NP-MRD: Showing NP-Card for Ekatetrone (NP0001598)

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Record Information

Version

2.0

Created at

2020-09-23 01:58:01 UTC

Updated at

2021-08-10 02:55:33 UTC

NP-MRD ID

NP0001598

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Ekatetrone

Provided By

NPAtlas

Description

2-[(1S)-10,12-dihydroxy-3,6,11-trioxo-3,4,6,11-tetrahydro-1H-2-oxatetracen-1-yl]ethanimidic acid belongs to the class of organic compounds known as isochromanequinones. These are polycyclic compounds containing an isochromanequinone, which is structurally characterized by a quinone fused to an isochromane, and forming a naphtho[2,3-c]pyran-6,9-dione skeleton. Ekatetrone is found in Kitasatospora aureofaciens, Streptomyces and Streptomyces aureofaciens. Ekatetrone was first documented in 1978 (PMID: 101501). Based on a literature review very few articles have been published on 2-[(1S)-10,12-dihydroxy-3,6,11-trioxo-3,4,6,11-tetrahydro-1H-2-oxatetracen-1-yl]ethanimidic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242117433D          

 40 43  0  0  0  0            999 V2000
   -5.3534    1.5341    0.3383 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6580    1.1563    1.5241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2395    1.3070    2.6082 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2685    0.5959    1.4510 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8080    0.5228    0.0111 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7087   -0.3237   -0.6925 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7142   -1.6831   -0.3467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7378   -2.3458   -0.5778 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5393   -2.3214    0.2764 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3361   -1.4474    0.0915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0996   -2.0366    0.0522 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0285   -1.2132   -0.1277 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8835    0.1502   -0.2600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3686    0.7623   -0.2218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6153    2.0837   -0.3413 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4644   -0.1006   -0.0402 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0541    1.0294   -0.4494 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8915    2.2704   -0.5673 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3944    0.4414   -0.4974 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4927    1.2527   -0.6736 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4573    2.5991   -0.8131 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7430    0.5982   -0.7071 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8777   -0.7573   -0.5747 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7609   -1.5166   -0.4025 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5040   -0.9473   -0.3594 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3435   -1.8005   -0.1737 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4469   -3.0421   -0.0508 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7145    0.8267   -0.3369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4841    2.5565    0.1781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5747    1.1765    2.0825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3336   -0.4143    1.9023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8062    1.5382   -0.4334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6752   -2.6406    1.3113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3073   -3.2607   -0.3065 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0689   -3.0859    0.1494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1709    2.9126   -0.4656 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7258    3.2179   -0.8184 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6493    1.2042   -0.8458 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8500   -1.2542   -0.6021 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8058   -2.6081   -0.2907 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
  2  4  1  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  2  0  0  0  0
  7  9  1  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
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 13 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
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 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 12  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
  4 30  1  0  0  0  0
  4 31  1  0  0  0  0
  5 32  1  6  0  0  0
  9 33  1  0  0  0  0
  9 34  1  0  0  0  0
 11 35  1  0  0  0  0
 15 36  1  0  0  0  0
 21 37  1  0  0  0  0
 22 38  1  0  0  0  0
 23 39  1  0  0  0  0
 24 40  1  0  0  0  0
M  END

     RDKit          3D

 40 43  0  0  0  0  0  0  0  0999 V2000
   -5.3534    1.5341    0.3383 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6580    1.1563    1.5241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2395    1.3070    2.6082 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2685    0.5959    1.4510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8080    0.5228    0.0111 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7087   -0.3237   -0.6925 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7142   -1.6831   -0.3467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7378   -2.3458   -0.5778 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5393   -2.3214    0.2764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3361   -1.4474    0.0915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0996   -2.0366    0.0522 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0285   -1.2132   -0.1277 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8835    0.1502   -0.2600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3686    0.7623   -0.2218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6153    2.0837   -0.3413 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4644   -0.1006   -0.0402 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0541    1.0294   -0.4494 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8915    2.2704   -0.5673 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3944    0.4414   -0.4974 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4927    1.2527   -0.6736 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4573    2.5991   -0.8131 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7430    0.5982   -0.7071 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8777   -0.7573   -0.5747 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7609   -1.5166   -0.4025 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5040   -0.9473   -0.3594 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3435   -1.8005   -0.1737 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4469   -3.0421   -0.0508 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7145    0.8267   -0.3369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4841    2.5565    0.1781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5747    1.1765    2.0825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3336   -0.4143    1.9023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8062    1.5382   -0.4334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6752   -2.6406    1.3113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3073   -3.2607   -0.3065 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0689   -3.0859    0.1494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1709    2.9126   -0.4656 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7258    3.2179   -0.8184 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6493    1.2042   -0.8458 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8500   -1.2542   -0.6021 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8058   -2.6081   -0.2907 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 13 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 16  5  1  0
 25 19  1  0
 16 10  1  0
 26 12  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  6
  9 33  1  0
  9 34  1  0
 11 35  1  0
 15 36  1  0
 21 37  1  0
 22 38  1  0
 23 39  1  0
 24 40  1  0
M  END


  Mrv1652306242117433D          

 40 43  0  0  0  0            999 V2000
   -5.3534    1.5341    0.3383 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6580    1.1563    1.5241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2395    1.3070    2.6082 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2685    0.5959    1.4510 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8080    0.5228    0.0111 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7087   -0.3237   -0.6925 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7142   -1.6831   -0.3467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7378   -2.3458   -0.5778 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5393   -2.3214    0.2764 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3361   -1.4474    0.0915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0996   -2.0366    0.0522 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0285   -1.2132   -0.1277 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8835    0.1502   -0.2600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3686    0.7623   -0.2218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6153    2.0837   -0.3413 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4644   -0.1006   -0.0402 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0541    1.0294   -0.4494 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8915    2.2704   -0.5673 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3944    0.4414   -0.4974 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4927    1.2527   -0.6736 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4573    2.5991   -0.8131 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7430    0.5982   -0.7071 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8777   -0.7573   -0.5747 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7609   -1.5166   -0.4025 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5040   -0.9473   -0.3594 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3435   -1.8005   -0.1737 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4469   -3.0421   -0.0508 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7145    0.8267   -0.3369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4841    2.5565    0.1781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5747    1.1765    2.0825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3336   -0.4143    1.9023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8062    1.5382   -0.4334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6752   -2.6406    1.3113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3073   -3.2607   -0.3065 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0689   -3.0859    0.1494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1709    2.9126   -0.4656 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7258    3.2179   -0.8184 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6493    1.2042   -0.8458 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8500   -1.2542   -0.6021 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8058   -2.6081   -0.2907 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
  2  4  1  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  2  0  0  0  0
  7  9  1  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
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 13 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
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 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 12  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
  4 30  1  0  0  0  0
  4 31  1  0  0  0  0
  5 32  1  6  0  0  0
  9 33  1  0  0  0  0
  9 34  1  0  0  0  0
 11 35  1  0  0  0  0
 15 36  1  0  0  0  0
 21 37  1  0  0  0  0
 22 38  1  0  0  0  0
 23 39  1  0  0  0  0
 24 40  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0001598

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C2C(=O)C3=C(C([H])=C4C(=C3O[H])[C@@]([H])(OC(=O)C4([H])[H])C([H])([H])C(=O)N([H])[H])C(=O)C2=C([H])C([H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C19H13NO7/c20-12(22)6-11-14-7(5-13(23)27-11)4-9-16(18(14)25)19(26)15-8(17(9)24)2-1-3-10(15)21/h1-4,11,21,25H,5-6H2,(H2,20,22)/t11-/m0/s1

> <INCHI_KEY>
QZENCFIHIPLZMU-NSHDSACASA-N

> <FORMULA>
C19H13NO7

> <MOLECULAR_WEIGHT>
367.313

> <EXACT_MASS>
367.069201763

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
35.46128968913556

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(1S)-10,12-dihydroxy-3,6,11-trioxo-3,4,6,11-tetrahydro-1H-2-oxatetracen-1-yl]acetamide

> <ALOGPS_LOGP>
1.94

> <JCHEM_LOGP>
2.114265579

> <ALOGPS_LOGS>
-3.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.346538722451855

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.542557589137736

> <JCHEM_PKA_STRONGEST_BASIC>
-2.6913513641350266

> <JCHEM_POLAR_SURFACE_AREA>
143.99000000000004

> <JCHEM_REFRACTIVITY>
92.0205

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.53e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(1S)-10,12-dihydroxy-3,6,11-trioxo-1,4-dihydro-2-oxatetracen-1-yl]acetamide

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 40 43  0  0  0  0  0  0  0  0999 V2000
   -5.3534    1.5341    0.3383 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6580    1.1563    1.5241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2395    1.3070    2.6082 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2685    0.5959    1.4510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8080    0.5228    0.0111 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7087   -0.3237   -0.6925 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7142   -1.6831   -0.3467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7378   -2.3458   -0.5778 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5393   -2.3214    0.2764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3361   -1.4474    0.0915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0996   -2.0366    0.0522 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0285   -1.2132   -0.1277 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8835    0.1502   -0.2600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3686    0.7623   -0.2218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6153    2.0837   -0.3413 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4644   -0.1006   -0.0402 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0541    1.0294   -0.4494 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8915    2.2704   -0.5673 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3944    0.4414   -0.4974 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4927    1.2527   -0.6736 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4573    2.5991   -0.8131 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7430    0.5982   -0.7071 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8777   -0.7573   -0.5747 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7609   -1.5166   -0.4025 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5040   -0.9473   -0.3594 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3435   -1.8005   -0.1737 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4469   -3.0421   -0.0508 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7145    0.8267   -0.3369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4841    2.5565    0.1781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5747    1.1765    2.0825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3336   -0.4143    1.9023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8062    1.5382   -0.4334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6752   -2.6406    1.3113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3073   -3.2607   -0.3065 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0689   -3.0859    0.1494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1709    2.9126   -0.4656 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7258    3.2179   -0.8184 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6493    1.2042   -0.8458 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8500   -1.2542   -0.6021 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8058   -2.6081   -0.2907 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 13 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 16  5  1  0
 25 19  1  0
 16 10  1  0
 26 12  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  6
  9 33  1  0
  9 34  1  0
 11 35  1  0
 15 36  1  0
 21 37  1  0
 22 38  1  0
 23 39  1  0
 24 40  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  N   UNK     0      -5.353   1.534   0.338  0.00  0.00           N+0
HETATM    2  C   UNK     0      -4.658   1.156   1.524  0.00  0.00           C+0
HETATM    3  O   UNK     0      -5.239   1.307   2.608  0.00  0.00           O+0
HETATM    4  C   UNK     0      -3.268   0.596   1.451  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.808   0.523   0.011  0.00  0.00           C+0
HETATM    6  O   UNK     0      -3.709  -0.324  -0.693  0.00  0.00           O+0
HETATM    7  C   UNK     0      -3.714  -1.683  -0.347  0.00  0.00           C+0
HETATM    8  O   UNK     0      -4.738  -2.346  -0.578  0.00  0.00           O+0
HETATM    9  C   UNK     0      -2.539  -2.321   0.276  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.336  -1.447   0.092  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.100  -2.037   0.052  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.028  -1.213  -0.128  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.884   0.150  -0.260  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.369   0.762  -0.222  0.00  0.00           C+0
HETATM   15  O   UNK     0      -0.615   2.084  -0.341  0.00  0.00           O+0
HETATM   16  C   UNK     0      -1.464  -0.101  -0.040  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.054   1.029  -0.449  0.00  0.00           C+0
HETATM   18  O   UNK     0       1.892   2.270  -0.567  0.00  0.00           O+0
HETATM   19  C   UNK     0       3.394   0.441  -0.497  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.493   1.253  -0.674  0.00  0.00           C+0
HETATM   21  O   UNK     0       4.457   2.599  -0.813  0.00  0.00           O+0
HETATM   22  C   UNK     0       5.743   0.598  -0.707  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.878  -0.757  -0.575  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.761  -1.517  -0.403  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.504  -0.947  -0.359  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.344  -1.801  -0.174  0.00  0.00           C+0
HETATM   27  O   UNK     0       2.447  -3.042  -0.051  0.00  0.00           O+0
HETATM   28  H   UNK     0      -5.715   0.827  -0.337  0.00  0.00           H+0
HETATM   29  H   UNK     0      -5.484   2.557   0.178  0.00  0.00           H+0
HETATM   30  H   UNK     0      -2.575   1.177   2.083  0.00  0.00           H+0
HETATM   31  H   UNK     0      -3.334  -0.414   1.902  0.00  0.00           H+0
HETATM   32  H   UNK     0      -2.806   1.538  -0.433  0.00  0.00           H+0
HETATM   33  H   UNK     0      -2.675  -2.641   1.311  0.00  0.00           H+0
HETATM   34  H   UNK     0      -2.307  -3.261  -0.307  0.00  0.00           H+0
HETATM   35  H   UNK     0       0.069  -3.086   0.149  0.00  0.00           H+0
HETATM   36  H   UNK     0      -0.171   2.913  -0.466  0.00  0.00           H+0
HETATM   37  H   UNK     0       3.726   3.218  -0.818  0.00  0.00           H+0
HETATM   38  H   UNK     0       6.649   1.204  -0.846  0.00  0.00           H+0
HETATM   39  H   UNK     0       6.850  -1.254  -0.602  0.00  0.00           H+0
HETATM   40  H   UNK     0       4.806  -2.608  -0.291  0.00  0.00           H+0
CONECT    1    2   28   29                                                  
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   30   31                                             
CONECT    5    4    6   16   32                                             
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   33   34                                             
CONECT   10    9   11   16                                                  
CONECT   11   10   12   35                                                  
CONECT   12   11   13   26                                                  
CONECT   13   12   14   17                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14   36                                                       
CONECT   16   14    5   10                                                  
CONECT   17   13   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   25                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20   37                                                       
CONECT   22   20   23   38                                                  
CONECT   23   22   24   39                                                  
CONECT   24   23   25   40                                                  
CONECT   25   24   26   19                                                  
CONECT   26   25   27   12                                                  
CONECT   27   26                                                            
CONECT   28    1                                                            
CONECT   29    1                                                            
CONECT   30    4                                                            
CONECT   31    4                                                            
CONECT   32    5                                                            
CONECT   33    9                                                            
CONECT   34    9                                                            
CONECT   35   11                                                            
CONECT   36   15                                                            
CONECT   37   21                                                            
CONECT   38   22                                                            
CONECT   39   23                                                            
CONECT   40   24                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   86    0
END

