Survey with prize
Record Information
Version1.0
Creation date2010-04-08 22:09:36 UTC
Update date2019-11-26 03:04:52 UTC
Primary IDFDB011380
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameCyclobrassinin
DescriptionCyclobrassinin belongs to the class of organic compounds known as 3-alkylindoles. 3-alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position. Cyclobrassinin is a strong basic compound (based on its pKa). Cyclobrassinin has been detected, but not quantified in, several different foods, such as brassicas, cauliflowers, chinese cabbages, chinese mustards, and swedes. This could make cyclobrassinin a potential biomarker for the consumption of these foods.
CAS Number105748-58-1
Structure
Thumb
Synonyms
SynonymSource
4,9-Dihydro-2-(methylthio)-1,3-thiazino[6,5-b]indole, 9ciHMDB
2-(Methylsulphanyl)-4H,9H-[1,3]thiazino[6,5-b]indoleGenerator
CyclobrassininMeSH
4,9-Dihydro-2-(methylthio)-1,3-thiazino[6,5-b]indole, 9CIdb_source
Predicted Properties
PropertyValueSource
Water Solubility0.039 g/LALOGPS
logP2.9ALOGPS
logP3.6ChemAxon
logS-3.8ALOGPS
pKa (Strongest Acidic)12.1ChemAxon
pKa (Strongest Basic)3.02ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area28.15 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity67.4 m³·mol⁻¹ChemAxon
Polarizability25.24 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC11H10N2S2
IUPAC name2-(methylsulfanyl)-4H,9H-[1,3]thiazino[6,5-b]indole
InChI IdentifierInChI=1S/C11H10N2S2/c1-14-11-12-6-8-7-4-2-3-5-9(7)13-10(8)15-11/h2-5,13H,6H2,1H3
InChI KeyMVMVWNMQGBYIDM-UHFFFAOYSA-N
Isomeric SMILESCSC1=NCC2=C(NC3=C2C=CC=C3)S1
Average Molecular Weight234.341
Monoisotopic Molecular Weight234.02853971
Classification
Description Belongs to the class of organic compounds known as 3-alkylindoles. 3-Alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassIndoles and derivatives
Sub ClassIndoles
Direct Parent3-alkylindoles
Alternative Parents
Substituents
  • 3-alkylindole
  • Aryl thioether
  • Benzenoid
  • Heteroaromatic compound
  • Pyrrole
  • Azacycle
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Sulfenyl compound
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organosulfur compound
  • Organonitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Role

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 56.38%; H 4.30%; N 11.95%; S 27.37%DFC
Melting PointMp 136-137°DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV Data270 (e 13200) (EtOH) (Berdy)DFC
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSCyclobrassinin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-029j-4940000000-26d79af9a1fe187bbeafSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0290000000-2c115369989b3814f258Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-1790000000-579ad655cebe015524b5Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-2900000000-56b176be2b6078a0cda3Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4r-2590000000-b6c90016506bbf0239c1Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-9200000000-773bfc6eb4565ea160a5Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9300000000-59e2b63c7ec11789b1e4Spectrum
NMRNot Available
ChemSpider ID160492
ChEMBL IDCHEMBL2442561
KEGG Compound IDNot Available
Pubchem Compound ID184579
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB33352
CRC / DFC (Dictionary of Food Compounds) IDGNM69-H:GNM69-H
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDC00033745
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
FoodReference
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— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.