NP-MRD: Showing NP-Card for Bischloroanthrabenzoxocinone (NP0006059)

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Record Information

Version

2.0

Created at

2020-12-09 03:08:15 UTC

Updated at

2021-07-15 16:53:43 UTC

NP-MRD ID

NP0006059

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Bischloroanthrabenzoxocinone

Provided By

NPAtlas

Description

Bischloroanthrabenzoxocinone is found in Streptomyces. Bischloroanthrabenzoxocinone was first documented in 2005 (PMID: 16180833). Based on a literature review very few articles have been published on 8,10-dichloro-3,7,9-trihydroxy-21-methoxy-12,12,17,23-tetramethyl-18,25-dioxahexacyclo[15.7.1.0²,¹⁵.0⁴,¹³.0⁶,¹¹.0¹⁹,²⁴]Pentacosa-2,4(13),6(11),7,9,14,19(24),20,22-nonaen-5-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI

  Mrv1652306242118253D          

 61 66  0  0  0  0            999 V2000
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M  END

     RDKit          3D

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M  END

  Mrv1652306242118253D          

 61 66  0  0  0  0            999 V2000
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  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
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  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
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 16 17  2  0  0  0  0
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  9  3  1  0  0  0  0
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 37 61  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0006059

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(Cl)C(O[H])=C2C(=O)C3=C(C([H])=C4C(=C3O[H])[C@]3([H])O[C@](OC5=C([H])C(OC([H])([H])[H])=C([H])C(=C35)C([H])([H])[H])(C([H])([H])[H])C4([H])[H])C(C2=C1Cl)(C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C28H24Cl2O7/c1-10-6-12(35-5)8-14-15(10)26-16-11(9-28(4,36-14)37-26)7-13-17(22(16)31)23(32)18-19(27(13,2)3)20(29)25(34)21(30)24(18)33/h6-8,26,31,33-34H,9H2,1-5H3/t26-,28-/m1/s1

> <INCHI_KEY>
ZGJMIZXNGYVIRM-UHFFFAOYSA-N

> <FORMULA>
C28H24Cl2O7

> <MOLECULAR_WEIGHT>
543.39

> <EXACT_MASS>
542.0899085

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
55.4510764717685

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,17S)-8,10-dichloro-3,7,9-trihydroxy-21-methoxy-12,12,17,23-tetramethyl-18,25-dioxahexacyclo[15.7.1.0^{2,15}.0^{4,13}.0^{6,11}.0^{19,24}]pentacosa-2,4(13),6,8,10,14,19,21,23-nonaen-5-one

> <ALOGPS_LOGP>
5.64

> <JCHEM_LOGP>
7.807305343000001

> <ALOGPS_LOGS>
-5.41

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.409364645344011

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.092269656168766

> <JCHEM_PKA_STRONGEST_BASIC>
-4.211434893643293

> <JCHEM_POLAR_SURFACE_AREA>
105.45000000000002

> <JCHEM_REFRACTIVITY>
150.41099999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.10e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,17S)-8,10-dichloro-3,7,9-trihydroxy-21-methoxy-12,12,17,23-tetramethyl-18,25-dioxahexacyclo[15.7.1.0^{2,15}.0^{4,13}.0^{6,11}.0^{19,24}]pentacosa-2,4(13),6,8,10,14,19,21,23-nonaen-5-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 61 66  0  0  0  0  0  0  0  0999 V2000
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 22 11  1  0
 34 25  1  0
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 20 14  1  0
 35 16  1  0
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 36 58  1  0
 37 59  1  0
 37 60  1  0
 37 61  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0      -5.810   2.130  -3.186  0.00  0.00           C+0
HETATM    2  O   UNK     0      -5.615   2.411  -1.830  0.00  0.00           O+0
HETATM    3  C   UNK     0      -4.780   1.574  -1.093  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.577   1.835   0.238  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.753   1.048   1.057  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.671   1.435   2.509  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.139  -0.008   0.494  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.329  -0.302  -0.861  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.141   0.493  -1.623  0.00  0.00           C+0
HETATM   10  O   UNK     0      -2.651  -1.429  -1.341  0.00  0.00           O+0
HETATM   11  C   UNK     0      -2.489  -2.525  -0.456  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.370  -3.676  -0.852  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.031  -3.014  -0.528  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.229  -1.851   0.005  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.097  -1.761  -0.318  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.880  -0.680   0.172  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.301   0.269   0.967  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.060   0.168   1.292  0.00  0.00           C+0
HETATM   19  O   UNK     0      -0.645   1.095   2.076  0.00  0.00           O+0
HETATM   20  C   UNK     0      -0.833  -0.922   0.793  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.239  -0.930   1.200  0.00  0.00           C+0
HETATM   22  O   UNK     0      -2.769  -2.216   0.883  0.00  0.00           O+0
HETATM   23  C   UNK     0       2.086   1.387   1.477  0.00  0.00           C+0
HETATM   24  O   UNK     0       1.632   2.288   2.204  0.00  0.00           O+0
HETATM   25  C   UNK     0       3.509   1.423   1.087  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.264   2.491   1.568  0.00  0.00           C+0
HETATM   27  O   UNK     0       3.696   3.457   2.371  0.00  0.00           O+0
HETATM   28  C   UNK     0       5.591   2.586   1.240  0.00  0.00           C+0
HETATM   29 Cl   UNK     0       6.599   3.904   1.812  0.00  0.00          Cl+0
HETATM   30  C   UNK     0       6.178   1.631   0.439  0.00  0.00           C+0
HETATM   31  O   UNK     0       7.545   1.727   0.100  0.00  0.00           O+0
HETATM   32  C   UNK     0       5.410   0.592  -0.020  0.00  0.00           C+0
HETATM   33 Cl   UNK     0       6.210  -0.602  -1.043  0.00  0.00          Cl+0
HETATM   34  C   UNK     0       4.048   0.456   0.292  0.00  0.00           C+0
HETATM   35  C   UNK     0       3.296  -0.655  -0.216  0.00  0.00           C+0
HETATM   36  C   UNK     0       3.905  -1.925   0.434  0.00  0.00           C+0
HETATM   37  C   UNK     0       3.474  -0.889  -1.706  0.00  0.00           C+0
HETATM   38  H   UNK     0      -6.510   2.886  -3.590  0.00  0.00           H+0
HETATM   39  H   UNK     0      -4.827   2.135  -3.682  0.00  0.00           H+0
HETATM   40  H   UNK     0      -6.267   1.116  -3.272  0.00  0.00           H+0
HETATM   41  H   UNK     0      -5.070   2.691   0.702  0.00  0.00           H+0
HETATM   42  H   UNK     0      -4.719   1.647   2.876  0.00  0.00           H+0
HETATM   43  H   UNK     0      -3.034   2.327   2.591  0.00  0.00           H+0
HETATM   44  H   UNK     0      -3.267   0.643   3.145  0.00  0.00           H+0
HETATM   45  H   UNK     0      -4.283   0.255  -2.686  0.00  0.00           H+0
HETATM   46  H   UNK     0      -4.408  -3.325  -1.106  0.00  0.00           H+0
HETATM   47  H   UNK     0      -2.941  -4.140  -1.772  0.00  0.00           H+0
HETATM   48  H   UNK     0      -3.376  -4.432  -0.044  0.00  0.00           H+0
HETATM   49  H   UNK     0      -0.889  -3.926   0.046  0.00  0.00           H+0
HETATM   50  H   UNK     0      -0.779  -3.089  -1.604  0.00  0.00           H+0
HETATM   51  H   UNK     0       1.603  -2.482  -0.940  0.00  0.00           H+0
HETATM   52  H   UNK     0      -0.388   1.890   2.531  0.00  0.00           H+0
HETATM   53  H   UNK     0      -2.263  -0.865   2.300  0.00  0.00           H+0
HETATM   54  H   UNK     0       4.273   4.215   2.701  0.00  0.00           H+0
HETATM   55  H   UNK     0       7.933   1.005  -0.490  0.00  0.00           H+0
HETATM   56  H   UNK     0       3.118  -2.670   0.663  0.00  0.00           H+0
HETATM   57  H   UNK     0       4.413  -1.656   1.387  0.00  0.00           H+0
HETATM   58  H   UNK     0       4.619  -2.412  -0.232  0.00  0.00           H+0
HETATM   59  H   UNK     0       3.924   0.042  -2.110  0.00  0.00           H+0
HETATM   60  H   UNK     0       2.471  -1.084  -2.140  0.00  0.00           H+0
HETATM   61  H   UNK     0       4.077  -1.787  -1.944  0.00  0.00           H+0
CONECT    1    2   38   39   40                                             
CONECT    2    1    3                                                       
CONECT    3    2    4    9                                                  
CONECT    4    3    5   41                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5   42   43   44                                             
CONECT    7    5    8   21                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8    3   45                                                  
CONECT   10    8   11                                                       
CONECT   11   10   12   13   22                                             
CONECT   12   11   46   47   48                                             
CONECT   13   11   14   49   50                                             
CONECT   14   13   15   20                                                  
CONECT   15   14   16   51                                                  
CONECT   16   15   17   35                                                  
CONECT   17   16   18   23                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18   52                                                       
CONECT   20   18   21   14                                                  
CONECT   21   20   22    7   53                                             
CONECT   22   21   11                                                       
CONECT   23   17   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   34                                                  
CONECT   26   25   27   28                                                  
CONECT   27   26   54                                                       
CONECT   28   26   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   32                                                  
CONECT   31   30   55                                                       
CONECT   32   30   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35   25                                                  
CONECT   35   34   36   37   16                                             
CONECT   36   35   56   57   58                                             
CONECT   37   35   59   60   61                                             
CONECT   38    1                                                            
CONECT   39    1                                                            
CONECT   40    1                                                            
CONECT   41    4                                                            
CONECT   42    6                                                            
CONECT   43    6                                                            
CONECT   44    6                                                            
CONECT   45    9                                                            
CONECT   46   12                                                            
CONECT   47   12                                                            
CONECT   48   12                                                            
CONECT   49   13                                                            
CONECT   50   13                                                            
CONECT   51   15                                                            
CONECT   52   19                                                            
CONECT   53   21                                                            
CONECT   54   27                                                            
CONECT   55   31                                                            
CONECT   56   36                                                            
CONECT   57   36                                                            
CONECT   58   36                                                            
CONECT   59   37                                                            
CONECT   60   37                                                            
CONECT   61   37                                                            
MASTER        0    0    0    0    0    0    0    0   61    0  132    0
END

RDKit          3D

61 66  0  0  0  0  0  0  0  0999 V2000
   -5.8102    2.1296   -3.1863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6149    2.4112   -1.8302 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7800    1.5742   -1.0934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5768    1.8352    0.2382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7531    1.0481    1.0569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6709    1.4346    2.5094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1395   -0.0078    0.4943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3288   -0.3019   -0.8611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1413    0.4929   -1.6233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6510   -1.4285   -1.3406 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4886   -2.5253   -0.4560 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3702   -3.6758   -0.8522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0310   -3.0136   -0.5279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2288   -1.8509    0.0046 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0975   -1.7612   -0.3180 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8795   -0.6800    0.1721 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3010    0.2686    0.9665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0603    0.1677    1.2920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6453    1.0948    2.0763 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8329   -0.9215    0.7933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2393   -0.9302    1.2005 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7685   -2.2160    0.8834 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0864    1.3871    1.4768 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6316    2.2878    2.2037 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5087    1.4228    1.0869 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2643    2.4906    1.5677 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6955    3.4571    2.3714 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5910    2.5862    1.2405 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5986    3.9044    1.8119 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.1777    1.6307    0.4388 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5447    1.7266    0.0999 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4100    0.5915   -0.0196 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2100   -0.6015   -1.0427 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.0483    0.4559    0.2918 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2959   -0.6546   -0.2161 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9047   -1.9251    0.4341 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4743   -0.8894   -1.7062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5095    2.8857   -3.5903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8268    2.1354   -3.6823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2666    1.1162   -3.2724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0697    2.6908    0.7023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7186    1.6472    2.8759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0344    2.3269    2.5909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2673    0.6430    3.1449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2826    0.2552   -2.6857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4076   -3.3248   -1.1059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9414   -4.1396   -1.7722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3764   -4.4319   -0.0443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8890   -3.9264    0.0464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7794   -3.0890   -1.6042 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6028   -2.4825   -0.9403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3879    1.8903    2.5305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2625   -0.8649    2.2999 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2728    4.2150    2.7007 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9332    1.0049   -0.4895 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1176   -2.6702    0.6634 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4129   -1.6555    1.3866 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6191   -2.4116   -0.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9241    0.0421   -2.1101 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4715   -1.0836   -2.1397 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0770   -1.7870   -1.9443 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  6
 11 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  1  0
 17 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 28 30  2  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 32 34  2  0
 34 35  1  0
 35 36  1  1
 35 37  1  0
  9  3  1  0
 22 11  1  0
 34 25  1  0
 21  7  1  0
 20 14  1  0
 35 16  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
  4 41  1  0
  6 42  1  0
  6 43  1  0
  6 44  1  0
  9 45  1  0
 12 46  1  0
 12 47  1  0
 12 48  1  0
 13 49  1  0
 13 50  1  0
 15 51  1  0
 19 52  1  0
 21 53  1  1
 27 54  1  0
 31 55  1  0
 36 56  1  0
 36 57  1  0
 36 58  1  0
 37 59  1  0
 37 60  1  0
 37 61  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₂₈H₂₄Cl₂O₇

Average Mass

543.3900 Da

Monoisotopic Mass

542.08991 Da

IUPAC Name

(1S,17S)-8,10-dichloro-3,7,9-trihydroxy-21-methoxy-12,12,17,23-tetramethyl-18,25-dioxahexacyclo[15.7.1.0^{2,15}.0^{4,13}.0^{6,11}.0^{19,24}]pentacosa-2,4(13),6,8,10,14,19,21,23-nonaen-5-one

Traditional Name

(1S,17S)-8,10-dichloro-3,7,9-trihydroxy-21-methoxy-12,12,17,23-tetramethyl-18,25-dioxahexacyclo[15.7.1.0^{2,15}.0^{4,13}.0^{6,11}.0^{19,24}]pentacosa-2,4(13),6,8,10,14,19,21,23-nonaen-5-one

CAS Registry Number

Not Available

SMILES

COC1=CC2=C(C3OC(C)(CC4=C3C(O)=C3C(=O)C5=C(C(Cl)=C(O)C(Cl)=C5O)C(C)(C)C3=C4)O2)C(C)=C1

InChI Identifier

InChI=1S/C28H24Cl2O7/c1-10-6-12(35-5)8-14-15(10)26-16-11(9-28(4,36-14)37-26)7-13-17(22(16)31)23(32)18-19(27(13,2)3)20(29)25(34)21(30)24(18)33/h6-8,26,31,33-34H,9H2,1-5H3

InChI Key

ZGJMIZXNGYVIRM-UHFFFAOYSA-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
Streptomyces	NPAtlas	16180833

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as naphthopyranones. These are compounds containing a naphthopyran skeleton where a ring carbon bears a carboxylic acid group. Naphthtopyran is made up of the pyran ring fused to a naphthalene ring system.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Naphthopyrans

Sub Class

Naphthopyranones

Direct Parent

Naphthopyranones

Alternative Parents

Substituents

Naphthopyranone
Anthracene
Benzopyran
Isochromane
2-benzopyran
Anisole
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
Ketal
Pyranone
Aryl chloride
Aryl halide
Benzenoid
Pyran
Vinylogous acid
Ketone
Ether
Oxacycle
Acetal
Polyol
Organohalogen compound
Organic oxygen compound
Aldehyde
Hydrocarbon derivative
Organochloride
Organooxygen compound
Organic oxide
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	5.64	ALOGPS
logP	7.81	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	5.09	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	105.45 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	150.41 m³·mol⁻¹	ChemAxon
Polarizability	55.45 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

NPAtlas ID

NPA002681

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

9752254

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11577486

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Herath KB, Jayasuriya H, Guan Z, Schulman M, Ruby C, Sharma N, MacNaul K, Menke JG, Kodali S, Galgoci A, Wang J, Singh SB: Anthrabenzoxocinones from Streptomyces sp. as liver X receptor ligands and antibacterial agents. J Nat Prod. 2005 Sep;68(9):1437-40. doi: 10.1021/np050176k. [PubMed:16180833 ]

Showing NP-Card for Bischloroanthrabenzoxocinone (NP0006059)

MOL for NP0006059 (Bischloroanthrabenzoxocinone)

3D MOL for NP0006059 (Bischloroanthrabenzoxocinone)

3D SDF for NP0006059 (Bischloroanthrabenzoxocinone)

3D-SDF for NP0006059 (Bischloroanthrabenzoxocinone)

PDB for NP0006059 (Bischloroanthrabenzoxocinone)

3D PDB for NP0006059 (Bischloroanthrabenzoxocinone)

SMILES for NP0006059 (Bischloroanthrabenzoxocinone)

INCHI for NP0006059 (Bischloroanthrabenzoxocinone)

Structure for NP0006059 (Bischloroanthrabenzoxocinone)

3D Structure for NP0006059 (Bischloroanthrabenzoxocinone)