NP-MRD: Showing NP-Card for butyraxanthone B (NP0034413)

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Record Information

Version

2.0

Created at

2021-06-20 18:09:01 UTC

Updated at

2021-06-30 00:04:46 UTC

NP-MRD ID

NP0034413

Secondary Accession Numbers

None

Natural Product Identification

Common Name

butyraxanthone B

Provided By

JEOL Database JEOL Logo

Description

5,8,9-Trihydroxy-2,2-dimethyl-7,10-bis(3-methylbut-2-en-1-yl)-2,6-dihydro-1,11-dioxatetracen-6-one belongs to the class of organic compounds known as 8-prenylated xanthones. These are organic compounds containing a C5-isoprenoid group linked to a xanthone moiety at the 8-position. Xanthone is a tricyclic compound made up of two benzene rings linearly fused to each other through a pyran ring that carries a ketone group. butyraxanthone B is found in Pentadesma butyracea. butyraxanthone B was first documented in 2009 (Zelefack, F., et al.). Based on a literature review very few articles have been published on 5,8,9-trihydroxy-2,2-dimethyl-7,10-bis(3-methylbut-2-en-1-yl)-2,6-dihydro-1,11-dioxatetracen-6-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202120093D          

 64 67  0  0  0  0            999 V2000
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M  END

     RDKit          3D

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M  END


  Mrv1652306202120093D          

 64 67  0  0  0  0            999 V2000
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    1.5418    2.6385    0.9488 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.6699    0.0129    1.5374 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.2296    1.4819    0.5253 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.0803   -2.2008    4.0421 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.8120   -0.7773   -4.4192 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8107    0.5691   -2.8344 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1176   -0.4352    0.0785 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2266    0.5523   -0.8012 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1609    3.9629   -1.3451 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0613    5.8442   -0.5756 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2574    5.8907    1.4758 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9361    5.0488    2.1548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3257    5.1824   -0.0757 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1006    8.4090   -0.9147 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.3583   -3.7029    1.7450 H   0  0  0  0  0  0  0  0  0  0  0  0
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  6 28  2  0  0  0  0
 25 24  2  0  0  0  0
 24 23  1  0  0  0  0
 17 11  2  0  0  0  0
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 11  9  1  0  0  0  0
 18 19  2  0  0  0  0
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  9 10  1  0  0  0  0
  2  3  1  0  0  0  0
  7  8  1  0  0  0  0
 24 29  1  0  0  0  0
  4  2  2  3  0  0  0
 21 22  1  0  0  0  0
  5  6  1  0  0  0  0
 23 34  1  0  0  0  0
  5  4  1  0  0  0  0
 11 12  1  0  0  0  0
 17 18  1  0  0  0  0
 12 13  1  0  0  0  0
 28 27  1  0  0  0  0
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  2  1  1  0  0  0  0
 34 33  2  0  0  0  0
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  7  6  1  0  0  0  0
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  5 42  1  0  0  0  0
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 32 60  1  0  0  0  0
 32 61  1  0  0  0  0
 32 62  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0034413

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(O[H])C(=C2C(=O)C3=C(OC2=C1C([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H])C([H])=C1OC(C([H])=C([H])C1=C3O[H])(C([H])([H])[H])C([H])([H])[H])C([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C28H30O6/c1-14(2)7-9-17-21-26(32)22-20(13-19-16(23(22)29)11-12-28(5,6)34-19)33-27(21)18(10-8-15(3)4)25(31)24(17)30/h7-8,11-13,29-31H,9-10H2,1-6H3

> <INCHI_KEY>
RSIYYKNXUHFPPG-UHFFFAOYSA-N

> <FORMULA>
C28H30O6

> <MOLECULAR_WEIGHT>
462.542

> <EXACT_MASS>
462.204238686

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
52.189495806619256

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5,8,9-trihydroxy-2,2-dimethyl-7,10-bis(3-methylbut-2-en-1-yl)-2,6-dihydro-1,11-dioxatetracen-6-one

> <ALOGPS_LOGP>
5.37

> <JCHEM_LOGP>
7.056701656

> <ALOGPS_LOGS>
-5.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.330360348138237

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.262465849930748

> <JCHEM_PKA_STRONGEST_BASIC>
-3.742132828916326

> <JCHEM_POLAR_SURFACE_AREA>
96.22000000000001

> <JCHEM_REFRACTIVITY>
135.63799999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.85e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,8,9-trihydroxy-2,2-dimethyl-7,10-bis(3-methylbut-2-en-1-yl)-1,11-dioxatetracen-6-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 64 67  0  0  0  0  0  0  0  0999 V2000
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   -3.4714   -0.1199    4.1645 H   0  0  0  0  0  0  0  0  0  0  0  0
  6 28  2  0
 25 24  2  0
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 17 11  2  0
 23 21  2  0
 21 20  1  0
 11  9  1  0
 18 19  2  0
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  4  2  2  3
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  2  1  1  0
 34 33  2  0
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 33 30  1  0
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 30 29  1  0
  7  6  1  0
 30 31  1  1
 26 25  1  0
 30 32  1  0
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  4 41  1  0
  1 35  1  0
  1 36  1  0
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  3 38  1  0
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  3 40  1  0
 25 56  1  0
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 31 59  1  0
 32 60  1  0
 32 61  1  0
 32 62  1  0
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       2.708  -2.399  -1.339  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.020  -1.304  -2.320  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.575  -1.595  -3.730  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.636  -0.142  -2.025  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.156   0.338  -0.695  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.427   1.573  -0.211  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.895   2.845  -0.529  0.00  0.00           C+0
HETATM    8  O   UNK     0       5.032   2.995  -1.278  0.00  0.00           O+0
HETATM    9  C   UNK     0       3.224   3.996  -0.109  0.00  0.00           C+0
HETATM   10  O   UNK     0       3.775   5.183  -0.528  0.00  0.00           O+0
HETATM   11  C   UNK     0       2.062   3.929   0.675  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.444   5.211   1.200  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.498   5.839   0.212  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.532   7.078  -0.318  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.528   7.513  -1.299  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.548   8.143  -0.007  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.542   2.639   0.949  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.254   2.419   1.655  0.00  0.00           C+0
HETATM   19  O   UNK     0      -0.513   3.327   1.957  0.00  0.00           O+0
HETATM   20  C   UNK     0      -0.139   1.044   1.988  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.296   0.757   2.732  0.00  0.00           C+0
HETATM   22  O   UNK     0      -2.123   1.759   3.185  0.00  0.00           O+0
HETATM   23  C   UNK     0      -1.636  -0.572   3.031  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.809  -1.601   2.573  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.336  -1.310   1.829  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.670   0.013   1.537  0.00  0.00           C+0
HETATM   27  O   UNK     0       1.801   0.201   0.794  0.00  0.00           O+0
HETATM   28  C   UNK     0       2.230   1.482   0.525  0.00  0.00           C+0
HETATM   29  O   UNK     0      -1.036  -2.929   2.800  0.00  0.00           O+0
HETATM   30  C   UNK     0      -2.201  -3.326   3.553  0.00  0.00           C+0
HETATM   31  C   UNK     0      -1.685  -4.125   4.756  0.00  0.00           C+0
HETATM   32  C   UNK     0      -3.017  -4.245   2.635  0.00  0.00           C+0
HETATM   33  C   UNK     0      -3.080  -2.201   4.042  0.00  0.00           C+0
HETATM   34  C   UNK     0      -2.824  -0.912   3.803  0.00  0.00           C+0
HETATM   35  H   UNK     0       1.625  -2.560  -1.289  0.00  0.00           H+0
HETATM   36  H   UNK     0       3.054  -2.192  -0.326  0.00  0.00           H+0
HETATM   37  H   UNK     0       3.180  -3.334  -1.659  0.00  0.00           H+0
HETATM   38  H   UNK     0       1.492  -1.751  -3.761  0.00  0.00           H+0
HETATM   39  H   UNK     0       3.068  -2.498  -4.104  0.00  0.00           H+0
HETATM   40  H   UNK     0       2.812  -0.777  -4.419  0.00  0.00           H+0
HETATM   41  H   UNK     0       3.811   0.569  -2.834  0.00  0.00           H+0
HETATM   42  H   UNK     0       4.118  -0.435   0.079  0.00  0.00           H+0
HETATM   43  H   UNK     0       5.227   0.552  -0.801  0.00  0.00           H+0
HETATM   44  H   UNK     0       5.161   3.963  -1.345  0.00  0.00           H+0
HETATM   45  H   UNK     0       3.061   5.844  -0.576  0.00  0.00           H+0
HETATM   46  H   UNK     0       2.257   5.891   1.476  0.00  0.00           H+0
HETATM   47  H   UNK     0       0.936   5.049   2.155  0.00  0.00           H+0
HETATM   48  H   UNK     0      -0.326   5.182  -0.076  0.00  0.00           H+0
HETATM   49  H   UNK     0      -1.078   8.374  -0.907  0.00  0.00           H+0
HETATM   50  H   UNK     0      -0.067   7.797  -2.251  0.00  0.00           H+0
HETATM   51  H   UNK     0      -1.255   6.721  -1.507  0.00  0.00           H+0
HETATM   52  H   UNK     0       2.279   7.843   0.746  0.00  0.00           H+0
HETATM   53  H   UNK     0       2.101   8.409  -0.915  0.00  0.00           H+0
