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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 18:31:29 UTC

Update Date

2021-09-23 18:31:29 UTC

HMDB ID

HMDB0302536

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Isorhamnetin 3-arabino-glucoside

Description

3-{[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-{[(3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy}oxan-2-yl]oxy}-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-chromen-4-one 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. Based on a literature review a significant number of articles have been published on 3-{[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-{[(3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy}oxan-2-yl]oxy}-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-chromen-4-one.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

  Mrv0541 02241220442D          

 43 47  0  0  1  0            999 V2000
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    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
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    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
    0.7145   -0.4125    0.0000 C   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
    1.4289    0.8250    0.0000 O   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
    2.8579    0.0000    0.0000 C   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
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    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
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    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
    0.0000    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    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
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
  9 19  1  0  0  0  0
 16 20  1  0  0  0  0
 14 21  1  0  0  0  0
 10 22  1  0  0  0  0
 23 22  1  1  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 23 28  1  0  0  0  0
 27 29  1  1  0  0  0
 29 30  1  0  0  0  0
 26 31  1  6  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 32 37  1  0  0  0  0
 35 38  1  1  0  0  0
 34 39  1  1  0  0  0
 33 40  1  6  0  0  0
 25 41  1  1  0  0  0
 24 42  1  6  0  0  0
  4 43  1  0  0  0  0
M  END

HMDB0302536
     RDKit          3D
Isorhamnetin 3-arabino-glucoside
 73 77  0  0  0  0  0  0  0  0999 V2000
   -7.3506   -2.7138    0.4335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5274   -3.5435   -0.3580 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3184   -3.0123   -0.8481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9565   -1.7280   -0.5625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7654   -1.1444   -1.0220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4943    0.2558   -0.7079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5519    0.9601   -0.2548 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4642    2.2269    0.0648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5720    2.9255    0.5286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5312    4.2487    0.8748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6767    4.9264    1.3424 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3568    4.9245    0.7644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1966    4.2801    0.3022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0513    5.0008    0.2111 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2693    2.9236   -0.0450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1894    2.2153   -0.5029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0876    2.7886   -0.6226 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3045    0.8527   -0.8396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1690    0.2442   -1.2688 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2111   -0.3123   -0.3354 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6753    0.7730   -0.1420 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7230    0.3477    0.6948 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3537    1.5305    1.3587 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3877    2.2003    2.1337 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6343   -0.4443   -0.1911 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7492   -0.8389    0.5021 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9414   -0.4316   -0.1405 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5629   -1.6330   -0.4981 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8816   -1.4640   -0.8785 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6266   -1.0936    0.4139 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.1814   -2.0016    1.3746 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1971    0.2924    0.7545 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.6773    0.7097    2.0051 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7094    0.4248    0.7880 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4387    1.7792    0.4596 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8894   -1.6972   -0.6218 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5344   -2.1739   -1.7610 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4318   -1.4941   -0.8986 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2066   -2.6422   -0.3589 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9805   -1.9534   -1.7849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3461   -3.2712   -2.0806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5132   -3.8195   -1.6205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8867   -5.1365   -1.9113 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2219   -3.3123    0.7889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7388   -1.8489   -0.1206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8255   -2.3772    1.3701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6284   -1.1190    0.0584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5102    2.3951    0.6194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7865    4.8835    2.3619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2794    5.9563    1.0229 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.2655   -0.3246    1.4806 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7620    2.2622    0.6319 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1513    1.2357    2.0644 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5959    3.1820    2.1541 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8586    0.1681   -1.1028 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6607    0.1508   -1.0552 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0096   -0.5959   -1.5592 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2529   -2.3957   -1.3095 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7059   -1.1792    0.2567 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1858   -2.0169    1.3344 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5913    0.9651   -0.0365 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4483    0.1731    2.2514 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3436    0.3196    1.8331 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7173    2.3398    1.2431 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0742   -2.4587    0.1718 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3416   -3.1089   -1.9530 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2799   -1.5943   -2.0141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5263   -2.4359    0.5739 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.7623   -5.4826   -1.5410 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
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  5 40  2  0
 40 41  1  0
 41 42  2  0
 42 43  1  0
 42  3  1  0
 18  6  2  0
 38 20  1  0
 15  8  1  0
 34 27  1  0
  1 44  1  0
  1 45  1  0
  1 46  1  0
  4 47  1  0
  9 48  1  0
 11 49  1  0
 12 50  1  0
 14 51  1  0
 20 52  1  1
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 23 54  1  0
 23 55  1  0
 24 56  1  0
 25 57  1  6
 27 58  1  0
 29 59  1  0
 29 60  1  0
 30 61  1  6
 31 62  1  0
 32 63  1  6
 33 64  1  0
 34 65  1  1
 35 66  1  0
 36 67  1  1
 37 68  1  0
 38 69  1  6
 39 70  1  0
 40 71  1  0
 41 72  1  0
 43 73  1  0
M  END

  Mrv0541 02241220442D          

 43 47  0  0  1  0            999 V2000
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    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
    0.7145   -0.4125    0.0000 C   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
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7145    2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    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
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
  9 19  1  0  0  0  0
 16 20  1  0  0  0  0
 14 21  1  0  0  0  0
 10 22  1  0  0  0  0
 23 22  1  1  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 23 28  1  0  0  0  0
 27 29  1  1  0  0  0
 29 30  1  0  0  0  0
 26 31  1  6  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 32 37  1  0  0  0  0
 35 38  1  1  0  0  0
 34 39  1  1  0  0  0
 33 40  1  6  0  0  0
 25 41  1  1  0  0  0
 24 42  1  6  0  0  0
  4 43  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0302536

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(O)C=CC(=C1)C1=C(O[C@@H]2O[C@H](CO)[C@@H](OC3OC[C@H](O)[C@H](O)[C@H]3O)[C@H](O)[C@H]2O)C(=O)C2=C(O)C=C(O)C=C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C27H30O16/c1-38-14-4-9(2-3-11(14)30)23-25(19(34)17-12(31)5-10(29)6-15(17)40-23)43-27-22(37)20(35)24(16(7-28)41-27)42-26-21(36)18(33)13(32)8-39-26/h2-6,13,16,18,20-22,24,26-33,35-37H,7-8H2,1H3/t13-,16+,18-,20+,21+,22+,24+,26?,27-/m0/s1

> <INCHI_KEY>
ZQJYNVLDGVALIX-QVHNXEAWSA-N

> <FORMULA>
C27H30O16

> <MOLECULAR_WEIGHT>
610.5175

> <EXACT_MASS>
610.153384912

> <JCHEM_ACCEPTOR_COUNT>
16

> <JCHEM_AVERAGE_POLARIZABILITY>
58.35743377238977

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-0.19

> <JCHEM_LOGP>
-1.1394419436666652

> <ALOGPS_LOGS>
-2.25

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.762796346025677

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.436132240021924

> <JCHEM_PKA_STRONGEST_BASIC>
-3.5265806620518916

> <JCHEM_POLAR_SURFACE_AREA>
254.51999999999995

> <JCHEM_REFRACTIVITY>
140.2086

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.43e+00 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0302536
     RDKit          3D
Isorhamnetin 3-arabino-glucoside
 73 77  0  0  0  0  0  0  0  0999 V2000
   -7.3506   -2.7138    0.4335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5274   -3.5435   -0.3580 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3184   -3.0123   -0.8481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9565   -1.7280   -0.5625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7654   -1.1444   -1.0220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4943    0.2558   -0.7079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5519    0.9601   -0.2548 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4642    2.2269    0.0648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5720    2.9255    0.5286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5312    4.2487    0.8748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6767    4.9264    1.3424 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3568    4.9245    0.7644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1966    4.2801    0.3022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0513    5.0008    0.2111 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2693    2.9236   -0.0450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1894    2.2153   -0.5029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0876    2.7886   -0.6226 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3045    0.8527   -0.8396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1690    0.2442   -1.2688 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2111   -0.3123   -0.3354 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6753    0.7730   -0.1420 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7230    0.3477    0.6948 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3537    1.5305    1.3587 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3877    2.2003    2.1337 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6343   -0.4443   -0.1911 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7492   -0.8389    0.5021 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9414   -0.4316   -0.1405 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5629   -1.6330   -0.4981 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8816   -1.4640   -0.8785 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6266   -1.0936    0.4139 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.1814   -2.0016    1.3746 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1971    0.2924    0.7545 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.6773    0.7097    2.0051 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7094    0.4248    0.7880 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4387    1.7792    0.4596 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8894   -1.6972   -0.6218 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5344   -2.1739   -1.7610 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4318   -1.4941   -0.8986 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2066   -2.6422   -0.3589 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9805   -1.9534   -1.7849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3461   -3.2712   -2.0806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5132   -3.8195   -1.6205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8867   -5.1365   -1.9113 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2219   -3.3123    0.7889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7388   -1.8489   -0.1206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8255   -2.3772    1.3701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6284   -1.1190    0.0584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5102    2.3951    0.6194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7865    4.8835    2.3619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2794    5.9563    1.0229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1605    4.7917   -0.0669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6687   -0.4515    0.6626 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2655   -0.3246    1.4806 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7620    2.2622    0.6319 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1513    1.2357    2.0644 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5959    3.1820    2.1541 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8586    0.1681   -1.1028 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6607    0.1508   -1.0552 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0096   -0.5959   -1.5592 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2529   -2.3957   -1.3095 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7059   -1.1792    0.2567 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1858   -2.0169    1.3344 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5913    0.9651   -0.0365 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4483    0.1731    2.2514 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3436    0.3196    1.8331 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7173    2.3398    1.2431 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0742   -2.4587    0.1718 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3416   -3.1089   -1.9530 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2799   -1.5943   -2.0141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5263   -2.4359    0.5739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0695   -1.5456   -2.1855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6847   -3.8605   -2.6867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7623   -5.4826   -1.5410 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
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 22 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 32 34  1  0
 34 35  1  0
 25 36  1  0
 36 37  1  0
 36 38  1  0
 38 39  1  0
  5 40  2  0
 40 41  1  0
 41 42  2  0
 42 43  1  0
 42  3  1  0
 18  6  2  0
 38 20  1  0
 15  8  1  0
 34 27  1  0
  1 44  1  0
  1 45  1  0
  1 46  1  0
  4 47  1  0
  9 48  1  0
 11 49  1  0
 12 50  1  0
 14 51  1  0
 20 52  1  1
 22 53  1  1
 23 54  1  0
 23 55  1  0
 24 56  1  0
 25 57  1  6
 27 58  1  0
 29 59  1  0
 29 60  1  0
 30 61  1  6
 31 62  1  0
 32 63  1  6
 33 64  1  0
 34 65  1  1
 35 66  1  0
 36 67  1  1
 37 68  1  0
 38 69  1  6
 39 70  1  0
 40 71  1  0
 41 72  1  0
 43 73  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.334  -6.930   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       1.334   2.310   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       0.000   6.160   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       1.334   8.470   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       4.001   8.470   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       2.667   6.160   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       5.335   9.240   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       2.667  10.780   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       0.000   9.240   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      -2.667   4.620   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      -2.667   1.540   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0      -4.001  -5.390   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5   43                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7    3                                                       
CONECT    9    7   10   19                                                  
CONECT   10    9   11   22                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   18                                                  
CONECT   14   13   15   21                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   20                                                  
CONECT   17   16   18                                                       
CONECT   18   17   13   19                                                  
CONECT   19   18    9                                                       
CONECT   20   16                                                            
CONECT   21   14                                                            
CONECT   22   10   23                                                       
CONECT   23   22   24   28                                                  
CONECT   24   23   25   42                                                  
CONECT   25   24   26   41                                                  
CONECT   26   25   27   31                                                  
CONECT   27   26   28   29                                                  
CONECT   28   27   23                                                       
CONECT   29   27   30                                                       
CONECT   30   29                                                            
CONECT   31   26   32                                                       
CONECT   32   31   33   37                                                  
CONECT   33   32   34   40                                                  
CONECT   34   33   35   39                                                  
CONECT   35   34   36   38                                                  
CONECT   36   35   37                                                       
CONECT   37   36   32                                                       
CONECT   38   35                                                            
CONECT   39   34                                                            
CONECT   40   33                                                            
CONECT   41   25                                                            
CONECT   42   24                                                            
CONECT   43    4                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   94    0
END

COMPND    HMDB0302536
HETATM    1  C1  UNL     1      -7.351  -2.714   0.434  1.00  0.00           C  
HETATM    2  O1  UNL     1      -6.527  -3.544  -0.358  1.00  0.00           O  
HETATM    3  C2  UNL     1      -5.318  -3.012  -0.848  1.00  0.00           C  
HETATM    4  C3  UNL     1      -4.957  -1.728  -0.562  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.765  -1.144  -1.022  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.494   0.256  -0.708  1.00  0.00           C  
HETATM    7  O2  UNL     1      -4.552   0.960  -0.255  1.00  0.00           O  
HETATM    8  C6  UNL     1      -4.464   2.227   0.065  1.00  0.00           C  
HETATM    9  C7  UNL     1      -5.572   2.925   0.529  1.00  0.00           C  
HETATM   10  C8  UNL     1      -5.531   4.249   0.875  1.00  0.00           C  
HETATM   11  O3  UNL     1      -6.677   4.926   1.342  1.00  0.00           O  
HETATM   12  C9  UNL     1      -4.357   4.924   0.764  1.00  0.00           C  
HETATM   13  C10 UNL     1      -3.197   4.280   0.302  1.00  0.00           C  
HETATM   14  O4  UNL     1      -2.051   5.001   0.211  1.00  0.00           O  
HETATM   15  C11 UNL     1      -3.269   2.924  -0.045  1.00  0.00           C  
HETATM   16  C12 UNL     1      -2.189   2.215  -0.503  1.00  0.00           C  
HETATM   17  O5  UNL     1      -1.088   2.789  -0.623  1.00  0.00           O  
HETATM   18  C13 UNL     1      -2.305   0.853  -0.840  1.00  0.00           C  
HETATM   19  O6  UNL     1      -1.169   0.244  -1.269  1.00  0.00           O  
HETATM   20  C14 UNL     1      -0.211  -0.312  -0.335  1.00  0.00           C  
HETATM   21  O7  UNL     1       0.675   0.773  -0.142  1.00  0.00           O  
HETATM   22  C15 UNL     1       1.723   0.348   0.695  1.00  0.00           C  
HETATM   23  C16 UNL     1       2.354   1.531   1.359  1.00  0.00           C  
HETATM   24  O8  UNL     1       1.388   2.200   2.134  1.00  0.00           O  
HETATM   25  C17 UNL     1       2.634  -0.444  -0.191  1.00  0.00           C  
HETATM   26  O9  UNL     1       3.749  -0.839   0.502  1.00  0.00           O  
HETATM   27  C18 UNL     1       4.941  -0.432  -0.140  1.00  0.00           C  
HETATM   28  O10 UNL     1       5.563  -1.633  -0.498  1.00  0.00           O  
HETATM   29  C19 UNL     1       6.882  -1.464  -0.878  1.00  0.00           C  
HETATM   30  C20 UNL     1       7.627  -1.094   0.414  1.00  0.00           C  
HETATM   31  O11 UNL     1       7.181  -2.002   1.375  1.00  0.00           O  
HETATM   32  C21 UNL     1       7.197   0.292   0.755  1.00  0.00           C  
HETATM   33  O12 UNL     1       7.677   0.710   2.005  1.00  0.00           O  
HETATM   34  C22 UNL     1       5.709   0.425   0.788  1.00  0.00           C  
HETATM   35  O13 UNL     1       5.439   1.779   0.460  1.00  0.00           O  
HETATM   36  C23 UNL     1       1.889  -1.697  -0.622  1.00  0.00           C  
HETATM   37  O14 UNL     1       2.534  -2.174  -1.761  1.00  0.00           O  
HETATM   38  C24 UNL     1       0.432  -1.494  -0.899  1.00  0.00           C  
HETATM   39  O15 UNL     1      -0.207  -2.642  -0.359  1.00  0.00           O  
HETATM   40  C25 UNL     1      -2.981  -1.953  -1.785  1.00  0.00           C  
HETATM   41  C26 UNL     1      -3.346  -3.271  -2.081  1.00  0.00           C  
HETATM   42  C27 UNL     1      -4.513  -3.820  -1.620  1.00  0.00           C  
HETATM   43  O16 UNL     1      -4.887  -5.137  -1.911  1.00  0.00           O  
HETATM   44  H1  UNL     1      -8.222  -3.312   0.789  1.00  0.00           H  
HETATM   45  H2  UNL     1      -7.739  -1.849  -0.121  1.00  0.00           H  
HETATM   46  H3  UNL     1      -6.825  -2.377   1.370  1.00  0.00           H  
HETATM   47  H4  UNL     1      -5.628  -1.119   0.058  1.00  0.00           H  
HETATM   48  H5  UNL     1      -6.510   2.395   0.619  1.00  0.00           H  
HETATM   49  H6  UNL     1      -6.787   4.884   2.362  1.00  0.00           H  
HETATM   50  H7  UNL     1      -4.279   5.956   1.023  1.00  0.00           H  
HETATM   51  H8  UNL     1      -1.160   4.792  -0.067  1.00  0.00           H  
HETATM   52  H9  UNL     1      -0.669  -0.451   0.663  1.00  0.00           H  
HETATM   53  H10 UNL     1       1.266  -0.325   1.481  1.00  0.00           H  
HETATM   54  H11 UNL     1       2.762   2.262   0.632  1.00  0.00           H  
HETATM   55  H12 UNL     1       3.151   1.236   2.064  1.00  0.00           H  
HETATM   56  H13 UNL     1       1.596   3.182   2.154  1.00  0.00           H  
HETATM   57  H14 UNL     1       2.859   0.168  -1.103  1.00  0.00           H  
HETATM   58  H15 UNL     1       4.661   0.151  -1.055  1.00  0.00           H  
HETATM   59  H16 UNL     1       7.010  -0.596  -1.559  1.00  0.00           H  
HETATM   60  H17 UNL     1       7.253  -2.396  -1.310  1.00  0.00           H  
HETATM   61  H18 UNL     1       8.706  -1.179   0.257  1.00  0.00           H  
HETATM   62  H19 UNL     1       6.186  -2.017   1.334  1.00  0.00           H  
HETATM   63  H20 UNL     1       7.591   0.965  -0.036  1.00  0.00           H  
HETATM   64  H21 UNL     1       8.448   0.173   2.251  1.00  0.00           H  
HETATM   65  H22 UNL     1       5.344   0.320   1.833  1.00  0.00           H  
HETATM   66  H23 UNL     1       5.717   2.340   1.243  1.00  0.00           H  
HETATM   67  H24 UNL     1       2.074  -2.459   0.172  1.00  0.00           H  
HETATM   68  H25 UNL     1       2.342  -3.109  -1.953  1.00  0.00           H  
HETATM   69  H26 UNL     1       0.280  -1.594  -2.014  1.00  0.00           H  
HETATM   70  H27 UNL     1      -0.526  -2.436   0.574  1.00  0.00           H  
HETATM   71  H28 UNL     1      -2.069  -1.546  -2.185  1.00  0.00           H  
HETATM   72  H29 UNL     1      -2.685  -3.861  -2.687  1.00  0.00           H  
HETATM   73  H30 UNL     1      -5.762  -5.483  -1.541  1.00  0.00           H  
CONECT    1    2   44   45   46
CONECT    2    3
CONECT    3    4    4   42
CONECT    4    5   47
CONECT    5    6   40   40
CONECT    6    7   18   18
CONECT    7    8
CONECT    8    9    9   15
CONECT    9   10   48
CONECT   10   11   12   12
CONECT   11   49
CONECT   12   13   50
CONECT   13   14   15   15
CONECT   14   51
CONECT   15   16
CONECT   16   17   17   18
CONECT   18   19
CONECT   19   20
CONECT   20   21   38   52
CONECT   21   22
CONECT   22   23   25   53
CONECT   23   24   54   55
CONECT   24   56
CONECT   25   26   36   57
CONECT   26   27
CONECT   27   28   34   58
CONECT   28   29
CONECT   29   30   59   60
CONECT   30   31   32   61
CONECT   31   62
CONECT   32   33   34   63
CONECT   33   64
CONECT   34   35   65
CONECT   35   66
CONECT   36   37   38   67
CONECT   37   68
CONECT   38   39   69
CONECT   39   70
CONECT   40   41   71
CONECT   41   42   42   72
CONECT   42   43
CONECT   43   73
END

HMDB0302536
     RDKit          3D
Isorhamnetin 3-arabino-glucoside
 73 77  0  0  0  0  0  0  0  0999 V2000
   -7.3506   -2.7138    0.4335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5274   -3.5435   -0.3580 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3184   -3.0123   -0.8481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9565   -1.7280   -0.5625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7654   -1.1444   -1.0220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4943    0.2558   -0.7079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5519    0.9601   -0.2548 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4642    2.2269    0.0648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5720    2.9255    0.5286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5312    4.2487    0.8748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6767    4.9264    1.3424 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3568    4.9245    0.7644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1966    4.2801    0.3022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0513    5.0008    0.2111 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2693    2.9236   -0.0450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1894    2.2153   -0.5029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0876    2.7886   -0.6226 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3045    0.8527   -0.8396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1690    0.2442   -1.2688 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2111   -0.3123   -0.3354 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6753    0.7730   -0.1420 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7230    0.3477    0.6948 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3537    1.5305    1.3587 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3877    2.2003    2.1337 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6343   -0.4443   -0.1911 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7492   -0.8389    0.5021 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9414   -0.4316   -0.1405 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5629   -1.6330   -0.4981 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8816   -1.4640   -0.8785 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6266   -1.0936    0.4139 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.1814   -2.0016    1.3746 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1971    0.2924    0.7545 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.6773    0.7097    2.0051 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7094    0.4248    0.7880 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4387    1.7792    0.4596 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8894   -1.6972   -0.6218 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5344   -2.1739   -1.7610 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4318   -1.4941   -0.8986 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2066   -2.6422   -0.3589 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9805   -1.9534   -1.7849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3461   -3.2712   -2.0806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5132   -3.8195   -1.6205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8867   -5.1365   -1.9113 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2219   -3.3123    0.7889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7388   -1.8489   -0.1206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8255   -2.3772    1.3701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6284   -1.1190    0.0584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5102    2.3951    0.6194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7865    4.8835    2.3619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2794    5.9563    1.0229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1605    4.7917   -0.0669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6687   -0.4515    0.6626 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2655   -0.3246    1.4806 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7620    2.2622    0.6319 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1513    1.2357    2.0644 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5959    3.1820    2.1541 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8586    0.1681   -1.1028 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6607    0.1508   -1.0552 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0096   -0.5959   -1.5592 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2529   -2.3957   -1.3095 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7059   -1.1792    0.2567 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1858   -2.0169    1.3344 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5913    0.9651   -0.0365 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4483    0.1731    2.2514 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3436    0.3196    1.8331 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7173    2.3398    1.2431 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0742   -2.4587    0.1718 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3416   -3.1089   -1.9530 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2799   -1.5943   -2.0141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5263   -2.4359    0.5739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0695   -1.5456   -2.1855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6847   -3.8605   -2.6867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7623   -5.4826   -1.5410 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
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 22 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 32 34  1  0
 34 35  1  0
 25 36  1  0
 36 37  1  0
 36 38  1  0
 38 39  1  0
  5 40  2  0
 40 41  1  0
 41 42  2  0
 42 43  1  0
 42  3  1  0
 18  6  2  0
 38 20  1  0
 15  8  1  0
 34 27  1  0
  1 44  1  0
  1 45  1  0
  1 46  1  0
  4 47  1  0
  9 48  1  0
 11 49  1  0
 12 50  1  0
 14 51  1  0
 20 52  1  1
 22 53  1  1
 23 54  1  0
 23 55  1  0
 24 56  1  0
 25 57  1  6
 27 58  1  0
 29 59  1  0
 29 60  1  0
 30 61  1  6
 31 62  1  0
 32 63  1  6
 33 64  1  0
 34 65  1  1
 35 66  1  0
 36 67  1  1
 37 68  1  0
 38 69  1  6
 39 70  1  0
 40 71  1  0
 41 72  1  0
 43 73  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₇H₃₀O₁₆

Average Molecular Weight

610.5175

Monoisotopic Molecular Weight

610.153384912

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

COC1=C(O)C=CC(=C1)C1=C(O[C@@H]2O[C@H](CO)[C@@H](OC3OC[C@H](O)[C@H](O)[C@H]3O)[C@H](O)[C@H]2O)C(=O)C2=C(O)C=C(O)C=C2O1

InChI Identifier

InChI=1S/C27H30O16/c1-38-14-4-9(2-3-11(14)30)23-25(19(34)17-12(31)5-10(29)6-15(17)40-23)43-27-22(37)20(35)24(16(7-28)41-27)42-26-21(36)18(33)13(32)8-39-26/h2-6,13,16,18,20-22,24,26-33,35-37H,7-8H2,1H3/t13-,16+,18-,20+,21+,22+,24+,26?,27-/m0/s1

InChI Key

ZQJYNVLDGVALIX-QVHNXEAWSA-N

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
3p-methoxyflavonoid-skeleton
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Flavone
Hydroxyflavonoid
Chromone
Disaccharide
Glycosyl compound
O-glycosyl compound
Benzopyran
Methoxyphenol
1-benzopyran
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Pyranone
Phenol
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Pyran
Oxane
Monocyclic benzene moiety
Benzenoid
Heteroaromatic compound
Vinylogous acid
Secondary alcohol
Oxacycle
Ether
Polyol
Acetal
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Organooxygen compound
Primary alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0302536)

Food

Fruit

Citrus

Lemon (FooDB: FOOD00054)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-0.19	ALOGPS
logP	-1.1	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	6.44	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	254.52 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	140.21 m³·mol⁻¹	ChemAxon
Polarizability	58.36 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	232.251	32859911
AllCCS	[M+H-H2O]+	230.991	32859911
AllCCS	[M+Na]+	233.701	32859911
AllCCS	[M+NH4]+	233.382	32859911
AllCCS	[M-H]-	228.352	32859911
AllCCS	[M+Na-2H]-	230.539	32859911
AllCCS	[M+HCOO]-	233.079	32859911
DeepCCS	[M+H]+	227.324	30932474
DeepCCS	[M-H]-	225.601	30932474
DeepCCS	[M-2H]-	259.633	30932474
DeepCCS	[M+Na]+	233.498	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isorhamnetin 3-arabino-glucoside 10V, Positive-QTOF	splash10-02tc-0109742000-439b4ad0f8aadc6d5f53	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isorhamnetin 3-arabino-glucoside 20V, Positive-QTOF	splash10-014i-0139400000-540688af2f809a32af4c	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isorhamnetin 3-arabino-glucoside 40V, Positive-QTOF	splash10-014i-1629100000-ab381f0368a9300b43d4	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isorhamnetin 3-arabino-glucoside 10V, Negative-QTOF	splash10-0aor-2458759000-d5a3910ea6532e464533	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isorhamnetin 3-arabino-glucoside 20V, Negative-QTOF	splash10-014j-1549520000-a0fb570ec8a59a87cae3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isorhamnetin 3-arabino-glucoside 40V, Negative-QTOF	splash10-014m-5679000000-99de718d731d4091264f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isorhamnetin 3-arabino-glucoside 10V, Positive-QTOF	splash10-014i-0009002000-18620334237b7ca128e2	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isorhamnetin 3-arabino-glucoside 20V, Positive-QTOF	splash10-04i0-0009009000-db394e3e2a8e8161e97b	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isorhamnetin 3-arabino-glucoside 40V, Positive-QTOF	splash10-014i-0009000000-235a2c69093cac80b556	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isorhamnetin 3-arabino-glucoside 10V, Negative-QTOF	splash10-0a4i-0000009000-2daf4735711b3104561a	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isorhamnetin 3-arabino-glucoside 20V, Negative-QTOF	splash10-0a4i-0005009000-aa8bac0f09e7d99a78eb	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isorhamnetin 3-arabino-glucoside 40V, Negative-QTOF	splash10-03di-0019001000-d3fde091fdee6b2347c3	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB005041

KNApSAcK ID

Not Available

Chemspider ID

59696346

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25079950

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Isorhamnetin 3-arabino-glucoside (HMDB0302536)

MOL for HMDB0302536 (Isorhamnetin 3-arabino-glucoside)

3D MOL for HMDB0302536 (Isorhamnetin 3-arabino-glucoside)

3D SDF for HMDB0302536 (Isorhamnetin 3-arabino-glucoside)

3D-SDF for HMDB0302536 (Isorhamnetin 3-arabino-glucoside)

PDB for HMDB0302536 (Isorhamnetin 3-arabino-glucoside)

3D PDB for HMDB0302536 (Isorhamnetin 3-arabino-glucoside)

SMILES for HMDB0302536 (Isorhamnetin 3-arabino-glucoside)

INCHI for HMDB0302536 (Isorhamnetin 3-arabino-glucoside)

Structure for HMDB0302536 (Isorhamnetin 3-arabino-glucoside)

3D Structure for HMDB0302536 (Isorhamnetin 3-arabino-glucoside)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra