NP-MRD: Showing NP-Card for Resomycin C (NP0004991)

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Record Information

Version

2.0

Created at

2020-12-09 02:22:02 UTC

Updated at

2021-07-15 16:50:44 UTC

NP-MRD ID

NP0004991

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Resomycin C

Provided By

NPAtlas

Description

Methyl 5,7-dihydroxy-2-methyl-6,11-dioxo-6,11-dihydrotetracene-1-carboxylate belongs to the class of organic compounds known as tetracenequinones. These are polyaromatic hydrocarbon derivatives containing a tetracyclic cycle made up of four linearly fused benzene rings, one of which bears two ketone groups at position 1 and 4. Resomycin C is found in Streptomyces nogalater. Based on a literature review very few articles have been published on methyl 5,7-dihydroxy-2-methyl-6,11-dioxo-6,11-dihydrotetracene-1-carboxylate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118153D          

 41 44  0  0  0  0            999 V2000
   -4.1014   -0.3069    3.0965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6145   -0.4602    1.7936 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2474    0.6012    0.9785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3660    1.7702    1.4567 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7380    0.3969   -0.3908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6200    0.3628   -1.4490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0852    0.5343   -1.1889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1107    0.1711   -2.7066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7417    0.0172   -2.8934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8834    0.0562   -1.8130 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4967   -0.0955   -1.9708 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0513   -0.2881   -3.1984 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3555   -0.0534   -0.8619 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8470    0.1388    0.4011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5135    0.2869    0.5438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3673    0.2457   -0.5523 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7700    0.1765    1.5257 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3200    0.3510    2.6833 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2193    0.0156    1.3461 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0556    0.0582    2.4400 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4000   -0.0946    2.2418 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9271   -0.2854    1.0071 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0989   -0.3324   -0.1192 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6445   -0.5231   -1.3373 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7510   -0.1794    0.0777 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8024   -0.2146   -1.0467 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1921   -0.3844   -2.2133 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3945   -0.6414    3.8838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0049   -0.9737    3.2092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3729    0.7469    3.3396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5066   -0.3994   -0.7315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2425    1.4208   -0.5354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5880    0.7651   -2.1556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7819    0.1386   -3.5693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3521   -0.1332   -3.8892 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6117   -0.3465   -4.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9235    0.4393    1.5398 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6118    0.2117    3.4167 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0435   -0.0589    3.1094 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0097   -0.4047    0.8802 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3481   -0.5984   -2.2567 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 14 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 16  5  1  0  0  0  0
 25 19  1  0  0  0  0
 16 10  1  0  0  0  0
 26 13  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
  1 30  1  0  0  0  0
  7 31  1  0  0  0  0
  7 32  1  0  0  0  0
  7 33  1  0  0  0  0
  8 34  1  0  0  0  0
  9 35  1  0  0  0  0
 12 36  1  0  0  0  0
 15 37  1  0  0  0  0
 20 38  1  0  0  0  0
 21 39  1  0  0  0  0
 22 40  1  0  0  0  0
 24 41  1  0  0  0  0
M  END

     RDKit          3D

 41 44  0  0  0  0  0  0  0  0999 V2000
   -4.1014   -0.3069    3.0965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6145   -0.4602    1.7936 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2474    0.6012    0.9785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3660    1.7702    1.4567 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7380    0.3969   -0.3908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6200    0.3628   -1.4490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0852    0.5343   -1.1889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1107    0.1711   -2.7066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7417    0.0172   -2.8934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8834    0.0562   -1.8130 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4967   -0.0955   -1.9708 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0513   -0.2881   -3.1984 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3555   -0.0534   -0.8619 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8470    0.1388    0.4011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5135    0.2869    0.5438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3673    0.2457   -0.5523 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7700    0.1765    1.5257 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3200    0.3510    2.6833 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2193    0.0156    1.3461 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0556    0.0582    2.4400 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4000   -0.0946    2.2418 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9271   -0.2854    1.0071 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0989   -0.3324   -0.1192 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6445   -0.5231   -1.3373 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7510   -0.1794    0.0777 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8024   -0.2146   -1.0467 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1921   -0.3844   -2.2133 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3945   -0.6414    3.8838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0049   -0.9737    3.2092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3729    0.7469    3.3396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5066   -0.3994   -0.7315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2425    1.4208   -0.5354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5880    0.7651   -2.1556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7819    0.1386   -3.5693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3521   -0.1332   -3.8892 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6117   -0.3465   -4.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9235    0.4393    1.5398 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6118    0.2117    3.4167 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0435   -0.0589    3.1094 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0097   -0.4047    0.8802 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3481   -0.5984   -2.2567 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
  3  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 14 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 25 26  1  0
 26 27  2  0
 16  5  1  0
 25 19  1  0
 16 10  1  0
 26 13  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  7 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  9 35  1  0
 12 36  1  0
 15 37  1  0
 20 38  1  0
 21 39  1  0
 22 40  1  0
 24 41  1  0
M  END


  Mrv1652306242118153D          

 41 44  0  0  0  0            999 V2000
   -4.1014   -0.3069    3.0965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6145   -0.4602    1.7936 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2474    0.6012    0.9785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3660    1.7702    1.4567 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7380    0.3969   -0.3908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6200    0.3628   -1.4490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0852    0.5343   -1.1889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1107    0.1711   -2.7066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7417    0.0172   -2.8934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8834    0.0562   -1.8130 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4967   -0.0955   -1.9708 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0513   -0.2881   -3.1984 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3555   -0.0534   -0.8619 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8470    0.1388    0.4011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5135    0.2869    0.5438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3673    0.2457   -0.5523 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7700    0.1765    1.5257 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3200    0.3510    2.6833 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2193    0.0156    1.3461 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0556    0.0582    2.4400 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4000   -0.0946    2.2418 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9271   -0.2854    1.0071 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0989   -0.3324   -0.1192 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6445   -0.5231   -1.3373 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7510   -0.1794    0.0777 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8024   -0.2146   -1.0467 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1921   -0.3844   -2.2133 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3945   -0.6414    3.8838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0049   -0.9737    3.2092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3729    0.7469    3.3396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5066   -0.3994   -0.7315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2425    1.4208   -0.5354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5880    0.7651   -2.1556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7819    0.1386   -3.5693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3521   -0.1332   -3.8892 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6117   -0.3465   -4.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9235    0.4393    1.5398 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6118    0.2117    3.4167 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0435   -0.0589    3.1094 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0097   -0.4047    0.8802 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3481   -0.5984   -2.2567 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 14 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 16  5  1  0  0  0  0
 25 19  1  0  0  0  0
 16 10  1  0  0  0  0
 26 13  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
  1 30  1  0  0  0  0
  7 31  1  0  0  0  0
  7 32  1  0  0  0  0
  7 33  1  0  0  0  0
  8 34  1  0  0  0  0
  9 35  1  0  0  0  0
 12 36  1  0  0  0  0
 15 37  1  0  0  0  0
 20 38  1  0  0  0  0
 21 39  1  0  0  0  0
 22 40  1  0  0  0  0
 24 41  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0004991

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C2C(=O)C3=C(C([H])=C4C(C([H])=C([H])C(=C4C(=O)OC([H])([H])[H])C([H])([H])[H])=C3O[H])C(=O)C2=C([H])C([H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C21H14O6/c1-9-6-7-10-12(15(9)21(26)27-2)8-13-17(19(10)24)20(25)16-11(18(13)23)4-3-5-14(16)22/h3-8,22,24H,1-2H3

> <INCHI_KEY>
ITFQAKHLOKEJNL-UHFFFAOYSA-N

> <FORMULA>
C21H14O6

> <MOLECULAR_WEIGHT>
362.337

> <EXACT_MASS>
362.079038171

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
37.123959626046016

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 5,7-dihydroxy-2-methyl-6,11-dioxo-6,11-dihydrotetracene-1-carboxylate

