NP-MRD: Showing NP-Card for (+)-aerothionin (NP0032982)

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Record Information

Version

2.0

Created at

2021-06-19 23:39:06 UTC

Updated at

2021-06-30 00:02:30 UTC

NP-MRD ID

NP0032982

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-aerothionin

Provided By

JEOL Database JEOL Logo

Description

AEROTHIONIN belongs to the class of organic compounds known as isoxazolines. Isoxazolines are compounds containing a five-member unsaturated aliphatic ring, with an oxygen atom adjacent to a nitrogen atoms, and three carbon atoms. (+)-aerothionin is found in Aplysina cavernicola, Aplysina gerardogreeni, Aplysina insularis, Aplysina lacunosa, Himerometra magnipinna, Pseudoceratina durissima, Psammaplysilla purpurea, Suberea mollis and Tylodina perversa. (+)-aerothionin was first documented in 2007 (Shao, N., et al.). Based on a literature review very few articles have been published on AEROTHIONIN.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202101393D          

 66 69  0  0  0  0            999 V2000
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M  END

     RDKit          3D

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M  END


  Mrv1652306202101393D          

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M  END
> <DATABASE_ID>
NP0032982

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]1([H])C(Br)=C(OC([H])([H])[H])C(Br)=C([H])[C@]11ON=C(C(=O)N([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])N([H])C(=O)C2=NO[C@]3(C([H])=C(Br)C(OC([H])([H])[H])=C(Br)[C@]3([H])O[H])C2([H])[H])C1([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C24H26Br4N4O8/c1-37-17-11(25)7-23(19(33)15(17)27)9-13(31-39-23)21(35)29-5-3-4-6-30-22(36)14-10-24(40-32-14)8-12(26)18(38-2)16(28)20(24)34/h7-8,19-20,33-34H,3-6,9-10H2,1-2H3,(H,29,35)(H,30,36)/t19-,20-,23+,24+/m0/s1

> <INCHI_KEY>
BJWQSQOWGBUSFC-UWXQAFAOSA-N

> <FORMULA>
C24H26Br4N4O8

> <MOLECULAR_WEIGHT>
818.108

> <EXACT_MASS>
813.848416

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
62.39669779718415

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(5S,10R)-7,9-dibromo-N-(4-{[(5S,10R)-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-trien-3-yl]formamido}butyl)-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide

> <ALOGPS_LOGP>
3.46

> <JCHEM_LOGP>
0.9846364753333334

> <ALOGPS_LOGS>
-4.38

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.670988125614937

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.079846386222728

> <JCHEM_PKA_STRONGEST_BASIC>
0.21174808983636328

> <JCHEM_POLAR_SURFACE_AREA>
160.29999999999998

> <JCHEM_REFRACTIVITY>
161.65159999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.41e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(5S,10R)-7,9-dibromo-N-(4-{[(5S,10R)-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-trien-3-yl]formamido}butyl)-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

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 33 60  1  0
 33 61  1  0
 33 62  1  0
 37 64  1  0
 21 58  1  0
 19 54  1  0
 19 55  1  0
 20 56  1  0
 20 57  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       5.092   2.978   0.822  0.00  0.00           C+0
HETATM    2  O   UNK     0       4.414   1.842   1.366  0.00  0.00           O+0
HETATM    3  C   UNK     0       3.629   1.209   0.419  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.110   0.248  -0.398  0.00  0.00           C+0
HETATM    5 Br   UNK     0       5.892  -0.336  -0.392  0.00  0.00          Br+0
HETATM    6  C   UNK     0       3.222  -0.478  -1.385  0.00  0.00           C+0
HETATM    7  O   UNK     0       3.372   0.164  -2.659  0.00  0.00           O+0
HETATM    8  C   UNK     0       1.728  -0.504  -0.948  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.319   0.751  -0.212  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.203   1.534   0.431  0.00  0.00           C+0
HETATM   11 Br   UNK     0       1.575   2.991   1.432  0.00  0.00          Br+0
HETATM   12  C   UNK     0       0.797  -0.851  -2.103  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.061  -1.835  -1.409  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.321  -2.349  -2.064  0.00  0.00           C+0
HETATM   15  O   UNK     0      -1.567  -2.037  -3.218  0.00  0.00           O+0
HETATM   16  N   UNK     0      -2.075  -3.175  -1.263  0.00  0.00           N+0
HETATM   17  C   UNK     0      -3.243  -3.876  -1.742  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.408  -3.827  -0.756  0.00  0.00           C+0
HETATM   19  C   UNK     0      -5.299  -2.583  -0.874  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.614  -1.247  -0.605  0.00  0.00           C+0
HETATM   21  N   UNK     0      -3.996  -1.209   0.698  0.00  0.00           N+0
HETATM   22  C   UNK     0      -2.803  -0.575   0.934  0.00  0.00           C+0
HETATM   23  O   UNK     0      -2.144   0.066   0.130  0.00  0.00           O+0
HETATM   24  C   UNK     0      -2.280  -0.778   2.331  0.00  0.00           C+0
HETATM   25  N   UNK     0      -2.967  -1.339   3.276  0.00  0.00           N+0
HETATM   26  O   UNK     0      -2.076  -1.448   4.379  0.00  0.00           O+0
HETATM   27  C   UNK     0      -0.726  -1.260   3.878  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.068  -0.559   4.947  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.371  -0.810   5.152  0.00  0.00           C+0
HETATM   30 Br   UNK     0       2.289   0.091   6.516  0.00  0.00          Br+0
HETATM   31  C   UNK     0       2.075  -1.785   4.322  0.00  0.00           C+0
HETATM   32  O   UNK     0       3.453  -1.822   4.441  0.00  0.00           O+0
HETATM   33  C   UNK     0       4.074  -0.950   3.494  0.00  0.00           C+0
HETATM   34  C   UNK     0       1.394  -2.688   3.586  0.00  0.00           C+0
HETATM   35 Br   UNK     0       2.244  -4.088   2.664  0.00  0.00          Br+0
HETATM   36  C   UNK     0      -0.123  -2.662   3.495  0.00  0.00           C+0
HETATM   37  O   UNK     0      -0.585  -3.070   2.193  0.00  0.00           O+0
HETATM   38  C   UNK     0      -0.918  -0.334   2.688  0.00  0.00           C+0
HETATM   39  N   UNK     0       0.357  -2.266  -0.260  0.00  0.00           N+0
HETATM   40  O   UNK     0       1.570  -1.593   0.005  0.00  0.00           O+0
HETATM   41  H   UNK     0       5.859   2.675   0.104  0.00  0.00           H+0
HETATM   42  H   UNK     0       4.396   3.677   0.346  0.00  0.00           H+0
HETATM   43  H   UNK     0       5.587   3.498   1.648  0.00  0.00           H+0
HETATM   44  H   UNK     0       3.557  -1.517  -1.501  0.00  0.00           H+0
HETATM   45  H   UNK     0       4.323   0.156  -2.874  0.00  0.00           H+0
HETATM   46  H   UNK     0       0.256   0.976  -0.162  0.00  0.00           H+0
HETATM   47  H   UNK     0       0.226  -0.003  -2.489  0.00  0.00           H+0
HETATM   48  H   UNK     0       1.300  -1.367  -2.926  0.00  0.00           H+0
HETATM   49  H   UNK     0      -1.712  -3.379  -0.334  0.00  0.00           H+0
HETATM   50  H   UNK     0      -3.543  -3.504  -2.728  0.00  0.00           H+0
HETATM   51  H   UNK     0      -2.928  -4.918  -1.869  0.00  0.00           H+0
HETATM   52  H   UNK     0      -4.046  -3.940   0.273  0.00  0.00           H+0
HETATM   53  H   UNK     0      -5.050  -4.696  -0.954  0.00  0.00           H+0
HETATM   54  H   UNK     0      -6.131  -2.700  -0.167  0.00  0.00           H+0
HETATM   55  H   UNK     0      -5.747  -2.553  -1.875  0.00  0.00           H+0
HETATM   56  H   UNK     0      -3.878  -1.018  -1.381  0.00  0.00           H+0
HETATM   57  H   UNK     0      -5.360  -0.445  -0.624  0.00  0.00           H+0
HETATM   58  H   UNK     0      -4.447  -1.650   1.497  0.00  0.00           H+0
HETATM   59  H   UNK     0      -0.457   0.175   5.554  0.00  0.00           H+0
HETATM   60  H   UNK     0       5.156  -1.006   3.644  0.00  0.00           H+0
HETATM   61  H   UNK     0       3.761   0.089   3.643  0.00  0.00           H+0
HETATM   62  H   UNK     0       3.854  -1.266   2.470  0.00  0.00           H+0
HETATM   63  H   UNK     0      -0.515  -3.414   4.192  0.00  0.00           H+0
HETATM   64  H   UNK     0       0.130  -2.900   1.541  0.00  0.00           H+0
HETATM   65  H   UNK     0      -0.965   0.727   2.954  0.00  0.00           H+0
HETATM   66  H   UNK     0      -0.188  -0.484   1.895  0.00  0.00           H+0
CONECT    1    2   41   42   43                                             
CONECT    2    3    1                                                       
CONECT    3   10    2    4                                                  
CONECT    4    6    5    3                                                  
CONECT    5    4                                                            
CONECT    6    8    4    7   44                                             
CONECT    7    6   45                                                       
CONECT    8    6    9   12   40                                             
CONECT    9    8   10   46                                                  
CONECT   10    9    3   11                                                  
CONECT   11   10                                                            
CONECT   12    8   13   47   48                                             
CONECT   13   39   14   12                                                  
CONECT   14   15   13   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   49                                                  
CONECT   17   16   18   50   51                                             
CONECT   18   17   19   52   53                                             
CONECT   19   20   18   54   55                                             
CONECT   20   19   21   56   57                                             
CONECT   21   22   20   58                                                  
CONECT   22   24   21   23                                                  
CONECT   23   22                                                            
CONECT   24   25   38   22                                                  
CONECT   25   26   24                                                       
CONECT   26   27   25                                                       
CONECT   27   26   38   36   28                                             
CONECT   28   27   29   59                                                  
CONECT   29   28   31   30                                                  
CONECT   30   29                                                            
CONECT   31   34   29   32                                                  
CONECT   32   31   33                                                       
CONECT   33   32   60   61   62                                             
CONECT   34   36   31   35                                                  
CONECT   35   34                                                            
CONECT   36   34   27   37   63                                             
CONECT   37   36   64                                                       
CONECT   38   24   27   65   66                                             
CONECT   39   40   13                                                       
CONECT   40    8   39                                                       
CONECT   41    1                                                            
CONECT   42    1                                                            
CONECT   43    1                                                            
CONECT   44    6                                                            
CONECT   45    7                                                            
CONECT   46    9                                                            
CONECT   47   12                                                            
CONECT   48   12                                                            
CONECT   49   16                                                            
CONECT   50   17                                                            
CONECT   51   17                                                            
CONECT   52   18                                                            
CONECT   53   18                                                            
CONECT   54   19                                                            
CONECT   55   19                                                            
CONECT   56   20                                                            
CONECT   57   20                                                            
CONECT   58   21                                                            
CONECT   59   28                                                            
CONECT   60   33                                                            
CONECT   61   33                                                            
CONECT   62   33                                                            
CONECT   63   36                                                            
CONECT   64   37                                                            
CONECT   65   38                                                            
CONECT   66   38                                                            
MASTER        0    0    0    0    0    0    0    0   66    0  138    0
END

RDKit          3D

66 69  0  0  0  0  0  0  0  0999 V2000
    5.0916    2.9776    0.8223 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4144    1.8416    1.3659 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6293    1.2086    0.4193 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1101    0.2483   -0.3979 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8921   -0.3358   -0.3915 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.2223   -0.4777   -1.3854 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3719    0.1642   -2.6594 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7285   -0.5038   -0.9476 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3190    0.7513   -0.2115 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2029    1.5343    0.4311 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5751    2.9914    1.4324 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.7965   -0.8510   -2.1025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0606   -1.8347   -1.4085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3213   -2.3490   -2.0641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5674   -2.0374   -3.2181 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0745   -3.1745   -1.2631 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2434   -3.8760   -1.7424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4083   -3.8273   -0.7564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2992   -2.5828   -0.8736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6141   -1.2467   -0.6046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9956   -1.2089    0.6983 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8032   -0.5752    0.9343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1441    0.0655    0.1302 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2800   -0.7776    2.3313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9671   -1.3391    3.2764 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0757   -1.4484    4.3793 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7261   -1.2601    3.8775 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0677   -0.5592    4.9474 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3715   -0.8095    5.1519 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2887    0.0914    6.5163 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.0750   -1.7849    4.3215 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4528   -1.8224    4.4405 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0740   -0.9498    3.4942 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3941   -2.6884    3.5855 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2435   -4.0880    2.6643 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.1228   -2.6619    3.4952 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5847   -3.0696    2.1931 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9178   -0.3344    2.6878 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3568   -2.2664   -0.2596 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5703   -1.5932    0.0052 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8593    2.6749    0.1042 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3965    3.6768    0.3463 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5866    3.4975    1.6477 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5569   -1.5170   -1.5012 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3226    0.1559   -2.8737 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2564    0.9758   -0.1624 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2262   -0.0028   -2.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2998   -1.3669   -2.9265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7117   -3.3788   -0.3342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5426   -3.5042   -2.7280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9278   -4.9178   -1.8685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0462   -3.9396    0.2727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0499   -4.6959   -0.9536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1309   -2.7001   -0.1667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7467   -2.5528   -1.8746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8780   -1.0180   -1.3811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3601   -0.4447   -0.6237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4465   -1.6496    1.4970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4570    0.1752    5.5536 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1560   -1.0058    3.6440 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7611    0.0887    3.6431 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8542   -1.2660    2.4697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5152   -3.4136    4.1924 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1304   -2.9001    1.5407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9654    0.7270    2.9543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1877   -0.4837    1.8950 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  8  1  0
 14 15  2  0
 27 26  1  1
  8  9  1  0
  9 10  2  0
 10  3  1  0
 12  8  1  0
 10 11  1  0
 26 25  1  0
 25 24  2  0
 24 38  1  0
 38 27  1  0
 34 36  1  0
  4  6  1  0
  4  5  1  0
  8 40  1  1
  3  2  1  0
 34 31  2  0
 36 27  1  0
 27 28  1  0
 28 29  2  0
 29 31  1  0
  2  1  1  0
 29 30  1  0
 40 39  1  0
 34 35  1  0
  6  7  1  0
 31 32  1  0
 39 13  2  0
 32 33  1  0
 13 14  1  0
 36 37  1  0
 13 12  1  0
 24 22  1  0
 14 16  1  0
 22 21  1  0
  4  3  2  0
 22 23  2  0
 16 17  1  0
 17 18  1  0
 19 20  1  0
 20 21  1  0
 18 19  1  0
 18 52  1  0
 18 53  1  0
 12 47  1  0
 12 48  1  0
  6 44  1  6
  9 46  1  0
  1 41  1  0
  1 42  1  0
  1 43  1  0
  7 45  1  0
 16 49  1  0
 17 50  1  0
 17 51  1  0
 38 65  1  0
 38 66  1  0
 36 63  1  1
 28 59  1  0
 33 60  1  0
 33 61  1  0
 33 62  1  0
 37 64  1  0
 21 58  1  0
 19 54  1  0
 19 55  1  0
 20 56  1  0
 20 57  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₂₆Br₄N₄O₈

Average Mass

818.1080 Da

Monoisotopic Mass

813.84842 Da

IUPAC Name

(5S,10R)-7,9-dibromo-N-(4-{[(5S,10R)-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-trien-3-yl]formamido}butyl)-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide

Traditional Name

CAS Registry Number

Not Available

SMILES

[H]O[C@@]1([H])C(Br)=C(OC([H])([H])[H])C(Br)=C([H])[C@]11ON=C(C(=O)N([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])N([H])C(=O)C2=NO[C@]3(C([H])=C(Br)C(OC([H])([H])[H])=C(Br)[C@]3([H])O[H])C2([H])[H])C1([H])[H]

InChI Identifier

InChI=1S/C24H26Br4N4O8/c1-37-17-11(25)7-23(19(33)15(17)27)9-13(31-39-23)21(35)29-5-3-4-6-30-22(36)14-10-24(40-32-14)8-12(26)18(38-2)16(28)20(24)34/h7-8,19-20,33-34H,3-6,9-10H2,1-2H3,(H,29,35)(H,30,36)/t19-,20-,23+,24+/m0/s1

InChI Key

BJWQSQOWGBUSFC-UWXQAFAOSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Aplysina cavernicola	LOTUS Database	35616633
Aplysina gerardogreeni	Animalia	KNApSAcK
Aplysina insularis	LOTUS Database	35616633
Aplysina lacunosa	LOTUS Database	35616633
Himerometra magnipinna	JEOL database	Shao, N., et al, J. Nat. Prod. 70, 869 (2007)
Pseudoceratina durissima	LOTUS Database	35616633
Pseudoceratina purpurea	-	KNApSAcK
Suberea mollis	-	KNApSAcK
Tylodina perversa	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoxazolines. Isoxazolines are compounds containing a five-member unsaturated aliphatic ring, with an oxygen atom adjacent to a nitrogen atoms, and three carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azolines

Sub Class

Isoxazolines

Direct Parent

Isoxazolines

Alternative Parents

Substituents

Isoxazoline
Bromohydrin
Carboxamide group
Halohydrin
Oxime ether
Secondary alcohol
Secondary carboxylic acid amide
Bromoalkene
Haloalkene
Vinyl halide
Vinyl bromide
Carboxylic acid derivative
Oxacycle
Azacycle
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organobromide
Organohalogen compound
Organic nitrogen compound
Alcohol
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

isoxazoles (CHEBI:69838 )

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	3.46	ALOGPS
logP	0.98	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	12.08	ChemAxon
pKa (Strongest Basic)	0.21	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	160.3 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	161.65 m³·mol⁻¹	ChemAxon
Polarizability	62.4 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	Yes	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

9095156

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10919908

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Shao, N., et al. (2007). Shao, N., et al, J. Nat. Prod. 70, 869 (2007). J. Nat. Prod..

Showing NP-Card for (+)-aerothionin (NP0032982)

MOL for NP0032982 ((+)-aerothionin)

3D MOL for NP0032982 ((+)-aerothionin)

3D SDF for NP0032982 ((+)-aerothionin)

3D-SDF for NP0032982 ((+)-aerothionin)

PDB for NP0032982 ((+)-aerothionin)

3D PDB for NP0032982 ((+)-aerothionin)

SMILES for NP0032982 ((+)-aerothionin)

INCHI for NP0032982 ((+)-aerothionin)

Structure for NP0032982 ((+)-aerothionin)

3D Structure for NP0032982 ((+)-aerothionin)