NP-MRD: Showing NP-Card for methyl 6a,10a,12-trihydroxy-3,7,10-trimethoxy-1-methyl-6,8,11-trioxo-7h-tetracene-2-carboxylate (NP0204754)

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Record Information

Version

2.0

Created at

2022-09-05 00:29:30 UTC

Updated at

2022-09-05 00:29:31 UTC

NP-MRD ID

NP0204754

Secondary Accession Numbers

None

Natural Product Identification

Common Name

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

Description

Methyl 6a,10a,12-trihydroxy-3,7,10-trimethoxy-1-methyl-6,8,11-trioxo-6,6a,7,8,10a,11-hexahydrotetracene-2-carboxylate 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 methyl 6a,10a,12-trihydroxy-3,7,10-trimethoxy-1-methyl-6,8,11-trioxo-6,6a,7,8,10a,11-hexahydrotetracene-2-carboxylate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052202292D          

 35 38  0  0  0  0            999 V2000
    7.8592   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 10 16  1  0  0  0  0
 16 17  2  0  0  0  0
  5 17  1  0  0  0  0
 17 18  1  0  0  0  0
 13 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 23 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 29 32  1  0  0  0  0
 21 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 12 34  1  0  0  0  0
 34 35  2  0  0  0  0
M  END

     RDKit          3D

 57 60  0  0  0  0  0  0  0  0999 V2000
    7.6354    1.3403    0.6018 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3333    0.7427    0.6058 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5687    0.6819   -0.5522 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0818    1.1766   -1.5902 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2482    0.0739   -0.5403 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1227   -1.2639   -0.7991 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2495   -2.0639   -1.0771 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1603   -3.4263   -1.3446 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8627   -1.8127   -0.7813 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7441   -1.0144   -0.5045 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4869   -1.5767   -0.4899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6449   -0.8223   -0.2211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4834    0.5186    0.0341 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7518    1.1410    0.0348 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9433    2.4707    0.2879 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8644    0.3357   -0.2426 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1305    0.8739   -0.2632 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3004    2.3194    0.0123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6678    1.3264    0.3151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7112    2.5344    0.1124 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8444    0.6046    0.8678 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6077    0.1081    2.1359 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0049    1.5261    0.8277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8555    2.8730    0.5594 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8037    3.6205   -0.1409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1915    0.9748    1.0666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2317   -0.4654    1.3385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9928   -0.8762    2.2226 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3340   -1.3586    0.5133 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1254   -1.7760   -0.5516 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3621   -3.1242   -0.6071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1699   -0.5871   -0.0269 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4580   -0.0332   -1.2928 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9636   -1.4131   -0.2084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0232   -2.6656   -0.3601 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6231    2.3465    1.0685 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3472    0.6425    1.0822 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9784    1.4793   -0.4604 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1572   -3.7742   -1.6800 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3850   -3.6282   -2.1357 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8314   -3.9310   -0.4005 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7076   -2.8664   -0.9794 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3552   -2.6243   -0.6889 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3012    3.1668    0.5092 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4216    2.5183   -0.0723 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0747    2.6169    1.0499 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8828    2.9829   -0.7699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2198    0.4594    2.8208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4232    4.6711   -0.2091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7652    3.5558    0.4116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9136    3.2865   -1.2067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0790    1.5802    1.0582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0426   -2.2467    1.0935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4876   -3.7714   -0.6996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0436   -3.4804    0.2106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9639   -3.2939   -1.5462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1353   -0.6526   -1.9968 H   0  0  0  0  0  0  0  0  0  0  0  0
 31 30  1  0
 30 29  1  0
 29 27  1  0
 27 28  2  0
 27 26  1  0
 26 23  2  0
 23 24  1  0
 24 25  1  0
 23 21  1  0
 21 22  1  1
 21 19  1  0
 19 20  2  0
 19 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 17  5  1  0
  5  3  1  0
  3  4  2  0
  3  2  1  0
  2  1  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  6  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 34  1  0
 34 35  2  0
 34 32  1  0
 32 33  1  6
 32 29  1  0
 32 21  1  0
 12 13  1  0
 10 16  1  0
 31 54  1  0
 31 55  1  0
 31 56  1  0
 29 53  1  1
 26 52  1  0
 25 49  1  0
 25 50  1  0
 25 51  1  0
 22 48  1  0
 15 44  1  0
 18 45  1  0
 18 46  1  0
 18 47  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  8 39  1  0
  8 40  1  0
  8 41  1  0
  9 42  1  0
 11 43  1  0
 33 57  1  0
M  END


  Mrv1652309052202292D          

 35 38  0  0  0  0            999 V2000
    7.8592   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 10 16  1  0  0  0  0
 16 17  2  0  0  0  0
  5 17  1  0  0  0  0
 17 18  1  0  0  0  0
 13 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 23 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 29 32  1  0  0  0  0
 21 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 12 34  1  0  0  0  0
 34 35  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0204754

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1C(=O)C=C(OC)C2(O)C(=O)C3=C(O)C4=C(C)C(C(=O)OC)=C(OC)C=C4C=C3C(=O)C12O

> <INCHI_IDENTIFIER>
InChI=1S/C24H22O11/c1-9-15-10(7-13(32-2)16(9)22(29)35-5)6-11-17(18(15)26)20(28)23(30)14(33-3)8-12(25)21(34-4)24(23,31)19(11)27/h6-8,21,26,30-31H,1-5H3

