NP-MRD: Showing NP-Card for 2-hydroxy-1-methoxy-3-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}anthracene-9,10-dione (NP0331008)

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Record Information

Version

1.0

Created at

2022-09-12 16:55:16 UTC

Updated at

2022-09-12 16:55:16 UTC

NP-MRD ID

NP0331008

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-hydroxy-1-methoxy-3-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}anthracene-9,10-dione

Description

1-O-Methylanthragallol 3-glucoside belongs to the class of organic compounds known as hydroxyanthraquinones. Hydroxyanthraquinones are compounds containing a hydroxyanthraquinone moiety, which consists of an anthracene bearing a quinone, and hydroxyl group. It was first documented in 2022 (PMID: 36112569). Based on a literature review a significant number of articles have been published on 1-O-Methylanthragallol 3-glucoside (PMID: 36105966) (PMID: 36080355) (PMID: 36080288) (PMID: 36079920) (PMID: 36064077) (PMID: 36014331).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309122218552D          

 31 34  0  0  1  0            999 V2000
    2.8579   -1.6500    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
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 O   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
    5.0013    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0013    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4302    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 O   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
    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
   -0.0000    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
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  8  7  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  6  0  0  0
 11 12  1  0  0  0  0
 10 13  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  0  0  0  0
 15 16  1  6  0  0  0
 15 17  1  0  0  0  0
  8 17  1  0  0  0  0
 17 18  1  1  0  0  0
  6 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
  3 21  1  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  2  0  0  0  0
 24 29  1  0  0  0  0
 29 30  1  0  0  0  0
 20 30  1  0  0  0  0
 30 31  2  0  0  0  0
M  END

     RDKit          3D

 51 54  0  0  0  0  0  0  0  0999 V2000
    1.9750   -1.9470   -3.6009 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7994   -0.6056   -3.2099 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3729   -0.2998   -1.9252 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0191   -0.1830   -1.6259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9016   -0.3774   -2.6335 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4115    0.1213   -0.3487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7353    0.2369   -0.0497 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3596    0.5309    1.1515 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1793   -0.4970    1.4973 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3193   -0.6997    0.7895 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9755   -1.6083   -0.4014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4762   -2.8177    0.0127 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9821    0.5174    0.2116 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.8770    1.0678    1.1589 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0474    1.6126   -0.1837 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2304    1.2456   -1.2508 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1153    1.8413    1.0133 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8254    2.1627    2.1517 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5344    0.3080    0.6295 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9009    0.1935    0.3421 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3001   -0.1133   -0.9510 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7499   -0.2216   -1.1977 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1367   -0.4960   -2.3497 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7121   -0.0142   -0.1253 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0785   -0.1132   -0.3444 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9596    0.0894    0.6936 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5338    0.3906    1.9579 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1959    0.4917    2.1904 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2893    0.2895    1.1505 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8638    0.4006    1.4131 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5012    0.6743    2.5658 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2406   -2.5957   -2.7597 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0132   -2.3070   -4.0205 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7233   -2.0462   -4.4270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6265   -0.5996   -3.5729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6614    0.6977    2.0096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0713   -1.3297    1.3628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9284   -1.8197   -0.9697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3262   -1.0817   -1.1264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0147   -3.2544   -0.7361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6305    0.2437   -0.6563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2672    1.8804    0.7700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5657    2.5607   -0.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7984    2.0022   -1.6849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4424    2.6597    0.7738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9047    1.3220    2.6887 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2997    0.5488    1.6570 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4045   -0.3514   -1.3459 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0123    0.0073    0.4992 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2247    0.5532    2.7881 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8327    0.7298    3.1858 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 10 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
  6 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 21  3  1  0
 29 24  1  0
 17  8  1  0
 30 20  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  5 35  1  0
  8 36  1  1
 10 37  1  1
 11 38  1  0
 11 39  1  0
 12 40  1  0
 13 41  1  6
 14 42  1  0
 15 43  1  6
 16 44  1  0
 17 45  1  6
 18 46  1  0
 19 47  1  0
 25 48  1  0
 26 49  1  0
 27 50  1  0
 28 51  1  0
M  END


  Mrv1652309122218552D          

 31 34  0  0  1  0            999 V2000
    2.8579   -1.6500    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
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 O   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
    5.0013    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0013    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4302    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 O   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
    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
   -0.0000    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
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  8  7  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  6  0  0  0
 11 12  1  0  0  0  0
 10 13  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  0  0  0  0
 15 16  1  6  0  0  0
 15 17  1  0  0  0  0
  8 17  1  0  0  0  0
 17 18  1  1  0  0  0
  6 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
  3 21  1  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  2  0  0  0  0
 24 29  1  0  0  0  0
 29 30  1  0  0  0  0
 20 30  1  0  0  0  0
 30 31  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0331008

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(O)C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)=CC2=C1C(=O)C1=CC=CC=C1C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H20O10/c1-29-20-13-10(14(23)8-4-2-3-5-9(8)15(13)24)6-11(17(20)26)30-21-19(28)18(27)16(25)12(7-22)31-21/h2-6,12,16,18-19,21-22,25-28H,7H2,1H3/t12-,16-,18+,19-,21-/m1/s1

> <INCHI_KEY>
ITAONBMWWQRIIV-HTRBZNBPSA-N

> <FORMULA>
C21H20O10

> <MOLECULAR_WEIGHT>
432.381

> <EXACT_MASS>
432.105646844

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
41.501363990873834

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-hydroxy-1-methoxy-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-9,10-dihydroanthracene-9,10-dione

> <JCHEM_LOGP>
-0.11416392766666719

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.2001924812966

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.190625372625591

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810923549501744

> <JCHEM_POLAR_SURFACE_AREA>
162.98

> <JCHEM_REFRACTIVITY>
103.72039999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
2-hydroxy-1-methoxy-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}anthracene-9,10-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       9.336  -0.770   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       9.336   2.310   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       8.002   4.620   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668   6.930   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       6.668   8.470   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       9.336   6.930   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       9.336   8.470   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      10.669   6.160   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      12.003   6.930   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      12.003   3.850   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.000   0.000   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   28  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  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   21                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   19                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   17                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   13                                                  
CONECT   11   10   12                                                       
CONECT   12   11                                                            
CONECT   13   10   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15    8   18                                                  
CONECT   18   17                                                            
CONECT   19    6   20                                                       
CONECT   20   19   21   30                                                  
CONECT   21   20    3   22                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   29                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   24   30                                                  
CONECT   30   29   20   31                                                  
CONECT   31   30                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₀O₁₀

Average Mass

432.3810 Da

Monoisotopic Mass

432.10565 Da

IUPAC Name

2-hydroxy-1-methoxy-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-9,10-dihydroanthracene-9,10-dione

Traditional Name

2-hydroxy-1-methoxy-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}anthracene-9,10-dione

CAS Registry Number

Not Available

SMILES

COC1=C(O)C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)=CC2=C1C(=O)C1=CC=CC=C1C2=O

InChI Identifier

InChI=1S/C21H20O10/c1-29-20-13-10(14(23)8-4-2-3-5-9(8)15(13)24)6-11(17(20)26)30-21-19(28)18(27)16(25)12(7-22)31-21/h2-6,12,16,18-19,21-22,25-28H,7H2,1H3/t12-,16-,18+,19-,21-/m1/s1

InChI Key

ITAONBMWWQRIIV-HTRBZNBPSA-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 hydroxyanthraquinones. Hydroxyanthraquinones are compounds containing a hydroxyanthraquinone moiety, which consists of an anthracene bearing a quinone, and hydroxyl group.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Hydroxyanthraquinones

Alternative Parents

Substituents

Hydroxyanthraquinone
Phenolic glycoside
Fatty acyl glycoside
Fatty acyl glycoside of mono- or disaccharide
Alkyl glycoside
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Anisole
Aryl ketone
Alkyl aryl ether
Fatty acyl
Monosaccharide
Oxane
Ketone
Secondary alcohol
Organoheterocyclic compound
Acetal
Oxacycle
Ether
Polyol
Alcohol
Primary alcohol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Aldehyde
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	-0.11	ChemAxon
pKa (Strongest Acidic)	7.19	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	162.98 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	103.72 m³·mol⁻¹	ChemAxon
Polarizability	41.5 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

101993110

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Hassan AMA, Zannou O, Pashazadeh H, Ali Redha A, Koca I: Drying date plum (Diospyros lotus L.) fruit: Assessing rehydration properties, antioxidant activity, and phenolic compounds. J Food Sci. 2022 Sep 16. doi: 10.1111/1750-3841.16322. [PubMed:36112569 ]
Bhuyan P, Ganguly M, Baruah I, Borgohain G, Hazarika J, Sarma S: Alpha glucosidase inhibitory properties of a few bioactive compounds isolated from black rice bran: combined in vitro and in silico evidence supporting the antidiabetic effect of black rice. RSC Adv. 2022 Aug 12;12(35):22650-22661. doi: 10.1039/d2ra04228b. eCollection 2022 Aug 10. [PubMed:36105966 ]
Omer HAA, Caprioli G, Abouelenein D, Mustafa AM, Uba AI, Ak G, Ozturk RB, Zengin G, Yagi S: Phenolic Profile, Antioxidant and Enzyme Inhibitory Activities of Leaves from Two Cassia and Two Senna Species. Molecules. 2022 Aug 30;27(17). pii: molecules27175590. doi: 10.3390/molecules27175590. [PubMed:36080355 ]
Fuentes JL, Pedraza Barrera CA, Villamizar Mantilla DA, Florez Gonzalez SJ, Sierra LJ, Ocazionez RE, Stashenko EE: Flower Extracts from Ornamental Plants as Sources of Sunscreen Ingredients: Determination by In Vitro Methods of Photoprotective Efficacy, Antigenotoxicity and Safety. Molecules. 2022 Aug 27;27(17). pii: molecules27175525. doi: 10.3390/molecules27175525. [PubMed:36080288 ]
Belmonte-Herrera BH, Dominguez-Avila JA, Wall-Medrano A, Ayala-Zavala JF, Preciado-Saldana AM, Salazar-Lopez NJ, Lopez-Martinez LX, Yahia EM, Robles-Sanchez RM, Gonzalez-Aguilar GA: Lesser-Consumed Tropical Fruits and Their by-Products: Phytochemical Content and Their Antioxidant and Anti-Inflammatory Potential. Nutrients. 2022 Sep 5;14(17). pii: nu14173663. doi: 10.3390/nu14173663. [PubMed:36079920 ]
Wei WC, Liaw CC, Tsai KC, Chiou CT, Tseng YH, Chiou WF, Lin YC, Tsai CI, Lin CS, Lin CS, Liou KT, Yu IS, Shen YC, Su YC: Targeting spike protein-induced TLR/NET axis by COVID-19 therapeutic NRICM102 ameliorates pulmonary embolism and fibrosis. Pharmacol Res. 2022 Sep 5;184:106424. doi: 10.1016/j.phrs.2022.106424. [PubMed:36064077 ]
Dobroslavic E, Elez Garofulic I, Separovic J, Zoric Z, Pedisic S, Dragovic-Uzelac V: Pressurized Liquid Extraction as a Novel Technique for the Isolation of Laurus nobilis L. Leaf Polyphenols. Molecules. 2022 Aug 10;27(16). pii: molecules27165099. doi: 10.3390/molecules27165099. [PubMed:36014331 ]
Medina-Jaramillo C, Gomez-Delgado E, Lopez-Cordoba A: Improvement of the Ultrasound-Assisted Extraction of Polyphenols from Welsh Onion (Allium fistulosum) Leaves Using Response Surface Methodology. Foods. 2022 Aug 12;11(16). pii: foods11162425. doi: 10.3390/foods11162425. [PubMed:36010426 ]
Khairul-Anuar MA, Mazumdar P, Othman RY, Harikrishna JA: DhMYB22 and DhMYB60 regulate pigment intensity and floral organ shape in Dendrobium hybrid. Ann Bot. 2022 Sep 26;130(4):579-594. doi: 10.1093/aob/mcac103. [PubMed:35980362 ]
Tian X, Zou H, Yang P, Ma Y, Li Y, Zhao L, Wang Y, Liao X: Effects of High Pressure Processing and Thermal Treatment on the Interaction between alpha-Lactalbumin and Pelargonium-3-Glucoside. Molecules. 2022 Aug 3;27(15). pii: molecules27154944. doi: 10.3390/molecules27154944. [PubMed:35956895 ]
LOTUS database [Link]

Showing NP-Card for 2-hydroxy-1-methoxy-3-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}anthracene-9,10-dione (NP0331008)

MOL for NP0331008 (2-hydroxy-1-methoxy-3-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}anthracene-9,10-dione)

3D MOL for NP0331008 (2-hydroxy-1-methoxy-3-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}anthracene-9,10-dione)

3D SDF for NP0331008 (2-hydroxy-1-methoxy-3-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}anthracene-9,10-dione)

3D-SDF for NP0331008 (2-hydroxy-1-methoxy-3-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}anthracene-9,10-dione)

PDB for NP0331008 (2-hydroxy-1-methoxy-3-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}anthracene-9,10-dione)

3D PDB for NP0331008 (2-hydroxy-1-methoxy-3-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}anthracene-9,10-dione)

SMILES for NP0331008 (2-hydroxy-1-methoxy-3-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}anthracene-9,10-dione)

INCHI for NP0331008 (2-hydroxy-1-methoxy-3-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}anthracene-9,10-dione)

Structure for NP0331008 (2-hydroxy-1-methoxy-3-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}anthracene-9,10-dione)

3D Structure for NP0331008 (2-hydroxy-1-methoxy-3-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}anthracene-9,10-dione)