Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 04:10:17 UTC

Update Date

2021-09-23 04:10:17 UTC

HMDB ID

HMDB0301982

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Isoscoparin 4'-glucoside

Description

5,7-dihydroxy-2-(3-methoxy-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-4H-chromen-4-one belongs to the class of organic compounds known as flavonoid 8-c-glycosides. Flavonoid 8-C-glycosides are compounds containing a carbohydrate moiety which is C-glycosidically linked to 8-position of a 2-phenylchromen-4-one flavonoid backbone. Based on a literature review very few articles have been published on 5,7-dihydroxy-2-(3-methoxy-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-4H-chromen-4-one.

Structure

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


  Mrv0541 02241212232D          

 44 48  0  0  0  0            999 V2000
   -3.5080   -1.9271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2224   -2.3396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5080   -3.5771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7935   -3.1646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7935   -2.3396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0790   -1.9271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0790   -3.5771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3646   -3.1646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3646   -2.3396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6501   -1.9271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0644   -0.6896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6501   -1.1021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0644   -2.3396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7788   -1.9271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7788   -1.1021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4933   -2.3396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2078   -1.9271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5080   -4.4021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9369   -1.9271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0790   -4.4021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9222   -0.6896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6367   -0.2771    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6367    0.5479    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9222    0.9604    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2078    0.5479    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2078   -0.2771    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4933   -0.6896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4933    0.9604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3512   -0.6896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3512    0.9604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9222    1.7854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0657   -0.2771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6514   -3.1646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3658   -3.5771    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.3658   -4.4021    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.6514   -4.8146    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9369   -4.4021    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9369   -3.5771    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2224   -3.1646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2224   -4.8146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0803   -3.1646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0803   -4.8146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6514   -5.6396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7948   -3.5771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2 39  1  0  0  0  0
 39  3  2  0  0  0  0
  3  4  1  0  0  0  0
  1  5  1  0  0  0  0
  6  5  1  0  0  0  0
  4  5  2  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
 12 10  2  0  0  0  0
 10 13  1  0  0  0  0
 11 12  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 11 15  2  0  0  0  0
 15 27  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
  3 18  1  0  0  0  0
  2 19  1  0  0  0  0
  7 20  2  0  0  0  0
 21 22  1  0  0  0  0
 21 26  1  0  0  0  0
 22 23  1  0  0  0  0
 24 23  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  1  0  0  0
 25 28  1  6  0  0  0
 22 29  1  1  0  0  0
 23 30  1  6  0  0  0
 24 31  1  1  0  0  0
 29 32  1  0  0  0  0
 33 34  1  0  0  0  0
 33 38  1  0  0  0  0
 34 35  1  0  0  0  0
 36 35  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  1  0  0  0
 37 40  1  6  0  0  0
 34 41  1  1  0  0  0
 35 42  1  6  0  0  0
 36 43  1  1  0  0  0
 41 44  1  0  0  0  0
M  END

