Hmdb loader
Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 07:36:43 UTC
Update Date2021-09-26 23:02:05 UTC
HMDB IDHMDB0250549
Secondary Accession NumbersNone
Metabolite Identification
Common NameCryptolepine
Descriptioncryptolepine, also known as ccris 9019, belongs to the class of organic compounds known as indoloquinolines. These are polycyclic aromatic compounds containing an indole fused to a quinoline. cryptolepine is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on cryptolepine. This compound has been identified in human blood as reported by (PMID: 31557052 ). Cryptolepine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Cryptolepine 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
CCRIS 9019ChEBI
10H-Indolo(3,2-b)quinolineMeSH
5-Methylquinolo(2',3'-3,2)indoleMeSH
Cryptolepine monohydrochlorideMeSH
Chemical FormulaC16H12N2
Average Molecular Weight232.2799
Monoisotopic Molecular Weight232.100048394
IUPAC Name5-methyl-5H-indolo[3,2-b]quinoline
Traditional Namecryptolepine
CAS Registry NumberNot Available
SMILES
CN1C2=C3C=CC=CC3=NC2=CC2=CC=CC=C12
InChI Identifier
InChI=1S/C16H12N2/c1-18-15-9-5-2-6-11(15)10-14-16(18)12-7-3-4-8-13(12)17-14/h2-10H,1H3
InChI KeyKURWKDDWCJELSV-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as indoloquinolines. These are polycyclic aromatic compounds containing an indole fused to a quinoline.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassQuinolines and derivatives
Sub ClassIndoloquinolines
Direct ParentIndoloquinolines
Alternative Parents
Substituents
  • Indoloquinoline
  • Indole or derivatives
  • Indole
  • Benzenoid
  • Pyridine
  • Heteroaromatic compound
  • Pyrrole
  • Azacycle
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
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
logP2.99ALOGPS
logP3.86ChemAxon
logS-3.2ALOGPS
pKa (Strongest Basic)2.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.82 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity71.92 m³·mol⁻¹ChemAxon
Polarizability26.42 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M-2H]-182.55530932474
DeepCCS[M+Na]+157.64930932474
AllCCS[M+H]+152.032859911
AllCCS[M+H-H2O]+147.732859911
AllCCS[M+NH4]+155.932859911
AllCCS[M+Na]+157.132859911
AllCCS[M-H]-157.732859911
AllCCS[M+Na-2H]-156.732859911
AllCCS[M+HCOO]-155.732859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
CryptolepineCN1C2=C3C=CC=CC3=NC2=CC2=CC=CC=C123467.9Standard polar33892256
CryptolepineCN1C2=C3C=CC=CC3=NC2=CC2=CC=CC=C122240.3Standard non polar33892256
CryptolepineCN1C2=C3C=CC=CC3=NC2=CC2=CC=CC=C122568.3Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Cryptolepine GC-MS (Non-derivatized) - 70eV, Positivesplash10-001i-0290000000-dec19e81532e68fa168b2021-09-24Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Cryptolepine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cryptolepine 10V, Positive-QTOFsplash10-001i-0090000000-1cd052f60e6f1a720dcf2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cryptolepine 20V, Positive-QTOFsplash10-001i-0090000000-1cd052f60e6f1a720dcf2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cryptolepine 40V, Positive-QTOFsplash10-0f89-0290000000-d665c7df281a34767aa12021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cryptolepine 10V, Negative-QTOFsplash10-001i-0090000000-94c5da06ce8c24221fb42021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cryptolepine 20V, Negative-QTOFsplash10-001i-0090000000-94c5da06ce8c24221fb42021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cryptolepine 40V, Negative-QTOFsplash10-0f89-0090000000-8ec8bc4ba09807396e1f2021-10-12Wishart 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 IDC00001710
Chemspider ID74137
KEGG Compound IDC09142
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkCryptolepine
METLIN IDNot Available
PubChem Compound82143
PDB IDNot Available
ChEBI ID3930
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1051211
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 ]