> <INCHI_KEY>
GGJYJLRNKHMHQJ-UHFFFAOYSA-N

> <FORMULA>
C24H22O11

> <MOLECULAR_WEIGHT>
486.429

> <EXACT_MASS>
486.116211528

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
47.623116748871055

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <JCHEM_LOGP>
1.348790793

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.18598715973566

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.72819670725579

> <JCHEM_PKA_STRONGEST_BASIC>
-4.0478081977773135

> <JCHEM_POLAR_SURFACE_AREA>
165.89

> <JCHEM_REFRACTIVITY>
120.58239999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

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

> <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      14.670  -0.770   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      13.337  -0.000   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      12.003  -2.310   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      10.669  -0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      12.003   2.310   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      12.003   3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       2.667  -1.540   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.000   0.000   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       2.667   3.080   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   17                                                  
CONECT    6    5    7    9                                                  
CONECT    7    6    8                                                       
CONECT    8    7                                                            
CONECT    9    6   10                                                       
CONECT   10    9   11   16                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   34                                                  
CONECT   13   12   14   19                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   10   17                                                  
CONECT   17   16    5   18                                                  
CONECT   18   17                                                            
CONECT   19   13   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   23   32                                             
CONECT   22   21                                                            
CONECT   23   21   24   26                                                  
CONECT   24   23   25                                                       
CONECT   25   24                                                            
CONECT   26   23   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   32                                                  
CONECT   30   29   31                                                       
CONECT   31   30                                                            
CONECT   32   29   21   33   34                                             
CONECT   33   32                                                            
CONECT   34   32   12   35                                                  
CONECT   35   34                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   76    0
END

View in JSmol

Synonyms

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

Chemical Formula

C₂₄H₂₂O₁₁

Average Mass

486.4290 Da

Monoisotopic Mass

486.11621 Da

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

COC1C(=O)C=C(OC)C2(O)C(=O)C3=C(O)C4=C(C)C(C(=O)OC)=C(OC)C=C4C=C3C(=O)C12O

InChI Identifier

InChI=1S/C24H22O11/c1-9-15-10(7-13(32-2)16(9)22(29)35-5)6-11-17(18(15)26)20(28)23(30)14(33-3)8-12(25)21(34-4)24(23,31)19(11)27/h6-8,21,26,30-31H,1-5H3

InChI Key

GGJYJLRNKHMHQJ-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 or derivatives
Anthracene carboxylic acid
1,4-anthraquinone
9,10-anthraquinone
2-naphthalenecarboxylic acid or derivatives
2-naphthalenecarboxylic acid
O-methoxybenzoic acid or derivatives
1-naphthol
Tetralin
Naphthalene
Aryl alkyl ketone
Aryl ketone
Quinone
Anisole
1-hydroxy-4-unsubstituted benzenoid
Cyclohexenone
Alkyl aryl ether
Vinylogous ester
Vinylogous acid
Methyl ester
Tertiary alcohol
Cyclic ketone
Ketone
Carboxylic acid ester
1,2-diol
Polyol
Monocarboxylic acid or derivatives
Ether
Dialkyl ether
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
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	1.35	ChemAxon
pKa (Strongest Acidic)	7.73	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	165.89 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	120.58 m³·mol⁻¹	ChemAxon
Polarizability	47.62 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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

163072773

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 6a,10a,12-trihydroxy-3,7,10-trimethoxy-1-methyl-6,8,11-trioxo-7h-tetracene-2-carboxylate (NP0204754)

MOL for NP0204754 (methyl 6a,10a,12-trihydroxy-3,7,10-trimethoxy-1-methyl-6,8,11-trioxo-7h-tetracene-2-carboxylate)

3D MOL for NP0204754 (methyl 6a,10a,12-trihydroxy-3,7,10-trimethoxy-1-methyl-6,8,11-trioxo-7h-tetracene-2-carboxylate)

3D SDF for NP0204754 (methyl 6a,10a,12-trihydroxy-3,7,10-trimethoxy-1-methyl-6,8,11-trioxo-7h-tetracene-2-carboxylate)

3D-SDF for NP0204754 (methyl 6a,10a,12-trihydroxy-3,7,10-trimethoxy-1-methyl-6,8,11-trioxo-7h-tetracene-2-carboxylate)

PDB for NP0204754 (methyl 6a,10a,12-trihydroxy-3,7,10-trimethoxy-1-methyl-6,8,11-trioxo-7h-tetracene-2-carboxylate)

3D PDB for NP0204754 (methyl 6a,10a,12-trihydroxy-3,7,10-trimethoxy-1-methyl-6,8,11-trioxo-7h-tetracene-2-carboxylate)

SMILES for NP0204754 (methyl 6a,10a,12-trihydroxy-3,7,10-trimethoxy-1-methyl-6,8,11-trioxo-7h-tetracene-2-carboxylate)

INCHI for NP0204754 (methyl 6a,10a,12-trihydroxy-3,7,10-trimethoxy-1-methyl-6,8,11-trioxo-7h-tetracene-2-carboxylate)

Structure for NP0204754 (methyl 6a,10a,12-trihydroxy-3,7,10-trimethoxy-1-methyl-6,8,11-trioxo-7h-tetracene-2-carboxylate)

3D Structure for NP0204754 (methyl 6a,10a,12-trihydroxy-3,7,10-trimethoxy-1-methyl-6,8,11-trioxo-7h-tetracene-2-carboxylate)