HETATM   54  H   UNK     0       1.048   9.042   0.368  0.00  0.00           H+0
HETATM   55  H   UNK     0      -1.773   2.617   2.853  0.00  0.00           H+0
HETATM   56  H   UNK     0       0.968  -2.121   1.476  0.00  0.00           H+0
HETATM   57  H   UNK     0      -2.502  -4.534   5.359  0.00  0.00           H+0
HETATM   58  H   UNK     0      -1.061  -3.496   5.403  0.00  0.00           H+0
HETATM   59  H   UNK     0      -1.048  -4.956   4.429  0.00  0.00           H+0
HETATM   60  H   UNK     0      -2.404  -5.078   2.272  0.00  0.00           H+0
HETATM   61  H   UNK     0      -3.894  -4.659   3.143  0.00  0.00           H+0
HETATM   62  H   UNK     0      -3.358  -3.703   1.745  0.00  0.00           H+0
HETATM   63  H   UNK     0      -3.965  -2.465   4.616  0.00  0.00           H+0
HETATM   64  H   UNK     0      -3.471  -0.120   4.165  0.00  0.00           H+0
CONECT    1    2   35   36   37                                             
CONECT    2    3    4    1                                                  
CONECT    3    2   38   39   40                                             
CONECT    4    2    5   41                                                  
CONECT    5    6    4   42   43                                             
CONECT    6   28    5    7                                                  
CONECT    7    8    9    6                                                  
CONECT    8    7   44                                                       
CONECT    9   11   10    7                                                  
CONECT   10    9   45                                                       
CONECT   11   17    9   12                                                  
CONECT   12   11   13   46   47                                             
CONECT   13   12   14   48                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14   49   50   51                                             
CONECT   16   14   52   53   54                                             
CONECT   17   11   28   18                                                  
CONECT   18   19   17   20                                                  
CONECT   19   18                                                            
CONECT   20   21   18   26                                                  
CONECT   21   23   20   22                                                  
CONECT   22   21   55                                                       
CONECT   23   24   21   34                                                  
CONECT   24   25   23   29                                                  
CONECT   25   24   26   56                                                  
CONECT   26   27   20   25                                                  
CONECT   27   28   26                                                       
CONECT   28    6   17   27                                                  
CONECT   29   24   30                                                       
CONECT   30   33   29   31   32                                             
CONECT   31   30   57   58   59                                             
CONECT   32   30   60   61   62                                             
CONECT   33   34   30   63                                                  
CONECT   34   23   33   64                                                  
CONECT   35    1                                                            
CONECT   36    1                                                            
CONECT   37    1                                                            
CONECT   38    3                                                            
CONECT   39    3                                                            
CONECT   40    3                                                            
CONECT   41    4                                                            
CONECT   42    5                                                            
CONECT   43    5                                                            
CONECT   44    8                                                            
CONECT   45   10                                                            
CONECT   46   12                                                            
CONECT   47   12                                                            
CONECT   48   13                                                            
CONECT   49   15                                                            
CONECT   50   15                                                            
CONECT   51   15                                                            
CONECT   52   16                                                            
CONECT   53   16                                                            
CONECT   54   16                                                            
CONECT   55   22                                                            
CONECT   56   25                                                            
CONECT   57   31                                                            
CONECT   58   31                                                            
CONECT   59   31                                                            
CONECT   60   32                                                            
CONECT   61   32                                                            
CONECT   62   32                                                            
CONECT   63   33                                                            
CONECT   64   34                                                            
MASTER        0    0    0    0    0    0    0    0   64    0  134    0
END

RDKit          3D

64 67  0  0  0  0  0  0  0  0999 V2000
    2.7075   -2.3991   -1.3395 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0199   -1.3035   -2.3199 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5751   -1.5948   -3.7300 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6360   -0.1415   -2.0252 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1556    0.3377   -0.6948 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4269    1.5735   -0.2114 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8951    2.8453   -0.5294 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0325    2.9947   -1.2780 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2236    3.9960   -0.1093 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7752    5.1828   -0.5276 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0620    3.9287    0.6752 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4444    5.2106    1.2003 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4981    5.8386    0.2121 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5321    7.0782   -0.3177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5277    7.5128   -1.2994 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5484    8.1425   -0.0074 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5418    2.6385    0.9488 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2544    2.4190    1.6553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5127    3.3269    1.9570 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1385    1.0438    1.9883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2959    0.7571    2.7320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1232    1.7589    3.1850 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6361   -0.5722    3.0315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8091   -1.6014    2.5729 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3361   -1.3096    1.8289 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6699    0.0129    1.5374 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8005    0.2008    0.7944 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2296    1.4819    0.5253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0362   -2.9293    2.7996 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2008   -3.3262    3.5531 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6845   -4.1245    4.7559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0165   -4.2445    2.6354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0803   -2.2008    4.0421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8244   -0.9119    3.8032 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6254   -2.5600   -1.2893 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0542   -2.1919   -0.3256 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1798   -3.3343   -1.6585 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4918   -1.7511   -3.7606 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0683   -2.4979   -4.1041 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8120   -0.7773   -4.4192 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8107    0.5691   -2.8344 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1176   -0.4352    0.0785 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2266    0.5523   -0.8012 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1609    3.9629   -1.3451 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0613    5.8442   -0.5756 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2574    5.8907    1.4758 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9361    5.0488    2.1548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3257    5.1824   -0.0757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0777    8.3744   -0.9070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0671    7.7971   -2.2512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2549    6.7206   -1.5066 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2792    7.8428    0.7460 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1006    8.4090   -0.9147 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0484    9.0416    0.3681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7731    2.6166    2.8526 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9676   -2.1212    1.4763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5022   -4.5338    5.3593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0607   -3.4959    5.4029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0485   -4.9557    4.4292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4036   -5.0777    2.2719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8941   -4.6591    3.1435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3583   -3.7029    1.7450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9648   -2.4645    4.6163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4714   -0.1199    4.1645 H   0  0  0  0  0  0  0  0  0  0  0  0
  6 28  2  0
 25 24  2  0
 24 23  1  0
 17 11  2  0
 23 21  2  0
 21 20  1  0
 11  9  1  0
 18 19  2  0
 17 28  1  0
  9 10  1  0
  2  3  1  0
  7  8  1  0
 24 29  1  0
  4  2  2  3
 21 22  1  0
  5  6  1  0
 23 34  1  0
  5  4  1  0
 11 12  1  0
 17 18  1  0
 12 13  1  0
 28 27  1  0
 13 14  2  3
 27 26  1  0
 14 15  1  0
 20 18  1  0
 14 16  1  0
  2  1  1  0
 34 33  2  0
  9  7  2  0
 33 30  1  0
 20 26  2  0
 30 29  1  0
  7  6  1  0
 30 31  1  1
 26 25  1  0
 30 32  1  0
  5 42  1  0
  5 43  1  0
  4 41  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  3 38  1  0
  3 39  1  0
  3 40  1  0
 25 56  1  0
 10 45  1  0
  8 44  1  0
 22 55  1  0
 34 64  1  0
 12 46  1  0
 12 47  1  0
 13 48  1  0
 15 49  1  0
 15 50  1  0
 15 51  1  0
 16 52  1  0
 16 53  1  0
 16 54  1  0
 33 63  1  0
 31 57  1  0
 31 58  1  0
 31 59  1  0
 32 60  1  0
 32 61  1  0
 32 62  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Not Available

Chemical Formula

C₂₈H₃₀O₆

Average Mass

462.5420 Da

Monoisotopic Mass

462.20424 Da

IUPAC Name

5,8,9-trihydroxy-2,2-dimethyl-7,10-bis(3-methylbut-2-en-1-yl)-2,6-dihydro-1,11-dioxatetracen-6-one

Traditional Name

5,8,9-trihydroxy-2,2-dimethyl-7,10-bis(3-methylbut-2-en-1-yl)-1,11-dioxatetracen-6-one

CAS Registry Number

Not Available

SMILES

[H]OC1=C(O[H])C(=C2C(=O)C3=C(OC2=C1C([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H])C([H])=C1OC(C([H])=C([H])C1=C3O[H])(C([H])([H])[H])C([H])([H])[H])C([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C28H30O6/c1-14(2)7-9-17-21-26(32)22-20(13-19-16(23(22)29)11-12-28(5,6)34-19)33-27(21)18(10-8-15(3)4)25(31)24(17)30/h7-8,11-13,29-31H,9-10H2,1-6H3

InChI Key

RSIYYKNXUHFPPG-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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, 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, 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, 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

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, 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
Pentadesma butyracea	JEOL database	Zelefack, F., et al, J. Nat. Prod. 72, 954 (2009)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 8-prenylated xanthones. These are organic compounds containing a C5-isoprenoid group linked to a xanthone moiety at the 8-position. Xanthone is a tricyclic compound made up of two benzene rings linearly fused to each other through a pyran ring that carries a ketone group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

8-prenylated xanthones

Alternative Parents

Substituents

4-prenylated xanthone
8-prenylated xanthone
Pyranoxanthone
Pyranochromene
2,2-dimethyl-1-benzopyran
Chromone
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
Phenol
Pyranone
Pyran
Benzenoid
Heteroaromatic compound
Vinylogous acid
Ether
Polyol
Oxacycle
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
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	5.37	ALOGPS
logP	7.06	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	7.26	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	96.22 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	135.64 m³·mol⁻¹	ChemAxon
Polarizability	52.19 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	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

24628144

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25073518

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Zelefack, F., et al. (2009). Zelefack, F., et al, J. Nat. Prod. 72, 954 (2009). J. Nat. Prod..

Showing NP-Card for butyraxanthone B (NP0034413)

MOL for NP0034413 (butyraxanthone B)

3D MOL for NP0034413 (butyraxanthone B)

3D SDF for NP0034413 (butyraxanthone B)

3D-SDF for NP0034413 (butyraxanthone B)

PDB for NP0034413 (butyraxanthone B)

3D PDB for NP0034413 (butyraxanthone B)

SMILES for NP0034413 (butyraxanthone B)

INCHI for NP0034413 (butyraxanthone B)

Structure for NP0034413 (butyraxanthone B)

3D Structure for NP0034413 (butyraxanthone B)