NP-MRD: Showing NP-Card for Tetracenomycin B3 (NP0020804)

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Record Information

Version

1.0

Created at

2021-01-06 06:09:50 UTC

Updated at

2021-07-15 17:34:38 UTC

NP-MRD ID

NP0020804

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Tetracenomycin B3

Provided By

NPAtlas

Description

Tetracenomycin B3 is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Tetracenomycin B3 is found in Streptomyces and Streptomyces olivaceus. It was first documented in 1988 (PMID: 3170342). Based on a literature review very few articles have been published on Tetracenomycin B3 (PMID: 34383398) (PMID: 34383397) (PMID: 34383396) (PMID: 34384147) (PMID: 34384146) (PMID: 34384145).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242120383D          

 43 46  0  0  0  0            999 V2000
    6.8666    1.5860    0.5636 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5327    0.3294    0.0486 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2321   -0.1231   -0.0853 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9622   -1.3575   -0.5938 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6390   -1.8432   -0.7407 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4399   -3.0842   -1.2551 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5879   -1.0446   -0.3583 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8588    0.2170    0.1616 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1551    0.6462    0.2859 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7672    1.0861    0.5754 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0718    2.2175    1.0390 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3912    0.6357    0.4456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6360    1.4564    0.8362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9753    1.0737    0.7333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9450    1.9618    1.1483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2324    1.5798    1.0421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2627    2.4412    1.4484 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6291    0.3206    0.5288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0377    0.0300    0.4630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5944   -0.9898    0.0566 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9578    1.0117    0.9126 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6452   -0.5531    0.1195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9455   -1.8730   -0.4181 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0658   -0.6010   -0.0614 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1902   -1.4492   -0.4679 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9683   -2.5762   -0.9331 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8969    1.5120    1.6811 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9070    1.8628    0.2415 H   0  0  0  0  0  0  0  0  0  0  0  0
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    5.7310   -2.0552   -0.9214 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.3590    1.6329    0.6929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4026    2.4237    1.2336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6361    2.9173    1.5376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9977    3.3410    1.8159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2101    1.6917    0.2046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6343   -2.0028   -1.4938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0160   -2.1133   -0.4379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5344   -2.7111    0.2336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0834   -2.9535   -1.0032 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
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M  END

     RDKit          3D

 43 46  0  0  0  0  0  0  0  0999 V2000
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    6.5327    0.3294    0.0486 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.4399   -3.0842   -1.2551 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5879   -1.0446   -0.3583 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8588    0.2170    0.1616 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1551    0.6462    0.2859 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7672    1.0861    0.5754 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0718    2.2175    1.0390 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3912    0.6357    0.4456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6360    1.4564    0.8362 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.2324    1.5798    1.0421 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.6291    0.3206    0.5288 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.6452   -0.5531    0.1195 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.7310   -2.0552   -0.9214 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7088   -3.6500   -1.4616 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.4026    2.4237    1.2336 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652306242120383D          

 43 46  0  0  0  0            999 V2000
    6.8666    1.5860    0.5636 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5327    0.3294    0.0486 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.9622   -1.3575   -0.5938 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6390   -1.8432   -0.7407 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4399   -3.0842   -1.2551 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5879   -1.0446   -0.3583 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.1551    0.6462    0.2859 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7672    1.0861    0.5754 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.2324    1.5798    1.0421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2627    2.4412    1.4484 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.0377    0.0300    0.4630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5944   -0.9898    0.0566 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9578    1.0117    0.9126 O   0  0  0  0  0  0  0  0  0  0  0  0
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  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
  5  7  2  0  0  0  0
  7  8  1  0  0  0  0
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  9 35  1  0  0  0  0
 13 36  1  0  0  0  0
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 17 38  1  0  0  0  0
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 26 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0020804

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C1=C(O[H])C([H])=C2C([H])=C3C(=O)C4=C([H])C(OC([H])([H])[H])=C([H])C(O[H])=C4C(=O)C3=C(O[H])C2=C1C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C21H14O8/c1-7-14-8(4-12(22)15(7)21(27)28)3-10-17(19(14)25)20(26)16-11(18(10)24)5-9(29-2)6-13(16)23/h3-6,22-23,25H,1-2H3,(H,27,28)

> <INCHI_KEY>
NSKLWYCTXNPUBB-UHFFFAOYSA-N

> <FORMULA>
C21H14O8

> <MOLECULAR_WEIGHT>
394.335

> <EXACT_MASS>
394.068867411

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
39.33292208045541

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,10,12-trihydroxy-8-methoxy-1-methyl-6,11-dioxo-6,11-dihydrotetracene-2-carboxylic acid

