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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 22:30:28 UTC
Update Date2019-07-23 06:23:22 UTC
HMDB IDHMDB0037264
Secondary Accession Numbers
  • HMDB37264
Metabolite Identification
Common Name2-Hydroxy-4,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one
Description2-Hydroxy-4,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one, also known as HDMBOA, belongs to the class of organic compounds known as benzoxazinones. These are organic compounds containing a benzene fused to an oxazine ring (a six-member aliphatic ring with four carbon atoms, one oxygen atom, and one nitrogen atom) bearing a ketone group. 2-Hydroxy-4,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, 2-Hydroxy-4,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one has been detected, but not quantified in, cereals and cereal products and fats and oils. This could make 2-hydroxy-4,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one a potential biomarker for the consumption of these foods.
Structure
Data?1563863002
Synonyms
ValueSource
2-Hydroxy-4,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one, 9ciHMDB
HDMBOAHMDB
Chemical FormulaC10H11NO5
Average Molecular Weight225.198
Monoisotopic Molecular Weight225.063722467
IUPAC Name2-hydroxy-4,7-dimethoxy-3,4-dihydro-2H-1,4-benzoxazin-3-one
Traditional Name2-hydroxy-4,7-dimethoxy-2H-1,4-benzoxazin-3-one
CAS Registry Number149182-67-2
SMILES
CON1C(=O)C(O)OC2=C1C=CC(OC)=C2
InChI Identifier
InChI=1S/C10H11NO5/c1-14-6-3-4-7-8(5-6)16-10(13)9(12)11(7)15-2/h3-5,10,13H,1-2H3
InChI KeyXCSFLMDXLJMLBA-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as benzoxazinones. These are organic compounds containing a benzene fused to an oxazine ring (a six-member aliphatic ring with four carbon atoms, one oxygen atom, and one nitrogen atom) bearing a ketone group.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzoxazines
Sub ClassBenzoxazinones
Direct ParentBenzoxazinones
Alternative Parents
Substituents
  • Benzoxazinone
  • Benzomorpholine
  • Anisole
  • Alkyl aryl ether
  • Benzenoid
  • Oxazinane
  • Hemiacetal
  • Carboxylic acid derivative
  • Oxacycle
  • Azacycle
  • Ether
  • Organic nitrogen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Carbonyl group
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Biological role:

Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility16.1 g/LALOGPS
logP0.35ALOGPS
logP0.32ChemAxon
logS-1.2ALOGPS
pKa (Strongest Acidic)10ChemAxon
pKa (Strongest Basic)-4.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area68.23 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity52.95 m³·mol⁻¹ChemAxon
Polarizability21.28 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0fxt-0910000000-3b684f1097055e36929cSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00y0-9870000000-46a4ee6c5c4a3cd90108Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0090000000-22312778df05ce405ea3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-0790000000-009327c20cddf4d18601Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03ed-3910000000-fb401d4c35b5d2fc937aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0390000000-1ae96e7c399f169bce41Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-006x-0930000000-c27c617be8ddd8aaa295Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9200000000-81f2d43188e7fb92db85Spectrum
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
FoodDB IDFDB016281
KNApSAcK IDNot Available
Chemspider ID9239260
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound11064107
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
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.. .