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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 18:30:37 UTC

Update Date

2021-09-23 18:30:37 UTC

HMDB ID

HMDB0302534

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Isoeriocitrin

Description

Isoeriocitrin, also known as eriodictyol 7-O-neohesperidoside, is a member of the class of compounds known as flavonoid-7-o-glycosides. Flavonoid-7-o-glycosides are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C7-position. Isoeriocitrin is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Isoeriocitrin can be found in lemon, which makes isoeriocitrin a potential biomarker for the consumption of this food product.

Structure

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

114627
  Mrv0541 02271202012D          

 42 46  0  0  1  0            999 V2000
   10.0036    0.7417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2970   -1.3236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4325    0.7471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5778   -0.0889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4357   -0.0779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4420   -1.7279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9972    2.3916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4229    3.2222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8550    2.4027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7323   -2.9681    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6654   -0.1088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1079   -2.6124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6654   -2.5838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    1.9537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0930    1.1287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0067   -0.0833    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.7228   -0.4931    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.7259   -1.3181    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.7164    1.1569    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.2938   -0.4986    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.7132    1.9819    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.0130   -1.7333    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.4261    2.3971    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.1421    1.9874    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.1454    1.1624    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.0163   -2.5584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8614    0.7527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8649   -0.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1173   -0.0802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8649   -1.3635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3799   -0.5213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3799   -1.3463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509   -0.5213    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.1173   -1.7874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509   -1.3463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6654   -1.7588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364   -0.1088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364    0.7162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -0.5213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    1.1287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -0.1088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075    0.7162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 16  1  1  6  0  0  0
 19  1  1  1  0  0  0
  2 20  1  0  0  0  0
  2 22  1  0  0  0  0
  3 19  1  0  0  0  0
  3 25  1  0  0  0  0
 20  4  1  1  0  0  0
  4 28  1  0  0  0  0
 17  5  1  1  0  0  0
 18  6  1  6  0  0  0
 21  7  1  6  0  0  0
 23  8  1  6  0  0  0
 24  9  1  1  0  0  0
 10 26  1  0  0  0  0
 11 31  1  0  0  0  0
 11 33  1  0  0  0  0
 12 34  1  0  0  0  0
 13 36  2  0  0  0  0
 14 40  1  0  0  0  0
 15 42  1  0  0  0  0
 16 17  1  0  0  0  0
 16 20  1  0  0  0  0
 17 18  1  0  0  0  0
 18 22  1  0  0  0  0
 19 21  1  0  0  0  0
 21 23  1  0  0  0  0
 22 26  1  1  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 27  1  6  0  0  0
 28 29  1  0  0  0  0
 28 30  2  0  0  0  0
 29 31  2  0  0  0  0
 30 34  1  0  0  0  0
 31 32  1  0  0  0  0
 32 34  2  0  0  0  0
 32 36  1  0  0  0  0
 33 35  1  0  0  0  0
 33 37  1  1  0  0  0
 35 36  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
 38 40  1  0  0  0  0
 39 41  2  0  0  0  0
 40 42  2  0  0  0  0
 41 42  1  0  0  0  0
M  END

HMDB0302534
     RDKit          3D
Isoeriocitrin
 74 78  0  0  0  0  0  0  0  0999 V2000
   -1.8147    3.4543   -0.8507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8897    2.9089    0.5723 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7709    1.5546    0.6273 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8494    0.8338    0.1805 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8913   -0.3429    0.9267 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6891   -1.4349    0.0802 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4739   -2.2197    0.4600 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6879   -2.4175   -0.6766 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5482   -1.9610   -0.9953 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0834   -2.3244   -2.2119 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3162   -1.9117   -2.6113 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8939   -2.2633   -3.8474 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0635   -1.1001   -1.7744 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5430   -0.7223   -0.5445 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2933   -1.1537   -0.1647 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3009    0.0878    0.2805 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7178    0.0650    0.2706 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1990    1.4022    0.7108 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2318    1.4789    1.6354 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6943    2.6906    2.0575 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1610    3.8717    1.5882 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6222    5.1047    2.0090 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1261    3.8085    0.6620 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5692    4.9571    0.1721 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6610    2.5731    0.2372 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3326   -0.2687   -1.0395 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3858   -0.6122   -2.1179 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6727   -0.5018   -3.3396 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7112   -3.3688    1.1780 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5530   -4.2755    0.5872 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8516   -5.4769   -0.0028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7945   -6.3232   -0.5756 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4517   -3.6554   -0.4594 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5119   -4.4612   -0.7980 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8998   -2.3309    0.1183 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9692   -1.7917   -0.5923 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1635    1.5152    0.2764 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5383    2.1606   -0.9076 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1978    2.4578    1.4570 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4606    3.0394    1.5258 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0858    3.4513    1.3153 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7264    3.8625    2.6102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8814    4.0236   -1.0389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6510    4.1679   -1.0468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7997    2.6176   -1.5975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9876    3.3368    1.1024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6627    0.6057   -0.9046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5537   -1.0661   -0.9636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8939   -1.5665    1.1474 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4903   -2.9705   -2.8788 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3243   -2.8556   -4.4375 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9129   -0.8337    0.8188 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0236   -0.6824    1.0415 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6400    0.5305    1.9932 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5097    2.6966    2.7868 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3793    5.1191    2.6856 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8287    4.9266   -0.4893 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8589    2.5067   -0.4799 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0047   -1.1515   -0.9299 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9281    0.6000   -1.4306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2257   -4.6643    1.3787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4412   -6.0452    0.8839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0475   -5.2053   -0.6918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7736   -7.2366   -0.2006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8465   -3.4271   -1.3598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3035   -4.9095   -1.6604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1489   -2.4871    1.1889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7693   -2.2908   -0.3593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9497    0.7487    0.4621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3274    2.7144   -0.6891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0366    1.8494    2.3675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1104    2.2713    1.4700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4170    4.3582    0.7608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5070    3.9588    3.1827 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  2  0
 17 26  1  0
 26 27  1  0
 27 28  2  0
  7 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 30 33  1  0
 33 34  1  0
 33 35  1  0
 35 36  1  0
  4 37  1  0
 37 38  1  0
 37 39  1  0
 39 40  1  0
 39 41  1  0
 41 42  1  0
 41  2  1  0
 35  6  1  0
 15  9  1  0
 25 18  1  0
 27 13  1  0
  1 43  1  0
  1 44  1  0
  1 45  1  0
  2 46  1  1
  4 47  1  6
  6 48  1  6
  7 49  1  1
 10 50  1  0
 12 51  1  0
 15 52  1  0
 17 53  1  1
 19 54  1  0
 20 55  1  0
 22 56  1  0
 24 57  1  0
 25 58  1  0
 26 59  1  0
 26 60  1  0
 30 61  1  1
 31 62  1  0
 31 63  1  0
 32 64  1  0
 33 65  1  6
 34 66  1  0
 35 67  1  1
 36 68  1  0
 37 69  1  1
 38 70  1  0
 39 71  1  1
 40 72  1  0
 41 73  1  6
 42 74  1  0
M  END

114627
  Mrv0541 02271202012D          

 42 46  0  0  1  0            999 V2000
   10.0036    0.7417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2970   -1.3236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4325    0.7471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5778   -0.0889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4357   -0.0779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4420   -1.7279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9972    2.3916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4229    3.2222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8550    2.4027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7323   -2.9681    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6654   -0.1088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1079   -2.6124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6654   -2.5838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    1.9537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0930    1.1287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0067   -0.0833    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.7228   -0.4931    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.7259   -1.3181    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.7164    1.1569    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.2938   -0.4986    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.7132    1.9819    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.0130   -1.7333    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.4261    2.3971    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.1421    1.9874    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.1454    1.1624    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.0163   -2.5584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8614    0.7527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8649   -0.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1173   -0.0802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8649   -1.3635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3799   -0.5213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3799   -1.3463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509   -0.5213    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.1173   -1.7874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509   -1.3463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6654   -1.7588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364   -0.1088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364    0.7162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -0.5213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    1.1287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -0.1088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075    0.7162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 16  1  1  6  0  0  0
 19  1  1  1  0  0  0
  2 20  1  0  0  0  0
  2 22  1  0  0  0  0
  3 19  1  0  0  0  0
  3 25  1  0  0  0  0
 20  4  1  1  0  0  0
  4 28  1  0  0  0  0
 17  5  1  1  0  0  0
 18  6  1  6  0  0  0
 21  7  1  6  0  0  0
 23  8  1  6  0  0  0
 24  9  1  1  0  0  0
 10 26  1  0  0  0  0
 11 31  1  0  0  0  0
 11 33  1  0  0  0  0
 12 34  1  0  0  0  0
 13 36  2  0  0  0  0
 14 40  1  0  0  0  0
 15 42  1  0  0  0  0
 16 17  1  0  0  0  0
 16 20  1  0  0  0  0
 17 18  1  0  0  0  0
 18 22  1  0  0  0  0
 19 21  1  0  0  0  0
 21 23  1  0  0  0  0
 22 26  1  1  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 27  1  6  0  0  0
 28 29  1  0  0  0  0
 28 30  2  0  0  0  0
 29 31  2  0  0  0  0
 30 34  1  0  0  0  0
 31 32  1  0  0  0  0
 32 34  2  0  0  0  0
 32 36  1  0  0  0  0
 33 35  1  0  0  0  0
 33 37  1  1  0  0  0
 35 36  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
 38 40  1  0  0  0  0
 39 41  2  0  0  0  0
 40 42  2  0  0  0  0
 41 42  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0302534

