NP-MRD: Showing NP-Card for Berkchaetoazaphilone B (NP0014962)

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Record Information

Version

2.0

Created at

2021-01-05 23:59:51 UTC

Updated at

2021-07-15 17:18:40 UTC

NP-MRD ID

NP0014962

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Berkchaetoazaphilone B

Provided By

NPAtlas

Description

Berkchaetoazaphilone B belongs to the class of organic compounds known as cyclohexenones. Cyclohexenones are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond. Berkchaetoazaphilone B is found in Pleurostoma sp. Berkchaetoazaphilone B was first documented in 2015 (PMID: 26641525). Based on a literature review very few articles have been published on Berkchaetoazaphilone B.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242117123D          

 64 67  0  0  0  0            999 V2000
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M  END

     RDKit          3D

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M  END


  Mrv1652306242117123D          

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 29 64  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0014962

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]([H])(C([H])([H])[H])C([H])([H])C1=C([H])C2=C([H])C(=O)[C@@]3(OC(=O)[C@@]4(O[C@]34C2=C([H])O1)C(=O)C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C25H32O7/c1-4-5-6-7-8-9-10-11-20(27)24-22(29)31-23(3)21(28)14-17-13-18(12-16(2)26)30-15-19(17)25(23,24)32-24/h13-16,26H,4-12H2,1-3H3/t16-,23-,24-,25+/m0/s1

> <INCHI_KEY>
YEGUZQUADBNQFP-NBQXJWNKSA-N

> <FORMULA>
C25H32O7

> <MOLECULAR_WEIGHT>
444.524

> <EXACT_MASS>
444.21480337

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
48.789945774942225

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,10R,13S)-13-decanoyl-5-[(2S)-2-hydroxypropyl]-10-methyl-4,11,14-trioxatetracyclo[8.4.0.0^{1,13}.0^{2,7}]tetradeca-2,5,7-triene-9,12-dione

> <ALOGPS_LOGP>
4.10

> <JCHEM_LOGP>
3.6245240780000003

> <ALOGPS_LOGS>
-5.26

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.643966382377318

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.521564168929299

> <JCHEM_PKA_STRONGEST_BASIC>
-2.5692182904631267

> <JCHEM_POLAR_SURFACE_AREA>
102.43000000000002

> <JCHEM_REFRACTIVITY>
118.69319999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.45e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,10R,13S)-13-decanoyl-5-[(2S)-2-hydroxypropyl]-10-methyl-4,11,14-trioxatetracyclo[8.4.0.0^{1,13}.0^{2,7}]tetradeca-2,5,7-triene-9,12-dione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

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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       7.031  -1.587  -1.640  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.726  -2.544  -0.497  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.303  -2.978  -0.489  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.316  -1.789  -0.363  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.589  -1.099   0.901  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.742  -0.007   1.401  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.563   1.182   0.572  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.784   0.975  -0.676  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.385   0.493  -0.311  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.656   1.493   0.512  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.867   1.518   1.724  0.00  0.00           O+0
HETATM   12  C   UNK     0      -0.303   2.467  -0.001  0.00  0.00           C+0
HETATM   13  O   UNK     0      -0.675   2.432  -1.345  0.00  0.00           O+0
HETATM   14  C   UNK     0      -1.610   2.304  -0.313  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.556   1.227  -0.474  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.247  -0.037  -0.312  0.00  0.00           C+0
HETATM   17  O   UNK     0      -3.190  -1.074  -0.476  0.00  0.00           O+0
HETATM   18  C   UNK     0      -4.511  -0.857  -0.818  0.00  0.00           C+0
HETATM   19  C   UNK     0      -5.474  -1.975  -0.982  0.00  0.00           C+0
HETATM   20  C   UNK     0      -5.584  -2.743   0.330  0.00  0.00           C+0
HETATM   21  C   UNK     0      -6.556  -3.881   0.181  0.00  0.00           C+0
HETATM   22  O   UNK     0      -6.024  -1.869   1.330  0.00  0.00           O+0
HETATM   23  C   UNK     0      -4.888   0.418  -0.998  0.00  0.00           C+0
HETATM   24  C   UNK     0      -3.941   1.509  -0.836  0.00  0.00           C+0
HETATM   25  C   UNK     0      -4.390   2.748  -1.008  0.00  0.00           C+0
HETATM   26  C   UNK     0      -3.419   3.831  -0.814  0.00  0.00           C+0
HETATM   27  O   UNK     0      -3.539   4.906  -1.427  0.00  0.00           O+0
HETATM   28  C   UNK     0      -2.321   3.596   0.117  0.00  0.00           C+0
HETATM   29  C   UNK     0      -2.749   3.508   1.555  0.00  0.00           C+0
HETATM   30  O   UNK     0      -1.279   4.529   0.012  0.00  0.00           O+0
HETATM   31  C   UNK     0      -0.133   3.906   0.439  0.00  0.00           C+0
HETATM   32  O   UNK     0       0.856   4.358   1.050  0.00  0.00           O+0
HETATM   33  H   UNK     0       6.620  -0.573  -1.458  0.00  0.00           H+0
HETATM   34  H   UNK     0       6.722  -2.002  -2.608  0.00  0.00           H+0
HETATM   35  H   UNK     0       8.145  -1.465  -1.659  0.00  0.00           H+0
HETATM   36  H   UNK     0       7.409  -3.433  -0.696  0.00  0.00           H+0
HETATM   37  H   UNK     0       7.021  -2.054   0.438  0.00  0.00           H+0
HETATM   38  H   UNK     0       5.014  -3.547  -1.381  0.00  0.00           H+0
HETATM   39  H   UNK     0       5.078  -3.617   0.388  0.00  0.00           H+0
HETATM   40  H   UNK     0       3.309  -2.113  -0.575  0.00  0.00           H+0
HETATM   41  H   UNK     0       4.656  -1.095  -1.209  0.00  0.00           H+0
HETATM   42  H   UNK     0       4.671  -1.865   1.743  0.00  0.00           H+0
HETATM   43  H   UNK     0       5.672  -0.702   0.865  0.00  0.00           H+0
HETATM   44  H   UNK     0       2.724  -0.444   1.737  0.00  0.00           H+0
HETATM   45  H   UNK     0       4.149   0.320   2.416  0.00  0.00           H+0
HETATM   46  H   UNK     0       4.574   1.654   0.297  0.00  0.00           H+0
HETATM   47  H   UNK     0       3.107   2.045   1.179  0.00  0.00           H+0
HETATM   48  H   UNK     0       2.625   2.022  -1.138  0.00  0.00           H+0
HETATM   49  H   UNK     0       3.151   0.311  -1.439  0.00  0.00           H+0
HETATM   50  H   UNK     0       1.455  -0.486   0.154  0.00  0.00           H+0
HETATM   51  H   UNK     0       0.804   0.409  -1.276  0.00  0.00           H+0
HETATM   52  H   UNK     0      -1.264  -0.391  -0.043  0.00  0.00           H+0
HETATM   53  H   UNK     0      -6.459  -1.609  -1.276  0.00  0.00           H+0
HETATM   54  H   UNK     0      -5.070  -2.702  -1.725  0.00  0.00           H+0
HETATM   55  H   UNK     0      -4.611  -3.130   0.660  0.00  0.00           H+0
HETATM   56  H   UNK     0      -6.712  -4.055  -0.921  0.00  0.00           H+0
HETATM   57  H   UNK     0      -7.521  -3.572   0.664  0.00  0.00           H+0
HETATM   58  H   UNK     0      -6.153  -4.801   0.636  0.00  0.00           H+0
HETATM   59  H   UNK     0      -5.670  -2.154   2.202  0.00  0.00           H+0
HETATM   60  H   UNK     0      -5.911   0.631  -1.266  0.00  0.00           H+0
HETATM   61  H   UNK     0      -5.421   2.952  -1.279  0.00  0.00           H+0
HETATM   62  H   UNK     0      -3.760   3.970   1.730  0.00  0.00           H+0
HETATM   63  H   UNK     0      -2.723   2.457   1.929  0.00  0.00           H+0
HETATM   64  H   UNK     0      -2.060   4.076   2.235  0.00  0.00           H+0
CONECT    1    2   33   34   35                                             
CONECT    2    1    3   36   37                                             
CONECT    3    2    4   38   39                                             
CONECT    4    3    5   40   41                                             
CONECT    5    4    6   42   43                                             
CONECT    6    5    7   44   45                                             
CONECT    7    6    8   46   47                                             
CONECT    8    7    9   48   49                                             
CONECT    9    8   10   50   51                                             
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   14   31                                             
CONECT   13   12   14                                                       
CONECT   14   13   15   12   28                                             
CONECT   15   14   16   24                                                  
CONECT   16   15   17   52                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   23                                                  
CONECT   19   18   20   53   54                                             
CONECT   20   19   21   22   55                                             
CONECT   21   20   56   57   58                                             
CONECT   22   20   59                                                       
CONECT   23   18   24   60                                                  
CONECT   24   23   25   15                                                  
CONECT   25   24   26   61                                                  
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   30   14                                             
CONECT   29   28   62   63   64                                             
CONECT   30   28   31                                                       
CONECT   31   30   32   12                                                  
CONECT   32   31                                                            
CONECT   33    1                                                            
CONECT   34    1                                                            
CONECT   35    1                                                            
CONECT   36    2                                                            
CONECT   37    2                                                            
CONECT   38    3                                                            
CONECT   39    3                                                            
CONECT   40    4                                                            
CONECT   41    4                                                            
CONECT   42    5                                                            
CONECT   43    5                                                            
CONECT   44    6                                                            
CONECT   45    6                                                            
CONECT   46    7                                                            
CONECT   47    7                                                            
CONECT   48    8                                                            
CONECT   49    8                                                            
CONECT   50    9                                                            
CONECT   51    9                                                            
CONECT   52   16                                                            
CONECT   53   19                                                            
CONECT   54   19                                                            
CONECT   55   20                                                            
CONECT   56   21                                                            
CONECT   57   21                                                            
CONECT   58   21                                                            
CONECT   59   22                                                            
CONECT   60   23                                                            
CONECT   61   25                                                            
CONECT   62   29                                                            
CONECT   63   29                                                            
CONECT   64   29                                                            
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
    7.0309   -1.5870   -1.6403 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7265   -2.5437   -0.4973 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3027   -2.9784   -0.4892 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3164   -1.7890   -0.3631 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5890   -1.0985    0.9010 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7421   -0.0065    1.4010 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5629    1.1818    0.5715 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7840    0.9749   -0.6760 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3850    0.4931   -0.3112 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6559    1.4930    0.5118 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8672    1.5184    1.7237 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3028    2.4670   -0.0014 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6752    2.4318   -1.3445 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6098    2.3043   -0.3132 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5564    1.2267   -0.4741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2472   -0.0372   -0.3118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1900   -1.0736   -0.4757 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5114   -0.8567   -0.8183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4742   -1.9751   -0.9822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5841   -2.7434    0.3304 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.5563   -3.8806    0.1809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0240   -1.8690    1.3296 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8881    0.4184   -0.9976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9409    1.5093   -0.8359 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3904    2.7483   -1.0082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4186    3.8314   -0.8137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5393    4.9061   -1.4269 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3215    3.5961    0.1165 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7488    3.5079    1.5550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2792    4.5286    0.0122 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1330    3.9065    0.4387 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8563    4.3581    1.0499 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6196   -0.5734   -1.4578 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7222   -2.0025   -2.6085 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1446   -1.4647   -1.6585 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4093   -3.4326   -0.6961 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0215   -2.0542    0.4381 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0145   -3.5465   -1.3814 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0777   -3.6171    0.3884 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3093   -2.1131   -0.5751 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6561   -1.0953   -1.2088 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6707   -1.8651    1.7433 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6716   -0.7019    0.8652 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7239   -0.4441    1.7367 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1488    0.3198    2.4163 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5744    1.6541    0.2965 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1071    2.0454    1.1793 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6247    2.0222   -1.1376 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1513    0.3113   -1.4394 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4547   -0.4860    0.1543 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8040    0.4086   -1.2763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2635   -0.3912   -0.0427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4589   -1.6088   -1.2758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0703   -2.7017   -1.7251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6105   -3.1300    0.6599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7121   -4.0547   -0.9211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5212   -3.5725    0.6639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1526   -4.8007    0.6364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6704   -2.1542    2.2017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9110    0.6311   -1.2662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4209    2.9523   -1.2794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7597    3.9704    1.7300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7227    2.4565    1.9286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0601    4.0757    2.2349 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  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 12 10  1  6
 12 13  1  0
 14 13  1  6
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 18 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  1  1
 28 30  1  0
 30 31  1  0
 31 32  2  0
 14 12  1  0
 24 15  1  0
 31 12  1  0
 28 14  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  0
  2 37  1  0
  3 38  1  0
  3 39  1  0
  4 40  1  0
  4 41  1  0
  5 42  1  0
  5 43  1  0
  6 44  1  0
  6 45  1  0
  7 46  1  0
  7 47  1  0
  8 48  1  0
  8 49  1  0
  9 50  1  0
  9 51  1  0
 16 52  1  0
 19 53  1  0
 19 54  1  0
 20 55  1  1
 21 56  1  0
 21 57  1  0
 21 58  1  0
 22 59  1  0
 23 60  1  0
 25 61  1  0
 29 62  1  0
 29 63  1  0
 29 64  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₂₅H₃₂O₇

Average Mass

444.5240 Da

Monoisotopic Mass

444.21480 Da

IUPAC Name

(1R,10R,13S)-13-decanoyl-5-[(2S)-2-hydroxypropyl]-10-methyl-4,11,14-trioxatetracyclo[8.4.0.0^{1,13}.0^{2,7}]tetradeca-2,5,7-triene-9,12-dione

Traditional Name

(1R,10R,13S)-13-decanoyl-5-[(2S)-2-hydroxypropyl]-10-methyl-4,11,14-trioxatetracyclo[8.4.0.0^{1,13}.0^{2,7}]tetradeca-2,5,7-triene-9,12-dione

CAS Registry Number

Not Available

SMILES

CCCCCCCCCC(=O)[C@@]12O[C@@]11C3=COC(C[C@H](C)O)=CC3=CC(=O)[C@]1(C)OC2=O

InChI Identifier

InChI=1S/C25H32O7/c1-4-5-6-7-8-9-10-11-20(27)24-22(29)31-23(3)21(28)14-17-13-18(12-16(2)26)30-15-19(17)25(23,24)32-24/h13-16,26H,4-12H2,1-3H3/t16-,23-,24-,25+/m0/s1

InChI Key

YEGUZQUADBNQFP-NBQXJWNKSA-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
Pleurostoma sp.	NPAtlas	26641525

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclohexenones. Cyclohexenones are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Cyclohexenones

Alternative Parents

Substituents

Cyclohexenone
Alpha-acyloxy ketone
Para-dioxane
Gamma butyrolactone
Pyran
Tetrahydrofuran
Carboxylic acid ester
Lactone
Secondary alcohol
Carboxylic acid derivative
Dialkyl ether
Oxirane
Ether
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Oxacycle
Organic oxide
Hydrocarbon derivative
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	4.1	ALOGPS
logP	3.62	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	15.52	ChemAxon
pKa (Strongest Basic)	-2.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	102.43 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	118.69 m³·mol⁻¹	ChemAxon
Polarizability	48.79 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

NPAtlas ID

NPA004110

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

58910852

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

127028675

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Stierle AA, Stierle DB, Girtsman T, Mou TC, Antczak C, Djaballah H: Azaphilones from an Acid Mine Extremophile Strain of a Pleurostomophora sp. J Nat Prod. 2015 Dec 24;78(12):2917-23. doi: 10.1021/acs.jnatprod.5b00519. Epub 2015 Dec 7. [PubMed:26641525 ]

Showing NP-Card for Berkchaetoazaphilone B (NP0014962)

MOL for NP0014962 (Berkchaetoazaphilone B)

3D MOL for NP0014962 (Berkchaetoazaphilone B)

3D SDF for NP0014962 (Berkchaetoazaphilone B)

3D-SDF for NP0014962 (Berkchaetoazaphilone B)

PDB for NP0014962 (Berkchaetoazaphilone B)

3D PDB for NP0014962 (Berkchaetoazaphilone B)

SMILES for NP0014962 (Berkchaetoazaphilone B)

INCHI for NP0014962 (Berkchaetoazaphilone B)

Structure for NP0014962 (Berkchaetoazaphilone B)

3D Structure for NP0014962 (Berkchaetoazaphilone B)