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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 07:07:42 UTC
Update Date2021-09-26 23:01:27 UTC
HMDB IDHMDB0250151
Secondary Accession NumbersNone
Metabolite Identification
Common NameCholecystokinin (26-33)
Description3-amino-3-[(1-{[1-({[(1-{[1-({2-carboxy-1-[(1-carboxy-2-phenylethyl)-C-hydroxycarbonimidoyl]ethyl}-C-hydroxycarbonimidoyl)-3-(methylsulfanyl)propyl]-C-hydroxycarbonimidoyl}-2-(1H-indol-3-yl)ethyl)-C-hydroxycarbonimidoyl]methyl}-C-hydroxycarbonimidoyl)-3-(methylsulfanyl)propyl]-C-hydroxycarbonimidoyl}-2-[4-(sulfooxy)phenyl]ethyl)-C-hydroxycarbonimidoyl]propanoic acid 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. Based on a literature review very few articles have been published on 3-amino-3-[(1-{[1-({[(1-{[1-({2-carboxy-1-[(1-carboxy-2-phenylethyl)-C-hydroxycarbonimidoyl]ethyl}-C-hydroxycarbonimidoyl)-3-(methylsulfanyl)propyl]-C-hydroxycarbonimidoyl}-2-(1H-indol-3-yl)ethyl)-C-hydroxycarbonimidoyl]methyl}-C-hydroxycarbonimidoyl)-3-(methylsulfanyl)propyl]-C-hydroxycarbonimidoyl}-2-[4-(sulfooxy)phenyl]ethyl)-C-hydroxycarbonimidoyl]propanoic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). Cholecystokinin (26-33) is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Cholecystokinin (26-33) is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.
Structure
Thumb
Synonyms
ValueSource
3-Amino-3-[(1-{[1-({[(1-{[1-({2-carboxy-1-[(1-carboxy-2-phenylethyl)-C-hydroxycarbonimidoyl]ethyl}-C-hydroxycarbonimidoyl)-3-(methylsulfanyl)propyl]-C-hydroxycarbonimidoyl}-2-(1H-indol-3-yl)ethyl)-C-hydroxycarbonimidoyl]methyl}-C-hydroxycarbonimidoyl)-3-(methylsulfanyl)propyl]-C-hydroxycarbonimidoyl}-2-[4-(sulfooxy)phenyl]ethyl)-C-hydroxycarbonimidoyl]propanoateGenerator
3-Amino-3-[(1-{[1-({[(1-{[1-({2-carboxy-1-[(1-carboxy-2-phenylethyl)-C-hydroxycarbonimidoyl]ethyl}-C-hydroxycarbonimidoyl)-3-(methylsulphanyl)propyl]-C-hydroxycarbonimidoyl}-2-(1H-indol-3-yl)ethyl)-C-hydroxycarbonimidoyl]methyl}-C-hydroxycarbonimidoyl)-3-(methylsulphanyl)propyl]-C-hydroxycarbonimidoyl}-2-[4-(sulphooxy)phenyl]ethyl)-C-hydroxycarbonimidoyl]propanoateGenerator
3-Amino-3-[(1-{[1-({[(1-{[1-({2-carboxy-1-[(1-carboxy-2-phenylethyl)-C-hydroxycarbonimidoyl]ethyl}-C-hydroxycarbonimidoyl)-3-(methylsulphanyl)propyl]-C-hydroxycarbonimidoyl}-2-(1H-indol-3-yl)ethyl)-C-hydroxycarbonimidoyl]methyl}-C-hydroxycarbonimidoyl)-3-(methylsulphanyl)propyl]-C-hydroxycarbonimidoyl}-2-[4-(sulphooxy)phenyl]ethyl)-C-hydroxycarbonimidoyl]propanoic acidGenerator
Chemical FormulaC49H61N9O17S3
Average Molecular Weight1144.25
Monoisotopic Molecular Weight1143.334755062
IUPAC Name3-amino-3-[(1-{[1-({[(1-{[1-({2-carboxy-1-[(1-carboxy-2-phenylethyl)carbamoyl]ethyl}carbamoyl)-3-(methylsulfanyl)propyl]carbamoyl}-2-(1H-indol-3-yl)ethyl)carbamoyl]methyl}carbamoyl)-3-(methylsulfanyl)propyl]carbamoyl}-2-[4-(sulfooxy)phenyl]ethyl)carbamoyl]propanoic acid
Traditional Name3-amino-3-[(1-{[1-({[(1-{[1-({2-carboxy-1-[(1-carboxy-2-phenylethyl)carbamoyl]ethyl}carbamoyl)-3-(methylsulfanyl)propyl]carbamoyl}-2-(1H-indol-3-yl)ethyl)carbamoyl]methyl}carbamoyl)-3-(methylsulfanyl)propyl]carbamoyl}-2-[4-(sulfooxy)phenyl]ethyl)carbamoyl]propanoic acid
CAS Registry NumberNot Available
SMILES
CSCCC(NC(=O)C(CC1=CC=C(OS(O)(=O)=O)C=C1)NC(=O)C(N)CC(O)=O)C(=O)NCC(=O)NC(CC1=CNC2=CC=CC=C12)C(=O)NC(CCSC)C(=O)NC(CC(O)=O)C(=O)NC(CC1=CC=CC=C1)C(O)=O
