NP-MRD: Showing NP-Card for A-74528 (NP0005962)

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Record Information

Version

1.0

Created at

2020-12-09 03:03:52 UTC

Updated at

2021-07-15 16:53:27 UTC

NP-MRD ID

NP0005962

Secondary Accession Numbers

None

Natural Product Identification

Common Name

A-74528

Provided By

NPAtlas

Description

(1R,12S,13R,14R,21S,22R)-4,6,8,13,16,18-hexahydroxy-22-[(4-hydroxy-2-oxo-2H-pyran-6-yl)methyl]-14-methylhexacyclo[17.3.1.0²,⁷.0⁹,²².0¹²,²¹.0¹⁵,²⁰]Tricosa-2(7),3,5,8,15(20),16,18-heptaene-10,23-dione belongs to the class of organic compounds known as phenanthrenes and derivatives. These are polycyclic compounds containing a phenanthrene moiety, which is a tricyclic aromatic compound with three non-linearly fused benzene. A-74528 is found in Streptomyces sp. It was first documented in 2005 (PMID: 16061376). Based on a literature review very few articles have been published on (1R,12S,13R,14R,21S,22R)-4,6,8,13,16,18-hexahydroxy-22-[(4-hydroxy-2-oxo-2H-pyran-6-yl)methyl]-14-methylhexacyclo[17.3.1.0²,⁷.0⁹,²².0¹²,²¹.0¹⁵,²⁰]Tricosa-2(7),3,5,8,15(20),16,18-heptaene-10,23-dione (PMID: 34380192) (PMID: 34380191) (PMID: 34380190) (PMID: 34380189).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118243D          

 65 71  0  0  0  0            999 V2000
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M  END

     RDKit          3D

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M  END


  Mrv1652306242118243D          

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M  END
> <DATABASE_ID>
NP0005962

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C(=O)OC(=C1[H])C([H])([H])[C@]12C3=C(O[H])C4=C(O[H])C([H])=C(O[H])C([H])=C4[C@@]1([H])C(=O)C1=C4C(=C(O[H])C([H])=C1O[H])[C@@]([H])(C([H])([H])[H])[C@]([H])(O[H])[C@@]([H])(C([H])([H])C3=O)[C@@]24[H]

> <INCHI_IDENTIFIER>
InChI=1S/C30H24O11/c1-9-20-16(34)7-17(35)22-23(20)24-14(27(9)38)6-18(36)26-28(39)21-13(3-11(32)4-15(21)33)25(29(22)40)30(24,26)8-12-2-10(31)5-19(37)41-12/h2-5,7,9,14,24-25,27,31-35,38-39H,6,8H2,1H3/t9-,14+,24-,25+,27+,30-/m1/s1

> <INCHI_KEY>
WAZKTFRGYZXOEK-MHIUQONVSA-N

> <FORMULA>
C30H24O11

> <MOLECULAR_WEIGHT>
560.511

> <EXACT_MASS>
560.131861593

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
53.84794658660718

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,12S,13R,14R,21S,22R)-4,6,8,13,16,18-hexahydroxy-22-[(4-hydroxy-2-oxo-2H-pyran-6-yl)methyl]-14-methylhexacyclo[17.3.1.0^{2,7}.0^{9,22}.0^{12,21}.0^{15,20}]tricosa-2,4,6,8,15,17,19-heptaene-10,23-dione

> <ALOGPS_LOGP>
2.38

> <JCHEM_LOGP>
1.9532499733333335

> <ALOGPS_LOGS>
-2.94

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.943828231619437

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.554024160617991

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0182892019055148

> <JCHEM_POLAR_SURFACE_AREA>
202.04999999999998

> <JCHEM_REFRACTIVITY>
145.69240000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.42e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,12S,13R,14R,21S,22R)-4,6,8,13,16,18-hexahydroxy-22-[(4-hydroxy-6-oxopyran-2-yl)methyl]-14-methylhexacyclo[17.3.1.0^{2,7}.0^{9,22}.0^{12,21}.0^{15,20}]tricosa-2,4,6,8,15,17,19-heptaene-10,23-dione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

