NP-MRD: Showing NP-Card for (-)-aromadendrin 3-O-beta-D-glucopyranoside (NP0039865)

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Record Information

Version

2.0

Created at

2021-06-20 22:10:49 UTC

Updated at

2021-06-30 00:13:26 UTC

NP-MRD ID

NP0039865

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(-)-aromadendrin 3-O-beta-D-glucopyranoside

Provided By

JEOL Database JEOL Logo

Description

[(2S,3S)-5,7,4'-Trihydroxyflavanone-3-yl]beta-D-glucopyranoside belongs to the class of organic compounds known as flavonoid-3-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C3-position. (-)-aromadendrin 3-O-beta-D-glucopyranoside is found in Agrimonia pilosa, Dalbergia sericea, Fagopyrum esculentum , Malus sylvestris and Podocarpus nivalis. (-)-aromadendrin 3-O-beta-D-glucopyranoside was first documented in 2010 (Kato, H., et al.). Based on a literature review very few articles have been published on [(2S,3S)-5,7,4'-Trihydroxyflavanone-3-yl]beta-D-glucopyranoside.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212100103D          

 54 57  0  0  0  0            999 V2000
    2.7763    0.6000    2.0466 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8327    1.0359    1.3861 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4191    2.4405    1.5513 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1296    3.3194    2.3784 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2196    2.9379    3.1133 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7481    4.6551    2.4799 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6561    5.1057    1.7446 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2498    6.4056    1.8035 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0613    4.2409    0.9226 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3110    2.8999    0.8382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4437    2.1115    0.0131 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3712    0.7103    0.3290 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1780   -0.0447   -0.7191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0609    0.2521   -2.0882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7606   -0.4914   -3.0419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5803   -1.5350   -2.6282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2648   -2.2997   -3.5246 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7193   -1.8396   -1.2807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0179   -1.1001   -0.3277 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0814    0.2190    0.3511 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1388   -1.1575    0.7416 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1062   -1.8953   -0.0127 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6839   -1.9691   -1.3701 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5713   -2.7401   -2.1981 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0038   -2.6868   -3.6227 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6391   -3.1088   -3.6427 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6968   -4.1826   -1.6862 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6854   -4.8973   -2.4344 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1130   -4.1772   -0.2135 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1020   -5.5243    0.2855 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1815   -3.2980    0.6136 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6758   -3.2495    1.9618 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3758    1.9780    2.9644 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3123    5.3221    3.1243 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8307    6.8918    2.4131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9137    4.6116    0.3589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8513    0.5580    1.3069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4187    1.0646   -2.4221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6519   -0.2459   -4.0938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9594   -2.0767   -4.4198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3639   -2.6587   -0.9738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1228   -1.3649    0.7222 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5701    0.4003   -0.6159 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0774   -1.3886    0.0614 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5583   -2.2596   -2.2123 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5753   -3.3107   -4.3158 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0200   -1.6561   -3.9928 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1994   -2.6321   -2.9103 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7473   -4.7210   -1.7939 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7793   -5.7564   -1.9740 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1515   -3.8365   -0.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1985   -5.4370    1.2559 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1838   -3.7512    0.6649 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1919   -2.5194    2.3978 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  2  0  0  0  0
  9  7  1  0  0  0  0
 10  3  1  0  0  0  0
 23 24  1  0  0  0  0
 24 27  1  0  0  0  0
 22 21  1  0  0  0  0
 31 32  1  0  0  0  0
 10 11  1  0  0  0  0
  3  2  1  0  0  0  0
  2 20  1  0  0  0  0
 20 12  1  0  0  0  0
 12 11  1  0  0  0  0
 29 30  1  0  0  0  0
 13 14  2  0  0  0  0
 25 26  1  0  0  0  0
 14 15  1  0  0  0  0
 27 29  1  0  0  0  0
 15 16  2  0  0  0  0
 29 31  1  0  0  0  0
 16 18  1  0  0  0  0
  7  6  2  0  0  0  0
 18 19  2  0  0  0  0
 19 13  1  0  0  0  0
 12 13  1  0  0  0  0
 31 22  1  0  0  0  0
 16 17  1  0  0  0  0
  6  4  1  0  0  0  0
  2  1  2  0  0  0  0
 20 21  1  0  0  0  0
  4  3  2  0  0  0  0
  7  8  1  0  0  0  0
 22 23  1  0  0  0  0
  4  5  1  0  0  0  0
 27 28  1  0  0  0  0
 24 25  1  0  0  0  0
 28 50  1  0  0  0  0
 27 49  1  1  0  0  0
 22 44  1  6  0  0  0
 25 46  1  0  0  0  0
 25 47  1  0  0  0  0
 24 45  1  6  0  0  0
 31 53  1  1  0  0  0
 32 54  1  0  0  0  0
 29 51  1  6  0  0  0
 30 52  1  0  0  0  0
 26 48  1  0  0  0  0
  6 34  1  0  0  0  0
  9 36  1  0  0  0  0
 20 43  1  6  0  0  0
 12 37  1  1  0  0  0
 14 38  1  0  0  0  0
 15 39  1  0  0  0  0
 18 41  1  0  0  0  0
 19 42  1  0  0  0  0
 17 40  1  0  0  0  0
  8 35  1  0  0  0  0
  5 33  1  0  0  0  0
M  END

