NP-MRD: Showing NP-Card for 2-acetyl-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-4,4a,5,5a-tetrahydrotetracene-1,11-dione (NP0160211)

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Record Information

Version

2.0

Created at

2022-09-02 18:06:36 UTC

Updated at

2022-09-02 18:06:36 UTC

NP-MRD ID

NP0160211

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-acetyl-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-4,4a,5,5a-tetrahydrotetracene-1,11-dione

Description

2-Acetyl-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,4,4a,5,5a,6,11,12a-octahydrotetracene-1,11-dione belongs to the class of organic compounds known as naphthacenes. Naphthacenes are compounds containing a naphthacene moiety, which is a polyaromatic hydrocarbon made of four linearly fused benzene rings. 2-Acetyl-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,4,4a,5,5a,6,11,12a-octahydrotetracene-1,11-dione is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004161519182D          

 32 35  0  0  0  0            999 V2000
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 N   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
    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
    4.2868   -0.8250    0.0000 O   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 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   -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   -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
    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    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 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
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7561    1.9659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5307    1.9659    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
  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  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
  5 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
  4 16  1  0  0  0  0
 16 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
  8 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 23 29  1  0  0  0  0
 29 30  1  0  0  0  0
  7 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
M  END

     RDKit          3D

 57 60  0  0  0  0  0  0  0  0999 V2000
   -3.4168    3.1503   -1.7504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8726    1.8799   -1.1282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0219    1.4306   -1.3591 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9414    1.1595   -0.2327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2915    0.0337    0.3436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5618   -0.4504    0.0804 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4429   -0.7815    1.2644 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8167   -2.1199    1.1490 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6145   -2.8551   -0.0336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1090   -2.4400    1.7162 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0135   -0.3975    1.2196 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1543   -1.0172    0.1740 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2993   -0.6351    0.3531 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4999    0.7351    0.8573 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5067    1.5272    1.2344 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8417    2.8001    1.6893 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8881    1.1273    1.1950 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5028    1.5621    2.3924 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6098    1.6868    0.0307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1169    2.5603   -0.6914 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8970    1.2102    0.9576 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1519    2.1316    1.7442 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8779    0.5527    0.1158 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2017    0.9137    0.1438 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6530    1.9118    0.9563 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1420    0.2569   -0.6741 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7645   -0.7555   -1.5164 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4364   -1.1125   -1.5399 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4884   -0.4714   -0.7349 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1041   -0.9462   -0.8684 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5268   -0.3427   -2.1256 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1647   -2.3491   -1.0047 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2830    3.7132   -2.1889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5966    3.0052   -2.4672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0765    3.8083   -0.8982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7096   -0.8459   -0.8589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8121   -0.4382    2.2996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2384   -2.3187   -0.9113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5563   -3.4476   -0.3294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8962   -3.7040    0.1683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0635   -3.3672    2.3386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8980   -2.5922    0.9647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4300   -1.5628    2.3258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5680   -0.6923    2.2174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2045   -2.1112    0.2375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5423   -0.6960   -0.8142 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6889   -1.3249    1.1614 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7445    3.6377    1.1018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1290    2.4826    2.5756 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2790    2.5192    1.5986 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1818    0.5373   -0.6555 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5089   -1.2584   -2.1485 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1394   -1.9038   -2.1977 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6952   -1.0022   -2.4657 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1062    0.6605   -1.9717 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2913   -0.2595   -2.9284 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1871   -2.7948   -0.1112 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0
  8 10  1  0
  8  7  1  0
  7 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  1  0
 30 32  1  6
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  1
 17 19  1  0
 19 20  2  0
 19  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
  4  5  2  0
  5  6  1  0
  5  7  1  0
 17 11  1  0
 30 13  1  0
 29 23  1  0
  9 38  1  0
  9 39  1  0
  9 40  1  0
 10 41  1  0
 10 42  1  0
 10 43  1  0
  7 37  1  1
 11 44  1  1
 12 45  1  0
 12 46  1  0
 13 47  1  1
 25 50  1  0
 26 51  1  0
 27 52  1  0
 28 53  1  0
 31 54  1  0
 31 55  1  0
 31 56  1  0
 32 57  1  0
 16 48  1  0
 18 49  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  6 36  1  0
M  END


  Mrv1533004161519182D          

 32 35  0  0  0  0            999 V2000
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 N   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
    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
    4.2868   -0.8250    0.0000 O   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 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   -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   -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
    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    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 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
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7561    1.9659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5307    1.9659    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
  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  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
  5 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
  4 16  1  0  0  0  0
 16 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
  8 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 23 29  1  0  0  0  0
 29 30  1  0  0  0  0
  7 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0160211

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN(C)C1C2CC3C(C(=O)C4=C(O)C=CC=C4C3(C)O)=C(O)C2(O)C(=O)C(C(C)=O)=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C23H25NO8/c1-9(25)14-19(28)17(24(3)4)12-8-11-16(21(30)23(12,32)20(14)29)18(27)15-10(22(11,2)31)6-5-7-13(15)26/h5-7,11-12,17,26,28,30-32H,8H2,1-4H3

> <INCHI_KEY>
ZPHAATWBCGBELI-UHFFFAOYSA-N

> <FORMULA>
C23H25NO8

> <MOLECULAR_WEIGHT>
443.452

> <EXACT_MASS>
443.158016769

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
44.61072154354706

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-acetyl-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,4,4a,5,5a,6,11,12a-octahydrotetracene-1,11-dione

> <ALOGPS_LOGP>
0.11

> <JCHEM_LOGP>
-2.345617935993024

> <ALOGPS_LOGS>
-2.54

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
7.813614624215226

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.207808950857467

> <JCHEM_PKA_STRONGEST_BASIC>
6.880533431272794

> <JCHEM_POLAR_SURFACE_AREA>
155.59999999999997

> <JCHEM_REFRACTIVITY>
115.91719999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.28e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-acetyl-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-4,4a,5,5a-tetrahydrotetracene-1,11-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       9.336   3.850   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       8.002  -1.540   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       9.336  -2.310   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      10.669  -0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      12.003   2.310   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      13.337  -0.000   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+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  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       3.278   3.670   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       4.724   3.670   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   16                                                  
CONECT    5    4    6   11                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   30                                                  
CONECT    8    7    9   21                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9    5   12   13                                             
CONECT   12   11                                                            
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   18                                                  
CONECT   16   15    4   17                                                  
CONECT   17   16                                                            
CONECT   18   15   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21    8   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   29                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   23   30                                                  
CONECT   30   29    7   31   32                                             
CONECT   31   30                                                            
CONECT   32   30                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₂₅NO₈

Average Mass

443.4520 Da

Monoisotopic Mass

443.15802 Da

IUPAC Name

2-acetyl-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,4,4a,5,5a,6,11,12a-octahydrotetracene-1,11-dione

Traditional Name

2-acetyl-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-4,4a,5,5a-tetrahydrotetracene-1,11-dione

CAS Registry Number

Not Available

SMILES

CN(C)C1C2CC3C(C(=O)C4=C(O)C=CC=C4C3(C)O)=C(O)C2(O)C(=O)C(C(C)=O)=C1O

InChI Identifier

InChI=1S/C23H25NO8/c1-9(25)14-19(28)17(24(3)4)12-8-11-16(21(30)23(12,32)20(14)29)18(27)15-10(22(11,2)31)6-5-7-13(15)26/h5-7,11-12,17,26,28,30-32H,8H2,1-4H3

InChI Key

ZPHAATWBCGBELI-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 naphthacenes. Naphthacenes are compounds containing a naphthacene moiety, which is a polyaromatic hydrocarbon made of four linearly fused benzene rings.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Naphthacenes

Sub Class

Not Available

Direct Parent

Naphthacenes

Alternative Parents

Substituents

Naphthacene
Tetracene
Tetralin
Aryl ketone
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Cyclohexenone
Aralkylamine
Tertiary alcohol
Vinylogous acid
Tertiary aliphatic amine
Tertiary amine
Ketone
Polyol
Enol
Organic oxide
Alcohol
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic nitrogen compound
Carbonyl group
Amine
Hydrocarbon derivative
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	0.11	ALOGPS
logP	-2.3	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	2.21	ChemAxon
pKa (Strongest Basic)	6.88	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	155.6 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	115.92 m³·mol⁻¹	ChemAxon
Polarizability	44.61 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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-acetyl-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-4,4a,5,5a-tetrahydrotetracene-1,11-dione (NP0160211)

MOL for NP0160211 (2-acetyl-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-4,4a,5,5a-tetrahydrotetracene-1,11-dione)

3D MOL for NP0160211 (2-acetyl-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-4,4a,5,5a-tetrahydrotetracene-1,11-dione)

3D SDF for NP0160211 (2-acetyl-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-4,4a,5,5a-tetrahydrotetracene-1,11-dione)

3D-SDF for NP0160211 (2-acetyl-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-4,4a,5,5a-tetrahydrotetracene-1,11-dione)

PDB for NP0160211 (2-acetyl-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-4,4a,5,5a-tetrahydrotetracene-1,11-dione)

3D PDB for NP0160211 (2-acetyl-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-4,4a,5,5a-tetrahydrotetracene-1,11-dione)

SMILES for NP0160211 (2-acetyl-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-4,4a,5,5a-tetrahydrotetracene-1,11-dione)

INCHI for NP0160211 (2-acetyl-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-4,4a,5,5a-tetrahydrotetracene-1,11-dione)

Structure for NP0160211 (2-acetyl-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-4,4a,5,5a-tetrahydrotetracene-1,11-dione)

3D Structure for NP0160211 (2-acetyl-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-4,4a,5,5a-tetrahydrotetracene-1,11-dione)