NP-MRD: Showing NP-Card for Tetarimycin A (NP0011263)

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Record Information

Version

2.0

Created at

2021-01-05 21:01:00 UTC

Updated at

2021-07-15 17:08:25 UTC

NP-MRD ID

NP0011263

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Tetarimycin A

Provided By

NPAtlas

Description

Tetarimycin A 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. Tetarimycin A is found in eDNA sp. Tetarimycin A was first documented in 2012 (PMID: 23157252). Based on a literature review very few articles have been published on Tetarimycin A.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242116553D          

 43 46  0  0  0  0            999 V2000
    4.4464   -1.4180    1.3173 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0644   -0.4491    0.2566 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0031    0.2070   -0.5190 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6478    1.1031   -1.4998 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5860    1.7670   -2.2841 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3052    1.3405   -1.7000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3297    0.6920   -0.9312 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7338   -0.2022    0.0453 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6744   -0.8442    0.8111 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9913   -1.6638    1.7089 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2572   -0.5376    0.5375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1255    0.3109   -0.3897 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9241    0.9751   -1.1794 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6387    1.8003   -2.0845 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5113    0.6319   -0.6833 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8432    2.0984   -0.5527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8584    0.2081   -2.1191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4860   -0.0885    0.1768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8588    0.1480   -0.0133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8401   -0.4612    0.7200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1720   -0.1313    0.4234 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5024   -1.3480    1.6921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1361   -1.6163    1.9182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8849   -2.5107    2.9035 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1598   -0.9907    1.1670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7403   -1.2427    1.3752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3602   -2.0477    2.2538 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1013   -2.4532    1.0770 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5714   -1.4886    1.3006 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1738   -1.0880    2.3219 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0453   -0.0123   -0.3246 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9405    2.6672   -1.9551 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9633    2.0409   -2.4636 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.2197    2.3441    0.4655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0413    0.3638   -2.8212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7152    0.8419   -2.4204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1693   -0.8784   -2.1112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1413    0.8610   -0.7943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6134    0.6486    0.9114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2692   -1.8238    2.2647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0367   -2.8369    3.2219 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  1  0  0  0  0
  4  6  2  0  0  0  0
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  7  8  2  0  0  0  0
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  6 33  1  0  0  0  0
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M  END

     RDKit          3D

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    4.0644   -0.4491    0.2566 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0031    0.2070   -0.5190 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6478    1.1031   -1.4998 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5860    1.7670   -2.2841 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3052    1.3405   -1.7000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3297    0.6920   -0.9312 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7338   -0.2022    0.0453 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6744   -0.8442    0.8111 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9913   -1.6638    1.7089 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2572   -0.5376    0.5375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1255    0.3109   -0.3897 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9241    0.9751   -1.1794 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6387    1.8003   -2.0845 O   0  0  0  0  0  0  0  0  0  0  0  0
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    6.0453   -0.0123   -0.3246 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9405    2.6672   -1.9551 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9633    2.0409   -2.4636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6820    2.3070   -1.2476 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.2197    2.3441    0.4655 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.0367   -2.8369    3.2219 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652306242116553D          

 43 46  0  0  0  0            999 V2000
    4.4464   -1.4180    1.3173 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0644   -0.4491    0.2566 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0031    0.2070   -0.5190 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6478    1.1031   -1.4998 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5860    1.7670   -2.2841 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3052    1.3405   -1.7000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3297    0.6920   -0.9312 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7338   -0.2022    0.0453 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6744   -0.8442    0.8111 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9913   -1.6638    1.7089 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2572   -0.5376    0.5375 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.6387    1.8003   -2.0845 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5113    0.6319   -0.6833 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8432    2.0984   -0.5527 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.8588    0.1480   -0.0133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8401   -0.4612    0.7200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1720   -0.1313    0.4234 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.5714   -1.4886    1.3006 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.2692   -1.8238    2.2647 H   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
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 11 12  2  0  0  0  0
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 13  7  1  0  0  0  0
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  1 28  1  0  0  0  0
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  1 30  1  0  0  0  0
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  5 32  1  0  0  0  0
  6 33  1  0  0  0  0
 16 34  1  0  0  0  0
 16 35  1  0  0  0  0
 16 36  1  0  0  0  0
 17 37  1  0  0  0  0
 17 38  1  0  0  0  0
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 21 41  1  0  0  0  0
 22 42  1  0  0  0  0
 24 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0011263

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C21H16O6/c1-8-4-9(22)5-11-14(8)19(26)16-17(18(11)25)21(2,3)12-6-10(23)7-13(24)15(12)20(16)27/h4-7,22-24H,1-3H3

> <INCHI_KEY>
XQMPGQHPYUKJDG-UHFFFAOYSA-N

> <FORMULA>
C21H16O6

> <MOLECULAR_WEIGHT>
364.353

> <EXACT_MASS>
364.094688235

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
37.36487970823701

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,4,9-trihydroxy-7,12,12-trimethyl-5,6,11,12-tetrahydrotetracene-5,6,11-trione

> <ALOGPS_LOGP>
3.77

> <JCHEM_LOGP>
3.676269039666667

> <ALOGPS_LOGS>
-4.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.469369820683766

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.7961050578668445

> <JCHEM_PKA_STRONGEST_BASIC>
-5.735572987419178

> <JCHEM_POLAR_SURFACE_AREA>
111.9

> <JCHEM_REFRACTIVITY>
99.07729999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.42e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,4,9-trihydroxy-7,12,12-trimethyltetracene-5,6,11-trione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 43 46  0  0  0  0  0  0  0  0999 V2000
    4.4464   -1.4180    1.3173 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0644   -0.4491    0.2566 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0031    0.2070   -0.5190 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6478    1.1031   -1.4998 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5860    1.7670   -2.2841 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3052    1.3405   -1.7000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3297    0.6920   -0.9312 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7338   -0.2022    0.0453 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6744   -0.8442    0.8111 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9913   -1.6638    1.7089 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2572   -0.5376    0.5375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1255    0.3109   -0.3897 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9241    0.9751   -1.1794 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6387    1.8003   -2.0845 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5113    0.6319   -0.6833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8432    2.0984   -0.5527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8584    0.2081   -2.1191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4860   -0.0885    0.1768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8588    0.1480   -0.0133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8401   -0.4612    0.7200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1720   -0.1313    0.4234 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5024   -1.3480    1.6921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1361   -1.6163    1.9182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8849   -2.5107    2.9035 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1598   -0.9907    1.1670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7403   -1.2427    1.3752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3602   -2.0477    2.2538 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1013   -2.4532    1.0770 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5714   -1.4886    1.3006 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1738   -1.0880    2.3219 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0453   -0.0123   -0.3246 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9405    2.6672   -1.9551 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9633    2.0409   -2.4636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6820    2.3070   -1.2476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0304    2.7762   -0.7756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2197    2.3441    0.4655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0413    0.3638   -2.8212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7152    0.8419   -2.4204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1693   -0.8784   -2.1112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1413    0.8610   -0.7943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6134    0.6486    0.9114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2692   -1.8238    2.2647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0367   -2.8369    3.2219 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  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 12 15  1  0
 15 16  1  0
 15 17  1  0
 15 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 25 26  1  0
 26 27  2  0
  8  2  1  0
 26 11  1  0
 13  7  1  0
 25 18  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
  5 32  1  0
  6 33  1  0
 16 34  1  0
 16 35  1  0
 16 36  1  0
 17 37  1  0
 17 38  1  0
 17 39  1  0
 19 40  1  0
 21 41  1  0
 22 42  1  0
 24 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       4.446  -1.418   1.317  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.064  -0.449   0.257  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.003   0.207  -0.519  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.648   1.103  -1.500  0.00  0.00           C+0
HETATM    5  O   UNK     0       5.586   1.767  -2.284  0.00  0.00           O+0
HETATM    6  C   UNK     0       3.305   1.341  -1.700  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.330   0.692  -0.931  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.734  -0.202   0.045  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.674  -0.844   0.811  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.991  -1.664   1.709  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.257  -0.538   0.538  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.126   0.311  -0.390  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.924   0.975  -1.179  0.00  0.00           C+0
HETATM   14  O   UNK     0       0.639   1.800  -2.084  0.00  0.00           O+0
HETATM   15  C   UNK     0      -1.511   0.632  -0.683  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.843   2.098  -0.553  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.858   0.208  -2.119  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.486  -0.089   0.177  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.859   0.148  -0.013  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.840  -0.461   0.720  0.00  0.00           C+0
HETATM   21  O   UNK     0      -6.172  -0.131   0.423  0.00  0.00           O+0
HETATM   22  C   UNK     0      -4.502  -1.348   1.692  0.00  0.00           C+0
HETATM   23  C   UNK     0      -3.136  -1.616   1.918  0.00  0.00           C+0
HETATM   24  O   UNK     0      -2.885  -2.511   2.904  0.00  0.00           O+0
HETATM   25  C   UNK     0      -2.160  -0.991   1.167  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.740  -1.243   1.375  0.00  0.00           C+0
HETATM   27  O   UNK     0      -0.360  -2.048   2.254  0.00  0.00           O+0
HETATM   28  H   UNK     0       4.101  -2.453   1.077  0.00  0.00           H+0
HETATM   29  H   UNK     0       5.571  -1.489   1.301  0.00  0.00           H+0
HETATM   30  H   UNK     0       4.174  -1.088   2.322  0.00  0.00           H+0
HETATM   31  H   UNK     0       6.045  -0.012  -0.325  0.00  0.00           H+0
HETATM   32  H   UNK     0       5.941   2.667  -1.955  0.00  0.00           H+0
HETATM   33  H   UNK     0       2.963   2.041  -2.464  0.00  0.00           H+0
HETATM   34  H   UNK     0      -2.682   2.307  -1.248  0.00  0.00           H+0
HETATM   35  H   UNK     0      -1.030   2.776  -0.776  0.00  0.00           H+0
HETATM   36  H   UNK     0      -2.220   2.344   0.466  0.00  0.00           H+0
HETATM   37  H   UNK     0      -1.041   0.364  -2.821  0.00  0.00           H+0
HETATM   38  H   UNK     0      -2.715   0.842  -2.420  0.00  0.00           H+0
HETATM   39  H   UNK     0      -2.169  -0.878  -2.111  0.00  0.00           H+0
HETATM   40  H   UNK     0      -4.141   0.861  -0.794  0.00  0.00           H+0
HETATM   41  H   UNK     0      -6.613   0.649   0.911  0.00  0.00           H+0
HETATM   42  H   UNK     0      -5.269  -1.824   2.265  0.00  0.00           H+0
HETATM   43  H   UNK     0      -2.037  -2.837   3.222  0.00  0.00           H+0
CONECT    1    2   28   29   30                                             
CONECT    2    1    3    8                                                  
CONECT    3    2    4   31                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4   32                                                       
CONECT    6    4    7   33                                                  
CONECT    7    6    8   13                                                  
CONECT    8    7    9    2                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   26                                                  
CONECT   12   11   13   15                                                  
CONECT   13   12   14    7                                                  
CONECT   14   13                                                            
CONECT   15   12   16   17   18                                             
CONECT   16   15   34   35   36                                             
CONECT   17   15   37   38   39                                             
CONECT   18   15   19   25                                                  
CONECT   19   18   20   40                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20   41                                                       
CONECT   22   20   23   42                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23   43                                                       
CONECT   25   23   26   18                                                  
CONECT   26   25   27   11                                                  
CONECT   27   26                                                            
CONECT   28    1                                                            
CONECT   29    1                                                            
CONECT   30    1                                                            
CONECT   31    3                                                            
CONECT   32    5                                                            
CONECT   33    6                                                            
CONECT   34   16                                                            
CONECT   35   16                                                            
CONECT   36   16                                                            
CONECT   37   17                                                            
CONECT   38   17                                                            
CONECT   39   17                                                            
CONECT   40   19                                                            
CONECT   41   21                                                            
CONECT   42   22                                                            
CONECT   43   24                                                            
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
    4.4464   -1.4180    1.3173 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0644   -0.4491    0.2566 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0031    0.2070   -0.5190 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6478    1.1031   -1.4998 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5860    1.7670   -2.2841 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3052    1.3405   -1.7000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3297    0.6920   -0.9312 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7338   -0.2022    0.0453 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6744   -0.8442    0.8111 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9913   -1.6638    1.7089 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2572   -0.5376    0.5375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1255    0.3109   -0.3897 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9241    0.9751   -1.1794 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6387    1.8003   -2.0845 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5113    0.6319   -0.6833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8432    2.0984   -0.5527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8584    0.2081   -2.1191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4860   -0.0885    0.1768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8588    0.1480   -0.0133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8401   -0.4612    0.7200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1720   -0.1313    0.4234 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5024   -1.3480    1.6921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1361   -1.6163    1.9182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8849   -2.5107    2.9035 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1598   -0.9907    1.1670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7403   -1.2427    1.3752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3602   -2.0477    2.2538 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1013   -2.4532    1.0770 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5714   -1.4886    1.3006 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1738   -1.0880    2.3219 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0453   -0.0123   -0.3246 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9405    2.6672   -1.9551 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9633    2.0409   -2.4636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6820    2.3070   -1.2476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0304    2.7762   -0.7756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2197    2.3441    0.4655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0413    0.3638   -2.8212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7152    0.8419   -2.4204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1693   -0.8784   -2.1112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1413    0.8610   -0.7943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6134    0.6486    0.9114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2692   -1.8238    2.2647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0367   -2.8369    3.2219 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  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 12 15  1  0
 15 16  1  0
 15 17  1  0
 15 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 25 26  1  0
 26 27  2  0
  8  2  1  0
 26 11  1  0
 13  7  1  0
 25 18  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
  5 32  1  0
  6 33  1  0
 16 34  1  0
 16 35  1  0
 16 36  1  0
 17 37  1  0
 17 38  1  0
 17 39  1  0
 19 40  1  0
 21 41  1  0
 22 42  1  0
 24 43  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₂₁H₁₆O₆

