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Showing NP-Card for (1R,3S,4S,6R)-6,9-Dihydroxyfenchone 6-O-b-D-glucoside (NP0337412)

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Record Information
Version2.0
Created at2024-09-11 10:44:44 UTC
Updated at2024-09-11 10:44:44 UTC
NP-MRD IDNP0337412
Secondary Accession NumbersNone
Natural Product Identification
Common Name(1R,3S,4S,6R)-6,9-Dihydroxyfenchone 6-O-b-D-glucoside
DescriptionNot Available
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0337412 ((1R,3S,4S,6R)-6,9-Dihydroxyfenchone 6-O-b-D-glucoside)


  Mrv2104 05262313162D          

 24 26  0  0  0  0            999 V2000
    0.8973    0.1808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8973   -0.6439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6106   -1.0561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3225   -0.6439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3225    0.1808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6106    0.5916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1841    0.5930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6106    1.4161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0372    0.5930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1196   -0.8569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5355   -1.4409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9515   -2.0236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0228   -0.3415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6404    0.5930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0513    1.3090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8786    1.3090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2950    0.5930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8786   -0.1258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0513   -0.1258    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6376    2.0222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2895    2.0236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1196    0.5930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2909   -0.8404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8786   -1.5551    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  1  7  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3 13  1  0  0  0  0
  4  5  1  0  0  0  0
  4 10  1  0  0  0  0
  4 11  1  0  0  0  0
  5  6  1  0  0  0  0
  5  9  2  0  0  0  0
  6  8  1  0  0  0  0
  6 13  1  0  0  0  0
  7 14  1  0  0  0  0
 11 12  1  0  0  0  0
 14 15  1  0  0  0  0
 14 19  1  0  0  0  0
 15 16  1  0  0  0  0
 15 20  1  0  0  0  0
 16 17  1  0  0  0  0
 16 21  1  0  0  0  0
 17 18  1  0  0  0  0
 17 22  1  0  0  0  0
 18 19  1  0  0  0  0
 18 23  1  0  0  0  0
 23 24  1  0  0  0  0
M  END
Download

3D MOL for NP0337412 ((1R,3S,4S,6R)-6,9-Dihydroxyfenchone 6-O-b-D-glucoside)

Download
3D SDF for NP0337412 ((1R,3S,4S,6R)-6,9-Dihydroxyfenchone 6-O-b-D-glucoside)

  Mrv2104 05262313162D          

 24 26  0  0  0  0            999 V2000
    0.8973    0.1808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8973   -0.6439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6106   -1.0561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3225   -0.6439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3225    0.1808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6106    0.5916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1841    0.5930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6106    1.4161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0372    0.5930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1196   -0.8569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5355   -1.4409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9515   -2.0236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0228   -0.3415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6404    0.5930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0513    1.3090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8786    1.3090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2950    0.5930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8786   -0.1258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0513   -0.1258    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6376    2.0222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2895    2.0236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1196    0.5930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2909   -0.8404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8786   -1.5551    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  1  7  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3 13  1  0  0  0  0
  4  5  1  0  0  0  0
  4 10  1  0  0  0  0
  4 11  1  0  0  0  0
  5  6  1  0  0  0  0
  5  9  2  0  0  0  0
  6  8  1  0  0  0  0
  6 13  1  0  0  0  0
  7 14  1  0  0  0  0
 11 12  1  0  0  0  0
 14 15  1  0  0  0  0
 14 19  1  0  0  0  0
 15 16  1  0  0  0  0
 15 20  1  0  0  0  0
 16 17  1  0  0  0  0
 16 21  1  0  0  0  0
 17 18  1  0  0  0  0
 17 22  1  0  0  0  0
 18 19  1  0  0  0  0
 18 23  1  0  0  0  0
 23 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0337412

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(CO)C2CC(OC3OC(CO)C(O)C(O)C3O)C(C)(C2)C1=O

> <INCHI_IDENTIFIER>
InChI=1/C16H26O8/c1-15-4-7(16(2,6-18)14(15)22)3-9(15)24-13-12(21)11(20)10(19)8(5-17)23-13/h7-13,17-21H,3-6H2,1-2H3

> <INCHI_KEY>
QZAWDTYMSDWVFW-UHFFFAOYNA-N

> <FORMULA>
C16H26O8

> <MOLECULAR_WEIGHT>
346.376

> <EXACT_MASS>
346.162767797

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
35.145946103003304

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-(hydroxymethyl)-1,3-dimethyl-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}bicyclo[2.2.1]heptan-2-one

> <JCHEM_LOGP>
-1.2174979153333332

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.193284072746236

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.209748989782273

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8186573841524947

> <JCHEM_POLAR_SURFACE_AREA>
136.68

> <JCHEM_REFRACTIVITY>
80.2473

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
3-(hydroxymethyl)-1,3-dimethyl-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}bicyclo[2.2.1]heptan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0337412 ((1R,3S,4S,6R)-6,9-Dihydroxyfenchone 6-O-b-D-glucoside)
Download
PDB for NP0337412 ((1R,3S,4S,6R)-6,9-Dihydroxyfenchone 6-O-b-D-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  C   UNK     0       1.675   0.337   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.675  -1.202   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.006  -1.971   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.335  -1.202   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.335   0.337   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.006   1.104   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       0.344   1.107   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       3.006   2.643   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       5.669   1.107   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       5.823  -1.600   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.733  -2.690   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       3.643  -3.777   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       3.776  -0.637   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.195   1.107   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.962   2.443   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.507   2.443   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.284   1.107   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.507  -0.235   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -1.962  -0.235   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -1.190   3.775   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -4.274   3.777   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -5.823   1.107   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -4.276  -1.569   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -3.507  -2.903   0.000  0.00  0.00           O+0
CONECT    1    2    6    7                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4   13                                                  
CONECT    4    3    5   10   11                                             
CONECT    5    4    6    9                                                  
CONECT    6    1    5    8   13                                             
CONECT    7    1   14                                                       
CONECT    8    6                                                            
CONECT    9    5                                                            
CONECT   10    4                                                            
CONECT   11    4   12                                                       
CONECT   12   11                                                            
CONECT   13    3    6                                                       
CONECT   14    7   15   19                                                  
CONECT   15   14   16   20                                                  
CONECT   16   15   17   21                                                  
CONECT   17   16   18   22                                                  
CONECT   18   17   19   23                                                  
CONECT   19   14   18                                                       
CONECT   20   15                                                            
CONECT   21   16                                                            
CONECT   22   17                                                            
CONECT   23   18   24                                                       
CONECT   24   23                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

Download
3D PDB for NP0337412 ((1R,3S,4S,6R)-6,9-Dihydroxyfenchone 6-O-b-D-glucoside)
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SMILES for NP0337412 ((1R,3S,4S,6R)-6,9-Dihydroxyfenchone 6-O-b-D-glucoside)
CC1(CO)C2CC(OC3OC(CO)C(O)C(O)C3O)C(C)(C2)C1=O
Download
INCHI for NP0337412 ((1R,3S,4S,6R)-6,9-Dihydroxyfenchone 6-O-b-D-glucoside)
InChI=1/C16H26O8/c1-15-4-7(16(2,6-18)14(15)22)3-9(15)24-13-12(21)11(20)10(19)8(5-17)23-13/h7-13,17-21H,3-6H2,1-2H3
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View in JSmol
SynonymsNot Available
Chemical FormulaC16H26O8
Average Mass346.3760 Da
Monoisotopic Mass346.16277 Da
IUPAC Name3-(hydroxymethyl)-1,3-dimethyl-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}bicyclo[2.2.1]heptan-2-one
Traditional Name3-(hydroxymethyl)-1,3-dimethyl-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}bicyclo[2.2.1]heptan-2-one
CAS Registry NumberNot Available
SMILES
CC1(CO)C2CC(OC3OC(CO)C(O)C(O)C3O)C(C)(C2)C1=O
InChI Identifier
InChI=1/C16H26O8/c1-15-4-7(16(2,6-18)14(15)22)3-9(15)24-13-12(21)11(20)10(19)8(5-17)23-13/h7-13,17-21H,3-6H2,1-2H3
InChI KeyQZAWDTYMSDWVFW-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-1.2ChemAxon
pKa (Strongest Acidic)12.21ChemAxon
pKa (Strongest Basic)-2.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area136.68 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity80.25 m³·mol⁻¹ChemAxon
Polarizability35.15 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
External LinksNot Available
References
General ReferencesNot Available