> <ALOGPS_LOGP>
2.65

> <JCHEM_LOGP>
4.9608198980000004

> <ALOGPS_LOGS>
-4.10

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.751680832316256

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.560775518106948

> <JCHEM_PKA_STRONGEST_BASIC>
-4.855782622379287

> <JCHEM_POLAR_SURFACE_AREA>
141.36

> <JCHEM_REFRACTIVITY>
102.30449999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.12e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tetracenomycin B3

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 43 46  0  0  0  0  0  0  0  0999 V2000
    6.8666    1.5860    0.5636 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5327    0.3294    0.0486 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2321   -0.1231   -0.0853 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9622   -1.3575   -0.5938 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6390   -1.8432   -0.7407 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4399   -3.0842   -1.2551 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5879   -1.0446   -0.3583 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8588    0.2170    0.1616 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1551    0.6462    0.2859 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7672    1.0861    0.5754 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0718    2.2175    1.0390 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3912    0.6357    0.4456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6360    1.4564    0.8362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9753    1.0737    0.7333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9450    1.9618    1.1483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2324    1.5798    1.0421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2627    2.4412    1.4484 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6291    0.3206    0.5288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0377    0.0300    0.4630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5944   -0.9898    0.0566 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9578    1.0117    0.9126 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6452   -0.5531    0.1195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9455   -1.8730   -0.4181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2980   -0.1645    0.2257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2629   -1.0194   -0.1798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5894   -2.2127   -0.6688 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0658   -0.6010   -0.0614 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1902   -1.4492   -0.4679 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9683   -2.5762   -0.9331 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8969    1.5120    1.6811 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9070    1.8628    0.2415 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1945    2.4024    0.2471 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7310   -2.0552   -0.9214 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7088   -3.6500   -1.4616 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3590    1.6329    0.6929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4026    2.4237    1.2336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6361    2.9173    1.5376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9977    3.3410    1.8159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2101    1.6917    0.2046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6343   -2.0028   -1.4938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0160   -2.1133   -0.4379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5344   -2.7111    0.2336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0834   -2.9535   -1.0032 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
  5  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 18 22  1  0
 22 23  1  0
 22 24  2  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
 27 28  1  0
 28 29  2  0
  9  3  1  0
 27 12  1  0
 28  7  1  0
 24 14  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  4 33  1  0
  6 34  1  0
  9 35  1  0
 13 36  1  0
 15 37  1  0
 17 38  1  0
 21 39  1  0
 23 40  1  0
 23 41  1  0
 23 42  1  0
 26 43  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       6.867   1.586   0.564  0.00  0.00           C+0
HETATM    2  O   UNK     0       6.533   0.329   0.049  0.00  0.00           O+0
HETATM    3  C   UNK     0       5.232  -0.123  -0.085  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.962  -1.357  -0.594  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.639  -1.843  -0.741  0.00  0.00           C+0
HETATM    6  O   UNK     0       3.440  -3.084  -1.255  0.00  0.00           O+0
HETATM    7  C   UNK     0       2.588  -1.045  -0.358  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.859   0.217   0.162  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.155   0.646   0.286  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.767   1.086   0.575  0.00  0.00           C+0
HETATM   11  O   UNK     0       2.072   2.217   1.039  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.391   0.636   0.446  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.636   1.456   0.836  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.975   1.074   0.733  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.945   1.962   1.148  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.232   1.580   1.042  0.00  0.00           C+0
HETATM   17  O   UNK     0      -5.263   2.441   1.448  0.00  0.00           O+0
HETATM   18  C   UNK     0      -4.629   0.321   0.529  0.00  0.00           C+0
HETATM   19  C   UNK     0      -6.038   0.030   0.463  0.00  0.00           C+0
HETATM   20  O   UNK     0      -6.594  -0.990   0.057  0.00  0.00           O+0
HETATM   21  O   UNK     0      -6.958   1.012   0.913  0.00  0.00           O+0
HETATM   22  C   UNK     0      -3.645  -0.553   0.120  0.00  0.00           C+0
HETATM   23  C   UNK     0      -3.946  -1.873  -0.418  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.298  -0.165   0.226  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.263  -1.019  -0.180  0.00  0.00           C+0
HETATM   26  O   UNK     0      -1.589  -2.213  -0.669  0.00  0.00           O+0
HETATM   27  C   UNK     0       0.066  -0.601  -0.061  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.190  -1.449  -0.468  0.00  0.00           C+0
HETATM   29  O   UNK     0       0.968  -2.576  -0.933  0.00  0.00           O+0
HETATM   30  H   UNK     0       6.897   1.512   1.681  0.00  0.00           H+0
HETATM   31  H   UNK     0       7.907   1.863   0.242  0.00  0.00           H+0
HETATM   32  H   UNK     0       6.194   2.402   0.247  0.00  0.00           H+0
HETATM   33  H   UNK     0       5.731  -2.055  -0.921  0.00  0.00           H+0
HETATM   34  H   UNK     0       2.709  -3.650  -1.462  0.00  0.00           H+0
HETATM   35  H   UNK     0       4.359   1.633   0.693  0.00  0.00           H+0
HETATM   36  H   UNK     0      -0.403   2.424   1.234  0.00  0.00           H+0
HETATM   37  H   UNK     0      -2.636   2.917   1.538  0.00  0.00           H+0
HETATM   38  H   UNK     0      -4.998   3.341   1.816  0.00  0.00           H+0
HETATM   39  H   UNK     0      -7.210   1.692   0.205  0.00  0.00           H+0
HETATM   40  H   UNK     0      -3.634  -2.003  -1.494  0.00  0.00           H+0
HETATM   41  H   UNK     0      -5.016  -2.113  -0.438  0.00  0.00           H+0
HETATM   42  H   UNK     0      -3.534  -2.711   0.234  0.00  0.00           H+0
HETATM   43  H   UNK     0      -1.083  -2.954  -1.003  0.00  0.00           H+0
CONECT    1    2   30   31   32                                             
CONECT    2    1    3                                                       
CONECT    3    2    4    9                                                  
CONECT    4    3    5   33                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5   34                                                       
CONECT    7    5    8   28                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8    3   35                                                  
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   27                                                  
CONECT   13   12   14   36                                                  
CONECT   14   13   15   24                                                  
CONECT   15   14   16   37                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16   38                                                       
CONECT   18   16   19   22                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   39                                                       
CONECT   22   18   23   24                                                  
CONECT   23   22   40   41   42                                             
CONECT   24   22   25   14                                                  
CONECT   25   24   26   27                                                  
CONECT   26   25   43                                                       
CONECT   27   25   28   12                                                  
CONECT   28   27   29    7                                                  
CONECT   29   28                                                            
CONECT   30    1                                                            
CONECT   31    1                                                            
CONECT   32    1                                                            
CONECT   33    4                                                            
CONECT   34    6                                                            
CONECT   35    9                                                            
CONECT   36   13                                                            
CONECT   37   15                                                            
CONECT   38   17                                                            
CONECT   39   21                                                            
CONECT   40   23                                                            
CONECT   41   23                                                            
CONECT   42   23                                                            
CONECT   43   26                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   92    0
END

