NP-MRD: Showing NP-Card for Altertoxin IV (NP0012644)

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Record Information

Version

2.0

Created at

2021-01-05 21:58:42 UTC

Updated at

2021-07-15 17:12:20 UTC

NP-MRD ID

NP0012644

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Altertoxin IV

Provided By

NPAtlas

Description

Altertoxin IV is found in Alternaria tenuissima. Altertoxin IV was first documented in 2014 (PMID: 24660902). Based on a literature review very few articles have been published on (2S,3R,5S,6R,12S,13R,15S,16R)-4,14-dioxaheptacyclo[10.8.1.1²,⁷.0³,⁵.0¹³,¹⁵.0¹⁷,²¹.0¹¹,²²]Docosa-1(21),7,9,11(22),17,19-hexaene-6,8,16,18-tetrol.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242117103D          

 42 48  0  0  0  0            999 V2000
   -4.5457   -1.9522    0.2842 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1861   -1.7447    0.1139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3086   -2.7962    0.2935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9703   -2.5669    0.1197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5196   -1.2857   -0.2327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3861   -0.2452   -0.4106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7295   -0.4851   -0.2339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7045    0.5814   -0.4127 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8263    0.3035    0.3616 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2027    1.9493   -0.1156 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7469    2.7447   -1.1616 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7893    2.1770   -0.1763 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9405    1.0977   -0.7854 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4857    1.2751   -0.5706 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0562    2.5666   -0.5460 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3935    2.7823   -0.3631 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2436    1.7212   -0.1935 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6013    1.9684   -0.0093 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7293    0.4524   -0.2110 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3558    0.2402   -0.3986 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9553   -1.1874   -0.3830 C   0  0  1  0  0  0  0  0  0  0  0  0
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    4.9701    2.9098    0.0018 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

     RDKit          3D

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   -3.1861   -1.7447    0.1139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3086   -2.7962    0.2935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9703   -2.5669    0.1197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5196   -1.2857   -0.2327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3861   -0.2452   -0.4106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7295   -0.4851   -0.2339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7045    0.5814   -0.4127 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8263    0.3035    0.3616 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2027    1.9493   -0.1156 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7469    2.7447   -1.1616 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7893    2.1770   -0.1763 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9405    1.0977   -0.7854 C   0  0  1  0  0  0  0  0  0  0  0  0
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    3.2436    1.7212   -0.1935 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.3561    3.0245    0.3676 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652306242117103D          

 42 48  0  0  0  0            999 V2000
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   -3.1861   -1.7447    0.1139 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.7295   -0.4851   -0.2339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7045    0.5814   -0.4127 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -3.2027    1.9493   -0.1156 C   0  0  2  0  0  0  0  0  0  0  0  0
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    2.3935    2.7823   -0.3631 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2436    1.7212   -0.1935 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6013    1.9684   -0.0093 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7293    0.4524   -0.2110 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3558    0.2402   -0.3986 C   0  0  0  0  0  0  0  0  0  0  0  0
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 16 36  1  0  0  0  0
 18 37  1  0  0  0  0
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 26 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0012644

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C2C3=C1[C@@]([H])(O[H])[C@]1([H])O[C@]1([H])[C@@]3([H])C1=C([H])C([H])=C(O[H])C3=C1[C@@]2([H])[C@@]1([H])O[C@@]1([H])[C@]3([H])O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C20H16O6/c21-7-3-1-5-9-12(18-20(26-18)15(23)13(7)9)6-2-4-8(22)14-10(6)11(5)17-19(25-17)16(14)24/h1-4,11-12,15-24H/t11-,12-,15+,16+,17+,18+,19-,20-/m0/s1

> <INCHI_KEY>
XSDHEAABYNNUIQ-YZRPZTIYSA-N

> <FORMULA>
C20H16O6

> <MOLECULAR_WEIGHT>
352.342

> <EXACT_MASS>
352.094688235

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
35.4260666626702

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,3R,5S,6R,12S,13R,15S,16R)-4,14-dioxaheptacyclo[10.8.1.1^{2,7}.0^{3,5}.0^{13,15}.0^{17,21}.0^{11,22}]docosa-1(20),7(22),8,10,17(21),18-hexaene-6,8,16,18-tetrol

