Np mrd loader

Showing NP-Card for (R)-2-Hydroxy-7,8-dimethoxy-2H-1,4-benzoxazin-3(4H)-one 2-glucoside (NP0337853)

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Record Information
Version2.0
Created at2024-09-11 12:44:44 UTC
Updated at2024-09-11 12:44:44 UTC
NP-MRD IDNP0337853
Secondary Accession NumbersNone
Natural Product Identification
Common Name(R)-2-Hydroxy-7,8-dimethoxy-2H-1,4-benzoxazin-3(4H)-one 2-glucoside
Description Based on a literature review very few articles have been published on (R)-2-Hydroxy-7,8-dimethoxy-2H-1,4-benzoxazin-3(4H)-one 2-glucoside.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0337853 ((R)-2-Hydroxy-7,8-dimethoxy-2H-1,4-benzoxazin-3(4H)-one 2-glucoside)


  Mrv2104 05262315162D          

 27 29  0  0  0  0            999 V2000
   -0.5745    0.9382    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2715    0.4983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0400    0.9079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7382    0.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7135   -0.3580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9450   -0.7677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2481   -0.3264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5210   -0.7127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8481    0.9945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1513    0.5519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1774   -0.2715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8990   -0.6550    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0234   -0.4611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0125    0.3676    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6668    0.7497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6516    1.5760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3472    2.0309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4118   -0.7993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7505   -1.6626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7355   -0.8378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4310   -0.3855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3802    0.3676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0730    0.8227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1417   -0.7677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1417   -0.4158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9148   -1.5925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6131   -2.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 10  1  0  0  0  0
  2  3  2  0  0  0  0
  2  7  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  5 18  1  0  0  0  0
  6  7  2  0  0  0  0
  6 26  1  0  0  0  0
  7  8  1  0  0  0  0
  8 11  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 20  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 22  1  0  0  0  0
 16 17  1  0  0  0  0
 18 25  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 24  1  0  0  0  0
 22 23  1  0  0  0  0
 26 27  1  0  0  0  0
M  END
Download

3D MOL for NP0337853 ((R)-2-Hydroxy-7,8-dimethoxy-2H-1,4-benzoxazin-3(4H)-one 2-glucoside)

Download
3D SDF for NP0337853 ((R)-2-Hydroxy-7,8-dimethoxy-2H-1,4-benzoxazin-3(4H)-one 2-glucoside)

  Mrv2104 05262315162D          

 27 29  0  0  0  0            999 V2000
   -0.5745    0.9382    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2715    0.4983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0400    0.9079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7382    0.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7135   -0.3580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9450   -0.7677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2481   -0.3264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5210   -0.7127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8481    0.9945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1513    0.5519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1774   -0.2715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8990   -0.6550    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0234   -0.4611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0125    0.3676    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6668    0.7497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6516    1.5760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3472    2.0309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4118   -0.7993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7505   -1.6626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7355   -0.8378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4310   -0.3855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3802    0.3676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0730    0.8227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1417   -0.7677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1417   -0.4158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9148   -1.5925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6131   -2.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 10  1  0  0  0  0
  2  3  2  0  0  0  0
  2  7  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  5 18  1  0  0  0  0
  6  7  2  0  0  0  0
  6 26  1  0  0  0  0
  7  8  1  0  0  0  0
  8 11  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 20  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 22  1  0  0  0  0
 16 17  1  0  0  0  0
 18 25  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 24  1  0  0  0  0
 22 23  1  0  0  0  0
 26 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0337853

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C2NC(=O)C(OC3OC(CO)C(O)C(O)C3O)OC2=C1OC

> <INCHI_IDENTIFIER>
InChI=1/C16H21NO10/c1-23-7-4-3-6-12(13(7)24-2)26-16(14(22)17-6)27-15-11(21)10(20)9(19)8(5-18)25-15/h3-4,8-11,15-16,18-21H,5H2,1-2H3,(H,17,22)

> <INCHI_KEY>
VKCKUXJIUMKEJF-UHFFFAOYNA-N

> <FORMULA>
C16H21NO10

> <MOLECULAR_WEIGHT>
387.341

> <EXACT_MASS>
387.11654588

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
36.80060857716239

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
7,8-dimethoxy-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-1,4-benzoxazin-3-one