InChI Identifier
InChI=1S/C49H61N9O17S3/c1-76-18-16-34(54-46(67)36(56-43(64)32(50)23-41(60)61)20-28-12-14-30(15-13-28)75-78(72,73)74)44(65)52-26-40(59)53-37(22-29-25-51-33-11-7-6-10-31(29)33)47(68)55-35(17-19-77-2)45(66)57-38(24-42(62)63)48(69)58-39(49(70)71)21-27-8-4-3-5-9-27/h3-15,25,32,34-39,51H,16-24,26,50H2,1-2H3,(H,52,65)(H,53,59)(H,54,67)(H,55,68)(H,56,64)(H,57,66)(H,58,69)(H,60,61)(H,62,63)(H,70,71)(H,72,73,74)
InChI KeySDJPEEZPMPFEON-UHFFFAOYSA-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
  • Phenylalanine or derivatives
  • N-acyl-alpha amino acid or derivatives
  • N-acyl-alpha-amino acid
  • Phenylsulfate
  • 3-phenylpropanoic-acid
  • Beta amino acid or derivatives
  • Arylsulfate
  • 3-alkylindole
  • Amphetamine or derivatives
  • Alpha-amino acid or derivatives
  • Tricarboxylic acid or derivatives
  • Indole or derivatives
  • Indole
  • Phenoxy compound
  • Benzenoid
  • Sulfuric acid ester
  • Sulfate-ester
  • Sulfuric acid monoester
  • Substituted pyrrole
  • Monocyclic benzene moiety
  • Heteroaromatic compound
  • Pyrrole
  • Organic sulfuric acid or derivatives
  • Amino acid
  • Amino acid or derivatives
  • Azacycle
  • Organoheterocyclic compound
  • Dialkylthioether
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Sulfenyl compound
  • Thioether
  • Carboxylic acid
  • Carboxylic acid derivative
  • Carboximidic acid derivative
  • Carboximidic acid
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Primary amine
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Primary aliphatic amine
  • Carbonyl group
  • Amine
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP0.67ALOGPS
logP-1.6ChemAxon
logS-5.3ALOGPS
pKa (Strongest Acidic)-2ChemAxon
pKa (Strongest Basic)8.23ChemAxon
Physiological Charge-3ChemAxon
Hydrogen Acceptor Count17ChemAxon
Hydrogen Donor Count13ChemAxon
Polar Surface Area421.01 ŲChemAxon
Rotatable Bond Count33ChemAxon
Refractivity280.25 m³·mol⁻¹ChemAxon
Polarizability113.89 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M-2H]-369.54830932474
DeepCCS[M+Na]+343.56530932474
AllCCS[M+H]+321.932859911
AllCCS[M+H-H2O]+323.032859911
AllCCS[M+NH4]+320.932859911
AllCCS[M+Na]+320.632859911
AllCCS[M-H]-222.932859911
AllCCS[M+Na-2H]-227.532859911
AllCCS[M+HCOO]-232.532859911

Predicted Kovats Retention Indices

Not Available
Spectra

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cholecystokinin (26-33) 10V, Positive-QTOFsplash10-004l-3900000001-1e76f1f3ea4adf5d3f3e2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cholecystokinin (26-33) 20V, Positive-QTOFsplash10-020r-9700001112-2dab54672afe224a8b5b2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cholecystokinin (26-33) 40V, Positive-QTOFsplash10-0uk9-4900000100-970ca68ca45ba0b4ea852021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cholecystokinin (26-33) 10V, Negative-QTOFsplash10-006x-1900000001-31b06d390c518b6b6e032021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cholecystokinin (26-33) 20V, Negative-QTOFsplash10-001i-9300000002-45bc4a012dbec6bb761e2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cholecystokinin (26-33) 40V, Negative-QTOFsplash10-03xr-2573034592-394a9320428e588355db2021-10-12Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]