2,4-Dihydroxy-2H-1,4-benzoxazin-3(4H)-one (CHEM027894)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-26 00:03:47 UTC
Update Date2016-11-09 01:18:33 UTC
Accession NumberCHEM027894
Identification
Common Name2,4-Dihydroxy-2H-1,4-benzoxazin-3(4H)-one
ClassSmall Molecule
DescriptionA lactol that consists of 1,4-benzoxazine bearing two hydroxy substituents at positions 2 and 4 as well as a keto group at position 3.
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
2,4-Dihydroxy-1,4-benzoxazin-3-oneChEBI
2,4-Dihydroxy-1,4-benzoxazinoneChEBI
2,4-Dihydroxy-1,4-benzoxanzin-3(4H)-oneHMDB
DIBOAHMDB
DIBOA CPDMeSH, HMDB
2,4-Dihydroxy-2H-1,4-benzoxazin-3(4H)-oneChEBI
Chemical FormulaC8H7NO4
Average Molecular Mass181.146 g/mol
Monoisotopic Mass181.038 g/mol
CAS Registry Number17359-54-5
IUPAC Name2,4-dihydroxy-3,4-dihydro-2H-1,4-benzoxazin-3-one
Traditional Namediboa
SMILESOC1OC2=CC=CC=C2N(O)C1=O
InChI IdentifierInChI=1S/C8H7NO4/c10-7-8(11)13-6-4-2-1-3-5(6)9(7)12/h1-4,8,11-12H
InChI KeyCOVOPZQGJGUPEY-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
  • Oxazinane
  • Benzenoid
  • Hemiacetal
  • Hydroxamic acid
  • Carboxylic acid derivative
  • Oxacycle
  • Azacycle
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxide
  • Organopnictogen compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Organic nitrogen compound
  • Organic oxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility116 g/LALOGPS
logP-0.08ALOGPS
logP0.1ChemAxon
logS-0.19ALOGPS
pKa (Strongest Acidic)7.89ChemAxon
pKa (Strongest Basic)-5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area70 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity42.01 m³·mol⁻¹ChemAxon
Polarizability16.18 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00di-2900000000-8cffc6380318868a1cdbSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00dr-9820000000-da3ad41de177835775c3Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-01q0-0900000000-3e39a57a4e315e589c0eSpectrum
LC-MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-000i-0900000000-787278de81328a591165Spectrum
LC-MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-01q0-0900000000-569a6e583ffd3315894aSpectrum
LC-MS/MSLC-MS/MS Spectrum - 6V, Negativesplash10-000i-0900000000-f391f2b5f0be7b3cbce2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-0900000000-99528ffc7bd64777a557Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-4900000000-fec4f652ebcb126578d9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-004i-9100000000-3eb0aa3a751f0a977ab8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0f89-0900000000-b1b2e7e31a7eea725fcdSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-1900000000-b373bdca736d9fef9184Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9100000000-9702b36556d91ed75094Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0900000000-709148915c23d7f31657Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0ab9-9600000000-872305e6d1e0b2b74fdaSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00kf-9700000000-7786ebe4630b1c84d736Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-0900000000-91ddc7394e22e556eaf3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0089-0900000000-b20ba6d3084f0004280dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0pb9-9800000000-881a981d3f93270be779Spectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0033733
FooDB IDFDB011857
Phenol Explorer IDNot Available
KNApSAcK IDC00036460
BiGG IDNot Available
BioCyc IDCPD-6365
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID26511
ChEBI ID63558
PubChem Compound ID28495
Kegg Compound IDC15770
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=10385992
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=10680174
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=18538892
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=19642418
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=20006732
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=21214244
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=22173483
8.
9. Bondia-Pons I, Barri T, Hanhineva K, Juntunen K, Dragsted LO, Mykkanen H, Poutanen K: UPLC-QTOF/MS metabolic profiling unveils urinary changes in humans after a whole grain rye versus refined wheat bread intervention. Mol Nutr Food Res. 2013 Mar;57(3):412-22. doi: 10.1002/mnfr.201200571. Epub 2013 Jan 10.
10. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.