NP-MRD: Showing NP-Card for Carboxyhomoyessotoxin (NP0335084)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2024-09-10 23:49:30 UTC

Updated at

2024-09-10 23:49:31 UTC

NP-MRD ID

NP0335084

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Carboxyhomoyessotoxin

Description

Carboxyhomoyessotoxin 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. Carboxyhomoyessotoxin was first documented in 2000 (PMID: 10956065). Based on a literature review very few articles have been published on Carboxyhomoyessotoxin.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05262302212D          

 81 91  0  0  0  0            999 V2000
   -3.0409   10.5394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1107    1.8107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6402    6.6233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1247    8.2499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0367    7.4725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0135    1.6894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2628    1.8504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9454    4.1241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2229   10.4326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6901    8.5150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9064    9.6707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4797    1.7224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7718    8.8021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6959    2.5368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0894    7.9495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0463    8.6953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2976    1.8310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9227    2.2490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5007    9.3180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4943    5.7546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8713    4.7474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9712    4.1519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2606    6.3154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9011    4.4587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3605    5.7199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6320    6.1960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3445    3.8068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8247    2.2239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1778    6.5165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0883    9.5639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9529    3.3208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5003    4.0105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1476    4.1048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6949    4.7945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3422    4.8888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8896    5.5785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5369    5.6728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8139    6.3028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3124    5.6478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0842    6.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2177    3.6968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0831    4.5655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1071    3.4919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6905    3.3038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7315    6.4568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9485    5.4342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7161    3.0418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5816    3.9104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7635    4.0173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6793    7.1715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5868   10.2190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3628    7.9334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2789    7.1465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7991    2.4860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2156    2.6740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4470    4.7791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2620    3.3622    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9033   10.9808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2313   10.1122    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3991    7.6169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6815    9.4087    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6540    8.8560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1288   10.4362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3181    5.3615    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6976    6.2668    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4605    5.1245    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1013    9.8835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7766    3.3679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0659    5.5314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1659    4.9359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6788    4.0866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0355    3.8054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7666    5.3274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4974    7.0647    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8981    3.1486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4552    7.0994    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6289    4.8859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5552    6.5039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5616    2.1711    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8914    9.6461    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   16.0078    5.8142    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  9  1  2  0  0  0  0
 11  9  1  0  0  0  0
 15 10  1  0  0  0  0
 16 13  2  0  0  0  0
 17 12  1  0  0  0  0
 18 14  1  0  0  0  0
 19 10  1  0  0  0  0
 28  2  1  0  0  0  0
 28 12  1  0  0  0  0
 29  3  2  0  0  0  0
 29 20  1  0  0  0  0
 30 11  1  0  0  0  0
 30 13  1  0  0  0  0
 31 14  1  0  0  0  0
 32 21  1  0  0  0  0
 32 31  1  0  0  0  0
 33 22  1  0  0  0  0
 34 21  1  0  0  0  0
 34 33  1  0  0  0  0
 35 22  1  0  0  0  0
 36 23  1  0  0  0  0
 36 35  1  0  0  0  0
 37 25  1  0  0  0  0
 38 26  1  0  0  0  0
 39 20  1  0  0  0  0
 39 38  1  0  0  0  0
 40 23  1  0  0  0  0
 40 37  1  0  0  0  0
 41 24  1  0  0  0  0
 42 24  1  0  0  0  0
 43 27  1  0  0  0  0
 44 27  1  0  0  0  0
 45 25  1  0  0  0  0
 46 26  1  0  0  0  0
 47 28  1  0  0  0  0
 47 41  1  0  0  0  0
 48 42  1  0  0  0  0
 49 48  1  0  0  0  0
 50 29  1  0  0  0  0
 51 30  1  0  0  0  0
 52  4  1  0  0  0  0
 52 16  1  0  0  0  0
 52 50  1  0  0  0  0
 53  5  1  0  0  0  0
 53 15  1  0  0  0  0
 53 45  1  0  0  0  0
 54  6  1  0  0  0  0
 54 17  1  0  0  0  0
 54 44  1  0  0  0  0
 55  7  1  0  0  0  0
 55 18  1  0  0  0  0
 55 43  1  0  0  0  0
 56  8  1  0  0  0  0
 56 46  1  0  0  0  0
 56 49  1  0  0  0  0
 57 49  1  0  0  0  0
 58 51  2  0  0  0  0
 59 51  1  0  0  0  0
 60 52  1  0  0  0  0
 67 19  1  0  0  0  0
 68 31  1  0  0  0  0
 68 33  1  0  0  0  0
 69 34  1  0  0  0  0
 69 36  1  0  0  0  0
 70 35  1  0  0  0  0
 70 37  1  0  0  0  0
 71 32  1  0  0  0  0
 71 43  1  0  0  0  0
 72 41  1  0  0  0  0
 72 44  1  0  0  0  0
 73 42  1  0  0  0  0
 73 46  1  0  0  0  0
 74 38  1  0  0  0  0
 74 50  1  0  0  0  0
 75 47  1  0  0  0  0
 75 48  1  0  0  0  0
 76 40  1  0  0  0  0
 76 53  1  0  0  0  0
 77 39  1  0  0  0  0
 77 56  1  0  0  0  0
 78 45  1  0  0  0  0
 79 54  1  0  0  0  0
 79 55  1  0  0  0  0
 80 61  1  0  0  0  0
 80 62  2  0  0  0  0
 80 63  2  0  0  0  0
 80 67  1  0  0  0  0
 81 64  1  0  0  0  0
 81 65  2  0  0  0  0
 81 66  2  0  0  0  0
 81 78  1  0  0  0  0
M  END