> <ALOGPS_LOGP>
3.46

> <JCHEM_LOGP>
5.117950541333333

> <ALOGPS_LOGS>
-4.52

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.386230406367432

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.657271530830175

> <JCHEM_PKA_STRONGEST_BASIC>
-5.646850788115867

> <JCHEM_POLAR_SURFACE_AREA>
100.9

> <JCHEM_REFRACTIVITY>
98.6295

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.10e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 5,7-dihydroxy-2-methyl-6,11-dioxotetracene-1-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 41 44  0  0  0  0  0  0  0  0999 V2000
   -4.1014   -0.3069    3.0965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6145   -0.4602    1.7936 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2474    0.6012    0.9785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3660    1.7702    1.4567 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7380    0.3969   -0.3908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6200    0.3628   -1.4490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0852    0.5343   -1.1889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1107    0.1711   -2.7066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7417    0.0172   -2.8934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8834    0.0562   -1.8130 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4967   -0.0955   -1.9708 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0513   -0.2881   -3.1984 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3555   -0.0534   -0.8619 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8470    0.1388    0.4011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5135    0.2869    0.5438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3673    0.2457   -0.5523 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7700    0.1765    1.5257 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3200    0.3510    2.6833 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2193    0.0156    1.3461 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0556    0.0582    2.4400 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4000   -0.0946    2.2418 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9271   -0.2854    1.0071 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0989   -0.3324   -0.1192 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6445   -0.5231   -1.3373 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7510   -0.1794    0.0777 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8024   -0.2146   -1.0467 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1921   -0.3844   -2.2133 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3945   -0.6414    3.8838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0049   -0.9737    3.2092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3729    0.7469    3.3396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5066   -0.3994   -0.7315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2425    1.4208   -0.5354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5880    0.7651   -2.1556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7819    0.1386   -3.5693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3521   -0.1332   -3.8892 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6117   -0.3465   -4.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9235    0.4393    1.5398 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6118    0.2117    3.4167 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0435   -0.0589    3.1094 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0097   -0.4047    0.8802 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3481   -0.5984   -2.2567 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
  3  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 14 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 25 26  1  0
 26 27  2  0
 16  5  1  0
 25 19  1  0
 16 10  1  0
 26 13  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  7 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  9 35  1  0
 12 36  1  0
 15 37  1  0
 20 38  1  0
 21 39  1  0
 22 40  1  0
 24 41  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      -4.101  -0.307   3.096  0.00  0.00           C+0
HETATM    2  O   UNK     0      -3.615  -0.460   1.794  0.00  0.00           O+0
HETATM    3  C   UNK     0      -3.247   0.601   0.979  0.00  0.00           C+0
HETATM    4  O   UNK     0      -3.366   1.770   1.457  0.00  0.00           O+0
HETATM    5  C   UNK     0      -2.738   0.397  -0.391  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.620   0.363  -1.449  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.085   0.534  -1.189  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.111   0.171  -2.707  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.742   0.017  -2.893  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.883   0.056  -1.813  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.497  -0.096  -1.971  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.051  -0.288  -3.198  0.00  0.00           O+0
HETATM   13  C   UNK     0       1.355  -0.053  -0.862  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.847   0.139   0.401  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.514   0.287   0.544  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.367   0.246  -0.552  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.770   0.177   1.526  0.00  0.00           C+0
HETATM   18  O   UNK     0       1.320   0.351   2.683  0.00  0.00           O+0
HETATM   19  C   UNK     0       3.219   0.016   1.346  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.056   0.058   2.440  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.400  -0.095   2.242  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.927  -0.285   1.007  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.099  -0.332  -0.119  0.00  0.00           C+0
HETATM   24  O   UNK     0       5.644  -0.523  -1.337  0.00  0.00           O+0
HETATM   25  C   UNK     0       3.751  -0.179   0.078  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.802  -0.215  -1.047  0.00  0.00           C+0
HETATM   27  O   UNK     0       3.192  -0.384  -2.213  0.00  0.00           O+0
HETATM   28  H   UNK     0      -3.394  -0.641   3.884  0.00  0.00           H+0
HETATM   29  H   UNK     0      -5.005  -0.974   3.209  0.00  0.00           H+0
HETATM   30  H   UNK     0      -4.373   0.747   3.340  0.00  0.00           H+0
HETATM   31  H   UNK     0      -5.507  -0.399  -0.732  0.00  0.00           H+0
HETATM   32  H   UNK     0      -5.242   1.421  -0.535  0.00  0.00           H+0
HETATM   33  H   UNK     0      -5.588   0.765  -2.156  0.00  0.00           H+0
HETATM   34  H   UNK     0      -3.782   0.139  -3.569  0.00  0.00           H+0
HETATM   35  H   UNK     0      -1.352  -0.133  -3.889  0.00  0.00           H+0
HETATM   36  H   UNK     0       0.612  -0.347  -4.091  0.00  0.00           H+0
HETATM   37  H   UNK     0      -0.924   0.439   1.540  0.00  0.00           H+0
HETATM   38  H   UNK     0       3.612   0.212   3.417  0.00  0.00           H+0
HETATM   39  H   UNK     0       6.043  -0.059   3.109  0.00  0.00           H+0
HETATM   40  H   UNK     0       7.010  -0.405   0.880  0.00  0.00           H+0
HETATM   41  H   UNK     0       5.348  -0.598  -2.257  0.00  0.00           H+0
CONECT    1    2   28   29   30                                             
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   16                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6   31   32   33                                             
CONECT    8    6    9   34                                                  
CONECT    9    8   10   35                                                  
CONECT   10    9   11   16                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11   36                                                       
CONECT   13   11   14   26                                                  
CONECT   14   13   15   17                                                  
CONECT   15   14   16   37                                                  
CONECT   16   15    5   10                                                  
CONECT   17   14   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   25                                                  
CONECT   20   19   21   38                                                  
CONECT   21   20   22   39                                                  
CONECT   22   21   23   40                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23   41                                                       
CONECT   25   23   26   19                                                  
CONECT   26   25   27   13                                                  
CONECT   27   26                                                            
CONECT   28    1                                                            
CONECT   29    1                                                            
CONECT   30    1                                                            
CONECT   31    7                                                            
CONECT   32    7                                                            
CONECT   33    7                                                            
CONECT   34    8                                                            
CONECT   35    9                                                            
CONECT   36   12                                                            
CONECT   37   15                                                            
CONECT   38   20                                                            
CONECT   39   21                                                            
CONECT   40   22                                                            
CONECT   41   24                                                            
MASTER        0    0    0    0    0    0    0    0   41    0   88    0
END

