NP-MRD: Showing NP-Card for 3,5-dihydroxy-2-(3-hydroxy-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-7-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one (NP0308268)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-11 01:56:42 UTC

Updated at

2022-09-11 01:56:42 UTC

NP-MRD ID

NP0308268

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3,5-dihydroxy-2-(3-hydroxy-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-7-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one

Description

Quercetin 7,4'-di-O-beta-D-glucoside, also known as quercetin 4',7-O-β-D-diglucoside, belongs to the class of organic compounds known as flavonoid-7-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C7-position. 3,5-dihydroxy-2-(3-hydroxy-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-7-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one is found in Allium victorialis and Rhodomyrtus tomentosa. 3,5-dihydroxy-2-(3-hydroxy-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-7-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one was first documented in 2015 (PMID: 25466012). Quercetin 7,4'-di-O-beta-D-glucoside is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304022019513D          

 44 48  0  0  0  0            999 V2000
    1.6970   -0.4481    0.0617 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8961   -1.0194    0.3635 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7844    1.4547   -0.7379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7168    1.6435   -0.9845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0408    0.1316   -0.2204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3447    0.3449    2.2636 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4731   -2.4281   -0.9478 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6206    0.8283   -0.5074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3629    0.4690   -0.4018 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0182    0.8694   -0.4285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6945    2.5236   -1.4063 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1400   -0.3797    0.1303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0053    0.9661   -0.6197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6270   -0.2305    1.0717 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.5218   -1.2660   -0.7221 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3728    2.1728   -1.2183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1607   -1.6042    0.7687 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.1390   -0.2680    0.1809 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3247    2.9670   -1.5966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1607   -2.3962   -0.0436 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.6341   -0.2296    1.5832 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0113    2.5432   -1.3719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2408   -1.5178   -0.8345 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2898   -0.8905    1.7747 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2808    1.3534   -0.7823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6726   -0.3808   -0.0097 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5736   -0.7397    0.4021 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.1216   -0.5165    3.3543 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7197   -1.8667   -1.2689 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1843    1.5835   -0.6982 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0980    3.6834   -1.9825 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3791   -1.4625    0.1118 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1434    1.0216   -0.4075 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5381    4.0696   -2.1422 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4636   -3.3146    0.7574 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5696   -0.6812    2.5135 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9877    3.3841   -1.7745 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9097   -1.0641   -1.9614 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5418   -0.3474    2.7874 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2924   -0.4342    0.0326 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7660    0.6147   -0.4317 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2687   -1.0361    0.4669 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2526   -0.3520    1.2693 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2502   -1.6890   -0.3949 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  8  1  0  0  0  0
  2 12  1  0  0  0  0
  3  8  2  0  0  0  0
  3 10  1  0  0  0  0
  4  9  2  0  0  0  0
  4 11  1  0  0  0  0
  5  9  1  0  0  0  0
  5 13  2  0  0  0  0
 14  6  1  1  0  0  0
  6 28  1  0  0  0  0
 15  7  1  1  0  0  0
  7 29  1  0  0  0  0
  8 25  1  0  0  0  0
  9 40  1  0  0  0  0
 10 12  2  0  0  0  0
 10 30  1  0  0  0  0
 11 16  2  0  0  0  0
 11 31  1  0  0  0  0
 12 42  1  0  0  0  0
 13 16  1  0  0  0  0
 13 41  1  0  0  0  0
 14 17  1  0  0  0  0
 14 43  1  0  0  0  0
 15 18  1  0  0  0  0
 15 44  1  0  0  0  0
 16 19  1  0  0  0  0
 17 20  1  0  0  0  0
 17 32  1  6  0  0  0
 18 21  1  0  0  0  0
 18 33  1  6  0  0  0
 19 22  1  0  0  0  0
 19 34  2  0  0  0  0
 20 23  1  0  0  0  0
 20 35  1  1  0  0  0
 21 24  1  0  0  0  0
 21 36  1  1  0  0  0
 22 25  2  0  0  0  0
 22 37  1  0  0  0  0
 23 26  1  0  0  0  0
 23 38  1  6  0  0  0
 24 27  1  0  0  0  0
 24 39  1  1  0  0  0
 25 41  1  0  0  0  0
 26 40  1  1  0  0  0
 26 43  1  0  0  0  0
 27 42  1  1  0  0  0
 27 44  1  0  0  0  0
M  END

     RDKit          3D

 74 78  0  0  0  0  0  0  0  0999 V2000
   -1.3781   -1.7896    4.0503 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1874   -1.2908    2.9347 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105   -1.0444    2.4662 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1421   -1.3872    3.3125 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3814   -0.4988    1.2502 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7259   -0.2206    0.7129 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9005   -0.4641    1.3415 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1565   -0.1794    0.7822 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2394    0.3739   -0.4622 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3901    0.6970   -1.1158 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7104    0.5484   -0.6907 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.3963    1.7512   -0.6041 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6452    1.6475   -0.0604 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.5905    2.7388   -0.5127 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8144    2.4902    0.1284 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2950    0.2940   -0.2084 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.8917   -0.5664    0.7887 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9128   -0.2755   -1.5481 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.3731    0.5129   -2.6021 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4268   -0.4541   -1.5710 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.1301   -1.7618   -1.2077 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0469    0.6334   -1.1280 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0739    1.2014   -2.4094 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8263    0.3480   -0.5648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6681   -0.2009    0.5043 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9096   -0.4083    0.8884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9417   -0.0633    0.0371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2795   -0.2456    0.3578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2540    0.1352   -0.5706 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5991    0.0045   -0.3664 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.1023   -0.7947   -1.4333 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3652   -1.2726   -1.1040 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.7944   -2.2237   -2.1803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8546   -1.6058   -3.4341 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3679   -0.1592   -0.9192 C   0  0  1  0  0  0  0  0  0  0  0  0
  -10.4362   -0.6847   -0.1901 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8078    0.9962   -0.1541 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.6311    2.1079   -0.2906 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3706    1.3113   -0.5121 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.9055    2.2743    0.3699 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5612   -0.7907    1.5719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5504   -1.1599    2.4768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9263   -1.6941    3.6596 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2411   -0.9608    2.1158 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0352   -1.7872    4.2124 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9159   -0.8965    2.3191 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0469   -0.3978    1.3351 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7049    0.1106    0.3256 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5270    1.8028    1.0539 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1493    3.7061   -0.2012 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8012    2.7003   -1.5963 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8123    2.8149    1.0642 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3994    0.4738   -0.1352 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2578   -0.2649    1.6539 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3926   -1.2667   -1.6675 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6834    0.4126   -3.3279 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0665   -0.3040   -2.6143 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8297   -1.8555   -0.2895 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9671    1.4101   -2.8215 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9000    0.5513   -1.0857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6907    0.3686   -0.9227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9123   -0.4284    0.5940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2779   -1.8256   -0.1612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9743   -2.9931   -2.2704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7067   -2.7819   -1.9645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2781   -2.2260   -4.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7950    0.1809   -1.8951 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0574   -0.0023    0.1290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8141    0.6969    0.9335 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3270    2.1313    0.4154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3613    1.6396   -1.5704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3494    3.1278    0.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5834   -0.9611    1.8875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4094   -2.0060    4.4013 H   0  0  0  0  0  0  0  0  0  0  0  0
 34 33  1  0
 33 32  1  0
 32 31  1  0
 31 30  1  0
 30 29  1  0
 29 28  1  0
 28 41  2  0
 41 42  1  0
 42 43  1  0
 42 44  2  0
 44  2  1  0
  2  1  2  0
  2  3  1  0
  3  4  1  0
  3  5  2  0
  5 25  1  0
 25 26  1  0
 26 27  2  0
  5  6  1  0
  6 24  2  0
 24 22  1  0
 22 23  1  0
 22  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
  9  8  1  0
  8  7  2  0
 30 39  1  0
 39 40  1  0
 39 37  1  0
 37 38  1  0
 37 35  1  0
 35 36  1  0
 35 32  1  0
 27 28  1  0
  7  6  1  0
 26 44  1  0
 20 11  1  0
 34 66  1  0
 33 64  1  0
 33 65  1  0
 32 63  1  1
 30 62  1  1
 41 73  1  0
 43 74  1  0
  4 45  1  0
 27 61  1  0
 24 60  1  0
 23 59  1  0
 11 48  1  1
 13 49  1  1
 14 50  1  0
 14 51  1  0
 15 52  1  0
 16 53  1  6
 17 54  1  0
 18 55  1  6
 19 56  1  0
 20 57  1  6
 21 58  1  0
  8 47  1  0
  7 46  1  0
 39 71  1  6
 40 72  1  0
 37 69  1  1
 38 70  1  0
 35 67  1  6
 36 68  1  0
M  END


