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(R)-2-Hydroxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one (FDB017266)

Record Information
Version1.0
Creation date2010-04-08 22:12:59 UTC
Update date2019-11-26 03:14:34 UTC
Primary IDFDB017266
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name(R)-2-Hydroxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one
Description2-Hydroxy-7-methoxy-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-7-methoxy-2H-1,4-benzoxazin-3(4H)-one has been detected, but not quantified in, several different foods, such as wheats (Triticum), rice (Oryza sativa), red rice (Oryza rufipogon), coffee and coffee products, and quinoas (Chenopodium quinoa). This could make 2-hydroxy-7-methoxy-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-7-methoxy-2H-1,4-benzoxazin-3(4H)-one.
CAS Number17359-53-4
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
Not AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility19.9 g/LALOGPS
logP0.42ALOGPS
logP0.31ChemAxon
logS-0.99ALOGPS
pKa (Strongest Acidic)10.06ChemAxon
pKa (Strongest Basic)-4.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area67.79 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity48.49 m³·mol⁻¹ChemAxon
Polarizability18.39 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC9H9NO4
IUPAC name2-hydroxy-7-methoxy-3,4-dihydro-2H-1,4-benzoxazin-3-one
InChI IdentifierInChI=1S/C9H9NO4/c1-13-5-2-3-6-7(4-5)14-9(12)8(11)10-6/h2-4,9,12H,1H3,(H,10,11)
InChI KeyNDEPTLCFICMYLH-UHFFFAOYSA-N
Isomeric SMILESCOC1=CC2=C(NC(=O)C(O)O2)C=C1
Average Molecular Weight195.1721
Monoisotopic Molecular Weight195.053157781
Classification
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
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Lactam
  • Hemiacetal
  • Oxacycle
  • Azacycle
  • Carboxylic acid derivative
  • 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 Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Biological role:

Foods

Grains:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 55.39%; H 4.65%; N 7.18%; O 32.79%DFC
Melting PointMp 198-199.5°DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV Data286 (sh) (log e 3.78) (EtOH)DFC
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS(R)-2-Hydroxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-01bi-0900000000-d552a07ba9aa1f9128c0Spectrum
Predicted GC-MS(R)-2-Hydroxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0079-9820000000-3397e1dc337c31dde218Spectrum
Predicted GC-MS(R)-2-Hydroxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS(R)-2-Hydroxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0900000000-8822f5739ba8a8ddba2f2016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-05mk-2900000000-4b4d0fb87ad91d846a842016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0w29-6900000000-a439083b905512efd8db2016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0005-0900000000-56596824f268d394016e2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-0900000000-494a7840dc2e0b15783a2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9400000000-ffd188728d66109a94ad2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0900000000-a5577174dafb39a02fc72021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-0900000000-2633be04faf9af00f5922021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00di-4900000000-bfba9343249386a1f9dc2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0900000000-9ffb082263d8775df21f2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-0900000000-66c1ceb017c05edf5e062021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-05g3-4900000000-3291bcaa3e1d54e5310e2021-09-22View Spectrum
NMRNot Available
ChemSpider ID134162
ChEMBL IDCHEMBL451316
KEGG Compound IDNot Available
Pubchem Compound ID152213
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB38055
CRC / DFC (Dictionary of Food Compounds) IDKWX32-X:KWX34-Z
EAFUS IDNot Available
Dr. Duke IDNot Available
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
FoodReference
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