> <DATABASE_NAME>
hmdb

> <SMILES>
C[C@@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]2OC2=CC(O)=C3C(=O)C[C@H](OC3=C2)C2=CC(O)=C(O)C=C2)[C@H](O)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C27H32O15/c1-9-20(33)22(35)24(37)26(38-9)42-25-23(36)21(34)18(8-28)41-27(25)39-11-5-14(31)19-15(32)7-16(40-17(19)6-11)10-2-3-12(29)13(30)4-10/h2-6,9,16,18,20-31,33-37H,7-8H2,1H3/t9-,16-,18+,20-,21+,22+,23-,24+,25+,26-,27+/m0/s1

> <INCHI_KEY>
OBKKEZLIABHSGY-DOYQYKRZSA-N

> <FORMULA>
C27H32O15

> <MOLECULAR_WEIGHT>
596.534

> <EXACT_MASS>
596.174120354

> <JCHEM_ACCEPTOR_COUNT>
15

> <JCHEM_AVERAGE_POLARIZABILITY>
58.59427118066749

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-0.36

> <JCHEM_LOGP>
-0.4604510436666664

> <ALOGPS_LOGS>
-2.13

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.928027730792882

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.119827453048524

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6121826294490695

> <JCHEM_POLAR_SURFACE_AREA>
245.28999999999996

> <JCHEM_REFRACTIVITY>
136.2847

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.42e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
eriodictyol 7-neohesperidoside

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0302534
     RDKit          3D
Isoeriocitrin
 74 78  0  0  0  0  0  0  0  0999 V2000
   -1.8147    3.4543   -0.8507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8897    2.9089    0.5723 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7709    1.5546    0.6273 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8494    0.8338    0.1805 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8913   -0.3429    0.9267 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6891   -1.4349    0.0802 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4739   -2.2197    0.4600 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6879   -2.4175   -0.6766 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5482   -1.9610   -0.9953 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0834   -2.3244   -2.2119 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3162   -1.9117   -2.6113 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8939   -2.2633   -3.8474 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0635   -1.1001   -1.7744 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5430   -0.7223   -0.5445 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2933   -1.1537   -0.1647 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3009    0.0878    0.2805 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7178    0.0650    0.2706 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1990    1.4022    0.7108 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2318    1.4789    1.6354 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6943    2.6906    2.0575 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1610    3.8717    1.5882 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6222    5.1047    2.0090 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1261    3.8085    0.6620 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5692    4.9571    0.1721 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6610    2.5731    0.2372 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3326   -0.2687   -1.0395 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3858   -0.6122   -2.1179 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6727   -0.5018   -3.3396 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7112   -3.3688    1.1780 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5530   -4.2755    0.5872 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8516   -5.4769   -0.0028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7945   -6.3232   -0.5756 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4517   -3.6554   -0.4594 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5119   -4.4612   -0.7980 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8998   -2.3309    0.1183 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9692   -1.7917   -0.5923 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1635    1.5152    0.2764 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5383    2.1606   -0.9076 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1978    2.4578    1.4570 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4606    3.0394    1.5258 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0858    3.4513    1.3153 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7264    3.8625    2.6102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8814    4.0236   -1.0389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6510    4.1679   -1.0468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7997    2.6176   -1.5975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9876    3.3368    1.1024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6627    0.6057   -0.9046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5537   -1.0661   -0.9636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8939   -1.5665    1.1474 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4903   -2.9705   -2.8788 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3243   -2.8556   -4.4375 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9129   -0.8337    0.8188 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0236   -0.6824    1.0415 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6400    0.5305    1.9932 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5097    2.6966    2.7868 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3793    5.1191    2.6856 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8287    4.9266   -0.4893 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8589    2.5067   -0.4799 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0047   -1.1515   -0.9299 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9281    0.6000   -1.4306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2257   -4.6643    1.3787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4412   -6.0452    0.8839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0475   -5.2053   -0.6918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7736   -7.2366   -0.2006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8465   -3.4271   -1.3598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3035   -4.9095   -1.6604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1489   -2.4871    1.1889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7693   -2.2908   -0.3593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9497    0.7487    0.4621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3274    2.7144   -0.6891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0366    1.8494    2.3675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1104    2.2713    1.4700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4170    4.3582    0.7608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5070    3.9588    3.1827 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  2  0
 17 26  1  0
 26 27  1  0
 27 28  2  0
  7 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 30 33  1  0
 33 34  1  0
 33 35  1  0
 35 36  1  0
  4 37  1  0
 37 38  1  0
 37 39  1  0
 39 40  1  0
 39 41  1  0
 41 42  1  0
 41  2  1  0
 35  6  1  0
 15  9  1  0
 25 18  1  0
 27 13  1  0
  1 43  1  0
  1 44  1  0
  1 45  1  0
  2 46  1  1
  4 47  1  6
  6 48  1  6
  7 49  1  1
 10 50  1  0
 12 51  1  0
 15 52  1  0
 17 53  1  1
 19 54  1  0
 20 55  1  0
 22 56  1  0
 24 57  1  0
 25 58  1  0
 26 59  1  0
 26 60  1  0
 30 61  1  1
 31 62  1  0
 31 63  1  0
 32 64  1  0
 33 65  1  6
 34 66  1  0
 35 67  1  1
 36 68  1  0
 37 69  1  1
 38 70  1  0
 39 71  1  1
 40 72  1  0
 41 73  1  6
 42 74  1  0
M  END

