NP-MRD: Showing NP-Card for Benastatin B (NP0004849)

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Record Information

Version

1.0

Created at

2020-12-09 02:15:31 UTC

Updated at

2021-07-15 16:50:20 UTC

NP-MRD ID

NP0004849

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Benastatin B

Provided By

NPAtlas

Description

Benastatin B is found in Streptomyces. It was first documented in 1992 (PMID: 1429222). Based on a literature review very few articles have been published on 5,13,17,19-tetrahydroxy-22,22-dimethyl-15-oxo-7-pentylpentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁶,²¹]Docosa-1(14),2,4(9),5,7,12,16(21),17,19-nonaene-6-carboxylic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118093D          

 67 71  0  0  0  0            999 V2000
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M  END

     RDKit          3D

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M  END


  Mrv1652306242118093D          

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M  END
> <DATABASE_ID>
NP0004849

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C1=C(O[H])C2=C(C([H])=C1C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])C([H])([H])C([H])([H])C1=C(O[H])C3=C(C([H])=C21)C(C1=C([H])C(O[H])=C([H])C(O[H])=C1C3=O)(C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C30H30O7/c1-4-5-6-7-14-10-15-8-9-17-18(22(15)27(34)23(14)29(36)37)13-20-25(26(17)33)28(35)24-19(30(20,2)3)11-16(31)12-21(24)32/h10-13,31-34H,4-9H2,1-3H3,(H,36,37)

> <INCHI_KEY>
FUKMCLKFEWEFSC-UHFFFAOYSA-N

> <FORMULA>
C30H30O7

> <MOLECULAR_WEIGHT>
502.563

> <EXACT_MASS>
502.199153306

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
67

> <JCHEM_AVERAGE_POLARIZABILITY>
55.806325535915946

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5,13,17,19-tetrahydroxy-22,22-dimethyl-15-oxo-7-pentylpentacyclo[12.8.0.0^{3,12}.0^{4,9}.0^{16,21}]docosa-1(14),2,4(9),5,7,12,16,18,20-nonaene-6-carboxylic acid

