NP-MRD: Showing NP-Card for 6a,7,12-trihydroxy-3,8,10a-trimethoxy-1-methyl-6,10,11-trioxo-7h-tetracene-2-carboxylic acid (NP0208641)

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Record Information

Version

2.0

Created at

2022-09-05 05:42:57 UTC

Updated at

2022-09-05 05:42:57 UTC

NP-MRD ID

NP0208641

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6a,7,12-trihydroxy-3,8,10a-trimethoxy-1-methyl-6,10,11-trioxo-7h-tetracene-2-carboxylic acid

Description

6A,7,12-trihydroxy-3,8,10a-trimethoxy-1-methyl-6,10,11-trioxo-6,6a,7,10,10a,11-hexahydrotetracene-2-carboxylic acid 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. Based on a literature review very few articles have been published on 6a,7,12-trihydroxy-3,8,10a-trimethoxy-1-methyl-6,10,11-trioxo-6,6a,7,10,10a,11-hexahydrotetracene-2-carboxylic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052207422D          

 34 37  0  0  0  0            999 V2000
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2368   -5.2912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 17 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 20 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 15 26  1  0  0  0  0
 26 27  2  0  0  0  0
 12 27  1  0  0  0  0
 27 28  1  0  0  0  0
 13 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
  7 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
  3 33  1  0  0  0  0
 33 34  1  0  0  0  0
M  END

     RDKit          3D

 54 57  0  0  0  0  0  0  0  0999 V2000
   -6.3033    1.0120    1.8090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3761   -0.0668    1.8530 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3142   -0.1377    0.9304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6749    0.9577    0.5464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5780    0.8724   -0.4084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8126    1.8528   -0.5462 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4221   -0.3898   -1.1793 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4129   -0.5717   -2.1206 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4956    0.4192   -3.0681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0658   -0.5466   -1.7600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8225   -0.7234   -2.9731 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0574   -0.4875   -0.8222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2123   -0.8835    0.4692 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8379   -0.8395    1.3697 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0843   -0.4123    0.9547 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1386   -0.3723    1.8718 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3971    0.0451    1.5052 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4628    0.0979    2.3835 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4015   -0.2606    3.7387 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6120    0.4297    0.2036 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9357    0.8754   -0.2079 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1951    2.0988   -0.1081 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8943    0.0077   -0.6950 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6053    0.4134   -0.7585 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8931    0.8381   -2.1526 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3648   -0.0142   -0.3327 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2982   -0.0593   -1.2441 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5848    0.3384   -2.5124 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5470   -1.3351    0.8731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7320   -1.5489    2.0974 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6026   -1.5183   -0.1508 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3337   -2.6956   -0.8230 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9805   -1.4897    0.4401 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9027   -1.8776   -0.5262 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7955    1.9857    1.9537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0357    0.8327    2.6185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8109    1.0050    0.8163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9710    1.9238    0.9462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7027    1.3766   -2.5078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4107    0.2779   -3.6963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6001    0.6055   -3.6606 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6427   -1.1472    2.3880 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9543   -0.6776    2.8907 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2684    0.2110    4.2500 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5562   -1.3664    3.7895 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4587   -0.0154    4.2325 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1103    0.0308   -1.6911 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3880    1.7485   -2.4707 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8141   -0.0206   -2.8826 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0022    1.0742   -2.1997 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0031    0.4008   -3.2935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4555   -3.5086   -0.2899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0105   -2.2500    1.2430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5796   -2.6217   -1.0928 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  2  0
  5  7  1  0
  7  8  1  6
  8  9  1  0
  7 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  2  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
 20 21  1  0
 21 23  1  0
 21 22  2  0
 20 24  2  0
 24 25  1  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
 13 29  1  0
 29 30  2  0
 29 31  1  0
 31 32  1  6
 31 33  1  0
 33 34  1  0
 33  3  1  0
 31  7  1  0
 27 12  1  0
 26 15  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  4 38  1  0
  9 39  1  0
  9 40  1  0
  9 41  1  0
 14 42  1  0
 16 43  1  0
 19 44  1  0
 19 45  1  0
 19 46  1  0
 23 47  1  0
 25 48  1  0
 25 49  1  0
 25 50  1  0
 28 51  1  0
 32 52  1  0
 33 53  1  1
 34 54  1  0
M  END


  Mrv1652309052207422D          

 34 37  0  0  0  0            999 V2000
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2368   -5.2912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 17 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 20 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 15 26  1  0  0  0  0
 26 27  2  0  0  0  0
 12 27  1  0  0  0  0
 27 28  1  0  0  0  0
 13 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
  7 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
  3 33  1  0  0  0  0
 33 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0208641

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(=O)C2(OC)C(=O)C3=C(C=C4C=C(OC)C(C(O)=O)=C(C)C4=C3O)C(=O)C2(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C23H20O11/c1-8-14-9(6-11(32-2)15(8)21(29)30)5-10-16(17(14)25)20(28)23(34-4)13(24)7-12(33-3)19(27)22(23,31)18(10)26/h5-7,19,25,27,31H,1-4H3,(H,29,30)

> <INCHI_KEY>
RLVORTYAUZQTCB-UHFFFAOYSA-N

> <FORMULA>
C23H20O11

> <MOLECULAR_WEIGHT>
472.402

> <EXACT_MASS>
472.100561464

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
45.546727932154695

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6a,7,12-trihydroxy-3,8,10a-trimethoxy-1-methyl-6,10,11-trioxo-6,6a,7,10,10a,11-hexahydrotetracene-2-carboxylic acid