HEADER    PROTEIN                                 27-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 114627                                            
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-FEB-12         0                                  
HETATM    1  O   UNK     0      18.673   1.385   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      17.354  -2.471   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      21.341   1.395   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      16.012  -0.166   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      21.347  -0.145   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      21.358  -3.225   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      18.661   4.464   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      21.323   6.015   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      23.996   4.485   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      20.034  -5.540   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      10.575  -0.203   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      13.268  -4.876   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      10.575  -4.823   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       6.574   3.647   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       3.907   2.107   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      18.679  -0.155   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      20.016  -0.920   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      20.022  -2.460   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      20.004   2.160   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      17.348  -0.931   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      19.998   3.700   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      18.691  -3.235   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      21.329   4.475   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      22.665   3.710   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      22.671   2.170   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      18.697  -4.776   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      24.008   1.405   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      14.681  -0.941   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      13.286  -0.150   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      14.681  -2.545   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      11.909  -0.973   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      11.909  -2.513   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       9.242  -0.973   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      13.286  -3.336   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       9.242  -2.513   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      10.575  -3.283   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       7.908  -0.203   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       7.908   1.337   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       6.574  -0.973   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       6.574   2.107   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       5.241  -0.203   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       5.241   1.337   0.000  0.00  0.00           C+0
CONECT    1   16   19                                                       
CONECT    2   20   22                                                       
CONECT    3   19   25                                                       
CONECT    4   20   28                                                       
CONECT    5   17                                                            
CONECT    6   18                                                            
CONECT    7   21                                                            
CONECT    8   23                                                            
CONECT    9   24                                                            
CONECT   10   26                                                            
CONECT   11   31   33                                                       
CONECT   12   34                                                            
CONECT   13   36                                                            
CONECT   14   40                                                            
CONECT   15   42                                                            
CONECT   16    1   17   20                                                  
CONECT   17    5   16   18                                                  
CONECT   18    6   17   22                                                  
CONECT   19    1    3   21                                                  
CONECT   20    2    4   16                                                  
CONECT   21    7   19   23                                                  
CONECT   22    2   18   26                                                  
CONECT   23    8   21   24                                                  
CONECT   24    9   23   25                                                  
CONECT   25    3   24   27                                                  
CONECT   26   10   22                                                       
CONECT   27   25                                                            
CONECT   28    4   29   30                                                  
CONECT   29   28   31                                                       
CONECT   30   28   34                                                       
CONECT   31   11   29   32                                                  
CONECT   32   31   34   36                                                  
CONECT   33   11   35   37                                                  
CONECT   34   12   30   32                                                  
CONECT   35   33   36                                                       
CONECT   36   13   32   35                                                  
CONECT   37   33   38   39                                                  
CONECT   38   37   40                                                       
CONECT   39   37   41                                                       
CONECT   40   14   38   42                                                  
CONECT   41   39   42                                                       
CONECT   42   15   40   41                                                  
MASTER        0    0    0    0    0    0    0    0   42    0   92    0
END

COMPND    HMDB0302534
HETATM    1  C1  UNL     1      -1.815   3.454  -0.851  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.890   2.909   0.572  1.00  0.00           C  
HETATM    3  O1  UNL     1      -1.771   1.555   0.627  1.00  0.00           O  
HETATM    4  C3  UNL     1      -2.849   0.834   0.180  1.00  0.00           C  
HETATM    5  O2  UNL     1      -2.891  -0.343   0.927  1.00  0.00           O  
HETATM    6  C4  UNL     1      -2.689  -1.435   0.080  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.474  -2.220   0.460  1.00  0.00           C  
HETATM    8  O3  UNL     1      -0.688  -2.417  -0.677  1.00  0.00           O  
HETATM    9  C6  UNL     1       0.548  -1.961  -0.995  1.00  0.00           C  
HETATM   10  C7  UNL     1       1.083  -2.324  -2.212  1.00  0.00           C  
HETATM   11  C8  UNL     1       2.316  -1.912  -2.611  1.00  0.00           C  
HETATM   12  O4  UNL     1       2.894  -2.263  -3.847  1.00  0.00           O  
HETATM   13  C9  UNL     1       3.064  -1.100  -1.774  1.00  0.00           C  
HETATM   14  C10 UNL     1       2.543  -0.722  -0.544  1.00  0.00           C  
HETATM   15  C11 UNL     1       1.293  -1.154  -0.165  1.00  0.00           C  
HETATM   16  O5  UNL     1       3.301   0.088   0.280  1.00  0.00           O  
HETATM   17  C12 UNL     1       4.718   0.065   0.271  1.00  0.00           C  
HETATM   18  C13 UNL     1       5.199   1.402   0.711  1.00  0.00           C  
HETATM   19  C14 UNL     1       6.232   1.479   1.635  1.00  0.00           C  
HETATM   20  C15 UNL     1       6.694   2.691   2.057  1.00  0.00           C  
HETATM   21  C16 UNL     1       6.161   3.872   1.588  1.00  0.00           C  
HETATM   22  O6  UNL     1       6.622   5.105   2.009  1.00  0.00           O  
HETATM   23  C17 UNL     1       5.126   3.809   0.662  1.00  0.00           C  
HETATM   24  O7  UNL     1       4.569   4.957   0.172  1.00  0.00           O  
HETATM   25  C18 UNL     1       4.661   2.573   0.237  1.00  0.00           C  
HETATM   26  C19 UNL     1       5.333  -0.269  -1.040  1.00  0.00           C  
HETATM   27  C20 UNL     1       4.386  -0.612  -2.118  1.00  0.00           C  
HETATM   28  O8  UNL     1       4.673  -0.502  -3.340  1.00  0.00           O  
HETATM   29  O9  UNL     1      -1.711  -3.369   1.178  1.00  0.00           O  
HETATM   30  C21 UNL     1      -2.553  -4.276   0.587  1.00  0.00           C  
HETATM   31  C22 UNL     1      -1.852  -5.477  -0.003  1.00  0.00           C  
HETATM   32  O10 UNL     1      -2.795  -6.323  -0.576  1.00  0.00           O  
HETATM   33  C23 UNL     1      -3.452  -3.655  -0.459  1.00  0.00           C  
HETATM   34  O11 UNL     1      -4.512  -4.461  -0.798  1.00  0.00           O  
HETATM   35  C24 UNL     1      -3.900  -2.331   0.118  1.00  0.00           C  
HETATM   36  O12 UNL     1      -4.969  -1.792  -0.592  1.00  0.00           O  
HETATM   37  C25 UNL     1      -4.164   1.515   0.276  1.00  0.00           C  
HETATM   38  O13 UNL     1      -4.538   2.161  -0.908  1.00  0.00           O  
HETATM   39  C26 UNL     1      -4.198   2.458   1.457  1.00  0.00           C  
HETATM   40  O14 UNL     1      -5.461   3.039   1.526  1.00  0.00           O  
HETATM   41  C27 UNL     1      -3.086   3.451   1.315  1.00  0.00           C  
HETATM   42  O15 UNL     1      -2.726   3.862   2.610  1.00  0.00           O  
HETATM   43  H1  UNL     1      -0.881   4.024  -1.039  1.00  0.00           H  
HETATM   44  H2  UNL     1      -2.651   4.168  -1.047  1.00  0.00           H  
HETATM   45  H3  UNL     1      -1.800   2.618  -1.597  1.00  0.00           H  
HETATM   46  H4  UNL     1      -0.988   3.337   1.102  1.00  0.00           H  
HETATM   47  H5  UNL     1      -2.663   0.606  -0.905  1.00  0.00           H  
HETATM   48  H6  UNL     1      -2.554  -1.066  -0.964  1.00  0.00           H  
HETATM   49  H7  UNL     1      -0.894  -1.567   1.147  1.00  0.00           H  
HETATM   50  H8  UNL     1       0.490  -2.970  -2.879  1.00  0.00           H  
HETATM   51  H9  UNL     1       2.324  -2.856  -4.437  1.00  0.00           H  
HETATM   52  H10 UNL     1       0.913  -0.834   0.819  1.00  0.00           H  
HETATM   53  H11 UNL     1       5.024  -0.682   1.041  1.00  0.00           H  
HETATM   54  H12 UNL     1       6.640   0.530   1.993  1.00  0.00           H  
HETATM   55  H13 UNL     1       7.510   2.697   2.787  1.00  0.00           H  
HETATM   56  H14 UNL     1       7.379   5.119   2.686  1.00  0.00           H  
HETATM   57  H15 UNL     1       3.829   4.927  -0.489  1.00  0.00           H  
HETATM   58  H16 UNL     1       3.859   2.507  -0.480  1.00  0.00           H  
HETATM   59  H17 UNL     1       6.005  -1.151  -0.930  1.00  0.00           H  
HETATM   60  H18 UNL     1       5.928   0.600  -1.431  1.00  0.00           H  
HETATM   61  H19 UNL     1      -3.226  -4.664   1.379  1.00  0.00           H  
HETATM   62  H20 UNL     1      -1.441  -6.045   0.884  1.00  0.00           H  
HETATM   63  H21 UNL     1      -1.047  -5.205  -0.692  1.00  0.00           H  
HETATM   64  H22 UNL     1      -2.774  -7.237  -0.201  1.00  0.00           H  
HETATM   65  H23 UNL     1      -2.846  -3.427  -1.360  1.00  0.00           H  
HETATM   66  H24 UNL     1      -4.304  -4.909  -1.660  1.00  0.00           H  
HETATM   67  H25 UNL     1      -4.149  -2.487   1.189  1.00  0.00           H  
HETATM   68  H26 UNL     1      -5.769  -2.291  -0.359  1.00  0.00           H  
HETATM   69  H27 UNL     1      -4.950   0.749   0.462  1.00  0.00           H  
HETATM   70  H28 UNL     1      -5.327   2.714  -0.689  1.00  0.00           H  
HETATM   71  H29 UNL     1      -4.037   1.849   2.368  1.00  0.00           H  
HETATM   72  H30 UNL     1      -6.110   2.271   1.470  1.00  0.00           H  
HETATM   73  H31 UNL     1      -3.417   4.358   0.761  1.00  0.00           H  
HETATM   74  H32 UNL     1      -3.507   3.959   3.183  1.00  0.00           H  
CONECT    1    2   43   44   45
CONECT    2    3   41   46
CONECT    3    4
CONECT    4    5   37   47
CONECT    5    6
CONECT    6    7   35   48
CONECT    7    8   29   49
CONECT    8    9
CONECT    9   10   10   15
CONECT   10   11   50
CONECT   11   12   13   13
CONECT   12   51
CONECT   13   14   27
CONECT   14   15   15   16
CONECT   15   52
CONECT   16   17
CONECT   17   18   26   53
CONECT   18   19   19   25
CONECT   19   20   54
CONECT   20   21   21   55
CONECT   21   22   23
CONECT   22   56
CONECT   23   24   25   25
CONECT   24   57
CONECT   25   58
CONECT   26   27   59   60
CONECT   27   28   28
CONECT   29   30
CONECT   30   31   33   61
CONECT   31   32   62   63
CONECT   32   64
CONECT   33   34   35   65
CONECT   34   66
CONECT   35   36   67
CONECT   36   68
CONECT   37   38   39   69
CONECT   38   70
CONECT   39   40   41   71
CONECT   40   72
CONECT   41   42   73
CONECT   42   74
END