  Mrv2104 05262302212D          

 81 91  0  0  0  0            999 V2000
   -3.0409   10.5394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1107    1.8107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6402    6.6233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1247    8.2499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0367    7.4725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0135    1.6894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2628    1.8504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9454    4.1241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2229   10.4326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6901    8.5150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9064    9.6707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4797    1.7224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7718    8.8021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6959    2.5368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0894    7.9495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0463    8.6953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2976    1.8310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9227    2.2490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5007    9.3180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4943    5.7546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8713    4.7474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9712    4.1519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2606    6.3154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9011    4.4587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3605    5.7199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6320    6.1960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3445    3.8068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8247    2.2239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1778    6.5165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0883    9.5639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9529    3.3208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5003    4.0105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1476    4.1048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6949    4.7945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3422    4.8888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8896    5.5785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5369    5.6728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8139    6.3028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3124    5.6478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0842    6.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2177    3.6968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0831    4.5655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1071    3.4919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6905    3.3038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7315    6.4568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9485    5.4342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7161    3.0418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5816    3.9104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7635    4.0173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6793    7.1715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5868   10.2190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3628    7.9334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2789    7.1465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7991    2.4860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2156    2.6740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4470    4.7791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2620    3.3622    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9033   10.9808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2313   10.1122    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3991    7.6169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6815    9.4087    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6540    8.8560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1288   10.4362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3181    5.3615    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6976    6.2668    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4605    5.1245    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1013    9.8835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7766    3.3679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0659    5.5314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1659    4.9359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6788    4.0866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0355    3.8054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7666    5.3274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4974    7.0647    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8981    3.1486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4552    7.0994    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6289    4.8859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5552    6.5039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5616    2.1711    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8914    9.6461    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   16.0078    5.8142    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  9  1  2  0  0  0  0
 11  9  1  0  0  0  0
 15 10  1  0  0  0  0
 16 13  2  0  0  0  0
 17 12  1  0  0  0  0
 18 14  1  0  0  0  0
 19 10  1  0  0  0  0
 28  2  1  0  0  0  0
 28 12  1  0  0  0  0
 29  3  2  0  0  0  0
 29 20  1  0  0  0  0
 30 11  1  0  0  0  0
 30 13  1  0  0  0  0
 31 14  1  0  0  0  0
 32 21  1  0  0  0  0
 32 31  1  0  0  0  0
 33 22  1  0  0  0  0
 34 21  1  0  0  0  0
 34 33  1  0  0  0  0
 35 22  1  0  0  0  0
 36 23  1  0  0  0  0
 36 35  1  0  0  0  0
 37 25  1  0  0  0  0
 38 26  1  0  0  0  0
 39 20  1  0  0  0  0
 39 38  1  0  0  0  0
 40 23  1  0  0  0  0
 40 37  1  0  0  0  0
 41 24  1  0  0  0  0
 42 24  1  0  0  0  0
 43 27  1  0  0  0  0
 44 27  1  0  0  0  0
 45 25  1  0  0  0  0
 46 26  1  0  0  0  0
 47 28  1  0  0  0  0
 47 41  1  0  0  0  0
 48 42  1  0  0  0  0
 49 48  1  0  0  0  0
 50 29  1  0  0  0  0
 51 30  1  0  0  0  0
 52  4  1  0  0  0  0
 52 16  1  0  0  0  0
 52 50  1  0  0  0  0
 53  5  1  0  0  0  0
 53 15  1  0  0  0  0
 53 45  1  0  0  0  0
 54  6  1  0  0  0  0
 54 17  1  0  0  0  0
 54 44  1  0  0  0  0
 55  7  1  0  0  0  0
 55 18  1  0  0  0  0
 55 43  1  0  0  0  0
 56  8  1  0  0  0  0
 56 46  1  0  0  0  0
 56 49  1  0  0  0  0
 57 49  1  0  0  0  0
 58 51  2  0  0  0  0
 59 51  1  0  0  0  0
 60 52  1  0  0  0  0
 67 19  1  0  0  0  0
 68 31  1  0  0  0  0
 68 33  1  0  0  0  0
 69 34  1  0  0  0  0
 69 36  1  0  0  0  0
 70 35  1  0  0  0  0
 70 37  1  0  0  0  0
 71 32  1  0  0  0  0
 71 43  1  0  0  0  0
 72 41  1  0  0  0  0
 72 44  1  0  0  0  0
 73 42  1  0  0  0  0
 73 46  1  0  0  0  0
 74 38  1  0  0  0  0
 74 50  1  0  0  0  0
 75 47  1  0  0  0  0
 75 48  1  0  0  0  0
 76 40  1  0  0  0  0
 76 53  1  0  0  0  0
 77 39  1  0  0  0  0
 77 56  1  0  0  0  0
 78 45  1  0  0  0  0
 79 54  1  0  0  0  0
 79 55  1  0  0  0  0
 80 61  1  0  0  0  0
 80 62  2  0  0  0  0
 80 63  2  0  0  0  0
 80 67  1  0  0  0  0
 81 64  1  0  0  0  0
 81 65  2  0  0  0  0
 81 66  2  0  0  0  0
 81 78  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0335084

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1CCC2(C)OC3(C)CCC4OC5CC6OC7CC(OS(O)(=O)=O)C(C)(CCCOS(O)(=O)=O)OC7CC6OC5CC4OC3CC2OC2CC3OC4CC5OC(C(=C)CC5OC4(C)C(O)C3OC12)C(C)(O)\C=C\C(CC=C)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1/C56H84O23S2/c1-9-11-30(51(58)59)13-16-52(4,60)50-29(3)20-39-38(74-50)26-46-56(8,77-39)49(57)48-42(73-46)24-41-47(75-48)28(2)12-17-54(6)44(72-41)27-43-55(7,79-54)18-14-31-32(71-43)21-34-33(68-31)22-35-36(69-34)23-40-37(70-35)25-45(78-81(64,65)66)53(5,76-40)15-10-19-67-80(61,62)63/h9,13,16,28,30-50,57,60H,1,3,10-12,14-15,17-27H2,2,4-8H3,(H,58,59)(H,61,62,63)(H,64,65,66)/b16-13+

> <INCHI_KEY>
NWJHPOGGOSFSPA-DTQAZKPQNA-N

> <FORMULA>
C56H84O23S2

> <MOLECULAR_WEIGHT>
1189.39

> <EXACT_MASS>
1188.484481313

> <JCHEM_ACCEPTOR_COUNT>
21

> <JCHEM_ATOM_COUNT>
165

> <JCHEM_AVERAGE_POLARIZABILITY>
125.15049526492608

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3E)-5-hydroxy-5-[34-hydroxy-13,25,27,30,35-pentamethyl-39-methylidene-14-(sulfooxy)-13-[3-(sulfooxy)propyl]-4,8,12,17,21,26,32,36,41,45,49-undecaoxaundecacyclo[25.22.0.0^{3,25}.0^{5,22}.0^{7,20}.0^{9,18}.0^{11,16}.0^{31,48}.0^{33,46}.0^{35,44}.0^{37,42}]nonatetracontan-40-yl]-2-(prop-2-en-1-yl)hex-3-enoic acid

> <JCHEM_LOGP>
-0.5692491143858918

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
11

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
-1.5867968595873758

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.253715944746875

> <JCHEM_PKA_STRONGEST_BASIC>
-3.408799192705765

> <JCHEM_POLAR_SURFACE_AREA>
306.49

> <JCHEM_REFRACTIVITY>
282.15299999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(3E)-5-hydroxy-5-[34-hydroxy-13,25,27,30,35-pentamethyl-39-methylidene-14-(sulfooxy)-13-[3-(sulfooxy)propyl]-4,8,12,17,21,26,32,36,41,45,49-undecaoxaundecacyclo[25.22.0.0^{3,25}.0^{5,22}.0^{7,20}.0^{9,18}.0^{11,16}.0^{31,48}.0^{33,46}.0^{35,44}.0^{37,42}]nonatetracontan-40-yl]-2-(prop-2-en-1-yl)hex-3-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-23         0                                  
HETATM    1  C   UNK     0      -5.676  19.674   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.673   3.380   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.195  12.363   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.099  15.400   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      28.069  13.949   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.092   3.154   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      15.424   3.454   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.631   7.698   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.149  19.474   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      27.422  15.895   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.559  18.052   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.229   3.215   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.441  16.431   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      18.099   4.735   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      26.300  14.839   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.086  16.231   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.756   3.418   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      16.656   4.198   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      27.068  17.394   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.923  10.742   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      18.426   8.862   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      22.346   7.750   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      22.886  11.789   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.149   8.323   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      26.806  10.677   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.913  11.566   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      13.710   7.106   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       9.006   4.151   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.332  12.164   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -2.031  17.853   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      18.579   6.199   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      17.734   7.486   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      20.809   7.662   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      19.964   8.950   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      23.039   9.126   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      22.194  10.413   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      25.269  10.589   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       3.386  11.765   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       2.450  10.543   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      24.424  11.877   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       9.740   6.901   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       7.622   8.522   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      15.133   6.518   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      12.489   6.167   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      27.499  12.053   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       5.504  10.144   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       8.803   5.678   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       6.686   7.299   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0       5.159   7.499   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0       1.268  13.387   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      -1.095  19.075   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0       0.677  14.809   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      26.654  13.340   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      12.692   4.641   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      15.336   4.991   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0       4.568   8.921   0.000  0.00  0.00           C+0
HETATM   57  O   UNK     0       4.222   6.276   0.000  0.00  0.00           O+0
HETATM   58  O   UNK     0      -1.686  20.497   0.000  0.00  0.00           O+0
HETATM   59  O   UNK     0       0.432  18.876   0.000  0.00  0.00           O+0
HETATM   60  O   UNK     0      -0.745  14.218   0.000  0.00  0.00           O+0
HETATM   61  O   UNK     0      31.139  17.563   0.000  0.00  0.00           O+0
HETATM   62  O   UNK     0      29.221  16.531   0.000  0.00  0.00           O+0
HETATM   63  O   UNK     0      30.107  19.481   0.000  0.00  0.00           O+0
HETATM   64  O   UNK     0      28.594  10.008   0.000  0.00  0.00           O+0
HETATM   65  O   UNK     0      31.169  11.698   0.000  0.00  0.00           O+0
HETATM   66  O   UNK     0      30.726   9.566   0.000  0.00  0.00           O+0
HETATM   67  O   UNK     0      28.189  18.449   0.000  0.00  0.00           O+0
HETATM   68  O   UNK     0      20.116   6.287   0.000  0.00  0.00           O+0
HETATM   69  O   UNK     0      20.656  10.325   0.000  0.00  0.00           O+0
HETATM   70  O   UNK     0      24.576   9.214   0.000  0.00  0.00           O+0
HETATM   71  O   UNK     0      16.200   7.628   0.000  0.00  0.00           O+0
HETATM   72  O   UNK     0      11.266   7.103   0.000  0.00  0.00           O+0
HETATM   73  O   UNK     0       7.031   9.944   0.000  0.00  0.00           O+0
HETATM   74  O   UNK     0       2.795  13.187   0.000  0.00  0.00           O+0
HETATM   75  O   UNK     0       7.276   5.877   0.000  0.00  0.00           O+0
HETATM   76  O   UNK     0      25.116  13.252   0.000  0.00  0.00           O+0
HETATM   77  O   UNK     0       3.041   9.120   0.000  0.00  0.00           O+0
