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Glucobrassicanapin (FDB017775)

Record Information
Version1.0
Creation date2010-04-08 22:13:18 UTC
Update date2019-11-26 03:15:12 UTC
Primary IDFDB017775
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameGlucobrassicanapin
DescriptionGlucobrassicanapin belongs to the class of organic compounds known as alkylglucosinolates. These are organic compounds containing a glucosinolate moiety that carries an alkyl chain. Glucobrassicanapin is an extremely weak basic (essentially neutral) compound (based on its pKa). Glucobrassicanapin has been detected, but not quantified in, several different foods, such as horseradish, swedes, chinese cabbages, white mustards, and chinese mustards. This could make glucobrassicanapin a potential biomarker for the consumption of these foods.
CAS Number19041-10-2
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
Not AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility8.95 g/LALOGPS
logP-1.5ALOGPS
logP-2.2ChemAxon
logS-1.6ALOGPS
pKa (Strongest Acidic)-3.5ChemAxon
pKa (Strongest Basic)-0.26ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count9ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area166.11 ŲChemAxon
Rotatable Bond Count9ChemAxon
Refractivity83.9 m³·mol⁻¹ChemAxon
Polarizability36.85 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC12H21NO9S2
IUPAC name{[(E)-(1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}hex-5-en-1-ylidene)amino]oxy}sulfonic acid
InChI IdentifierInChI=1S/C12H21NO9S2/c1-2-3-4-5-8(13-22-24(18,19)20)23-12-11(17)10(16)9(15)7(6-14)21-12/h2,7,9-12,14-17H,1,3-6H2,(H,18,19,20)/b13-8+
InChI KeyXMJFVIGTHMOGNZ-MDWZMJQESA-N
Isomeric SMILESOCC1OC(S\C(CCCC=C)=N\OS(O)(=O)=O)C(O)C(O)C1O
Average Molecular Weight387.426
Monoisotopic Molecular Weight387.065772655
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
  • Oxane
  • Monothioacetal
  • Organic sulfuric acid or derivatives
  • Secondary alcohol
  • Polyol
  • Oxacycle
  • Organoheterocyclic compound
  • Sulfenyl compound
  • Alcohol
  • Hydrocarbon derivative
  • Organosulfur compound
  • Organonitrogen compound
  • Organic oxide
  • Primary alcohol
  • Organic nitrogen compound
  • Organopnictogen compound
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic 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 37.20%; H 5.46%; N 3.62%; O 37.17%; S 16.55%DFC
Melting PointNot Available
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-MSGlucobrassicanapin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0g4i-9515000000-ec1405e8c49133236e77Spectrum
Predicted GC-MSGlucobrassicanapin, 4 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-03di-5111119000-14b62a1bdd1b2c22b881Spectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-010a-4659000000-0f20401f1e935745b9fc2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-06w9-4980000000-09198ca651540e5a7a182016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-066r-9000000000-d02dd31381634157c3d02016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-3491000000-17c551176c5cbd0bf1312016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-006x-8910000000-9c6ce59226b1c2f1b3eb2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-01vo-4900000000-28090e05f6c207f4033b2016-08-03View Spectrum
NMRNot Available
ChemSpider ID24808086
ChEMBL IDNot Available
KEGG Compound IDC08403
Pubchem Compound ID656526
Pubchem Substance IDNot Available
ChEBI ID5397
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB38417
CRC / DFC (Dictionary of Food Compounds) IDLBB30-J:LBB30-J
EAFUS IDNot Available
Dr. Duke IDGLUCOBRASSICANAPIN
BIGG IDNot Available
KNApSAcK IDC00001463
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— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).
— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.