers
  • BMDB05777
Metabolite Identification
Common NameMorphiceptin
DescriptionMorphiceptin belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds. Based on a literature review very few articles have been published on Morphiceptin.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
b-Casomorphin-4-amideHMDB
beta-Casomorphin-4-amideHMDB
beta-Casomorphin-4-NH2HMDB
beta-Casomorphine(1-4) amideHMDB
DeproceptinHMDB
H-Tyr-pro-phe-pro-NH2HMDB
L-Tyrosyl-L-prolyl-L-phenylalanyl-L-prolinamideHMDB
NH(4)-Tyr-pro-phe-pro-CONH(2)HMDB
Tyr-pro-phe-D-pro-NH2HMDB
Tyr-pro-phe-delta-pro-NH2HMDB
TYR-pro-phe-pro amideHMDB
Tyr-pro-phe-pro-NH2HMDB
Tyrosyl-prolyl-phenylalanyl-D-prolinamideHMDB
Tyrosyl-prolyl-phenylalanyl-delta-prolinamideHMDB
Morphiceptin monohydrochloride, (L-tyr-L-pro-L-phe-L-pro)-isomerMeSH, HMDB
Morphiceptin, (L-tyr-L-pro-L-phe-D-pro)-isomerMeSH, HMDB
Morphiceptin, (L-tyr-D-pro-L-phe-L-pro)-isomerMeSH, HMDB
(2S)-1-[(2S)-2-({[(2S)-1-[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-3-phenylpropanoyl]pyrrolidine-2-carboximidateGenerator, HMDB
MorphiceptinMeSH
Chemical FormulaC28H35N5O5
Average Molecular Weight521.608
Monoisotopic Molecular Weight521.263819255
IUPAC Name(2S)-1-[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]-N-[(2S)-1-[(2S)-2-carbamoylpyrrolidin-1-yl]-1-oxo-3-phenylpropan-2-yl]pyrrolidine-2-carboxamide
Traditional Name(2S)-1-[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]-N-[(2S)-1-[(2S)-2-carbamoylpyrrolidin-1-yl]-1-oxo-3-phenylpropan-2-yl]pyrrolidine-2-carboxamide
CAS Registry Number74135-04-9
SMILES
N[C@@H](CC1=CC=C(O)C=C1)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)N1CCC[C@H]1C(N)=O
InChI Identifier
InChI=1S/C28H35N5O5/c29-21(16-19-10-12-20(34)13-11-19)27(37)33-15-5-9-24(33)26(36)31-22(17-18-6-2-1-3-7-18)28(38)32-14-4-8-23(32)25(30)35/h1-3,6-7,10-13,21-24,34H,4-5,8-9,14-17,29H2,(H2,30,35)(H,31,36)/t21-,22-,23-,24-/m0/s1
InChI KeyLSQXZIUREIDSHZ-ZJZGAYNASA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentOligopeptides
Alternative Parents
Substituents
  • Alpha-oligopeptide
  • Proline or derivatives
  • N-acyl-alpha amino acid or derivatives
  • Alpha-amino acid amide
  • Alpha-amino acid or derivatives
  • Amphetamine or derivatives
  • N-acylpyrrolidine
  • Pyrrolidine carboxylic acid or derivatives
  • Pyrrolidine-2-carboxamide
  • 1-hydroxy-2-unsubstituted benzenoid
  • Aralkylamine
  • Phenol
  • Monocyclic benzene moiety
  • Benzenoid
  • Tertiary carboxylic acid amide
  • Pyrrolidine
  • Amino acid or derivatives
  • Carboxamide group
  • Primary carboxylic acid amide
  • Secondary carboxylic acid amide
  • Azacycle
  • Organoheterocyclic compound
  • Organooxygen compound
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Primary aliphatic amine
  • Organic oxygen compound
  • Carbonyl group
  • Organic oxide
  • Organopnictogen compound
  • Primary amine
  • Amine
  • Organic nitrogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locationsNot Available
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP0.94ALOGPS
logP0.42ChemAxon
logS-3.9ALOGPS
pKa (Strongest Acidic)9.51ChemAxon
pKa (Strongest Basic)7.72ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area159.06 ŲChemAxon
Rotatable Bond Count9ChemAxon
Refractivity140.81 m³·mol⁻¹ChemAxon
Polarizability54.86 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0005777
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB023767
KNApSAcK IDNot Available
Chemspider ID106565
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkMorphiceptin
METLIN IDNot Available
PubChem Compound119303
PDB IDNot Available
ChEBI ID422134
References
Synthesis ReferenceOta, Toru; Itoh, Aki; Tachi, Hiroshi; Kudoh, Keita; Watanabe, Tatsuo; Yamamoto, Yuji; Tadokoro, Tadahiro; Maekawa, Akio. Synthesis of Morphiceptin (Tyr-Pro-Phe-Pro-NH2) by Dipeptidyl Aminopeptidase IV Derived from Aspergillus oryzae. Journal of Agricultur
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available