RDKit          3D

41 44  0  0  0  0  0  0  0  0999 V2000
   -4.1014   -0.3069    3.0965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6145   -0.4602    1.7936 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2474    0.6012    0.9785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3660    1.7702    1.4567 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7380    0.3969   -0.3908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6200    0.3628   -1.4490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0852    0.5343   -1.1889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1107    0.1711   -2.7066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7417    0.0172   -2.8934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8834    0.0562   -1.8130 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4967   -0.0955   -1.9708 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0513   -0.2881   -3.1984 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3555   -0.0534   -0.8619 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8470    0.1388    0.4011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5135    0.2869    0.5438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3673    0.2457   -0.5523 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7700    0.1765    1.5257 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3200    0.3510    2.6833 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2193    0.0156    1.3461 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0556    0.0582    2.4400 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4000   -0.0946    2.2418 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9271   -0.2854    1.0071 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0989   -0.3324   -0.1192 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6445   -0.5231   -1.3373 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7510   -0.1794    0.0777 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8024   -0.2146   -1.0467 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1921   -0.3844   -2.2133 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3945   -0.6414    3.8838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0049   -0.9737    3.2092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3729    0.7469    3.3396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5066   -0.3994   -0.7315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2425    1.4208   -0.5354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5880    0.7651   -2.1556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7819    0.1386   -3.5693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3521   -0.1332   -3.8892 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6117   -0.3465   -4.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9235    0.4393    1.5398 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6118    0.2117    3.4167 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0435   -0.0589    3.1094 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0097   -0.4047    0.8802 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3481   -0.5984   -2.2567 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
  3  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 14 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 25 26  1  0
 26 27  2  0
 16  5  1  0
 25 19  1  0
 16 10  1  0
 26 13  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  7 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  9 35  1  0
 12 36  1  0
 15 37  1  0
 20 38  1  0
 21 39  1  0
 22 40  1  0
 24 41  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
Methyl 5,7-dihydroxy-2-methyl-6,11-dioxo-6,11-dihydrotetracene-1-carboxylic acid	Generator

Chemical Formula

C₂₁H₁₄O₆

Average Mass

362.3370 Da

Monoisotopic Mass

362.07904 Da

IUPAC Name

methyl 5,7-dihydroxy-2-methyl-6,11-dioxo-6,11-dihydrotetracene-1-carboxylate

Traditional Name

methyl 5,7-dihydroxy-2-methyl-6,11-dioxotetracene-1-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1=C(C)C=CC2=C(O)C3=C(C=C12)C(=O)C1=C(C(O)=CC=C1)C3=O

InChI Identifier

InChI=1S/C21H14O6/c1-9-6-7-10-12(15(9)21(26)27-2)8-13-17(19(10)24)20(25)16-11(18(13)23)4-3-5-14(16)22/h3-8,22,24H,1-2H3

InChI Key

ITFQAKHLOKEJNL-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 nogalater	NPAtlas	14632291

Species Where Detected

Species Name	Source	Reference
Streptomyces sp. GW71/2497	KNApSAcK Database	22123792

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetracenequinones. These are polyaromatic hydrocarbon derivatives containing a tetracyclic cycle made up of four linearly fused benzene rings, one of which bears two ketone groups at position 1 and 4.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Tetracenequinone
Anthracene carboxylic acid
Anthracene carboxylic acid or derivatives
9,10-anthraquinone
1,4-anthraquinone
1-naphthalenecarboxylic acid or derivatives
1-naphthol
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Vinylogous acid
Methyl ester
Ketone
Carboxylic acid ester
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
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	3.46	ALOGPS
logP	5.12	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	7.66	ChemAxon
pKa (Strongest Basic)	-5.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	100.9 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	98.63 m³·mol⁻¹	ChemAxon
Polarizability	37.12 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA004258

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00014983

Chemspider ID

8983915

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10808610

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Resomycin C (NP0004991)

MOL for NP0004991 (Resomycin C)

3D MOL for NP0004991 (Resomycin C)

3D SDF for NP0004991 (Resomycin C)

3D-SDF for NP0004991 (Resomycin C)

PDB for NP0004991 (Resomycin C)

3D PDB for NP0004991 (Resomycin C)

SMILES for NP0004991 (Resomycin C)

INCHI for NP0004991 (Resomycin C)

Structure for NP0004991 (Resomycin C)

3D Structure for NP0004991 (Resomycin C)