RDKit          3D

40 43  0  0  0  0  0  0  0  0999 V2000
   -5.3534    1.5341    0.3383 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6580    1.1563    1.5241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2395    1.3070    2.6082 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2685    0.5959    1.4510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8080    0.5228    0.0111 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7087   -0.3237   -0.6925 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7142   -1.6831   -0.3467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7378   -2.3458   -0.5778 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5393   -2.3214    0.2764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3361   -1.4474    0.0915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0996   -2.0366    0.0522 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0285   -1.2132   -0.1277 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8835    0.1502   -0.2600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3686    0.7623   -0.2218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6153    2.0837   -0.3413 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4644   -0.1006   -0.0402 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0541    1.0294   -0.4494 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8915    2.2704   -0.5673 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3944    0.4414   -0.4974 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4927    1.2527   -0.6736 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4573    2.5991   -0.8131 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7430    0.5982   -0.7071 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8777   -0.7573   -0.5747 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7609   -1.5166   -0.4025 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5040   -0.9473   -0.3594 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3435   -1.8005   -0.1737 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4469   -3.0421   -0.0508 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7145    0.8267   -0.3369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4841    2.5565    0.1781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5747    1.1765    2.0825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3336   -0.4143    1.9023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8062    1.5382   -0.4334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6752   -2.6406    1.3113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3073   -3.2607   -0.3065 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0689   -3.0859    0.1494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1709    2.9126   -0.4656 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7258    3.2179   -0.8184 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6493    1.2042   -0.8458 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8500   -1.2542   -0.6021 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8058   -2.6081   -0.2907 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 13 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 16  5  1  0
 25 19  1  0
 16 10  1  0
 26 12  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  6
  9 33  1  0
  9 34  1  0
 11 35  1  0
 15 36  1  0
 21 37  1  0
 22 38  1  0
 23 39  1  0
 24 40  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
2-[(1S)-10,12-Dihydroxy-3,6,11-trioxo-3,4,6,11-tetrahydro-1H-2-oxatetracen-1-yl]ethanimidate	Generator

Chemical Formula

C₁₉H₁₃NO₇

Average Mass

367.3130 Da

Monoisotopic Mass

367.06920 Da

IUPAC Name

2-[(1S)-10,12-dihydroxy-3,6,11-trioxo-3,4,6,11-tetrahydro-1H-2-oxatetracen-1-yl]acetamide

Traditional Name

2-[(1S)-10,12-dihydroxy-3,6,11-trioxo-1,4-dihydro-2-oxatetracen-1-yl]acetamide

CAS Registry Number

Not Available

SMILES

[H]OC1=C2C(=O)C3=C(C([H])=C4C(=C3O[H])[C@@]([H])(OC(=O)C4([H])[H])C([H])([H])C(=O)N([H])[H])C(=O)C2=C([H])C([H])=C1[H]

InChI Identifier

InChI=1S/C19H13NO7/c20-12(22)6-11-14-7(5-13(23)27-11)4-9-16(18(14)25)19(26)15-8(17(9)24)2-1-3-10(15)21/h1-4,11,21,25H,5-6H2,(H2,20,22)/t11-/m0/s1

InChI Key

QZENCFIHIPLZMU-NSHDSACASA-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
Kitasatospora aureofaciens	LOTUS Database	35616633
Streptomyces	NPAtlas	101501
Streptomyces aureofaciens	Bacteria	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isochromanequinones. These are polycyclic compounds containing an isochromanequinone, which is structurally characterized by a quinone fused to an isochromane, and forming a naphtho[2,3-c]pyran-6,9-dione skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isochromanequinones

Sub Class

Not Available

Direct Parent

Isochromanequinones

Alternative Parents

Substituents

9,10-anthraquinone
Anthraquinone
Isochromanequinone
Naphthopyranone
Anthracene
Naphthopyran
Benzopyran
Isochromane
2-benzopyran
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Pyranone
Benzenoid
Pyran
Vinylogous acid
Carboxylic acid ester
Lactone
Carboxamide group
Ketone
Primary carboxylic acid amide
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organic oxygen compound
Carbonyl group
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	1.94	ALOGPS
logP	2.11	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	7.54	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	143.99 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	92.02 m³·mol⁻¹	ChemAxon
Polarizability	35.46 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

NPA021095

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

59700842

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

92272322

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Podojil M, Vanek Z, Prikrylova V, Blumauerova M: Isolation of ekatetrone, a new metabolite of producing variants of Streptomyces aureofaciens. J Antibiot (Tokyo). 1978 Sep;31(9):850-4. doi: 10.7164/antibiotics.31.850. [PubMed:101501 ]

Showing NP-Card for Ekatetrone (NP0001598)

MOL for NP0001598 (Ekatetrone)

3D MOL for NP0001598 (Ekatetrone)

3D SDF for NP0001598 (Ekatetrone)

3D-SDF for NP0001598 (Ekatetrone)

PDB for NP0001598 (Ekatetrone)

3D PDB for NP0001598 (Ekatetrone)

SMILES for NP0001598 (Ekatetrone)

INCHI for NP0001598 (Ekatetrone)

Structure for NP0001598 (Ekatetrone)

3D Structure for NP0001598 (Ekatetrone)