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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:31:11 UTC
Update Date2021-09-14 15:46:07 UTC
HMDB IDHMDB0029565
Secondary Accession Numbers
  • HMDB29565
Metabolite Identification
Common NameDemethoxyfumitremorgin C
DescriptionDemethoxyfumitremorgin C belongs to the class of organic compounds known as beta carbolines. Beta carbolines are compounds containing a 9H-pyrido[3,4-b]indole moiety. Demethoxyfumitremorgin C is an extremely weak basic (essentially neutral) compound (based on its pKa). Production by Aspergillus fumigatus.
Structure
Data?1582753436
SynonymsNot Available
Chemical FormulaC21H23N3O2
Average Molecular Weight349.4262
Monoisotopic Molecular Weight349.179026995
IUPAC Name12-(2-methylprop-1-en-1-yl)-10,13,19-triazapentacyclo[11.7.0.0³,¹¹.0⁴,⁹.0¹⁵,¹⁹]icosa-3(11),4(9),5,7-tetraene-14,20-dione
Traditional Name12-(2-methylprop-1-en-1-yl)-10,13,19-triazapentacyclo[11.7.0.0³,¹¹.0⁴,⁹.0¹⁵,¹⁹]icosa-3(11),4(9),5,7-tetraene-14,20-dione
CAS Registry NumberNot Available
SMILES
CC(C)=CC1N2C(CC3=C1NC1=C3C=CC=C1)C(=O)N1CCCC1C2=O
InChI Identifier
InChI=1S/C21H23N3O2/c1-12(2)10-17-19-14(13-6-3-4-7-15(13)22-19)11-18-20(25)23-9-5-8-16(23)21(26)24(17)18/h3-4,6-7,10,16-18,22H,5,8-9,11H2,1-2H3
InChI KeyLQXCSIKDOISJTI-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as beta carbolines. Beta carbolines are compounds containing a 9H-pyrido[3,4-b]indole moiety.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassIndoles and derivatives
Sub ClassPyridoindoles
Direct ParentBeta carbolines
Alternative ParentsNot Available
SubstituentsNot Available
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Biological location

Source

Route of exposure

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point210 - 212 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Spectral PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.46 g/LALOGPS
logP10(2.16) g/LALOGPS
logP10(2.27) g/LChemAxon
logS10(-2.9) g/LALOGPS
pKa (Strongest Acidic)15.18ChemAxon
pKa (Strongest Basic)-3.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area56.41 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity100.11 m³·mol⁻¹ChemAxon
Polarizability39.11 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Spectral Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+184.43631661259
DarkChem[M-H]-176.46731661259

Predicted Kovats Retention Indices

Not Available
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Demethoxyfumitremorgin C GC-MS (Non-derivatized) - 70eV, Positivesplash10-0fdk-9383000000-695d7e02cec2813426d12017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Demethoxyfumitremorgin C 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 - Demethoxyfumitremorgin C 10V, Positive-QTOFsplash10-0udi-0009000000-e84006998733bff3d5872016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Demethoxyfumitremorgin C 20V, Positive-QTOFsplash10-0udi-1129000000-0c1090781522cb8654152016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Demethoxyfumitremorgin C 40V, Positive-QTOFsplash10-00sl-9410000000-71353e6e6782d41e4ab42016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Demethoxyfumitremorgin C 10V, Negative-QTOFsplash10-0002-0009000000-6e8dee4f1eeaf56d0e922016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Demethoxyfumitremorgin C 20V, Negative-QTOFsplash10-0002-8089000000-727c62dbda1e9c2f29a82016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Demethoxyfumitremorgin C 40V, Negative-QTOFsplash10-0gi0-9240000000-1b76350c30b5b78ebfa22016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Demethoxyfumitremorgin C 10V, Positive-QTOFsplash10-0udi-0009000000-8a185c71309ae313b6952021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Demethoxyfumitremorgin C 20V, Positive-QTOFsplash10-0udi-0009000000-18dfed6dcc06824df7092021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Demethoxyfumitremorgin C 40V, Positive-QTOFsplash10-0fk9-7941000000-be8a8649139d7b9a26862021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Demethoxyfumitremorgin C 10V, Negative-QTOFsplash10-0002-0009000000-76bc3c7c4f366b304cef2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Demethoxyfumitremorgin C 20V, Negative-QTOFsplash10-0002-0709000000-52c77bba87dc64fdfc8b2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Demethoxyfumitremorgin C 40V, Negative-QTOFsplash10-0f9t-1927000000-246ce4639b1debe16f252021-09-23Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB000720
KNApSAcK IDC00016232
Chemspider ID11438666
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound14019495
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. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .