NP-MRD: Showing NP-Card for δ-Indomycinone (NP0023581)

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Record Information

Version

1.0

Created at

2021-01-06 08:38:37 UTC

Updated at

2021-07-15 17:42:08 UTC

NP-MRD ID

NP0023581

Secondary Accession Numbers

None

Natural Product Identification

Common Name

δ-Indomycinone

Provided By

NPAtlas

Description

2-(2,5-Dihydroxyhexan-2-yl)-11-hydroxy-5-methyl-7,12-dihydro-4H-1-oxatetraphene-4,7,12-trione belongs to the class of organic compounds known as anthraquinones. These are organic compounds containing either anthracene-9,10-quinone, 1,4-anthraquinone, or 1,2-anthraquinone. δ-Indomycinone is found in Streptomyces sp. It was first documented in 1997 (PMID: 9402994). Based on a literature review very few articles have been published on 2-(2,5-dihydroxyhexan-2-yl)-11-hydroxy-5-methyl-7,12-dihydro-4H-1-oxatetraphene-4,7,12-trione.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242120433D          

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     RDKit          3D

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  Mrv1652306242120433D          

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    3.2493   -0.0708   -1.3111 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0362   -1.6408   -0.8264 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4280    1.0856   -0.5603 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2691   -0.9615   -0.8764 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8509   -0.1403    0.6830 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0181   -1.7101    0.1769 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6912    0.9521   -2.5863 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7697    1.5836    0.0187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8961   -4.1775    2.1614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1734   -3.7378    1.6512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8516   -2.2545    0.6472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0637   -0.1384   -0.4199 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  6  0  0  0
  9 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
  8 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
  5 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 20  2  1  0  0  0  0
 29 23  1  0  0  0  0
 30  4  1  0  0  0  0
 20  6  2  0  0  0  0
  1 32  1  0  0  0  0
  1 33  1  0  0  0  0
  1 34  1  0  0  0  0
  3 35  1  0  0  0  0
 10 36  1  0  0  0  0
 10 37  1  0  0  0  0
 10 38  1  0  0  0  0
 11 39  1  0  0  0  0
 12 40  1  0  0  0  0
 12 41  1  0  0  0  0
 13 42  1  0  0  0  0
 13 43  1  0  0  0  0
 14 44  1  1  0  0  0
 15 45  1  0  0  0  0
 15 46  1  0  0  0  0
 15 47  1  0  0  0  0
 16 48  1  0  0  0  0
 17 49  1  0  0  0  0
 25 50  1  0  0  0  0
 26 51  1  0  0  0  0
 27 52  1  0  0  0  0
 28 53  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0023581

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C2C(=O)C3=C(C([H])=C(C4=C3OC(=C([H])C4=O)[C@](O[H])(C([H])([H])[H])C([H])([H])C([H])([H])[C@]([H])(O[H])C([H])([H])[H])C([H])([H])[H])C(=O)C2=C([H])C([H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C24H22O7/c1-11-9-14-20(22(29)19-13(21(14)28)5-4-6-15(19)26)23-18(11)16(27)10-17(31-23)24(3,30)8-7-12(2)25/h4-6,9-10,12,25-26,30H,7-8H2,1-3H3/t12-,24+/m1/s1

> <INCHI_KEY>
COXIHEKDXQWYGL-UHFFFAOYSA-N

> <FORMULA>
C24H22O7

> <MOLECULAR_WEIGHT>
422.433

> <EXACT_MASS>
422.136553048

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
44.65763458500034

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(2S,5R)-2,5-dihydroxyhexan-2-yl]-11-hydroxy-5-methyl-7,12-dihydro-4H-1-oxatetraphene-4,7,12-trione

> <ALOGPS_LOGP>
3.51

> <JCHEM_LOGP>
3.2740987899999996

> <ALOGPS_LOGS>
-4.50

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.196225593158829

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.788822646220263

> <JCHEM_PKA_STRONGEST_BASIC>
-2.5107544332172544

> <JCHEM_POLAR_SURFACE_AREA>
121.13

> <JCHEM_REFRACTIVITY>
115.29549999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.33e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(2S,5R)-2,5-dihydroxyhexan-2-yl]-11-hydroxy-5-methyl-1-oxatetraphene-4,7,12-trione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 53 56  0  0  0  0  0  0  0  0999 V2000
   -0.9664    4.0399   -1.8799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4138    2.7690   -1.2540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7355    2.3686   -1.2242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1456    1.1794   -0.6555 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1978   -0.7811    1.1240 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9174   -0.9444    2.5902 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9860   -2.0610    0.5413 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6047   -0.4260    0.8274 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9509   -0.5097   -0.6208 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3513    0.0060   -0.8989 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4200   -0.7583   -0.1599 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6083    0.0205   -2.2669 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7081    1.3684   -0.0680 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8312    2.2405   -0.6544 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2917    3.3013   -1.1421 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5008    1.9065   -0.6757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6749   -0.9232    0.5320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7988   -1.6768    1.0448 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0781   -1.3104    0.5670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5229   -2.4712    1.1490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6022   -3.3153    1.7152 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8722   -2.8121    1.1785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8085   -1.9773    0.6150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3544   -0.8086    0.0297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0214   -0.4616   -0.0051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5581    0.7871   -0.6195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4010    1.5477   -1.1332 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2996    3.8924   -2.7542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6071    4.7825   -1.1547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8917    4.5028   -2.3364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4849    3.0266   -1.6720 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8204    0.0156    3.1306 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9706   -1.5416    2.7268 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7030   -1.6142    3.0208 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7960   -2.5914    0.7432 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9405    0.5376    1.2995 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2380   -1.1927    1.3827 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2493   -0.0708   -1.3111 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0362   -1.6408   -0.8264 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4280    1.0856   -0.5603 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2691   -0.9615   -0.8764 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8509   -0.1403    0.6830 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0181   -1.7101    0.1769 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6912    0.9521   -2.5863 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7697    1.5836    0.0187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8961   -4.1775    2.1614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1734   -3.7378    1.6512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8516   -2.2545    0.6472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0637   -0.1384   -0.4199 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  6
  9 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
  8 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
  5 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 20  2  1  0
 29 23  1  0
 30  4  1  0
 20  6  2  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
 10 36  1  0
 10 37  1  0
 10 38  1  0
 11 39  1  0
 12 40  1  0
 12 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  1
 15 45  1  0
 15 46  1  0
 15 47  1  0
 16 48  1  0
 17 49  1  0
 25 50  1  0
 26 51  1  0
 27 52  1  0
 28 53  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0      -0.966   4.040  -1.880  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.414   2.769  -1.254  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.736   2.369  -1.224  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.146   1.179  -0.656  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.230   0.322  -0.081  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.893   0.708  -0.101  0.00  0.00           C+0
HETATM    7  O   UNK     0      -0.034  -0.115   0.453  0.00  0.00           O+0
HETATM    8  C   UNK     0       1.232   0.180   0.483  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.198  -0.781   1.124  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.917  -0.944   2.590  0.00  0.00           C+0
HETATM   11  O   UNK     0       1.986  -2.061   0.541  0.00  0.00           O+0
HETATM   12  C   UNK     0       3.605  -0.426   0.827  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.951  -0.510  -0.621  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.351   0.006  -0.899  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.420  -0.758  -0.160  0.00  0.00           C+0
HETATM   16  O   UNK     0       5.608   0.021  -2.267  0.00  0.00           O+0
HETATM   17  C   UNK     0       1.708   1.368  -0.068  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.831   2.240  -0.654  0.00  0.00           C+0
HETATM   19  O   UNK     0       1.292   3.301  -1.142  0.00  0.00           O+0
HETATM   20  C   UNK     0      -0.501   1.907  -0.676  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.675  -0.923   0.532  0.00  0.00           C+0
HETATM   22  O   UNK     0      -1.799  -1.677   1.045  0.00  0.00           O+0
HETATM   23  C   UNK     0      -4.078  -1.310   0.567  0.00  0.00           C+0
HETATM   24  C   UNK     0      -4.523  -2.471   1.149  0.00  0.00           C+0
HETATM   25  O   UNK     0      -3.602  -3.315   1.715  0.00  0.00           O+0
HETATM   26  C   UNK     0      -5.872  -2.812   1.179  0.00  0.00           C+0
HETATM   27  C   UNK     0      -6.809  -1.977   0.615  0.00  0.00           C+0
HETATM   28  C   UNK     0      -6.354  -0.809   0.030  0.00  0.00           C+0
HETATM   29  C   UNK     0      -5.021  -0.462  -0.005  0.00  0.00           C+0
HETATM   30  C   UNK     0      -4.558   0.787  -0.620  0.00  0.00           C+0
HETATM   31  O   UNK     0      -5.401   1.548  -1.133  0.00  0.00           O+0
HETATM   32  H   UNK     0      -0.300   3.892  -2.754  0.00  0.00           H+0
HETATM   33  H   UNK     0      -0.607   4.782  -1.155  0.00  0.00           H+0
HETATM   34  H   UNK     0      -1.892   4.503  -2.336  0.00  0.00           H+0
HETATM   35  H   UNK     0      -3.485   3.027  -1.672  0.00  0.00           H+0
HETATM   36  H   UNK     0       1.820   0.016   3.131  0.00  0.00           H+0
HETATM   37  H   UNK     0       0.971  -1.542   2.727  0.00  0.00           H+0
HETATM   38  H   UNK     0       2.703  -1.614   3.021  0.00  0.00           H+0
HETATM   39  H   UNK     0       2.796  -2.591   0.743  0.00  0.00           H+0
HETATM   40  H   UNK     0       3.941   0.538   1.300  0.00  0.00           H+0
HETATM   41  H   UNK     0       4.238  -1.193   1.383  0.00  0.00           H+0
HETATM   42  H   UNK     0       3.249  -0.071  -1.311  0.00  0.00           H+0
HETATM   43  H   UNK     0       4.036  -1.641  -0.826  0.00  0.00           H+0
HETATM   44  H   UNK     0       5.428   1.086  -0.560  0.00  0.00           H+0
HETATM   45  H   UNK     0       7.269  -0.962  -0.876  0.00  0.00           H+0
HETATM   46  H   UNK     0       6.851  -0.140   0.683  0.00  0.00           H+0
HETATM   47  H   UNK     0       6.018  -1.710   0.177  0.00  0.00           H+0
HETATM   48  H   UNK     0       5.691   0.952  -2.586  0.00  0.00           H+0
HETATM   49  H   UNK     0       2.770   1.584   0.019  0.00  0.00           H+0
HETATM   50  H   UNK     0      -3.896  -4.178   2.161  0.00  0.00           H+0
HETATM   51  H   UNK     0      -6.173  -3.738   1.651  0.00  0.00           H+0
HETATM   52  H   UNK     0      -7.852  -2.255   0.647  0.00  0.00           H+0
HETATM   53  H   UNK     0      -7.064  -0.138  -0.420  0.00  0.00           H+0
CONECT    1    2   32   33   34                                             
CONECT    2    1    3   20                                                  
CONECT    3    2    4   35                                                  
CONECT    4    3    5   30                                                  
CONECT    5    4    6   21                                                  
CONECT    6    5    7   20                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   17                                                  
CONECT    9    8   10   11   12                                             
CONECT   10    9   36   37   38                                             
CONECT   11    9   39                                                       
CONECT   12    9   13   40   41                                             
CONECT   13   12   14   42   43                                             
CONECT   14   13   15   16   44                                             
CONECT   15   14   45   46   47                                             
CONECT   16   14   48                                                       
CONECT   17    8   18   49                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18    2    6                                                  
CONECT   21    5   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   29                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24   50                                                       
CONECT   26   24   27   51                                                  
CONECT   27   26   28   52                                                  
CONECT   28   27   29   53                                                  
CONECT   29   28   30   23                                                  
CONECT   30   29   31    4                                                  
CONECT   31   30                                                            
CONECT   32    1                                                            
CONECT   33    1                                                            
CONECT   34    1                                                            
CONECT   35    3                                                            
CONECT   36   10                                                            
CONECT   37   10                                                            
CONECT   38   10                                                            
CONECT   39   11                                                            
CONECT   40   12                                                            
CONECT   41   12                                                            
CONECT   42   13                                                            
CONECT   43   13                                                            
CONECT   44   14                                                            
CONECT   45   15                                                            
CONECT   46   15                                                            
CONECT   47   15                                                            
CONECT   48   16                                                            
CONECT   49   17                                                            
CONECT   50   25                                                            
CONECT   51   26                                                            
CONECT   52   27                                                            
CONECT   53   28                                                            
MASTER        0    0    0    0    0    0    0    0   53    0  112    0
END

RDKit          3D

53 56  0  0  0  0  0  0  0  0999 V2000
   -0.9664    4.0399   -1.8799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4138    2.7690   -1.2540 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.8930    0.7082   -0.1013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0340   -0.1150    0.4526 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.9174   -0.9444    2.5902 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9860   -2.0610    0.5413 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.9509   -0.5097   -0.6208 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.2917    3.3013   -1.1421 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5008    1.9065   -0.6757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6749   -0.9232    0.5320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7988   -1.6768    1.0448 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0781   -1.3104    0.5670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5229   -2.4712    1.1490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6022   -3.3153    1.7152 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8722   -2.8121    1.1785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8085   -1.9773    0.6150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3544   -0.8086    0.0297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0214   -0.4616   -0.0051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5581    0.7871   -0.6195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4010    1.5477   -1.1332 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2996    3.8924   -2.7542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6071    4.7825   -1.1547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8917    4.5028   -2.3364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4849    3.0266   -1.6720 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8204    0.0156    3.1306 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9706   -1.5416    2.7268 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7030   -1.6142    3.0208 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7960   -2.5914    0.7432 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9405    0.5376    1.2995 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2380   -1.1927    1.3827 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2493   -0.0708   -1.3111 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0362   -1.6408   -0.8264 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4280    1.0856   -0.5603 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2691   -0.9615   -0.8764 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8509   -0.1403    0.6830 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0181   -1.7101    0.1769 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6912    0.9521   -2.5863 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7697    1.5836    0.0187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8961   -4.1775    2.1614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1734   -3.7378    1.6512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8516   -2.2545    0.6472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0637   -0.1384   -0.4199 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  6
  9 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
  8 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
  5 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  2  0
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 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 20  2  1  0
 29 23  1  0
 30  4  1  0
 20  6  2  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
 10 36  1  0
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 10 38  1  0
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 14 44  1  1
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 16 48  1  0
 17 49  1  0
 25 50  1  0
 26 51  1  0
 27 52  1  0
 28 53  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
Δ-indomycinone	Generator

Chemical Formula

C₂₄H₂₂O₇

Average Mass

422.4330 Da

Monoisotopic Mass

422.13655 Da

IUPAC Name

2-[(2S,5R)-2,5-dihydroxyhexan-2-yl]-11-hydroxy-5-methyl-7,12-dihydro-4H-1-oxatetraphene-4,7,12-trione

Traditional Name

2-[(2S,5R)-2,5-dihydroxyhexan-2-yl]-11-hydroxy-5-methyl-1-oxatetraphene-4,7,12-trione

CAS Registry Number

Not Available

SMILES

CC(O)CCC(C)(O)C1=CC(=O)C2=C(C)C=C3C(=O)C4=C(C(O)=CC=C4)C(=O)C3=C2O1

InChI Identifier

InChI=1S/C24H22O7/c1-11-9-14-20(22(29)19-13(21(14)28)5-4-6-15(19)26)23-18(11)16(27)10-17(31-23)24(3,30)8-7-12(2)25/h4-6,9-10,12,25-26,30H,7-8H2,1-3H3

InChI Key

COXIHEKDXQWYGL-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 sp.	NPAtlas	9402994

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as anthraquinones. These are organic compounds containing either anthracene-9,10-quinone, 1,4-anthraquinone, or 1,2-anthraquinone.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

9,10-anthraquinone
Anthraquinone
Naphthopyranone
Naphthopyran
Chromone
Benzopyran
1-benzopyran
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Pyranone
Pyran
Heteroaromatic compound
Vinylogous acid
Tertiary alcohol
Ketone
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Aromatic alcohol
Alcohol
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organic oxygen compound
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	3.51	ALOGPS
logP	3.27	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	7.79	ChemAxon
pKa (Strongest Basic)	-2.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	121.13 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	115.3 m³·mol⁻¹	ChemAxon
Polarizability	44.66 Å³	ChemAxon
Number of Rings	4	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

NPA013385

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8269226

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10093690

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Biabani MA, Laatsch H, Helmke E, Weyland H: delta-Indomycinone: a new member of pluramycin class of antibiotics isolated from marine Streptomyces sp. J Antibiot (Tokyo). 1997 Oct;50(10):874-7. doi: 10.7164/antibiotics.50.874. [PubMed:9402994 ]

Showing NP-Card for δ-Indomycinone (NP0023581)

MOL for NP0023581 (δ-Indomycinone)

3D MOL for NP0023581 (δ-Indomycinone)

3D SDF for NP0023581 (δ-Indomycinone)

3D-SDF for NP0023581 (δ-Indomycinone)

PDB for NP0023581 (δ-Indomycinone)

3D PDB for NP0023581 (δ-Indomycinone)

SMILES for NP0023581 (δ-Indomycinone)

INCHI for NP0023581 (δ-Indomycinone)

Structure for NP0023581 (δ-Indomycinone)

3D Structure for NP0023581 (δ-Indomycinone)