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Neoglucobrassicin (FDB017734)

Record Information
Version1.0
Creation date2010-04-08 22:13:16 UTC
Update date2020-09-17 15:40:43 UTC
Primary IDFDB017734
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameNeoglucobrassicin
DescriptionNeoglucobrassicin, also known as MIMG, belongs to the class of organic compounds known as alkylglucosinolates. These are organic compounds containing a glucosinolate moiety that carries an alkyl chain. Neoglucobrassicin is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Neoglucobrassicin has been detected, but not quantified in, several different foods, such as kohlrabis, broccoli, brassicas, cauliflowers, and capers. This could make neoglucobrassicin a potential biomarker for the consumption of these foods.
CAS Number5187-84-8
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
Not AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility2.31 g/LALOGPS
logP-1ALOGPS
logP-2.4ChemAxon
logS-2.3ALOGPS
pKa (Strongest Acidic)-3.5ChemAxon
pKa (Strongest Basic)-0.35ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count10ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area180.27 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity108.89 m³·mol⁻¹ChemAxon
Polarizability45.45 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC17H22N2O10S2
IUPAC name{[(E)-[2-(1-methoxy-1H-indol-3-yl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethylidene]amino]oxy}sulfonic acid
InChI IdentifierInChI=1S/C17H22N2O10S2/c1-27-19-7-9(10-4-2-3-5-11(10)19)6-13(18-29-31(24,25)26)30-17-16(23)15(22)14(21)12(8-20)28-17/h2-5,7,12,14-17,20-23H,6,8H2,1H3,(H,24,25,26)/b18-13+
InChI KeyPKKMITFKYRCCOL-QGOAFFKASA-N
Isomeric SMILESCON1C=C(C\C(SC2OC(CO)C(O)C(O)C2O)=N/OS(O)(=O)=O)C2=CC=CC=C12
Average Molecular Weight478.494
Monoisotopic Molecular Weight478.071586314
Classification
Description Belongs to the class of organic compounds known as alkylglucosinolates. These are organic compounds containing a glucosinolate moiety that carries an alkyl chain.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentAlkylglucosinolates
Alternative Parents
Substituents
  • Alkylglucosinolate
  • Glycosyl compound
  • S-glycosyl compound
  • 3-alkylindole
  • Indole
  • Indole or derivatives
  • Oxane
  • Benzenoid
  • Substituted pyrrole
  • Monothioacetal
  • Heteroaromatic compound
  • Organic sulfuric acid or derivatives
  • Pyrrole
  • Secondary alcohol
  • Oxacycle
  • Azacycle
  • Polyol
  • Organoheterocyclic compound
  • Sulfenyl compound
  • Organosulfur compound
  • Organonitrogen compound
  • Alcohol
  • Hydrocarbon derivative
  • Organic nitrogen compound
  • Primary alcohol
  • Organopnictogen compound
  • Organic oxide
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Biological role:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 42.67%; H 4.63%; N 5.85%; O 33.44%; S 13.40%DFC
Melting PointMp 175 dec. (as brucine salt)DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSNeoglucobrassicin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0c01-9301500000-d2247ce6c0e0546630d5Spectrum
Predicted GC-MSNeoglucobrassicin, 3 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00o0-3263119000-a47e64f5b0b0fc458e80Spectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-02dj-0605900000-c3cdf47795a38d1752cb2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-030s-0549000000-1b7b930d214a1b08f22c2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0bt9-9311000000-25ff4f0aee49e79535962016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-3239100000-35cbf9d3d94b358848b62016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0ue9-4290000000-122cd0956ee108348b922016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-001i-8970000000-6a9a0cad3f007145f8752016-08-03View Spectrum
NMRNot Available
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDC08424
Pubchem Compound ID9576416
Pubchem Substance IDNot Available
ChEBI ID27506
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB38384
CRC / DFC (Dictionary of Food Compounds) IDCDQ62-K:KZR42-R
EAFUS IDNot Available
Dr. Duke IDNEOGLUCOBRASSICIN|1-METHOXY-GLUCOBRASSICIN
BIGG IDNot Available
KNApSAcK IDC00000126
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 / Bioactivities
DescriptorIDDefinitionReference
quinone-reductase inducerDUKE
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.
— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).