HMDB0302534
     RDKit          3D
Isoeriocitrin
 74 78  0  0  0  0  0  0  0  0999 V2000
   -1.8147    3.4543   -0.8507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8897    2.9089    0.5723 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7709    1.5546    0.6273 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8494    0.8338    0.1805 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8913   -0.3429    0.9267 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6891   -1.4349    0.0802 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4739   -2.2197    0.4600 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6879   -2.4175   -0.6766 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5482   -1.9610   -0.9953 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0834   -2.3244   -2.2119 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3162   -1.9117   -2.6113 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8939   -2.2633   -3.8474 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0635   -1.1001   -1.7744 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5430   -0.7223   -0.5445 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2933   -1.1537   -0.1647 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3009    0.0878    0.2805 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7178    0.0650    0.2706 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1990    1.4022    0.7108 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2318    1.4789    1.6354 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6943    2.6906    2.0575 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1610    3.8717    1.5882 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6222    5.1047    2.0090 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1261    3.8085    0.6620 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5692    4.9571    0.1721 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6610    2.5731    0.2372 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3326   -0.2687   -1.0395 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3858   -0.6122   -2.1179 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6727   -0.5018   -3.3396 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7112   -3.3688    1.1780 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5530   -4.2755    0.5872 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8516   -5.4769   -0.0028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7945   -6.3232   -0.5756 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4517   -3.6554   -0.4594 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5119   -4.4612   -0.7980 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8998   -2.3309    0.1183 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9692   -1.7917   -0.5923 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1635    1.5152    0.2764 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5383    2.1606   -0.9076 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1978    2.4578    1.4570 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4606    3.0394    1.5258 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0858    3.4513    1.3153 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7264    3.8625    2.6102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8814    4.0236   -1.0389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6510    4.1679   -1.0468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7997    2.6176   -1.5975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9876    3.3368    1.1024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6627    0.6057   -0.9046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5537   -1.0661   -0.9636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8939   -1.5665    1.1474 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4903   -2.9705   -2.8788 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3243   -2.8556   -4.4375 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9129   -0.8337    0.8188 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0236   -0.6824    1.0415 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6400    0.5305    1.9932 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5097    2.6966    2.7868 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3793    5.1191    2.6856 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8287    4.9266   -0.4893 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8589    2.5067   -0.4799 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0047   -1.1515   -0.9299 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9281    0.6000   -1.4306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2257   -4.6643    1.3787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4412   -6.0452    0.8839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0475   -5.2053   -0.6918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7736   -7.2366   -0.2006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8465   -3.4271   -1.3598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3035   -4.9095   -1.6604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1489   -2.4871    1.1889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7693   -2.2908   -0.3593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9497    0.7487    0.4621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3274    2.7144   -0.6891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0366    1.8494    2.3675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1104    2.2713    1.4700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4170    4.3582    0.7608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5070    3.9588    3.1827 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  2  0
 17 26  1  0
 26 27  1  0
 27 28  2  0
  7 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 30 33  1  0
 33 34  1  0
 33 35  1  0
 35 36  1  0
  4 37  1  0
 37 38  1  0
 37 39  1  0
 39 40  1  0
 39 41  1  0
 41 42  1  0
 41  2  1  0
 35  6  1  0
 15  9  1  0
 25 18  1  0
 27 13  1  0
  1 43  1  0
  1 44  1  0
  1 45  1  0
  2 46  1  1
  4 47  1  6
  6 48  1  6
  7 49  1  1
 10 50  1  0
 12 51  1  0
 15 52  1  0
 17 53  1  1
 19 54  1  0
 20 55  1  0
 22 56  1  0
 24 57  1  0
 25 58  1  0
 26 59  1  0
 26 60  1  0
 30 61  1  1
 31 62  1  0
 31 63  1  0
 32 64  1  0
 33 65  1  6
 34 66  1  0
 35 67  1  1
 36 68  1  0
 37 69  1  1
 38 70  1  0
 39 71  1  1
 40 72  1  0
 41 73  1  6
 42 74  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Eriodictyol 7-O-neohesperidoside	ChEBI

Chemical Formula

C₂₇H₃₂O₁₅

Average Molecular Weight

596.534

Monoisotopic Molecular Weight

596.174120354

IUPAC Name

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

Traditional Name

eriodictyol 7-neohesperidoside

CAS Registry Number

Not Available

SMILES

C[C@@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]2OC2=CC(O)=C3C(=O)C[C@H](OC3=C2)C2=CC(O)=C(O)C=C2)[C@H](O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C27H32O15/c1-9-20(33)22(35)24(37)26(38-9)42-25-23(36)21(34)18(8-28)41-27(25)39-11-5-14(31)19-15(32)7-16(40-17(19)6-11)10-2-3-12(29)13(30)4-10/h2-6,9,16,18,20-31,33-37H,7-8H2,1H3/t9-,16-,18+,20-,21+,22+,23-,24+,25+,26-,27+/m0/s1

InChI Key

OBKKEZLIABHSGY-DOYQYKRZSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid-7-O-glycosides

Alternative Parents

Substituents

Flavonoid-7-o-glycoside
3'-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
Flavanone
Hydroxyflavonoid
Flavan
Phenolic glycoside
Chromone
Disaccharide
Glycosyl compound
O-glycosyl compound
Chromane
Benzopyran
1-benzopyran
Catechol
Aryl alkyl ketone
Aryl ketone
Phenol
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Oxane
Benzenoid
Monocyclic benzene moiety
Vinylogous acid
Secondary alcohol
Ketone
Polyol
Acetal
Ether
Organoheterocyclic compound
Oxacycle
Organic oxygen compound
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

disaccharide derivative (CHEBI:7502 )
trihydroxyflavanone (CHEBI:7502 )
flavanone glycoside (CHEBI:7502 )
neohesperidoside (CHEBI:7502 )
flavanones (C09805 )

Ontology

Not Available

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	-0.36	ALOGPS
logP	-0.46	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	9.12	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	15	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	245.29 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	136.28 m³·mol⁻¹	ChemAxon
Polarizability	58.59 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]+	231.089	32859911
AllCCS	[M+H-H2O]+	229.886	32859911
AllCCS	[M+Na]+	232.47	32859911
AllCCS	[M+NH4]+	232.167	32859911
AllCCS	[M-H]-	224.787	32859911
AllCCS	[M+Na-2H]-	226.998	32859911
AllCCS	[M+HCOO]-	229.565	32859911
DeepCCS	[M+H]+	231.426	30932474
DeepCCS	[M-H]-	229.531	30932474
DeepCCS	[M-2H]-	263.379	30932474
DeepCCS	[M+Na]+	237.5	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Isoeriocitrin ESI-TOF 50V, Negative-QTOF	splash10-0udi-0900000000-aa7514586b16654a22b3	2017-08-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Isoeriocitrin ESI-TOF 10V, Negative-QTOF	splash10-0002-0100090000-ca9d771817644b397952	2017-08-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Isoeriocitrin ESI-TOF 20V, Negative-QTOF	splash10-0002-0100090000-ca9d771817644b397952	2017-08-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Isoeriocitrin ESI-TOF 10V, Negative-QTOF	splash10-0002-0000090000-d15c4cdd321aae5a90f6	2017-08-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Isoeriocitrin ESI-TOF 30V, Negative-QTOF	splash10-0002-0000490000-26bcd29518c0384e4a60	2017-08-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Isoeriocitrin ESI-TOF , Negative-QTOF	splash10-0002-0100090000-6d4c9782c66f6da90b4e	2017-08-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Isoeriocitrin ESI-TOF 40V, Negative-QTOF	splash10-0pbi-0620920000-9442a3d424e17138fd88	2017-08-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Isoeriocitrin LC-ESI-IT 41V, positive-QTOF	splash10-000i-0020910000-eb3320fd4fc99d5de2e1	2020-07-24	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoeriocitrin 10V, Positive-QTOF	splash10-001a-0490740000-42d1f0ecd5e4d8368715	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoeriocitrin 20V, Positive-QTOF	splash10-000i-0390200000-e72da5c06b3e073a2a41	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoeriocitrin 40V, Positive-QTOF	splash10-0019-0951000000-f2b460c560ce59ccad59	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoeriocitrin 10V, Negative-QTOF	splash10-000b-4582790000-61f92e8e6489257d994f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoeriocitrin 20V, Negative-QTOF	splash10-000j-2691310000-ef4315a10275409d2901	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoeriocitrin 40V, Negative-QTOF	splash10-000i-7690000000-26a966c48726a6a8ee67	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoeriocitrin 10V, Positive-QTOF	splash10-000i-0080950000-1b3b6249858e4b2ed1cd	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoeriocitrin 20V, Positive-QTOF	splash10-000i-0190200000-e215f2f9e11ba5fa4e8e	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoeriocitrin 40V, Positive-QTOF	splash10-0f79-0890000000-61343d7b03f982658e2b	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoeriocitrin 10V, Negative-QTOF	splash10-0002-0030090000-8bdd607d06a29eebd571	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoeriocitrin 20V, Negative-QTOF	splash10-000j-0190070000-6aecdfb1fc9c1d52bf60	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoeriocitrin 40V, Negative-QTOF	splash10-0f79-0970020000-44a07d637da2df9a732d	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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Neoeriocitrin

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

7502

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1699531

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Isoeriocitrin (HMDB0302534)

MOL for HMDB0302534 (Isoeriocitrin)

3D MOL for HMDB0302534 (Isoeriocitrin)

3D SDF for HMDB0302534 (Isoeriocitrin)

3D-SDF for HMDB0302534 (Isoeriocitrin)

PDB for HMDB0302534 (Isoeriocitrin)

3D PDB for HMDB0302534 (Isoeriocitrin)

SMILES for HMDB0302534 (Isoeriocitrin)

INCHI for HMDB0302534 (Isoeriocitrin)

Structure for HMDB0302534 (Isoeriocitrin)

3D Structure for HMDB0302534 (Isoeriocitrin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra