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Showing NP-Card for 2-Benzoxazolone (NP0047492)

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Record Information
Version2.0
Created at2022-03-17 20:41:05 UTC
Updated at2022-03-17 20:41:05 UTC
NP-MRD IDNP0047492
Secondary Accession NumbersNone
Natural Product Identification
Common Name2-Benzoxazolone
Description2-Benzoxazolol, also known as benzoxazolinone, belongs to the class of organic compounds known as benzoxazolones. These are organic compounds containing a benzene fused to an oxazole ring (a five-member aliphatic ring with three carbon atoms, one oxygen atom, and one nitrogen atom) bearing a ketone group. 2-Benzoxazolol is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, 2-Benzoxazolol has been detected, but not quantified in, several different foods, such as corns, quinoa, triticales, cereals and cereal products, and common buckwheats. 2-Benzoxazolone is found in Acanthus ilicifolius, Aphelandra tetragona, Blepharis edulis, Consolida orientalis, Grosmannia wageneri, Scoparia dulcis, Secale cereale and Zea mays. This could make 2-benzoxazolol a potential biomarker for the consumption of these foods.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0047492 (2-Benzoxazolone)


  Mrv0541 04041302452D          

 10 11  0  0  0  0            999 V2000
   -1.3930    1.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1075    1.2124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1075    0.3874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3930   -0.0251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1061    1.4673    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6785    1.2124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6785    0.3874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1061    0.1325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5910    0.7999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4160    0.7999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  7  2  0  0  0  0
  1  6  2  0  0  0  0
  5  6  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  5  9  1  0  0  0  0
  6  7  1  0  0  0  0
  9 10  2  0  0  0  0
M  END
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3D MOL for NP0047492 (2-Benzoxazolone)

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3D SDF for NP0047492 (2-Benzoxazolone)

  Mrv0541 04041302452D          

 10 11  0  0  0  0            999 V2000
   -1.3930    1.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1075    1.2124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1075    0.3874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3930   -0.0251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1061    1.4673    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6785    1.2124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6785    0.3874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1061    0.1325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5910    0.7999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4160    0.7999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  7  2  0  0  0  0
  1  6  2  0  0  0  0
  5  6  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  5  9  1  0  0  0  0
  6  7  1  0  0  0  0
  9 10  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0047492

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O=C1NC2=CC=CC=C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C7H5NO2/c9-7-8-5-3-1-2-4-6(5)10-7/h1-4H,(H,8,9)

> <INCHI_KEY>
ASSKVPFEZFQQNQ-UHFFFAOYSA-N

> <FORMULA>
C7H5NO2

> <MOLECULAR_WEIGHT>
135.1201

> <EXACT_MASS>
135.032028409

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
12.640029476599068

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,3-dihydro-1,3-benzoxazol-2-one

> <ALOGPS_LOGP>
0.95

> <JCHEM_LOGP>
1.3316266186666663

> <ALOGPS_LOGS>
-0.92

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.48433366189267

> <JCHEM_PKA_STRONGEST_BASIC>
-1.9953991158999402

> <JCHEM_POLAR_SURFACE_AREA>
38.33

> <JCHEM_REFRACTIVITY>
36.2642

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.62e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
O-phenylene carbamate

> <JCHEM_VEBER_RULE>
1

$$$$

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3D-SDF for NP0047492 (2-Benzoxazolone)
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PDB for NP0047492 (2-Benzoxazolone)
HEADER    PROTEIN                                 04-APR-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-APR-13         0                                  
HETATM    1  C   UNK     0      -2.600   3.033   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.934   2.263   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.934   0.723   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.600  -0.047   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       0.198   2.739   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      -1.267   2.263   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.267   0.723   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       0.198   0.247   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       1.103   1.493   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       2.643   1.493   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    7                                                       
CONECT    5    6    9                                                       
CONECT    6    1    5    7                                                  
CONECT    7    4    8    6                                                  
CONECT    8    7    9                                                       
CONECT    9    8    5   10                                                  
CONECT   10    9                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   22    0
END

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3D PDB for NP0047492 (2-Benzoxazolone)
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SMILES for NP0047492 (2-Benzoxazolone)
O=C1NC2=CC=CC=C2O1
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INCHI for NP0047492 (2-Benzoxazolone)
InChI=1S/C7H5NO2/c9-7-8-5-3-1-2-4-6(5)10-7/h1-4H,(H,8,9)
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Synonyms
ValueSource
Benzo[D]oxazol-2(3H)-oneHMDB
1,3-Benzoxazol-2(3H)-oneHMDB
2(3H)-BenzoxazolinoneHMDB
2(3H)-Benzoxazolone, 9ciHMDB
2-BenzoxaxololHMDB
2-Benzoxazolinone, 8ciHMDB
2-BenzoxazoloneHMDB
2-Hydroxy-benzoxazoleHMDB
2-HydroxybenzoxazoleHMDB
3H-Benzooxazol-2-oneHMDB
Benzoxazolin-2(3H)-oneHMDB
Benzoxazolin-2-oneHMDB
BenzoxazolinoneHMDB
BenzoxazoloneHMDB
Carbamic acid, (2-hydroxyphenyl)-, gamma-lactoneHMDB
BenzoxalinoneMeSH
Benzoxazolone-2MeSH
2-BenzoxazolinoneMeSH
Benzoxazolone zinc saltMeSH
Chemical FormulaC7H5NO2
Average Mass135.1201 Da
Monoisotopic Mass135.03203 Da
IUPAC Name2,3-dihydro-1,3-benzoxazol-2-one
Traditional NameO-phenylene carbamate
CAS Registry Number59-49-4
SMILES
O=C1NC2=CC=CC=C2O1
InChI Identifier
InChI=1S/C7H5NO2/c9-7-8-5-3-1-2-4-6(5)10-7/h1-4H,(H,8,9)
InChI KeyASSKVPFEZFQQNQ-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Acanthus ilicifoliusLOTUS Database
Aphelandra tetragonaLOTUS Database
Blepharis edulisLOTUS Database
Consolida orientalisLOTUS Database
Grosmannia wageneriLOTUS Database
Scoparia dulcisLOTUS Database
Secale cerealeLOTUS Database
Zea maysLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as benzoxazolones. These are organic compounds containing a benzene fused to an oxazole ring (a five-member aliphatic ring with three carbon atoms, one oxygen atom, and one nitrogen atom) bearing a ketone group.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassBenzoxazoles  
Sub ClassBenzoxazolones  
Direct ParentBenzoxazolones  
Alternative Parents
Substituents
  • Benzoxazolone
    • 

  • Benzenoid
    • 

  • Heteroaromatic compound
    • 

  • Oxazole
    • 

  • Azole
    • 

  • Oxacycle
    • 

  • Azacycle
    • 

  • Organic nitrogen compound
    • 

  • Organic oxygen compound
    • 

  • Organopnictogen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
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
logP0.95ALOGPS
logP1.33ChemAxon
logS-0.92ALOGPS
pKa (Strongest Acidic)9.48ChemAxon
pKa (Strongest Basic)-2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area38.33 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity36.26 m³·mol⁻¹ChemAxon
Polarizability12.64 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0032931  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB010916  
KNApSAcK IDNot Available
Chemspider ID5820  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound6043  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available