NP-MRD: Showing NP-Card for methyl 2-ethyl-5,7,12-trihydroxy-4-[(2-hydroxyethyl)amino]-6,11-dioxotetracene-1-carboxylate (NP0198217)

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Record Information

Version

2.0

Created at

2022-09-04 16:37:49 UTC

Updated at

2022-09-04 16:37:50 UTC

NP-MRD ID

NP0198217

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 2-ethyl-5,7,12-trihydroxy-4-[(2-hydroxyethyl)amino]-6,11-dioxotetracene-1-carboxylate

Description

Anthracyclinone Blue B 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. methyl 2-ethyl-5,7,12-trihydroxy-4-[(2-hydroxyethyl)amino]-6,11-dioxotetracene-1-carboxylate is found in Streptomyces griseus. Based on a literature review very few articles have been published on Anthracyclinone Blue B.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042218372D          

 33 36  0  0  0  0            999 V2000
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   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
  4  5  1  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
  5 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 10 17  1  0  0  0  0
 17 18  2  0  0  0  0
  3 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 14 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  2  0  0  0  0
 25 31  1  0  0  0  0
 31 32  1  0  0  0  0
 13 32  1  0  0  0  0
 32 33  2  0  0  0  0
M  END

     RDKit          3D

 54 57  0  0  0  0  0  0  0  0999 V2000
   -4.9204    1.0832   -0.0882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1933    0.6710    1.1503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8540    0.1229    0.9381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5948   -1.2253    1.0035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2908   -1.7546    0.7915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1171   -3.1206    0.9661 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2334   -4.0758    0.9562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8017   -4.2935   -0.4157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3023   -3.2008   -1.0544 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2879   -0.8620    0.5149 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0028   -1.3210    0.2810 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352   -2.6345    0.3401 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0410   -0.4281   -0.0147 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7506    0.9210   -0.0693 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4801    1.4074    0.1557 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1413    2.7236    0.1140 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5356    0.5021    0.4472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8225    0.9856    0.6603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0712    2.3993    0.5910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3912    2.9000   -0.5175 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9844    3.2669    1.6686 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2532    4.6600    1.4912 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8551    1.8213   -0.3786 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6562    3.0466   -0.4418 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2054    1.3114   -0.6186 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2113    2.2380   -0.9090 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4800    1.7524   -1.1336 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7704    0.4158   -1.0802 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7755   -0.5269   -0.7907 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1327   -1.8336   -0.7539 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5083   -0.0248   -0.5677 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3858   -0.9377   -0.2536 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6743   -2.1402   -0.2111 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7834    0.3777   -0.2796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3122    1.0177   -1.0150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3983    2.0748    0.0047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1954    1.5580    1.8395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8312   -0.0800    1.6927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3997   -1.8766    1.2356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2094   -3.5586    1.1500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9853   -3.7810    1.6972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8855   -5.0996    1.2888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6610   -5.0178   -0.2771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0675   -4.8637   -1.0265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2832   -3.1228   -0.9254 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9865   -3.1948    0.2277 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6221    3.5383   -0.0568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2512    4.8100    1.0351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4849    5.1393    0.8627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2298    5.1286    2.4871 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9595    3.2781   -0.9449 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2817    2.4426   -1.3609 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7761    0.0594   -1.2604 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7002   -2.6787   -0.5910 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  5 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 32  1  0
 32 33  2  0
 32 31  1  0
 31 29  2  0
 29 30  1  0
 29 28  1  0
 28 27  2  0
 27 26  1  0
 26 25  2  0
 25 23  1  0
 23 24  2  0
 23 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 18  3  1  0
 17 10  1  0
 14 13  1  0
 25 31  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  2 38  1  0
  4 39  1  0
  6 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
 12 46  1  0
 30 54  1  0
 28 53  1  0
 27 52  1  0
 26 51  1  0
 16 47  1  0
 22 48  1  0
 22 49  1  0
 22 50  1  0
M  END


  Mrv1652309042218372D          

 33 36  0  0  0  0            999 V2000
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   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
  4  5  1  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
  5 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 10 17  1  0  0  0  0
 17 18  2  0  0  0  0
  3 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 14 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  2  0  0  0  0
 25 31  1  0  0  0  0
 31 32  1  0  0  0  0
 13 32  1  0  0  0  0
 32 33  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0198217

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC1=CC(NCCO)=C2C(O)=C3C(=O)C4=C(O)C=CC=C4C(=O)C3=C(O)C2=C1C(=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C24H21NO8/c1-3-10-9-12(25-7-8-26)16-17(14(10)24(32)33-2)23(31)18-19(22(16)30)21(29)15-11(20(18)28)5-4-6-13(15)27/h4-6,9,25-27,30-31H,3,7-8H2,1-2H3

> <INCHI_KEY>
QZOYVKFIBGXGPC-UHFFFAOYSA-N

> <FORMULA>
C24H21NO8

> <MOLECULAR_WEIGHT>
451.431

> <EXACT_MASS>
451.12671664

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
46.63294689964682

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 2-ethyl-5,7,12-trihydroxy-4-[(2-hydroxyethyl)amino]-6,11-dioxo-6,11-dihydrotetracene-1-carboxylate