> <ALOGPS_LOGP>
5.08

> <JCHEM_LOGP>
9.033573189333335

> <ALOGPS_LOGS>
-5.42

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.819310317506706

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.7445290822630657

> <JCHEM_PKA_STRONGEST_BASIC>
-5.330187698718979

> <JCHEM_POLAR_SURFACE_AREA>
135.29000000000002

> <JCHEM_REFRACTIVITY>
151.8722

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.91e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,13,17,19-tetrahydroxy-22,22-dimethyl-15-oxo-7-pentylpentacyclo[12.8.0.0^{3,12}.0^{4,9}.0^{16,21}]docosa-1(14),2,4(9),5,7,12,16,18,20-nonaene-6-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 67 71  0  0  0  0  0  0  0  0999 V2000
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 23 54  1  0
 23 55  1  0
 24 56  1  0
 24 57  1  0
 29 58  1  0
 30 59  1  0
 32 60  1  0
 33 61  1  0
 36 62  1  0
 36 63  1  0
 36 64  1  0
 37 65  1  0
 37 66  1  0
 37 67  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       8.165   0.322  -1.725  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.734   0.605  -2.131  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.767  -0.249  -1.341  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.970   0.100   0.153  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.075  -0.679   1.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.642  -0.594   0.870  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.059  -1.586   0.113  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.720  -1.661  -0.161  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.879  -0.698   0.344  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.394   0.339   1.118  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.611   1.293   1.623  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.780   0.361   1.362  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.325   1.400   2.165  0.00  0.00           C+0
HETATM   14  O   UNK     0       2.613   2.293   2.659  0.00  0.00           O+0
HETATM   15  O   UNK     0       4.666   1.487   2.450  0.00  0.00           O+0
HETATM   16  C   UNK     0      -0.563  -0.870   0.184  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.407   0.155   0.511  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.761   0.030   0.195  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.250  -1.089  -0.430  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.400  -2.116  -0.754  0.00  0.00           C+0
HETATM   21  O   UNK     0      -2.897  -3.226  -1.375  0.00  0.00           O+0
HETATM   22  C   UNK     0      -1.070  -2.018  -0.452  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.136  -3.148  -0.644  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.186  -2.684  -1.096  0.00  0.00           C+0
HETATM   25  C   UNK     0      -4.677  -1.234  -0.776  0.00  0.00           C+0
HETATM   26  O   UNK     0      -5.082  -2.284  -1.351  0.00  0.00           O+0
HETATM   27  C   UNK     0      -5.566  -0.142  -0.433  0.00  0.00           C+0
HETATM   28  C   UNK     0      -6.926  -0.224  -0.740  0.00  0.00           C+0
HETATM   29  O   UNK     0      -7.348  -1.386  -1.372  0.00  0.00           O+0
HETATM   30  C   UNK     0      -7.791   0.802  -0.427  0.00  0.00           C+0
HETATM   31  C   UNK     0      -7.295   1.924   0.201  0.00  0.00           C+0
HETATM   32  O   UNK     0      -8.175   2.959   0.516  0.00  0.00           O+0
HETATM   33  C   UNK     0      -5.955   1.988   0.496  0.00  0.00           C+0
HETATM   34  C   UNK     0      -5.051   0.966   0.192  0.00  0.00           C+0
HETATM   35  C   UNK     0      -3.649   1.144   0.557  0.00  0.00           C+0
HETATM   36  C   UNK     0      -3.165   2.465  -0.021  0.00  0.00           C+0
HETATM   37  C   UNK     0      -3.599   1.291   2.085  0.00  0.00           C+0
HETATM   38  H   UNK     0       8.871   0.756  -2.448  0.00  0.00           H+0
HETATM   39  H   UNK     0       8.410   0.764  -0.724  0.00  0.00           H+0
HETATM   40  H   UNK     0       8.368  -0.773  -1.695  0.00  0.00           H+0
HETATM   41  H   UNK     0       6.525   1.668  -1.885  0.00  0.00           H+0
HETATM   42  H   UNK     0       6.637   0.442  -3.204  0.00  0.00           H+0
HETATM   43  H   UNK     0       6.051  -1.307  -1.521  0.00  0.00           H+0
HETATM   44  H   UNK     0       4.732  -0.127  -1.650  0.00  0.00           H+0
HETATM   45  H   UNK     0       7.018  -0.317   0.336  0.00  0.00           H+0
HETATM   46  H   UNK     0       6.103   1.162   0.290  0.00  0.00           H+0
HETATM   47  H   UNK     0       5.357  -0.558   2.068  0.00  0.00           H+0
HETATM   48  H   UNK     0       5.373  -1.769   0.822  0.00  0.00           H+0
HETATM   49  H   UNK     0       3.655  -2.405  -0.333  0.00  0.00           H+0
HETATM   50  H   UNK     0       0.596   2.090   2.151  0.00  0.00           H+0
HETATM   51  H   UNK     0       5.171   2.300   2.704  0.00  0.00           H+0
HETATM   52  H   UNK     0      -1.123   1.046   0.973  0.00  0.00           H+0
HETATM   53  H   UNK     0      -2.479  -4.053  -1.687  0.00  0.00           H+0
HETATM   54  H   UNK     0      -0.569  -3.948  -1.291  0.00  0.00           H+0
HETATM   55  H   UNK     0       0.003  -3.597   0.395  0.00  0.00           H+0
HETATM   56  H   UNK     0       1.923  -3.509  -1.245  0.00  0.00           H+0
HETATM   57  H   UNK     0       1.042  -2.151  -2.081  0.00  0.00           H+0
HETATM   58  H   UNK     0      -8.317  -1.536  -1.634  0.00  0.00           H+0
HETATM   59  H   UNK     0      -8.855   0.717  -0.677  0.00  0.00           H+0
HETATM   60  H   UNK     0      -7.791   3.779   0.978  0.00  0.00           H+0
HETATM   61  H   UNK     0      -5.617   2.897   0.992  0.00  0.00           H+0
HETATM   62  H   UNK     0      -2.556   3.015   0.723  0.00  0.00           H+0
HETATM   63  H   UNK     0      -2.613   2.295  -0.979  0.00  0.00           H+0
HETATM   64  H   UNK     0      -4.034   3.087  -0.276  0.00  0.00           H+0
HETATM   65  H   UNK     0      -3.726   2.362   2.361  0.00  0.00           H+0
HETATM   66  H   UNK     0      -4.398   0.647   2.499  0.00  0.00           H+0
HETATM   67  H   UNK     0      -2.579   0.980   2.386  0.00  0.00           H+0
CONECT    1    2   38   39   40                                             
CONECT    2    1    3   41   42                                             
CONECT    3    2    4   43   44                                             
CONECT    4    3    5   45   46                                             
CONECT    5    4    6   47   48                                             
CONECT    6    5    7   12                                                  
CONECT    7    6    8   49                                                  
CONECT    8    7    9   24                                                  
CONECT    9    8   10   16                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10   50                                                       
CONECT   12   10   13    6                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   51                                                       
CONECT   16    9   17   22                                                  
CONECT   17   16   18   52                                                  
CONECT   18   17   19   35                                                  
CONECT   19   18   20   25                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20   53                                                       
CONECT   22   20   23   16                                                  
CONECT   23   22   24   54   55                                             
CONECT   24   23    8   56   57                                             
CONECT   25   19   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28   34                                                  
CONECT   28   27   29   30                                                  
CONECT   29   28   58                                                       
CONECT   30   28   31   59                                                  
CONECT   31   30   32   33                                                  
CONECT   32   31   60                                                       
CONECT   33   31   34   61                                                  
CONECT   34   33   35   27                                                  
CONECT   35   34   36   37   18                                             
CONECT   36   35   62   63   64                                             
CONECT   37   35   65   66   67                                             
CONECT   38    1                                                            
CONECT   39    1                                                            
CONECT   40    1                                                            
CONECT   41    2                                                            
CONECT   42    2                                                            
CONECT   43    3                                                            
CONECT   44    3                                                            
CONECT   45    4                                                            
CONECT   46    4                                                            
CONECT   47    5                                                            
CONECT   48    5                                                            
CONECT   49    7                                                            
CONECT   50   11                                                            
CONECT   51   15                                                            
CONECT   52   17                                                            
CONECT   53   21                                                            
CONECT   54   23                                                            
CONECT   55   23                                                            
CONECT   56   24                                                            
CONECT   57   24                                                            
CONECT   58   29                                                            
CONECT   59   30                                                            
CONECT   60   32                                                            
CONECT   61   33                                                            
CONECT   62   36                                                            
CONECT   63   36                                                            
CONECT   64   36                                                            
CONECT   65   37                                                            
CONECT   66   37                                                            
CONECT   67   37                                                            
MASTER        0    0    0    0    0    0    0    0   67    0  142    0
END

RDKit          3D

67 71  0  0  0  0  0  0  0  0999 V2000
    8.1645    0.3223   -1.7249 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7338    0.6051   -2.1310 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7667   -0.2490   -1.3409 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.0752   -0.6788    0.9997 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6423   -0.5942    0.8698 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0590   -1.5861    0.1126 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7202   -1.6610   -0.1614 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8793   -0.6976    0.3441 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3938    0.3391    1.1178 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6106    1.2927    1.6231 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7800    0.3605    1.3618 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3248    1.3998    2.1651 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6133    2.2930    2.6588 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6657    1.4867    2.4501 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5629   -0.8699    0.1842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4073    0.1552    0.5106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7607    0.0299    0.1946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2502   -1.0886   -0.4296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4004   -2.1158   -0.7535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8974   -3.2260   -1.3753 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0697   -2.0184   -0.4518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1364   -3.1484   -0.6436 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1862   -2.6836   -1.0956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6773   -1.2340   -0.7761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0825   -2.2835   -1.3512 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5658   -0.1417   -0.4325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9261   -0.2243   -0.7402 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.2951    1.9240    0.2007 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.3680   -0.7727   -1.6951 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5248    1.6680   -1.8853 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6371    0.4424   -3.2041 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0510   -1.3069   -1.5207 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7325   -0.1273   -1.6496 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0176   -0.3165    0.3362 H   0  0  0  0  0  0  0  0  0  0  0  0
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    5.3734   -1.7689    0.8221 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6553   -2.4051   -0.3331 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5962    2.0904    2.1512 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1714    2.3004    2.7044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1227    1.0456    0.9729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4791   -4.0528   -1.6869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5694   -3.9476   -1.2905 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0032   -3.5970    0.3949 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9234   -3.5085   -1.2448 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0420   -2.1509   -2.0810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3169   -1.5360   -1.6339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8549    0.7172   -0.6769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7913    3.7794    0.9783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6175    2.8974    0.9919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5561    3.0150    0.7230 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.7262    2.3625    2.3607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3983    0.6474    2.4990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5794    0.9802    2.3865 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
  9 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 23 24  1  0
 19 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  2  0
 28 29  1  0
 28 30  1  0
 30 31  2  0
 31 32  1  0
 31 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  1  0
 35 37  1  0
 12  6  1  0
 22 16  1  0
 34 27  1  0
 24  8  1  0
 35 18  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
  2 41  1  0
  2 42  1  0
  3 43  1  0
  3 44  1  0
  4 45  1  0
  4 46  1  0
  5 47  1  0
  5 48  1  0
  7 49  1  0
 11 50  1  0
 15 51  1  0
 17 52  1  0
 21 53  1  0
 23 54  1  0
 23 55  1  0
 24 56  1  0
 24 57  1  0
 29 58  1  0
 30 59  1  0
 32 60  1  0
 33 61  1  0
 36 62  1  0
 36 63  1  0
 36 64  1  0
 37 65  1  0
 37 66  1  0
 37 67  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
5,13,17,19-Tetrahydroxy-22,22-dimethyl-15-oxo-7-pentylpentacyclo[12.8.0.0,.0,.0,]docosa-1(14),2,4(9),5,7,12,16(21),17,19-nonaene-6-carboxylate	Generator
Benastatin-b	MeSH

