NP-MRD: Showing NP-Card for shikometabolin D (NP0039226)

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Record Information

Version

2.0

Created at

2021-06-20 21:43:11 UTC

Updated at

2021-06-30 00:12:26 UTC

NP-MRD ID

NP0039226

Secondary Accession Numbers

None

Natural Product Identification

Common Name

shikometabolin D

Provided By

JEOL Database JEOL Logo

Description

shikometabolin D is found in Bacteroides fragilis subsp. thetaotus. shikometabolin D was first documented in 1994 (Meselhy, M. R., et al.).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202123433D          

 66 71  0  0  0  0            999 V2000
    1.1063    2.3233   -3.8664 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3650    1.0702   -3.0705 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7100   -0.1282   -3.9123 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2810    1.0807   -1.7245 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4952   -0.0714   -0.7768 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6065    0.2044    0.2052 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1565    0.4536    1.4450 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0563    0.7590    2.5543 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6374    1.0339    3.6711 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5094    0.7372    2.2728 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4255    1.0151    3.2975 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0508    1.3144    4.5798 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

     RDKit          3D

 66 71  0  0  0  0  0  0  0  0999 V2000
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M  END


  Mrv1652306202123433D          

 66 71  0  0  0  0            999 V2000
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M  END
> <DATABASE_ID>
NP0039226

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C(O[H])C2=C1C(=O)C1=C(C2=O)[C@@]2([H])C(=C3C(=O)C4=C(C(O[H])=C([H])C([H])=C4O[H])C(=O)[C@@]3([H])[C@]2([H])C([H])=C(C([H])([H])[H])C([H])([H])[H])[C@@]1([H])C([H])=C(C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C32H26O8/c1-11(2)9-13-19-20(28-21(13)29(37)23-15(33)5-7-17(35)25(23)32(28)40)14(10-12(3)4)22-27(19)31(39)26-18(36)8-6-16(34)24(26)30(22)38/h5-10,13-14,19,21,33-36H,1-4H3/t13-,14-,19-,21+/m1/s1

> <INCHI_KEY>
DMZCLNIXSZEXPS-OOVCCDCVSA-N

> <FORMULA>
C32H26O8

> <MOLECULAR_WEIGHT>
538.552

> <EXACT_MASS>
538.162767797

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
56.945548345050895

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(11S,12R,13R,24R)-5,8,17,20-tetrahydroxy-12,24-bis(2-methylprop-1-en-1-yl)hexacyclo[11.11.0.0^{2,11}.0^{4,9}.0^{14,23}.0^{16,21}]tetracosa-1,4(9),5,7,14(23),16(21),17,19-octaene-3,10,15,22-tetrone

> <ALOGPS_LOGP>
4.25

> <JCHEM_LOGP>
6.109524627333334

> <ALOGPS_LOGS>
-4.54

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.207264755622873

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.124764516873828

> <JCHEM_PKA_STRONGEST_BASIC>
-5.559302979421639

> <JCHEM_POLAR_SURFACE_AREA>
149.2

> <JCHEM_REFRACTIVITY>
150.47949999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.54e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(11S,12R,13R,24R)-5,8,17,20-tetrahydroxy-12,24-bis(2-methylprop-1-en-1-yl)hexacyclo[11.11.0.0^{2,11}.0^{4,9}.0^{14,23}.0^{16,21}]tetracosa-1,4(9),5,7,14(23),16(21),17,19-octaene-3,10,15,22-tetrone

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

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M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0       1.106   2.323  -3.866  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.365   1.070  -3.071  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.710  -0.128  -3.912  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.281   1.081  -1.724  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.495  -0.071  -0.777  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.607   0.204   0.205  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.156   0.454   1.445  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.056   0.759   2.554  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.637   1.034   3.671  0.00  0.00           O+0
HETATM   10  C   UNK     0       4.509   0.737   2.273  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.426   1.015   3.297  0.00  0.00           C+0
HETATM   12  O   UNK     0       5.051   1.314   4.580  0.00  0.00           O+0
HETATM   13  C   UNK     0       6.796   0.997   3.047  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.265   0.701   1.768  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.362   0.423   0.744  0.00  0.00           C+0
HETATM   16  O   UNK     0       6.908   0.140  -0.480  0.00  0.00           O+0
HETATM   17  C   UNK     0       4.981   0.440   0.986  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.034   0.141  -0.112  0.00  0.00           C+0
HETATM   19  O   UNK     0       4.441  -0.162  -1.227  0.00  0.00           O+0
HETATM   20  C   UNK     0       0.663   0.426   1.501  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.334  -0.214   0.173  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.722  -1.029   0.239  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.176  -1.938  -0.818  0.00  0.00           C+0
HETATM   24  O   UNK     0      -0.861  -1.792  -1.993  0.00  0.00           O+0
HETATM   25  C   UNK     0      -2.040  -3.062  -0.406  0.00  0.00           C+0
HETATM   26  C   UNK     0      -2.615  -3.892  -1.381  0.00  0.00           C+0
HETATM   27  O   UNK     0      -2.449  -3.698  -2.726  0.00  0.00           O+0
HETATM   28  C   UNK     0      -3.398  -4.984  -1.013  0.00  0.00           C+0
HETATM   29  C   UNK     0      -3.598  -5.271   0.335  0.00  0.00           C+0
HETATM   30  C   UNK     0      -3.019  -4.462   1.310  0.00  0.00           C+0
HETATM   31  O   UNK     0      -3.252  -4.824   2.609  0.00  0.00           O+0
HETATM   32  C   UNK     0      -2.250  -3.345   0.949  0.00  0.00           C+0
HETATM   33  C   UNK     0      -1.665  -2.479   2.002  0.00  0.00           C+0
HETATM   34  O   UNK     0      -1.597  -2.917   3.148  0.00  0.00           O+0
HETATM   35  C   UNK     0      -1.281  -1.061   1.622  0.00  0.00           C+0
HETATM   36  C   UNK     0      -0.095  -0.508   2.473  0.00  0.00           C+0
HETATM   37  C   UNK     0      -0.597   0.242   3.687  0.00  0.00           C+0
HETATM   38  C   UNK     0      -0.401  -0.057   4.987  0.00  0.00           C+0
HETATM   39  C   UNK     0       0.371  -1.237   5.510  0.00  0.00           C+0
HETATM   40  C   UNK     0      -0.973   0.823   6.069  0.00  0.00           C+0
HETATM   41  H   UNK     0       1.994   2.594  -4.447  0.00  0.00           H+0
HETATM   42  H   UNK     0       0.853   3.177  -3.229  0.00  0.00           H+0
HETATM   43  H   UNK     0       0.272   2.167  -4.558  0.00  0.00           H+0
HETATM   44  H   UNK     0       1.949  -1.020  -3.331  0.00  0.00           H+0
HETATM   45  H   UNK     0       0.871  -0.378  -4.570  0.00  0.00           H+0
HETATM   46  H   UNK     0       2.583   0.092  -4.536  0.00  0.00           H+0
HETATM   47  H   UNK     0       1.025   2.028  -1.248  0.00  0.00           H+0
HETATM   48  H   UNK     0       1.681  -1.024  -1.278  0.00  0.00           H+0
HETATM   49  H   UNK     0       4.068   1.302   4.635  0.00  0.00           H+0
HETATM   50  H   UNK     0       7.498   1.214   3.848  0.00  0.00           H+0
HETATM   51  H   UNK     0       8.334   0.685   1.570  0.00  0.00           H+0
HETATM   52  H   UNK     0       6.181  -0.049  -1.116  0.00  0.00           H+0
HETATM   53  H   UNK     0       0.275   1.453   1.523  0.00  0.00           H+0
HETATM   54  H   UNK     0      -1.820  -2.954  -2.865  0.00  0.00           H+0
HETATM   55  H   UNK     0      -3.842  -5.617  -1.778  0.00  0.00           H+0
HETATM   56  H   UNK     0      -4.198  -6.130   0.627  0.00  0.00           H+0
HETATM   57  H   UNK     0      -2.697  -4.263   3.197  0.00  0.00           H+0
HETATM   58  H   UNK     0      -2.175  -0.429   1.689  0.00  0.00           H+0
HETATM   59  H   UNK     0       0.569  -1.331   2.763  0.00  0.00           H+0
HETATM   60  H   UNK     0      -1.184   1.134   3.462  0.00  0.00           H+0
HETATM   61  H   UNK     0       0.763  -1.891   4.729  0.00  0.00           H+0
HETATM   62  H   UNK     0      -0.271  -1.850   6.151  0.00  0.00           H+0
HETATM   63  H   UNK     0       1.223  -0.893   6.105  0.00  0.00           H+0
HETATM   64  H   UNK     0      -1.527   1.677   5.663  0.00  0.00           H+0
HETATM   65  H   UNK     0      -1.660   0.251   6.700  0.00  0.00           H+0
HETATM   66  H   UNK     0      -0.169   1.219   6.699  0.00  0.00           H+0
CONECT    1    2   41   42   43                                             
CONECT    2    4    1    3                                                  
CONECT    3    2   44   45   46                                             
CONECT    4    5    2   47                                                  
CONECT    5    4    6   21   48                                             
CONECT    6   18    7    5                                                  
CONECT    7    8    6   20                                                  
CONECT    8    7   10    9                                                  
CONECT    9    8                                                            
CONECT   10    8   17   11                                                  
CONECT   11   10   13   12                                                  
CONECT   12   11   49                                                       
CONECT   13   14   11   50                                                  
CONECT   14   15   13   51                                                  
CONECT   15   17   14   16                                                  
CONECT   16   15   52                                                       
CONECT   17   18   10   15                                                  
CONECT   18    6   17   19                                                  
CONECT   19   18                                                            
CONECT   20   36    7   21   53                                             
CONECT   21   22    5   20                                                  
CONECT   22   21   23   35                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   32   26   23                                                  
CONECT   26   27   25   28                                                  
CONECT   27   26   54                                                       
CONECT   28   26   29   55                                                  
CONECT   29   28   30   56                                                  
CONECT   30   29   32   31                                                  
CONECT   31   30   57                                                       
CONECT   32   25   33   30                                                  
CONECT   33   34   32   35                                                  
CONECT   34   33                                                            
CONECT   35   22   58   33   36                                             
CONECT   36   20   37   59   35                                             
CONECT   37   36   38   60                                                  
CONECT   38   37   39   40                                                  
CONECT   39   38   61   62   63                                             
CONECT   40   38   64   65   66                                             
CONECT   41    1                                                            
CONECT   42    1                                                            
CONECT   43    1                                                            
CONECT   44    3                                                            
CONECT   45    3                                                            
CONECT   46    3                                                            
CONECT   47    4                                                            
CONECT   48    5                                                            
CONECT   49   12                                                            
CONECT   50   13                                                            
CONECT   51   14                                                            
CONECT   52   16                                                            
CONECT   53   20                                                            
CONECT   54   27                                                            
CONECT   55   28                                                            
CONECT   56   29                                                            
CONECT   57   31                                                            
CONECT   58   35                                                            
CONECT   59   36                                                            
CONECT   60   37                                                            
CONECT   61   39                                                            
CONECT   62   39                                                            
CONECT   63   39                                                            
CONECT   64   40                                                            
CONECT   65   40                                                            
CONECT   66   40                                                            
MASTER        0    0    0    0    0    0    0    0   66    0  142    0
END

RDKit          3D

66 71  0  0  0  0  0  0  0  0999 V2000
    1.1063    2.3233   -3.8664 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3650    1.0702   -3.0705 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7100   -0.1282   -3.9123 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2810    1.0807   -1.7245 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4952   -0.0714   -0.7768 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6065    0.2044    0.2052 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1565    0.4536    1.4450 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0563    0.7590    2.5543 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6374    1.0339    3.6711 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5094    0.7372    2.2728 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4255    1.0151    3.2975 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0508    1.3144    4.5798 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7956    0.9972    3.0469 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2648    0.7007    1.7681 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3625    0.4229    0.7437 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9077    0.1403   -0.4798 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9813    0.4399    0.9855 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0337    0.1406   -0.1120 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4407   -0.1624   -1.2268 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6632    0.4263    1.5006 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3344   -0.2142    0.1729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7219   -1.0286    0.2393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1762   -1.9380   -0.8183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8607   -1.7916   -1.9928 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0403   -3.0619   -0.4059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6152   -3.8919   -1.3807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4491   -3.6978   -2.7259 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3981   -4.9837   -1.0131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5977   -5.2714    0.3353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0188   -4.4622    1.3097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2520   -4.8239    2.6092 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2502   -3.3450    0.9491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6653   -2.4791    2.0015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5966   -2.9170    3.1482 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2805   -1.0611    1.6224 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0951   -0.5085    2.4727 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5971    0.2419    3.6872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4014   -0.0573    4.9865 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3711   -1.2373    5.5100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9726    0.8234    6.0688 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9945    2.5940   -4.4467 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8534    3.1771   -3.2290 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2720    2.1672   -4.5581 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9488   -1.0205   -3.3313 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8709   -0.3779   -4.5700 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5830    0.0915   -4.5362 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0253    2.0277   -1.2480 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6809   -1.0242   -1.2780 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0683    1.3023    4.6351 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4981    1.2140    3.8484 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3340    0.6854    1.5697 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1806   -0.0485   -1.1156 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2750    1.4534    1.5233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8198   -2.9538   -2.8647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8417   -5.6174   -1.7776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1982   -6.1299    0.6269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6966   -4.2635    3.1975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1749   -0.4289    1.6894 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5687   -1.3313    2.7625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1838    1.1338    3.4618 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7626   -1.8909    4.7289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2710   -1.8504    6.1514 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2234   -0.8925    6.1052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5266    1.6765    5.6633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6604    0.2508    6.6996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1689    1.2190    6.6985 H   0  0  0  0  0  0  0  0  0  0  0  0
 36 20  1  0
 21 22  2  0
 32 25  2  0
 26 27  1  0
  7  8  1  0
  6 18  1  0
 18 17  1  0
 10  8  1  0
 10 17  2  0
 22 23  1  0
 33 34  2  0
 25 26  1  0
 23 24  2  0
 22 35  1  0
 23 25  1  0
 10 11  1  0
 17 15  1  0
 15 14  2  0
 14 13  1  0
 13 11  2  0
 26 28  2  0
 18 19  2  0
 32 33  1  0
  8  9  2  0
 35 58  1  6
 15 16  1  0
 28 29  1  0
 11 12  1  0
  5  4  1  0
 29 30  2  0
  4  2  2  3
  7  6  2  0
  2  1  1  0
  6  5  1  0
  2  3  1  0
  5 21  1  0
 36 37  1  0
 20  7  1  0
 37 38  2  3
 20 21  1  0
 38 39  1  0
 30 32  1  0
 38 40  1  0
 35 33  1  0
 36 59  1  1
 30 31  1  0
 20 53  1  6
 35 36  1  0
  5 48  1  6
 28 55  1  0
 29 56  1  0
 31 57  1  0
 27 54  1  0
 14 51  1  0
 13 50  1  0
 16 52  1  0
 12 49  1  0
  4 47  1  0
  1 41  1  0
  1 42  1  0
  1 43  1  0
  3 44  1  0
  3 45  1  0
  3 46  1  0
 37 60  1  0
 39 61  1  0
 39 62  1  0
 39 63  1  0
 40 64  1  0
 40 65  1  0
 40 66  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₂H₂₆O₈

Average Mass

538.5520 Da

Monoisotopic Mass

538.16277 Da

IUPAC Name

(11S,12R,13R,24R)-5,8,17,20-tetrahydroxy-12,24-bis(2-methylprop-1-en-1-yl)hexacyclo[11.11.0.0^{2,11}.0^{4,9}.0^{14,23}.0^{16,21}]tetracosa-1,4(9),5,7,14(23),16(21),17,19-octaene-3,10,15,22-tetrone

Traditional Name

(11S,12R,13R,24R)-5,8,17,20-tetrahydroxy-12,24-bis(2-methylprop-1-en-1-yl)hexacyclo[11.11.0.0^{2,11}.0^{4,9}.0^{14,23}.0^{16,21}]tetracosa-1,4(9),5,7,14(23),16(21),17,19-octaene-3,10,15,22-tetrone

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C([H])=C(O[H])C2=C1C(=O)C1=C(C2=O)[C@@]2([H])C(=C3C(=O)C4=C(C(O[H])=C([H])C([H])=C4O[H])C(=O)[C@@]3([H])[C@]2([H])C([H])=C(C([H])([H])[H])C([H])([H])[H])[C@@]1([H])C([H])=C(C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C32H26O8/c1-11(2)9-13-19-20(28-21(13)29(37)23-15(33)5-7-17(35)25(23)32(28)40)14(10-12(3)4)22-27(19)31(39)26-18(36)8-6-16(34)24(26)30(22)38/h5-10,13-14,19,21,33-36H,1-4H3/t13-,14-,19-,21+/m1/s1

InChI Key

DMZCLNIXSZEXPS-OOVCCDCVSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Bacteroides fragilis subsp. thetaotus	JEOL database	Meselhy, M. R., et al, Tetrahedron 50, 3081 (1994)

Chemical Taxonomy

Classification

Not classified

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	4.25	ALOGPS
logP	6.11	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	5.12	ChemAxon
pKa (Strongest Basic)	-5.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	149.2 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	150.48 m³·mol⁻¹	ChemAxon
Polarizability	56.95 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	No	ChemAxon

External Links

Not Available

References

General References

Meselhy, M. R., et al. (1994). Meselhy, M. R., et al, Tetrahedron 50, 3081 (1994). Tetrahedron.

Showing NP-Card for shikometabolin D (NP0039226)

MOL for NP0039226 (shikometabolin D)

3D MOL for NP0039226 (shikometabolin D)

3D SDF for NP0039226 (shikometabolin D)

3D-SDF for NP0039226 (shikometabolin D)

PDB for NP0039226 (shikometabolin D)

3D PDB for NP0039226 (shikometabolin D)

SMILES for NP0039226 (shikometabolin D)

INCHI for NP0039226 (shikometabolin D)

Structure for NP0039226 (shikometabolin D)

3D Structure for NP0039226 (shikometabolin D)