NP-MRD: Showing NP-Card for Paeciloxanthone (NP0007548)

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Record Information

Version

2.0

Created at

2020-12-09 04:24:01 UTC

Updated at

2021-07-15 16:57:53 UTC

NP-MRD ID

NP0007548

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Paeciloxanthone

Provided By

NPAtlas

Description

8-Hydroxy-1-(hydroxymethyl)-3-methyl-5-(3-methylbut-2-en-1-yl)-9H-xanthen-9-one belongs to the class of organic compounds known as 4-prenylated xanthones. These are organic compounds containing a C5-isoprenoid group linked to a xanthone moiety at the 4-position. Xanthone is a tricyclic compound made up of two benzene rings linearly fused to each other through a pyran ring that carries a ketone group. Paeciloxanthone is found in Paecilomyces. Paeciloxanthone was first documented in 2008 (PMID: 18253881). Based on a literature review very few articles have been published on 8-hydroxy-1-(hydroxymethyl)-3-methyl-5-(3-methylbut-2-en-1-yl)-9H-xanthen-9-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118413D          

 44 46  0  0  0  0            999 V2000
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    4.3123    0.4415   -0.5304 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3852    0.3540    0.5016 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0256    0.5166   -0.2378 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.6082   -0.6168    1.4193 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0590   -1.6965    2.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2892   -2.7774    2.4093 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.4912   -0.5105   -0.4853 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

     RDKit          3D

 44 46  0  0  0  0  0  0  0  0999 V2000
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    4.3123    0.4415   -0.5304 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652306242118413D          

 44 46  0  0  0  0            999 V2000
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    4.3123    0.4415   -0.5304 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END
> <DATABASE_ID>
NP0007548

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C(C2=C1C(=O)C1=C(C([H])=C(C([H])=C1O2)C([H])([H])[H])C([H])([H])O[H])C([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C20H20O4/c1-11(2)4-5-13-6-7-15(22)18-19(23)17-14(10-21)8-12(3)9-16(17)24-20(13)18/h4,6-9,21-22H,5,10H2,1-3H3

> <INCHI_KEY>
BVPDHUFKVJXUQA-UHFFFAOYSA-N

> <FORMULA>
C20H20O4

> <MOLECULAR_WEIGHT>
324.376

> <EXACT_MASS>
324.136159124

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
36.08576938438973

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
8-hydroxy-1-(hydroxymethyl)-3-methyl-5-(3-methylbut-2-en-1-yl)-9H-xanthen-9-one

> <ALOGPS_LOGP>
3.66

> <JCHEM_LOGP>
4.780713520000001

> <ALOGPS_LOGS>
-4.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.671188232962365

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.382641354687541

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9449931631662434

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
94.8971

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.20e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-hydroxy-1-(hydroxymethyl)-3-methyl-5-(3-methylbut-2-en-1-yl)xanthen-9-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 44 46  0  0  0  0  0  0  0  0999 V2000
    4.7221    0.4434   -1.9594 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3123    0.4415   -0.5304 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3852    0.3540    0.5016 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0256    0.5166   -0.2378 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5127    0.5217    1.1657 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6082   -0.6168    1.4193 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0590   -1.6965    2.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2892   -2.7774    2.4093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0413   -2.7892    1.9318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8269   -3.8608    2.1950 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5015   -1.7091    1.2119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7759   -1.6690    0.7294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6041   -2.5905    0.8989 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2290   -0.5826    0.0096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4912   -0.5105   -0.4853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4797   -1.5862   -0.2671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7070   -1.2516   -0.9152 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8734    0.6302   -1.2097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0406    1.6899   -1.4510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5127    2.8793   -2.2318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7724    1.6016   -0.9450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3538    0.4838   -0.2196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1382    0.4208    0.2536 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2990   -0.6055    0.9378 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5464   -0.5628   -2.4407 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1928    1.2483   -2.5305 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8000    0.6625   -2.0792 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0932   -0.3096    1.3371 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6833    1.3696    0.8601 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3091   -0.0681    0.0367 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3171    0.5765   -1.0556 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9027    1.4679    1.2819 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3368    0.5513    1.8819 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0799   -1.6955    2.5057 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5930   -3.6422    2.9614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7165   -4.1121    1.9999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1281   -2.4794   -0.8036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6724   -1.8564    0.7734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2482   -0.8334   -0.1916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8818    0.6673   -1.5946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6582    3.5124   -2.5147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2238    3.4454   -1.5829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1071    2.5122   -3.0779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0837    2.4177   -1.1141 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24  6  1  0
 24 11  2  0
 22 14  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  7 34  1  0
  8 35  1  0
 10 36  1  0
 16 37  1  0
 16 38  1  0
 17 39  1  0
 18 40  1  0
 20 41  1  0
 20 42  1  0
 20 43  1  0
 21 44  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       4.722   0.443  -1.959  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.312   0.442  -0.530  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.385   0.354   0.502  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.026   0.517  -0.238  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.513   0.522   1.166  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.608  -0.617   1.419  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.059  -1.696   2.136  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.289  -2.777   2.409  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.041  -2.789   1.932  0.00  0.00           C+0
HETATM   10  O   UNK     0      -0.827  -3.861   2.195  0.00  0.00           O+0
HETATM   11  C   UNK     0      -0.501  -1.709   1.212  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.776  -1.669   0.729  0.00  0.00           C+0
HETATM   13  O   UNK     0      -2.604  -2.591   0.899  0.00  0.00           O+0
HETATM   14  C   UNK     0      -2.229  -0.583   0.010  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.491  -0.510  -0.485  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.480  -1.586  -0.267  0.00  0.00           C+0
HETATM   17  O   UNK     0      -5.707  -1.252  -0.915  0.00  0.00           O+0
HETATM   18  C   UNK     0      -3.873   0.630  -1.210  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.041   1.690  -1.451  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.513   2.879  -2.232  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.772   1.602  -0.945  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.354   0.484  -0.220  0.00  0.00           C+0
HETATM   23  O   UNK     0      -0.138   0.421   0.254  0.00  0.00           O+0
HETATM   24  C   UNK     0       0.299  -0.606   0.938  0.00  0.00           C+0
HETATM   25  H   UNK     0       4.546  -0.563  -2.441  0.00  0.00           H+0
HETATM   26  H   UNK     0       4.193   1.248  -2.531  0.00  0.00           H+0
HETATM   27  H   UNK     0       5.800   0.663  -2.079  0.00  0.00           H+0
HETATM   28  H   UNK     0       5.093  -0.310   1.337  0.00  0.00           H+0
HETATM   29  H   UNK     0       5.683   1.370   0.860  0.00  0.00           H+0
HETATM   30  H   UNK     0       6.309  -0.068   0.037  0.00  0.00           H+0
HETATM   31  H   UNK     0       2.317   0.577  -1.056  0.00  0.00           H+0
HETATM   32  H   UNK     0       1.903   1.468   1.282  0.00  0.00           H+0
HETATM   33  H   UNK     0       3.337   0.551   1.882  0.00  0.00           H+0
HETATM   34  H   UNK     0       3.080  -1.696   2.506  0.00  0.00           H+0
HETATM   35  H   UNK     0       1.593  -3.642   2.961  0.00  0.00           H+0
HETATM   36  H   UNK     0      -1.716  -4.112   2.000  0.00  0.00           H+0
HETATM   37  H   UNK     0      -4.128  -2.479  -0.804  0.00  0.00           H+0
HETATM   38  H   UNK     0      -4.672  -1.856   0.773  0.00  0.00           H+0
HETATM   39  H   UNK     0      -6.248  -0.833  -0.192  0.00  0.00           H+0
HETATM   40  H   UNK     0      -4.882   0.667  -1.595  0.00  0.00           H+0
HETATM   41  H   UNK     0      -2.658   3.512  -2.515  0.00  0.00           H+0
HETATM   42  H   UNK     0      -4.224   3.445  -1.583  0.00  0.00           H+0
HETATM   43  H   UNK     0      -4.107   2.512  -3.078  0.00  0.00           H+0
HETATM   44  H   UNK     0      -1.084   2.418  -1.114  0.00  0.00           H+0
CONECT    1    2   25   26   27                                             
CONECT    2    1    3    4                                                  
CONECT    3    2   28   29   30                                             
CONECT    4    2    5   31                                                  
CONECT    5    4    6   32   33                                             
CONECT    6    5    7   24                                                  
CONECT    7    6    8   34                                                  
CONECT    8    7    9   35                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9   36                                                       
CONECT   11    9   12   24                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   22                                                  
CONECT   15   14   16   18                                                  
CONECT   16   15   17   37   38                                             
CONECT   17   16   39                                                       
CONECT   18   15   19   40                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19   41   42   43                                             
CONECT   21   19   22   44                                                  
CONECT   22   21   23   14                                                  
CONECT   23   22   24                                                       
CONECT   24   23    6   11                                                  
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    3                                                            
CONECT   29    3                                                            
CONECT   30    3                                                            
CONECT   31    4                                                            
CONECT   32    5                                                            
CONECT   33    5                                                            
CONECT   34    7                                                            
CONECT   35    8                                                            
CONECT   36   10                                                            
CONECT   37   16                                                            
CONECT   38   16                                                            
CONECT   39   17                                                            
CONECT   40   18                                                            
CONECT   41   20                                                            
CONECT   42   20                                                            
CONECT   43   20                                                            
CONECT   44   21                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   92    0
END

RDKit          3D

44 46  0  0  0  0  0  0  0  0999 V2000
    4.7221    0.4434   -1.9594 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3123    0.4415   -0.5304 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3852    0.3540    0.5016 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0256    0.5166   -0.2378 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5127    0.5217    1.1657 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6082   -0.6168    1.4193 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0590   -1.6965    2.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2892   -2.7774    2.4093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0413   -2.7892    1.9318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8269   -3.8608    2.1950 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5015   -1.7091    1.2119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7759   -1.6690    0.7294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6041   -2.5905    0.8989 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2290   -0.5826    0.0096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4912   -0.5105   -0.4853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4797   -1.5862   -0.2671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7070   -1.2516   -0.9152 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8734    0.6302   -1.2097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0406    1.6899   -1.4510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5127    2.8793   -2.2318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7724    1.6016   -0.9450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3538    0.4838   -0.2196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1382    0.4208    0.2536 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2990   -0.6055    0.9378 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5464   -0.5628   -2.4407 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1928    1.2483   -2.5305 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8000    0.6625   -2.0792 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0932   -0.3096    1.3371 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6833    1.3696    0.8601 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3091   -0.0681    0.0367 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3171    0.5765   -1.0556 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9027    1.4679    1.2819 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3368    0.5513    1.8819 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0799   -1.6955    2.5057 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5930   -3.6422    2.9614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7165   -4.1121    1.9999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1281   -2.4794   -0.8036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6724   -1.8564    0.7734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2482   -0.8334   -0.1916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8818    0.6673   -1.5946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6582    3.5124   -2.5147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2238    3.4454   -1.5829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1071    2.5122   -3.0779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0837    2.4177   -1.1141 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24  6  1  0
 24 11  2  0
 22 14  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  7 34  1  0
  8 35  1  0
 10 36  1  0
 16 37  1  0
 16 38  1  0
 17 39  1  0
 18 40  1  0
 20 41  1  0
 20 42  1  0
 20 43  1  0
 21 44  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₂₀H₂₀O₄

Average Mass

324.3760 Da

Monoisotopic Mass

324.13616 Da

IUPAC Name

8-hydroxy-1-(hydroxymethyl)-3-methyl-5-(3-methylbut-2-en-1-yl)-9H-xanthen-9-one

Traditional Name

8-hydroxy-1-(hydroxymethyl)-3-methyl-5-(3-methylbut-2-en-1-yl)xanthen-9-one

CAS Registry Number

Not Available

SMILES

CC(C)=CCC1=C2OC3=CC(C)=CC(CO)=C3C(=O)C2=C(O)C=C1

InChI Identifier

InChI=1S/C20H20O4/c1-11(2)4-5-13-6-7-15(22)18-19(23)17-14(10-21)8-12(3)9-16(17)24-20(13)18/h4,6-9,21-22H,5,10H2,1-3H3

InChI Key

BVPDHUFKVJXUQA-UHFFFAOYSA-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
Paecilomyces	NPAtlas	18253881

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 4-prenylated xanthones. These are organic compounds containing a C5-isoprenoid group linked to a xanthone moiety at the 4-position. Xanthone is a tricyclic compound made up of two benzene rings linearly fused to each other through a pyran ring that carries a ketone group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

4-prenylated xanthones

Alternative Parents

Substituents

4-prenylated xanthone
Chromone
1-hydroxy-2-unsubstituted benzenoid
Phenol
Pyranone
Benzenoid
Pyran
Vinylogous acid
Heteroaromatic compound
Oxacycle
Organic oxygen compound
Aromatic alcohol
Alcohol
Primary alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxide
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	3.66	ALOGPS
logP	4.78	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	8.38	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	94.9 m³·mol⁻¹	ChemAxon
Polarizability	36.09 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	No	ChemAxon

External Links

NPAtlas ID

NPA012485

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

27023502

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

24879032

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Wen L, Lin YC, She ZG, Du DS, Chan WL, Zheng ZH: Paeciloxanthone, a new cytotoxic xanthone from the marine mangrove fungus Paecilomyces sp. (Tree1-7). J Asian Nat Prod Res. 2008 Jan-Feb;10(1-2):133-7. doi: 10.1080/10286020701273783. [PubMed:18253881 ]

Showing NP-Card for Paeciloxanthone (NP0007548)

MOL for NP0007548 (Paeciloxanthone)

3D MOL for NP0007548 (Paeciloxanthone)

3D SDF for NP0007548 (Paeciloxanthone)

3D-SDF for NP0007548 (Paeciloxanthone)

PDB for NP0007548 (Paeciloxanthone)

3D PDB for NP0007548 (Paeciloxanthone)

SMILES for NP0007548 (Paeciloxanthone)

INCHI for NP0007548 (Paeciloxanthone)

Structure for NP0007548 (Paeciloxanthone)

3D Structure for NP0007548 (Paeciloxanthone)