Showing metabocard for Tetragastrin (BMDB0005775)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 23:18:20 UTC
Update Date2020-04-22 15:16:16 UTC
BMDB IDBMDB0005775
Secondary Accession Numbers
  • BMDB05775
Metabolite Identification
Common NameTetragastrin
DescriptionTetragastrin, also known as CCK-4 or ccris 3246, 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 a significant number of articles have been published on Tetragastrin.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
CCK-4ChEBI
CCRIS 3246ChEBI
Cholecystokinin tetrapeptideChEBI
Cholecystokinin-4ChEBI
Gastrin tetrapeptideChEBI
Gastrin tetrapeptide amideChEBI
L-TRP-L-Met-L-asp-L-phe-NH(2)ChEBI
L-Tryptophyl-L-methionyl-L-aspartyl-L-phenylalaninamideChEBI
TRP-Met-asp-phe-NH(2)ChEBI
WMDF-NH(2)ChEBI
Carbobenzoxy-TRP-met-asp-phe-amideHMDB
GatratetHMDB
L-Tryptophyl-L-methionyl-L-aspartylphenyl-alaninamideHMDB
4, CholecystokininMeSH, HMDB
Cholecystokinin-tetrapeptideMeSH, HMDB
AOC-tetragastrinMeSH, HMDB
CCK (30-33)MeSH, HMDB
Cholecystokinin (30-33)MeSH, HMDB
Cholecystokinin 4MeSH, HMDB
Tetrapeptide, gastrinMeSH, HMDB
AOC-tetrapeptideMeSH, HMDB
CKK-4MeSH, HMDB
AOC tetragastrinMeSH, HMDB
AOC tetrapeptideMeSH, HMDB
Chemical FormulaC29H36N6O6S
Average Molecular Weight596.698
Monoisotopic Molecular Weight596.241703604
IUPAC Name(3S)-3-[(2S)-2-[(2S)-2-amino-3-(1H-indol-3-yl)propanamido]-4-(methylsulfanyl)butanamido]-3-{[(1S)-1-carbamoyl-2-phenylethyl]carbamoyl}propanoic acid
Traditional Name(3S)-3-[(2S)-2-[(2S)-2-amino-3-(1H-indol-3-yl)propanamido]-4-(methylsulfanyl)butanamido]-3-{[(1S)-1-carbamoyl-2-phenylethyl]carbamoyl}propanoic acid
CAS Registry Number1947-37-1
SMILES
CSCC[C@H](NC(=O)[C@@H](N)CC1=CNC2=CC=CC=C12)C(=O)N[C@@H](CC(O)=O)C(=O)N[C@@H](CC1=CC=CC=C1)C(N)=O
InChI Identifier
InChI=1S/C29H36N6O6S/c1-42-12-11-22(33-27(39)20(30)14-18-16-32-21-10-6-5-9-19(18)21)28(40)35-24(15-25(36)37)29(41)34-23(26(31)38)13-17-7-3-2-4-8-17/h2-10,16,20,22-24,32H,11-15,30H2,1H3,(H2,31,38)(H,33,39)(H,34,41)(H,35,40)(H,36,37)/t20-,22-,23-,24-/m0/s1
InChI KeyRGYLYUZOGHTBRF-BIHRQFPBSA-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
  • Phenylalanine or derivatives
  • Aspartic acid or derivatives
  • Methionine or derivatives
  • N-acyl-alpha amino acid or derivatives
  • Alpha-amino acid amide
  • Triptan
  • N-substituted-alpha-amino acid
  • Alpha-amino acid or derivatives
  • Amphetamine or derivatives
  • 3-alkylindole
  • Indole
  • Indole or derivatives
  • Aralkylamine
  • Monocyclic benzene moiety
  • Fatty amide
  • N-acyl-amine
  • Substituted pyrrole
  • Fatty acyl
  • Benzenoid
  • Pyrrole
  • Heteroaromatic compound
  • Secondary carboxylic acid amide
  • Primary carboxylic acid amide
  • Amino acid or derivatives
  • Carboxamide group
  • Amino acid
  • Thioether
  • Organoheterocyclic compound
  • Dialkylthioether
  • Sulfenyl compound
  • Azacycle
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Amine
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Primary aliphatic amine
  • Organopnictogen compound
  • Carbonyl group
  • Organic nitrogen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Organosulfur compound
  • Organic oxide
  • Primary amine
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic 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
logP-0.41ALOGPS
logP-1.8ChemAxon
logS-5.1ALOGPS
pKa (Strongest Acidic)3.7ChemAxon
pKa (Strongest Basic)7.66ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count7ChemAxon
Polar Surface Area209.5 ŲChemAxon
Rotatable Bond Count16ChemAxon
Refractivity157.66 m³·mol⁻¹ChemAxon
Polarizability62.16 ųChemAxon
Number of Rings3ChemAxon
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 IDHMDB0005775
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB023765
KNApSAcK IDNot Available
Chemspider ID393888
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkCCK-4
METLIN IDNot Available
PubChem Compound446569
PDB IDNot Available
ChEBI ID137728
References
Synthesis ReferenceHardy, P. M.; Kenner, G. W.; Sheppard, R. C.; MacLeod, J. K.; Morley, J. S. Therapeutical acylated tetrapeptides. (1965), 58 pp. BE 665591 19651217 CAN 64:104706 AN 1966:104706
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available