Np mrd loader

Showing NP-Card for 6,7-dimethoxy-1,3-benzoxazol-2-ol (NP0211886)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2022-09-05 10:21:04 UTC
Updated at2022-09-05 10:21:04 UTC
NP-MRD IDNP0211886
Secondary Accession NumbersNone
Natural Product Identification
Common Name6,7-dimethoxy-1,3-benzoxazol-2-ol
Description2-Hydroxy-6,7-dimethoxybenzoxazole 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-Hydroxy-6,7-dimethoxybenzoxazole is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, 2-Hydroxy-6,7-dimethoxybenzoxazole has been detected, but not quantified in, cereals and cereal products and fats and oils. 6,7-dimethoxy-1,3-benzoxazol-2-ol is found in Zea mays. This could make 2-hydroxy-6,7-dimethoxybenzoxazole a potential biomarker for the consumption of these foods.
Structure
Thumb
MOL3D MOLSDFPDBSMILESInChI

MOL for NP0211886 (6,7-dimethoxy-1,3-benzoxazol-2-ol)


  Mrv0541 02241220232D          

 14 15  0  0  0  0            999 V2000
   -0.8903    1.2145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0814    1.4573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4041    0.8097    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0814    0.1621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8903    0.4048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4573   -0.1613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2952   -0.9710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4855   -1.2137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0806   -0.6468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8903   -0.8903    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4573   -0.3234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3234   -2.0234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4041   -2.2670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1613    2.2670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  2  3  1  0  0  0  0
  2 14  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  9  2  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 12  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 13  1  0  0  0  0
M  END
Download

3D MOL for NP0211886 (6,7-dimethoxy-1,3-benzoxazol-2-ol)

     RDKit          3D

 23 24  0  0  0  0  0  0  0  0999 V2000
   -3.3891   -0.6489    0.0747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3462    0.3006   -0.0490 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0254   -0.1729   -0.1467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7466   -1.5239   -0.1233 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5583   -1.9562   -0.2210 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6305   -1.0904   -0.3442 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9598   -1.2316   -0.4543 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4883   -0.0160   -0.5428 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6901    0.3472   -0.6596 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5070    0.8677   -0.4889 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3413    0.2791   -0.3674 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0336    0.6963   -0.2689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2288    2.0569   -0.2940 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2752    2.8604    0.8546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3458   -0.0979    0.2515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4343   -1.2176   -0.8716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2182   -1.3706    0.8972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5936   -2.1883   -0.0266 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7799   -3.0186   -0.2028 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4815   -2.1217   -0.4682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2568    3.4073    0.9405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1755    2.2341    1.7423 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5651    3.6049    0.7685 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 12  3  1  0
 11  6  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  4 18  1  0
  5 19  1  0
  7 20  1  0
 14 21  1  0
 14 22  1  0
 14 23  1  0
M  END
Download

3D SDF for NP0211886 (6,7-dimethoxy-1,3-benzoxazol-2-ol)


  Mrv0541 02241220232D          

 14 15  0  0  0  0            999 V2000
   -0.8903    1.2145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0814    1.4573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4041    0.8097    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0814    0.1621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8903    0.4048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4573   -0.1613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2952   -0.9710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4855   -1.2137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0806   -0.6468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8903   -0.8903    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4573   -0.3234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3234   -2.0234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4041   -2.2670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1613    2.2670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  2  3  1  0  0  0  0
  2 14  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  9  2  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 12  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 13  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0211886

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C2NC(=O)OC2=C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C9H9NO4/c1-12-6-4-3-5-7(8(6)13-2)14-9(11)10-5/h3-4H,1-2H3,(H,10,11)

> <INCHI_KEY>
FODHHOASVRMOPW-UHFFFAOYSA-N

> <FORMULA>
C9H9NO4

> <MOLECULAR_WEIGHT>
195.1721

> <EXACT_MASS>
195.053157781

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
18.558659801030416

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6,7-dimethoxy-2,3-dihydro-1,3-benzoxazol-2-one

> <ALOGPS_LOGP>
1.35

> <JCHEM_LOGP>
1.0162840873333332

> <ALOGPS_LOGS>
-1.52

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.532679346233927

> <JCHEM_PKA_STRONGEST_BASIC>
-1.9314063651113846

> <JCHEM_POLAR_SURFACE_AREA>
56.79

> <JCHEM_REFRACTIVITY>
49.1906

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.83e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6,7-dimethoxy-3H-1,3-benzoxazol-2-one

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0211886 (6,7-dimethoxy-1,3-benzoxazol-2-ol)

Download
PDB for NP0211886 (6,7-dimethoxy-1,3-benzoxazol-2-ol)
HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  N   UNK     0      -1.662   2.267   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      -0.152   2.720   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       0.754   1.511   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -0.152   0.303   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.662   0.756   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.720  -0.301   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.418  -1.813   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.906  -2.266   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.150  -1.207   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.662  -1.662   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       2.720  -0.604   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -0.604  -3.777   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       0.754  -4.232   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       0.301   4.232   0.000  0.00  0.00           O+0
CONECT    1    2    5                                                       
CONECT    2    1    3   14                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    1    4    6                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   12                                                  
CONECT    9    4    8   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10                                                            
CONECT   12    8   13                                                       
CONECT   13   12                                                            
CONECT   14    2                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   30    0
END

Download
3D PDB for NP0211886 (6,7-dimethoxy-1,3-benzoxazol-2-ol)
Download
SMILES for NP0211886 (6,7-dimethoxy-1,3-benzoxazol-2-ol)
COC1=CC=C2NC(=O)OC2=C1OC
Download
INCHI for NP0211886 (6,7-dimethoxy-1,3-benzoxazol-2-ol)
InChI=1S/C9H9NO4/c1-12-6-4-3-5-7(8(6)13-2)14-9(11)10-5/h3-4H,1-2H3,(H,10,11)
Download
View in JSmol
SynonymsNot Available
Chemical FormulaC9H9NO4
Average Mass195.1721 Da
Monoisotopic Mass195.05316 Da
IUPAC Name6,7-dimethoxy-2,3-dihydro-1,3-benzoxazol-2-one
Traditional Name6,7-dimethoxy-3H-1,3-benzoxazol-2-one
CAS Registry NumberNot Available
SMILES
COC1=CC=C2NC(=O)OC2=C1OC
InChI Identifier
InChI=1S/C9H9NO4/c1-12-6-4-3-5-7(8(6)13-2)14-9(11)10-5/h3-4H,1-2H3,(H,10,11)
InChI KeyFODHHOASVRMOPW-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
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
    • 

  • Anisole
    • 

  • Alkyl aryl ether
    • 

  • Benzenoid
    • 

  • Heteroaromatic compound
    • 

  • Oxazole
    • 

  • Azole
    • 

  • Oxacycle
    • 

  • Azacycle
    • 

  • Ether
    • 

  • Hydrocarbon derivative
    • 

  • Organic nitrogen compound
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Organopnictogen compound
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • 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
logP1.35ALOGPS
logP1.02ChemAxon
logS-1.5ALOGPS
pKa (Strongest Acidic)9.53ChemAxon
pKa (Strongest Basic)-1.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area56.79 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity49.19 m³·mol⁻¹ChemAxon
Polarizability18.56 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0030726  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB002650  
KNApSAcK IDNot Available
Chemspider ID9162355  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound10987158  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]