NP-MRD: Showing NP-Card for ciguatoxin-2 (NP0269626)

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Record Information

Version

2.0

Created at

2022-09-08 15:11:24 UTC

Updated at

2022-09-08 15:11:24 UTC

NP-MRD ID

NP0269626

Secondary Accession Numbers

None

Natural Product Identification

Common Name

ciguatoxin-2

Description

Ciguatoxin-2 belongs to the class of organic compounds known as ciguatera toxins. These are lipid-soluble polyether compounds consisting of 13 to 14 rings fused by ether linkages into a most rigid ladder-like structure. ciguatoxin-2 is found in Gymnothorax javanicus. ciguatoxin-2 was first documented in 2006 (PMID: 16721852). Based on a literature review a small amount of articles have been published on Ciguatoxin-2 (PMID: 34356812) (PMID: 26562445) (PMID: 26454262).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082217112D          

 78 90  0  0  1  0            999 V2000
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M  END

     RDKit          3D

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M  END


  Mrv1652309082217112D          

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    7.5540    4.0202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8008    3.2330    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.1987    2.6690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4092    2.9086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8070    2.3446    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9943    1.5412    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0176    2.5842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4154    2.0202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5702    2.9351    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2827    3.3509    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.9301    2.8395    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.8109    2.0232    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  6  0  0  0
  3  5  1  0  0  0  0
  5  6  1  6  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  7 11  1  6  0  0  0
  7 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
  5 16  1  0  0  0  0
 16 17  1  1  0  0  0
 17 18  1  0  0  0  0
 18 19  1  1  0  0  0
 20 19  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  1  0  0  0
 24 23  1  1  0  0  0
 24 25  1  0  0  0  0
 26 25  1  1  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  1  0  0  0
 33 32  1  1  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  1  0  0  0
 38 37  1  1  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 41 40  1  6  0  0  0
 36 41  1  0  0  0  0
 41 42  1  0  0  0  0
 43 42  1  6  0  0  0
 33 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  2  0  0  0  0
 46 45  1  6  0  0  0
 31 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 26 48  1  0  0  0  0
 48 49  1  6  0  0  0
 49 50  1  0  0  0  0
 50 51  1  1  0  0  0
 50 52  1  0  0  0  0
 24 52  1  0  0  0  0
 52 53  1  1  0  0  0
 52 54  1  0  0  0  0
 55 54  1  6  0  0  0
 22 55  1  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
 57 58  1  6  0  0  0
 57 59  1  0  0  0  0
 59 60  1  0  0  0  0
 20 60  1  0  0  0  0
 60 61  1  6  0  0  0
 62 61  1  6  0  0  0
 18 62  1  0  0  0  0
  2 62  1  0  0  0  0
 39 63  1  6  0  0  0
 64 63  1  6  0  0  0
 64 65  1  0  0  0  0
 65 66  1  0  0  0  0
 66 67  2  0  0  0  0
 67 68  1  0  0  0  0
 68 69  1  1  0  0  0
 69 70  2  0  0  0  0
 70 71  1  0  0  0  0
 71 72  1  6  0  0  0
 71 73  1  0  0  0  0
 73 74  1  0  0  0  0
 68 75  1  0  0  0  0
 76 75  1  1  0  0  0
 64 76  1  0  0  0  0
 76 77  1  0  0  0  0
 38 77  1  0  0  0  0
 77 78  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0269626

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1[C@H](C)[C@]2(CCCO2)O[C@@H]2[C@@H]1O[C@H]1C[C@H]3O[C@H]4C[C@H]5O[C@H]6C\C=C/C[C@H]7O[C@H]8C=C[C@H]9O[C@@H]%10[C@@H](C[C@@H]9O[C@@H]8C=C[C@@H]7O[C@@H]6C[C@@H](O)[C@]5(C)O[C@@H]4C[C@H](C)C[C@@H]3O[C@@H]1[C@@H](C)[C@@H]2O)O[C@H]1CC=C[C@@H](O[C@@H]1[C@H]%10O)\C=C\[C@H](O)CO

> <INCHI_IDENTIFIER>
InChI=1S/C60H86O18/c1-29-22-42-44(25-48-54(75-42)31(3)52(64)58-55(76-48)30(2)32(4)60(78-58)20-9-21-66-60)72-46-27-51-59(5,77-47(46)23-29)50(63)26-45-36(73-51)12-7-6-11-35-37(70-45)16-17-39-38(68-35)18-19-40-43(69-39)24-49-57(74-40)53(65)56-41(71-49)13-8-10-34(67-56)15-14-33(62)28-61/h6-8,10,14-19,29-58,61-65H,9,11-13,20-28H2,1-5H3/b7-6-,15-14+/t29-,30+,31+,32+,33+,34-,35-,36+,37+,38+,39-,40-,41+,42+,43+,44-,45-,46+,47-,48+,49-,50-,51-,52+,53-,54-,55-,56+,57-,58+,59+,60+/m1/s1

> <INCHI_KEY>
RWSYPPRKMNWNII-VYQNUHOXSA-N

> <FORMULA>
C60H86O18

> <MOLECULAR_WEIGHT>
1095.33

> <EXACT_MASS>
1094.581415929

> <JCHEM_ACCEPTOR_COUNT>
18

> <JCHEM_ATOM_COUNT>
164

> <JCHEM_AVERAGE_POLARIZABILITY>
125.13722313051659

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,3S,6R,8S,10R,12S,16R,18R,19R,20S,22R,25S,27R,29Z,32S,34R,36S,38R,40S,42R,43S,44S,45S,47S,48S,49S,50R,52S,54R,56R,58S,59R)-16-[(1E,3S)-3,4-dihydroxybut-1-en-1-yl]-43,44,49,54,58-pentamethyl-2,7,11,17,21,26,33,37,41,46,51,57-dodecaoxaspiro[dodecacyclo[30.28.0.0^{3,27}.0^{6,25}.0^{8,22}.0^{10,20}.0^{12,18}.0^{34,58}.0^{36,56}.0^{38,52}.0^{40,50}.0^{42,47}]hexacontane-45,2'-oxolane]-4,14,23,29-tetraene-19,48,59-triol

> <JCHEM_LOGP>
3.466614291333335

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
13

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.488581365835767

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.884098088117309

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9539993342725523

> <JCHEM_POLAR_SURFACE_AREA>
221.13999999999996

> <JCHEM_REFRACTIVITY>
283.3675999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,3S,6R,8S,10R,12S,16R,18R,19R,20S,22R,25S,27R,29Z,32S,34R,36S,38R,40S,42R,43S,44S,45S,47S,48S,49S,50R,52S,54R,56R,58S,59R)-16-[(1E,3S)-3,4-dihydroxybut-1-en-1-yl]-43,44,49,54,58-pentamethyl-2,7,11,17,21,26,33,37,41,46,51,57-dodecaoxaspiro[dodecacyclo[30.28.0.0^{3,27}.0^{6,25}.0^{8,22}.0^{10,20}.0^{12,18}.0^{34,58}.0^{36,56}.0^{38,52}.0^{40,50}.0^{42,47}]hexacontane-45,2'-oxolane]-4,14,23,29-tetraene-19,48,59-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0      44.982  13.332   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      44.817  11.801   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      46.125  10.988   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      47.425  11.813   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      46.304   9.459   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      47.793   9.067   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      48.199   7.581   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      49.391   8.556   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      50.687   7.723   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      50.295   6.234   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      48.757   6.146   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      47.115   6.487   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      47.521   5.002   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      45.626   6.879   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      44.542   5.785   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      45.220   8.365   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      43.689   8.530   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      42.864   9.830   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      41.352   9.537   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      40.342  10.699   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      38.958  10.025   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      37.502  10.527   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      36.640   9.250   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      35.104   9.358   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      34.442   7.968   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      32.942   7.618   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      33.255   6.110   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      32.524   4.754   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      31.093   4.185   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      29.631   4.669   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      28.822   5.979   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      27.492   5.203   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      26.056   5.759   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      25.194   4.482   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      23.659   4.360   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      22.607   5.484   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      21.176   4.915   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      19.967   5.870   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      20.190   7.394   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      21.621   7.963   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      22.829   7.008   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      24.159   7.784   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0      25.595   7.228   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      26.457   8.505   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      27.992   8.627   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      29.045   7.503   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0      30.195   8.527   0.000  0.00  0.00           O+0
HETATM   48  C   UNK     0      31.734   8.573   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      31.727  10.113   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      32.926  11.078   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0      32.577  12.578   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0      34.429  10.743   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      33.860  12.174   0.000  0.00  0.00           C+0
HETATM   54  O   UNK     0      35.291  12.019   0.000  0.00  0.00           O+0
HETATM   55  C   UNK     0      36.827  11.911   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      37.329  13.367   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      38.713  14.042   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      38.620  15.579   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0      40.169  13.540   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0      40.844  12.155   0.000  0.00  0.00           C+0
HETATM   61  O   UNK     0      42.356  12.449   0.000  0.00  0.00           O+0
HETATM   62  C   UNK     0      43.366  11.286   0.000  0.00  0.00           C+0
HETATM   63  O   UNK     0      18.981   8.348   0.000  0.00  0.00           O+0
HETATM   64  C   UNK     0      17.550   7.779   0.000  0.00  0.00           C+0
HETATM   65  C   UNK     0      16.498   8.903   0.000  0.00  0.00           C+0
HETATM   66  C   UNK     0      14.962   8.781   0.000  0.00  0.00           C+0
HETATM   67  C   UNK     0      14.101   7.504   0.000  0.00  0.00           C+0
HETATM   68  C   UNK     0      14.562   6.035   0.000  0.00  0.00           C+0
HETATM   69  C   UNK     0      13.437   4.982   0.000  0.00  0.00           C+0
HETATM   70  C   UNK     0      11.964   5.429   0.000  0.00  0.00           C+0
HETATM   71  C   UNK     0      10.840   4.377   0.000  0.00  0.00           C+0
HETATM   72  O   UNK     0      11.189   2.877   0.000  0.00  0.00           O+0
HETATM   73  C   UNK     0       9.366   4.824   0.000  0.00  0.00           C+0
HETATM   74  O   UNK     0       8.242   3.771   0.000  0.00  0.00           O+0
HETATM   75  O   UNK     0      15.998   5.479   0.000  0.00  0.00           O+0
HETATM   76  C   UNK     0      17.328   6.255   0.000  0.00  0.00           C+0
HETATM   77  C   UNK     0      18.536   5.300   0.000  0.00  0.00           C+0
HETATM   78  O   UNK     0      18.314   3.777   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   62                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   16                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   11   12                                             
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    7                                                       
CONECT   12    7   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14    5   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   62                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   60                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   55                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   52                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   48                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   46                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34   43                                                  
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37   41                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39   77                                                  
CONECT   39   38   40   63                                                  
CONECT   40   39   41                                                       
CONECT   41   40   36   42                                                  
CONECT   42   41   43                                                       
CONECT   43   42   33   44                                                  
CONECT   44   43   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45   31   47                                                  
CONECT   47   46   48                                                       
CONECT   48   47   26   49                                                  
CONECT   49   48   50                                                       
CONECT   50   49   51   52                                                  
CONECT   51   50                                                            
CONECT   52   50   24   53   54                                             
CONECT   53   52                                                            
CONECT   54   52   55                                                       
CONECT   55   54   22   56                                                  
CONECT   56   55   57                                                       
CONECT   57   56   58   59                                                  
CONECT   58   57                                                            
CONECT   59   57   60                                                       
CONECT   60   59   20   61                                                  
CONECT   61   60   62                                                       
CONECT   62   61   18    2                                                  
CONECT   63   39   64                                                       
CONECT   64   63   65   76                                                  
CONECT   65   64   66                                                       
CONECT   66   65   67                                                       
CONECT   67   66   68                                                       
CONECT   68   67   69   75                                                  
CONECT   69   68   70                                                       
CONECT   70   69   71                                                       
CONECT   71   70   72   73                                                  
CONECT   72   71                                                            
CONECT   73   71   74                                                       
CONECT   74   73                                                            
CONECT   75   68   76                                                       
CONECT   76   75   64   77                                                  
CONECT   77   76   38   78                                                  
CONECT   78   77                                                            
MASTER        0    0    0    0    0    0    0    0   78    0  180    0
END

View in JSmol

Synonyms

Value	Source
Ciguatoxin 2	MeSH
Ciguatoxin 3	MeSH

Chemical Formula

C₆₀H₈₆O₁₈

Average Mass

1095.3300 Da

Monoisotopic Mass

1094.58142 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

C[C@H]1[C@H](C)[C@]2(CCCO2)O[C@@H]2[C@@H]1O[C@H]1C[C@H]3O[C@H]4C[C@H]5O[C@H]6C\C=C/C[C@H]7O[C@H]8C=C[C@H]9O[C@@H]%10[C@@H](C[C@@H]9O[C@@H]8C=C[C@@H]7O[C@@H]6C[C@@H](O)[C@]5(C)O[C@@H]4C[C@H](C)C[C@@H]3O[C@@H]1[C@@H](C)[C@@H]2O)O[C@H]1CC=C[C@@H](O[C@@H]1[C@H]%10O)\C=C\[C@H](O)CO

InChI Identifier

InChI=1S/C60H86O18/c1-29-22-42-44(25-48-54(75-42)31(3)52(64)58-55(76-48)30(2)32(4)60(78-58)20-9-21-66-60)72-46-27-51-59(5,77-47(46)23-29)50(63)26-45-36(73-51)12-7-6-11-35-37(70-45)16-17-39-38(68-35)18-19-40-43(69-39)24-49-57(74-40)53(65)56-41(71-49)13-8-10-34(67-56)15-14-33(62)28-61/h6-8,10,14-19,29-58,61-65H,9,11-13,20-28H2,1-5H3/b7-6-,15-14+/t29-,30+,31+,32+,33+,34-,35-,36+,37+,38+,39-,40-,41+,42+,43+,44-,45-,46+,47-,48+,49-,50-,51-,52+,53-,54-,55-,56+,57-,58+,59+,60+/m1/s1

InChI Key

RWSYPPRKMNWNII-VYQNUHOXSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Gymnothorax javanicus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ciguatera toxins. These are lipid-soluble polyether compounds consisting of 13 to 14 rings fused by ether linkages into a most rigid ladder-like structure.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Ciguatera toxins

Sub Class

Not Available

Direct Parent

Ciguatera toxins

Alternative Parents

Substituents

Ciguatera toxin fragment
Ketal
Oxepane
Monosaccharide
Oxane
Oxolane
Secondary alcohol
Polyol
Acetal
Organoheterocyclic compound
Oxacycle
Ether
Dialkyl ether
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Alcohol
Primary 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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00057058

Chemspider ID

34988553

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

76957583

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Pierre O, Fouchard M, Le Goux N, Buscaglia P, Leschiera R, Lewis RJ, Mignen O, Fluhr JW, Misery L, Le Garrec R: Pacific-Ciguatoxin-2 and Brevetoxin-1 Induce the Sensitization of Sensory Receptors Mediating Pain and Pruritus in Sensory Neurons. Mar Drugs. 2021 Jul 6;19(7):387. doi: 10.3390/md19070387. [PubMed:34356812 ]
Le Garrec R, L'herondelle K, Le Gall-Ianotto C, Lebonvallet N, Leschiera R, Buhe V, Talagas M, Vetter I, Lewis RJ, Misery L: Release of neuropeptides from a neuro-cutaneous co-culture model: A novel in vitro model for studying sensory effects of ciguatoxins. Toxicon. 2016 Jun 15;116:4-10. doi: 10.1016/j.toxicon.2015.11.004. Epub 2015 Nov 10. [PubMed:26562445 ]
Patel R, Brice NL, Lewis RJ, Dickenson AH: Ionic mechanisms of spinal neuronal cold hypersensitivity in ciguatera. Eur J Neurosci. 2015 Dec;42(11):3004-11. doi: 10.1111/ejn.13098. Epub 2015 Nov 13. [PubMed:26454262 ]
Campora CE, Hokama Y, Ebesu JS: Comparative analysis of purified Pacific and Caribbean ciguatoxin congeners and related marine toxins using a modified ELISA technique. J Clin Lab Anal. 2006;20(3):121-5. doi: 10.1002/jcla.20113. [PubMed:16721852 ]
LOTUS database [Link]

Showing NP-Card for ciguatoxin-2 (NP0269626)

MOL for NP0269626 (ciguatoxin-2)

3D MOL for NP0269626 (ciguatoxin-2)

3D SDF for NP0269626 (ciguatoxin-2)

3D-SDF for NP0269626 (ciguatoxin-2)

PDB for NP0269626 (ciguatoxin-2)

3D PDB for NP0269626 (ciguatoxin-2)

SMILES for NP0269626 (ciguatoxin-2)

INCHI for NP0269626 (ciguatoxin-2)

Structure for NP0269626 (ciguatoxin-2)

3D Structure for NP0269626 (ciguatoxin-2)