> <JCHEM_LOGP>
1.1550859546666663

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.811496884941434

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.498605994003957

> <JCHEM_PKA_STRONGEST_BASIC>
-3.9205464621935286

> <JCHEM_POLAR_SURFACE_AREA>
176.89

> <JCHEM_REFRACTIVITY>
115.88839999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
6a,7,12-trihydroxy-3,8,10a-trimethoxy-1-methyl-6,10,11-trioxo-7H-tetracene-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       5.335  -9.240   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       6.668  -8.470   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       6.042  -9.877   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       8.002  -9.240   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.003  -5.390   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      13.337  -4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      14.670  -5.390   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      16.004  -4.620   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      16.004  -3.080   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      14.670  -6.930   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      16.004  -7.700   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      17.338  -6.930   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      16.004  -9.240   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      13.337  -7.700   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      13.337  -9.240   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      12.003  -6.930   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      10.669  -9.240   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       6.668  -3.850   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   33                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   10   31                                             
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10    7   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   27                                                  
CONECT   13   12   14   29                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   26                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   20                                                  
CONECT   18   17   19                                                       
CONECT   19   18                                                            
CONECT   20   17   21   24                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   20   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   15   27                                                  
CONECT   27   26   12   28                                                  
CONECT   28   27                                                            
CONECT   29   13   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29    7   32   33                                             
CONECT   32   31                                                            
CONECT   33   31    3   34                                                  
CONECT   34   33                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   74    0
END

View in JSmol

Synonyms

Value	Source
6a,7,12-Trihydroxy-3,8,10a-trimethoxy-1-methyl-6,10,11-trioxo-6,6a,7,10,10a,11-hexahydrotetracene-2-carboxylate	Generator

Chemical Formula

C₂₃H₂₀O₁₁

Average Mass

472.4020 Da

Monoisotopic Mass

472.10056 Da

IUPAC Name

6a,7,12-trihydroxy-3,8,10a-trimethoxy-1-methyl-6,10,11-trioxo-6,6a,7,10,10a,11-hexahydrotetracene-2-carboxylic acid

Traditional Name

6a,7,12-trihydroxy-3,8,10a-trimethoxy-1-methyl-6,10,11-trioxo-7H-tetracene-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

COC1=CC(=O)C2(OC)C(=O)C3=C(C=C4C=C(OC)C(C(O)=O)=C(C)C4=C3O)C(=O)C2(O)C1O

InChI Identifier

InChI=1S/C23H20O11/c1-8-14-9(6-11(32-2)15(8)21(29)30)5-10-16(17(14)25)20(28)23(34-4)13(24)7-12(33-3)19(27)22(23,31)18(10)26/h5-7,19,25,27,31H,1-4H3,(H,29,30)

InChI Key

RLVORTYAUZQTCB-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

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

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Tetracenequinone
Anthracene carboxylic acid
Anthracene carboxylic acid or derivatives
9,10-anthraquinone
1,4-anthraquinone
2-naphthalenecarboxylic acid
2-naphthalenecarboxylic acid or derivatives
1-naphthol
O-methoxybenzoic acid or derivatives
Naphthalene
Tetralin
Quinone
Aryl ketone
Aryl alkyl ketone
Anisole
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
Cyclohexenone
Tertiary alcohol
Vinylogous acid
Vinylogous ester
Secondary alcohol
1,2-diol
Ketone
Polyol
Monocarboxylic acid or derivatives
Ether
Carboxylic acid derivative
Carboxylic acid
Dialkyl ether
Organic oxide
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Alcohol
Organic oxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	1.16	ChemAxon
pKa (Strongest Acidic)	3.5	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	176.89 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	115.89 m³·mol⁻¹	ChemAxon
Polarizability	45.55 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

163029445

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 6a,7,12-trihydroxy-3,8,10a-trimethoxy-1-methyl-6,10,11-trioxo-7h-tetracene-2-carboxylic acid (NP0208641)

MOL for NP0208641 (6a,7,12-trihydroxy-3,8,10a-trimethoxy-1-methyl-6,10,11-trioxo-7h-tetracene-2-carboxylic acid)

3D MOL for NP0208641 (6a,7,12-trihydroxy-3,8,10a-trimethoxy-1-methyl-6,10,11-trioxo-7h-tetracene-2-carboxylic acid)

3D SDF for NP0208641 (6a,7,12-trihydroxy-3,8,10a-trimethoxy-1-methyl-6,10,11-trioxo-7h-tetracene-2-carboxylic acid)

3D-SDF for NP0208641 (6a,7,12-trihydroxy-3,8,10a-trimethoxy-1-methyl-6,10,11-trioxo-7h-tetracene-2-carboxylic acid)

PDB for NP0208641 (6a,7,12-trihydroxy-3,8,10a-trimethoxy-1-methyl-6,10,11-trioxo-7h-tetracene-2-carboxylic acid)

3D PDB for NP0208641 (6a,7,12-trihydroxy-3,8,10a-trimethoxy-1-methyl-6,10,11-trioxo-7h-tetracene-2-carboxylic acid)

SMILES for NP0208641 (6a,7,12-trihydroxy-3,8,10a-trimethoxy-1-methyl-6,10,11-trioxo-7h-tetracene-2-carboxylic acid)

INCHI for NP0208641 (6a,7,12-trihydroxy-3,8,10a-trimethoxy-1-methyl-6,10,11-trioxo-7h-tetracene-2-carboxylic acid)

Structure for NP0208641 (6a,7,12-trihydroxy-3,8,10a-trimethoxy-1-methyl-6,10,11-trioxo-7h-tetracene-2-carboxylic acid)

3D Structure for NP0208641 (6a,7,12-trihydroxy-3,8,10a-trimethoxy-1-methyl-6,10,11-trioxo-7h-tetracene-2-carboxylic acid)