NP-MRD: Showing NP-Card for Hypocrellin B (NP0007222)

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Record Information

Version

2.0

Created at

2020-12-09 04:04:22 UTC

Updated at

2021-07-15 16:57:00 UTC

NP-MRD ID

NP0007222

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Hypocrellin B

Provided By

NPAtlas

Description

12-Acetyl-9,17-dihydroxy-5,10,16,21-tetramethoxy-13-methylhexacyclo[13.8.0.0²,¹¹.0³,⁸.0⁴,²².0¹⁸,²³]Tricosa-1(15),2(11),3(8),4(22),5,9,12,16,18(23),20-decaene-7,19-dione belongs to the class of organic compounds known as perylenequinones. These are heterocyclic compounds characterized by two 8-hydroxy-1,4-dihydronaphthalen-1-one moieties joined together one or two CC-bonds. Hypocrellin B is found in Shiraia bambusicola. It was first documented in 1991 (PMID: 1775581). Based on a literature review very few articles have been published on 12-acetyl-9,17-dihydroxy-5,10,16,21-tetramethoxy-13-methylhexacyclo[13.8.0.0²,¹¹.0³,⁸.0⁴,²².0¹⁸,²³]Tricosa-1(15),2(11),3(8),4(22),5,9,12,16,18(23),20-decaene-7,19-dione.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118383D          

 63 68  0  0  0  0            999 V2000
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M  END

     RDKit          3D

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M  END


  Mrv1652306242118383D          

 63 68  0  0  0  0            999 V2000
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   -0.7928   -1.2282    0.0887 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.7158    0.4939   -0.6480 H   0  0  0  0  0  0  0  0  0  0  0  0
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  4  5  1  0  0  0  0
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 36 63  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0007222

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(OC([H])([H])[H])C2=C3C4=C1C(=O)C([H])=C(OC([H])([H])[H])C4=C1C(OC([H])([H])[H])=C([H])C(=O)C4=C1C3=C(C(OC([H])([H])[H])=C4O[H])C([H])([H])C(=C2C(=O)C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C30H24O9/c1-10-7-12-18-23-19(27(34)29(12)38-5)13(32)8-15(36-3)21(23)22-16(37-4)9-14(33)20-25(22)24(18)26(17(10)11(2)31)30(39-6)28(20)35/h8-9,34-35H,7H2,1-6H3

> <INCHI_KEY>
SBMXTMAIKRQSQE-UHFFFAOYSA-N

> <FORMULA>
C30H24O9

> <MOLECULAR_WEIGHT>
528.513

> <EXACT_MASS>
528.142032353

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
63

> <JCHEM_AVERAGE_POLARIZABILITY>
55.67473597035644

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
12-acetyl-9,17-dihydroxy-5,10,16,21-tetramethoxy-13-methylhexacyclo[13.8.0.0^{2,11}.0^{3,8}.0^{4,22}.0^{18,23}]tricosa-1(15),2(11),3(8),4(22),5,9,12,16,18(23),20-decaene-7,19-dione

> <ALOGPS_LOGP>
3.66

> <JCHEM_LOGP>
3.7284923720000003

> <ALOGPS_LOGS>
-4.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.56721188851128

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.820922684076455

> <JCHEM_PKA_STRONGEST_BASIC>
3.6518323575790004

> <JCHEM_POLAR_SURFACE_AREA>
128.59

> <JCHEM_REFRACTIVITY>
146.48569999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.85e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
12-acetyl-9,17-dihydroxy-5,10,16,21-tetramethoxy-13-methylhexacyclo[13.8.0.0^{2,11}.0^{3,8}.0^{4,22}.0^{18,23}]tricosa-1(15),2(11),3(8),4(22),5,9,12,16,18(23),20-decaene-7,19-dione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 63 68  0  0  0  0  0  0  0  0999 V2000
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  1  2  1  0
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 36 63  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       2.395   4.628   1.300  0.00  0.00           C+0
HETATM    2  O   UNK     0       2.075   4.173  -0.002  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.034   3.222  -0.095  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.224   3.738  -0.246  0.00  0.00           C+0
HETATM    5  O   UNK     0      -0.463   5.103  -0.311  0.00  0.00           O+0
HETATM    6  C   UNK     0      -1.255   2.818  -0.333  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.506   3.396  -0.462  0.00  0.00           C+0
HETATM    8  O   UNK     0      -2.661   4.659  -0.514  0.00  0.00           O+0
HETATM    9  C   UNK     0      -3.603   2.609  -0.536  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.456   1.205  -0.478  0.00  0.00           C+0
HETATM   11  O   UNK     0      -4.632   0.520  -0.561  0.00  0.00           O+0
HETATM   12  C   UNK     0      -5.891   1.198  -0.693  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.224   0.633  -0.350  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.083  -0.742  -0.163  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.161  -1.568  -0.153  0.00  0.00           C+0
HETATM   16  O   UNK     0      -4.442  -1.232  -0.387  0.00  0.00           O+0
HETATM   17  C   UNK     0      -5.493  -2.215  -0.352  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.965  -2.931   0.122  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.734  -3.451   0.376  0.00  0.00           C+0
HETATM   20  O   UNK     0      -1.573  -4.685   0.625  0.00  0.00           O+0
HETATM   21  C   UNK     0      -0.654  -2.598   0.357  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.562  -3.228   0.580  0.00  0.00           C+0
HETATM   23  O   UNK     0       0.654  -4.581   0.857  0.00  0.00           O+0
HETATM   24  C   UNK     0       1.689  -2.444   0.513  0.00  0.00           C+0
HETATM   25  O   UNK     0       2.924  -3.018   0.759  0.00  0.00           O+0
HETATM   26  C   UNK     0       3.412  -3.028   2.106  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.566  -1.108   0.230  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.346  -0.441   0.029  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.219   0.929  -0.136  0.00  0.00           C+0
HETATM   30  C   UNK     0       1.261   1.870  -0.036  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.692   1.739   0.383  0.00  0.00           C+0
HETATM   32  C   UNK     0       3.354   0.571  -0.174  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.704   0.852  -0.672  0.00  0.00           C+0
HETATM   34  C   UNK     0       2.910  -0.684  -0.276  0.00  0.00           C+0
HETATM   35  C   UNK     0       3.700  -1.605  -1.043  0.00  0.00           C+0
HETATM   36  C   UNK     0       3.377  -2.939  -1.541  0.00  0.00           C+0
HETATM   37  O   UNK     0       4.902  -1.257  -1.425  0.00  0.00           O+0
HETATM   38  C   UNK     0      -1.061   1.455  -0.279  0.00  0.00           C+0
HETATM   39  C   UNK     0      -0.793  -1.228   0.089  0.00  0.00           C+0
HETATM   40  H   UNK     0       1.998   5.632   1.458  0.00  0.00           H+0
HETATM   41  H   UNK     0       3.521   4.677   1.390  0.00  0.00           H+0
HETATM   42  H   UNK     0       1.996   3.977   2.097  0.00  0.00           H+0
HETATM   43  H   UNK     0       0.333   5.720  -0.246  0.00  0.00           H+0
HETATM   44  H   UNK     0      -4.602   2.994  -0.640  0.00  0.00           H+0
HETATM   45  H   UNK     0      -6.011   1.881   0.175  0.00  0.00           H+0
HETATM   46  H   UNK     0      -5.882   1.820  -1.610  0.00  0.00           H+0
HETATM   47  H   UNK     0      -6.716   0.494  -0.648  0.00  0.00           H+0
HETATM   48  H   UNK     0      -5.182  -2.950  -1.159  0.00  0.00           H+0
HETATM   49  H   UNK     0      -5.561  -2.687   0.631  0.00  0.00           H+0
HETATM   50  H   UNK     0      -6.419  -1.771  -0.711  0.00  0.00           H+0
HETATM   51  H   UNK     0      -3.823  -3.607   0.140  0.00  0.00           H+0
HETATM   52  H   UNK     0       1.517  -5.061   1.021  0.00  0.00           H+0
HETATM   53  H   UNK     0       4.154  -2.206   2.165  0.00  0.00           H+0
HETATM   54  H   UNK     0       3.885  -3.992   2.351  0.00  0.00           H+0
HETATM   55  H   UNK     0       2.587  -2.855   2.812  0.00  0.00           H+0
HETATM   56  H   UNK     0       2.677   1.645   1.489  0.00  0.00           H+0
HETATM   57  H   UNK     0       3.252   2.655   0.142  0.00  0.00           H+0
HETATM   58  H   UNK     0       4.806   0.861  -1.773  0.00  0.00           H+0
HETATM   59  H   UNK     0       5.523   0.330  -0.121  0.00  0.00           H+0
HETATM   60  H   UNK     0       4.982   1.953  -0.427  0.00  0.00           H+0
HETATM   61  H   UNK     0       2.328  -3.213  -1.661  0.00  0.00           H+0
HETATM   62  H   UNK     0       3.657  -2.876  -2.711  0.00  0.00           H+0
HETATM   63  H   UNK     0       4.074  -3.759  -1.273  0.00  0.00           H+0
CONECT    1    2   40   41   42                                             
CONECT    2    1    3                                                       
CONECT    3    2    4   30                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4   43                                                       
CONECT    6    4    7   38                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   44                                                  
CONECT   10    9   11   13                                                  
CONECT   11   10   12                                                       
CONECT   12   11   45   46   47                                             
CONECT   13   10   14   38                                                  
CONECT   14   13   15   39                                                  
CONECT   15   14   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16   48   49   50                                             
CONECT   18   15   19   51                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   39                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22   52                                                       
CONECT   24   22   25   27                                                  
CONECT   25   24   26                                                       
CONECT   26   25   53   54   55                                             
CONECT   27   24   28   34                                                  
CONECT   28   27   29   39                                                  
CONECT   29   28   30   38                                                  
CONECT   30   29   31    3                                                  
CONECT   31   30   32   56   57                                             
CONECT   32   31   33   34                                                  
CONECT   33   32   58   59   60                                             
CONECT   34   32   35   27                                                  
CONECT   35   34   36   37                                                  
CONECT   36   35   61   62   63                                             
CONECT   37   35                                                            
CONECT   38   29    6   13                                                  
CONECT   39   28   14   21                                                  
CONECT   40    1                                                            
CONECT   41    1                                                            
CONECT   42    1                                                            
CONECT   43    5                                                            
CONECT   44    9                                                            
CONECT   45   12                                                            
CONECT   46   12                                                            
CONECT   47   12                                                            
CONECT   48   17                                                            
CONECT   49   17                                                            
CONECT   50   17                                                            
CONECT   51   18                                                            
CONECT   52   23                                                            
CONECT   53   26                                                            
CONECT   54   26                                                            
CONECT   55   26                                                            
CONECT   56   31                                                            
CONECT   57   31                                                            
CONECT   58   33                                                            
CONECT   59   33                                                            
CONECT   60   33                                                            
CONECT   61   36                                                            
CONECT   62   36                                                            
CONECT   63   36                                                            
MASTER        0    0    0    0    0    0    0    0   63    0  136    0
END

RDKit          3D

63 68  0  0  0  0  0  0  0  0999 V2000
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    2.0753    4.1735   -0.0022 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.2549    2.8183   -0.3328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5065    3.3956   -0.4617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6614    4.6593   -0.5135 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.6316    0.5202   -0.5607 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.5624   -3.2278    0.5795 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6537   -4.5806    0.8567 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6894   -2.4436    0.5130 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9239   -3.0185    0.7593 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4124   -3.0281    2.1059 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5660   -1.1084    0.2304 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3464   -0.4406    0.0291 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2185    0.9286   -0.1355 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2607    1.8699   -0.0362 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6921    1.7394    0.3825 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3537    0.5713   -0.1742 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7043    0.8517   -0.6720 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9097   -0.6835   -0.2758 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7001   -1.6047   -1.0433 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3772   -2.9393   -1.5412 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9024   -1.2573   -1.4248 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0609    1.4548   -0.2787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7928   -1.2282    0.0887 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9983    5.6317    1.4577 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5209    4.6766    1.3900 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9956    3.9770    2.0967 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3333    5.7198   -0.2457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6018    2.9939   -0.6400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0110    1.8813    0.1749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8819    1.8202   -1.6100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7158    0.4939   -0.6480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1823   -2.9505   -1.1595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5609   -2.6867    0.6313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4192   -1.7707   -0.7107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8226   -3.6065    0.1399 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5168   -5.0608    1.0209 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1541   -2.2060    2.1650 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8854   -3.9918    2.3506 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5874   -2.8546    2.8115 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6768    1.6449    1.4890 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2515    2.6549    0.1418 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8062    0.8613   -1.7726 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5233    0.3298   -0.1212 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9821    1.9533   -0.4265 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3284   -3.2132   -1.6614 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6572   -2.8759   -2.7107 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0744   -3.7589   -1.2733 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  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 10 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  2  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
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 30 31  1  0
 31 32  1  0
 32 33  1  0
 32 34  2  0
 34 35  1  0
 35 36  1  0
 35 37  2  0
 29 38  1  0
 28 39  1  0
 30  3  1  0
 38  6  2  0
 38 13  1  0
 39 14  1  0
 39 21  2  0
 34 27  1  0
  1 40  1  0
  1 41  1  0
  1 42  1  0
  5 43  1  0
  9 44  1  0
 12 45  1  0
 12 46  1  0
 12 47  1  0
 17 48  1  0
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 18 51  1  0
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 33 58  1  0
 33 59  1  0
 33 60  1  0
 36 61  1  0
 36 62  1  0
 36 63  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₃₀H₂₄O₉

Average Mass

528.5130 Da

Monoisotopic Mass

528.14203 Da

IUPAC Name

12-acetyl-9,17-dihydroxy-5,10,16,21-tetramethoxy-13-methylhexacyclo[13.8.0.0^{2,11}.0^{3,8}.0^{4,22}.0^{18,23}]tricosa-1(15),2(11),3(8),4(22),5,9,12,16,18(23),20-decaene-7,19-dione

Traditional Name

12-acetyl-9,17-dihydroxy-5,10,16,21-tetramethoxy-13-methylhexacyclo[13.8.0.0^{2,11}.0^{3,8}.0^{4,22}.0^{18,23}]tricosa-1(15),2(11),3(8),4(22),5,9,12,16,18(23),20-decaene-7,19-dione

CAS Registry Number

Not Available

SMILES

COC1=CC(=O)C2=C(O)C(OC)=C3CC(C)=C(C(C)=O)C4=C(OC)C(O)=C5C(=O)C=C(OC)C6=C5C4=C3C2=C16

InChI Identifier

InChI=1S/C30H24O9/c1-10-7-12-18-23-19(27(34)29(12)38-5)13(32)8-15(36-3)21(23)22-16(37-4)9-14(33)20-25(22)24(18)26(17(10)11(2)31)30(39-6)28(20)35/h8-9,34-35H,7H2,1-6H3

InChI Key

SBMXTMAIKRQSQE-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
Shiraia bambusicola	NPAtlas	1775581

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as perylenequinones. These are heterocyclic compounds characterized by two 8-hydroxy-1,4-dihydronaphthalen-1-one moieties joined together one or two CC-bonds.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Perylenequinones

Sub Class

Not Available

Direct Parent

Perylenequinones

Alternative Parents

Substituents

Perylenequinone
Phenanthrol
Anthracene
Phenanthrene
1-naphthol
2-naphthol
Anisole
Alkyl aryl ether
Vinylogous ester
Vinylogous acid
Ketone
Ether
Organic oxygen compound
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
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	3.66	ALOGPS
logP	3.73	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	6.82	ChemAxon
pKa (Strongest Basic)	3.65	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	128.59 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	146.49 m³·mol⁻¹	ChemAxon
Polarizability	55.67 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA001103

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

882675

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

1023768

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Kishi T, Tahara S, Taniguchi N, Tsuda M, Tanaka C, Takahashi S: New perylenequinones from Shiraia bambusicola. Planta Med. 1991 Aug;57(4):376-9. doi: 10.1055/s-2006-960121. [PubMed:1775581 ]

Showing NP-Card for Hypocrellin B (NP0007222)

MOL for NP0007222 (Hypocrellin B)

3D MOL for NP0007222 (Hypocrellin B)

3D SDF for NP0007222 (Hypocrellin B)

3D-SDF for NP0007222 (Hypocrellin B)

PDB for NP0007222 (Hypocrellin B)

3D PDB for NP0007222 (Hypocrellin B)

SMILES for NP0007222 (Hypocrellin B)

INCHI for NP0007222 (Hypocrellin B)

Structure for NP0007222 (Hypocrellin B)

3D Structure for NP0007222 (Hypocrellin B)