Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 23:46:57 UTC
Update Date2022-03-07 02:55:46 UTC
HMDB IDHMDB0038463
Secondary Accession Numbers
  • HMDB38463
Metabolite Identification
Common Name3-(Isothiocyanatomethyl)-1-methoxy-1H-indole
Description3-(Isothiocyanatomethyl)-1-methoxy-1H-indole, also known as (1-methoxyindol-3-yl)methyl isothiocyanate, 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. 3-(Isothiocyanatomethyl)-1-methoxy-1H-indole has been detected, but not quantified in, brassicas. This could make 3-(isothiocyanatomethyl)-1-methoxy-1H-indole a potential biomarker for the consumption of these foods. 3-(Isothiocyanatomethyl)-1-methoxy-1H-indole 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 very few articles have been published on 3-(Isothiocyanatomethyl)-1-methoxy-1H-indole.
Structure
Data?1563863201
Synonyms
ValueSource
(1-Methoxyindol-3-yl)methyl isothiocyanateChEBI
1-Methoxyindol-3-ylmethyl isothiocyanateChEBI
(1-Methoxyindol-3-yl)methyl isothiocyanic acidGenerator
1-Methoxyindol-3-ylmethyl isothiocyanic acidGenerator
Chemical FormulaC11H10N2OS
Average Molecular Weight218.275
Monoisotopic Molecular Weight218.051383642
IUPAC Name3-(isothiocyanatomethyl)-1-methoxy-1H-indole
Traditional Name3-(isothiocyanatomethyl)-1-methoxyindole
CAS Registry Number126769-93-5
SMILES
CON1C=C(CN=C=S)C2=CC=CC=C12
InChI Identifier
InChI=1S/C11H10N2OS/c1-14-13-7-9(6-12-8-15)10-4-2-3-5-11(10)13/h2-5,7H,6H2,1H3
InChI KeyFLURSKCCKANNKS-UHFFFAOYSA-N
Chemical Taxonomy
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
  • Substituted pyrrole
  • Benzenoid
  • Pyrrole
  • Heteroaromatic compound
  • Isothiocyanate
  • Azacycle
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
Role
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
Water Solubility0.03 g/LALOGPS
logP3.55ALOGPS
logP2.6ChemAxon
logS-3.9ALOGPS
pKa (Strongest Basic)-4.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.52 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity64.69 m³·mol⁻¹ChemAxon
Polarizability23.13 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+149.46531661259
DarkChem[M-H]-146.42231661259
DeepCCS[M-2H]-173.14330932474
DeepCCS[M+Na]+148.68130932474
AllCCS[M+H]+146.232859911
AllCCS[M+H-H2O]+142.232859911
AllCCS[M+NH4]+150.032859911
AllCCS[M+Na]+151.132859911
AllCCS[M-H]-147.832859911
AllCCS[M+Na-2H]-148.032859911
AllCCS[M+HCOO]-148.232859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
3-(Isothiocyanatomethyl)-1-methoxy-1H-indoleCON1C=C(CN=C=S)C2=CC=CC=C123135.9Standard polar33892256
3-(Isothiocyanatomethyl)-1-methoxy-1H-indoleCON1C=C(CN=C=S)C2=CC=CC=C121923.2Standard non polar33892256
3-(Isothiocyanatomethyl)-1-methoxy-1H-indoleCON1C=C(CN=C=S)C2=CC=CC=C122045.1Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 3-(Isothiocyanatomethyl)-1-methoxy-1H-indole GC-MS (Non-derivatized) - 70eV, Positivesplash10-03di-2910000000-3b7395e299ec81b929642017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-(Isothiocyanatomethyl)-1-methoxy-1H-indole 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 - 3-(Isothiocyanatomethyl)-1-methoxy-1H-indole 10V, Positive-QTOFsplash10-014i-0090000000-e12346fa304c252470a52016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-(Isothiocyanatomethyl)-1-methoxy-1H-indole 20V, Positive-QTOFsplash10-014i-0490000000-1b5109e8e7d724cf800c2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-(Isothiocyanatomethyl)-1-methoxy-1H-indole 40V, Positive-QTOFsplash10-0019-1900000000-9d6cb9deb57bd102c19d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-(Isothiocyanatomethyl)-1-methoxy-1H-indole 10V, Negative-QTOFsplash10-014i-0290000000-03b5de229973995262f82016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-(Isothiocyanatomethyl)-1-methoxy-1H-indole 20V, Negative-QTOFsplash10-000i-1920000000-3ed70b56b2e35d4672a22016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-(Isothiocyanatomethyl)-1-methoxy-1H-indole 40V, Negative-QTOFsplash10-0570-9400000000-1dd91ef68fb26b52bf042016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-(Isothiocyanatomethyl)-1-methoxy-1H-indole 10V, Positive-QTOFsplash10-014i-0190000000-926012243087fcc43d2b2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-(Isothiocyanatomethyl)-1-methoxy-1H-indole 20V, Positive-QTOFsplash10-001i-0900000000-96adcb7cb7deee2449fa2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-(Isothiocyanatomethyl)-1-methoxy-1H-indole 40V, Positive-QTOFsplash10-0faj-1900000000-ea422243816e0eafb1782021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-(Isothiocyanatomethyl)-1-methoxy-1H-indole 10V, Negative-QTOFsplash10-0a4i-9000000000-286b63d3516de7d14a122021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-(Isothiocyanatomethyl)-1-methoxy-1H-indole 20V, Negative-QTOFsplash10-0a4i-9000000000-286b63d3516de7d14a122021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-(Isothiocyanatomethyl)-1-methoxy-1H-indole 40V, Negative-QTOFsplash10-0a4i-9600000000-6640f640ba2a24401d8a2021-09-22Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Membrane
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 IDFDB017822
KNApSAcK IDC00056771
Chemspider ID10709973
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound14206111
PDB IDNot Available
ChEBI ID136932
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.. .