> <JCHEM_LOGP>
4.69163

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.323327309448871

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.614104781353737

> <JCHEM_PKA_STRONGEST_BASIC>
1.5720286630827536

> <JCHEM_POLAR_SURFACE_AREA>
153.39

> <JCHEM_REFRACTIVITY>
121.69749999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
methyl 2-ethyl-5,7,12-trihydroxy-4-[(2-hydroxyethyl)amino]-6,11-dioxotetracene-1-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.669  -0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       9.336   3.850   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.669   6.160   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      12.003   6.930   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      10.669  -3.080   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.000   0.000   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   18                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10    5   11   17                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   32                                                  
CONECT   14   13   15   23                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   10   18                                                  
CONECT   18   17    3   19                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21                                                            
CONECT   23   14   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   31                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   25   32                                                  
CONECT   32   31   13   33                                                  
CONECT   33   32                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₂₁NO₈

Average Mass

451.4310 Da

Monoisotopic Mass

451.12672 Da

IUPAC Name

methyl 2-ethyl-5,7,12-trihydroxy-4-[(2-hydroxyethyl)amino]-6,11-dioxo-6,11-dihydrotetracene-1-carboxylate

Traditional Name

methyl 2-ethyl-5,7,12-trihydroxy-4-[(2-hydroxyethyl)amino]-6,11-dioxotetracene-1-carboxylate

CAS Registry Number

Not Available

SMILES

CCC1=CC(NCCO)=C2C(O)=C3C(=O)C4=C(O)C=CC=C4C(=O)C3=C(O)C2=C1C(=O)OC

InChI Identifier

InChI=1S/C24H21NO8/c1-3-10-9-12(25-7-8-26)16-17(14(10)24(32)33-2)23(31)18-19(22(16)30)21(29)15-11(20(18)28)5-4-6-13(15)27/h4-6,9,25-27,30-31H,3,7-8H2,1-2H3

InChI Key

QZOYVKFIBGXGPC-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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 griseus	LOTUS Database	35616633

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
Aminobenzoic acid or derivatives
Aryl ketone
Hydroquinone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Secondary aliphatic/aromatic amine
Phenol
Vinylogous acid
Methyl ester
Amino acid or derivatives
1,2-aminoalcohol
Carboxylic acid ester
Ketone
Alkanolamine
Carboxylic acid derivative
Polyol
Secondary amine
Alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organic nitrogen compound
Amine
Primary alcohol
Organonitrogen 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	4.69	ChemAxon
pKa (Strongest Acidic)	7.61	ChemAxon
pKa (Strongest Basic)	1.57	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	153.39 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	121.7 m³·mol⁻¹	ChemAxon
Polarizability	46.63 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	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

17624913

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

16720549

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 2-ethyl-5,7,12-trihydroxy-4-[(2-hydroxyethyl)amino]-6,11-dioxotetracene-1-carboxylate (NP0198217)

MOL for NP0198217 (methyl 2-ethyl-5,7,12-trihydroxy-4-[(2-hydroxyethyl)amino]-6,11-dioxotetracene-1-carboxylate)

3D MOL for NP0198217 (methyl 2-ethyl-5,7,12-trihydroxy-4-[(2-hydroxyethyl)amino]-6,11-dioxotetracene-1-carboxylate)

3D SDF for NP0198217 (methyl 2-ethyl-5,7,12-trihydroxy-4-[(2-hydroxyethyl)amino]-6,11-dioxotetracene-1-carboxylate)

3D-SDF for NP0198217 (methyl 2-ethyl-5,7,12-trihydroxy-4-[(2-hydroxyethyl)amino]-6,11-dioxotetracene-1-carboxylate)

PDB for NP0198217 (methyl 2-ethyl-5,7,12-trihydroxy-4-[(2-hydroxyethyl)amino]-6,11-dioxotetracene-1-carboxylate)

3D PDB for NP0198217 (methyl 2-ethyl-5,7,12-trihydroxy-4-[(2-hydroxyethyl)amino]-6,11-dioxotetracene-1-carboxylate)

SMILES for NP0198217 (methyl 2-ethyl-5,7,12-trihydroxy-4-[(2-hydroxyethyl)amino]-6,11-dioxotetracene-1-carboxylate)

INCHI for NP0198217 (methyl 2-ethyl-5,7,12-trihydroxy-4-[(2-hydroxyethyl)amino]-6,11-dioxotetracene-1-carboxylate)

Structure for NP0198217 (methyl 2-ethyl-5,7,12-trihydroxy-4-[(2-hydroxyethyl)amino]-6,11-dioxotetracene-1-carboxylate)

3D Structure for NP0198217 (methyl 2-ethyl-5,7,12-trihydroxy-4-[(2-hydroxyethyl)amino]-6,11-dioxotetracene-1-carboxylate)