HMDB0301982
     RDKit          3D
Isoscoparin 4'-glucoside
 76 80  0  0  0  0  0  0  0  0999 V2000
    3.4612    3.5920    0.3363 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0434    2.3213    0.2543 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4158    1.1418   -0.0268 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0679    1.1048   -0.2708 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3776   -0.0262   -0.5682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0548   -0.1428   -0.6839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5971   -1.0687   -1.5840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9661   -1.2187   -1.7394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4014   -2.0449   -2.5501 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8001   -0.4307   -0.9795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1967   -0.5546   -1.0659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7498   -1.4048   -1.9089 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0155    0.2347   -0.2504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4822    0.0620   -0.3990 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.1827    1.2497   -0.5821 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5378    1.0856   -0.5848 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.2422    2.4089   -0.2158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9386    3.4110   -1.0967 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1728    0.0613    0.3082 C   0  0  1  0  0  0  0  0  0  0  0  0
  -10.2015   -0.5638   -0.3846 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2428   -1.0181    0.7914 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.6545   -1.6651    1.9092 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9189   -0.2985    1.0789 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.9410   -1.1753    1.5173 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4331    1.1153    0.6049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2629    1.9044    1.4076 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0407    1.2408    0.6845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2222    0.4557   -0.1123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8931    0.5736    0.0028 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1265   -1.1946   -0.6189 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4895   -1.2350   -0.3810 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1568   -0.0837   -0.0832 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4615    0.0380    0.1778 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5081   -0.8053    0.4450 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.4043   -0.0876    1.2169 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7005   -0.3124    1.2177 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.4697    0.7851    0.5179 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2220    1.9930    1.1724 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1614   -1.6692    0.7562 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.2562   -2.5122    1.8611 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2957   -2.2295   -0.3379 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.0305   -2.7916   -1.3827 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2382   -1.2586   -0.8236 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.3536   -2.0748   -1.5839 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1910    4.2321    0.9100 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4626    3.6320    0.8024 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3690    3.9738   -0.7245 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4907    2.0441   -0.2376 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1152   -1.6642   -2.1580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6528   -2.0673   -2.5569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7481   -0.7194   -1.0669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8412    0.8557   -1.6593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9253    2.6988    0.8297 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3429    2.1947   -0.1359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3830    4.1110   -0.6473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5831    0.5487    1.2396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8331   -1.1921   -1.0503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0114   -1.7514   -0.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4567   -2.6543    1.8033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0451    0.5776    1.6720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0619   -1.3898    2.4862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9075    2.5808    2.0403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5972    1.9316    1.3477 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6354   -2.1400   -0.8560 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0030   -2.1661   -0.4304 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1481   -1.7619    0.9101 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0570   -0.2320    2.3012 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5691    0.5813    0.7116 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2839    0.8857   -0.5510 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6967    2.6002    0.5822 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1826   -1.5519    0.3496 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8615   -2.1091    2.6810 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7286   -3.0847    0.1017 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5335   -3.5980   -1.0753 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6203   -0.4427   -1.4250 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3499   -1.8354   -2.5254 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  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 13 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  2  0
 28 29  1  0
  5 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 36 39  1  0
 39 40  1  0
 39 41  1  0
 41 42  1  0
 41 43  1  0
 43 44  1  0
 32  3  1  0
 43 34  1  0
 29  6  1  0
 28 10  1  0
 23 14  1  0
  1 45  1  0
  1 46  1  0
  1 47  1  0
  4 48  1  0
  7 49  1  0
 12 50  1  0
 14 51  1  6
 16 52  1  6
 17 53  1  0
 17 54  1  0
 18 55  1  0
 19 56  1  1
 20 57  1  0
 21 58  1  6
 22 59  1  0
 23 60  1  1
 24 61  1  0
 26 62  1  0
 27 63  1  0
 30 64  1  0
 31 65  1  0
 34 66  1  1
 36 67  1  1
 37 68  1  0
 37 69  1  0
 38 70  1  0
 39 71  1  6
 40 72  1  0
 41 73  1  1
 42 74  1  0
 43 75  1  6
 44 76  1  0
M  END


  Mrv0541 02241212232D          

 44 48  0  0  0  0            999 V2000
   -3.5080   -1.9271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2224   -2.3396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5080   -3.5771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7935   -3.1646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7935   -2.3396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0790   -1.9271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0790   -3.5771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3646   -3.1646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3646   -2.3396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6501   -1.9271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0644   -0.6896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6501   -1.1021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0644   -2.3396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7788   -1.9271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7788   -1.1021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4933   -2.3396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2078   -1.9271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5080   -4.4021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9369   -1.9271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0790   -4.4021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9222   -0.6896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6367   -0.2771    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6367    0.5479    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9222    0.9604    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2078    0.5479    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2078   -0.2771    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4933   -0.6896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4933    0.9604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3512   -0.6896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3512    0.9604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9222    1.7854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0657   -0.2771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6514   -3.1646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3658   -3.5771    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.3658   -4.4021    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.6514   -4.8146    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9369   -4.4021    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9369   -3.5771    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2224   -3.1646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2224   -4.8146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0803   -3.1646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0803   -4.8146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6514   -5.6396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7948   -3.5771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2 39  1  0  0  0  0
 39  3  2  0  0  0  0
  3  4  1  0  0  0  0
  1  5  1  0  0  0  0
  6  5  1  0  0  0  0
  4  5  2  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
 12 10  2  0  0  0  0
 10 13  1  0  0  0  0
 11 12  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 11 15  2  0  0  0  0
 15 27  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
  3 18  1  0  0  0  0
  2 19  1  0  0  0  0
  7 20  2  0  0  0  0
 21 22  1  0  0  0  0
 21 26  1  0  0  0  0
 22 23  1  0  0  0  0
 24 23  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  1  0  0  0
 25 28  1  6  0  0  0
 22 29  1  1  0  0  0
 23 30  1  6  0  0  0
 24 31  1  1  0  0  0
 29 32  1  0  0  0  0
 33 34  1  0  0  0  0
 33 38  1  0  0  0  0
 34 35  1  0  0  0  0
 36 35  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  1  0  0  0
 37 40  1  6  0  0  0
 34 41  1  1  0  0  0
 35 42  1  6  0  0  0
 36 43  1  1  0  0  0
 41 44  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0301982