> <JCHEM_LOGP>
-1.6203039236666665

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.225055767197958

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.854570033787082

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981084922410492

> <JCHEM_POLAR_SURFACE_AREA>
156.17000000000002

> <JCHEM_REFRACTIVITY>
87.36319999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
7,8-dimethoxy-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,4-dihydro-1,4-benzoxazin-3-one

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0337853 ((R)-2-Hydroxy-7,8-dimethoxy-2H-1,4-benzoxazin-3(4H)-one 2-glucoside)
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PDB for NP0337853 ((R)-2-Hydroxy-7,8-dimethoxy-2H-1,4-benzoxazin-3(4H)-one 2-glucoside)
HEADER    PROTEIN                                 26-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-23         0                                  
HETATM    1  N   UNK     0      -1.072   1.751   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      -2.373   0.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.808   1.695   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.111   0.871   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.065  -0.668   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.631  -1.433   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.330  -0.609   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.973  -1.330   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       1.583   1.856   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       0.282   1.030   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.331  -0.507   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.678  -1.223   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       3.777  -0.861   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       3.757   0.686   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       4.978   1.399   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.950   2.942   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       6.248   3.791   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -6.369  -1.492   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       5.134  -3.104   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       5.106  -1.564   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.405  -0.720   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.310   0.686   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       7.603   1.536   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       7.731  -1.433   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -7.731  -0.776   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -3.574  -2.973   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -4.878  -3.791   0.000  0.00  0.00           C+0
CONECT    1    2   10                                                       
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   18                                                  
CONECT    6    5    7   26                                                  
CONECT    7    2    6    8                                                  
CONECT    8    7   11                                                       
CONECT    9   10                                                            
CONECT   10    1    9   11                                                  
CONECT   11    8   10   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   20                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   22                                                  
CONECT   16   15   17                                                       
CONECT   17   16                                                            
CONECT   18    5   25                                                       
CONECT   19   20                                                            
CONECT   20   13   19   21                                                  
CONECT   21   20   22   24                                                  
CONECT   22   15   21   23                                                  
CONECT   23   22                                                            
CONECT   24   21                                                            
CONECT   25   18                                                            
CONECT   26    6   27                                                       
CONECT   27   26                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

Download
3D PDB for NP0337853 ((R)-2-Hydroxy-7,8-dimethoxy-2H-1,4-benzoxazin-3(4H)-one 2-glucoside)
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SMILES for NP0337853 ((R)-2-Hydroxy-7,8-dimethoxy-2H-1,4-benzoxazin-3(4H)-one 2-glucoside)
COC1=CC=C2NC(=O)C(OC3OC(CO)C(O)C(O)C3O)OC2=C1OC
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INCHI for NP0337853 ((R)-2-Hydroxy-7,8-dimethoxy-2H-1,4-benzoxazin-3(4H)-one 2-glucoside)
InChI=1/C16H21NO10/c1-23-7-4-3-6-12(13(7)24-2)26-16(14(22)17-6)27-15-11(21)10(20)9(19)8(5-18)25-15/h3-4,8-11,15-16,18-21H,5H2,1-2H3,(H,17,22)
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View in JSmol
SynonymsNot Available
Chemical FormulaC16H21NO10
Average Mass387.3410 Da
Monoisotopic Mass387.11655 Da
IUPAC Name7,8-dimethoxy-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-1,4-benzoxazin-3-one
Traditional Name7,8-dimethoxy-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,4-dihydro-1,4-benzoxazin-3-one
CAS Registry NumberNot Available
SMILES
COC1=CC=C2NC(=O)C(OC3OC(CO)C(O)C(O)C3O)OC2=C1OC
InChI Identifier
InChI=1/C16H21NO10/c1-23-7-4-3-6-12(13(7)24-2)26-16(14(22)17-6)27-15-11(21)10(20)9(19)8(5-18)25-15/h3-4,8-11,15-16,18-21H,5H2,1-2H3,(H,17,22)
InChI KeyVKCKUXJIUMKEJF-UHFFFAOYNA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
ClassificationNot classified
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
logP-1.6ChemAxon
pKa (Strongest Acidic)10.85ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count10ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area156.17 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity87.36 m³·mol⁻¹ChemAxon
Polarizability36.8 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available