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(R)-2-Hydroxy-2H-1,4-benzoxazin-3(4H)-one (FDB017651)

Record Information
Version1.0
Creation date2010-04-08 22:13:13 UTC
Update date2019-11-26 03:15:00 UTC
Primary IDFDB017651
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name(R)-2-Hydroxy-2H-1,4-benzoxazin-3(4H)-one
Description(R)-2-Hydroxy-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 (R)-2-Hydroxy-2H-1,4-benzoxazin-3(4H)-one has been detected, but not quantified in, several different foods, such as wild rice (Zizania), corns (Zea mays), cereals and cereal products, soy beans (Glycine max), and ryes (Secale cereale). This could make (R)-2-hydroxy-2H-1,4-benzoxazin-3(4H)-one a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on (R)-2-Hydroxy-2H-1,4-benzoxazin-3(4H)-one.
CAS NumberNot Available
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
Not AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility47.9 g/LALOGPS
logP0.48ALOGPS
logP0.47ChemAxon
logS-0.54ALOGPS
pKa (Strongest Acidic)10.05ChemAxon
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area58.56 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity42.02 m³·mol⁻¹ChemAxon
Polarizability15.34 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC8H7NO3
IUPAC name2-hydroxy-3,4-dihydro-2H-1,4-benzoxazin-3-one
InChI IdentifierInChI=1S/C8H7NO3/c10-7-8(11)12-6-4-2-1-3-5(6)9-7/h1-4,8,11H,(H,9,10)
InChI KeyVMQBFYRBJKDACN-UHFFFAOYSA-N
Isomeric SMILESOC1OC2=CC=CC=C2NC1=O
Average Molecular Weight165.1461
Monoisotopic Molecular Weight165.042593095
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
  • Oxazinane
  • Benzenoid
  • Carboxamide group
  • Hemiacetal
  • Lactam
  • Secondary carboxylic acid amide
  • Carboxylic acid derivative
  • Oxacycle
  • Azacycle
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Carbonyl group
  • Organooxygen compound
  • Organic nitrogen 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 58.18%; H 4.27%; N 8.48%; O 29.06%DFC
Melting PointMp 207°DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS(R)-2-Hydroxy-2H-1,4-benzoxazin-3(4H)-one, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0a4r-2900000000-c017a81ddc28a67c4af4Spectrum
Predicted GC-MS(R)-2-Hydroxy-2H-1,4-benzoxazin-3(4H)-one, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00dr-9410000000-6643cf0567459e7c462cSpectrum
Predicted GC-MS(R)-2-Hydroxy-2H-1,4-benzoxazin-3(4H)-one, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS(R)-2-Hydroxy-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, Positivesplash10-014i-0900000000-f601fc34ae5a072303f82016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0670-3900000000-e38150b54799641d4bfa2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9200000000-5f498046cbbf930ce4e42016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-02t9-0900000000-294ce897b099ffccc8712016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-0900000000-073dc783dddee3d4d4ca2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9200000000-26934471e913677e7e4f2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0900000000-6a9b37931e7c93914c662021-09-21View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-0900000000-9ee49a3213a0a7f1d0552021-09-21View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0ku6-9200000000-8defc88fd8cc29dfb5382021-09-21View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0900000000-b379fcc43b54a3c613bf2021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03dl-2900000000-7242fe9d91ea25e92a092021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9500000000-445e5c051b5626ea7c502021-09-25View Spectrum
NMRNot Available
ChemSpider ID285673
ChEMBL IDCHEMBL457386
KEGG Compound IDC15769
Pubchem Compound ID322636
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB38318
CRC / DFC (Dictionary of Food Compounds) IDBBX95-G:KYQ80-P
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