NP-MRD: Showing NP-Card for Cytoskyrin B (NP0003563)

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Record Information

Version

2.0

Created at

2020-12-09 00:46:49 UTC

Updated at

2021-07-15 16:46:45 UTC

NP-MRD ID

NP0003563

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Cytoskyrin B

Provided By

NPAtlas

Description

8,14,23,25,28-Pentahydroxy-6,21-dimethoxyoctacyclo[14.11.1.0²,¹¹.0²,¹⁵.0⁴,⁹.0¹³,¹⁷.0¹⁷,²⁶.0¹⁹,²⁴]Octacosa-4(9),5,7,19(24),20,22,25-heptaene-3,10,12,18,27-pentone belongs to the class of organic compounds known as hydroxyanthraquinones. Hydroxyanthraquinones are compounds containing a hydroxyanthraquinone moiety, which consists of an anthracene bearing a quinone, and hydroxyl group. Cytoskyrin B is found in Cytospora sp. Cytoskyrin B was first documented in 2000 (PMID: 11112640). Based on a literature review very few articles have been published on 8,14,23,25,28-pentahydroxy-6,21-dimethoxyoctacyclo[14.11.1.0²,¹¹.0²,¹⁵.0⁴,⁹.0¹³,¹⁷.0¹⁷,²⁶.0¹⁹,²⁴]Octacosa-4(9),5,7,19(24),20,22,25-heptaene-3,10,12,18,27-pentone.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242117483D          

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M  END

     RDKit          3D

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M  END


  Mrv1652306242117483D          

 64 71  0  0  0  0            999 V2000
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 21 22  1  0  0  0  0
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  9  3  1  0  0  0  0
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M  END
> <DATABASE_ID>
NP0003563

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C2C(O[H])=C3C(=O)[C@@]4([H])[C@]([H])(O[H])[C@]5([H])[C@@]6([H])[C@@]([H])(O[H])[C@]([H])(C(=O)[C@]7([H])C(=O)C8=C(O[H])C([H])=C(OC([H])([H])[H])C([H])=C8C(=O)[C@]467)[C@]35C(=O)C2=C([H])C(OC([H])([H])[H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C30H22O12/c1-41-7-3-9-13(11(31)5-7)21(33)17-25(37)20-23(35)15-16-24(36)19(29(15,17)27(9)39)26(38)18-22(34)14-10(28(40)30(16,18)20)4-8(42-2)6-12(14)32/h3-6,15-17,19-20,23-24,31-32,34-36H,1-2H3/t15-,16-,17-,19+,20+,23+,24+,29+,30+/m0/s1

> <INCHI_KEY>
SQMILYRPJCVQSQ-UHFFFAOYSA-N

> <FORMULA>
C30H22O12

> <MOLECULAR_WEIGHT>
574.494

> <EXACT_MASS>
574.111126148

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
55.36574730829176

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2S,11R,13R,14R,15R,16R,17S,28R)-8,14,23,25,28-pentahydroxy-6,21-dimethoxyoctacyclo[14.11.1.0^{2,11}.0^{2,15}.0^{4,9}.0^{13,17}.0^{17,26}.0^{19,24}]octacosa-4,6,8,19,21,23,25-heptaene-3,10,12,18,27-pentone

> <ALOGPS_LOGP>
1.96

> <JCHEM_LOGP>
-0.09105652733333412

> <ALOGPS_LOGS>
-2.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.062545273281065

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.950658080153256

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0537148511307715

> <JCHEM_POLAR_SURFACE_AREA>
204.95999999999998

> <JCHEM_REFRACTIVITY>
140.6411

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.13e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,11R,13R,14R,15R,16R,17S,28R)-8,14,23,25,28-pentahydroxy-6,21-dimethoxyoctacyclo[14.11.1.0^{2,11}.0^{2,15}.0^{4,9}.0^{13,17}.0^{17,26}.0^{19,24}]octacosa-4,6,8,19,21,23,25-heptaene-3,10,12,18,27-pentone

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

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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      -7.974  -0.003   0.948  0.00  0.00           C+0
HETATM    2  O   UNK     0      -7.645   0.398  -0.375  0.00  0.00           O+0
HETATM    3  C   UNK     0      -6.331   0.306  -0.808  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.010   0.696  -2.096  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.722   0.628  -2.583  0.00  0.00           C+0
HETATM    6  O   UNK     0      -4.442   1.026  -3.874  0.00  0.00           O+0
HETATM    7  C   UNK     0      -3.695   0.155  -1.769  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.037  -0.228  -0.489  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.329  -0.157  -0.008  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.956  -0.722   0.357  0.00  0.00           C+0
HETATM   11  O   UNK     0      -3.306  -1.380   1.389  0.00  0.00           O+0
HETATM   12  C   UNK     0      -1.535  -0.500   0.079  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.242  -0.577  -1.409  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.313   0.058  -2.223  0.00  0.00           C+0
HETATM   15  O   UNK     0      -2.052   0.544  -3.358  0.00  0.00           O+0
HETATM   16  C   UNK     0       0.090  -0.034  -1.709  0.00  0.00           C+0
HETATM   17  O   UNK     0       0.722  -0.435  -2.654  0.00  0.00           O+0
HETATM   18  C   UNK     0       0.641   1.017  -0.824  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.581   1.797  -0.315  0.00  0.00           C+0
HETATM   20  O   UNK     0      -0.214   2.946   0.345  0.00  0.00           O+0
HETATM   21  C   UNK     0      -1.127   0.811   0.691  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.157   0.471   1.462  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.229  -0.887   2.020  0.00  0.00           C+0
HETATM   24  O   UNK     0      -1.228  -0.697   2.943  0.00  0.00           O+0
HETATM   25  C   UNK     0      -0.743  -1.585   0.750  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.492  -1.928  -0.011  0.00  0.00           C+0
HETATM   27  O   UNK     0       0.629  -2.898  -0.776  0.00  0.00           O+0
HETATM   28  C   UNK     0       1.620  -1.018   0.191  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.882  -1.437   0.101  0.00  0.00           C+0
HETATM   30  O   UNK     0       3.063  -2.794  -0.206  0.00  0.00           O+0
HETATM   31  C   UNK     0       4.047  -0.589   0.305  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.338  -1.047   0.197  0.00  0.00           C+0
HETATM   33  O   UNK     0       5.633  -2.330  -0.109  0.00  0.00           O+0
HETATM   34  C   UNK     0       6.370  -0.114   0.419  0.00  0.00           C+0
HETATM   35  C   UNK     0       6.176   1.194   0.730  0.00  0.00           C+0
HETATM   36  O   UNK     0       7.252   2.071   0.938  0.00  0.00           O+0
HETATM   37  C   UNK     0       8.551   1.529   0.809  0.00  0.00           C+0
HETATM   38  C   UNK     0       4.873   1.631   0.834  0.00  0.00           C+0
HETATM   39  C   UNK     0       3.822   0.731   0.620  0.00  0.00           C+0
HETATM   40  C   UNK     0       2.441   1.220   0.738  0.00  0.00           C+0
HETATM   41  O   UNK     0       2.294   2.412   1.107  0.00  0.00           O+0
HETATM   42  C   UNK     0       1.255   0.410   0.454  0.00  0.00           C+0
HETATM   43  H   UNK     0      -7.963  -1.086   1.089  0.00  0.00           H+0
HETATM   44  H   UNK     0      -7.235   0.472   1.652  0.00  0.00           H+0
HETATM   45  H   UNK     0      -8.985   0.453   1.151  0.00  0.00           H+0
HETATM   46  H   UNK     0      -6.824   1.069  -2.738  0.00  0.00           H+0
HETATM   47  H   UNK     0      -5.198   1.365  -4.447  0.00  0.00           H+0
HETATM   48  H   UNK     0      -5.545  -0.467   0.994  0.00  0.00           H+0
HETATM   49  H   UNK     0      -1.242  -1.655  -1.673  0.00  0.00           H+0
HETATM   50  H   UNK     0       1.325   1.700  -1.331  0.00  0.00           H+0
HETATM   51  H   UNK     0      -1.252   2.005  -1.147  0.00  0.00           H+0
HETATM   52  H   UNK     0      -0.673   2.988   1.234  0.00  0.00           H+0
HETATM   53  H   UNK     0      -1.880   1.246   1.363  0.00  0.00           H+0
HETATM   54  H   UNK     0       0.341   1.217   2.257  0.00  0.00           H+0
HETATM   55  H   UNK     0       0.635  -1.454   2.395  0.00  0.00           H+0
HETATM   56  H   UNK     0      -1.415   0.248   3.146  0.00  0.00           H+0
HETATM   57  H   UNK     0      -1.341  -2.477   0.999  0.00  0.00           H+0
HETATM   58  H   UNK     0       2.910  -3.053  -1.194  0.00  0.00           H+0
HETATM   59  H   UNK     0       5.117  -3.107  -0.292  0.00  0.00           H+0
HETATM   60  H   UNK     0       7.380  -0.498   0.327  0.00  0.00           H+0
HETATM   61  H   UNK     0       8.586   0.645   1.511  0.00  0.00           H+0
HETATM   62  H   UNK     0       8.611   1.107  -0.226  0.00  0.00           H+0
HETATM   63  H   UNK     0       9.343   2.247   1.019  0.00  0.00           H+0
HETATM   64  H   UNK     0       4.667   2.662   1.079  0.00  0.00           H+0
CONECT    1    2   43   44   45                                             
CONECT    2    1    3                                                       
CONECT    3    2    4    9                                                  
CONECT    4    3    5   46                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5   47                                                       
CONECT    7    5    8   14                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8    3   48                                                  
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   21   25                                             
CONECT   13   12   14   16   49                                             
CONECT   14   13   15    7                                                  
CONECT   15   14                                                            
CONECT   16   13   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   42   50                                             
CONECT   19   18   20   21   51                                             
CONECT   20   19   52                                                       
CONECT   21   19   22   12   53                                             
CONECT   22   21   23   42   54                                             
CONECT   23   22   24   25   55                                             
CONECT   24   23   56                                                       
CONECT   25   23   26   12   57                                             
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   42                                                  
CONECT   29   28   30   31                                                  
CONECT   30   29   58                                                       
CONECT   31   29   32   39                                                  
CONECT   32   31   33   34                                                  
CONECT   33   32   59                                                       
CONECT   34   32   35   60                                                  
CONECT   35   34   36   38                                                  
CONECT   36   35   37                                                       
CONECT   37   36   61   62   63                                             
CONECT   38   35   39   64                                                  
CONECT   39   38   40   31                                                  
CONECT   40   39   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40   22   18   28                                             
CONECT   43    1                                                            
CONECT   44    1                                                            
CONECT   45    1                                                            
CONECT   46    4                                                            
CONECT   47    6                                                            
CONECT   48    9                                                            
CONECT   49   13                                                            
CONECT   50   18                                                            
CONECT   51   19                                                            
CONECT   52   20                                                            
CONECT   53   21                                                            
CONECT   54   22                                                            
CONECT   55   23                                                            
CONECT   56   24                                                            
CONECT   57   25                                                            
CONECT   58   30                                                            
CONECT   59   33                                                            
CONECT   60   34                                                            
CONECT   61   37                                                            
CONECT   62   37                                                            
CONECT   63   37                                                            
CONECT   64   38                                                            
MASTER        0    0    0    0    0    0    0    0   64    0  142    0
END