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  8 48  1  0
 11 49  1  1
 12 50  1  6
 13 51  1  0
 13 52  1  0
 18 53  1  0
 21 54  1  0
 22 55  1  0
 24 56  1  0
 25 57  1  0
 27 58  1  1
 31 59  1  0
 31 60  1  0
 33 61  1  0
 35 62  1  0
 36 63  1  0
 40 64  1  6
 41 65  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      -3.755  -3.456  -0.158  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.538  -2.582  -0.069  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.775  -1.217   0.400  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.941  -0.793   0.985  0.00  0.00           C+0
HETATM    5  O   UNK     0      -4.952  -1.769   1.103  0.00  0.00           O+0
HETATM    6  C   UNK     0      -4.139   0.487   1.436  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.092   1.406   1.289  0.00  0.00           C+0
HETATM    8  O   UNK     0      -3.224   2.695   1.720  0.00  0.00           O+0
HETATM    9  C   UNK     0      -1.908   1.008   0.703  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.742  -0.290   0.259  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.504  -0.784  -0.380  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.863  -1.535  -1.625  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.203  -0.623  -2.794  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.034   0.279  -3.072  0.00  0.00           C+0
HETATM   15  O   UNK     0       0.432   0.467  -4.223  0.00  0.00           O+0
HETATM   16  C   UNK     0       0.527   0.931  -1.876  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.130   2.081  -2.036  0.00  0.00           C+0
HETATM   18  O   UNK     0       1.244   2.648  -3.324  0.00  0.00           O+0
HETATM   19  C   UNK     0       1.692   2.842  -0.917  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.468   3.968  -1.140  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.576   4.451  -2.430  0.00  0.00           O+0
HETATM   22  C   UNK     0       3.086   4.535  -0.049  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.982   4.059   1.240  0.00  0.00           C+0
HETATM   24  O   UNK     0       3.629   4.674   2.283  0.00  0.00           O+0
HETATM   25  C   UNK     0       2.182   2.917   1.409  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.557   2.337   0.347  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.589   1.246   0.539  0.00  0.00           C+0
HETATM   28  C   UNK     0      -0.782   1.898   0.519  0.00  0.00           C+0
HETATM   29  O   UNK     0      -0.961   3.115   0.356  0.00  0.00           O+0
HETATM   30  C   UNK     0       0.556   0.232  -0.564  0.00  0.00           C+0
HETATM   31  C   UNK     0       1.964  -0.409  -0.552  0.00  0.00           C+0
HETATM   32  C   UNK     0       2.303  -1.109   0.665  0.00  0.00           C+0
HETATM   33  C   UNK     0       2.106  -2.460   0.796  0.00  0.00           C+0
HETATM   34  C   UNK     0       2.418  -3.167   1.954  0.00  0.00           C+0
HETATM   35  O   UNK     0       2.206  -4.533   2.055  0.00  0.00           O+0
HETATM   36  C   UNK     0       2.949  -2.446   3.001  0.00  0.00           C+0
HETATM   37  C   UNK     0       3.127  -1.091   2.816  0.00  0.00           C+0
HETATM   38  O   UNK     0       3.621  -0.463   3.809  0.00  0.00           O+0
HETATM   39  O   UNK     0       2.818  -0.473   1.711  0.00  0.00           O+0
HETATM   40  C   UNK     0      -1.982  -2.486  -1.475  0.00  0.00           C+0
HETATM   41  O   UNK     0      -1.620  -3.795  -1.873  0.00  0.00           O+0
HETATM   42  H   UNK     0      -4.572  -3.053  -0.776  0.00  0.00           H+0
HETATM   43  H   UNK     0      -3.411  -4.371  -0.740  0.00  0.00           H+0
HETATM   44  H   UNK     0      -4.079  -3.886   0.816  0.00  0.00           H+0
HETATM   45  H   UNK     0      -1.806  -3.129   0.571  0.00  0.00           H+0
HETATM   46  H   UNK     0      -5.843  -1.571   1.513  0.00  0.00           H+0
HETATM   47  H   UNK     0      -5.052   0.802   1.890  0.00  0.00           H+0
HETATM   48  H   UNK     0      -2.600   3.442   1.707  0.00  0.00           H+0
HETATM   49  H   UNK     0      -0.086  -1.570   0.321  0.00  0.00           H+0
HETATM   50  H   UNK     0       0.037  -2.111  -1.972  0.00  0.00           H+0
HETATM   51  H   UNK     0      -2.117  -0.016  -2.591  0.00  0.00           H+0
HETATM   52  H   UNK     0      -1.388  -1.264  -3.665  0.00  0.00           H+0
HETATM   53  H   UNK     0       2.002   2.373  -3.943  0.00  0.00           H+0
HETATM   54  H   UNK     0       3.147   5.280  -2.592  0.00  0.00           H+0
HETATM   55  H   UNK     0       3.692   5.425  -0.257  0.00  0.00           H+0
HETATM   56  H   UNK     0       3.225   5.423   2.847  0.00  0.00           H+0
HETATM   57  H   UNK     0       2.090   2.531   2.413  0.00  0.00           H+0
HETATM   58  H   UNK     0       0.677   0.774   1.542  0.00  0.00           H+0
HETATM   59  H   UNK     0       2.014  -1.055  -1.462  0.00  0.00           H+0
HETATM   60  H   UNK     0       2.654   0.453  -0.786  0.00  0.00           H+0
HETATM   61  H   UNK     0       1.692  -3.048  -0.039  0.00  0.00           H+0
HETATM   62  H   UNK     0       2.929  -5.195   1.787  0.00  0.00           H+0
HETATM   63  H   UNK     0       3.222  -2.933   3.950  0.00  0.00           H+0
HETATM   64  H   UNK     0      -2.872  -2.243  -2.129  0.00  0.00           H+0
HETATM   65  H   UNK     0      -1.701  -3.852  -2.859  0.00  0.00           H+0
CONECT    1    2   42   43   44                                             
CONECT    2    1    3   40   45                                             
CONECT    3    2    4   10                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4   46                                                       
CONECT    6    4    7   47                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7   48                                                       
CONECT    9    7   10   28                                                  
CONECT   10    9   11    3                                                  
CONECT   11   10   12   30   49                                             
CONECT   12   11   13   40   50                                             
CONECT   13   12   14   51   52                                             
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   30                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17   53                                                       
CONECT   19   17   20   26                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20   54                                                       
CONECT   22   20   23   55                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23   56                                                       
CONECT   25   23   26   57                                                  
CONECT   26   25   27   19                                                  
CONECT   27   26   28   30   58                                             
CONECT   28   27   29    9                                                  
CONECT   29   28                                                            
CONECT   30   27   31   11   16                                             
CONECT   31   30   32   59   60                                             
CONECT   32   31   33   39                                                  
CONECT   33   32   34   61                                                  
CONECT   34   33   35   36                                                  
CONECT   35   34   62                                                       
CONECT   36   34   37   63                                                  
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   32                                                       
CONECT   40   12   41    2   64                                             
CONECT   41   40   65                                                       
CONECT   42    1                                                            
CONECT   43    1                                                            
CONECT   44    1                                                            
CONECT   45    2                                                            
CONECT   46    5                                                            
CONECT   47    6                                                            
CONECT   48    8                                                            
CONECT   49   11                                                            
CONECT   50   12                                                            
CONECT   51   13                                                            
CONECT   52   13                                                            
CONECT   53   18                                                            
CONECT   54   21                                                            
CONECT   55   22                                                            
CONECT   56   24                                                            
CONECT   57   25                                                            
CONECT   58   27                                                            
CONECT   59   31                                                            
CONECT   60   31                                                            
CONECT   61   33                                                            
CONECT   62   35                                                            
CONECT   63   36                                                            
CONECT   64   40                                                            
CONECT   65   41                                                            
MASTER        0    0    0    0    0    0    0    0   65    0  142    0
END

RDKit          3D

65 71  0  0  0  0  0  0  0  0999 V2000
   -3.7550   -3.4561   -0.1577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5375   -2.5818   -0.0693 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7753   -1.2166    0.3995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9413   -0.7929    0.9853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9522   -1.7688    1.1027 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1393    0.4871    1.4362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0917    1.4058    1.2887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2236    2.6948    1.7196 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9078    1.0078    0.7026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7423   -0.2896    0.2585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5045   -0.7840   -0.3800 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8628   -1.5352   -1.6253 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2030   -0.6234   -2.7938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0338    0.2789   -3.0722 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4315    0.4666   -4.2231 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5267    0.9306   -1.8759 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1303    2.0807   -2.0360 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2441    2.6480   -3.3238 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6922    2.8417   -0.9172 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4681    3.9680   -1.1401 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5757    4.4508   -2.4299 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0858    4.5354   -0.0491 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9825    4.0587    1.2404 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6290    4.6737    2.2829 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1818    2.9174    1.4088 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5570    2.3370    0.3467 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5892    1.2460    0.5393 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7821    1.8977    0.5189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9609    3.1150    0.3560 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5564    0.2324   -0.5644 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9636   -0.4093   -0.5524 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3025   -1.1088    0.6653 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1057   -2.4599    0.7961 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4178   -3.1669    1.9538 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2062   -4.5329    2.0546 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9491   -2.4464    3.0010 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1269   -1.0905    2.8164 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6207   -0.4628    3.8089 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8181   -0.4728    1.7110 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9818   -2.4861   -1.4748 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6197   -3.7945   -1.8729 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5725   -3.0531   -0.7762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4114   -4.3708   -0.7395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0790   -3.8857    0.8159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8063   -3.1293    0.5705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8425   -1.5711    1.5133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0520    0.8023    1.8896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6005    3.4418    1.7073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0858   -1.5696    0.3212 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0371   -2.1113   -1.9717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1172   -0.0158   -2.5909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3881   -1.2641   -3.6647 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0017    2.3732   -3.9434 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1474    5.2803   -2.5925 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6923    5.4245   -0.2574 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2251    5.4229    2.8468 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0899    2.5307    2.4125 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6766    0.7736    1.5416 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0140   -1.0548   -1.4622 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6541    0.4530   -0.7858 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6921   -3.0477   -0.0388 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9288   -5.1952    1.7865 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2221   -2.9332    3.9501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8716   -2.2434   -2.1286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7009   -3.8521   -2.8590 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 27 30  1  0
 30 31  1  6
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  1  0
 34 36  2  0
 36 37  1  0
 37 38  2  0
 37 39  1  0
 12 40  1  0
 40 41  1  0
 40  2  1  0
 10  3  1  0
 30 11  1  0
 39 32  1  0
 28  9  1  0
 30 16  1  0
 26 19  1  0
  1 42  1  0
  1 43  1  0
  1 44  1  0
  2 45  1  1
  5 46  1  0
  6 47  1  0
  8 48  1  0
 11 49  1  1
 12 50  1  6
 13 51  1  0
 13 52  1  0
 18 53  1  0
 21 54  1  0
 22 55  1  0
 24 56  1  0
 25 57  1  0
 27 58  1  1
 31 59  1  0
 31 60  1  0
 33 61  1  0
 35 62  1  0
 36 63  1  0
 40 64  1  6
 41 65  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₃₀H₂₄O₁₁

Average Mass

560.5110 Da

Monoisotopic Mass

560.13186 Da

IUPAC Name

(1R,12S,13R,14R,21S,22R)-4,6,8,13,16,18-hexahydroxy-22-[(4-hydroxy-2-oxo-2H-pyran-6-yl)methyl]-14-methylhexacyclo[17.3.1.0^{2,7}.0^{9,22}.0^{12,21}.0^{15,20}]tricosa-2,4,6,8,15,17,19-heptaene-10,23-dione

Traditional Name

(1R,12S,13R,14R,21S,22R)-4,6,8,13,16,18-hexahydroxy-22-[(4-hydroxy-6-oxopyran-2-yl)methyl]-14-methylhexacyclo[17.3.1.0^{2,7}.0^{9,22}.0^{12,21}.0^{15,20}]tricosa-2,4,6,8,15,17,19-heptaene-10,23-dione

CAS Registry Number

Not Available

SMILES

C[C@H]1[C@H](O)[C@H]2CC(=O)C3=C(O)C4=C(O)C=C(O)C=C4[C@H]4C(=O)C5=C([C@@H]2[C@@]34CC2=CC(O)=CC(=O)O2)C1=C(O)C=C5O

InChI Identifier

InChI=1S/C30H24O11/c1-9-20-16(34)7-17(35)22-23(20)24-14(27(9)38)6-18(36)26-28(39)21-13(3-11(32)4-15(21)33)25(29(22)40)30(24,26)8-12-2-10(31)5-19(37)41-12/h2-5,7,9,14,24-25,27,31-35,38-39H,6,8H2,1H3/t9-,14+,24-,25+,27+,30-/m1/s1

InChI Key

WAZKTFRGYZXOEK-MHIUQONVSA-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
Streptomyces sp.	NPAtlas	16061376

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenanthrenes and derivatives. These are polycyclic compounds containing a phenanthrene moiety, which is a tricyclic aromatic compound with three non-linearly fused benzene.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenanthrenes and derivatives

Sub Class

Not Available

Direct Parent

Phenanthrenes and derivatives

Alternative Parents

Substituents

Phenanthrene
1-naphthol
Naphthalene
Tetralin
Aryl ketone
Aryl alkyl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Pyranone
Pyran
Heteroaromatic compound
Vinylogous acid
Secondary alcohol
Lactone
Ketone
Organoheterocyclic compound
Oxacycle
Polyol
Enol
Alcohol
Hydrocarbon derivative
Organooxygen compound
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	2.38	ALOGPS
logP	1.95	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	5.55	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	202.05 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	145.69 m³·mol⁻¹	ChemAxon
Polarizability	53.85 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA019443

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

23263172

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

54707034

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Fujita Y, Kasuya A, Matsushita Y, Suga M, Kizuka M, Iijima Y, Ogita T: Structural elucidation of A-74528, an inhibitor for 2',5'-phosphodiesterase isolated from Streptomyces sp. Bioorg Med Chem Lett. 2005 Oct 1;15(19):4317-21. doi: 10.1016/j.bmcl.2005.06.047. [PubMed:16061376 ]
Kim S, Park KY, Chung J, Kim YB, Lee JW, Huh SK: Comparative Analysis of Feasibility of the Retrograde Suction Decompression Technique for Microsurgical Treatment of Large and Giant Internal Carotid Artery Aneurysms. J Korean Neurosurg Soc. 2021 Aug 12. pii: jkns.2021.0066. doi: 10.3340/jkns.2021.0066. [PubMed:34380192 ]
Bahloul M, Kharrat S, Chtara K, Hafdhi M, Turki O, Baccouche N, Ammar R, Kallel N, Hsairi M, Chakroun-Walha O, Hamida CB, Chelly H, Mahfoudh KB, Karoui A, Karray H, Rekik N, Bouaziz M: Clinical characteristics and outcomes of critically ill COVID-19 patients in Sfax, Tunisia. Acute Crit Care. 2021 Aug 12. pii: acc.2021.00129. doi: 10.4266/acc.2021.00129. [PubMed:34380191 ]
Yi J, Kim KH: Identification and infection control of carbapenem-resistant Enterobacterales in intensive care units. Acute Crit Care. 2021 Aug 12. pii: acc.2021.00409. doi: 10.4266/acc.2021.00409. [PubMed:34380190 ]
Lee Y, Kim SH, Hwang HY, Sohn SH, Choi JW, Kim KH: Perfusion parameters during cardiopulmonary bypass as a predictor of acute kidney injury after aortic valve replacement. Acute Crit Care. 2021 Aug 12. pii: acc.2021.00094. doi: 10.4266/acc.2021.00094. [PubMed:34380189 ]

Showing NP-Card for A-74528 (NP0005962)

MOL for NP0005962 (A-74528)

3D MOL for NP0005962 (A-74528)

3D SDF for NP0005962 (A-74528)

3D-SDF for NP0005962 (A-74528)

PDB for NP0005962 (A-74528)

3D PDB for NP0005962 (A-74528)

SMILES for NP0005962 (A-74528)

INCHI for NP0005962 (A-74528)

Structure for NP0005962 (A-74528)

3D Structure for NP0005962 (A-74528)