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Showing Compound (R)-2,4-Dihydroxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one 2-glucoside (FDB000904)

Record Information
Version1.0
Creation date2010-04-08 22:04:45 UTC
Update date2020-02-24 19:10:16 UTC
Primary IDFDB000904
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name(R)-2,4-Dihydroxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one 2-glucoside
DescriptionDIMBOA-Glc 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. DIMBOA-Glc has been detected, but not quantified in, several different foods, such as breakfast cereal, cereals and cereal products, common wheats (Triticum aestivum), corns (Zea mays), and fats and oils. This could make dimboa-GLC a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on DIMBOA-Glc.
CAS Number113565-32-5
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
Predicted Properties
PropertyValueSource
Water Solubility18.4 g/LALOGPS
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
Polarizability34.72 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC15H19NO10
IUPAC name4-hydroxy-7-methoxy-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-1,4-benzoxazin-3-one
InChI IdentifierInChI=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
InChI KeyWTGXAWKVZMQEDA-UHFFFAOYSA-N
Isomeric SMILESCOC1=CC2=C(C=C1)N(O)C(=O)C(OC1OC(CO)C(O)C(O)C1O)O2
Average Molecular Weight373.3121
Monoisotopic Molecular Weight373.100895833
Classification
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
Disposition

Route of exposure:

Source:

Biological location:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS(R)-2,4-Dihydroxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one 2-glucoside, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0ab9-9736000000-04d7b20345ab8972b96aSpectrum
Predicted GC-MS(R)-2,4-Dihydroxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one 2-glucoside, 4 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0002-1411139000-87956e2ec5a4c15086c0Spectrum
Predicted GC-MS(R)-2,4-Dihydroxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one 2-glucoside, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-0296-0930000000-b461bf85334f237f55072021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-01ot-0900000000-c1bc5bcd5c4f195afd1c2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 6V, Negativesplash10-01ot-0900000000-2dd4350d5526c3fad62d2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-0296-0930000000-832a10f5f2d6abcc449a2021-09-20View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0696000000-3bb559699e0fe68244902016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-2893000000-a400569db2c68db0f07b2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4j-4910000000-dfa5f0475a55e7e604112016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03k9-2679000000-9c48d0bf15dda702dd9b2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03dl-3943000000-bd70009b2f2b1f6c68ed2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4r-9700000000-78221a3de016ab112b5f2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0119000000-8e0aeb5138de79e2f4b12021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-0920000000-74700fb9f4a5d925c09b2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udi-1921000000-b45661b63e8c62786ad72021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00dl-0539000000-daf1ac7dc7e03135a09f2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-1921000000-365277bf1e6b52a911ed2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0k9x-3900000000-0454d6a0ce9e52de6fb72021-09-22View Spectrum
NMRNot Available
ChemSpider ID3678276
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID4480305
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB29710
CRC / DFC (Dictionary of Food Compounds) IDKWX32-X:BMJ78-K
EAFUS IDNot Available
Dr. Duke ID2-(2-4-DIHYDROXY-7-METHOXY-1-4(2H)-BENZOXAZIN-3(4H9-ON)-BETA-D-GLUCOSIDIHYDROXY-7-METHOXY|2-(2,4-DIHYDROXY-7-METHOXY-1-4(2H)-BENZOXAZIN-3-(4H)ON)-BETA-D-GLUCOSIDE|2-(2,4-DIHYDROXY-7-METHOXY-1,4-BENZOXAZIN-3-ONE-BETA-D-GLUCOPYRANOSIDE
BIGG IDNot Available
KNApSAcK IDNot Available
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
Processing...
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
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).