NP-MRD: Showing NP-Card for Haloquinone (NP0022142)

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Record Information

Version

2.0

Created at

2021-01-06 07:21:51 UTC

Updated at

2021-07-15 17:38:14 UTC

NP-MRD ID

NP0022142

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Haloquinone

Provided By

NPAtlas

Description

Haloquinone is found in Streptomyces and Streptomyces venezuelae. Haloquinone was first documented in 1981 (PMID: 7333966). Based on a literature review very few articles have been published on Haloquinone.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242105213D          

 34 36  0  0  0  0            999 V2000
   -4.5267   -1.1302   -0.1837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0917   -1.3562   -0.3727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7843   -2.5755   -0.6848 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0095   -0.3878   -0.2467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6978   -0.8856   -0.1677 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4168   -0.1062   -0.0168 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2359    1.2698    0.0633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0362    1.8089   -0.0099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2511    3.1342    0.0637 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1585    0.9564   -0.1671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4879    1.6031   -0.2664 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4212    2.0938    0.2244 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3577    3.3263    0.3048 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7767    1.5068    0.3020 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7701    2.2563    0.4411 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9156    0.0767    0.2144 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1538   -0.5067    0.2819 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3253    0.1608    0.4309 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2440   -1.9118    0.1918 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1410   -2.6635    0.0430 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.5796   -1.9560   -0.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6426    3.8666    0.1678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2045    1.2655    0.4666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8223    1.4524   -1.3340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3571    2.7173   -0.1939 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4950    1.0987    0.5111 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2433   -2.3686    0.2473 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2546   -3.7427   -0.0224 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0848   -2.7560   -0.1433 H   0  0  0  0  0  0  0  0  0  0  0  0
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 21 34  1  0  0  0  0
M  END

     RDKit          3D

 34 36  0  0  0  0  0  0  0  0999 V2000
   -4.5267   -1.1302   -0.1837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0917   -1.3562   -0.3727 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.1585    0.9564   -0.1671 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.3577    3.3263    0.3048 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.3253    0.1608    0.4309 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7653   -0.6841    0.0608 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
  2  3  2  0
  2  4  1  0
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 21 34  1  0
M  END


  Mrv1652306242105213D          

 34 36  0  0  0  0            999 V2000
   -4.5267   -1.1302   -0.1837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0917   -1.3562   -0.3727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7843   -2.5755   -0.6848 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0095   -0.3878   -0.2467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6978   -0.8856   -0.1677 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4168   -0.1062   -0.0168 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2359    1.2698    0.0633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0362    1.8089   -0.0099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2511    3.1342    0.0637 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1585    0.9564   -0.1671 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7653   -0.6841    0.0608 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.0848   -2.7560   -0.1433 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
  2  4  1  0  0  0  0
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 11 28  1  0  0  0  0
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 18 31  1  0  0  0  0
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 20 33  1  0  0  0  0
 21 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0022142

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C2C(=O)C(=O)C3=C(C([H])=C(C(=O)C([H])([H])[H])C(=C3O[H])C([H])([H])[H])C2=C([H])C([H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C17H12O5/c1-7-10(8(2)18)6-11-9-4-3-5-12(19)13(9)16(21)17(22)14(11)15(7)20/h3-6,19-20H,1-2H3

> <INCHI_KEY>
CPYFLMXPZMBECD-UHFFFAOYSA-N

> <FORMULA>
C17H12O5

> <MOLECULAR_WEIGHT>
296.278

> <EXACT_MASS>
296.068473486

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
29.874713896459888

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-acetyl-1,8-dihydroxy-2-methyl-9,10-dihydrophenanthrene-9,10-dione

> <ALOGPS_LOGP>
3.14

> <JCHEM_LOGP>
3.682644339333333

> <ALOGPS_LOGS>
-3.67

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.34745971953149

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.6867429929431434

> <JCHEM_PKA_STRONGEST_BASIC>
-5.6729339048643235

> <JCHEM_POLAR_SURFACE_AREA>
91.67

> <JCHEM_REFRACTIVITY>
80.55680000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.38e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-acetyl-1,8-dihydroxy-2-methylphenanthrene-9,10-dione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 34 36  0  0  0  0  0  0  0  0999 V2000
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    1.4212    2.0938    0.2244 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3577    3.3263    0.3048 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7767    1.5068    0.3020 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7701    2.2563    0.4411 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9156    0.0767    0.2144 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1538   -0.5067    0.2819 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3253    0.1608    0.4309 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2440   -1.9118    0.1918 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1410   -2.6635    0.0430 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8931   -2.0507   -0.0234 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7653   -0.6841    0.0608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0018   -0.4657   -0.9198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0510   -2.1434   -0.3324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7915   -0.9028    0.8788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5796   -1.9560   -0.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6426    3.8666    0.1678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2045    1.2655    0.4666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8223    1.4524   -1.3340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3571    2.7173   -0.1939 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4950    1.0987    0.5111 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2433   -2.3686    0.2473 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2546   -3.7427   -0.0224 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0848   -2.7560   -0.1433 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
  7 12  1  0
 12 13  2  0
 12 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
 21 22  2  0
 10  4  1  0
 22 16  1  0
 22  6  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  5 26  1  0
  9 27  1  0
 11 28  1  0
 11 29  1  0
 11 30  1  0
 18 31  1  0
 19 32  1  0
 20 33  1  0
 21 34  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0      -4.527  -1.130  -0.184  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.092  -1.356  -0.373  0.00  0.00           C+0
HETATM    3  O   UNK     0      -2.784  -2.575  -0.685  0.00  0.00           O+0
HETATM    4  C   UNK     0      -2.010  -0.388  -0.247  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.698  -0.886  -0.168  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.417  -0.106  -0.017  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.236   1.270   0.063  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.036   1.809  -0.010  0.00  0.00           C+0
HETATM    9  O   UNK     0      -1.251   3.134   0.064  0.00  0.00           O+0
HETATM   10  C   UNK     0      -2.159   0.956  -0.167  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.488   1.603  -0.266  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.421   2.094   0.224  0.00  0.00           C+0
HETATM   13  O   UNK     0       1.358   3.326   0.305  0.00  0.00           O+0
HETATM   14  C   UNK     0       2.777   1.507   0.302  0.00  0.00           C+0
HETATM   15  O   UNK     0       3.770   2.256   0.441  0.00  0.00           O+0
HETATM   16  C   UNK     0       2.916   0.077   0.214  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.154  -0.507   0.282  0.00  0.00           C+0
HETATM   18  O   UNK     0       5.325   0.161   0.431  0.00  0.00           O+0
HETATM   19  C   UNK     0       4.244  -1.912   0.192  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.141  -2.664   0.043  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.893  -2.051  -0.023  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.765  -0.684   0.061  0.00  0.00           C+0
HETATM   23  H   UNK     0      -5.002  -0.466  -0.920  0.00  0.00           H+0
HETATM   24  H   UNK     0      -5.051  -2.143  -0.332  0.00  0.00           H+0
HETATM   25  H   UNK     0      -4.792  -0.903   0.879  0.00  0.00           H+0
HETATM   26  H   UNK     0      -0.580  -1.956  -0.231  0.00  0.00           H+0
HETATM   27  H   UNK     0      -0.643   3.867   0.168  0.00  0.00           H+0
HETATM   28  H   UNK     0      -4.205   1.266   0.467  0.00  0.00           H+0
HETATM   29  H   UNK     0      -3.822   1.452  -1.334  0.00  0.00           H+0
HETATM   30  H   UNK     0      -3.357   2.717  -0.194  0.00  0.00           H+0
HETATM   31  H   UNK     0       5.495   1.099   0.511  0.00  0.00           H+0
HETATM   32  H   UNK     0       5.243  -2.369   0.247  0.00  0.00           H+0
HETATM   33  H   UNK     0       3.255  -3.743  -0.022  0.00  0.00           H+0
HETATM   34  H   UNK     0       1.085  -2.756  -0.143  0.00  0.00           H+0
CONECT    1    2   23   24   25                                             
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   10                                                  
CONECT    5    4    6   26                                                  
CONECT    6    5    7   22                                                  
CONECT    7    6    8   12                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8   27                                                       
CONECT   10    8   11    4                                                  
CONECT   11   10   28   29   30                                             
CONECT   12    7   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   22                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17   31                                                       
CONECT   19   17   20   32                                                  
CONECT   20   19   21   33                                                  
CONECT   21   20   22   34                                                  
CONECT   22   21   16    6                                                  
CONECT   23    1                                                            
CONECT   24    1                                                            
CONECT   25    1                                                            
CONECT   26    5                                                            
CONECT   27    9                                                            
CONECT   28   11                                                            
CONECT   29   11                                                            
CONECT   30   11                                                            
CONECT   31   18                                                            
CONECT   32   19                                                            
CONECT   33   20                                                            
CONECT   34   21                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   72    0
END

RDKit          3D

34 36  0  0  0  0  0  0  0  0999 V2000
   -4.5267   -1.1302   -0.1837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0917   -1.3562   -0.3727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7843   -2.5755   -0.6848 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0095   -0.3878   -0.2467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6978   -0.8856   -0.1677 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4168   -0.1062   -0.0168 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2359    1.2698    0.0633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0362    1.8089   -0.0099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2511    3.1342    0.0637 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1585    0.9564   -0.1671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4879    1.6031   -0.2664 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4212    2.0938    0.2244 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3577    3.3263    0.3048 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7767    1.5068    0.3020 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7701    2.2563    0.4411 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9156    0.0767    0.2144 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1538   -0.5067    0.2819 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3253    0.1608    0.4309 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2440   -1.9118    0.1918 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1410   -2.6635    0.0430 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8931   -2.0507   -0.0234 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7653   -0.6841    0.0608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0018   -0.4657   -0.9198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0510   -2.1434   -0.3324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7915   -0.9028    0.8788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5796   -1.9560   -0.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6426    3.8666    0.1678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2045    1.2655    0.4666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8223    1.4524   -1.3340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3571    2.7173   -0.1939 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4950    1.0987    0.5111 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2433   -2.3686    0.2473 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2546   -3.7427   -0.0224 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0848   -2.7560   -0.1433 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
  7 12  1  0
 12 13  2  0
 12 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
 21 22  2  0
 10  4  1  0
 22 16  1  0
 22  6  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  5 26  1  0
  9 27  1  0
 11 28  1  0
 11 29  1  0
 11 30  1  0
 18 31  1  0
 19 32  1  0
 20 33  1  0
 21 34  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
3-Acetyl-1,8-dihydroxy-2-methyl-9,10-phenanthrenequinone	MeSH

Chemical Formula

C₁₇H₁₂O₅

Average Mass

296.2780 Da

Monoisotopic Mass

296.06847 Da

IUPAC Name

3-acetyl-1,8-dihydroxy-2-methyl-9,10-dihydrophenanthrene-9,10-dione

Traditional Name

3-acetyl-1,8-dihydroxy-2-methylphenanthrene-9,10-dione

CAS Registry Number

Not Available

SMILES

CC(=O)C1=C(C)C(O)=C2C(=O)C(=O)C3=C(C=CC=C3O)C2=C1

InChI Identifier

InChI=1S/C17H12O5/c1-7-10(8(2)18)6-11-9-4-3-5-12(19)13(9)16(21)17(22)14(11)15(7)20/h3-6,19-20H,1-2H3

InChI Key

CPYFLMXPZMBECD-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
Streptomyces	NPAtlas	7333966
Streptomyces venezuelae	LOTUS Database	35616633

Species Where Detected

Species Name	Source	Reference
Streptomyces venezuelae sp. xanthophaeus T.2115	KNApSAcK Database	22123792

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as phenanthraquinones. These are phenanthrene derivatives containing two ketone groups at position C9 and C10, respectively.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenanthrenes and derivatives

Sub Class

Phenanthraquinones

Direct Parent

Phenanthraquinones

Alternative Parents

Substituents

Phenanthraquinone
Hydrophenanthrene
Naphthalene
Acetophenone
O-quinone
Quinone
Aryl ketone
Aryl alkyl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Vinylogous acid
Ketone
Organic oxide
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
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	3.14	ALOGPS
logP	3.68	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	7.69	ChemAxon
pKa (Strongest Basic)	-5.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	91.67 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	80.56 m³·mol⁻¹	ChemAxon
Polarizability	29.87 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA021013

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00018387

Chemspider ID

117817

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

133561

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Krone B, Hinrichs A, Zeeck A: Metabolic products of microorganisms. 208. Haloquinone, a new antibiotic active against halobacteria. II. Chemical structure and derivatives. J Antibiot (Tokyo). 1981 Dec;34(12):1538-43. doi: 10.7164/antibiotics.34.1538. [PubMed:7333966 ]

Showing NP-Card for Haloquinone (NP0022142)

MOL for NP0022142 (Haloquinone)

3D MOL for NP0022142 (Haloquinone)

3D SDF for NP0022142 (Haloquinone)

3D-SDF for NP0022142 (Haloquinone)

PDB for NP0022142 (Haloquinone)

3D PDB for NP0022142 (Haloquinone)

SMILES for NP0022142 (Haloquinone)

INCHI for NP0022142 (Haloquinone)

Structure for NP0022142 (Haloquinone)

3D Structure for NP0022142 (Haloquinone)