Chemical Formula

C₃₀H₃₀O₇

Average Mass

502.5630 Da

Monoisotopic Mass

502.19915 Da

IUPAC Name

5,13,17,19-tetrahydroxy-22,22-dimethyl-15-oxo-7-pentylpentacyclo[12.8.0.0^{3,12}.0^{4,9}.0^{16,21}]docosa-1(14),2,4(9),5,7,12,16,18,20-nonaene-6-carboxylic acid

Traditional Name

5,13,17,19-tetrahydroxy-22,22-dimethyl-15-oxo-7-pentylpentacyclo[12.8.0.0^{3,12}.0^{4,9}.0^{16,21}]docosa-1(14),2,4(9),5,7,12,16,18,20-nonaene-6-carboxylic acid

CAS Registry Number

Not Available

SMILES

CCCCCC1=C(C(O)=O)C(O)=C2C(CCC3=C(O)C4=C(C=C23)C(C)(C)C2=CC(O)=CC(O)=C2C4=O)=C1

InChI Identifier

InChI=1S/C30H30O7/c1-4-5-6-7-14-10-15-8-9-17-18(22(15)27(34)23(14)29(36)37)13-20-25(26(17)33)28(35)24-19(30(20,2)3)11-16(31)12-21(24)32/h10-13,31-34H,4-9H2,1-3H3,(H,36,37)

InChI Key

FUKMCLKFEWEFSC-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	1429222

Species Where Detected

Species Name	Source	Reference
Streptomyces sp. MI384-DF12	KNApSAcK Database	22123792

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as phenanthrenes and derivatives. These are polycyclic compounds containing a phenanthrene moiety, which is a tricyclic aromatic compound with three non-linearly fused benzene.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenanthrenes and derivatives

Sub Class

Not Available

Direct Parent

Phenanthrenes and derivatives

Alternative Parents

Substituents

Anthracene
Phenanthrene
2-naphthalenecarboxylic acid
2-naphthalenecarboxylic acid or derivatives
1-naphthol
Hydroxybenzoic acid
Salicylic acid or derivatives
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Vinylogous acid
Ketone
Polyol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Organooxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic 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	5.08	ALOGPS
logP	9.03	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	2.74	ChemAxon
pKa (Strongest Basic)	-5.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	135.29 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	151.87 m³·mol⁻¹	ChemAxon
Polarizability	55.81 Å³	ChemAxon
Number of Rings	5	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

NPA003217

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00016745

Chemspider ID

112338

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Aoyagi T, Aoyama T, Kojima F, Matsuda N, Maruyama M, Hamada M, Takeuchi T: Benastatins A and B, new inhibitors of glutathione S-transferase, produced by Streptomyces sp. MI384-DF12. I. Taxonomy, production, isolation, physico-chemical properties and biological activities. J Antibiot (Tokyo). 1992 Sep;45(9):1385-90. doi: 10.7164/antibiotics.45.1385. [PubMed:1429222 ]

Showing NP-Card for Benastatin B (NP0004849)

MOL for NP0004849 (Benastatin B)

3D MOL for NP0004849 (Benastatin B)

3D SDF for NP0004849 (Benastatin B)

3D-SDF for NP0004849 (Benastatin B)

PDB for NP0004849 (Benastatin B)

3D PDB for NP0004849 (Benastatin B)

SMILES for NP0004849 (Benastatin B)

INCHI for NP0004849 (Benastatin B)

Structure for NP0004849 (Benastatin B)

3D Structure for NP0004849 (Benastatin B)