Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 02:22:33 UTC
Update Date2022-03-07 02:56:44 UTC
HMDB IDHMDB0040790
Secondary Accession Numbers
  • HMDB40790
Metabolite Identification
Common Name4-Methoxybrassinin
Description4-Methoxybrassinin 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. 4-Methoxybrassinin has been detected, but not quantified in, brassicas. This could make 4-methoxybrassinin a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 4-Methoxybrassinin.
Structure
Data?1563863588
Synonyms
ValueSource
4-(1H-Indazol-5-ylazo)-N-methyl-benzenamineHMDB
5-(4-methylaminophenylazo)IndazoleHMDB
Ma5iHMDB
N-[(4-Methoxy-1H-indol-3-yl)methyl](methylsulfanyl)carboimidothioateGenerator
N-[(4-Methoxy-1H-indol-3-yl)methyl](methylsulphanyl)carboimidothioateGenerator
N-[(4-Methoxy-1H-indol-3-yl)methyl](methylsulphanyl)carboimidothioic acidGenerator
Chemical FormulaC12H14N2OS2
Average Molecular Weight266.382
Monoisotopic Molecular Weight266.05475446
IUPAC NameN-[(4-methoxy-1H-indol-3-yl)methyl](methylsulfanyl)carbothioamide
Traditional NameN-[(4-methoxy-1H-indol-3-yl)methyl]methylsulfanylcarbothioamide
CAS Registry Number129602-03-5
SMILES
COC1=CC=CC2=C1C(CNC(=S)SC)=CN2
InChI Identifier
InChI=1S/C12H14N2OS2/c1-15-10-5-3-4-9-11(10)8(6-13-9)7-14-12(16)17-2/h3-6,13H,7H2,1-2H3,(H,14,16)
InChI KeyJVKOHVNWMQYCIN-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
  • Anisole
  • Alkyl aryl ether
  • Substituted pyrrole
  • Benzenoid
  • Pyrrole
  • Heteroaromatic compound
  • Dithiocarbamic acid ester
  • Ether
  • Sulfenyl compound
  • Azacycle
  • Organopnictogen compound
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organic oxygen compound
  • 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 Solubility1507 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.0066 g/LALOGPS
logP2.43ALOGPS
logP3.12ChemAxon
logS-4.6ALOGPS
pKa (Strongest Acidic)7.49ChemAxon
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area37.05 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity77.44 m³·mol⁻¹ChemAxon
Polarizability28.03 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]+159.72731661259
DarkChem[M-H]-156.07431661259
DeepCCS[M+H]+160.0130932474
DeepCCS[M-H]-157.65230932474
DeepCCS[M-2H]-191.41130932474
DeepCCS[M+Na]+166.4730932474
AllCCS[M+H]+156.832859911
AllCCS[M+H-H2O]+153.232859911
AllCCS[M+NH4]+160.132859911
AllCCS[M+Na]+161.032859911
AllCCS[M-H]-158.932859911
AllCCS[M+Na-2H]-158.932859911
AllCCS[M+HCOO]-159.032859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
4-MethoxybrassininCOC1=CC=CC2=C1C(CNC(=S)SC)=CN23916.7Standard polar33892256
4-MethoxybrassininCOC1=CC=CC2=C1C(CNC(=S)SC)=CN22478.7Standard non polar33892256
4-MethoxybrassininCOC1=CC=CC2=C1C(CNC(=S)SC)=CN22831.1Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
4-Methoxybrassinin,1TMS,isomer #1COC1=CC=CC2=C1C(CN(C(=S)SC)[Si](C)(C)C)=C[NH]22584.1Semi standard non polar33892256
4-Methoxybrassinin,1TMS,isomer #1COC1=CC=CC2=C1C(CN(C(=S)SC)[Si](C)(C)C)=C[NH]22452.4Standard non polar33892256
4-Methoxybrassinin,1TMS,isomer #2COC1=CC=CC2=C1C(CNC(=S)SC)=CN2[Si](C)(C)C2676.6Semi standard non polar33892256
4-Methoxybrassinin,1TMS,isomer #2COC1=CC=CC2=C1C(CNC(=S)SC)=CN2[Si](C)(C)C2417.5Standard non polar33892256