HETATM   78  O   UNK     0      29.036  12.141   0.000  0.00  0.00           O+0
HETATM   79  O   UNK     0      14.115   4.053   0.000  0.00  0.00           O+0
HETATM   80  S   UNK     0      29.664  18.006   0.000  0.00  0.00           S+0
HETATM   81  S   UNK     0      29.881  10.853   0.000  0.00  0.00           S+0
CONECT    1    9                                                            
CONECT    2   28                                                            
CONECT    3   29                                                            
CONECT    4   52                                                            
CONECT    5   53                                                            
CONECT    6   54                                                            
CONECT    7   55                                                            
CONECT    8   56                                                            
CONECT    9    1   11                                                       
CONECT   10   15   19                                                       
CONECT   11    9   30                                                       
CONECT   12   17   28                                                       
CONECT   13   16   30                                                       
CONECT   14   18   31                                                       
CONECT   15   10   53                                                       
CONECT   16   13   52                                                       
CONECT   17   12   54                                                       
CONECT   18   14   55                                                       
CONECT   19   10   67                                                       
CONECT   20   29   39                                                       
CONECT   21   32   34                                                       
CONECT   22   33   35                                                       
CONECT   23   36   40                                                       
CONECT   24   41   42                                                       
CONECT   25   37   45                                                       
CONECT   26   38   46                                                       
CONECT   27   43   44                                                       
CONECT   28    2   12   47                                                  
CONECT   29    3   20   50                                                  
CONECT   30   11   13   51                                                  
CONECT   31   14   32   68                                                  
CONECT   32   21   31   71                                                  
CONECT   33   22   34   68                                                  
CONECT   34   21   33   69                                                  
CONECT   35   22   36   70                                                  
CONECT   36   23   35   69                                                  
CONECT   37   25   40   70                                                  
CONECT   38   26   39   74                                                  
CONECT   39   20   38   77                                                  
CONECT   40   23   37   76                                                  
CONECT   41   24   47   72                                                  
CONECT   42   24   48   73                                                  
CONECT   43   27   55   71                                                  
CONECT   44   27   54   72                                                  
CONECT   45   25   53   78                                                  
CONECT   46   26   56   73                                                  
CONECT   47   28   41   75                                                  
CONECT   48   42   49   75                                                  
CONECT   49   48   56   57                                                  
CONECT   50   29   52   74                                                  
CONECT   51   30   58   59                                                  
CONECT   52    4   16   50   60                                             
CONECT   53    5   15   45   76                                             
CONECT   54    6   17   44   79                                             
CONECT   55    7   18   43   79                                             
CONECT   56    8   46   49   77                                             
CONECT   57   49                                                            
CONECT   58   51                                                            
CONECT   59   51                                                            
CONECT   60   52                                                            
CONECT   61   80                                                            
CONECT   62   80                                                            
CONECT   63   80                                                            
CONECT   64   81                                                            
CONECT   65   81                                                            
CONECT   66   81                                                            
CONECT   67   19   80                                                       
CONECT   68   31   33                                                       
CONECT   69   34   36                                                       
CONECT   70   35   37                                                       
CONECT   71   32   43                                                       
CONECT   72   41   44                                                       
CONECT   73   42   46                                                       
CONECT   74   38   50                                                       
CONECT   75   47   48                                                       
CONECT   76   40   53                                                       
CONECT   77   39   56                                                       
CONECT   78   45   81                                                       
CONECT   79   54   55                                                       
CONECT   80   61   62   63   67                                             
CONECT   81   64   65   66   78                                             
MASTER        0    0    0    0    0    0    0    0   81    0  182    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₅₆H₈₄O₂₃S₂