     RDKit          3D

 54 57  0  0  0  0  0  0  0  0999 V2000
    2.7763    0.6000    2.0466 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8327    1.0359    1.3861 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4191    2.4405    1.5513 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1296    3.3194    2.3784 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2196    2.9379    3.1133 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7481    4.6551    2.4799 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6561    5.1057    1.7446 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2498    6.4056    1.8035 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0613    4.2409    0.9226 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3110    2.8999    0.8382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4437    2.1115    0.0131 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3712    0.7103    0.3290 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1780   -0.0447   -0.7191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0609    0.2521   -2.0882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7606   -0.4914   -3.0419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5803   -1.5350   -2.6282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2648   -2.2997   -3.5246 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7193   -1.8396   -1.2807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0179   -1.1001   -0.3277 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0814    0.2190    0.3511 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1388   -1.1575    0.7416 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1062   -1.8953   -0.0127 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6839   -1.9691   -1.3701 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5713   -2.7401   -2.1981 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0038   -2.6868   -3.6227 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6391   -3.1088   -3.6427 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6968   -4.1826   -1.6862 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6854   -4.8973   -2.4344 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1130   -4.1772   -0.2135 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1020   -5.5243    0.2855 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1815   -3.2980    0.6136 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6758   -3.2495    1.9618 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3758    1.9780    2.9644 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3123    5.3221    3.1243 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8307    6.8918    2.4131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9137    4.6116    0.3589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8513    0.5580    1.3069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4187    1.0646   -2.4221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6519   -0.2459   -4.0938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9594   -2.0767   -4.4198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3639   -2.6587   -0.9738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1228   -1.3649    0.7222 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5701    0.4003   -0.6159 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0774   -1.3886    0.0614 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5583   -2.2596   -2.2123 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5753   -3.3107   -4.3158 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0200   -1.6561   -3.9928 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1994   -2.6321   -2.9103 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7473   -4.7210   -1.7939 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7793   -5.7564   -1.9740 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1515   -3.8365   -0.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1985   -5.4370    1.2559 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1838   -3.7512    0.6649 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1919   -2.5194    2.3978 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  2  0
  9  7  1  0
 10  3  1  0
 23 24  1  0
 24 27  1  0
 22 21  1  0
 31 32  1  0
 10 11  1  0
  3  2  1  0
  2 20  1  0
 20 12  1  0
 12 11  1  0
 29 30  1  0
 13 14  2  0
 25 26  1  0
 14 15  1  0
 27 29  1  0
 15 16  2  0
 29 31  1  0
 16 18  1  0
  7  6  2  0
 18 19  2  0
 19 13  1  0
 12 13  1  0
 31 22  1  0
 16 17  1  0
  6  4  1  0
  2  1  2  0
 20 21  1  0
  4  3  2  0
  7  8  1  0
 22 23  1  0
  4  5  1  0
 27 28  1  0
 24 25  1  0
 28 50  1  0
 27 49  1  1
 22 44  1  6
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 31 53  1  1
 32 54  1  0
 29 51  1  6
 30 52  1  0
 26 48  1  0
  6 34  1  0
  9 36  1  0
 20 43  1  6
 12 37  1  1
 14 38  1  0
 15 39  1  0
 18 41  1  0
 19 42  1  0
 17 40  1  0
  8 35  1  0
  5 33  1  0
M  END


  Mrv1652306212100103D          

 54 57  0  0  0  0            999 V2000
    2.7763    0.6000    2.0466 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8327    1.0359    1.3861 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4191    2.4405    1.5513 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1296    3.3194    2.3784 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2196    2.9379    3.1133 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7481    4.6551    2.4799 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6561    5.1057    1.7446 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2498    6.4056    1.8035 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0613    4.2409    0.9226 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3110    2.8999    0.8382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4437    2.1115    0.0131 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3712    0.7103    0.3290 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1780   -0.0447   -0.7191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0609    0.2521   -2.0882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7606   -0.4914   -3.0419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5803   -1.5350   -2.6282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2648   -2.2997   -3.5246 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7193   -1.8396   -1.2807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0179   -1.1001   -0.3277 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0814    0.2190    0.3511 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1388   -1.1575    0.7416 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1062   -1.8953   -0.0127 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6839   -1.9691   -1.3701 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5713   -2.7401   -2.1981 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0038   -2.6868   -3.6227 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6391   -3.1088   -3.6427 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6968   -4.1826   -1.6862 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6854   -4.8973   -2.4344 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1130   -4.1772   -0.2135 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1020   -5.5243    0.2855 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1815   -3.2980    0.6136 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6758   -3.2495    1.9618 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3758    1.9780    2.9644 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3123    5.3221    3.1243 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8307    6.8918    2.4131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9137    4.6116    0.3589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8513    0.5580    1.3069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4187    1.0646   -2.4221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6519   -0.2459   -4.0938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9594   -2.0767   -4.4198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3639   -2.6587   -0.9738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1228   -1.3649    0.7222 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5701    0.4003   -0.6159 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0774   -1.3886    0.0614 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5583   -2.2596   -2.2123 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5753   -3.3107   -4.3158 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0200   -1.6561   -3.9928 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1994   -2.6321   -2.9103 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7473   -4.7210   -1.7939 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7793   -5.7564   -1.9740 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1515   -3.8365   -0.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1985   -5.4370    1.2559 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1838   -3.7512    0.6649 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1919   -2.5194    2.3978 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  2  0  0  0  0
  9  7  1  0  0  0  0
 10  3  1  0  0  0  0
 23 24  1  0  0  0  0
 24 27  1  0  0  0  0
 22 21  1  0  0  0  0
 31 32  1  0  0  0  0
 10 11  1  0  0  0  0
  3  2  1  0  0  0  0
  2 20  1  0  0  0  0
 20 12  1  0  0  0  0
 12 11  1  0  0  0  0
 29 30  1  0  0  0  0
 13 14  2  0  0  0  0
 25 26  1  0  0  0  0
 14 15  1  0  0  0  0
 27 29  1  0  0  0  0
 15 16  2  0  0  0  0
 29 31  1  0  0  0  0
 16 18  1  0  0  0  0
  7  6  2  0  0  0  0
 18 19  2  0  0  0  0
 19 13  1  0  0  0  0
 12 13  1  0  0  0  0
 31 22  1  0  0  0  0
 16 17  1  0  0  0  0
  6  4  1  0  0  0  0
  2  1  2  0  0  0  0
 20 21  1  0  0  0  0
  4  3  2  0  0  0  0
  7  8  1  0  0  0  0
 22 23  1  0  0  0  0
  4  5  1  0  0  0  0
 27 28  1  0  0  0  0
 24 25  1  0  0  0  0
 28 50  1  0  0  0  0
 27 49  1  1  0  0  0
 22 44  1  6  0  0  0
 25 46  1  0  0  0  0
 25 47  1  0  0  0  0
 24 45  1  6  0  0  0
 31 53  1  1  0  0  0
 32 54  1  0  0  0  0
 29 51  1  6  0  0  0
 30 52  1  0  0  0  0
 26 48  1  0  0  0  0
  6 34  1  0  0  0  0
  9 36  1  0  0  0  0
 20 43  1  6  0  0  0
 12 37  1  1  0  0  0
 14 38  1  0  0  0  0
 15 39  1  0  0  0  0
 18 41  1  0  0  0  0
 19 42  1  0  0  0  0
 17 40  1  0  0  0  0
  8 35  1  0  0  0  0
  5 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0039865

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C(C([H])=C1[H])[C@]1([H])OC2=C([H])C(O[H])=C([H])C(O[H])=C2C(=O)[C@@]1([H])O[C@]1([H])O[C@]([H])(C([H])([H])O[H])[C@@]([H])(O[H])[C@]([H])(O[H])[C@@]1([H])O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C21H22O11/c22-7-13-15(26)17(28)18(29)21(31-13)32-20-16(27)14-11(25)5-10(24)6-12(14)30-19(20)8-1-3-9(23)4-2-8/h1-6,13,15,17-26,28-29H,7H2/t13-,15-,17+,18-,19+,20-,21+/m1/s1

> <INCHI_KEY>
VWBWQPAZMNABMR-FHVPTPGYSA-N

> <FORMULA>
C21H22O11

> <MOLECULAR_WEIGHT>
450.396

> <EXACT_MASS>
450.116211528

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
43.22613915630087

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,3S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
-0.08

> <JCHEM_LOGP>
0.34911394400000034

> <ALOGPS_LOGS>
-2.03

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.13241461184581

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.7481538638070955

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981083713221519

> <JCHEM_POLAR_SURFACE_AREA>
186.37

> <JCHEM_REFRACTIVITY>
105.04130000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.22e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,3-dihydro-1-benzopyran-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 54 57  0  0  0  0  0  0  0  0999 V2000
    2.7763    0.6000    2.0466 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8327    1.0359    1.3861 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4191    2.4405    1.5513 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1296    3.3194    2.3784 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2196    2.9379    3.1133 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7481    4.6551    2.4799 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6561    5.1057    1.7446 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2498    6.4056    1.8035 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0613    4.2409    0.9226 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3110    2.8999    0.8382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4437    2.1115    0.0131 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3712    0.7103    0.3290 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1780   -0.0447   -0.7191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0609    0.2521   -2.0882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7606   -0.4914   -3.0419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5803   -1.5350   -2.6282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2648   -2.2997   -3.5246 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7193   -1.8396   -1.2807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0179   -1.1001   -0.3277 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0814    0.2190    0.3511 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1388   -1.1575    0.7416 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1062   -1.8953   -0.0127 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6839   -1.9691   -1.3701 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5713   -2.7401   -2.1981 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0038   -2.6868   -3.6227 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6391   -3.1088   -3.6427 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6968   -4.1826   -1.6862 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6854   -4.8973   -2.4344 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1130   -4.1772   -0.2135 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1020   -5.5243    0.2855 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1815   -3.2980    0.6136 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6758   -3.2495    1.9618 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3758    1.9780    2.9644 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3123    5.3221    3.1243 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8307    6.8918    2.4131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9137    4.6116    0.3589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8513    0.5580    1.3069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4187    1.0646   -2.4221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6519   -0.2459   -4.0938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9594   -2.0767   -4.4198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3639   -2.6587   -0.9738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1228   -1.3649    0.7222 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5701    0.4003   -0.6159 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0774   -1.3886    0.0614 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5583   -2.2596   -2.2123 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5753   -3.3107   -4.3158 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0200   -1.6561   -3.9928 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1994   -2.6321   -2.9103 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7473   -4.7210   -1.7939 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7793   -5.7564   -1.9740 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1515   -3.8365   -0.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1985   -5.4370    1.2559 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1838   -3.7512    0.6649 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1919   -2.5194    2.3978 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  2  0
  9  7  1  0
 10  3  1  0
 23 24  1  0
 24 27  1  0
 22 21  1  0
 31 32  1  0
 10 11  1  0
  3  2  1  0
  2 20  1  0
 20 12  1  0
 12 11  1  0
 29 30  1  0
 13 14  2  0
 25 26  1  0
 14 15  1  0
 27 29  1  0
 15 16  2  0
 29 31  1  0
 16 18  1  0
  7  6  2  0
 18 19  2  0
 19 13  1  0
 12 13  1  0
 31 22  1  0
 16 17  1  0
  6  4  1  0
  2  1  2  0
 20 21  1  0
  4  3  2  0
  7  8  1  0
 22 23  1  0
  4  5  1  0
 27 28  1  0
 24 25  1  0
 28 50  1  0
 27 49  1  1
 22 44  1  6
 25 46  1  0
 25 47  1  0
 24 45  1  6
 31 53  1  1
 32 54  1  0
 29 51  1  6
 30 52  1  0
 26 48  1  0
  6 34  1  0
  9 36  1  0
 20 43  1  6
 12 37  1  1
 14 38  1  0
 15 39  1  0
 18 41  1  0
 19 42  1  0
 17 40  1  0
  8 35  1  0
  5 33  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  O   UNK     0       2.776   0.600   2.047  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.833   1.036   1.386  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.419   2.441   1.551  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.130   3.319   2.378  0.00  0.00           C+0
HETATM    5  O   UNK     0       3.220   2.938   3.113  0.00  0.00           O+0
HETATM    6  C   UNK     0       1.748   4.655   2.480  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.656   5.106   1.745  0.00  0.00           C+0
HETATM    8  O   UNK     0       0.250   6.406   1.804  0.00  0.00           O+0
HETATM    9  C   UNK     0      -0.061   4.241   0.923  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.311   2.900   0.838  0.00  0.00           C+0
HETATM   11  O   UNK     0      -0.444   2.111   0.013  0.00  0.00           O+0
HETATM   12  C   UNK     0      -0.371   0.710   0.329  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.178  -0.045  -0.719  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.061   0.252  -2.088  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.761  -0.491  -3.042  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.580  -1.535  -2.628  0.00  0.00           C+0
HETATM   17  O   UNK     0      -3.265  -2.300  -3.525  0.00  0.00           O+0
HETATM   18  C   UNK     0      -2.719  -1.840  -1.281  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.018  -1.100  -0.328  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.081   0.219   0.351  0.00  0.00           C+0
HETATM   21  O   UNK     0       1.139  -1.157   0.742  0.00  0.00           O+0
HETATM   22  C   UNK     0       2.106  -1.895  -0.013  0.00  0.00           C+0
HETATM   23  O   UNK     0       1.684  -1.969  -1.370  0.00  0.00           O+0
HETATM   24  C   UNK     0       2.571  -2.740  -2.198  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.004  -2.687  -3.623  0.00  0.00           C+0
HETATM   26  O   UNK     0       0.639  -3.109  -3.643  0.00  0.00           O+0
HETATM   27  C   UNK     0       2.697  -4.183  -1.686  0.00  0.00           C+0
HETATM   28  O   UNK     0       3.685  -4.897  -2.434  0.00  0.00           O+0
HETATM   29  C   UNK     0       3.113  -4.177  -0.214  0.00  0.00           C+0
HETATM   30  O   UNK     0       3.102  -5.524   0.286  0.00  0.00           O+0
HETATM   31  C   UNK     0       2.182  -3.298   0.614  0.00  0.00           C+0
HETATM   32  O   UNK     0       2.676  -3.249   1.962  0.00  0.00           O+0
HETATM   33  H   UNK     0       3.376   1.978   2.964  0.00  0.00           H+0
HETATM   34  H   UNK     0       2.312   5.322   3.124  0.00  0.00           H+0
HETATM   35  H   UNK     0       0.831   6.892   2.413  0.00  0.00           H+0
HETATM   36  H   UNK     0      -0.914   4.612   0.359  0.00  0.00           H+0
HETATM   37  H   UNK     0      -0.851   0.558   1.307  0.00  0.00           H+0
HETATM   38  H   UNK     0      -0.419   1.065  -2.422  0.00  0.00           H+0
HETATM   39  H   UNK     0      -1.652  -0.246  -4.094  0.00  0.00           H+0
HETATM   40  H   UNK     0      -2.959  -2.077  -4.420  0.00  0.00           H+0
HETATM   41  H   UNK     0      -3.364  -2.659  -0.974  0.00  0.00           H+0
HETATM   42  H   UNK     0      -2.123  -1.365   0.722  0.00  0.00           H+0
HETATM   43  H   UNK     0       1.570   0.400  -0.616  0.00  0.00           H+0
HETATM   44  H   UNK     0       3.077  -1.389   0.061  0.00  0.00           H+0
HETATM   45  H   UNK     0       3.558  -2.260  -2.212  0.00  0.00           H+0
HETATM   46  H   UNK     0       2.575  -3.311  -4.316  0.00  0.00           H+0
HETATM   47  H   UNK     0       2.020  -1.656  -3.993  0.00  0.00           H+0
HETATM   48  H   UNK     0       0.199  -2.632  -2.910  0.00  0.00           H+0
HETATM   49  H   UNK     0       1.747  -4.721  -1.794  0.00  0.00           H+0
HETATM   50  H   UNK     0       3.779  -5.756  -1.974  0.00  0.00           H+0
HETATM   51  H   UNK     0       4.152  -3.837  -0.114  0.00  0.00           H+0
HETATM   52  H   UNK     0       3.199  -5.437   1.256  0.00  0.00           H+0
HETATM   53  H   UNK     0       1.184  -3.751   0.665  0.00  0.00           H+0
HETATM   54  H   UNK     0       2.192  -2.519   2.398  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    3   20    1                                                  
CONECT    3   10    2    4                                                  
CONECT    4    6    3    5                                                  
CONECT    5    4   33                                                       
CONECT    6    7    4   34                                                  
CONECT    7    9    6    8                                                  
CONECT    8    7   35                                                       
CONECT    9   10    7   36                                                  
CONECT   10    9    3   11                                                  
CONECT   11   10   12                                                       
CONECT   12   20   11   13   37                                             
CONECT   13   14   19   12                                                  
CONECT   14   13   15   38                                                  
CONECT   15   14   16   39                                                  
CONECT   16   15   18   17                                                  
CONECT   17   16   40                                                       
CONECT   18   16   19   41                                                  
CONECT   19   18   13   42                                                  
CONECT   20    2   12   21   43                                             
CONECT   21   22   20                                                       
CONECT   22   21   31   23   44                                             
CONECT   23   24   22                                                       
CONECT   24   23   27   25   45                                             
CONECT   25   26   24   46   47                                             
CONECT   26   25   48                                                       
CONECT   27   24   29   28   49                                             
CONECT   28   27   50                                                       
CONECT   29   30   27   31   51                                             
CONECT   30   29   52                                                       
CONECT   31   32   29   22   53                                             
CONECT   32   31   54                                                       
CONECT   33    5                                                            
CONECT   34    6                                                            
CONECT   35    8                                                            
CONECT   36    9                                                            
CONECT   37   12                                                            
CONECT   38   14                                                            
CONECT   39   15                                                            
CONECT   40   17                                                            
CONECT   41   18                                                            
CONECT   42   19                                                            
CONECT   43   20                                                            
CONECT   44   22                                                            
CONECT   45   24                                                            
CONECT   46   25                                                            
CONECT   47   25                                                            
CONECT   48   26                                                            
CONECT   49   27                                                            
CONECT   50   28                                                            
CONECT   51   29                                                            
CONECT   52   30                                                            
CONECT   53   31                                                            
CONECT   54   32                                                            
MASTER        0    0    0    0    0    0    0    0   54    0  114    0
END

RDKit          3D

54 57  0  0  0  0  0  0  0  0999 V2000
    2.7763    0.6000    2.0466 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8327    1.0359    1.3861 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4191    2.4405    1.5513 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1296    3.3194    2.3784 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2196    2.9379    3.1133 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7481    4.6551    2.4799 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6561    5.1057    1.7446 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2498    6.4056    1.8035 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0613    4.2409    0.9226 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3110    2.8999    0.8382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4437    2.1115    0.0131 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3712    0.7103    0.3290 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1780   -0.0447   -0.7191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0609    0.2521   -2.0882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7606   -0.4914   -3.0419 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.7193   -1.8396   -1.2807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0179   -1.1001   -0.3277 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0814    0.2190    0.3511 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1388   -1.1575    0.7416 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1062   -1.8953   -0.0127 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6839   -1.9691   -1.3701 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5713   -2.7401   -2.1981 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0038   -2.6868   -3.6227 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6391   -3.1088   -3.6427 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6968   -4.1826   -1.6862 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6854   -4.8973   -2.4344 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1130   -4.1772   -0.2135 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1020   -5.5243    0.2855 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1815   -3.2980    0.6136 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6758   -3.2495    1.9618 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3758    1.9780    2.9644 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3123    5.3221    3.1243 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8307    6.8918    2.4131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9137    4.6116    0.3589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8513    0.5580    1.3069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4187    1.0646   -2.4221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6519   -0.2459   -4.0938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9594   -2.0767   -4.4198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3639   -2.6587   -0.9738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1228   -1.3649    0.7222 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5701    0.4003   -0.6159 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0774   -1.3886    0.0614 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5583   -2.2596   -2.2123 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5753   -3.3107   -4.3158 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0200   -1.6561   -3.9928 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1994   -2.6321   -2.9103 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7473   -4.7210   -1.7939 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7793   -5.7564   -1.9740 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1515   -3.8365   -0.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1985   -5.4370    1.2559 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1838   -3.7512    0.6649 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1919   -2.5194    2.3978 H   0  0  0  0  0  0  0  0  0  0  0  0
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  9  7  1  0
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 23 24  1  0
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 31 32  1  0
 10 11  1  0
  3  2  1  0
  2 20  1  0
 20 12  1  0
 12 11  1  0
 29 30  1  0
 13 14  2  0
 25 26  1  0
 14 15  1  0
 27 29  1  0
 15 16  2  0
 29 31  1  0
 16 18  1  0
  7  6  2  0
 18 19  2  0
 19 13  1  0
 12 13  1  0
 31 22  1  0
 16 17  1  0
  6  4  1  0
  2  1  2  0
 20 21  1  0
  4  3  2  0
  7  8  1  0
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  4  5  1  0
 27 28  1  0
 24 25  1  0
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 27 49  1  1
 22 44  1  6
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 31 53  1  1
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 30 52  1  0
 26 48  1  0
  6 34  1  0
  9 36  1  0
 20 43  1  6
 12 37  1  1
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 15 39  1  0
 18 41  1  0
 19 42  1  0
 17 40  1  0
  8 35  1  0
  5 33  1  0
M  END

View in JSmol

Synonyms

Value	Source
[(2S,3S)-5,7,4'-Trihydroxyflavanone-3-yl]b-D-glucopyranoside	Generator
[(2S,3S)-5,7,4'-Trihydroxyflavanone-3-yl]β-D-glucopyranoside	Generator

Chemical Formula

C₂₁H₂₂O₁₁

Average Mass

450.3960 Da

Monoisotopic Mass

450.11621 Da

IUPAC Name

(2S,3S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

(2S,3S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,3-dihydro-1-benzopyran-4-one

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C([H])=C(C([H])=C1[H])[C@]1([H])OC2=C([H])C(O[H])=C([H])C(O[H])=C2C(=O)[C@@]1([H])O[C@]1([H])O[C@]([H])(C([H])([H])O[H])[C@@]([H])(O[H])[C@]([H])(O[H])[C@@]1([H])O[H]

InChI Identifier

InChI=1S/C21H22O11/c22-7-13-15(26)17(28)18(29)21(31-13)32-20-16(27)14-11(25)5-10(24)6-12(14)30-19(20)8-1-3-9(23)4-2-8/h1-6,13,15,17-26,28-29H,7H2/t13-,15-,17+,18-,19+,20-,21+/m1/s1

InChI Key

VWBWQPAZMNABMR-FHVPTPGYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, 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
Agrimonia pilosa	JEOL database	Kato, H., et al, Phytochem. 71, 1925 (2010)
Dalbergia sericea	Plant	KNApSAcK
Fagopyrum esculentum	Plant	KNApSAcK
Malus sylvestris	Plant	KNApSAcK
Podocarpus nivalis	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid-3-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C3-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid-3-O-glycosides

Alternative Parents

Substituents

Flavonoid-3-o-glycoside
Hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Flavanonol
Flavanone
Flavan
Hexose monosaccharide
O-glycosyl compound
Glycosyl compound
Chromone
1-benzopyran
Benzopyran
Chromane
Aryl alkyl ketone
Aryl ketone
Alkyl aryl ether
Phenol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Benzenoid
Oxane
Monosaccharide
Vinylogous acid
Secondary alcohol
Ketone
Polyol
Ether
Organoheterocyclic compound
Oxacycle
Acetal
Primary alcohol
Organic oxide
Organic oxygen compound
Aldehyde
Alcohol
Hydrocarbon derivative
Organooxygen 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	-0.08	ALOGPS
logP	0.35	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	7.75	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	186.37 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	105.04 m³·mol⁻¹	ChemAxon
Polarizability	43.23 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	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

49818114

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Kato, H., et al. (2010). Kato, H., et al, Phytochem. 71, 1925 (2010). Phytochem..

Showing NP-Card for (-)-aromadendrin 3-O-beta-D-glucopyranoside (NP0039865)

MOL for NP0039865 ((-)-aromadendrin 3-O-beta-D-glucopyranoside)

3D MOL for NP0039865 ((-)-aromadendrin 3-O-beta-D-glucopyranoside)

3D SDF for NP0039865 ((-)-aromadendrin 3-O-beta-D-glucopyranoside)

3D-SDF for NP0039865 ((-)-aromadendrin 3-O-beta-D-glucopyranoside)

PDB for NP0039865 ((-)-aromadendrin 3-O-beta-D-glucopyranoside)

3D PDB for NP0039865 ((-)-aromadendrin 3-O-beta-D-glucopyranoside)

SMILES for NP0039865 ((-)-aromadendrin 3-O-beta-D-glucopyranoside)

INCHI for NP0039865 ((-)-aromadendrin 3-O-beta-D-glucopyranoside)

Structure for NP0039865 ((-)-aromadendrin 3-O-beta-D-glucopyranoside)

3D Structure for NP0039865 ((-)-aromadendrin 3-O-beta-D-glucopyranoside)