NP-MRD: Showing NP-Card for 1,3,6-trihydroxy-2-hydroxymethyl-9,10-anthraquinone-3-O-(60-O-acetyl)-bet+ (NP0036225)

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Record Information

Version

2.0

Created at

2021-06-20 19:27:18 UTC

Updated at

2021-06-30 00:07:46 UTC

NP-MRD ID

NP0036225

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1,3,6-trihydroxy-2-hydroxymethyl-9,10-anthraquinone-3-O-(60-O-acetyl)-bet+

Provided By

JEOL Database JEOL Logo

Description

1,3,6-trihydroxy-2-hydroxymethyl-9,10-anthraquinone-3-O-(60-O-acetyl)-bet+ is found in Rubia yunnanensis. 1,3,6-trihydroxy-2-hydroxymethyl-9,10-anthraquinone-3-O-(60-O-acetyl)-bet+ was first documented in 2011 (Fan, J. -T., et al.).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202121273D          

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M  END

     RDKit          3D

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M  END


  Mrv1652306202121273D          

 57 60  0  0  0  0            999 V2000
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   -1.8905   -4.0019   -2.0854 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0645   -5.3998   -2.3685 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4116   -3.7098   -0.6763 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8092   -3.9919   -0.6246 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2261    1.8677    2.4837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1046    2.5026    0.8174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6682    1.8320    1.6027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0177   -2.5540    1.8269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6386   -2.1302    1.2654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6324   -1.5713   -1.0099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7426   -1.4837   -2.4466 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6410   -1.3139   -2.0090 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6776    0.9064   -1.7126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2399    0.3914   -1.2184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6861    5.2149   -0.2271 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6510    8.4075    0.2793 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7501    8.0484    0.7590 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5426    8.4102   -0.9840 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6342    9.9604    0.3666 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9288    5.0220   -0.9332 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1964   -4.2953   -1.6080 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9055   -3.4846   -3.6363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4949   -3.4722   -2.8325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5900   -5.5507   -3.2113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9190   -4.3836    0.0363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9149   -4.8661   -1.0527 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 18  1  0  0  0  0
 27 28  1  0  0  0  0
  7  8  1  0  0  0  0
 14 13  2  0  0  0  0
 34 35  1  0  0  0  0
 13 12  1  0  0  0  0
 32 33  1  0  0  0  0
 12 11  2  0  0  0  0
 30 31  1  0  0  0  0
 11 10  1  0  0  0  0
 10 15  2  0  0  0  0
 15 14  1  0  0  0  0
  5  4  1  0  0  0  0
 27 18  2  0  0  0  0
  8 30  1  0  0  0  0
 18 19  1  0  0  0  0
  4  2  1  0  0  0  0
 19 20  2  0  0  0  0
 30 32  1  0  0  0  0
 20 22  1  0  0  0  0
  2  1  1  0  0  0  0
 22 25  2  0  0  0  0
 25 27  1  0  0  0  0
 32 34  1  0  0  0  0
 28 29  2  0  0  0  0
  2  3  2  0  0  0  0
 16 17  2  0  0  0  0
 10  9  1  0  0  0  0
 34  6  1  0  0  0  0
 25 26  1  0  0  0  0
  6  7  1  0  0  0  0
 22 23  1  0  0  0  0
 13 28  1  0  0  0  0
 20 21  1  0  0  0  0
 14 16  1  0  0  0  0
 23 24  1  0  0  0  0
  6  5  1  0  0  0  0
  8  9  1  0  0  0  0
  8 42  1  6  0  0  0
 34 56  1  1  0  0  0
 35 57  1  0  0  0  0
 32 54  1  6  0  0  0
 33 55  1  0  0  0  0
 30 52  1  1  0  0  0
 31 53  1  0  0  0  0
  5 39  1  0  0  0  0
  5 40  1  0  0  0  0
  6 41  1  6  0  0  0
  1 36  1  0  0  0  0
  1 37  1  0  0  0  0
  1 38  1  0  0  0  0
 12 44  1  0  0  0  0
 11 43  1  0  0  0  0
 15 45  1  0  0  0  0
 19 46  1  0  0  0  0
 26 51  1  0  0  0  0
 23 48  1  0  0  0  0
 23 49  1  0  0  0  0
 21 47  1  0  0  0  0
 24 50  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0036225

