NP-MRD: Showing NP-Card for [(2r,3s,4s,5r,6s)-6-{[(1r,3r,4r,6s,9s)-9-[(benzoyloxy)methyl]-4-hydroxy-6-methyl-8-oxo-7-oxatricyclo[4.3.0.0³,⁹]nonan-1-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate (NP0286160)

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Record Information

Version

2.0

Created at

2022-09-09 14:37:01 UTC

Updated at

2022-09-09 14:37:01 UTC

NP-MRD ID

NP0286160

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[(2r,3s,4s,5r,6s)-6-{[(1r,3r,4r,6s,9s)-9-[(benzoyloxy)methyl]-4-hydroxy-6-methyl-8-oxo-7-oxatricyclo[4.3.0.0³,⁹]nonan-1-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate

Description

6'-O-galloylalbiflorin belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone. [(2r,3s,4s,5r,6s)-6-{[(1r,3r,4r,6s,9s)-9-[(benzoyloxy)methyl]-4-hydroxy-6-methyl-8-oxo-7-oxatricyclo[4.3.0.0³,⁹]nonan-1-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate is found in Paeonia lactiflora. [(2r,3s,4s,5r,6s)-6-{[(1r,3r,4r,6s,9s)-9-[(benzoyloxy)methyl]-4-hydroxy-6-methyl-8-oxo-7-oxatricyclo[4.3.0.0³,⁹]nonan-1-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate was first documented in 2009 (PMID: 19721258). Based on a literature review very few articles have been published on 6'-O-galloylalbiflorin.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092216372D          

 45 50  0  0  1  0            999 V2000
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  2 45  1  0  0  0  0
M  END

     RDKit          3D

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M  END


  Mrv1652309092216372D          

 45 50  0  0  1  0            999 V2000
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    7.2098   -1.9158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0105   -1.7170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5830   -2.3111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3837   -2.1123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3548   -3.1039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9273   -3.6979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5541   -3.3027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3259   -4.0955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9816   -2.7086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2352   -1.9181    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8077   -2.5121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4345   -2.1169    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2063   -2.9097    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8620   -1.5228    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0613   -1.7216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3246   -0.8410    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1859   -1.7100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3906   -2.0117    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2583   -2.8260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8974   -3.3477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5130   -3.1186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6453   -3.9330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4167   -4.2256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0558   -3.7039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9235   -2.8895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1521   -2.5969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5835   -0.4139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2063   -0.7278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7036    0.4249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  1  0  0  0
  4  6  1  0  0  0  0
  6  7  1  6  0  0  0
  7  8  1  0  0  0  0
  2  8  1  0  0  0  0
  8  9  1  6  0  0  0
 10  9  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  6  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 17 25  1  0  0  0  0
 12 26  1  0  0  0  0
 26 27  1  1  0  0  0
 26 28  1  0  0  0  0
 28 29  1  6  0  0  0
 28 30  1  0  0  0  0
 10 30  1  0  0  0  0
 30 31  1  1  0  0  0
  8 32  1  0  0  0  0
  6 32  1  0  0  0  0
 32 33  1  6  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 37 42  1  0  0  0  0
 32 43  1  0  0  0  0
 43 44  2  0  0  0  0
 43 45  1  0  0  0  0
  2 45  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0286160

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@]12C[C@@H](O)[C@@H]3C[C@@]1(O[C@@H]1O[C@H](COC(=O)C4=CC(O)=C(O)C(O)=C4)[C@@H](O)[C@H](O)[C@H]1O)[C@]3(COC(=O)C1=CC=CC=C1)C(=O)O2

> <INCHI_IDENTIFIER>
InChI=1S/C30H32O15/c1-28-10-18(33)15-9-30(28,29(15,27(40)45-28)12-42-24(38)13-5-3-2-4-6-13)44-26-23(37)22(36)21(35)19(43-26)11-41-25(39)14-7-16(31)20(34)17(32)8-14/h2-8,15,18-19,21-23,26,31-37H,9-12H2,1H3/t15-,18+,19+,21+,22-,23+,26-,28-,29-,30-/m0/s1

> <INCHI_KEY>
NKYKOCKNAQIWRZ-QKYHNZPSSA-N

> <FORMULA>
C30H32O15

> <MOLECULAR_WEIGHT>
632.571

> <EXACT_MASS>
632.17412033

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
77

> <JCHEM_AVERAGE_POLARIZABILITY>
60.957469191252756

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2R,3S,4S,5R,6S)-6-{[(1R,3R,4R,6S,9S)-9-[(benzoyloxy)methyl]-4-hydroxy-6-methyl-8-oxo-7-oxatricyclo[4.3.0.0^{3,9}]nonan-1-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate

> <JCHEM_LOGP>
0.4694969783333334

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.236931213353126

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.107866383787956

> <JCHEM_PKA_STRONGEST_BASIC>
-2.887210474601969

> <JCHEM_POLAR_SURFACE_AREA>
238.96999999999997

> <JCHEM_REFRACTIVITY>
146.4001

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3S,4S,5R,6S)-6-{[(1R,3R,4R,6S,9S)-9-[(benzoyloxy)methyl]-4-hydroxy-6-methyl-8-oxo-7-oxatricyclo[4.3.0.0^{3,9}]nonan-1-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0       2.503   2.658   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.878   1.090   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.421   1.488   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.238   0.136   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       6.902   0.059   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       4.247  -1.115   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.464  -2.242   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.259  -0.459   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       4.553  -0.102   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       5.768  -1.363   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       7.263  -0.992   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       8.332  -2.101   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.826  -1.729   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      10.895  -2.838   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      12.390  -2.467   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      12.816  -0.987   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      13.458  -3.576   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      14.953  -3.205   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      16.022  -4.314   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      17.516  -3.943   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      15.596  -5.794   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      16.664  -6.903   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      14.101  -6.165   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      13.675  -7.645   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      13.032  -5.056   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.906  -3.580   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       8.974  -4.689   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       6.411  -3.951   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       5.985  -5.431   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       5.342  -2.843   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       3.848  -3.214   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       2.473  -1.570   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       2.214  -3.192   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       0.729  -3.755   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       0.482  -5.275   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       1.675  -6.249   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      -0.958  -5.821   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -1.205  -7.342   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -2.644  -7.888   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -3.837  -6.914   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -3.591  -5.394   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -2.151  -4.848   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       1.089  -0.773   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      -0.385  -1.359   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0       1.313   0.793   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    8   45                                             
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   32                                                  
CONECT    7    6    8                                                       
CONECT    8    7    2    9   32                                             
CONECT    9    8   10                                                       
CONECT   10    9   11   30                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   26                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   25                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   17                                                       
CONECT   26   12   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   10   31                                                  
CONECT   31   30                                                            
CONECT   32    8    6   33   43                                             
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38   42                                                  
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   37                                                       
CONECT   43   32   44   45                                                  
CONECT   44   43                                                            
CONECT   45   43    2                                                       
MASTER        0    0    0    0    0    0    0    0   45    0  100    0
END

View in JSmol

Synonyms

Value	Source
6'-Galloylalbiflorin	ChEBI

Chemical Formula

C₃₀H₃₂O₁₅

Average Mass

632.5710 Da

Monoisotopic Mass

632.17412 Da

IUPAC Name

[(2R,3S,4S,5R,6S)-6-{[(1R,3R,4R,6S,9S)-9-[(benzoyloxy)methyl]-4-hydroxy-6-methyl-8-oxo-7-oxatricyclo[4.3.0.0^{3,9}]nonan-1-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate

Traditional Name

[(2R,3S,4S,5R,6S)-6-{[(1R,3R,4R,6S,9S)-9-[(benzoyloxy)methyl]-4-hydroxy-6-methyl-8-oxo-7-oxatricyclo[4.3.0.0^{3,9}]nonan-1-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate

CAS Registry Number

Not Available

SMILES

C[C@]12C[C@@H](O)[C@@H]3C[C@@]1(O[C@@H]1O[C@H](COC(=O)C4=CC(O)=C(O)C(O)=C4)[C@@H](O)[C@H](O)[C@H]1O)[C@]3(COC(=O)C1=CC=CC=C1)C(=O)O2

InChI Identifier

InChI=1S/C30H32O15/c1-28-10-18(33)15-9-30(28,29(15,27(40)45-28)12-42-24(38)13-5-3-2-4-6-13)44-26-23(37)22(36)21(35)19(43-26)11-41-25(39)14-7-16(31)20(34)17(32)8-14/h2-8,15,18-19,21-23,26,31-37H,9-12H2,1H3/t15-,18+,19+,21+,22-,23+,26-,28-,29-,30-/m0/s1

InChI Key

NKYKOCKNAQIWRZ-QKYHNZPSSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Paeonia lactiflora	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Terpene glycosides

Alternative Parents

Substituents

Terpene glycoside
Terpene lactone
Galloyl ester
Gallic acid or derivatives
P-hydroxybenzoic acid alkyl ester
M-hydroxybenzoic acid ester
P-hydroxybenzoic acid ester
O-glycosyl compound
Glycosyl compound
Monoterpenoid
Nopinane monoterpenoid
Benzoate ester
Aromatic monoterpenoid
Pinane monoterpenoid
Pyrogallol derivative
Benzenetriol
Tricarboxylic acid or derivatives
Benzoic acid or derivatives
Benzoyl
Caprolactone
Oxepane
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Gamma butyrolactone
Monosaccharide
Oxane
Tetrahydrofuran
Cyclic alcohol
Carboxylic acid ester
Secondary alcohol
Lactone
Oxacycle
Carboxylic acid derivative
Organoheterocyclic compound
Polyol
Acetal
Organic oxygen compound
Carbonyl group
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	0.47	ChemAxon
pKa (Strongest Acidic)	8.11	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	238.97 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	146.4 m³·mol⁻¹	ChemAxon
Polarizability	60.96 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

58827446

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

124079396

PDB ID

Not Available

ChEBI ID

132816

Good Scents ID

Not Available

References

General References

Washida K, Itoh Y, Iwashita T, Nomoto K: Androgen modulators from the roots of Paeonia lactiflora (paeoniae radix) grown and processed in nara prefecture, Japan. Chem Pharm Bull (Tokyo). 2009 Sep;57(9):971-4. doi: 10.1248/cpb.57.971. [PubMed:19721258 ]
LOTUS database [Link]

Showing NP-Card for [(2r,3s,4s,5r,6s)-6-{[(1r,3r,4r,6s,9s)-9-[(benzoyloxy)methyl]-4-hydroxy-6-methyl-8-oxo-7-oxatricyclo[4.3.0.0³,⁹]nonan-1-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate (NP0286160)

MOL for NP0286160 ([(2r,3s,4s,5r,6s)-6-{[(1r,3r,4r,6s,9s)-9-[(benzoyloxy)methyl]-4-hydroxy-6-methyl-8-oxo-7-oxatricyclo[4.3.0.0³,⁹]nonan-1-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate)

3D MOL for NP0286160 ([(2r,3s,4s,5r,6s)-6-{[(1r,3r,4r,6s,9s)-9-[(benzoyloxy)methyl]-4-hydroxy-6-methyl-8-oxo-7-oxatricyclo[4.3.0.0³,⁹]nonan-1-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate)

3D SDF for NP0286160 ([(2r,3s,4s,5r,6s)-6-{[(1r,3r,4r,6s,9s)-9-[(benzoyloxy)methyl]-4-hydroxy-6-methyl-8-oxo-7-oxatricyclo[4.3.0.0³,⁹]nonan-1-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate)

3D-SDF for NP0286160 ([(2r,3s,4s,5r,6s)-6-{[(1r,3r,4r,6s,9s)-9-[(benzoyloxy)methyl]-4-hydroxy-6-methyl-8-oxo-7-oxatricyclo[4.3.0.0³,⁹]nonan-1-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate)

PDB for NP0286160 ([(2r,3s,4s,5r,6s)-6-{[(1r,3r,4r,6s,9s)-9-[(benzoyloxy)methyl]-4-hydroxy-6-methyl-8-oxo-7-oxatricyclo[4.3.0.0³,⁹]nonan-1-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate)

3D PDB for NP0286160 ([(2r,3s,4s,5r,6s)-6-{[(1r,3r,4r,6s,9s)-9-[(benzoyloxy)methyl]-4-hydroxy-6-methyl-8-oxo-7-oxatricyclo[4.3.0.0³,⁹]nonan-1-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate)

SMILES for NP0286160 ([(2r,3s,4s,5r,6s)-6-{[(1r,3r,4r,6s,9s)-9-[(benzoyloxy)methyl]-4-hydroxy-6-methyl-8-oxo-7-oxatricyclo[4.3.0.0³,⁹]nonan-1-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate)

INCHI for NP0286160 ([(2r,3s,4s,5r,6s)-6-{[(1r,3r,4r,6s,9s)-9-[(benzoyloxy)methyl]-4-hydroxy-6-methyl-8-oxo-7-oxatricyclo[4.3.0.0³,⁹]nonan-1-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate)

Structure for NP0286160 ([(2r,3s,4s,5r,6s)-6-{[(1r,3r,4r,6s,9s)-9-[(benzoyloxy)methyl]-4-hydroxy-6-methyl-8-oxo-7-oxatricyclo[4.3.0.0³,⁹]nonan-1-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate)

3D Structure for NP0286160 ([(2r,3s,4s,5r,6s)-6-{[(1r,3r,4r,6s,9s)-9-[(benzoyloxy)methyl]-4-hydroxy-6-methyl-8-oxo-7-oxatricyclo[4.3.0.0³,⁹]nonan-1-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate)