NP-MRD: Showing NP-Card for Pennicitrinone D (NP0008365)

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Record Information

Version

2.0

Created at

2020-12-09 05:58:22 UTC

Updated at

2021-07-15 17:00:13 UTC

NP-MRD ID

NP0008365

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Pennicitrinone D

Provided By

NPAtlas

Description

Pennicitrinone D is found in Penicillium and Penicillium chrysogenum. Pennicitrinone D was first documented in 2009 (PMID: 19282879). Based on a literature review very few articles have been published on Pennicitrinone D.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242106093D          

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     RDKit          3D

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M  END


  Mrv1652306242106093D          

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    5.2272   -1.3471    1.6594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1705    1.0545   -2.2702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1274    3.1531   -0.8166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8457    2.6131   -0.8029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6759    2.1227    0.5126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9379   -0.9144   -1.9651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1253   -2.2322   -0.9959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1996   -1.3817   -2.2646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1802    0.4470    0.3484 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  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
 15 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
  4 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  1  0  0  0
 17  2  1  0  0  0  0
 27  3  1  0  0  0  0
 16  5  1  0  0  0  0
 14  7  1  0  0  0  0
 22 13  1  0  0  0  0
  1 30  1  0  0  0  0
  1 31  1  0  0  0  0
  1 32  1  0  0  0  0
  8 33  1  0  0  0  0
 12 34  1  0  0  0  0
 12 35  1  0  0  0  0
 12 36  1  0  0  0  0
 18 37  1  0  0  0  0
 20 38  1  6  0  0  0
 21 39  1  0  0  0  0
 21 40  1  0  0  0  0
 21 41  1  0  0  0  0
 22 42  1  1  0  0  0
 23 43  1  0  0  0  0
 23 44  1  0  0  0  0
 23 45  1  0  0  0  0
 25 46  1  6  0  0  0
 26 47  1  0  0  0  0
 26 48  1  0  0  0  0
 26 49  1  0  0  0  0
 28 50  1  0  0  0  0
 28 51  1  0  0  0  0
 28 52  1  0  0  0  0
 29 53  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0008365

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C2C(OC3=C([H])C(=O)C(=C4C3=C2O[C@]([H])(C([H])([H])[H])[C@@]4([H])C([H])([H])[H])C([H])([H])[H])=C2O[C@]([H])(C([H])([H])[H])[C@](O[H])(C2=C1C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C23H24O6/c1-8-11(4)27-20-16-14(7-13(24)9(2)15(8)16)29-21-17(20)19(25)10(3)18-22(21)28-12(5)23(18,6)26/h7-8,11-12,25-26H,1-6H3/t8-,11-,12-,23+/m1/s1

> <INCHI_KEY>
CRSYXEQNEAGMIY-JYUKFHQISA-N

> <FORMULA>
C23H24O6

> <MOLECULAR_WEIGHT>
396.439

> <EXACT_MASS>
396.157288493

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
43.25314848519418

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(6R,7R,17S,18R)-3,6-dihydroxy-4,6,7,15,17,18-hexamethyl-8,11,19-trioxapentacyclo[10.7.1.0^{2,10}.0^{5,9}.0^{16,20}]icosa-1(20),2,4,9,12,15-hexaen-14-one

> <ALOGPS_LOGP>
3.25

> <JCHEM_LOGP>
2.4022160266666672

> <ALOGPS_LOGS>
-3.95

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.15171328721609

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.5097026706133905

> <JCHEM_PKA_STRONGEST_BASIC>
2.0744561979869567

> <JCHEM_POLAR_SURFACE_AREA>
85.22000000000001

> <JCHEM_REFRACTIVITY>
110.12360000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.49e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(6R,7R,17S,18R)-3,6-dihydroxy-4,6,7,15,17,18-hexamethyl-8,11,19-trioxapentacyclo[10.7.1.0^{2,10}.0^{5,9}.0^{16,20}]icosa-1(20),2,4,9,12,15-hexaen-14-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 53 57  0  0  0  0  0  0  0  0999 V2000
   -3.3966   -1.8367    1.7604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5528   -1.0221    0.8396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1037   -0.3010   -0.1650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3186    0.4585   -1.0032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9506    0.4997   -0.8355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1949    1.2236   -1.6338 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1022    1.2857   -1.5032 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8948    2.0352   -2.3273 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2466    2.0569   -2.1315 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9825    2.7556   -2.9021 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9150    1.3518   -1.1219 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3680    1.4592   -0.9901 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1512    0.5801   -0.2669 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7536    0.5267   -0.4326 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9525   -0.2281    0.3950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3981   -0.2373    0.1895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1686   -1.0271    1.0685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6214   -1.7172    2.0317 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5765   -0.9685    1.4238 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9074   -1.4556    1.0735 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4132   -2.0693    2.3577 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7010   -0.1681    0.8443 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1375   -0.3758    1.0263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1805    1.0729   -1.9221 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4809    1.0990   -1.3949 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8029    2.3106   -0.5865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5382   -0.1543   -0.5793 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9893   -1.2684   -1.4899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3648   -0.0574    0.5297 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7801   -2.4204    2.4575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9812   -1.1073    2.3788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0544   -2.4617    1.1325 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4285    2.6055   -3.1315 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6410    2.4231   -1.5865 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9549    0.7241   -1.5997 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7736    1.7174   -0.0211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0457   -2.1023    2.6232 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8918   -2.1134    0.2149 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8111   -1.3268    3.0692 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5396   -2.5339    2.9063 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1241   -2.9101    2.1963 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3804    0.4480    1.7628 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7630   -0.6391    0.1828 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5485    0.3532    1.7554 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2272   -1.3471    1.6594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1705    1.0545   -2.2702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1274    3.1531   -0.8166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8457    2.6131   -0.8029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6759    2.1227    0.5126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9379   -0.9144   -1.9651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1253   -2.2322   -0.9959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1996   -1.3817   -2.2646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1802    0.4470    0.3484 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 15 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
  4 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 27 29  1  1
 17  2  1  0
 27  3  1  0
 16  5  1  0
 14  7  1  0
 22 13  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  8 33  1  0
 12 34  1  0
 12 35  1  0
 12 36  1  0
 18 37  1  0
 20 38  1  6
 21 39  1  0
 21 40  1  0
 21 41  1  0
 22 42  1  1
 23 43  1  0
 23 44  1  0
 23 45  1  0
 25 46  1  6
 26 47  1  0
 26 48  1  0
 26 49  1  0
 28 50  1  0
 28 51  1  0
 28 52  1  0
 29 53  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      -3.397  -1.837   1.760  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.553  -1.022   0.840  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.104  -0.301  -0.165  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.319   0.459  -1.003  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.951   0.500  -0.836  0.00  0.00           C+0
HETATM    6  O   UNK     0      -0.195   1.224  -1.634  0.00  0.00           O+0
HETATM    7  C   UNK     0       1.102   1.286  -1.503  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.895   2.035  -2.327  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.247   2.057  -2.131  0.00  0.00           C+0
HETATM   10  O   UNK     0       3.982   2.756  -2.902  0.00  0.00           O+0
HETATM   11  C   UNK     0       3.915   1.352  -1.122  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.368   1.459  -0.990  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.151   0.580  -0.267  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.754   0.527  -0.433  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.953  -0.228   0.395  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.398  -0.237   0.190  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.169  -1.027   1.069  0.00  0.00           C+0
HETATM   18  O   UNK     0      -0.621  -1.717   2.032  0.00  0.00           O+0
HETATM   19  O   UNK     0       1.577  -0.969   1.424  0.00  0.00           O+0
HETATM   20  C   UNK     0       2.907  -1.456   1.073  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.413  -2.069   2.358  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.701  -0.168   0.844  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.138  -0.376   1.026  0.00  0.00           C+0
HETATM   24  O   UNK     0      -3.180   1.073  -1.922  0.00  0.00           O+0
HETATM   25  C   UNK     0      -4.481   1.099  -1.395  0.00  0.00           C+0
HETATM   26  C   UNK     0      -4.803   2.311  -0.587  0.00  0.00           C+0
HETATM   27  C   UNK     0      -4.538  -0.154  -0.579  0.00  0.00           C+0
HETATM   28  C   UNK     0      -4.989  -1.268  -1.490  0.00  0.00           C+0
HETATM   29  O   UNK     0      -5.365  -0.057   0.530  0.00  0.00           O+0
HETATM   30  H   UNK     0      -2.780  -2.420   2.458  0.00  0.00           H+0
HETATM   31  H   UNK     0      -3.981  -1.107   2.379  0.00  0.00           H+0
HETATM   32  H   UNK     0      -4.054  -2.462   1.133  0.00  0.00           H+0
HETATM   33  H   UNK     0       1.429   2.606  -3.131  0.00  0.00           H+0
HETATM   34  H   UNK     0       5.641   2.423  -1.587  0.00  0.00           H+0
HETATM   35  H   UNK     0       5.955   0.724  -1.600  0.00  0.00           H+0
HETATM   36  H   UNK     0       5.774   1.717  -0.021  0.00  0.00           H+0
HETATM   37  H   UNK     0      -0.046  -2.102   2.623  0.00  0.00           H+0
HETATM   38  H   UNK     0       2.892  -2.113   0.215  0.00  0.00           H+0
HETATM   39  H   UNK     0       3.811  -1.327   3.069  0.00  0.00           H+0
HETATM   40  H   UNK     0       2.540  -2.534   2.906  0.00  0.00           H+0
HETATM   41  H   UNK     0       4.124  -2.910   2.196  0.00  0.00           H+0
HETATM   42  H   UNK     0       3.380   0.448   1.763  0.00  0.00           H+0
HETATM   43  H   UNK     0       5.763  -0.639   0.183  0.00  0.00           H+0
HETATM   44  H   UNK     0       5.548   0.353   1.755  0.00  0.00           H+0
HETATM   45  H   UNK     0       5.227  -1.347   1.659  0.00  0.00           H+0
HETATM   46  H   UNK     0      -5.170   1.054  -2.270  0.00  0.00           H+0
HETATM   47  H   UNK     0      -4.127   3.153  -0.817  0.00  0.00           H+0
HETATM   48  H   UNK     0      -5.846   2.613  -0.803  0.00  0.00           H+0
HETATM   49  H   UNK     0      -4.676   2.123   0.513  0.00  0.00           H+0
HETATM   50  H   UNK     0      -5.938  -0.914  -1.965  0.00  0.00           H+0
HETATM   51  H   UNK     0      -5.125  -2.232  -0.996  0.00  0.00           H+0
HETATM   52  H   UNK     0      -4.200  -1.382  -2.265  0.00  0.00           H+0
HETATM   53  H   UNK     0      -6.180   0.447   0.348  0.00  0.00           H+0
CONECT    1    2   30   31   32                                             
CONECT    2    1    3   17                                                  
CONECT    3    2    4   27                                                  
CONECT    4    3    5   24                                                  
CONECT    5    4    6   16                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   14                                                  
CONECT    8    7    9   33                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   13                                                  
CONECT   12   11   34   35   36                                             
CONECT   13   11   14   22                                                  
CONECT   14   13   15    7                                                  
CONECT   15   14   16   19                                                  
CONECT   16   15   17    5                                                  
CONECT   17   16   18    2                                                  
CONECT   18   17   37                                                       
CONECT   19   15   20                                                       
CONECT   20   19   21   22   38                                             
CONECT   21   20   39   40   41                                             
CONECT   22   20   23   13   42                                             
CONECT   23   22   43   44   45                                             
CONECT   24    4   25                                                       
CONECT   25   24   26   27   46                                             
CONECT   26   25   47   48   49                                             
CONECT   27   25   28   29    3                                             
CONECT   28   27   50   51   52                                             
CONECT   29   27   53                                                       
CONECT   30    1                                                            
CONECT   31    1                                                            
CONECT   32    1                                                            
CONECT   33    8                                                            
CONECT   34   12                                                            
CONECT   35   12                                                            
CONECT   36   12                                                            
CONECT   37   18                                                            
CONECT   38   20                                                            
CONECT   39   21                                                            
CONECT   40   21                                                            
CONECT   41   21                                                            
CONECT   42   22                                                            
CONECT   43   23                                                            
CONECT   44   23                                                            
CONECT   45   23                                                            
CONECT   46   25                                                            
CONECT   47   26                                                            
CONECT   48   26                                                            
CONECT   49   26                                                            
CONECT   50   28                                                            
CONECT   51   28                                                            
CONECT   52   28                                                            
CONECT   53   29                                                            
MASTER        0    0    0    0    0    0    0    0   53    0  114    0
END

RDKit          3D

53 57  0  0  0  0  0  0  0  0999 V2000
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   -2.5528   -1.0221    0.8396 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.8111   -1.3268    3.0692 H   0  0  0  0  0  0  0  0  0  0  0  0
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    5.7630   -0.6391    0.1828 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5485    0.3532    1.7554 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2272   -1.3471    1.6594 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.9379   -0.9144   -1.9651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1253   -2.2322   -0.9959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1996   -1.3817   -2.2646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1802    0.4470    0.3484 H   0  0  0  0  0  0  0  0  0  0  0  0
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  4 24  1  0
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 17  2  1  0
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  1 30  1  0
  1 31  1  0
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  8 33  1  0
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 28 51  1  0
 28 52  1  0
 29 53  1  0
M  END

View in JSmol View NMR Assignments View DFT Assignments 3D Conformers

Synonyms

Not Available

Chemical Formula

C₂₃H₂₄O₆

Average Mass

396.4390 Da

Monoisotopic Mass

396.15729 Da

IUPAC Name

(6R,7R,17S,18R)-3,6-dihydroxy-4,6,7,15,17,18-hexamethyl-8,11,19-trioxapentacyclo[10.7.1.0^{2,10}.0^{5,9}.0^{16,20}]icosa-1(20),2,4,9,12,15-hexaen-14-one

Traditional Name

(6R,7R,17S,18R)-3,6-dihydroxy-4,6,7,15,17,18-hexamethyl-8,11,19-trioxapentacyclo[10.7.1.0^{2,10}.0^{5,9}.0^{16,20}]icosa-1(20),2,4,9,12,15-hexaen-14-one

CAS Registry Number

Not Available

SMILES

C[C@H]1OC2=C(C(C)=C(O)C3=C2OC2=CC(=O)C(C)=C4[C@H](C)[C@@H](C)OC3=C24)[C@@]1(C)O

InChI Identifier

InChI=1S/C23H24O6/c1-8-11(4)27-20-16-14(7-13(24)9(2)15(8)16)29-21-17(20)19(25)10(3)18-22(21)28-12(5)23(18,6)26/h7-8,11-12,25-26H,1-6H3/t8-,11-,12-,23+/m1/s1

InChI Key

CRSYXEQNEAGMIY-JYUKFHQISA-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
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, 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	19282879
Penicillium chrysogenum	LOTUS Database	35616633

Species Where Detected

Species Name	Source	Reference
Penicillium notatum B-52	KNApSAcK Database	22123792

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	3.25	ALOGPS
logP	2.4	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	6.51	ChemAxon
pKa (Strongest Basic)	2.07	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	85.22 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	110.12 m³·mol⁻¹	ChemAxon
Polarizability	43.25 Å³	ChemAxon
Number of Rings	5	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

NPA018469

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00053659

Chemspider ID

28286263

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

42631324

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Xin ZH, Wang WL, Zhang YP, Xie H, Gu QQ, Zhu WM: Pennicitrinone D, a new citrinin dimer from the halotolerant fungus Penicillium notatum B-52. J Antibiot (Tokyo). 2009 Apr;62(4):225-7. doi: 10.1038/ja.2009.12. Epub 2009 Mar 13. [PubMed:19282879 ]

Showing NP-Card for Pennicitrinone D (NP0008365)

MOL for NP0008365 (Pennicitrinone D)

3D MOL for NP0008365 (Pennicitrinone D)

3D SDF for NP0008365 (Pennicitrinone D)

3D-SDF for NP0008365 (Pennicitrinone D)

PDB for NP0008365 (Pennicitrinone D)

3D PDB for NP0008365 (Pennicitrinone D)

SMILES for NP0008365 (Pennicitrinone D)

INCHI for NP0008365 (Pennicitrinone D)

Structure for NP0008365 (Pennicitrinone D)

3D Structure for NP0008365 (Pennicitrinone D)