Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2021-09-23 02:58:55 UTC
Update Date2021-09-23 02:58:55 UTC
HMDB IDHMDB0301843
Secondary Accession NumbersNone
Metabolite Identification
Common NameDimboa glucoside
DescriptionDimboa glucoside is a member of the class of compounds known as O-glycosyl compounds. O-glycosyl compounds are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond. Dimboa glucoside is soluble (in water) and a very weakly acidic compound (based on its pKa). Dimboa glucoside can be found in common wheat and corn, which makes dimboa glucoside a potential biomarker for the consumption of these food products.
Structure
Thumb
Synonyms
ValueSource
(2R)-2-beta-D-Glucopyranosyloxy-4-hydroxy-7-methoxy-(2H)-1,4-benzoxazin-3(4H)-oneChEBI
DIMBOA beta-D-glucosideChEBI
DIMBOA glucosideChEBI
(2R)-2-b-D-Glucopyranosyloxy-4-hydroxy-7-methoxy-(2H)-1,4-benzoxazin-3(4H)-oneGenerator
(2R)-2-Β-D-glucopyranosyloxy-4-hydroxy-7-methoxy-(2H)-1,4-benzoxazin-3(4H)-oneGenerator
DIMBOA b-D-glucosideGenerator
DIMBOA β-D-glucosideGenerator
Chemical FormulaC15H19NO10
Average Molecular Weight373.3121
Monoisotopic Molecular Weight373.100895833
IUPAC Name(2R)-4-hydroxy-7-methoxy-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-1,4-benzoxazin-3-one
Traditional Namedimboa β-D-glucoside
CAS Registry NumberNot Available
SMILES
COC1=CC=C2N(O)C(=O)[C@@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)OC2=C1
InChI Identifier
InChI=1S/C15H19NO10/c1-23-6-2-3-7-8(4-6)24-15(13(21)16(7)22)26-14-12(20)11(19)10(18)9(5-17)25-14/h2-4,9-12,14-15,17-20,22H,5H2,1H3/t9-,10-,11+,12-,14+,15-/m1/s1
InChI KeyWTGXAWKVZMQEDA-XFWGRBSCSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentO-glycosyl compounds
Alternative Parents
Substituents
  • Hexose monosaccharide
  • Benzoxazinone
  • O-glycosyl compound
  • Benzomorpholine
  • Benzoxazine
  • Anisole
  • Alkyl aryl ether
  • Monosaccharide
  • Oxane
  • Oxazinane
  • Benzenoid
  • Secondary alcohol
  • Hydroxamic acid
  • Oxacycle
  • Polyol
  • Azacycle
  • Organoheterocyclic compound
  • Acetal
  • Ether
  • Carboxylic acid derivative
  • Hydrocarbon derivative
  • Carbonyl group
  • Organic nitrogen compound
  • Organopnictogen compound
  • Alcohol
  • Organonitrogen compound
  • Primary alcohol
  • Organic oxide
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
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
logP-1.2ALOGPS
logP-1.8ChemAxon
logS-1.3ALOGPS
pKa (Strongest Acidic)7.85ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count10ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area158.38 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity80.88 m³·mol⁻¹ChemAxon
Polarizability34.69 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
AllCCS[M+H]+185.35332859911
AllCCS[M+H-H2O]+182.53432859911
AllCCS[M+Na]+188.69832859911
AllCCS[M+NH4]+187.95332859911
AllCCS[M-H]-181.48832859911
AllCCS[M+Na-2H]-181.38932859911
AllCCS[M+HCOO]-181.41632859911
DeepCCS[M+H]+182.930932474
DeepCCS[M-H]-180.52330932474
DeepCCS[M-2H]-213.76330932474
DeepCCS[M+Na]+188.81330932474

Predicted Kovats Retention Indices

Not Available
Spectra

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dimboa glucoside 10V, Positive-QTOFsplash10-03di-0696000000-3bb559699e0fe68244902016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dimboa glucoside 20V, Positive-QTOFsplash10-03di-2893000000-a400569db2c68db0f07b2016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dimboa glucoside 40V, Positive-QTOFsplash10-0a4j-4910000000-dfa5f0475a55e7e604112016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dimboa glucoside 10V, Negative-QTOFsplash10-03k9-2679000000-9c48d0bf15dda702dd9b2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dimboa glucoside 20V, Negative-QTOFsplash10-03dl-3943000000-bd70009b2f2b1f6c68ed2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dimboa glucoside 40V, Negative-QTOFsplash10-0a4r-9700000000-78221a3de016ab112b5f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dimboa glucoside 10V, Positive-QTOFsplash10-00di-0119000000-4759dfbbaac50bab25b62021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dimboa glucoside 20V, Positive-QTOFsplash10-0006-0921000000-4247ebe41cf6158e2cf82021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dimboa glucoside 40V, Positive-QTOFsplash10-0w29-1940000000-c0eaf49208c95a36f5fb2021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dimboa glucoside 10V, Negative-QTOFsplash10-00di-0319000000-3b0e15342b3ed3f913522021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dimboa glucoside 20V, Negative-QTOFsplash10-0006-1921000000-8479c105631d323aa6f62021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dimboa glucoside 40V, Negative-QTOFsplash10-0udi-2912000000-43c5f81a35fa67a5ebb82021-10-21Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
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 IDFDB001501
KNApSAcK IDC00056489
Chemspider ID390238
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound441563
PDB IDNot Available
ChEBI ID37573
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 ReferencesNot Available