NP-MRD: Showing NP-Card for Isariotin E (NP0008344)

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Record Information

Version

2.0

Created at

2020-12-09 05:57:24 UTC

Updated at

2021-07-15 17:00:09 UTC

NP-MRD ID

NP0008344

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Isariotin E

Provided By

NPAtlas

Description

Isariotin E belongs to the class of organic compounds known as cyclohexenones. Cyclohexenones are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond. Isariotin E is found in Cordyceps tenuipes, Isaria, Isaria japonica and Isaria tenuipes BCC12625. Isariotin E was first documented in 2009 (PMID: 19921667). Based on a literature review very few articles have been published on Isariotin E.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242106093D          

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M  END

     RDKit          3D

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M  END


  Mrv1652306242106093D          

 58 60  0  0  0  0            999 V2000
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   -7.9106   -0.2368    1.6902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1129   -1.6921    1.0287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4027    1.2375    0.3309 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.4482    1.0358    2.5020 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.9342   -2.1140   -0.6566 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.9875   -1.6265    0.7471 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8397    0.1906    1.0497 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2043   -0.6123   -2.9008 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6323   -2.6219   -3.1842 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1493    2.9273    0.0251 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4608    2.1745    1.8658 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6299   -0.2609    2.4591 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2196   -1.9299    1.1954 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  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  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 17 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
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 26 27  1  0  0  0  0
 19 15  1  0  0  0  0
 27 25  1  0  0  0  0
 27 17  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
  1 30  1  0  0  0  0
  2 31  1  0  0  0  0
  2 32  1  0  0  0  0
  3 33  1  0  0  0  0
  3 34  1  0  0  0  0
  4 35  1  0  0  0  0
  4 36  1  0  0  0  0
  5 37  1  0  0  0  0
  5 38  1  0  0  0  0
  6 39  1  0  0  0  0
  6 40  1  0  0  0  0
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  8 43  1  0  0  0  0
  8 44  1  0  0  0  0
  9 45  1  0  0  0  0
  9 46  1  0  0  0  0
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 11 48  1  0  0  0  0
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 15 50  1  6  0  0  0
 16 51  1  0  0  0  0
 16 52  1  0  0  0  0
 19 53  1  6  0  0  0
 20 54  1  0  0  0  0
 23 55  1  0  0  0  0
 24 56  1  0  0  0  0
 25 57  1  1  0  0  0
 27 58  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0008344

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@]1([H])O[C@@]2(C(=O)C([H])=C([H])[C@]3([H])O[C@]23[H])C([H])([H])[C@]1([H])N([H])C(=O)C(\[H])=C(\[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C21H31NO5/c1-2-3-4-5-6-7-8-9-10-11-18(24)22-15-14-21(27-20(15)25)17(23)13-12-16-19(21)26-16/h10-13,15-16,19-20,25H,2-9,14H2,1H3,(H,22,24)/b11-10-/t15-,16-,19-,20+,21+/m0/s1

> <INCHI_KEY>
UDCRDQXRAIZJAO-WPCMGHOJSA-N

> <FORMULA>
C21H31NO5

> <MOLECULAR_WEIGHT>
377.481

> <EXACT_MASS>
377.220223102

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
42.49475703670666

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2Z)-N-[(1S,2S,4'S,5'R,6S)-5'-hydroxy-3-oxo-7-oxaspiro[bicyclo[4.1.0]heptane-2,2'-oxolan]-4-en-4'-yl]dodec-2-enamide

> <ALOGPS_LOGP>
3.40

> <JCHEM_LOGP>
3.807158126999999

> <ALOGPS_LOGS>
-4.05

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.125667388222894

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.794171471186718

> <JCHEM_PKA_STRONGEST_BASIC>
-0.22310912387253168

> <JCHEM_POLAR_SURFACE_AREA>
88.16

> <JCHEM_REFRACTIVITY>
102.72699999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.33e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2Z)-N-[(1S,2S,4'S,5'R,6S)-5'-hydroxy-3-oxo-7-oxaspiro[bicyclo[4.1.0]heptane-2,2'-oxolan]-4-en-4'-yl]dodec-2-enamide

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

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    7.2196   -1.9299    1.1954 H   0  0  0  0  0  0  0  0  0  0  0  0
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  9 10  1  0
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 11 12  1  0
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 12 14  1  0
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 16 17  1  0
 17 18  1  6
 18 19  1  0
 19 20  1  0
 17 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 19 15  1  0
 27 25  1  0
 27 17  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  0
  6 40  1  0
  7 41  1  0
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 10 47  1  0
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 15 50  1  6
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 16 52  1  0
 19 53  1  6
 20 54  1  0
 23 55  1  0
 24 56  1  0
 25 57  1  1
 27 58  1  1
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0      -8.794   0.712  -0.755  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.309  -0.653  -0.382  0.00  0.00           C+0
HETATM    3  C   UNK     0      -7.390  -0.645   0.810  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.152   0.199   0.554  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.254   0.183   1.771  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.031   1.006   1.566  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.229   0.486   0.407  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.968   1.317   0.193  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.168   0.782  -0.980  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.748  -0.608  -0.779  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.465  -1.065  -0.744  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.718  -0.383  -0.885  0.00  0.00           C+0
HETATM   13  O   UNK     0       1.784   0.844  -1.074  0.00  0.00           O+0
HETATM   14  N   UNK     0       2.937  -1.093  -0.812  0.00  0.00           N+0
HETATM   15  C   UNK     0       4.234  -0.462  -0.947  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.056  -0.608   0.342  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.462  -0.479  -0.264  0.00  0.00           C+0
HETATM   18  O   UNK     0       6.366  -1.294  -1.367  0.00  0.00           O+0
HETATM   19  C   UNK     0       5.128  -1.140  -1.935  0.00  0.00           C+0
HETATM   20  O   UNK     0       4.634  -2.436  -2.202  0.00  0.00           O+0
HETATM   21  C   UNK     0       6.697   0.903  -0.729  0.00  0.00           C+0
HETATM   22  O   UNK     0       6.378   1.251  -1.913  0.00  0.00           O+0
HETATM   23  C   UNK     0       7.299   1.861   0.184  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.028   1.425   1.206  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.243  -0.004   1.440  0.00  0.00           C+0
HETATM   26  O   UNK     0       8.805  -0.760   0.408  0.00  0.00           O+0
HETATM   27  C   UNK     0       7.480  -0.946   0.722  0.00  0.00           C+0
HETATM   28  H   UNK     0      -8.965   1.351   0.133  0.00  0.00           H+0
HETATM   29  H   UNK     0      -8.124   1.206  -1.509  0.00  0.00           H+0
HETATM   30  H   UNK     0      -9.771   0.594  -1.268  0.00  0.00           H+0
HETATM   31  H   UNK     0      -9.169  -1.321  -0.178  0.00  0.00           H+0
HETATM   32  H   UNK     0      -7.771  -1.085  -1.256  0.00  0.00           H+0
HETATM   33  H   UNK     0      -7.911  -0.237   1.690  0.00  0.00           H+0
HETATM   34  H   UNK     0      -7.113  -1.692   1.029  0.00  0.00           H+0
HETATM   35  H   UNK     0      -6.403   1.238   0.331  0.00  0.00           H+0
HETATM   36  H   UNK     0      -5.653  -0.250  -0.328  0.00  0.00           H+0
HETATM   37  H   UNK     0      -4.901  -0.873   1.968  0.00  0.00           H+0
HETATM   38  H   UNK     0      -5.810   0.465   2.691  0.00  0.00           H+0
HETATM   39  H   UNK     0      -3.448   1.036   2.502  0.00  0.00           H+0
HETATM   40  H   UNK     0      -4.307   2.073   1.357  0.00  0.00           H+0
HETATM   41  H   UNK     0      -3.816   0.537  -0.536  0.00  0.00           H+0
HETATM   42  H   UNK     0      -2.965  -0.566   0.583  0.00  0.00           H+0
HETATM   43  H   UNK     0      -1.380   1.289   1.126  0.00  0.00           H+0
HETATM   44  H   UNK     0      -2.233   2.363  -0.025  0.00  0.00           H+0
HETATM   45  H   UNK     0      -1.815   0.799  -1.909  0.00  0.00           H+0
HETATM   46  H   UNK     0      -0.334   1.462  -1.153  0.00  0.00           H+0
HETATM   47  H   UNK     0      -1.549  -1.380  -0.638  0.00  0.00           H+0
HETATM   48  H   UNK     0       0.557  -2.165  -0.579  0.00  0.00           H+0
HETATM   49  H   UNK     0       2.934  -2.114  -0.657  0.00  0.00           H+0
HETATM   50  H   UNK     0       4.154   0.637  -1.111  0.00  0.00           H+0
HETATM   51  H   UNK     0       4.987  -1.627   0.747  0.00  0.00           H+0
HETATM   52  H   UNK     0       4.840   0.191   1.050  0.00  0.00           H+0
HETATM   53  H   UNK     0       5.204  -0.612  -2.901  0.00  0.00           H+0
HETATM   54  H   UNK     0       4.632  -2.622  -3.184  0.00  0.00           H+0
HETATM   55  H   UNK     0       7.149   2.927   0.025  0.00  0.00           H+0
HETATM   56  H   UNK     0       8.461   2.175   1.866  0.00  0.00           H+0
HETATM   57  H   UNK     0       8.630  -0.261   2.459  0.00  0.00           H+0
HETATM   58  H   UNK     0       7.220  -1.930   1.195  0.00  0.00           H+0
CONECT    1    2   28   29   30                                             
CONECT    2    1    3   31   32                                             
CONECT    3    2    4   33   34                                             
CONECT    4    3    5   35   36                                             
CONECT    5    4    6   37   38                                             
CONECT    6    5    7   39   40                                             
CONECT    7    6    8   41   42                                             
CONECT    8    7    9   43   44                                             
CONECT    9    8   10   45   46                                             
CONECT   10    9   11   47                                                  
CONECT   11   10   12   48                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   49                                                  
CONECT   15   14   16   19   50                                             
CONECT   16   15   17   51   52                                             
CONECT   17   16   18   21   27                                             
CONECT   18   17   19                                                       
CONECT   19   18   20   15   53                                             
CONECT   20   19   54                                                       
CONECT   21   17   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   55                                                  
CONECT   24   23   25   56                                                  
CONECT   25   24   26   27   57                                             
CONECT   26   25   27                                                       
CONECT   27   26   25   17   58                                             
CONECT   28    1                                                            
CONECT   29    1                                                            
CONECT   30    1                                                            
CONECT   31    2                                                            
CONECT   32    2                                                            
CONECT   33    3                                                            
CONECT   34    3                                                            
CONECT   35    4                                                            
CONECT   36    4                                                            
CONECT   37    5                                                            
CONECT   38    5                                                            
CONECT   39    6                                                            
CONECT   40    6                                                            
CONECT   41    7                                                            
CONECT   42    7                                                            
CONECT   43    8                                                            
CONECT   44    8                                                            
CONECT   45    9                                                            
CONECT   46    9                                                            
CONECT   47   10                                                            
CONECT   48   11                                                            
CONECT   49   14                                                            
CONECT   50   15                                                            
CONECT   51   16                                                            
CONECT   52   16                                                            
CONECT   53   19                                                            
CONECT   54   20                                                            
CONECT   55   23                                                            
CONECT   56   24                                                            
CONECT   57   25                                                            
CONECT   58   27                                                            
MASTER        0    0    0    0    0    0    0    0   58    0  120    0
END

RDKit          3D

58 60  0  0  0  0  0  0  0  0999 V2000
   -8.7936    0.7115   -0.7548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3093   -0.6529   -0.3816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3900   -0.6450    0.8101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1525    0.1985    0.5535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2538    0.1830    1.7708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0306    1.0064    1.5664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2288    0.4857    0.4065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9681    1.3167    0.1930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1681    0.7816   -0.9796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7478   -0.6078   -0.7791 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4654   -1.0650   -0.7443 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7180   -0.3829   -0.8851 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7843    0.8438   -1.0742 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9366   -1.0933   -0.8124 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2337   -0.4620   -0.9467 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0565   -0.6076    0.3418 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4617   -0.4786   -0.2638 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.3661   -1.2941   -1.3666 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1276   -1.1399   -1.9345 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6337   -2.4356   -2.2016 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6972    0.9027   -0.7287 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3778    1.2514   -1.9132 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2990    1.8611    0.1840 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0276    1.4253    1.2057 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2430   -0.0040    1.4401 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.8051   -0.7597    0.4081 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4798   -0.9462    0.7224 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.9647    1.3506    0.1331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1243    1.2058   -1.5093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7710    0.5935   -1.2677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1695   -1.3207   -0.1778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7715   -1.0848   -1.2564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9106   -0.2368    1.6902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1129   -1.6921    1.0287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4027    1.2375    0.3309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6529   -0.2499   -0.3281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9014   -0.8728    1.9682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8102    0.4650    2.6910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4482    1.0358    2.5020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3066    2.0733    1.3572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8157    0.5374   -0.5359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9650   -0.5659    0.5829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3804    1.2894    1.1261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2333    2.3626   -0.0251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8154    0.7991   -1.9088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3335    1.4618   -1.1528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5493   -1.3803   -0.6377 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5573   -2.1651   -0.5787 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9342   -2.1140   -0.6566 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1535    0.6367   -1.1112 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9875   -1.6265    0.7471 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8397    0.1906    1.0497 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2043   -0.6123   -2.9008 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6323   -2.6219   -3.1842 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1493    2.9273    0.0251 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4608    2.1745    1.8658 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6299   -0.2609    2.4591 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2196   -1.9299    1.1954 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  6
 18 19  1  0
 19 20  1  0
 17 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 19 15  1  0
 27 25  1  0
 27 17  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  0
  6 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
  9 46  1  0
 10 47  1  0
 11 48  1  0
 14 49  1  0
 15 50  1  6
 16 51  1  0
 16 52  1  0
 19 53  1  6
 20 54  1  0
 23 55  1  0
 24 56  1  0
 25 57  1  1
 27 58  1  1
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
N-[(1S,2S,4's,5'r,6S)-5'-Hydroxy-3-oxo-7-oxaspiro[bicyclo[4.1.0]heptane-2,2'-oxolan]-4-en-4'-yl]dodec-2-enimidate	Generator

Chemical Formula

C₂₁H₃₁NO₅

Average Mass

377.4810 Da

Monoisotopic Mass

377.22022 Da

IUPAC Name

(2Z)-N-[(1S,2S,4'S,5'R,6S)-5'-hydroxy-3-oxo-7-oxaspiro[bicyclo[4.1.0]heptane-2,2'-oxolan]-4-en-4'-yl]dodec-2-enamide

Traditional Name

(2Z)-N-[(1S,2S,4'S,5'R,6S)-5'-hydroxy-3-oxo-7-oxaspiro[bicyclo[4.1.0]heptane-2,2'-oxolan]-4-en-4'-yl]dodec-2-enamide

CAS Registry Number

Not Available

SMILES

CCCCCCCCCC=CC(=O)N[C@H]1C[C@]2(O[C@H]1O)[C@H]1O[C@H]1C=CC2=O

InChI Identifier

InChI=1S/C21H31NO5/c1-2-3-4-5-6-7-8-9-10-11-18(24)22-15-14-21(27-20(15)25)17(23)13-12-16-19(21)26-16/h10-13,15-16,19-20,25H,2-9,14H2,1H3,(H,22,24)/t15-,16-,19-,20+,21+/m0/s1

InChI Key

UDCRDQXRAIZJAO-WPCMGHOJSA-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
Cordyceps tenuipes	LOTUS Database	35616633
Isaria	NPAtlas	19265430
Isaria japonica	LOTUS Database	35616633
Isaria tenuipes BCC12625	-	KNApSAcK

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Cyclohexenones

Alternative Parents

Substituents

Cyclohexenone
Tetrahydrofuran
Hemiacetal
Oxacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Ether
Oxirane
Dialkyl ether
Carboximidic acid derivative
Carboximidic acid
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organonitrogen 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	3.4	ALOGPS
logP	3.81	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	11.79	ChemAxon
pKa (Strongest Basic)	-0.22	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	88.16 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	102.73 m³·mol⁻¹	ChemAxon
Polarizability	42.49 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

NPAtlas ID

NPA013090

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00047460

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

139586723

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Cha JY, Huang Y, Pettus TR: Total synthesis of TK-57-164A, isariotin F, and their putative progenitor isariotin E. Angew Chem Int Ed Engl. 2009;48(50):9519-21. doi: 10.1002/anie.200904716. [PubMed:19921667 ]

Showing NP-Card for Isariotin E (NP0008344)

MOL for NP0008344 (Isariotin E)

3D MOL for NP0008344 (Isariotin E)

3D SDF for NP0008344 (Isariotin E)

3D-SDF for NP0008344 (Isariotin E)

PDB for NP0008344 (Isariotin E)

3D PDB for NP0008344 (Isariotin E)

SMILES for NP0008344 (Isariotin E)

INCHI for NP0008344 (Isariotin E)

Structure for NP0008344 (Isariotin E)

3D Structure for NP0008344 (Isariotin E)