4-Methoxybrassinin,2TMS,isomer #1COC1=CC=CC2=C1C(CN(C(=S)SC)[Si](C)(C)C)=CN2[Si](C)(C)C2624.2Semi standard non polar33892256
4-Methoxybrassinin,2TMS,isomer #1COC1=CC=CC2=C1C(CN(C(=S)SC)[Si](C)(C)C)=CN2[Si](C)(C)C2507.1Standard non polar33892256
4-Methoxybrassinin,1TBDMS,isomer #1COC1=CC=CC2=C1C(CN(C(=S)SC)[Si](C)(C)C(C)(C)C)=C[NH]22825.4Semi standard non polar33892256
4-Methoxybrassinin,1TBDMS,isomer #1COC1=CC=CC2=C1C(CN(C(=S)SC)[Si](C)(C)C(C)(C)C)=C[NH]22665.4Standard non polar33892256
4-Methoxybrassinin,1TBDMS,isomer #2COC1=CC=CC2=C1C(CNC(=S)SC)=CN2[Si](C)(C)C(C)(C)C2865.0Semi standard non polar33892256
4-Methoxybrassinin,1TBDMS,isomer #2COC1=CC=CC2=C1C(CNC(=S)SC)=CN2[Si](C)(C)C(C)(C)C2624.5Standard non polar33892256
4-Methoxybrassinin,2TBDMS,isomer #1COC1=CC=CC2=C1C(CN(C(=S)SC)[Si](C)(C)C(C)(C)C)=CN2[Si](C)(C)C(C)(C)C3063.1Semi standard non polar33892256
4-Methoxybrassinin,2TBDMS,isomer #1COC1=CC=CC2=C1C(CN(C(=S)SC)[Si](C)(C)C(C)(C)C)=CN2[Si](C)(C)C(C)(C)C2906.7Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 4-Methoxybrassinin GC-MS (Non-derivatized) - 70eV, Positivesplash10-0wt9-5890000000-b6a691c3d521d3e8feb42017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 4-Methoxybrassinin GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 4-Methoxybrassinin 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 - 4-Methoxybrassinin 10V, Positive-QTOFsplash10-014i-1490000000-dc13cd816675cef5b8532017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Methoxybrassinin 20V, Positive-QTOFsplash10-03xr-2940000000-cedbd2b589dbd5876cff2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Methoxybrassinin 40V, Positive-QTOFsplash10-0j5c-1900000000-06206fc66b89e6a11bc82017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Methoxybrassinin 10V, Negative-QTOFsplash10-014i-1090000000-c0c501f38935df712f3a2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Methoxybrassinin 20V, Negative-QTOFsplash10-014j-3690000000-bd47e285a3789a75d08f2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Methoxybrassinin 40V, Negative-QTOFsplash10-052b-9610000000-ac6938f8ba0abc9acb202017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Methoxybrassinin 10V, Negative-QTOFsplash10-066r-5790000000-f93bcff702aec9024d572021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Methoxybrassinin 20V, Negative-QTOFsplash10-053r-3900000000-3edf0dcf7fc5d49f54b52021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Methoxybrassinin 40V, Negative-QTOFsplash10-0a4i-9610000000-a50778711b92b4df34082021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Methoxybrassinin 10V, Positive-QTOFsplash10-014i-0290000000-034ddc1f6877fba6dc532021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Methoxybrassinin 20V, Positive-QTOFsplash10-03xr-0920000000-ddce98a5773954714bfc2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Methoxybrassinin 40V, Positive-QTOFsplash10-0ab9-9600000000-3c5df4f17bc9a80ebb5a2021-09-25Wishart 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 IDFDB020606
KNApSAcK IDC00036583
Chemspider ID9186134
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound11010948
PDB IDNot Available
ChEBI ID169342
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1886421
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.. .