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Showing Compound Chaetoglobosin N (FDB008607)

Record Information
Version1.0
Creation date2010-04-08 22:08:10 UTC
Update date2019-11-26 03:02:52 UTC
Primary IDFDB008607
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameChaetoglobosin N
DescriptionChaetoglobosin N belongs to the class of organic compounds known as chaetoglobosins. These are cytochalasans with a structure in which the hydrogenated isoindole bears an (indol-3-yl)methyl group. Chaetoglobosin N is a very strong basic compound (based on its pKa). Chaetoglobosin N has been detected, but not quantified in, cereals and cereal products. This could make chaetoglobosin N a potential biomarker for the consumption of these foods.
CAS Number156980-59-5
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
Predicted Properties
PropertyValueSource
Water Solubility0.0014 g/LALOGPS
logP4.5ALOGPS
logP5.17ChemAxon
logS-5.6ALOGPS
pKa (Strongest Acidic)2.76ChemAxon
pKa (Strongest Basic)5.35ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area112.12 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity154.23 m³·mol⁻¹ChemAxon
Polarizability58.64 ųChemAxon
Number of Rings6ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC33H38N2O5
IUPAC name(7E,9S,11E,13R,14S,16R,17S,18R,19S)-21-hydroxy-19-[(1R)-1-(1H-indol-3-yl)ethyl]-7,9,16,17-tetramethyl-15-oxa-20-azatetracyclo[11.8.0.0^{1,18}.0^{14,16}]henicosa-7,11,20-triene-2,5,6-trione
InChI IdentifierInChI=1S/C33H38N2O5/c1-17-9-8-11-23-30-32(5,40-30)20(4)27-28(19(3)22-16-34-24-12-7-6-10-21(22)24)35-31(39)33(23,27)26(37)14-13-25(36)29(38)18(2)15-17/h6-8,10-12,15-17,19-20,23,27-28,30,34H,9,13-14H2,1-5H3,(H,35,39)/b11-8+,18-15+/t17-,19+,20-,23-,27-,28-,30-,32+,33?/m0/s1
InChI KeyKPZHIOQEYKRXQD-KHQVSARKSA-N
Isomeric SMILES[H][C@]1(NC(=O)C23[C@@H](\C=C\C[C@H](C)\C=C(C)\C(=O)C(=O)CCC2=O)[C@@H]2O[C@]2(C)[C@@H](C)[C@@]13[H])[C@H](C)C1=CNC2=C1C=CC=C2
Average Molecular Weight542.6652
Monoisotopic Molecular Weight542.278072336
Classification
Description Belongs to the class of organic compounds known as chaetoglobosins. These are cytochalasans with a structure in which the hydrogenated isoindole bears an (indol-3-yl)methyl group.
KingdomOrganic compounds
Super ClassAlkaloids and derivatives
ClassCytochalasans
Sub ClassChaetoglobosins
Direct ParentChaetoglobosins
Alternative Parents
Substituents
  • Chaetoglobosin skeleton
  • Macrolactam
  • Isoindolone
  • 3-alkylindole
  • Indole
  • Indole or derivatives
  • Isoindoline
  • Isoindole or derivatives
  • Oxepane
  • Benzenoid
  • Substituted pyrrole
  • 2-pyrrolidone
  • Pyrrolidone
  • Heteroaromatic compound
  • Pyrrole
  • Pyrrolidine
  • Carboxamide group
  • Cyclic ketone
  • Ketone
  • Lactam
  • Secondary carboxylic acid amide
  • Oxacycle
  • Carboxylic acid derivative
  • Organoheterocyclic compound
  • Ether
  • Oxirane
  • Dialkyl ether
  • Azacycle
  • Carbonyl group
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Organic nitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
OntologyNo ontology term
Physico-Chemical Properties
Physico-Chemical Properties - Experimental
Spectra
Spectra
EI-MS/GC-MSNot Available
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-002f-0000090000-c8b91378250d16af24772016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004l-1201190000-59ec08a3130bd35f46232016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-4900500000-9de9278ab5f6adbe5e392016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0000090000-cef9bcdc6db0c004b9582016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-2101290000-ebae3dffe492fd4c5ead2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9115610000-9f3473fb1f65c5ea5a3f2016-08-03View Spectrum
NMRNot Available
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound IDNot Available
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB31919
CRC / DFC (Dictionary of Food Compounds) IDDOJ01-S:DOK39-O
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
Processing...
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference