NP-MRD: Showing NP-Card for Stachysetin (NP0060076)

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Record Information

Version

2.0

Created at

2022-04-28 05:11:30 UTC

Updated at

2022-04-28 05:11:31 UTC

NP-MRD ID

NP0060076

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Stachysetin

Description

1-[(2R,3S,4S,5S,6S)-3,4,5-trihydroxy-6-{[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl]oxy}oxan-2-yl]methyl 2-[(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl]oxy}oxan-2-yl]methyl (1S,2S,3R,4R)-3,4-bis(4-hydroxyphenyl)cyclobutane-1,2-dicarboxylate belongs to the class of organic compounds known as stilbene glycosides. Stilbene glycosides are compounds structurally characterized by the presence of a carbohydrate moiety glycosidically linked to the stilbene skeleton. Stachysetin is found in Stachys aegyptiaca, Stachys byzantina and Stachys lanata. Based on a literature review very few articles have been published on 1-[(2R,3S,4S,5S,6S)-3,4,5-trihydroxy-6-{[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl]oxy}oxan-2-yl]methyl 2-[(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl]oxy}oxan-2-yl]methyl (1S,2S,3R,4R)-3,4-bis(4-hydroxyphenyl)cyclobutane-1,2-dicarboxylate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282207112D          

 84 94  0  0  1  0            999 V2000
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M  END

     RDKit          3D

136146  0  0  0  0  0  0  0  0999 V2000
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   -3.5861   -1.2302   -3.3498 C   0  0  2  0  0  0  0  0  0  0  0  0
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   16.5744    0.7038   -3.8444 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652304282207112D          

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  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  4  2  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  1  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
 11 14  1  0  0  0  0
  6 15  1  6  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 20  1  0  0  0  0
 18 21  1  0  0  0  0
  5 22  1  1  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 26 25  1  6  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  6  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 32 37  2  0  0  0  0
 36 38  1  0  0  0  0
 35 39  1  0  0  0  0
 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
 41 42  2  0  0  0  0
 42 43  1  0  0  0  0
 34 43  1  0  0  0  0
 42 44  1  0  0  0  0
 44 45  2  0  0  0  0
 45 46  1  0  0  0  0
 46 47  2  0  0  0  0
 47 48  1  0  0  0  0
 48 49  2  0  0  0  0
 44 49  1  0  0  0  0
 47 50  1  0  0  0  0
 30 51  1  0  0  0  0
 26 51  1  0  0  0  0
 29 52  1  6  0  0  0
 28 53  1  6  0  0  0
 27 54  1  1  0  0  0
  1 55  1  0  0  0  0
 56 55  1  1  0  0  0
 56 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 59  1  0  0  0  0
 59 60  1  0  0  0  0
 60 61  1  0  0  0  0
 56 61  1  0  0  0  0
 60 62  1  6  0  0  0
 62 63  1  0  0  0  0
 63 64  2  0  0  0  0
 64 65  1  0  0  0  0
 65 66  2  0  0  0  0
 66 67  1  0  0  0  0
 67 68  2  0  0  0  0
 63 68  1  0  0  0  0
 67 69  1  0  0  0  0
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 70 71  2  0  0  0  0
 71 72  1  0  0  0  0
 66 72  1  0  0  0  0
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 70 74  1  0  0  0  0
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 74 79  1  0  0  0  0
 77 80  1  0  0  0  0
 65 81  1  0  0  0  0
 59 82  1  1  0  0  0
 58 83  1  6  0  0  0
 57 84  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0060076

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O[C@@H]1[C@@H](COC(=O)[C@@H]2[C@H]([C@@H]([C@H]2C2=CC=C(O)C=C2)C2=CC=C(O)C=C2)C(=O)OC[C@@H]2O[C@@H](OC3=CC(O)=C4C(=O)C=C(OC4=C3)C3=CC=C(O)C=C3)[C@H](O)[C@@H](O)[C@@H]2O)O[C@@H](OC2=CC(O)=C3C(=O)C=C(OC3=C2)C2=CC=C(O)C=C2)[C@@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C60H52O24/c61-29-9-1-25(2-10-29)39-21-37(67)47-35(65)17-33(19-41(47)81-39)79-59-55(73)53(71)51(69)43(83-59)23-77-57(75)49-45(27-5-13-31(63)14-6-27)46(28-7-15-32(64)16-8-28)50(49)58(76)78-24-44-52(70)54(72)56(74)60(84-44)80-34-18-36(66)48-38(68)22-40(82-42(48)20-34)26-3-11-30(62)12-4-26/h1-22,43-46,49-56,59-66,69-74H,23-24H2/t43-,44+,45-,46-,49+,50+,51-,52-,53+,54+,55+,56-,59-,60-/m1/s1

> <INCHI_KEY>
VLKZMOAGAREVTL-RJGBIYGYSA-N

> <FORMULA>
C60H52O24

> <MOLECULAR_WEIGHT>
1157.052

> <EXACT_MASS>
1156.284852554

> <JCHEM_ACCEPTOR_COUNT>
22

> <JCHEM_ATOM_COUNT>
136

> <JCHEM_AVERAGE_POLARIZABILITY>
111.71675325682361

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
12

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-[(2R,3S,4S,5S,6S)-3,4,5-trihydroxy-6-{[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl]oxy}oxan-2-yl]methyl 2-[(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl]oxy}oxan-2-yl]methyl (1S,2S,3R,4R)-3,4-bis(4-hydroxyphenyl)cyclobutane-1,2-dicarboxylate

> <ALOGPS_LOGP>
4.73

> <JCHEM_LOGP>
4.6644635113333335

> <ALOGPS_LOGS>
-4.31

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
11

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.561143830197593

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.993900231953825

> <JCHEM_PKA_STRONGEST_BASIC>
-3.9540586217371834

> <JCHEM_POLAR_SURFACE_AREA>
384.88000000000005

> <JCHEM_REFRACTIVITY>
287.26499999999993

> <JCHEM_ROTATABLE_BOND_COUNT>
16

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.72e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-[(2R,3S,4S,5S,6S)-3,4,5-trihydroxy-6-{[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy}oxan-2-yl]methyl 2-[(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy}oxan-2-yl]methyl (1S,2S,3R,4R)-3,4-bis(4-hydroxyphenyl)cyclobutane-1,2-dicarboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
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HETATM    2  C   UNK     0      -6.668  -6.930   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -5.335  -7.700   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -8.002  -7.700   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -8.401  -9.188   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -9.888  -8.789   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -9.490  -7.301   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -10.260  -5.968   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -11.800  -5.968   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -12.570  -4.634   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -11.800  -3.300   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0     -10.260  -3.300   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -9.490  -4.634   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0     -12.570  -1.967   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0     -11.222  -9.559   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -11.222 -11.099   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -12.556 -11.869   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -13.889 -11.099   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0     -13.889  -9.559   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0     -12.556  -8.789   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0     -15.223 -11.869   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -7.631 -10.521   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -6.091 -10.521   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -8.401 -11.855   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -7.631 -13.189   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -8.401 -14.522   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -7.631 -15.856   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -8.401 -17.190   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -9.941 -17.190   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0     -10.711 -15.856   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0     -12.251 -15.856   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0     -13.021 -17.190   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0     -14.561 -17.190   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0     -15.331 -18.523   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0     -14.561 -19.857   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0     -13.021 -19.857   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0     -12.251 -18.523   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0     -12.251 -21.191   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0     -15.331 -21.191   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0     -14.561 -22.524   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0     -16.871 -21.191   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0     -17.641 -19.857   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0     -16.871 -18.523   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0     -19.181 -19.857   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0     -19.951 -21.191   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0     -21.491 -21.191   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0     -22.261 -19.857   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0     -21.491 -18.523   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0     -19.951 -18.523   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0     -23.801 -19.857   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      -9.941 -14.522   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0     -10.711 -18.523   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0      -7.631 -18.523   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0      -6.091 -15.856   0.000  0.00  0.00           O+0
HETATM   55  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      -6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      -6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   61  O   UNK     0      -4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   62  O   UNK     0      -2.667   0.000   0.000  0.00  0.00           O+0
HETATM   63  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   64  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   65  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   66  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   67  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   68  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   69  O   UNK     0       2.667  -0.000   0.000  0.00  0.00           O+0
HETATM   70  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   71  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   72  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   73  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   74  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM   75  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   76  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   77  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   78  C   UNK     0       8.002  -0.000   0.000  0.00  0.00           C+0
HETATM   79  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   80  O   UNK     0       9.336   2.310   0.000  0.00  0.00           O+0
HETATM   81  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM   82  O   UNK     0      -5.335   1.540   0.000  0.00  0.00           O+0
HETATM   83  O   UNK     0      -8.002   0.000   0.000  0.00  0.00           O+0
HETATM   84  O   UNK     0      -8.002  -3.080   0.000  0.00  0.00           O+0
CONECT    1    2   55                                                       
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    7                                                  
CONECT    5    4    6   22                                                  
CONECT    6    5    7   15                                                  
CONECT    7    6    4    8                                                  
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   14                                                  
CONECT   12   11   13                                                       
CONECT   13   12    8                                                       
CONECT   14   11                                                            
CONECT   15    6   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   21                                                  
CONECT   19   18   20                                                       
CONECT   20   19   15                                                       
CONECT   21   18                                                            
CONECT   22    5   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   51                                                  
CONECT   27   26   28   54                                                  
CONECT   28   27   29   53                                                  
CONECT   29   28   30   52                                                  
CONECT   30   29   31   51                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33   37                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35   43                                                  
CONECT   35   34   36   39                                                  
CONECT   36   35   37   38                                                  
CONECT   37   36   32                                                       
CONECT   38   36                                                            
CONECT   39   35   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   42                                                       
CONECT   42   41   43   44                                                  
CONECT   43   42   34                                                       
CONECT   44   42   45   49                                                  
CONECT   45   44   46                                                       
CONECT   46   45   47                                                       
CONECT   47   46   48   50                                                  
CONECT   48   47   49                                                       
CONECT   49   48   44                                                       
CONECT   50   47                                                            
CONECT   51   30   26                                                       
CONECT   52   29                                                            
CONECT   53   28                                                            
CONECT   54   27                                                            
CONECT   55    1   56                                                       
CONECT   56   55   57   61                                                  
CONECT   57   56   58   84                                                  
CONECT   58   57   59   83                                                  
CONECT   59   58   60   82                                                  
CONECT   60   59   61   62                                                  
CONECT   61   60   56                                                       
CONECT   62   60   63                                                       
CONECT   63   62   64   68                                                  
CONECT   64   63   65                                                       
CONECT   65   64   66   81                                                  
CONECT   66   65   67   72                                                  
CONECT   67   66   68   69                                                  
CONECT   68   67   63                                                       
CONECT   69   67   70                                                       
CONECT   70   69   71   74                                                  
CONECT   71   70   72                                                       
CONECT   72   71   66   73                                                  
CONECT   73   72                                                            
CONECT   74   70   75   79                                                  
CONECT   75   74   76                                                       
CONECT   76   75   77                                                       
CONECT   77   76   78   80                                                  
CONECT   78   77   79                                                       
CONECT   79   78   74                                                       
CONECT   80   77                                                            
CONECT   81   65                                                            
CONECT   82   59                                                            
CONECT   83   58                                                            
CONECT   84   57                                                            
MASTER        0    0    0    0    0    0    0    0   84    0  188    0
END

View in JSmol

Synonyms

Value	Source
1-[(2R,3S,4S,5S,6S)-3,4,5-Trihydroxy-6-{[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl]oxy}oxan-2-yl]methyl 2-[(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl]oxy}oxan-2-yl]methyl (1S,2S,3R,4R)-3,4-bis(4-hydroxyphenyl)cyclobutane-1,2-dicarboxylic acid	Generator

Chemical Formula

C₆₀H₅₂O₂₄

Average Mass

1157.0520 Da

Monoisotopic Mass

1156.28485 Da

IUPAC Name

Traditional Name

1-[(2R,3S,4S,5S,6S)-3,4,5-trihydroxy-6-{[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy}oxan-2-yl]methyl 2-[(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy}oxan-2-yl]methyl (1S,2S,3R,4R)-3,4-bis(4-hydroxyphenyl)cyclobutane-1,2-dicarboxylate

CAS Registry Number

Not Available

SMILES

O[C@@H]1[C@@H](COC(=O)[C@@H]2[C@H]([C@@H]([C@H]2C2=CC=C(O)C=C2)C2=CC=C(O)C=C2)C(=O)OC[C@@H]2O[C@@H](OC3=CC(O)=C4C(=O)C=C(OC4=C3)C3=CC=C(O)C=C3)[C@H](O)[C@@H](O)[C@@H]2O)O[C@@H](OC2=CC(O)=C3C(=O)C=C(OC3=C2)C2=CC=C(O)C=C2)[C@@H](O)[C@H]1O

InChI Identifier

InChI=1S/C60H52O24/c61-29-9-1-25(2-10-29)39-21-37(67)47-35(65)17-33(19-41(47)81-39)79-59-55(73)53(71)51(69)43(83-59)23-77-57(75)49-45(27-5-13-31(63)14-6-27)46(28-7-15-32(64)16-8-28)50(49)58(76)78-24-44-52(70)54(72)56(74)60(84-44)80-34-18-36(66)48-38(68)22-40(82-42(48)20-34)26-3-11-30(62)12-4-26/h1-22,43-46,49-56,59-66,69-74H,23-24H2/t43-,44+,45-,46-,49+,50+,51-,52-,53+,54+,55+,56-,59-,60-/m1/s1

InChI Key

VLKZMOAGAREVTL-RJGBIYGYSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Stachys aegyptiaca	Plant	KNApSAcK
Stachys byzantina	LOTUS Database	35616633
Stachys lanata	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stilbene glycosides. Stilbene glycosides are compounds structurally characterized by the presence of a carbohydrate moiety glycosidically linked to the stilbene skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Stilbenes

Sub Class

Stilbene glycosides

Direct Parent

Stilbene glycosides

Alternative Parents

Substituents

Stilbene glycoside
Lignan glycoside
Flavonoid-7-o-glycoside
Flavonoid o-glycoside
Cyclobutane lignan skeleton
Saccharolipid
Dibenzylbutane lignan skeleton
Hydroxyflavonoid
Flavone
5-hydroxyflavonoid
4'-hydroxyflavonoid
Phenolic glycoside
O-glycosyl compound
Glycosyl compound
Chromone
1-benzopyran
Benzopyran
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Pyranone
Phenol
Benzenoid
Pyran
Oxane
Monosaccharide
Dicarboxylic acid or derivatives
Monocyclic benzene moiety
Heteroaromatic compound
Vinylogous acid
Secondary alcohol
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Polyol
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
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	4.73	ALOGPS
logP	4.66	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	6.99	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	22	ChemAxon
Hydrogen Donor Count	12	ChemAxon
Polar Surface Area	384.88 Å²	ChemAxon
Rotatable Bond Count	16	ChemAxon
Refractivity	287.26 m³·mol⁻¹	ChemAxon
Polarizability	111.72 Å³	ChemAxon
Number of Rings	11	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

163013893

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Stachysetin (NP0060076)

MOL for NP0060076 (Stachysetin)

3D MOL for NP0060076 (Stachysetin)

3D SDF for NP0060076 (Stachysetin)

3D-SDF for NP0060076 (Stachysetin)

PDB for NP0060076 (Stachysetin)

3D PDB for NP0060076 (Stachysetin)

SMILES for NP0060076 (Stachysetin)

INCHI for NP0060076 (Stachysetin)

Structure for NP0060076 (Stachysetin)

3D Structure for NP0060076 (Stachysetin)