NP-MRD: Showing NP-Card for hesseltin E (NP0040324)

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Record Information

Version

2.0

Created at

2021-06-20 22:31:18 UTC

Updated at

2021-06-30 00:14:10 UTC

NP-MRD ID

NP0040324

Secondary Accession Numbers

None

Natural Product Identification

Common Name

hesseltin E

Provided By

JEOL Database JEOL Logo

Description

(5AR,5bS,9aR,11aR)-5b,9,9,11a-tetramethyl-2-[(1E,3E)-penta-1,3-dien-1-yl]-4,5,5a,5b,6,7,8,9,9a,10,11,11a-dodecahydro-1,12-dioxatetraphene-4,8-dione belongs to the class of organic compounds known as naphthopyrans. Naphthopyrans are compounds containing a pyran ring fused to a naphthalene moiety. Furan is a 6 membered-ring non-aromatic ring with five carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings. hesseltin E is found in Penicillium sp. IBT12396. hesseltin E was first documented in 2011 (Phipps, R. K., et al.). Based on a literature review very few articles have been published on (5aR,5bS,9aR,11aR)-5b,9,9,11a-tetramethyl-2-[(1E,3E)-penta-1,3-dien-1-yl]-4,5,5a,5b,6,7,8,9,9a,10,11,11a-dodecahydro-1,12-dioxatetraphene-4,8-dione.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212100313D          

 61 64  0  0  0  0            999 V2000
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M  END

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M  END


  Mrv1652306212100313D          

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    1.2116   -1.2982    0.5394 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.6582    0.9997    3.3756 H   0  0  0  0  0  0  0  0  0  0  0  0
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  6  7  2  0  0  0  0
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 10 29  1  0  0  0  0
 29 28  1  0  0  0  0
 18 19  1  0  0  0  0
 26 25  1  0  0  0  0
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 24 22  1  0  0  0  0
 22 19  1  0  0  0  0
 14 13  1  0  0  0  0
  8  9  2  0  0  0  0
 14 28  1  0  0  0  0
  6  5  1  0  0  0  0
  7  8  1  0  0  0  0
  5  4  2  0  0  0  0
  8 10  1  0  0  0  0
  4  3  1  0  0  0  0
 11 10  2  0  0  0  0
  3  2  2  0  0  0  0
  2  1  1  0  0  0  0
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  7 37  1  0  0  0  0
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 27 58  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0040324

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]\C(\C(\[H])=C(/[H])C([H])([H])[H])=C(\[H])C1=C([H])C(=O)C2=C(O1)O[C@]1(C([H])([H])[H])C([H])([H])C([H])([H])[C@@]3([H])C(C(=O)C([H])([H])C([H])([H])[C@]3(C([H])([H])[H])[C@@]1([H])C2([H])[H])(C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C25H32O4/c1-6-7-8-9-16-14-18(26)17-15-20-24(4)12-11-21(27)23(2,3)19(24)10-13-25(20,5)29-22(17)28-16/h6-9,14,19-20H,10-13,15H2,1-5H3/b7-6+,9-8+/t19-,20+,24-,25+/m0/s1

> <INCHI_KEY>
GVOVBHJIAABCIL-QJLSTLEISA-N

> <FORMULA>
C25H32O4

> <MOLECULAR_WEIGHT>
396.527

> <EXACT_MASS>
396.23005951

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
45.82971897394968

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5aR,5bS,9aR,11aR)-5b,9,9,11a-tetramethyl-2-[(1E,3E)-penta-1,3-dien-1-yl]-4,5,5a,5b,6,7,8,9,9a,10,11,11a-dodecahydro-1,12-dioxatetraphene-4,8-dione

> <ALOGPS_LOGP>
5.81

> <JCHEM_LOGP>
5.4817093036666655

> <ALOGPS_LOGS>
-5.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.950173878196846

> <JCHEM_POLAR_SURFACE_AREA>
52.60000000000001

> <JCHEM_REFRACTIVITY>
126.95739999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.33e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(5aR,5bS,9aR,11aR)-5b,9,9,11a-tetramethyl-2-[(1E,3E)-penta-1,3-dien-1-yl]-5a,6,7,9a,10,11-hexahydro-5H-1,12-dioxatetraphene-4,8-dione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

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 27 57  1  0
 27 58  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0      -4.081  -3.012  -9.082  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.663  -2.668  -7.689  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.539  -1.411  -7.237  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.133  -1.103  -5.884  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.008   0.155  -5.428  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.605   0.520  -4.081  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.502   1.797  -3.696  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.088   2.090  -2.317  0.00  0.00           C+0
HETATM    9  O   UNK     0      -1.977   3.249  -1.933  0.00  0.00           O+0
HETATM   10  C   UNK     0      -1.814   0.939  -1.429  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.939  -0.303  -1.928  0.00  0.00           C+0
HETATM   12  O   UNK     0      -2.334  -0.540  -3.235  0.00  0.00           O+0
HETATM   13  O   UNK     0      -1.676  -1.432  -1.175  0.00  0.00           O+0
HETATM   14  C   UNK     0      -0.949  -1.257   0.068  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.541  -1.170  -0.311  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.200  -2.549   0.868  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.772  -2.473   2.335  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.432  -1.278   3.059  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.293  -1.307   4.620  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.149  -1.330   5.146  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.000  -2.568   5.181  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.007  -0.075   5.202  0.00  0.00           C+0
HETATM   23  O   UNK     0      -2.699  -0.134   6.221  0.00  0.00           O+0
HETATM   24  C   UNK     0      -1.750   1.264   4.552  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.912   1.202   3.039  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.075   0.085   2.352  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.421   0.463   2.455  0.00  0.00           C+0
HETATM   28  C   UNK     0      -1.538  -0.049   0.847  0.00  0.00           C+0
HETATM   29  C   UNK     0      -1.439   1.228  -0.009  0.00  0.00           C+0
HETATM   30  H   UNK     0      -3.296  -3.597  -9.572  0.00  0.00           H+0
HETATM   31  H   UNK     0      -4.274  -2.123  -9.689  0.00  0.00           H+0
HETATM   32  H   UNK     0      -4.995  -3.614  -9.058  0.00  0.00           H+0
HETATM   33  H   UNK     0      -3.455  -3.510  -7.033  0.00  0.00           H+0
HETATM   34  H   UNK     0      -3.749  -0.576  -7.902  0.00  0.00           H+0
HETATM   35  H   UNK     0      -2.925  -1.947  -5.228  0.00  0.00           H+0
HETATM   36  H   UNK     0      -3.221   0.982  -6.102  0.00  0.00           H+0
HETATM   37  H   UNK     0      -2.706   2.643  -4.338  0.00  0.00           H+0
HETATM   38  H   UNK     0       1.212  -1.298   0.539  0.00  0.00           H+0
HETATM   39  H   UNK     0       0.792  -1.954  -1.036  0.00  0.00           H+0
HETATM   40  H   UNK     0       0.790  -0.223  -0.799  0.00  0.00           H+0
HETATM   41  H   UNK     0      -2.271  -2.793   0.828  0.00  0.00           H+0
HETATM   42  H   UNK     0      -0.701  -3.398   0.383  0.00  0.00           H+0
HETATM   43  H   UNK     0       0.319  -2.430   2.407  0.00  0.00           H+0
HETATM   44  H   UNK     0      -1.068  -3.417   2.802  0.00  0.00           H+0
HETATM   45  H   UNK     0      -2.515  -1.406   2.887  0.00  0.00           H+0
HETATM   46  H   UNK     0       0.160  -1.469   6.234  0.00  0.00           H+0
HETATM   47  H   UNK     0       0.728  -2.149   4.709  0.00  0.00           H+0
HETATM   48  H   UNK     0       0.685  -0.397   4.966  0.00  0.00           H+0
HETATM   49  H   UNK     0      -1.484  -3.490   4.896  0.00  0.00           H+0
HETATM   50  H   UNK     0      -2.033  -2.556   6.277  0.00  0.00           H+0
HETATM   51  H   UNK     0      -3.036  -2.631   4.829  0.00  0.00           H+0
HETATM   52  H   UNK     0      -2.471   1.986   4.954  0.00  0.00           H+0
HETATM   53  H   UNK     0      -0.757   1.611   4.851  0.00  0.00           H+0
HETATM   54  H   UNK     0      -2.976   1.044   2.817  0.00  0.00           H+0
HETATM   55  H   UNK     0      -1.650   2.184   2.626  0.00  0.00           H+0
HETATM   56  H   UNK     0       1.080  -0.405   2.433  0.00  0.00           H+0
HETATM   57  H   UNK     0       0.736   1.134   1.652  0.00  0.00           H+0
HETATM   58  H   UNK     0       0.658   1.000   3.376  0.00  0.00           H+0
HETATM   59  H   UNK     0      -2.624  -0.247   0.897  0.00  0.00           H+0
HETATM   60  H   UNK     0      -2.119   1.986   0.395  0.00  0.00           H+0
HETATM   61  H   UNK     0      -0.432   1.655   0.003  0.00  0.00           H+0
CONECT    1    2   30   31   32                                             
CONECT    2    3    1   33                                                  
CONECT    3    4    2   34                                                  
CONECT    4    5    3   35                                                  
CONECT    5    6    4   36                                                  
CONECT    6    7    5   12                                                  
CONECT    7    6    8   37                                                  
CONECT    8    9    7   10                                                  
CONECT    9    8                                                            
CONECT   10   29    8   11                                                  
CONECT   11   13   10   12                                                  
CONECT   12    6   11                                                       
CONECT   13   11   14                                                       
CONECT   14   13   28   16   15                                             
CONECT   15   14   38   39   40                                             
CONECT   16   14   17   41   42                                             
CONECT   17   18   16   43   44                                             
CONECT   18   19   45   17   26                                             
CONECT   19   18   22   20   21                                             
CONECT   20   19   46   47   48                                             
CONECT   21   19   49   50   51                                             
CONECT   22   24   19   23                                                  
CONECT   23   22                                                            
CONECT   24   25   22   52   53                                             
CONECT   25   26   24   54   55                                             
CONECT   26   25   28   18   27                                             
CONECT   27   26   56   57   58                                             
CONECT   28   29   14   26   59                                             
CONECT   29   10   28   60   61                                             
CONECT   30    1                                                            
CONECT   31    1                                                            
CONECT   32    1                                                            
CONECT   33    2                                                            
CONECT   34    3                                                            
CONECT   35    4                                                            
CONECT   36    5                                                            
CONECT   37    7                                                            
CONECT   38   15                                                            
CONECT   39   15                                                            
CONECT   40   15                                                            
CONECT   41   16                                                            
CONECT   42   16                                                            
CONECT   43   17                                                            
CONECT   44   17                                                            
CONECT   45   18                                                            
CONECT   46   20                                                            
CONECT   47   20                                                            
CONECT   48   20                                                            
CONECT   49   21                                                            
CONECT   50   21                                                            
CONECT   51   21                                                            
CONECT   52   24                                                            
CONECT   53   24                                                            
CONECT   54   25                                                            
CONECT   55   25                                                            
CONECT   56   27                                                            
CONECT   57   27                                                            
CONECT   58   27                                                            
CONECT   59   28                                                            
CONECT   60   29                                                            
CONECT   61   29                                                            
MASTER        0    0    0    0    0    0    0    0   61    0  128    0
END

RDKit          3D

61 64  0  0  0  0  0  0  0  0999 V2000
   -4.0810   -3.0123   -9.0818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6628   -2.6675   -7.6892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5389   -1.4110   -7.2367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1326   -1.1027   -5.8836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0081    0.1545   -5.4276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6046    0.5202   -4.0814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5025    1.7971   -3.6964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0885    2.0898   -2.3165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9769    3.2487   -1.9332 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8143    0.9387   -1.4293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9387   -0.3026   -1.9278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3345   -0.5403   -3.2350 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6758   -1.4321   -1.1750 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9489   -1.2566    0.0679 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5414   -1.1701   -0.3105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1999   -2.5486    0.8681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7719   -2.4726    2.3347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4322   -1.2775    3.0589 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2925   -1.3073    4.6198 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1491   -1.3299    5.1459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9999   -2.5677    5.1807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0069   -0.0745    5.2023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6992   -0.1341    6.2205 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7496    1.2640    4.5519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9118    1.2017    3.0387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0751    0.0854    2.3519 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4206    0.4631    2.4549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5383   -0.0486    0.8467 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4388    1.2278   -0.0092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2964   -3.5966   -9.5722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2742   -2.1225   -9.6892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9946   -3.6142   -9.0579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4554   -3.5099   -7.0326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7493   -0.5762   -7.9024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9254   -1.9467   -5.2278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2214    0.9822   -6.1021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7064    2.6433   -4.3384 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2116   -1.2982    0.5394 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7923   -1.9540   -1.0363 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7901   -0.2230   -0.7987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2710   -2.7927    0.8277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7014   -3.3977    0.3825 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3185   -2.4296    2.4066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0677   -3.4170    2.8016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5148   -1.4056    2.8871 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1600   -1.4691    6.2343 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7283   -2.1492    4.7092 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6847   -0.3972    4.9665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4841   -3.4898    4.8965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0333   -2.5558    6.2770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0361   -2.6309    4.8293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4708    1.9857    4.9536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7569    1.6111    4.8506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9759    1.0436    2.8166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6501    2.1835    2.6258 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0802   -0.4051    2.4330 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7356    1.1339    1.6524 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6582    0.9997    3.3756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6239   -0.2470    0.8973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1191    1.9862    0.3952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4324    1.6553    0.0032 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  2  0
 11 13  1  0
 10 29  1  0
 29 28  1  0
 18 19  1  0
 26 25  1  0
 25 24  1  0
 24 22  1  0
 22 19  1  0
 14 13  1  0
  8  9  2  0
 14 28  1  0
  6  5  1  0
  7  8  1  0
  5  4  2  0
  8 10  1  0
  4  3  1  0
 11 10  2  0
  3  2  2  0
  2  1  1  0
 14 16  1  0
 19 20  1  6
 28 26  1  0
 18 45  1  1
 18 17  1  0
 14 15  1  6
 17 16  1  0
 19 21  1  0
 18 26  1  0
 26 27  1  6
 12  6  1  0
 22 23  2  0
 12 11  1  0
 28 59  1  1
  7 37  1  0
 29 60  1  0
 29 61  1  0
 17 43  1  0
 17 44  1  0
 16 41  1  0
 16 42  1  0
 25 54  1  0
 25 55  1  0
 24 52  1  0
 24 53  1  0
  5 36  1  0
  4 35  1  0
  3 34  1  0
  2 33  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
 20 46  1  0
 20 47  1  0
 20 48  1  0
 15 38  1  0
 15 39  1  0
 15 40  1  0
 21 49  1  0
 21 50  1  0
 21 51  1  0
 27 56  1  0
 27 57  1  0
 27 58  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₃₂O₄

Average Mass

396.5270 Da

Monoisotopic Mass

396.23006 Da

IUPAC Name

(5aR,5bS,9aR,11aR)-5b,9,9,11a-tetramethyl-2-[(1E,3E)-penta-1,3-dien-1-yl]-4,5,5a,5b,6,7,8,9,9a,10,11,11a-dodecahydro-1,12-dioxatetraphene-4,8-dione

Traditional Name

(5aR,5bS,9aR,11aR)-5b,9,9,11a-tetramethyl-2-[(1E,3E)-penta-1,3-dien-1-yl]-5a,6,7,9a,10,11-hexahydro-5H-1,12-dioxatetraphene-4,8-dione

CAS Registry Number

Not Available

SMILES

[H]\C(\C(\[H])=C(/[H])C([H])([H])[H])=C(\[H])C1=C([H])C(=O)C2=C(O1)O[C@]1(C([H])([H])[H])C([H])([H])C([H])([H])[C@@]3([H])C(C(=O)C([H])([H])C([H])([H])[C@]3(C([H])([H])[H])[C@@]1([H])C2([H])[H])(C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C25H32O4/c1-6-7-8-9-16-14-18(26)17-15-20-24(4)12-11-21(27)23(2,3)19(24)10-13-25(20,5)29-22(17)28-16/h6-9,14,19-20H,10-13,15H2,1-5H3/b7-6+,9-8+/t19-,20+,24-,25+/m0/s1

InChI Key

GVOVBHJIAABCIL-QJLSTLEISA-N

Experimental Spectra

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

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Penicillium sp. IBT12396	JEOL database	Phipps, R. K., et al, Tetrahedron Lett. 52, 598 (2011)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthopyrans. Naphthopyrans are compounds containing a pyran ring fused to a naphthalene moiety. Furan is a 6 membered-ring non-aromatic ring with five carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Naphthopyrans

Sub Class

Not Available

Direct Parent

Naphthopyrans

Alternative Parents

Substituents

Naphthopyran
Naphthalene
Alkyl aryl ether
Pyranone
Pyran
Heteroaromatic compound
Vinylogous ester
Ketone
Cyclic ketone
Ether
Oxacycle
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	5.81	ALOGPS
logP	5.48	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Basic)	-5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	52.6 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	126.96 m³·mol⁻¹	ChemAxon
Polarizability	45.83 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	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

78440413

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

52920975

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Phipps, R. K., et al. (2011). Phipps, R. K., et al, Tetrahedron Lett. 52, 598 (2011). Tetrahedron Lett.

Showing NP-Card for hesseltin E (NP0040324)

MOL for NP0040324 (hesseltin E)

3D MOL for NP0040324 (hesseltin E)

3D SDF for NP0040324 (hesseltin E)

3D-SDF for NP0040324 (hesseltin E)

PDB for NP0040324 (hesseltin E)

3D PDB for NP0040324 (hesseltin E)

SMILES for NP0040324 (hesseltin E)

INCHI for NP0040324 (hesseltin E)

Structure for NP0040324 (hesseltin E)

3D Structure for NP0040324 (hesseltin E)