Average Mass

364.3530 Da

Monoisotopic Mass

364.09469 Da

IUPAC Name

2,4,9-trihydroxy-7,12,12-trimethyl-5,6,11,12-tetrahydrotetracene-5,6,11-trione

Traditional Name

2,4,9-trihydroxy-7,12,12-trimethyltetracene-5,6,11-trione

CAS Registry Number

Not Available

SMILES

CC1=C2C(=O)C3=C(C(=O)C2=CC(O)=C1)C(C)(C)C1=CC(O)=CC(O)=C1C3=O

InChI Identifier

InChI=1S/C21H16O6/c1-8-4-9(22)5-11-14(8)19(26)16-17(18(11)25)21(2,3)12-6-10(23)7-13(24)15(12)20(16)27/h4-7,22-24H,1-3H3

InChI Key

XQMPGQHPYUKJDG-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
eDNA sp.	NPAtlas	23157252

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
9,10-anthraquinone
1,4-anthraquinone
Hydroxyanthraquinone
Naphthalene
Aryl ketone
Quinone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Vinylogous acid
Ketone
Polyol
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organooxygen 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	3.77	ALOGPS
logP	3.68	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	6.8	ChemAxon
pKa (Strongest Basic)	-5.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	111.9 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	99.08 m³·mol⁻¹	ChemAxon
Polarizability	37.36 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

NPA007518

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

30989072

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71507685

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Kallifidas D, Kang HS, Brady SF: Tetarimycin A, an MRSA-active antibiotic identified through induced expression of environmental DNA gene clusters. J Am Chem Soc. 2012 Dec 5;134(48):19552-5. doi: 10.1021/ja3093828. Epub 2012 Nov 27. [PubMed:23157252 ]

Showing NP-Card for Tetarimycin A (NP0011263)

MOL for NP0011263 (Tetarimycin A)

3D MOL for NP0011263 (Tetarimycin A)

3D SDF for NP0011263 (Tetarimycin A)

3D-SDF for NP0011263 (Tetarimycin A)

PDB for NP0011263 (Tetarimycin A)

3D PDB for NP0011263 (Tetarimycin A)

SMILES for NP0011263 (Tetarimycin A)

INCHI for NP0011263 (Tetarimycin A)

Structure for NP0011263 (Tetarimycin A)

3D Structure for NP0011263 (Tetarimycin A)