RDKit          3D

64 71  0  0  0  0  0  0  0  0999 V2000
   -7.9739   -0.0027    0.9480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6446    0.3975   -0.3750 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3309    0.3060   -0.8077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0097    0.6957   -2.0963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7220    0.6277   -2.5825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4425    1.0260   -3.8736 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6947    0.1550   -1.7692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0373   -0.2278   -0.4893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3288   -0.1572   -0.0084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9563   -0.7220    0.3573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3060   -1.3802    1.3886 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5346   -0.4995    0.0789 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2415   -0.5765   -1.4088 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3127    0.0582   -2.2229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0522    0.5439   -3.3579 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0904   -0.0338   -1.7086 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7224   -0.4350   -2.6542 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6406    1.0173   -0.8238 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5813    1.7967   -0.3152 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2141    2.9461    0.3448 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1272    0.8106    0.6910 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1567    0.4706    1.4618 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2293   -0.8873    2.0204 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2281   -0.6971    2.9431 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7432   -1.5851    0.7501 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4924   -1.9281   -0.0106 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6293   -2.8976   -0.7757 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6197   -1.0178    0.1912 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8821   -1.4371    0.1009 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0631   -2.7936   -0.2057 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0467   -0.5892    0.3054 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3377   -1.0469    0.1965 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6333   -2.3298   -0.1087 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3698   -0.1139    0.4185 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1759    1.1942    0.7298 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2524    2.0705    0.9383 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5511    1.5287    0.8093 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8731    1.6305    0.8338 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8217    0.7310    0.6197 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4406    1.2197    0.7377 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2941    2.4117    1.1074 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2551    0.4102    0.4538 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.9634   -1.0862    1.0885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2347    0.4724    1.6516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9854    0.4533    1.1512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8236    1.0692   -2.7376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1984    1.3652   -4.4473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5455   -0.4665    0.9940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2425   -1.6552   -1.6725 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3251    1.7002   -1.3311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2520    2.0054   -1.1465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6730    2.9880    1.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8802    1.2464    1.3629 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3408    1.2167    2.2566 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6352   -1.4540    2.3951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4151    0.2479    3.1455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3406   -2.4768    0.9994 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9105   -3.0527   -1.1936 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1174   -3.1068   -0.2924 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3803   -0.4979    0.3271 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5865    0.6446    1.5108 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6106    1.1065   -0.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3432    2.2468    1.0190 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6674    2.6619    1.0792 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
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 12 10  1  6
 12 13  1  0
 13 14  1  0
 14 15  2  0
 13 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  2  0
 29 30  1  0
 29 31  1  0
 31 32  2  0
 32 33  1  0
 32 34  1  0
 34 35  2  0
 35 36  1  0
 36 37  1  0
 35 38  1  0
 38 39  2  0
 39 40  1  0
 40 41  2  0
 42 40  1  1
  9  3  1  0
 21 12  1  0
 42 22  1  0
 14  7  1  0
 42 18  1  0
 25 12  1  0
 42 28  1  0
 39 31  1  0
  1 43  1  0
  1 44  1  0
  1 45  1  0
  4 46  1  0
  6 47  1  0
  9 48  1  0
 13 49  1  6
 18 50  1  6
 19 51  1  6
 20 52  1  0
 21 53  1  1
 22 54  1  1
 23 55  1  1
 24 56  1  0
 25 57  1  1
 30 58  1  0
 33 59  1  0
 34 60  1  0
 37 61  1  0
 37 62  1  0
 37 63  1  0
 38 64  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₃₀H₂₂O₁₂

Average Mass

574.4940 Da

Monoisotopic Mass

574.11113 Da

IUPAC Name

(1R,2S,11R,13R,14R,15R,16R,17S,28R)-8,14,23,25,28-pentahydroxy-6,21-dimethoxyoctacyclo[14.11.1.0^{2,11}.0^{2,15}.0^{4,9}.0^{13,17}.0^{17,26}.0^{19,24}]octacosa-4,6,8,19,21,23,25-heptaene-3,10,12,18,27-pentone

Traditional Name

CAS Registry Number

Not Available

SMILES

COC1=CC2=C(C(O)=C1)C(=O)C1C(=O)C3C(O)C4C5C(O)C(C(=O)C6=C(O)C7=C(C=C(OC)C=C7O)C(=O)C356)C14C2=O

InChI Identifier

InChI=1S/C30H22O12/c1-41-7-3-9-13(11(31)5-7)21(33)17-25(37)20-23(35)15-16-24(36)19(29(15,17)27(9)39)26(38)18-22(34)14-10(28(40)30(16,18)20)4-8(42-2)6-12(14)32/h3-6,15-17,19-20,23-24,31-32,34-36H,1-2H3

InChI Key

SQMILYRPJCVQSQ-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
Cytospora sp.	NPAtlas	11112640

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxyanthraquinones. Hydroxyanthraquinones are compounds containing a hydroxyanthraquinone moiety, which consists of an anthracene bearing a quinone, and hydroxyl group.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Hydroxyanthraquinones

Alternative Parents

Substituents

Hydroxyanthraquinone
1-naphthol
Tetralin
Naphthalene
Aryl alkyl ketone
Aryl ketone
Quinone
Anisole
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
1,3-diketone
Alkyl aryl ether
1,3-dicarbonyl compound
Vinylogous acid
Cyclic alcohol
Secondary alcohol
Ketone
Polyol
Ether
Enol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic 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	1.96	ALOGPS
logP	-0.091	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	4.95	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	204.96 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	140.64 m³·mol⁻¹	ChemAxon
Polarizability	55.37 Å³	ChemAxon
Number of Rings	8	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

NPA028998

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

146684976

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Brady SF, Singh MP, Janso JE, Clardy J: Cytoskyrins A and B, new BIA active bisanthraquinones isolated from an endophytic fungus. Org Lett. 2000 Dec 14;2(25):4047-9. doi: 10.1021/ol006681k. [PubMed:11112640 ]

Showing NP-Card for Cytoskyrin B (NP0003563)

MOL for NP0003563 (Cytoskyrin B)

3D MOL for NP0003563 (Cytoskyrin B)

3D SDF for NP0003563 (Cytoskyrin B)

3D-SDF for NP0003563 (Cytoskyrin B)

PDB for NP0003563 (Cytoskyrin B)

3D PDB for NP0003563 (Cytoskyrin B)

SMILES for NP0003563 (Cytoskyrin B)

INCHI for NP0003563 (Cytoskyrin B)

Structure for NP0003563 (Cytoskyrin B)

3D Structure for NP0003563 (Cytoskyrin B)