RDKit          3D

43 46  0  0  0  0  0  0  0  0999 V2000
    6.8666    1.5860    0.5636 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5327    0.3294    0.0486 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2321   -0.1231   -0.0853 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9622   -1.3575   -0.5938 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6390   -1.8432   -0.7407 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4399   -3.0842   -1.2551 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5879   -1.0446   -0.3583 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8588    0.2170    0.1616 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1551    0.6462    0.2859 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7672    1.0861    0.5754 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0718    2.2175    1.0390 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3912    0.6357    0.4456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6360    1.4564    0.8362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9753    1.0737    0.7333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9450    1.9618    1.1483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2324    1.5798    1.0421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2627    2.4412    1.4484 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6291    0.3206    0.5288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0377    0.0300    0.4630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5944   -0.9898    0.0566 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9578    1.0117    0.9126 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6452   -0.5531    0.1195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9455   -1.8730   -0.4181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2980   -0.1645    0.2257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2629   -1.0194   -0.1798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5894   -2.2127   -0.6688 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0658   -0.6010   -0.0614 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1902   -1.4492   -0.4679 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9683   -2.5762   -0.9331 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8969    1.5120    1.6811 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9070    1.8628    0.2415 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1945    2.4024    0.2471 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7310   -2.0552   -0.9214 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7088   -3.6500   -1.4616 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3590    1.6329    0.6929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4026    2.4237    1.2336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6361    2.9173    1.5376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9977    3.3410    1.8159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2101    1.6917    0.2046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6343   -2.0028   -1.4938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0160   -2.1133   -0.4379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5344   -2.7111    0.2336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0834   -2.9535   -1.0032 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
  5  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 18 22  1  0
 22 23  1  0
 22 24  2  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
 27 28  1  0
 28 29  2  0
  9  3  1  0
 27 12  1  0
 28  7  1  0
 24 14  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  4 33  1  0
  6 34  1  0
  9 35  1  0
 13 36  1  0
 15 37  1  0
 17 38  1  0
 21 39  1  0
 23 40  1  0
 23 41  1  0
 23 42  1  0
 26 43  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
Tetracenomycin b(3)	ChEBI

Chemical Formula

C₂₁H₁₄O₈

Average Mass

394.3350 Da

Monoisotopic Mass

394.06887 Da

IUPAC Name

3,10,12-trihydroxy-8-methoxy-1-methyl-6,11-dioxo-6,11-dihydrotetracene-2-carboxylic acid

Traditional Name

tetracenomycin B3

CAS Registry Number

Not Available

SMILES

COC1=CC(O)=C2C(=O)C3=C(C=C4C=C(O)C(C(O)=O)=C(C)C4=C3O)C(=O)C2=C1

InChI Identifier

InChI=1S/C21H14O8/c1-7-14-8(4-12(22)15(7)21(27)28)3-10-17(19(14)25)20(26)16-11(18(10)24)5-9(29-2)6-13(16)23/h3-6,22-23,25H,1-2H3,(H,27,28)

InChI Key

NSKLWYCTXNPUBB-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	3170342
Streptomyces olivaceus	LOTUS Database	35616633

Species Where Detected

Species Name	Source	Reference
Streptomyces olivaceus T.2353-R	KNApSAcK Database	22123792

Chemical Taxonomy

Classification

Not classified

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	2.65	ALOGPS
logP	4.96	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	2.56	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	141.36 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	102.3 m³·mol⁻¹	ChemAxon
Polarizability	39.33 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

NPA020776

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00017936

Chemspider ID

169298

KEGG Compound ID

C12369

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

195205

PDB ID

Not Available

ChEBI ID

32200

Good Scents ID

Not Available

References

General References

Rohr J, Eick S, Zeeck A, Reuschenbach P, Zahner H, Fiedler HP: Metabolic products of microorganisms. 249. Tetracenomycins B3 and D3, key intermediates of the elloramycin and tetracenomycin C biosynthesis. J Antibiot (Tokyo). 1988 Aug;41(8):1066-73. doi: 10.7164/antibiotics.41.1066. [PubMed:3170342 ]
Mitchell PM: The cost-effectiveness of what in health and care?. 2021 Feb. [PubMed:34383398 ]
Authors unspecified: Ozanimod. 2012. [PubMed:34383397 ]
Authors unspecified: Ponesimod. 2012. [PubMed:34383396 ]
Lee J, Cho Y, Choi KH, Hwang I, Oh YL: Metastatic leiomyosarcoma of the thyroid gland: cytologic findings and differential diagnosis. J Pathol Transl Med. 2021 Aug 13. pii: jptm.2021.06.23. doi: 10.4132/jptm.2021.06.23. [PubMed:34384147 ]
Rossouw HM, Nagel SE, Pillay TS: Comparability of 11 different equations for estimating LDL cholesterol on different analysers. Clin Chem Lab Med. 2021 Aug 11. pii: cclm-2021-0747. doi: 10.1515/cclm-2021-0747. [PubMed:34384146 ]
Winkel P, Hilden J, Jakobsen JC, Lindschou J, Jensen GB, Kjoller E, Sajadieh A, Kastrup J, Kolmos HJ, Larsson A, Arnlov J, Bjerre M, Gluud C: A screening method to spot biomarkers that may warn of serious events in a chronic disease - illustrated by cardiological CLARICOR trial data. Clin Chem Lab Med. 2021 Aug 12. pii: cclm-2021-0333. doi: 10.1515/cclm-2021-0333. [PubMed:34384145 ]
Lombardi Y, Hiesse C, Ridel C, Touzot M: From combined heart-kidney to kidney transplantation program: what nephrologists should know about dilated cardiomyopathy. Transpl Int. 2021 Aug;34(8):1573-1575. doi: 10.1111/tri.13948. [PubMed:34384144 ]
Kennedy LJ, Cukier S, Khoury L, Steeves D: 'You drink at home so they can go to work safely': A case study exploring alcohol marketing during the COVID-19 pandemic. Drug Alcohol Rev. 2021 Aug 12. doi: 10.1111/dar.13374. [PubMed:34384143 ]

Showing NP-Card for Tetracenomycin B3 (NP0020804)

MOL for NP0020804 (Tetracenomycin B3)

3D MOL for NP0020804 (Tetracenomycin B3)

3D SDF for NP0020804 (Tetracenomycin B3)

3D-SDF for NP0020804 (Tetracenomycin B3)

PDB for NP0020804 (Tetracenomycin B3)

3D PDB for NP0020804 (Tetracenomycin B3)

SMILES for NP0020804 (Tetracenomycin B3)

INCHI for NP0020804 (Tetracenomycin B3)

Structure for NP0020804 (Tetracenomycin B3)

3D Structure for NP0020804 (Tetracenomycin B3)