NP-MRD: Showing NP-Card for 3,4a,8-trihydroxy-9-{5-hydroxy-4-[(5-hydroxy-6-methyloxan-2-yl)oxy]-6-methyloxan-2-yl}-12b-[(5-hydroxy-6-methyloxan-2-yl)oxy]-3-methyl-2,4-dihydrotetraphene-1,7,12-trione (NP0219899)

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Record Information

Version

1.0

Created at

2022-09-05 21:02:36 UTC

Updated at

2022-09-05 21:02:36 UTC

NP-MRD ID

NP0219899

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3,4a,8-trihydroxy-9-{5-hydroxy-4-[(5-hydroxy-6-methyloxan-2-yl)oxy]-6-methyloxan-2-yl}-12b-[(5-hydroxy-6-methyloxan-2-yl)oxy]-3-methyl-2,4-dihydrotetraphene-1,7,12-trione

Description

3,4A,8-trihydroxy-9-{5-hydroxy-4-[(5-hydroxy-6-methyloxan-2-yl)oxy]-6-methyloxan-2-yl}-12b-[(5-hydroxy-6-methyloxan-2-yl)oxy]-3-methyl-1,2,3,4,4a,7,12,12b-octahydrotetraphene-1,7,12-trione belongs to the class of organic compounds known as anthraquinone glycosides. These are organic compounds containing an anthraquinone moiety glycosidically bound to a carbohydrate moiety. 3,4A,8-trihydroxy-9-{5-hydroxy-4-[(5-hydroxy-6-methyloxan-2-yl)oxy]-6-methyloxan-2-yl}-12b-[(5-hydroxy-6-methyloxan-2-yl)oxy]-3-methyl-1,2,3,4,4a,7,12,12b-octahydrotetraphene-1,7,12-trione is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004261503462D          

 51 57  0  0  0  0            999 V2000
   -0.8440    3.0728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5740    2.2932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2362    2.1373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5062    1.3577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0339    0.7341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8440    0.8900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1141    1.6696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9242    1.8255    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3163    1.2018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5864    0.4223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3965    0.2664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6666   -0.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1265   -1.1368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3163   -0.9809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7762   -1.6046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0463   -0.2014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2362   -0.0454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4767   -0.6691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7467   -1.4486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5569   -1.6046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0970   -0.9809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9071   -1.1368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1771   -1.9164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4472   -0.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1771    0.2664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7172    0.8900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5274    0.7341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7974   -0.0454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3375    0.5782    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6075   -0.2014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8776   -0.9809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3980   -1.6211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5984   -0.5796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3375   -1.6046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5274   -1.4486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4570   -2.2706    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2573   -0.6691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7172   -1.2927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9873   -2.0723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7974   -2.2282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0675   -3.0077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5274   -3.6314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7974   -4.4109    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7172   -3.4755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1771   -4.0991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4472   -2.6959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3670    0.4223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0970    1.2018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8269   -0.2014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0168   -0.0454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7467    0.7341    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
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  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  1  0  0  0  0
 12 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 31 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
 24 37  1  0  0  0  0
 28 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 42 44  1  0  0  0  0
 44 45  1  0  0  0  0
 44 46  1  0  0  0  0
 39 46  1  0  0  0  0
 25 47  1  0  0  0  0
 47 48  2  0  0  0  0
 47 49  1  0  0  0  0
 21 49  1  0  0  0  0
 49 50  2  0  0  0  0
 18 50  1  0  0  0  0
 50 51  1  0  0  0  0
M  END


  Mrv1533004261503462D          

 51 57  0  0  0  0            999 V2000
   -0.8440    3.0728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5740    2.2932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2362    2.1373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5062    1.3577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0339    0.7341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8440    0.8900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1141    1.6696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9242    1.8255    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3163    1.2018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5864    0.4223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3965    0.2664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6666   -0.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1265   -1.1368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3163   -0.9809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7762   -1.6046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0463   -0.2014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2362   -0.0454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4767   -0.6691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7467   -1.4486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5569   -1.6046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0970   -0.9809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9071   -1.1368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1771   -1.9164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4472   -0.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1771    0.2664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7172    0.8900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5274    0.7341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7974   -0.0454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3375    0.5782    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6075   -0.2014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8776   -0.9809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3980   -1.6211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5984   -0.5796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3375   -1.6046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5274   -1.4486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4570   -2.2706    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2573   -0.6691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7172   -1.2927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9873   -2.0723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7974   -2.2282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0675   -3.0077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5274   -3.6314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7974   -4.4109    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7172   -3.4755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1771   -4.0991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4472   -2.6959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3670    0.4223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0970    1.2018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8269   -0.2014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0168   -0.0454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7467    0.7341    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
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  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  1  0  0  0  0
 12 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 31 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
 24 37  1  0  0  0  0
 28 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 42 44  1  0  0  0  0
 44 45  1  0  0  0  0
 44 46  1  0  0  0  0
 39 46  1  0  0  0  0
 25 47  1  0  0  0  0
 47 48  2  0  0  0  0
 47 49  1  0  0  0  0
 21 49  1  0  0  0  0
 49 50  2  0  0  0  0
 18 50  1  0  0  0  0
 50 51  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0219899

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1OC(CCC1O)OC1CC(OC(C)C1O)C1=CC=C2C(=O)C3=C(C=CC4(O)CC(C)(O)CC(=O)C34OC3CCC(O)C(C)O3)C(=O)C2=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C37H46O14/c1-16-22(38)7-9-27(48-16)50-25-13-24(47-18(3)31(25)41)19-5-6-20-29(32(19)42)33(43)21-11-12-36(46)15-35(4,45)14-26(40)37(36,30(21)34(20)44)51-28-10-8-23(39)17(2)49-28/h5-6,11-12,16-18,22-25,27-28,31,38-39,41-42,45-46H,7-10,13-15H2,1-4H3

> <INCHI_KEY>
NXMILGRUJOPZOM-UHFFFAOYSA-N

> <FORMULA>
C37H46O14

> <MOLECULAR_WEIGHT>
714.761

> <EXACT_MASS>
714.288756161

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
97

> <JCHEM_AVERAGE_POLARIZABILITY>
74.67539213312578

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,4a,8-trihydroxy-9-{5-hydroxy-4-[(5-hydroxy-6-methyloxan-2-yl)oxy]-6-methyloxan-2-yl}-12b-[(5-hydroxy-6-methyloxan-2-yl)oxy]-3-methyl-1,2,3,4,4a,7,12,12b-octahydrotetraphene-1,7,12-trione

> <ALOGPS_LOGP>
1.63

> <JCHEM_LOGP>
0.9042181229999982

> <ALOGPS_LOGS>
-3.56

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.676770036371668

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.78986858059743

> <JCHEM_PKA_STRONGEST_BASIC>
-2.904569079875537

> <JCHEM_POLAR_SURFACE_AREA>
218.73999999999995

> <JCHEM_REFRACTIVITY>
178.8967

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.96e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,4a,8-trihydroxy-9-{5-hydroxy-4-[(5-hydroxy-6-methyloxan-2-yl)oxy]-6-methyloxan-2-yl}-12b-[(5-hydroxy-6-methyloxan-2-yl)oxy]-3-methyl-2,4-dihydrotetraphene-1,7,12-trione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-APR-15         0                                  
HETATM    1  C   UNK     0      -1.576   5.736   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.071   4.281   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       0.441   3.990   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       0.945   2.534   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.063   1.370   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.576   1.661   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.080   3.117   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -3.592   3.408   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       2.457   2.243   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.961   0.788   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.473   0.497   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.978  -0.958   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       3.969  -2.122   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       2.457  -1.831   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.449  -2.995   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.953  -0.376   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       0.441  -0.085   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       6.490  -1.249   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.994  -2.704   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.506  -2.995   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.514  -1.831   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.027  -2.122   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      11.531  -3.577   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      12.035  -0.958   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      11.531   0.497   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      12.539   1.661   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      14.051   1.370   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      14.555  -0.085   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      15.563   1.079   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      16.067  -0.376   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      16.571  -1.831   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      17.543  -3.026   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      17.917  -1.082   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      15.563  -2.995   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      14.051  -2.704   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      13.920  -4.239   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      13.547  -1.249   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      12.539  -2.413   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      13.043  -3.868   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      14.555  -4.159   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      15.059  -5.614   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      14.051  -6.779   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      14.555  -8.234   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0      12.539  -6.488   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      11.531  -7.652   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      12.035  -5.032   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0      10.018   0.788   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0       9.514   2.243   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0       9.010  -0.376   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0       7.498  -0.085   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0       6.994   1.370   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    2    8                                                  
CONECT    8    7                                                            
CONECT    9    4   10                                                       
CONECT   10    9   11   16                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   18                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   10   17                                                  
CONECT   17   16                                                            
CONECT   18   12   19   50                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   49                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   37                                                  
CONECT   25   24   26   47                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   30   37                                             
CONECT   29   28                                                            
CONECT   30   28   31                                                       
CONECT   31   30   32   33   34                                             
CONECT   32   31                                                            
CONECT   33   31                                                            
CONECT   34   31   35                                                       
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   24   28   38                                             
CONECT   38   37   39                                                       
CONECT   39   38   40   46                                                  
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43   44                                                  
CONECT   43   42                                                            
CONECT   44   42   45   46                                                  
CONECT   45   44                                                            
CONECT   46   44   39                                                       
CONECT   47   25   48   49                                                  
CONECT   48   47                                                            
CONECT   49   47   21   50                                                  
CONECT   50   49   18   51                                                  
CONECT   51   50                                                            
MASTER        0    0    0    0    0    0    0    0   51    0  114    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₇H₄₆O₁₄

Average Mass

714.7610 Da

Monoisotopic Mass

714.28876 Da

IUPAC Name

3,4a,8-trihydroxy-9-{5-hydroxy-4-[(5-hydroxy-6-methyloxan-2-yl)oxy]-6-methyloxan-2-yl}-12b-[(5-hydroxy-6-methyloxan-2-yl)oxy]-3-methyl-1,2,3,4,4a,7,12,12b-octahydrotetraphene-1,7,12-trione

Traditional Name

3,4a,8-trihydroxy-9-{5-hydroxy-4-[(5-hydroxy-6-methyloxan-2-yl)oxy]-6-methyloxan-2-yl}-12b-[(5-hydroxy-6-methyloxan-2-yl)oxy]-3-methyl-2,4-dihydrotetraphene-1,7,12-trione

CAS Registry Number

Not Available

SMILES

CC1OC(CCC1O)OC1CC(OC(C)C1O)C1=CC=C2C(=O)C3=C(C=CC4(O)CC(C)(O)CC(=O)C34OC3CCC(O)C(C)O3)C(=O)C2=C1O

InChI Identifier

InChI=1S/C37H46O14/c1-16-22(38)7-9-27(48-16)50-25-13-24(47-18(3)31(25)41)19-5-6-20-29(32(19)42)33(43)21-11-12-36(46)15-35(4,45)14-26(40)37(36,30(21)34(20)44)51-28-10-8-23(39)17(2)49-28/h5-6,11-12,16-18,22-25,27-28,31,38-39,41-42,45-46H,7-10,13-15H2,1-4H3

InChI Key

NXMILGRUJOPZOM-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 anthraquinone glycosides. These are organic compounds containing an anthraquinone moiety glycosidically bound to a carbohydrate moiety.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Anthraquinone glycosides

Alternative Parents

Substituents

Anthraquinone glycoside
Angucycline core
Hydroxyanthraquinone
Naphthalene
Aryl ketone
Quinone
1-hydroxy-4-unsubstituted benzenoid
Oxane
Cyclic alcohol
Vinylogous acid
Tertiary alcohol
Ketone
Secondary alcohol
Acetal
Dialkyl ether
Ether
Oxacycle
Organoheterocyclic compound
Polyol
Alcohol
Organic oxygen compound
Hydrocarbon derivative
Carbonyl group
Organooxygen compound
Organic oxide
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	1.63	ALOGPS
logP	0.9	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	7.79	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	218.74 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	178.9 m³·mol⁻¹	ChemAxon
Polarizability	74.68 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	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

14314058

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3,4a,8-trihydroxy-9-{5-hydroxy-4-[(5-hydroxy-6-methyloxan-2-yl)oxy]-6-methyloxan-2-yl}-12b-[(5-hydroxy-6-methyloxan-2-yl)oxy]-3-methyl-2,4-dihydrotetraphene-1,7,12-trione (NP0219899)

MOL for NP0219899 (3,4a,8-trihydroxy-9-{5-hydroxy-4-[(5-hydroxy-6-methyloxan-2-yl)oxy]-6-methyloxan-2-yl}-12b-[(5-hydroxy-6-methyloxan-2-yl)oxy]-3-methyl-2,4-dihydrotetraphene-1,7,12-trione)

3D MOL for NP0219899 (3,4a,8-trihydroxy-9-{5-hydroxy-4-[(5-hydroxy-6-methyloxan-2-yl)oxy]-6-methyloxan-2-yl}-12b-[(5-hydroxy-6-methyloxan-2-yl)oxy]-3-methyl-2,4-dihydrotetraphene-1,7,12-trione)

3D SDF for NP0219899 (3,4a,8-trihydroxy-9-{5-hydroxy-4-[(5-hydroxy-6-methyloxan-2-yl)oxy]-6-methyloxan-2-yl}-12b-[(5-hydroxy-6-methyloxan-2-yl)oxy]-3-methyl-2,4-dihydrotetraphene-1,7,12-trione)

3D-SDF for NP0219899 (3,4a,8-trihydroxy-9-{5-hydroxy-4-[(5-hydroxy-6-methyloxan-2-yl)oxy]-6-methyloxan-2-yl}-12b-[(5-hydroxy-6-methyloxan-2-yl)oxy]-3-methyl-2,4-dihydrotetraphene-1,7,12-trione)

PDB for NP0219899 (3,4a,8-trihydroxy-9-{5-hydroxy-4-[(5-hydroxy-6-methyloxan-2-yl)oxy]-6-methyloxan-2-yl}-12b-[(5-hydroxy-6-methyloxan-2-yl)oxy]-3-methyl-2,4-dihydrotetraphene-1,7,12-trione)

3D PDB for NP0219899 (3,4a,8-trihydroxy-9-{5-hydroxy-4-[(5-hydroxy-6-methyloxan-2-yl)oxy]-6-methyloxan-2-yl}-12b-[(5-hydroxy-6-methyloxan-2-yl)oxy]-3-methyl-2,4-dihydrotetraphene-1,7,12-trione)

SMILES for NP0219899 (3,4a,8-trihydroxy-9-{5-hydroxy-4-[(5-hydroxy-6-methyloxan-2-yl)oxy]-6-methyloxan-2-yl}-12b-[(5-hydroxy-6-methyloxan-2-yl)oxy]-3-methyl-2,4-dihydrotetraphene-1,7,12-trione)

INCHI for NP0219899 (3,4a,8-trihydroxy-9-{5-hydroxy-4-[(5-hydroxy-6-methyloxan-2-yl)oxy]-6-methyloxan-2-yl}-12b-[(5-hydroxy-6-methyloxan-2-yl)oxy]-3-methyl-2,4-dihydrotetraphene-1,7,12-trione)

Structure for NP0219899 (3,4a,8-trihydroxy-9-{5-hydroxy-4-[(5-hydroxy-6-methyloxan-2-yl)oxy]-6-methyloxan-2-yl}-12b-[(5-hydroxy-6-methyloxan-2-yl)oxy]-3-methyl-2,4-dihydrotetraphene-1,7,12-trione)

3D Structure for NP0219899 (3,4a,8-trihydroxy-9-{5-hydroxy-4-[(5-hydroxy-6-methyloxan-2-yl)oxy]-6-methyloxan-2-yl}-12b-[(5-hydroxy-6-methyloxan-2-yl)oxy]-3-methyl-2,4-dihydrotetraphene-1,7,12-trione)