Average Mass

1189.3900 Da

Monoisotopic Mass

1188.48448 Da

IUPAC Name

(3E)-5-hydroxy-5-[34-hydroxy-13,25,27,30,35-pentamethyl-39-methylidene-14-(sulfooxy)-13-[3-(sulfooxy)propyl]-4,8,12,17,21,26,32,36,41,45,49-undecaoxaundecacyclo[25.22.0.0^{3,25}.0^{5,22}.0^{7,20}.0^{9,18}.0^{11,16}.0^{31,48}.0^{33,46}.0^{35,44}.0^{37,42}]nonatetracontan-40-yl]-2-(prop-2-en-1-yl)hex-3-enoic acid

Traditional Name

CAS Registry Number

Not Available

SMILES

CC1CCC2(C)OC3(C)CCC4OC5CC6OC7CC(OS(O)(=O)=O)C(C)(CCCOS(O)(=O)=O)OC7CC6OC5CC4OC3CC2OC2CC3OC4CC5OC(C(=C)CC5OC4(C)C(O)C3OC12)C(C)(O)\C=C\C(CC=C)C(O)=O

InChI Identifier

InChI=1/C56H84O23S2/c1-9-11-30(51(58)59)13-16-52(4,60)50-29(3)20-39-38(74-50)26-46-56(8,77-39)49(57)48-42(73-46)24-41-47(75-48)28(2)12-17-54(6)44(72-41)27-43-55(7,79-54)18-14-31-32(71-43)21-34-33(68-31)22-35-36(69-34)23-40-37(70-35)25-45(78-81(64,65)66)53(5,76-40)15-10-19-67-80(61,62)63/h9,13,16,28,30-50,57,60H,1,3,10-12,14-15,17-27H2,2,4-8H3,(H,58,59)(H,61,62,63)(H,64,65,66)/b16-13+

InChI Key

NWJHPOGGOSFSPA-DTQAZKPQNA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

This compound 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
Sulfated fatty acid
Medium-chain fatty acid
Branched fatty acid
Heterocyclic fatty acid
Hydroxy fatty acid
Oxepane
Monosaccharide
Oxane
Fatty acyl
Fatty acid
Sulfuric acid monoester
Sulfate-ester
Unsaturated fatty acid
Alkyl sulfate
Sulfuric acid ester
Tertiary alcohol
Organic sulfuric acid or derivatives
Secondary alcohol
Monocarboxylic acid or derivatives
Oxacycle
Ether
Carboxylic acid derivative
Carboxylic acid
Organoheterocyclic compound
Dialkyl ether
Alcohol
Hydrocarbon derivative
Carbonyl group
Organic oxygen compound
Organic oxide
Organooxygen compound
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	-0.57	ChemAxon
pKa (Strongest Acidic)	-2.3	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	21	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	306.49 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	282.15 m³·mol⁻¹	ChemAxon
Polarizability	125.15 Å³	ChemAxon
Number of Rings	11	ChemAxon
Bioavailability	No	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

Not Available

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

Ciminiello P, Fattorusso E, Forino M, Poletti R, Viviani R: Structure determination of carboxyhomoyessotoxin, a new yessotoxin analogue isolated from adriatic mussels. Chem Res Toxicol. 2000 Aug;13(8):770-4. doi: 10.1021/tx000048q. [PubMed:10956065 ]

Showing NP-Card for Carboxyhomoyessotoxin (NP0335084)

MOL for NP0335084 (Carboxyhomoyessotoxin)

3D MOL for NP0335084 (Carboxyhomoyessotoxin)

3D SDF for NP0335084 (Carboxyhomoyessotoxin)

3D-SDF for NP0335084 (Carboxyhomoyessotoxin)

PDB for NP0335084 (Carboxyhomoyessotoxin)

3D PDB for NP0335084 (Carboxyhomoyessotoxin)

SMILES for NP0335084 (Carboxyhomoyessotoxin)

INCHI for NP0335084 (Carboxyhomoyessotoxin)

Structure for NP0335084 (Carboxyhomoyessotoxin)

3D Structure for NP0335084 (Carboxyhomoyessotoxin)