  Mrv1652304022019513D          

 44 48  0  0  0  0            999 V2000
    1.6970   -0.4481    0.0617 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8961   -1.0194    0.3635 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7844    1.4547   -0.7379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7168    1.6435   -0.9845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0408    0.1316   -0.2204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3447    0.3449    2.2636 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4731   -2.4281   -0.9478 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6206    0.8283   -0.5074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3629    0.4690   -0.4018 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0182    0.8694   -0.4285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6945    2.5236   -1.4063 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1400   -0.3797    0.1303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0053    0.9661   -0.6197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6270   -0.2305    1.0717 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.5218   -1.2660   -0.7221 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3728    2.1728   -1.2183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1607   -1.6042    0.7687 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.1390   -0.2680    0.1809 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3247    2.9670   -1.5966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1607   -2.3962   -0.0436 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.6341   -0.2296    1.5832 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0113    2.5432   -1.3719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2408   -1.5178   -0.8345 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2898   -0.8905    1.7747 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2808    1.3534   -0.7823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6726   -0.3808   -0.0097 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5736   -0.7397    0.4021 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.1216   -0.5165    3.3543 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7197   -1.8667   -1.2689 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1843    1.5835   -0.6982 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0980    3.6834   -1.9825 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3791   -1.4625    0.1118 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1434    1.0216   -0.4075 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5381    4.0696   -2.1422 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4636   -3.3146    0.7574 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5696   -0.6812    2.5135 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9877    3.3841   -1.7745 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9097   -1.0641   -1.9614 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5418   -0.3474    2.7874 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2924   -0.4342    0.0326 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7660    0.6147   -0.4317 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2687   -1.0361    0.4669 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2526   -0.3520    1.2693 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2502   -1.6890   -0.3949 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  8  1  0  0  0  0
  2 12  1  0  0  0  0
  3  8  2  0  0  0  0
  3 10  1  0  0  0  0
  4  9  2  0  0  0  0
  4 11  1  0  0  0  0
  5  9  1  0  0  0  0
  5 13  2  0  0  0  0
 14  6  1  1  0  0  0
  6 28  1  0  0  0  0
 15  7  1  1  0  0  0
  7 29  1  0  0  0  0
  8 25  1  0  0  0  0
  9 40  1  0  0  0  0
 10 12  2  0  0  0  0
 10 30  1  0  0  0  0
 11 16  2  0  0  0  0
 11 31  1  0  0  0  0
 12 42  1  0  0  0  0
 13 16  1  0  0  0  0
 13 41  1  0  0  0  0
 14 17  1  0  0  0  0
 14 43  1  0  0  0  0
 15 18  1  0  0  0  0
 15 44  1  0  0  0  0
 16 19  1  0  0  0  0
 17 20  1  0  0  0  0
 17 32  1  6  0  0  0
 18 21  1  0  0  0  0
 18 33  1  6  0  0  0
 19 22  1  0  0  0  0
 19 34  2  0  0  0  0
 20 23  1  0  0  0  0
 20 35  1  1  0  0  0
 21 24  1  0  0  0  0
 21 36  1  1  0  0  0
 22 25  2  0  0  0  0
 22 37  1  0  0  0  0
 23 26  1  0  0  0  0
 23 38  1  6  0  0  0
 24 27  1  0  0  0  0
 24 39  1  1  0  0  0
 25 41  1  0  0  0  0
 26 40  1  1  0  0  0
 26 43  1  0  0  0  0
 27 42  1  1  0  0  0
 27 44  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0308268

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC[C@H]1O[C@@H](OC2=CC(O)=C3C(=O)C(O)=C(OC3=C2)C2=CC(O)=C(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)C=C2)[C@H](O)[C@@H](O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C27H30O17/c28-6-14-17(32)20(35)23(38)26(43-14)40-9-4-11(31)16-13(5-9)41-25(22(37)19(16)34)8-1-2-12(10(30)3-8)42-27-24(39)21(36)18(33)15(7-29)44-27/h1-5,14-15,17-18,20-21,23-24,26-33,35-39H,6-7H2/t14-,15-,17-,18-,20+,21+,23-,24-,26-,27-/m1/s1

> <INCHI_KEY>
QZXHFNCQMMUANB-UINLEYECSA-N

> <FORMULA>
C27H30O17

> <MOLECULAR_WEIGHT>
626.5169

> <EXACT_MASS>
626.148299534

> <JCHEM_ACCEPTOR_COUNT>
17

> <JCHEM_ATOM_COUNT>
74

> <JCHEM_AVERAGE_POLARIZABILITY>
59.638984717514745

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
11

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,5-dihydroxy-2-(3-hydroxy-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one

> <ALOGPS_LOGP>
-0.81

> <JCHEM_LOGP>
-2.3798367226666675

> <ALOGPS_LOGS>
-2.29

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.844744263803404

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.089659355113299

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6483953658733803

> <JCHEM_POLAR_SURFACE_AREA>
285.75

> <JCHEM_REFRACTIVITY>
141.15099999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.23e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,5-dihydroxy-2-(3-hydroxy-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-APR-20         0                                  
HETATM    1  C   UNK     0       1.697  -0.448   0.062  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.896  -1.019   0.364  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.784   1.455  -0.738  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.717   1.644  -0.985  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.041   0.132  -0.220  0.00  0.00           C+0
HETATM    6  C   UNK     0      -9.345   0.345   2.264  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.473  -2.428  -0.948  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.621   0.828  -0.507  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.363   0.469  -0.402  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.018   0.869  -0.429  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.695   2.524  -1.406  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.140  -0.380   0.130  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.005   0.966  -0.620  0.00  0.00           C+0
HETATM   14  C   UNK     0      -8.627  -0.231   1.072  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.522  -1.266  -0.722  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.373   2.173  -1.218  0.00  0.00           C+0
HETATM   17  C   UNK     0      -9.161  -1.604   0.769  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.139  -0.268   0.181  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.325   2.967  -1.597  0.00  0.00           C+0
HETATM   20  C   UNK     0      -8.161  -2.396  -0.044  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.634  -0.230   1.583  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.011   2.543  -1.372  0.00  0.00           C+0
HETATM   23  C   UNK     0      -7.241  -1.518  -0.835  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.290  -0.891   1.775  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.281   1.353  -0.782  0.00  0.00           C+0
HETATM   26  C   UNK     0      -6.673  -0.381  -0.010  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.574  -0.740   0.402  0.00  0.00           C+0
HETATM   28  O   UNK     0      -9.122  -0.517   3.354  0.00  0.00           O+0
HETATM   29  O   UNK     0      10.720  -1.867  -1.269  0.00  0.00           O+0
HETATM   30  O   UNK     0       5.184   1.583  -0.698  0.00  0.00           O+0
HETATM   31  O   UNK     0      -4.098   3.683  -1.982  0.00  0.00           O+0
HETATM   32  O   UNK     0     -10.379  -1.462   0.112  0.00  0.00           O+0
HETATM   33  O   UNK     0       9.143   1.022  -0.408  0.00  0.00           O+0
HETATM   34  O   UNK     0      -1.538   4.070  -2.142  0.00  0.00           O+0
HETATM   35  O   UNK     0      -7.464  -3.315   0.757  0.00  0.00           O+0
HETATM   36  O   UNK     0       9.570  -0.681   2.514  0.00  0.00           O+0
HETATM   37  O   UNK     0       0.988   3.384  -1.775  0.00  0.00           O+0
HETATM   38  O   UNK     0      -7.910  -1.064  -1.961  0.00  0.00           O+0
HETATM   39  O   UNK     0       6.542  -0.347   2.787  0.00  0.00           O+0
HETATM   40  O   UNK     0      -5.292  -0.434   0.033  0.00  0.00           O+0
HETATM   41  O   UNK     0      -0.766   0.615  -0.432  0.00  0.00           O+0
HETATM   42  O   UNK     0       5.269  -1.036   0.467  0.00  0.00           O+0
HETATM   43  O   UNK     0      -7.253  -0.352   1.269  0.00  0.00           O+0
HETATM   44  O   UNK     0       7.250  -1.689  -0.395  0.00  0.00           O+0
CONECT    1    2    8                                                       
CONECT    2    1   12                                                       
CONECT    3    8   10                                                       
CONECT    4    9   11                                                       
CONECT    5    9   13                                                       
CONECT    6   14   28                                                       
CONECT    7   15   29                                                       
CONECT    8    1    3   25                                                  
CONECT    9    4    5   40                                                  
CONECT   10    3   12   30                                                  
CONECT   11    4   16   31                                                  
CONECT   12    2   10   42                                                  
CONECT   13    5   16   41                                                  
CONECT   14    6   17   43                                                  
CONECT   15    7   18   44                                                  
CONECT   16   11   13   19                                                  
CONECT   17   14   20   32                                                  
CONECT   18   15   21   33                                                  
CONECT   19   16   22   34                                                  
CONECT   20   17   23   35                                                  
CONECT   21   18   24   36                                                  
CONECT   22   19   25   37                                                  
CONECT   23   20   26   38                                                  
CONECT   24   21   27   39                                                  
CONECT   25    8   22   41                                                  
CONECT   26   23   40   43                                                  
CONECT   27   24   42   44                                                  
CONECT   28    6                                                            
CONECT   29    7                                                            
CONECT   30   10                                                            
CONECT   31   11                                                            
CONECT   32   17                                                            
CONECT   33   18                                                            
CONECT   34   19                                                            
CONECT   35   20                                                            
CONECT   36   21                                                            
CONECT   37   22                                                            
CONECT   38   23                                                            
CONECT   39   24                                                            
CONECT   40    9   26                                                       
CONECT   41   13   25                                                       
CONECT   42   12   27                                                       
CONECT   43   14   26                                                       
CONECT   44   15   27                                                       
MASTER        0    0    0    0    0    0    0    0   44    0   96    0
END

View in JSmol

Synonyms

Value	Source
Quercetin 4',7-diglucoside	ChEBI
Quercetin 4',7-O-beta-D-diglucoside	ChEBI
Quercetin 4',7-O-diglucoside	ChEBI
Quercetin 7,4'-diglucoside	ChEBI
Quercetin 7,4'-O-diglucoside	ChEBI
Quercetin 4',7-O-b-D-diglucoside	Generator
Quercetin 4',7-O-β-D-diglucoside	Generator
Quercetin 7,4'-di-O-b-D-glucoside	Generator
Quercetin 7,4'-di-O-β-D-glucoside	Generator

Chemical Formula

C₂₇H₃₀O₁₇

Average Mass

626.5169 Da

Monoisotopic Mass

626.14830 Da

IUPAC Name

3,5-dihydroxy-2-(3-hydroxy-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one

Traditional Name

3,5-dihydroxy-2-(3-hydroxy-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one

CAS Registry Number

Not Available

SMILES

OC[C@H]1O[C@@H](OC2=CC(O)=C3C(=O)C(O)=C(OC3=C2)C2=CC(O)=C(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)C=C2)[C@H](O)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C27H30O17/c28-6-14-17(32)20(35)23(38)26(43-14)40-9-4-11(31)16-13(5-9)41-25(22(37)19(16)34)8-1-2-12(10(30)3-8)42-27-24(39)21(36)18(33)15(7-29)44-27/h1-5,14-15,17-18,20-21,23-24,26-33,35-39H,6-7H2/t14-,15-,17-,18-,20+,21+,23-,24-,26-,27-/m1/s1

InChI Key

QZXHFNCQMMUANB-UINLEYECSA-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

Species Name	Source	Reference
Allium victorialis	LOTUS Database	35616633
Rhodomyrtus tomentosa	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid-7-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C7-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid-7-O-glycosides

Alternative Parents

Substituents

Flavonoid-7-o-glycoside
3-hydroxyflavone
Hydroxyflavonoid
3'-hydroxyflavonoid
3-hydroxyflavonoid
5-hydroxyflavonoid
Flavone
Phenolic glycoside
Fatty acyl glycoside of mono- or disaccharide
Fatty acyl glycoside
Alkyl glycoside
Glycosyl compound
O-glycosyl compound
Chromone
Benzopyran
1-benzopyran
Phenol ether
Phenoxy compound
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Pyranone
Phenol
Oxane
Monocyclic benzene moiety
Pyran
Monosaccharide
Benzenoid
Fatty acyl
Vinylogous acid
Heteroaromatic compound
Secondary alcohol
Polyol
Acetal
Organoheterocyclic compound
Oxacycle
Organic oxide
Alcohol
Organooxygen compound
Hydrocarbon derivative
Primary alcohol
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	-0.81	ALOGPS
logP	-2.4	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	7.09	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	11	ChemAxon
Polar Surface Area	285.75 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	141.15 m³·mol⁻¹	ChemAxon
Polarizability	59.64 Å³	ChemAxon
Number of Rings	5	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

C00005438

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

11968881

PDB ID

Not Available

ChEBI ID

131499

Good Scents ID

Not Available

References

General References

Wu P, Ma G, Li N, Deng Q, Yin Y, Huang R: Investigation of in vitro and in vivo antioxidant activities of flavonoids rich extract from the berries of Rhodomyrtus tomentosa(Ait.) Hassk. Food Chem. 2015 Apr 15;173:194-202. doi: 10.1016/j.foodchem.2014.10.023. Epub 2014 Oct 17. [PubMed:25466012 ]
LOTUS database [Link]

Showing NP-Card for 3,5-dihydroxy-2-(3-hydroxy-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-7-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one (NP0308268)

MOL for NP0308268 (3,5-dihydroxy-2-(3-hydroxy-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-7-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one)

3D MOL for NP0308268 (3,5-dihydroxy-2-(3-hydroxy-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-7-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one)

3D SDF for NP0308268 (3,5-dihydroxy-2-(3-hydroxy-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-7-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one)

3D-SDF for NP0308268 (3,5-dihydroxy-2-(3-hydroxy-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-7-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one)

PDB for NP0308268 (3,5-dihydroxy-2-(3-hydroxy-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-7-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one)

3D PDB for NP0308268 (3,5-dihydroxy-2-(3-hydroxy-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-7-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one)

SMILES for NP0308268 (3,5-dihydroxy-2-(3-hydroxy-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-7-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one)

INCHI for NP0308268 (3,5-dihydroxy-2-(3-hydroxy-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-7-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one)

Structure for NP0308268 (3,5-dihydroxy-2-(3-hydroxy-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-7-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one)

3D Structure for NP0308268 (3,5-dihydroxy-2-(3-hydroxy-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-7-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one)