NP-MRD: Showing NP-Card for methyl 3,5,11,15-tetrahydroxy-19-[(4-hydroxy-3,5-dimethoxy-6-methyloxan-2-yl)amino]-12-methoxy-7-methyl-2,13,17,20-tetraoxopentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁶,²¹]docosa-1(22),4,6,8,14,16(21),18-heptaene-6-carboxylate (NP0302900)

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Record Information

Version

2.0

Created at

2022-09-10 16:46:12 UTC

Updated at

2022-09-10 16:46:12 UTC

NP-MRD ID

NP0302900

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 3,5,11,15-tetrahydroxy-19-[(4-hydroxy-3,5-dimethoxy-6-methyloxan-2-yl)amino]-12-methoxy-7-methyl-2,13,17,20-tetraoxopentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁶,²¹]docosa-1(22),4,6,8,14,16(21),18-heptaene-6-carboxylate

Description

Antibiotic SF 2446A1 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. Antibiotic SF 2446A1 is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004201503012D          

 50 55  0  0  0  0            999 V2000
    0.7618   -1.6258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3563   -1.0538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1489   -1.2826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7434   -0.7106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5452    0.0903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5360   -0.9394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7342   -1.7403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5268   -1.9691    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1213   -1.3970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9231   -0.5962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5176   -0.0242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3195    0.7767    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3102   -0.2530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9047    0.3191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7066    1.1199    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6974    0.0903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2918    0.6623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0937    1.4631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0845    0.4335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8863    1.2343    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4808    1.8064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6789    1.0055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9894    1.7699    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4716    0.7767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6697   -0.0242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4624   -0.2530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6605   -1.0538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4532   -1.2826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0660   -1.6258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2642   -2.4267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6697   -2.9987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0568   -2.6555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6513   -2.0835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2734   -1.3970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6789   -1.9691    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0753   -0.5962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2826   -0.3674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4808   -1.1682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6881   -0.9394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8863   -1.7403    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8955   -0.7106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3010   -1.2826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5084   -1.0538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9139   -1.6258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1121   -2.4267    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1397   -2.3123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3379   -3.1131    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7434   -3.6852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3471   -2.0835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7526   -2.6555    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  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  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
 11 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
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 29 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  2  0  0  0  0
 25 36  1  0  0  0  0
 36 37  1  0  0  0  0
 19 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
 16 41  2  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 13 43  1  0  0  0  0
 43 44  1  0  0  0  0
  9 44  1  0  0  0  0
 44 45  2  0  0  0  0
  7 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 46 49  1  0  0  0  0
  3 49  1  0  0  0  0
 49 50  1  0  0  0  0
M  END


  Mrv1533004201503012D          

 50 55  0  0  0  0            999 V2000
    0.7618   -1.6258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3563   -1.0538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1489   -1.2826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7434   -0.7106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5452    0.0903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5360   -0.9394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7342   -1.7403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5268   -1.9691    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1213   -1.3970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9231   -0.5962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5176   -0.0242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3195    0.7767    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3102   -0.2530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9047    0.3191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7066    1.1199    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6974    0.0903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2918    0.6623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0937    1.4631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0845    0.4335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8863    1.2343    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4808    1.8064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6789    1.0055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9894    1.7699    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4716    0.7767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6697   -0.0242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4624   -0.2530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6605   -1.0538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4532   -1.2826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0660   -1.6258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2642   -2.4267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6697   -2.9987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0568   -2.6555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6513   -2.0835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2734   -1.3970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6789   -1.9691    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0753   -0.5962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2826   -0.3674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4808   -1.1682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6881   -0.9394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8863   -1.7403    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8955   -0.7106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3010   -1.2826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5084   -1.0538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9139   -1.6258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1121   -2.4267    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1397   -2.3123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3379   -3.1131    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7434   -3.6852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3471   -2.0835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7526   -2.6555    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  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  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
 11 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
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 29 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  2  0  0  0  0
 25 36  1  0  0  0  0
 36 37  1  0  0  0  0
 19 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
 16 41  2  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 13 43  1  0  0  0  0
 43 44  1  0  0  0  0
  9 44  1  0  0  0  0
 44 45  2  0  0  0  0
  7 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 46 49  1  0  0  0  0
  3 49  1  0  0  0  0
 49 50  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0302900

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1C(C)OC(NC2=CC(=O)C3=C(O)C4=C(C=C3C2=O)C(=O)C2(O)C3=C(O)C(C(=O)OC)=C(C)C=C3CC(O)C2(OC)C4=O)C(OC)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C34H35NO15/c1-11-7-13-8-18(37)34(49-6)30(43)21-15(29(42)33(34,45)22(13)25(40)19(11)32(44)48-5)9-14-20(24(21)39)17(36)10-16(23(14)38)35-31-28(47-4)26(41)27(46-3)12(2)50-31/h7,9-10,12,18,26-28,31,35,37,39-41,45H,8H2,1-6H3

> <INCHI_KEY>
QAXIGMXDHAMYPV-UHFFFAOYSA-N

> <FORMULA>
C34H35NO15

> <MOLECULAR_WEIGHT>
697.646

> <EXACT_MASS>
697.200669431

> <JCHEM_ACCEPTOR_COUNT>
15

> <JCHEM_ATOM_COUNT>
85

> <JCHEM_AVERAGE_POLARIZABILITY>
69.10271992364076

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 3,5,11,15-tetrahydroxy-19-[(4-hydroxy-3,5-dimethoxy-6-methyloxan-2-yl)amino]-12-methoxy-7-methyl-2,13,17,20-tetraoxopentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁶,²¹]docosa-1(14),4,6,8,15,18,21-heptaene-6-carboxylate

> <ALOGPS_LOGP>
1.67

> <JCHEM_LOGP>
2.212283912000001

> <ALOGPS_LOGS>
-3.35

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.943806563926302

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.900850875726266

> <JCHEM_PKA_STRONGEST_BASIC>
-3.441142300356045

> <JCHEM_POLAR_SURFACE_AREA>
244.67999999999995

> <JCHEM_REFRACTIVITY>
171.5287

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.08e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 3,5,11,15-tetrahydroxy-19-[(4-hydroxy-3,5-dimethoxy-6-methyloxan-2-yl)amino]-12-methoxy-7-methyl-2,13,17,20-tetraoxopentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁶,²¹]docosa-1(14),4,6,8,15,18,21-heptaene-6-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 20-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-15         0                                  
HETATM    1  C   UNK     0       1.422  -3.035   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       2.532  -1.967   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       4.011  -2.394   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.121  -1.326   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.751   0.168   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       6.601  -1.754   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       6.970  -3.248   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       8.450  -3.676   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       9.560  -2.608   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.190  -1.113   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.300  -0.045   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       9.930   1.450   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      11.779  -0.472   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.889   0.596   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      12.519   2.091   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      14.368   0.168   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      15.478   1.236   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      15.108   2.731   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      16.958   0.809   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      16.588   2.304   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      17.697   3.372   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      18.067   1.877   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      18.647   3.304   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      19.547   1.450   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      19.917  -0.045   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      21.396  -0.472   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      21.766  -1.967   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      23.246  -2.394   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      20.657  -3.035   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      21.027  -4.530   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      19.917  -5.598   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      22.506  -4.957   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      23.616  -3.889   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      19.177  -2.608   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      18.067  -3.676   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      18.807  -1.113   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      17.328  -0.686   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      17.697  -2.181   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      16.218  -1.754   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      16.588  -3.248   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      14.738  -1.326   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      13.629  -2.394   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      12.149  -1.967   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      11.039  -3.035   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0      11.409  -4.530   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0       5.861  -4.316   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0       6.231  -5.811   0.000  0.00  0.00           O+0
HETATM   48  C   UNK     0       5.121  -6.879   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0       4.381  -3.889   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0       3.272  -4.957   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   49                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   46                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   44                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   43                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   41                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   22   37                                             
CONECT   20   19   21                                                       
CONECT   21   20                                                            
CONECT   22   19   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26   36                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   34                                                  
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33                                                       
CONECT   33   32                                                            
CONECT   34   29   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   25   37                                                  
CONECT   37   36   19   38   39                                             
CONECT   38   37                                                            
CONECT   39   37   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   16   42                                                  
CONECT   42   41   43                                                       
CONECT   43   42   13   44                                                  
CONECT   44   43    9   45                                                  
CONECT   45   44                                                            
CONECT   46    7   47   49                                                  
CONECT   47   46   48                                                       
CONECT   48   47                                                            
CONECT   49   46    3   50                                                  
CONECT   50   49                                                            
MASTER        0    0    0    0    0    0    0    0   50    0  110    0
END

View in JSmol

Synonyms

Value	Source
11-(2,4-Di-O-methylrhamnopyranosyl)amino-5,6,6a,14a-tetrahydro-1,6,8,14a-tetrahydroxy-6a-methoxy-2-methoxycarbonyl-3-methylbenzo(a)naphthacene-7,9,12,14-tetraone	MeSH
Methyl 3,5,11,15-tetrahydroxy-19-[(4-hydroxy-3,5-dimethoxy-6-methyloxan-2-yl)amino]-12-methoxy-7-methyl-2,13,17,20-tetraoxopentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁶,²¹]docosa-1(14),4(9),5,7,15,18,21-heptaene-6-carboxylic acid	Generator

Chemical Formula

C₃₄H₃₅NO₁₅

Average Mass

697.6460 Da

Monoisotopic Mass

697.20067 Da

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

COC1C(C)OC(NC2=CC(=O)C3=C(O)C4=C(C=C3C2=O)C(=O)C2(O)C3=C(O)C(C(=O)OC)=C(C)C=C3CC(O)C2(OC)C4=O)C(OC)C1O

InChI Identifier

InChI=1S/C34H35NO15/c1-11-7-13-8-18(37)34(49-6)30(43)21-15(29(42)33(34,45)22(13)25(40)19(11)32(44)48-5)9-14-20(24(21)39)17(36)10-16(23(14)38)35-31-28(47-4)26(41)27(46-3)12(2)50-31/h7,9-10,12,18,26-28,31,35,37,39-41,45H,8H2,1-6H3

InChI Key

QAXIGMXDHAMYPV-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

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
9,10-anthraquinone
1,4-anthraquinone
Phenanthrene
2-naphthalenecarboxylic acid
2-naphthalenecarboxylic acid or derivatives
Glycosyl compound
N-glycosyl compound
Naphthalene
Salicylic acid or derivatives
Tetralin
Quinone
Aryl alkyl ketone
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
Monosaccharide
Oxane
Tertiary alcohol
Methyl ester
Vinylogous acid
Vinylogous amide
Secondary alcohol
Amino acid or derivatives
Carboxylic acid ester
Ketone
Polyol
Carboxylic acid derivative
Secondary amine
Dialkyl ether
Secondary aliphatic amine
Enamine
Ether
Monocarboxylic acid or derivatives
Oxacycle
Organoheterocyclic compound
Amine
Organopnictogen compound
Organic oxide
Organic nitrogen compound
Organooxygen compound
Alcohol
Hydrocarbon derivative
Organonitrogen compound
Organic oxygen 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	1.67	ALOGPS
logP	2.21	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	6.9	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	15	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	244.68 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	171.53 m³·mol⁻¹	ChemAxon
Polarizability	69.1 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

197261

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 3,5,11,15-tetrahydroxy-19-[(4-hydroxy-3,5-dimethoxy-6-methyloxan-2-yl)amino]-12-methoxy-7-methyl-2,13,17,20-tetraoxopentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁶,²¹]docosa-1(22),4,6,8,14,16(21),18-heptaene-6-carboxylate (NP0302900)

MOL for NP0302900 (methyl 3,5,11,15-tetrahydroxy-19-[(4-hydroxy-3,5-dimethoxy-6-methyloxan-2-yl)amino]-12-methoxy-7-methyl-2,13,17,20-tetraoxopentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁶,²¹]docosa-1(22),4,6,8,14,16(21),18-heptaene-6-carboxylate)

3D MOL for NP0302900 (methyl 3,5,11,15-tetrahydroxy-19-[(4-hydroxy-3,5-dimethoxy-6-methyloxan-2-yl)amino]-12-methoxy-7-methyl-2,13,17,20-tetraoxopentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁶,²¹]docosa-1(22),4,6,8,14,16(21),18-heptaene-6-carboxylate)

3D SDF for NP0302900 (methyl 3,5,11,15-tetrahydroxy-19-[(4-hydroxy-3,5-dimethoxy-6-methyloxan-2-yl)amino]-12-methoxy-7-methyl-2,13,17,20-tetraoxopentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁶,²¹]docosa-1(22),4,6,8,14,16(21),18-heptaene-6-carboxylate)

3D-SDF for NP0302900 (methyl 3,5,11,15-tetrahydroxy-19-[(4-hydroxy-3,5-dimethoxy-6-methyloxan-2-yl)amino]-12-methoxy-7-methyl-2,13,17,20-tetraoxopentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁶,²¹]docosa-1(22),4,6,8,14,16(21),18-heptaene-6-carboxylate)

PDB for NP0302900 (methyl 3,5,11,15-tetrahydroxy-19-[(4-hydroxy-3,5-dimethoxy-6-methyloxan-2-yl)amino]-12-methoxy-7-methyl-2,13,17,20-tetraoxopentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁶,²¹]docosa-1(22),4,6,8,14,16(21),18-heptaene-6-carboxylate)

3D PDB for NP0302900 (methyl 3,5,11,15-tetrahydroxy-19-[(4-hydroxy-3,5-dimethoxy-6-methyloxan-2-yl)amino]-12-methoxy-7-methyl-2,13,17,20-tetraoxopentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁶,²¹]docosa-1(22),4,6,8,14,16(21),18-heptaene-6-carboxylate)

SMILES for NP0302900 (methyl 3,5,11,15-tetrahydroxy-19-[(4-hydroxy-3,5-dimethoxy-6-methyloxan-2-yl)amino]-12-methoxy-7-methyl-2,13,17,20-tetraoxopentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁶,²¹]docosa-1(22),4,6,8,14,16(21),18-heptaene-6-carboxylate)

INCHI for NP0302900 (methyl 3,5,11,15-tetrahydroxy-19-[(4-hydroxy-3,5-dimethoxy-6-methyloxan-2-yl)amino]-12-methoxy-7-methyl-2,13,17,20-tetraoxopentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁶,²¹]docosa-1(22),4,6,8,14,16(21),18-heptaene-6-carboxylate)

Structure for NP0302900 (methyl 3,5,11,15-tetrahydroxy-19-[(4-hydroxy-3,5-dimethoxy-6-methyloxan-2-yl)amino]-12-methoxy-7-methyl-2,13,17,20-tetraoxopentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁶,²¹]docosa-1(22),4,6,8,14,16(21),18-heptaene-6-carboxylate)

3D Structure for NP0302900 (methyl 3,5,11,15-tetrahydroxy-19-[(4-hydroxy-3,5-dimethoxy-6-methyloxan-2-yl)amino]-12-methoxy-7-methyl-2,13,17,20-tetraoxopentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁶,²¹]docosa-1(22),4,6,8,14,16(21),18-heptaene-6-carboxylate)