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C2=C(C(=O)C3=C(C([H])=C(O[C@]4([H])O[C@]([H])(C([H])([H])OC(=O)C([H])([H])[H])[C@@]([H])(O[H])[C@]([H])(O[H])[C@@]4([H])O[H])C([H])=C3[H])C2=O)C(O[H])=C1C([H])([H])O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C23H22O12/c1-8(25)33-7-15-20(30)21(31)22(32)23(35-15)34-9-2-3-10-11(4-9)17(27)12-5-14(26)13(6-24)19(29)16(12)18(10)28/h2-5,15,20-24,26,29-32H,6-7H2,1H3/t15-,20-,21+,22-,23-/m1/s1

> <INCHI_KEY>
QCFIDAAVPYUMCK-NOGCDZMRSA-N

> <FORMULA>
C23H22O12

> <MOLECULAR_WEIGHT>
490.417

> <EXACT_MASS>
490.111126148

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
47.81798995742322

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2R,3S,4S,5R,6S)-6-{[5,7-dihydroxy-6-(hydroxymethyl)-9,10-dioxo-9,10-dihydroanthracen-2-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl acetate

> <ALOGPS_LOGP>
1.27

> <JCHEM_LOGP>
0.06371765933333279

> <ALOGPS_LOGS>
-2.57

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.398035708963555

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.783165184284278

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1834502217232847

> <JCHEM_POLAR_SURFACE_AREA>
200.27999999999997

> <JCHEM_REFRACTIVITY>
115.20549999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.31e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3S,4S,5R,6S)-6-{[5,7-dihydroxy-6-(hydroxymethyl)-9,10-dioxoanthracen-2-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 57 60  0  0  0  0  0  0  0  0999 V2000
   -2.7528    1.7318    1.5086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1042    0.3810    0.9653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0329    0.1634    0.2000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2782   -0.5661    1.4860 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5712   -1.9300    1.1163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1164   -2.2463   -0.3166 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7006   -2.0024   -0.4182 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2189   -2.1581   -1.7547 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1938   -1.9050   -1.8344 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6297   -0.6236   -1.6472 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0118   -0.4563   -1.7782 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5993    0.7997   -1.6091 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7995    1.9045   -1.3042 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4230    1.7459   -1.1727 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8357    0.4821   -1.3431 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5706    2.9072   -0.8518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6427    2.7691   -0.7557 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1960    4.2302   -0.6512 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3919    5.3263   -0.3298 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9699    6.5801   -0.1373 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1082    7.5934    0.1757 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3512    6.7813   -0.2590 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0294    8.1157   -0.0626 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0990    9.1517    0.2632 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1430    5.6651   -0.5843 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4968    5.8769   -0.7010 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5738    4.3929   -0.7799 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4182    3.2299   -1.1195 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6308    3.3783   -1.2437 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4181   -3.6166   -2.2129 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0131   -3.8126   -3.5781 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8905   -4.0019   -2.0854 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0645   -5.3998   -2.3685 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4116   -3.7098   -0.6763 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8092   -3.9919   -0.6246 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2261    1.8677    2.4837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1046    2.5026    0.8174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6682    1.8320    1.6027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0177   -2.5540    1.8269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6386   -2.1302    1.2654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6324   -1.5713   -1.0099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7426   -1.4837   -2.4466 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6410   -1.3139   -2.0090 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6776    0.9064   -1.7126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2399    0.3914   -1.2184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6861    5.2149   -0.2271 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6510    8.4075    0.2793 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7501    8.0484    0.7590 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5426    8.4102   -0.9840 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6342    9.9604    0.3666 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9288    5.0220   -0.9332 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1964   -4.2953   -1.6080 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9055   -3.4846   -3.6363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4949   -3.4722   -2.8325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5900   -5.5507   -3.2113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9190   -4.3836    0.0363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9149   -4.8661   -1.0527 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 18  1  0
 27 28  1  0
  7  8  1  0
 14 13  2  0
 34 35  1  0
 13 12  1  0
 32 33  1  0
 12 11  2  0
 30 31  1  0
 11 10  1  0
 10 15  2  0
 15 14  1  0
  5  4  1  0
 27 18  2  0
  8 30  1  0
 18 19  1  0
  4  2  1  0
 19 20  2  0
 30 32  1  0
 20 22  1  0
  2  1  1  0
 22 25  2  0
 25 27  1  0
 32 34  1  0
 28 29  2  0
  2  3  2  0
 16 17  2  0
 10  9  1  0
 34  6  1  0
 25 26  1  0
  6  7  1  0
 22 23  1  0
 13 28  1  0
 20 21  1  0
 14 16  1  0
 23 24  1  0
  6  5  1  0
  8  9  1  0
  8 42  1  6
 34 56  1  1
 35 57  1  0
 32 54  1  6
 33 55  1  0
 30 52  1  1
 31 53  1  0
  5 39  1  0
  5 40  1  0
  6 41  1  6
  1 36  1  0
  1 37  1  0
  1 38  1  0
 12 44  1  0
 11 43  1  0
 15 45  1  0
 19 46  1  0
 26 51  1  0
 23 48  1  0
 23 49  1  0
 21 47  1  0
 24 50  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0      -2.753   1.732   1.509  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.104   0.381   0.965  0.00  0.00           C+0
HETATM    3  O   UNK     0      -4.033   0.163   0.200  0.00  0.00           O+0
HETATM    4  O   UNK     0      -2.278  -0.566   1.486  0.00  0.00           O+0
HETATM    5  C   UNK     0      -2.571  -1.930   1.116  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.116  -2.246  -0.317  0.00  0.00           C+0
HETATM    7  O   UNK     0      -0.701  -2.002  -0.418  0.00  0.00           O+0
HETATM    8  C   UNK     0      -0.219  -2.158  -1.755  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.194  -1.905  -1.834  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.630  -0.624  -1.647  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.012  -0.456  -1.778  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.599   0.800  -1.609  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.800   1.905  -1.304  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.423   1.746  -1.173  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.836   0.482  -1.343  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.571   2.907  -0.852  0.00  0.00           C+0
HETATM   17  O   UNK     0      -0.643   2.769  -0.756  0.00  0.00           O+0
HETATM   18  C   UNK     0       1.196   4.230  -0.651  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.392   5.326  -0.330  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.970   6.580  -0.137  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.108   7.593   0.176  0.00  0.00           O+0
HETATM   22  C   UNK     0       2.351   6.781  -0.259  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.029   8.116  -0.063  0.00  0.00           C+0
HETATM   24  O   UNK     0       2.099   9.152   0.263  0.00  0.00           O+0
HETATM   25  C   UNK     0       3.143   5.665  -0.584  0.00  0.00           C+0
HETATM   26  O   UNK     0       4.497   5.877  -0.701  0.00  0.00           O+0
HETATM   27  C   UNK     0       2.574   4.393  -0.780  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.418   3.230  -1.119  0.00  0.00           C+0
HETATM   29  O   UNK     0       4.631   3.378  -1.244  0.00  0.00           O+0
HETATM   30  C   UNK     0      -0.418  -3.617  -2.213  0.00  0.00           C+0
HETATM   31  O   UNK     0      -0.013  -3.813  -3.578  0.00  0.00           O+0
HETATM   32  C   UNK     0      -1.891  -4.002  -2.085  0.00  0.00           C+0
HETATM   33  O   UNK     0      -2.064  -5.400  -2.369  0.00  0.00           O+0
HETATM   34  C   UNK     0      -2.412  -3.710  -0.676  0.00  0.00           C+0
HETATM   35  O   UNK     0      -3.809  -3.992  -0.625  0.00  0.00           O+0
HETATM   36  H   UNK     0      -3.226   1.868   2.484  0.00  0.00           H+0
HETATM   37  H   UNK     0      -3.105   2.503   0.817  0.00  0.00           H+0
HETATM   38  H   UNK     0      -1.668   1.832   1.603  0.00  0.00           H+0
HETATM   39  H   UNK     0      -2.018  -2.554   1.827  0.00  0.00           H+0
HETATM   40  H   UNK     0      -3.639  -2.130   1.265  0.00  0.00           H+0
HETATM   41  H   UNK     0      -2.632  -1.571  -1.010  0.00  0.00           H+0
HETATM   42  H   UNK     0      -0.743  -1.484  -2.447  0.00  0.00           H+0
HETATM   43  H   UNK     0       3.641  -1.314  -2.009  0.00  0.00           H+0
HETATM   44  H   UNK     0       4.678   0.906  -1.713  0.00  0.00           H+0
HETATM   45  H   UNK     0      -0.240   0.391  -1.218  0.00  0.00           H+0
HETATM   46  H   UNK     0      -0.686   5.215  -0.227  0.00  0.00           H+0
HETATM   47  H   UNK     0       0.651   8.408   0.279  0.00  0.00           H+0
HETATM   48  H   UNK     0       3.750   8.048   0.759  0.00  0.00           H+0
HETATM   49  H   UNK     0       3.543   8.410  -0.984  0.00  0.00           H+0
HETATM   50  H   UNK     0       2.634   9.960   0.367  0.00  0.00           H+0
HETATM   51  H   UNK     0       4.929   5.022  -0.933  0.00  0.00           H+0
HETATM   52  H   UNK     0       0.196  -4.295  -1.608  0.00  0.00           H+0
HETATM   53  H   UNK     0       0.906  -3.485  -3.636  0.00  0.00           H+0
HETATM   54  H   UNK     0      -2.495  -3.472  -2.833  0.00  0.00           H+0
HETATM   55  H   UNK     0      -1.590  -5.551  -3.211  0.00  0.00           H+0
HETATM   56  H   UNK     0      -1.919  -4.384   0.036  0.00  0.00           H+0
HETATM   57  H   UNK     0      -3.915  -4.866  -1.053  0.00  0.00           H+0
CONECT    1    2   36   37   38                                             
CONECT    2    4    1    3                                                  
CONECT    3    2                                                            
CONECT    4    5    2                                                       
CONECT    5    4    6   39   40                                             
CONECT    6   34    7    5   41                                             
CONECT    7    8    6                                                       
CONECT    8    7   30    9   42                                             
CONECT    9   10    8                                                       
CONECT   10   11   15    9                                                  
CONECT   11   12   10   43                                                  
CONECT   12   13   11   44                                                  
CONECT   13   14   12   28                                                  
CONECT   14   13   15   16                                                  
CONECT   15   10   14   45                                                  
CONECT   16   18   17   14                                                  
CONECT   17   16                                                            
CONECT   18   16   27   19                                                  
CONECT   19   18   20   46                                                  
CONECT   20   19   22   21                                                  
CONECT   21   20   47                                                       
CONECT   22   20   25   23                                                  
CONECT   23   22   24   48   49                                             
CONECT   24   23   50                                                       
CONECT   25   22   27   26                                                  
CONECT   26   25   51                                                       
CONECT   27   28   18   25                                                  
CONECT   28   27   29   13                                                  
CONECT   29   28                                                            
CONECT   30   31    8   32   52                                             
CONECT   31   30   53                                                       
CONECT   32   33   30   34   54                                             
CONECT   33   32   55                                                       
CONECT   34   35   32    6   56                                             
CONECT   35   34   57                                                       
CONECT   36    1                                                            
CONECT   37    1                                                            
CONECT   38    1                                                            
CONECT   39    5                                                            
CONECT   40    5                                                            
CONECT   41    6                                                            
CONECT   42    8                                                            
CONECT   43   11                                                            
CONECT   44   12                                                            
CONECT   45   15                                                            
CONECT   46   19                                                            
CONECT   47   21                                                            
CONECT   48   23                                                            
CONECT   49   23                                                            
CONECT   50   24                                                            
CONECT   51   26                                                            
CONECT   52   30                                                            
CONECT   53   31                                                            
CONECT   54   32                                                            
CONECT   55   33                                                            
CONECT   56   34                                                            
CONECT   57   35                                                            
MASTER        0    0    0    0    0    0    0    0   57    0  120    0
END

RDKit          3D

57 60  0  0  0  0  0  0  0  0999 V2000
   -2.7528    1.7318    1.5086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1042    0.3810    0.9653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0329    0.1634    0.2000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2782   -0.5661    1.4860 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5712   -1.9300    1.1163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1164   -2.2463   -0.3166 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7006   -2.0024   -0.4182 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2189   -2.1581   -1.7547 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1938   -1.9050   -1.8344 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6297   -0.6236   -1.6472 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0118   -0.4563   -1.7782 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5993    0.7997   -1.6091 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7995    1.9045   -1.3042 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4230    1.7459   -1.1727 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8357    0.4821   -1.3431 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5706    2.9072   -0.8518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6427    2.7691   -0.7557 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1960    4.2302   -0.6512 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3919    5.3263   -0.3298 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9699    6.5801   -0.1373 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1082    7.5934    0.1757 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3512    6.7813   -0.2590 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0294    8.1157   -0.0626 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0990    9.1517    0.2632 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1430    5.6651   -0.5843 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4968    5.8769   -0.7010 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5738    4.3929   -0.7799 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4182    3.2299   -1.1195 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6308    3.3783   -1.2437 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4181   -3.6166   -2.2129 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0131   -3.8126   -3.5781 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8905   -4.0019   -2.0854 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0645   -5.3998   -2.3685 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4116   -3.7098   -0.6763 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8092   -3.9919   -0.6246 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2261    1.8677    2.4837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1046    2.5026    0.8174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6682    1.8320    1.6027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0177   -2.5540    1.8269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6386   -2.1302    1.2654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6324   -1.5713   -1.0099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7426   -1.4837   -2.4466 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6410   -1.3139   -2.0090 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6776    0.9064   -1.7126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2399    0.3914   -1.2184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6861    5.2149   -0.2271 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6510    8.4075    0.2793 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7501    8.0484    0.7590 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5426    8.4102   -0.9840 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6342    9.9604    0.3666 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9288    5.0220   -0.9332 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1964   -4.2953   -1.6080 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9055   -3.4846   -3.6363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4949   -3.4722   -2.8325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5900   -5.5507   -3.2113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9190   -4.3836    0.0363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9149   -4.8661   -1.0527 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 18  1  0
 27 28  1  0
  7  8  1  0
 14 13  2  0
 34 35  1  0
 13 12  1  0
 32 33  1  0
 12 11  2  0
 30 31  1  0
 11 10  1  0
 10 15  2  0
 15 14  1  0
  5  4  1  0
 27 18  2  0
  8 30  1  0
 18 19  1  0
  4  2  1  0
 19 20  2  0
 30 32  1  0
 20 22  1  0
  2  1  1  0
 22 25  2  0
 25 27  1  0
 32 34  1  0
 28 29  2  0
  2  3  2  0
 16 17  2  0
 10  9  1  0
 34  6  1  0
 25 26  1  0
  6  7  1  0
 22 23  1  0
 13 28  1  0
 20 21  1  0
 14 16  1  0
 23 24  1  0
  6  5  1  0
  8  9  1  0
  8 42  1  6
 34 56  1  1
 35 57  1  0
 32 54  1  6
 33 55  1  0
 30 52  1  1
 31 53  1  0
  5 39  1  0
  5 40  1  0
  6 41  1  6
  1 36  1  0
  1 37  1  0
  1 38  1  0
 12 44  1  0
 11 43  1  0
 15 45  1  0
 19 46  1  0
 26 51  1  0
 23 48  1  0
 23 49  1  0
 21 47  1  0
 24 50  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₂₂O₁₂

Average Mass

490.4170 Da

Monoisotopic Mass

490.11113 Da

IUPAC Name

[(2R,3S,4S,5R,6S)-6-{[5,7-dihydroxy-6-(hydroxymethyl)-9,10-dioxo-9,10-dihydroanthracen-2-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl acetate

Traditional Name

[(2R,3S,4S,5R,6S)-6-{[5,7-dihydroxy-6-(hydroxymethyl)-9,10-dioxoanthracen-2-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl acetate

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C2=C(C(=O)C3=C(C([H])=C(O[C@]4([H])O[C@]([H])(C([H])([H])OC(=O)C([H])([H])[H])[C@@]([H])(O[H])[C@]([H])(O[H])[C@@]4([H])O[H])C([H])=C3[H])C2=O)C(O[H])=C1C([H])([H])O[H]

InChI Identifier

InChI=1S/C23H22O12/c1-8(25)33-7-15-20(30)21(31)22(32)23(35-15)34-9-2-3-10-11(4-9)17(27)12-5-14(26)13(6-24)19(29)16(12)18(10)28/h2-5,15,20-24,26,29-32H,6-7H2,1H3/t15-,20-,21+,22-,23-/m1/s1

InChI Key

QCFIDAAVPYUMCK-NOGCDZMRSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Rubia yunnanensis	JEOL database	Fan, J. -T., et al, J. Nat. Prod. 74, 2069 (2011)

Chemical Taxonomy

Classification

Not classified

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	1.27	ALOGPS
logP	0.064	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	7.78	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	200.28 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	115.21 m³·mol⁻¹	ChemAxon
Polarizability	47.82 Å³	ChemAxon
Number of Rings	4	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

Not Available

References

General References

Fan, J. -T., et al. (2011). Fan, J. -T., et al, J. Nat. Prod. 74, 2069 (2011). J. Nat. Prod..

Showing NP-Card for 1,3,6-trihydroxy-2-hydroxymethyl-9,10-anthraquinone-3-O-(60-O-acetyl)-bet+ (NP0036225)

MOL for NP0036225 (1,3,6-trihydroxy-2-hydroxymethyl-9,10-anthraquinone-3-O-(60-O-acetyl)-bet+)

3D MOL for NP0036225 (1,3,6-trihydroxy-2-hydroxymethyl-9,10-anthraquinone-3-O-(60-O-acetyl)-bet+)

3D SDF for NP0036225 (1,3,6-trihydroxy-2-hydroxymethyl-9,10-anthraquinone-3-O-(60-O-acetyl)-bet+)

3D-SDF for NP0036225 (1,3,6-trihydroxy-2-hydroxymethyl-9,10-anthraquinone-3-O-(60-O-acetyl)-bet+)

PDB for NP0036225 (1,3,6-trihydroxy-2-hydroxymethyl-9,10-anthraquinone-3-O-(60-O-acetyl)-bet+)

3D PDB for NP0036225 (1,3,6-trihydroxy-2-hydroxymethyl-9,10-anthraquinone-3-O-(60-O-acetyl)-bet+)

SMILES for NP0036225 (1,3,6-trihydroxy-2-hydroxymethyl-9,10-anthraquinone-3-O-(60-O-acetyl)-bet+)

INCHI for NP0036225 (1,3,6-trihydroxy-2-hydroxymethyl-9,10-anthraquinone-3-O-(60-O-acetyl)-bet+)

Structure for NP0036225 (1,3,6-trihydroxy-2-hydroxymethyl-9,10-anthraquinone-3-O-(60-O-acetyl)-bet+)

3D Structure for NP0036225 (1,3,6-trihydroxy-2-hydroxymethyl-9,10-anthraquinone-3-O-(60-O-acetyl)-bet+)