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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 22:30:28 UTC
Update Date2022-03-07 02:55:15 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 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 has been detected, but not quantified in, a few different foods, such as breakfast cereal, 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. Based on a literature review very few articles have been published on 2-Hydroxy-4,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one.
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
Physiological effectNot Available
Disposition
ProcessNot Available
Role
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
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
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+152.26231661259
DarkChem[M-H]-151.52431661259
DeepCCS[M+H]+144.98830932474
DeepCCS[M-H]-142.59230932474
DeepCCS[M-2H]-176.61130932474
DeepCCS[M+Na]+151.33530932474
AllCCS[M+H]+150.032859911
AllCCS[M+H-H2O]+146.032859911
AllCCS[M+NH4]+153.732859911
AllCCS[M+Na]+154.732859911
AllCCS[M-H]-149.432859911
AllCCS[M+Na-2H]-149.632859911
AllCCS[M+HCOO]-149.832859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2-Hydroxy-4,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-oneCON1C(=O)C(O)OC2=C1C=CC(OC)=C23200.1Standard polar33892256
2-Hydroxy-4,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-oneCON1C(=O)C(O)OC2=C1C=CC(OC)=C21919.2Standard non polar33892256
2-Hydroxy-4,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-oneCON1C(=O)C(O)OC2=C1C=CC(OC)=C21933.1Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
2-Hydroxy-4,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one,1TMS,isomer #1COC1=CC=C2C(=C1)OC(O[Si](C)(C)C)C(=O)N2OC1849.9Semi standard non polar33892256
2-Hydroxy-4,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one,1TBDMS,isomer #1COC1=CC=C2C(=C1)OC(O[Si](C)(C)C(C)(C)C)C(=O)N2OC2111.5Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 2-Hydroxy-4,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one GC-MS (Non-derivatized) - 70eV, Positivesplash10-0fxt-0910000000-3b684f1097055e36929c2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Hydroxy-4,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one GC-MS (1 TMS) - 70eV, Positivesplash10-00y0-9870000000-46a4ee6c5c4a3cd901082017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Hydroxy-4,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - 2-Hydroxy-4,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one 6V, Positive-QTOFsplash10-014r-0900000000-1a5b95d5f6ba9d43ecdf2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 2-Hydroxy-4,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one 6V, Positive-QTOFsplash10-014r-0900000000-4b77ce7ea892877898ef2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 2-Hydroxy-4,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one 6V, Positive-QTOFsplash10-014r-0900000000-df930a35d43ef38b4e422021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 2-Hydroxy-4,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one 6V, Positive-QTOFsplash10-014r-0900000000-aae1b15f84338c1d6d212021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Hydroxy-4,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one 10V, Positive-QTOFsplash10-004i-0090000000-22312778df05ce405ea32016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Hydroxy-4,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one 20V, Positive-QTOFsplash10-004i-0790000000-009327c20cddf4d186012016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Hydroxy-4,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one 40V, Positive-QTOFsplash10-03ed-3910000000-fb401d4c35b5d2fc937a2016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Hydroxy-4,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one 10V, Negative-QTOFsplash10-00di-0390000000-1ae96e7c399f169bce412016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Hydroxy-4,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one 20V, Negative-QTOFsplash10-006x-0930000000-c27c617be8ddd8aaa2952016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Hydroxy-4,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one 40V, Negative-QTOFsplash10-0006-9200000000-81f2d43188e7fb92db852016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Hydroxy-4,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one 10V, Negative-QTOFsplash10-01b9-0940000000-3303529e58a29daedce02021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Hydroxy-4,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one 20V, Negative-QTOFsplash10-01tc-0910000000-7c913809026c4434e12a2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Hydroxy-4,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one 40V, Negative-QTOFsplash10-00bi-2910000000-dd4977cb3391256230632021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Hydroxy-4,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one 10V, Positive-QTOFsplash10-004i-0190000000-e60730efd44ac81e69e02021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Hydroxy-4,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one 20V, Positive-QTOFsplash10-004u-0950000000-d65ced7f615bcefebf2b2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Hydroxy-4,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one 40V, Positive-QTOFsplash10-007k-2900000000-c4736f93c4b5aebd75c32021-09-25Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
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
FooDB 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 ID166523
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 References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .