NP-MRD: Showing NP-Card for Monapinone A (NP0010053)

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Record Information

Version

2.0

Created at

2021-01-05 19:41:59 UTC

Updated at

2021-07-15 17:05:00 UTC

NP-MRD ID

NP0010053

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Monapinone A

Provided By

NPAtlas

Description

Monapinone A is found in Penicillium and Talaromyces pinophilus. Monapinone A was first documented in 2011 (PMID: 21610716). Based on a literature review very few articles have been published on Monapinone A.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242106543D          

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M  END

     RDKit          3D

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M  END


  Mrv1652306242106543D          

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   -1.8736   -2.7398    0.5095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1439   -3.9127    0.1621 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6580   -2.4309    1.1184 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7294    2.8354   -0.7825 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2228    1.9988   -0.4688 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6335    1.8863    0.6841 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9358    0.5248   -0.7744 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1832    1.2328   -2.1925 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3132   -0.1969   -2.2497 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8339   -1.0708   -2.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2620   -2.2807   -0.8757 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4838   -1.6995    0.2357 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1330    0.1525    0.9954 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3878   -1.4102    1.2457 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7154    0.3731   -1.1615 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2262   -2.1504   -0.8152 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7108    1.0466   -0.1387 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.6056    3.8279    0.3131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4405    4.3104   -1.3935 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.3862   -2.2956   -1.9472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0733   -3.8994   -0.7156 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
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
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 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
 27 28  1  0  0  0  0
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 28 30  1  0  0  0  0
 30 12  1  0  0  0  0
 27 14  1  0  0  0  0
 24 16  1  0  0  0  0
  1 31  1  0  0  0  0
  1 32  1  0  0  0  0
  1 33  1  0  0  0  0
  2 34  1  0  0  0  0
  2 35  1  0  0  0  0
  3 36  1  0  0  0  0
  3 37  1  0  0  0  0
  4 38  1  0  0  0  0
  4 39  1  0  0  0  0
  5 40  1  0  0  0  0
  5 41  1  0  0  0  0
  6 42  1  6  0  0  0
  7 43  1  0  0  0  0
  8 44  1  0  0  0  0
  8 45  1  0  0  0  0
  9 46  1  1  0  0  0
 10 47  1  0  0  0  0
 11 48  1  0  0  0  0
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 12 50  1  6  0  0  0
 13 51  1  0  0  0  0
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 15 53  1  0  0  0  0
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 20 55  1  0  0  0  0
 20 56  1  0  0  0  0
 20 57  1  0  0  0  0
 21 58  1  0  0  0  0
 23 59  1  0  0  0  0
 26 60  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0010053

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C2C(O[H])=C3C(=O)O[C@]([H])(C([H])([H])[C@]([H])(O[H])C([H])([H])[C@]([H])(O[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])C([H])([H])C3=C([H])C2=C([H])C(OC([H])([H])[H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C23H30O7/c1-3-4-5-6-15(24)10-16(25)11-18-9-14-7-13-8-17(29-2)12-19(26)20(13)22(27)21(14)23(28)30-18/h7-8,12,15-16,18,24-27H,3-6,9-11H2,1-2H3/t15-,16-,18+/m1/s1

> <INCHI_KEY>
BORADZXTFNEYDA-NUJGCVRESA-N

> <FORMULA>
C23H30O7

> <MOLECULAR_WEIGHT>
418.486

> <EXACT_MASS>
418.199153306

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
45.83954318776823

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3S)-3-[(2R,4R)-2,4-dihydroxynonyl]-9,10-dihydroxy-7-methoxy-1H,3H,4H-naphtho[2,3-c]pyran-1-one

> <ALOGPS_LOGP>
3.09

> <JCHEM_LOGP>
3.8233391426666663

> <ALOGPS_LOGS>
-4.19

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.716305199446245

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.46068412338894

> <JCHEM_PKA_STRONGEST_BASIC>
-2.720893463077779

> <JCHEM_POLAR_SURFACE_AREA>
116.45

> <JCHEM_REFRACTIVITY>
112.66969999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.70e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3S)-3-[(2R,4R)-2,4-dihydroxynonyl]-9,10-dihydroxy-7-methoxy-3H,4H-naphtho[2,3-c]pyran-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 60 62  0  0  0  0  0  0  0  0999 V2000
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   -6.1080   -0.9054   -1.0913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4840   -2.1747   -1.5062 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8791   -0.7246   -0.4875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0237   -1.8310   -0.3009 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.7888   -1.6395    0.3076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8736   -2.7398    0.5095 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.3132   -0.1969   -2.2497 H   0  0  0  0  0  0  0  0  0  0  0  0
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    6.4838   -1.6995    0.2357 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.3878   -1.4102    1.2457 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.1193    1.5501    0.8051 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8414   -0.1220    2.4882 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3640    1.9327    2.0484 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9105   -1.4633    2.7452 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7915   -2.0684    1.3380 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.0733   -3.8994   -0.7156 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
  6  8  1  0
  8  9  1  0
  9 10  1  0
  9 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
 18 19  1  0
 19 20  1  0
 18 21  2  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
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 28 29  2  0
 28 30  1  0
 30 12  1  0
 27 14  1  0
 24 16  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  6
  7 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  1
 10 47  1  0
 11 48  1  0
 11 49  1  0
 12 50  1  6
 13 51  1  0
 13 52  1  0
 15 53  1  0
 17 54  1  0
 20 55  1  0
 20 56  1  0
 20 57  1  0
 21 58  1  0
 23 59  1  0
 26 60  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  C   UNK     0       6.294   1.850  -0.378  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.896   0.776  -1.182  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.138  -0.443  -1.508  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.645  -1.324  -0.438  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.640  -0.658   0.446  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.390  -0.228  -0.288  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.736  -1.318  -0.865  0.00  0.00           O+0
HETATM    8  C   UNK     0       2.503   0.652   0.536  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.000   0.062   1.790  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.194   1.021   2.436  0.00  0.00           O+0
HETATM   11  C   UNK     0       1.213  -1.181   1.691  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.049  -1.142   0.893  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.071  -0.156   1.399  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.379  -0.395   0.734  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.264   0.661   0.524  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.493   0.518  -0.073  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.354   1.590  -0.269  0.00  0.00           C+0
HETATM   18  C   UNK     0      -6.584   1.450  -0.866  0.00  0.00           C+0
HETATM   19  O   UNK     0      -7.466   2.502  -1.075  0.00  0.00           O+0
HETATM   20  C   UNK     0      -7.124   3.813  -0.668  0.00  0.00           C+0
HETATM   21  C   UNK     0      -6.950   0.177  -1.277  0.00  0.00           C+0
HETATM   22  C   UNK     0      -6.108  -0.905  -1.091  0.00  0.00           C+0
HETATM   23  O   UNK     0      -6.484  -2.175  -1.506  0.00  0.00           O+0
HETATM   24  C   UNK     0      -4.879  -0.725  -0.488  0.00  0.00           C+0
HETATM   25  C   UNK     0      -4.024  -1.831  -0.301  0.00  0.00           C+0
HETATM   26  O   UNK     0      -4.472  -3.026  -0.735  0.00  0.00           O+0
HETATM   27  C   UNK     0      -2.789  -1.640   0.308  0.00  0.00           C+0
HETATM   28  C   UNK     0      -1.874  -2.740   0.509  0.00  0.00           C+0
HETATM   29  O   UNK     0      -2.144  -3.913   0.162  0.00  0.00           O+0
HETATM   30  O   UNK     0      -0.658  -2.431   1.118  0.00  0.00           O+0
HETATM   31  H   UNK     0       6.729   2.835  -0.783  0.00  0.00           H+0
HETATM   32  H   UNK     0       5.223   1.999  -0.469  0.00  0.00           H+0
HETATM   33  H   UNK     0       6.633   1.886   0.684  0.00  0.00           H+0
HETATM   34  H   UNK     0       7.936   0.525  -0.774  0.00  0.00           H+0
HETATM   35  H   UNK     0       7.183   1.233  -2.192  0.00  0.00           H+0
HETATM   36  H   UNK     0       5.313  -0.197  -2.250  0.00  0.00           H+0
HETATM   37  H   UNK     0       6.834  -1.071  -2.170  0.00  0.00           H+0
HETATM   38  H   UNK     0       5.262  -2.281  -0.876  0.00  0.00           H+0
HETATM   39  H   UNK     0       6.484  -1.700   0.236  0.00  0.00           H+0
HETATM   40  H   UNK     0       5.133   0.153   0.995  0.00  0.00           H+0
HETATM   41  H   UNK     0       4.388  -1.410   1.246  0.00  0.00           H+0
HETATM   42  H   UNK     0       3.715   0.373  -1.161  0.00  0.00           H+0
HETATM   43  H   UNK     0       3.226  -2.150  -0.815  0.00  0.00           H+0
HETATM   44  H   UNK     0       1.711   1.047  -0.139  0.00  0.00           H+0
HETATM   45  H   UNK     0       3.119   1.550   0.805  0.00  0.00           H+0
HETATM   46  H   UNK     0       2.841  -0.122   2.488  0.00  0.00           H+0
HETATM   47  H   UNK     0       1.364   1.933   2.048  0.00  0.00           H+0
HETATM   48  H   UNK     0       0.911  -1.463   2.745  0.00  0.00           H+0
HETATM   49  H   UNK     0       1.792  -2.068   1.338  0.00  0.00           H+0
HETATM   50  H   UNK     0       0.099  -1.074  -0.189  0.00  0.00           H+0
HETATM   51  H   UNK     0      -0.766   0.896   1.214  0.00  0.00           H+0
HETATM   52  H   UNK     0      -1.193  -0.363   2.502  0.00  0.00           H+0
HETATM   53  H   UNK     0      -2.927   1.633   0.865  0.00  0.00           H+0
HETATM   54  H   UNK     0      -5.032   2.554   0.063  0.00  0.00           H+0
HETATM   55  H   UNK     0      -8.045   4.442  -0.518  0.00  0.00           H+0
HETATM   56  H   UNK     0      -6.606   3.828   0.313  0.00  0.00           H+0
HETATM   57  H   UNK     0      -6.441   4.310  -1.393  0.00  0.00           H+0
HETATM   58  H   UNK     0      -7.910   0.057  -1.744  0.00  0.00           H+0
HETATM   59  H   UNK     0      -7.386  -2.296  -1.947  0.00  0.00           H+0
HETATM   60  H   UNK     0      -4.073  -3.899  -0.716  0.00  0.00           H+0
CONECT    1    2   31   32   33                                             
CONECT    2    1    3   34   35                                             
CONECT    3    2    4   36   37                                             
CONECT    4    3    5   38   39                                             
CONECT    5    4    6   40   41                                             
CONECT    6    5    7    8   42                                             
CONECT    7    6   43                                                       
CONECT    8    6    9   44   45                                             
CONECT    9    8   10   11   46                                             
CONECT   10    9   47                                                       
CONECT   11    9   12   48   49                                             
CONECT   12   11   13   30   50                                             
CONECT   13   12   14   51   52                                             
CONECT   14   13   15   27                                                  
CONECT   15   14   16   53                                                  
CONECT   16   15   17   24                                                  
CONECT   17   16   18   54                                                  
CONECT   18   17   19   21                                                  
CONECT   19   18   20                                                       
CONECT   20   19   55   56   57                                             
CONECT   21   18   22   58                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22   59                                                       
CONECT   24   22   25   16                                                  
CONECT   25   24   26   27                                                  
CONECT   26   25   60                                                       
CONECT   27   25   28   14                                                  
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   12                                                       
CONECT   31    1                                                            
CONECT   32    1                                                            
CONECT   33    1                                                            
CONECT   34    2                                                            
CONECT   35    2                                                            
CONECT   36    3                                                            
CONECT   37    3                                                            
CONECT   38    4                                                            
CONECT   39    4                                                            
CONECT   40    5                                                            
CONECT   41    5                                                            
CONECT   42    6                                                            
CONECT   43    7                                                            
CONECT   44    8                                                            
CONECT   45    8                                                            
CONECT   46    9                                                            
CONECT   47   10                                                            
CONECT   48   11                                                            
CONECT   49   11                                                            
CONECT   50   12                                                            
CONECT   51   13                                                            
CONECT   52   13                                                            
CONECT   53   15                                                            
CONECT   54   17                                                            
CONECT   55   20                                                            
CONECT   56   20                                                            
CONECT   57   20                                                            
CONECT   58   21                                                            
CONECT   59   23                                                            
CONECT   60   26                                                            
MASTER        0    0    0    0    0    0    0    0   60    0  124    0
END

RDKit          3D

60 62  0  0  0  0  0  0  0  0999 V2000
    6.2944    1.8498   -0.3783 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8957    0.7759   -1.1818 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1379   -0.4433   -1.5081 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6454   -1.3243   -0.4375 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6398   -0.6584    0.4455 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3900   -0.2276   -0.2882 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7365   -1.3182   -0.8650 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5031    0.6520    0.5361 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9995    0.0615    1.7904 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1945    1.0213    2.4363 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2129   -1.1807    1.6913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0488   -1.1424    0.8932 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0708   -0.1559    1.3985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3790   -0.3945    0.7340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2645    0.6612    0.5236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4928    0.5178   -0.0729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3544    1.5900   -0.2690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5844    1.4499   -0.8655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4664    2.5015   -1.0750 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1243    3.8132   -0.6677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9505    0.1769   -1.2766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1080   -0.9054   -1.0913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4840   -2.1747   -1.5062 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8791   -0.7246   -0.4875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0237   -1.8310   -0.3009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4724   -3.0257   -0.7353 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7888   -1.6395    0.3076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8736   -2.7398    0.5095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1439   -3.9127    0.1621 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6580   -2.4309    1.1184 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7294    2.8354   -0.7825 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2228    1.9988   -0.4688 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6335    1.8863    0.6841 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9358    0.5248   -0.7744 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1832    1.2328   -2.1925 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3132   -0.1969   -2.2497 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8339   -1.0708   -2.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2620   -2.2807   -0.8757 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4838   -1.6995    0.2357 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1330    0.1525    0.9954 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3878   -1.4102    1.2457 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7154    0.3731   -1.1615 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2262   -2.1504   -0.8152 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7108    1.0466   -0.1387 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1193    1.5501    0.8051 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8414   -0.1220    2.4882 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3640    1.9327    2.0484 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9105   -1.4633    2.7452 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7915   -2.0684    1.3380 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0994   -1.0744   -0.1889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7664    0.8956    1.2138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1932   -0.3629    2.5018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9267    1.6332    0.8645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0322    2.5541    0.0631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0447    4.4420   -0.5181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6056    3.8279    0.3131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4405    4.3104   -1.3935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9102    0.0568   -1.7441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3862   -2.2956   -1.9472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0733   -3.8994   -0.7156 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
  6  8  1  0
  8  9  1  0
  9 10  1  0
  9 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
 18 19  1  0
 19 20  1  0
 18 21  2  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 30 12  1  0
 27 14  1  0
 24 16  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  6
  7 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  1
 10 47  1  0
 11 48  1  0
 11 49  1  0
 12 50  1  6
 13 51  1  0
 13 52  1  0
 15 53  1  0
 17 54  1  0
 20 55  1  0
 20 56  1  0
 20 57  1  0
 21 58  1  0
 23 59  1  0
 26 60  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₂₃H₃₀O₇

Average Mass

418.4860 Da

Monoisotopic Mass

418.19915 Da

IUPAC Name

(3S)-3-[(2R,4R)-2,4-dihydroxynonyl]-9,10-dihydroxy-7-methoxy-1H,3H,4H-naphtho[2,3-c]pyran-1-one

Traditional Name

(3S)-3-[(2R,4R)-2,4-dihydroxynonyl]-9,10-dihydroxy-7-methoxy-3H,4H-naphtho[2,3-c]pyran-1-one

CAS Registry Number

Not Available

SMILES

CCCCC[C@@H](O)C[C@@H](O)C[C@@H]1CC2=C(C(=O)O1)C(O)=C1C(O)=CC(OC)=CC1=C2

InChI Identifier

InChI=1S/C23H30O7/c1-3-4-5-6-15(24)10-16(25)11-18-9-14-7-13-8-17(29-2)12-19(26)20(13)22(27)21(14)23(28)30-18/h7-8,12,15-16,18,24-27H,3-6,9-11H2,1-2H3/t15-,16-,18+/m1/s1

InChI Key

BORADZXTFNEYDA-NUJGCVRESA-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
Penicillium	NPAtlas	21610716
Talaromyces pinophilus	LOTUS Database	35616633

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	3.09	ALOGPS
logP	3.82	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	8.46	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	116.45 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	112.67 m³·mol⁻¹	ChemAxon
Polarizability	45.84 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

NPA000625

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78436318

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53392582

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Kawamoto K, Yamazaki H, Ohte S, Masuma R, Uchida R, Tomoda H: Production of monapinones by fermentation of the dinapinone-producing fungus Penicillium pinophilum FKI-3864 in a seawater-containing medium. J Antibiot (Tokyo). 2011 Jul;64(7):503-8. doi: 10.1038/ja.2011.33. Epub 2011 May 25. [PubMed:21610716 ]

Showing NP-Card for Monapinone A (NP0010053)

MOL for NP0010053 (Monapinone A)

3D MOL for NP0010053 (Monapinone A)

3D SDF for NP0010053 (Monapinone A)

3D-SDF for NP0010053 (Monapinone A)

PDB for NP0010053 (Monapinone A)

3D PDB for NP0010053 (Monapinone A)

SMILES for NP0010053 (Monapinone A)

INCHI for NP0010053 (Monapinone A)

Structure for NP0010053 (Monapinone A)

3D Structure for NP0010053 (Monapinone A)