> <ALOGPS_LOGP>
0.63

> <JCHEM_LOGP>
0.8571019493333334

> <ALOGPS_LOGS>
-2.53

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.101651238802896

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.493098884537398

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6204357425693052

> <JCHEM_POLAR_SURFACE_AREA>
105.98

> <JCHEM_REFRACTIVITY>
89.51620000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.04e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3R,5S,6R,12S,13R,15S,16R)-4,14-dioxaheptacyclo[10.8.1.1^{2,7}.0^{3,5}.0^{13,15}.0^{17,21}.0^{11,22}]docosa-1(20),7(22),8,10,17(21),18-hexaene-6,8,16,18-tetrol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 42 48  0  0  0  0  0  0  0  0999 V2000
   -4.5457   -1.9522    0.2842 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1861   -1.7447    0.1139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3086   -2.7962    0.2935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9703   -2.5669    0.1197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5196   -1.2857   -0.2327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3861   -0.2452   -0.4106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7295   -0.4851   -0.2339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7045    0.5814   -0.4127 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8263    0.3035    0.3616 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2027    1.9493   -0.1156 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7469    2.7447   -1.1616 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7893    2.1770   -0.1763 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9405    1.0977   -0.7854 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4857    1.2751   -0.5706 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0562    2.5666   -0.5460 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3935    2.7823   -0.3631 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2436    1.7212   -0.1935 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6013    1.9684   -0.0093 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7293    0.4524   -0.2110 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3558    0.2402   -0.3986 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9553   -1.1874   -0.3830 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6274   -1.9657    0.7382 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5354   -2.9213    0.2761 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9844   -1.6820    0.8943 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6354   -0.7019   -0.0426 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8667   -0.2596    0.4389 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8579   -2.8764    0.5374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6966   -3.7760    0.5668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2945   -3.3985    0.2633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0694    0.5048   -1.4812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6727    0.6447    1.2943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7977    2.5195    0.6250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3561    3.0245    0.3676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0714    1.1367   -1.9198 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3468    3.3583   -0.6849 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7887    3.8063   -0.3516 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9701    2.9098    0.0018 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1962   -1.6079   -1.3824 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9753   -2.2168    1.5980 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5885   -1.9161    1.7850 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8144   -1.2189   -1.0320 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5226   -0.9599    0.2888 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
  7  2  1  0
 12 10  1  0
 20 14  1  0
 24 22  1  0
 21  5  1  0
 13  6  1  0
 25 19  1  0
  1 27  1  0
  3 28  1  0
  4 29  1  0
  8 30  1  6
  9 31  1  0
 10 32  1  1
 12 33  1  1
 13 34  1  6
 15 35  1  0
 16 36  1  0
 18 37  1  0
 21 38  1  6
 22 39  1  1
 24 40  1  1
 25 41  1  6
 26 42  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  O   UNK     0      -4.546  -1.952   0.284  0.00  0.00           O+0
HETATM    2  C   UNK     0      -3.186  -1.745   0.114  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.309  -2.796   0.294  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.970  -2.567   0.120  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.520  -1.286  -0.233  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.386  -0.245  -0.411  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.729  -0.485  -0.234  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.704   0.581  -0.413  0.00  0.00           C+0
HETATM    9  O   UNK     0      -4.826   0.304   0.362  0.00  0.00           O+0
HETATM   10  C   UNK     0      -3.203   1.949  -0.116  0.00  0.00           C+0
HETATM   11  O   UNK     0      -2.747   2.745  -1.162  0.00  0.00           O+0
HETATM   12  C   UNK     0      -1.789   2.177  -0.176  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.941   1.098  -0.785  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.486   1.275  -0.571  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.056   2.567  -0.546  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.393   2.782  -0.363  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.244   1.721  -0.194  0.00  0.00           C+0
HETATM   18  O   UNK     0       4.601   1.968  -0.009  0.00  0.00           O+0
HETATM   19  C   UNK     0       2.729   0.452  -0.211  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.356   0.240  -0.399  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.955  -1.187  -0.383  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.627  -1.966   0.738  0.00  0.00           C+0
HETATM   23  O   UNK     0       2.535  -2.921   0.276  0.00  0.00           O+0
HETATM   24  C   UNK     0       2.984  -1.682   0.894  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.635  -0.702  -0.043  0.00  0.00           C+0
HETATM   26  O   UNK     0       4.867  -0.260   0.439  0.00  0.00           O+0
HETATM   27  H   UNK     0      -4.858  -2.876   0.537  0.00  0.00           H+0
HETATM   28  H   UNK     0      -2.697  -3.776   0.567  0.00  0.00           H+0
HETATM   29  H   UNK     0      -0.295  -3.398   0.263  0.00  0.00           H+0
HETATM   30  H   UNK     0      -4.069   0.505  -1.481  0.00  0.00           H+0
HETATM   31  H   UNK     0      -4.673   0.645   1.294  0.00  0.00           H+0
HETATM   32  H   UNK     0      -3.798   2.519   0.625  0.00  0.00           H+0
HETATM   33  H   UNK     0      -1.356   3.025   0.368  0.00  0.00           H+0
HETATM   34  H   UNK     0      -1.071   1.137  -1.920  0.00  0.00           H+0
HETATM   35  H   UNK     0       0.347   3.358  -0.685  0.00  0.00           H+0
HETATM   36  H   UNK     0       2.789   3.806  -0.352  0.00  0.00           H+0
HETATM   37  H   UNK     0       4.970   2.910   0.002  0.00  0.00           H+0
HETATM   38  H   UNK     0       1.196  -1.608  -1.382  0.00  0.00           H+0
HETATM   39  H   UNK     0       0.975  -2.217   1.598  0.00  0.00           H+0
HETATM   40  H   UNK     0       3.588  -1.916   1.785  0.00  0.00           H+0
HETATM   41  H   UNK     0       3.814  -1.219  -1.032  0.00  0.00           H+0
HETATM   42  H   UNK     0       5.523  -0.960   0.289  0.00  0.00           H+0
CONECT    1    2   27                                                       
CONECT    2    1    3    7                                                  
CONECT    3    2    4   28                                                  
CONECT    4    3    5   29                                                  
CONECT    5    4    6   21                                                  
CONECT    6    5    7   13                                                  
CONECT    7    6    8    2                                                  
CONECT    8    7    9   10   30                                             
CONECT    9    8   31                                                       
CONECT   10    8   11   12   32                                             
CONECT   11   10   12                                                       
CONECT   12   11   13   10   33                                             
CONECT   13   12   14    6   34                                             
CONECT   14   13   15   20                                                  
CONECT   15   14   16   35                                                  
CONECT   16   15   17   36                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17   37                                                       
CONECT   19   17   20   25                                                  
CONECT   20   19   21   14                                                  
CONECT   21   20   22    5   38                                             
CONECT   22   21   23   24   39                                             
CONECT   23   22   24                                                       
CONECT   24   23   25   22   40                                             
CONECT   25   24   26   19   41                                             
CONECT   26   25   42                                                       
CONECT   27    1                                                            
CONECT   28    3                                                            
CONECT   29    4                                                            
CONECT   30    8                                                            
CONECT   31    9                                                            
CONECT   32   10                                                            
CONECT   33   12                                                            
CONECT   34   13                                                            
CONECT   35   15                                                            
CONECT   36   16                                                            
CONECT   37   18                                                            
CONECT   38   21                                                            
CONECT   39   22                                                            
CONECT   40   24                                                            
CONECT   41   25                                                            
CONECT   42   26                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   96    0
END

RDKit          3D

42 48  0  0  0  0  0  0  0  0999 V2000
   -4.5457   -1.9522    0.2842 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1861   -1.7447    0.1139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3086   -2.7962    0.2935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9703   -2.5669    0.1197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5196   -1.2857   -0.2327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3861   -0.2452   -0.4106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7295   -0.4851   -0.2339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7045    0.5814   -0.4127 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8263    0.3035    0.3616 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2027    1.9493   -0.1156 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7469    2.7447   -1.1616 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7893    2.1770   -0.1763 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9405    1.0977   -0.7854 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4857    1.2751   -0.5706 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0562    2.5666   -0.5460 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3935    2.7823   -0.3631 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2436    1.7212   -0.1935 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6013    1.9684   -0.0093 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7293    0.4524   -0.2110 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3558    0.2402   -0.3986 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9553   -1.1874   -0.3830 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6274   -1.9657    0.7382 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5354   -2.9213    0.2761 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9844   -1.6820    0.8943 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6354   -0.7019   -0.0426 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8667   -0.2596    0.4389 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8579   -2.8764    0.5374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6966   -3.7760    0.5668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2945   -3.3985    0.2633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0694    0.5048   -1.4812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6727    0.6447    1.2943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7977    2.5195    0.6250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3561    3.0245    0.3676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0714    1.1367   -1.9198 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3468    3.3583   -0.6849 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7887    3.8063   -0.3516 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9701    2.9098    0.0018 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1962   -1.6079   -1.3824 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9753   -2.2168    1.5980 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5885   -1.9161    1.7850 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8144   -1.2189   -1.0320 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5226   -0.9599    0.2888 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
  7  2  1  0
 12 10  1  0
 20 14  1  0
 24 22  1  0
 21  5  1  0
 13  6  1  0
 25 19  1  0
  1 27  1  0
  3 28  1  0
  4 29  1  0
  8 30  1  6
  9 31  1  0
 10 32  1  1
 12 33  1  1
 13 34  1  6
 15 35  1  0
 16 36  1  0
 18 37  1  0
 21 38  1  6
 22 39  1  1
 24 40  1  1
 25 41  1  6
 26 42  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₂₀H₁₆O₆

Average Mass

352.3420 Da

Monoisotopic Mass

352.09469 Da

IUPAC Name

(2S,3R,5S,6R,12S,13R,15S,16R)-4,14-dioxaheptacyclo[10.8.1.1^{2,7}.0^{3,5}.0^{13,15}.0^{17,21}.0^{11,22}]docosa-1(20),7(22),8,10,17(21),18-hexaene-6,8,16,18-tetrol

Traditional Name

(2S,3R,5S,6R,12S,13R,15S,16R)-4,14-dioxaheptacyclo[10.8.1.1^{2,7}.0^{3,5}.0^{13,15}.0^{17,21}.0^{11,22}]docosa-1(20),7(22),8,10,17(21),18-hexaene-6,8,16,18-tetrol

CAS Registry Number

Not Available

SMILES

O[C@H]1[C@@H]2O[C@@H]2[C@H]2C3=C4[C@@H]([C@H]5O[C@H]5[C@H](O)C4=C(O)C=C3)C3=CC=C(O)C1=C23

InChI Identifier

InChI=1S/C20H16O6/c21-7-3-1-5-9-12(18-20(26-18)15(23)13(7)9)6-2-4-8(22)14-10(6)11(5)17-19(25-17)16(14)24/h1-4,11-12,15-24H/t11-,12-,15+,16+,17+,18+,19-,20-/m0/s1

InChI Key

XSDHEAABYNNUIQ-YZRPZTIYSA-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
Alternaria tenuissima	NPAtlas	24660902

Chemical Taxonomy

Classification

Not classified

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	0.63	ALOGPS
logP	0.86	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	9.49	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	105.98 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	89.52 m³·mol⁻¹	ChemAxon
Polarizability	35.43 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA009169

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78437331

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139585641

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Wu WB, Yue GC, Huang QL, Sun LL, Zhang W: A new compound from an endophytic fungus Alternaria tenuissima. J Asian Nat Prod Res. 2014;16(7):777-82. doi: 10.1080/10286020.2014.896343. Epub 2014 Mar 19. [PubMed:24660902 ]

Showing NP-Card for Altertoxin IV (NP0012644)

MOL for NP0012644 (Altertoxin IV)

3D MOL for NP0012644 (Altertoxin IV)

3D SDF for NP0012644 (Altertoxin IV)

3D-SDF for NP0012644 (Altertoxin IV)

PDB for NP0012644 (Altertoxin IV)

3D PDB for NP0012644 (Altertoxin IV)

SMILES for NP0012644 (Altertoxin IV)

INCHI for NP0012644 (Altertoxin IV)

Structure for NP0012644 (Altertoxin IV)

3D Structure for NP0012644 (Altertoxin IV)