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(=CC=C1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C1=CC(=O)C2=C(O1)C=C(O)C([C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)=C2O

> <INCHI_IDENTIFIER>
InChI=1S/C28H32O16/c1-40-14-4-9(2-3-12(14)43-28-26(39)24(37)21(34)17(8-30)44-28)13-5-10(31)18-15(41-13)6-11(32)19(22(18)35)27-25(38)23(36)20(33)16(7-29)42-27/h2-6,16-17,20-21,23-30,32-39H,7-8H2,1H3/t16-,17-,20-,21-,23+,24+,25-,26-,27+,28-/m1/s1

> <INCHI_KEY>
VAOOAPRSEDZAEV-JFECCKQBSA-N

> <FORMULA>
C28H32O16

> <MOLECULAR_WEIGHT>
624.5441

> <EXACT_MASS>
624.169034976

> <JCHEM_ACCEPTOR_COUNT>
16

> <JCHEM_AVERAGE_POLARIZABILITY>
60.664325243633115

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-0.70

> <JCHEM_LOGP>
-2.476371130333333

> <ALOGPS_LOGS>
-2.42

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.896121672944115

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.197960103388124

> <JCHEM_PKA_STRONGEST_BASIC>
-3.644730891784403

> <JCHEM_POLAR_SURFACE_AREA>
265.52

> <JCHEM_REFRACTIVITY>
144.6398

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.38e+00 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0301982
     RDKit          3D
Isoscoparin 4'-glucoside
 76 80  0  0  0  0  0  0  0  0999 V2000
    3.4612    3.5920    0.3363 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0434    2.3213    0.2543 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4158    1.1418   -0.0268 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0679    1.1048   -0.2708 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3776   -0.0262   -0.5682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0548   -0.1428   -0.6839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5971   -1.0687   -1.5840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9661   -1.2187   -1.7394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4014   -2.0449   -2.5501 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8001   -0.4307   -0.9795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1967   -0.5546   -1.0659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7498   -1.4048   -1.9089 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0155    0.2347   -0.2504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4822    0.0620   -0.3990 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.1827    1.2497   -0.5821 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5378    1.0856   -0.5848 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.2422    2.4089   -0.2158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9386    3.4110   -1.0967 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1728    0.0613    0.3082 C   0  0  1  0  0  0  0  0  0  0  0  0
  -10.2015   -0.5638   -0.3846 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2428   -1.0181    0.7914 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.6545   -1.6651    1.9092 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9189   -0.2985    1.0789 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.9410   -1.1753    1.5173 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4331    1.1153    0.6049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2629    1.9044    1.4076 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0407    1.2408    0.6845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2222    0.4557   -0.1123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8931    0.5736    0.0028 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1265   -1.1946   -0.6189 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4895   -1.2350   -0.3810 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1568   -0.0837   -0.0832 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4615    0.0380    0.1778 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5081   -0.8053    0.4450 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.4043   -0.0876    1.2169 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7005   -0.3124    1.2177 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.4697    0.7851    0.5179 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2220    1.9930    1.1724 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1614   -1.6692    0.7562 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.2562   -2.5122    1.8611 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2957   -2.2295   -0.3379 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.0305   -2.7916   -1.3827 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2382   -1.2586   -0.8236 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.3536   -2.0748   -1.5839 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1910    4.2321    0.9100 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4626    3.6320    0.8024 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3690    3.9738   -0.7245 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4907    2.0441   -0.2376 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1152   -1.6642   -2.1580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6528   -2.0673   -2.5569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7481   -0.7194   -1.0669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8412    0.8557   -1.6593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9253    2.6988    0.8297 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3429    2.1947   -0.1359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3830    4.1110   -0.6473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5831    0.5487    1.2396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8331   -1.1921   -1.0503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0114   -1.7514   -0.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4567   -2.6543    1.8033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0451    0.5776    1.6720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0619   -1.3898    2.4862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9075    2.5808    2.0403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5972    1.9316    1.3477 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6354   -2.1400   -0.8560 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0030   -2.1661   -0.4304 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1481   -1.7619    0.9101 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0570   -0.2320    2.3012 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5691    0.5813    0.7116 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2839    0.8857   -0.5510 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6967    2.6002    0.5822 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1826   -1.5519    0.3496 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8615   -2.1091    2.6810 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7286   -3.0847    0.1017 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5335   -3.5980   -1.0753 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6203   -0.4427   -1.4250 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3499   -1.8354   -2.5254 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  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 13 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  2  0
 28 29  1  0
  5 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 36 39  1  0
 39 40  1  0
 39 41  1  0
 41 42  1  0
 41 43  1  0
 43 44  1  0
 32  3  1  0
 43 34  1  0
 29  6  1  0
 28 10  1  0
 23 14  1  0
  1 45  1  0
  1 46  1  0
  1 47  1  0
  4 48  1  0
  7 49  1  0
 12 50  1  0
 14 51  1  6
 16 52  1  6
 17 53  1  0
 17 54  1  0
 18 55  1  0
 19 56  1  1
 20 57  1  0
 21 58  1  6
 22 59  1  0
 23 60  1  1
 24 61  1  0
 26 62  1  0
 27 63  1  0
 30 64  1  0
 31 65  1  0
 34 66  1  1
 36 67  1  1
 37 68  1  0
 37 69  1  0
 38 70  1  0
 39 71  1  6
 40 72  1  0
 41 73  1  1
 42 74  1  0
 43 75  1  6
 44 76  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      -6.548  -3.597   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -7.882  -4.367   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.548  -6.677   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.215  -5.907   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.215  -4.367   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -3.881  -3.597   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -3.881  -6.677   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.547  -5.907   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.547  -4.367   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.214  -3.597   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.120  -1.287   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.214  -2.057   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.120  -4.367   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.454  -3.597   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.454  -2.057   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.787  -4.367   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       4.121  -3.597   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -6.548  -8.217   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -9.216  -3.597   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -3.881  -8.217   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       5.455  -1.287   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       6.789  -0.517   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.789   1.023   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.455   1.793   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.121   1.023   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.121  -0.517   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       2.787  -1.287   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       2.787   1.793   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       8.122  -1.287   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       8.122   1.793   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       5.455   3.333   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       9.456  -0.517   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0     -10.549  -5.907   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0     -11.883  -6.677   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0     -11.883  -8.217   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0     -10.549  -8.987   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -9.216  -8.217   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -9.216  -6.677   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -7.882  -5.907   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      -7.882  -8.987   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0     -13.217  -5.907   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0     -13.217  -8.987   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0     -10.549 -10.527   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0     -14.550  -6.677   0.000  0.00  0.00           O+0
CONECT    1    2    5                                                       
CONECT    2    1   39   19                                                  
CONECT    3   39    4   18                                                  
CONECT    4    3    5    7                                                  
CONECT    5    1    6    4                                                  
CONECT    6    5    9                                                       
CONECT    7    4    8   20                                                  
CONECT    8    7    9                                                       
CONECT    9    8    6   10                                                  
CONECT   10    9   12   13                                                  
CONECT   11   12   15                                                       
CONECT   12   10   11                                                       
CONECT   13   10   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14   11   27                                                  
CONECT   16   14   17                                                       
CONECT   17   16                                                            
CONECT   18    3                                                            
CONECT   19    2                                                            
CONECT   20    7                                                            
CONECT   21   22   26                                                       
CONECT   22   21   23   29                                                  
CONECT   23   22   24   30                                                  
CONECT   24   23   25   31                                                  
CONECT   25   24   26   28                                                  
CONECT   26   21   25   27                                                  
CONECT   27   15   26                                                       
CONECT   28   25                                                            
CONECT   29   22   32                                                       
CONECT   30   23                                                            
CONECT   31   24                                                            
CONECT   32   29                                                            
CONECT   33   34   38                                                       
CONECT   34   33   35   41                                                  
CONECT   35   34   36   42                                                  
CONECT   36   35   37   43                                                  
CONECT   37   36   38   40                                                  
CONECT   38   33   37   39                                                  
CONECT   39    2    3   38                                                  
CONECT   40   37                                                            
CONECT   41   34   44                                                       
CONECT   42   35                                                            
CONECT   43   36                                                            
CONECT   44   41                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   96    0
END

COMPND    HMDB0301982
HETATM    1  C1  UNL     1       3.461   3.592   0.336  1.00  0.00           C  
HETATM    2  O1  UNL     1       4.043   2.321   0.254  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.416   1.142  -0.027  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.068   1.105  -0.271  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.378  -0.026  -0.568  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.055  -0.143  -0.684  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.597  -1.069  -1.584  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.966  -1.219  -1.739  1.00  0.00           C  
HETATM    9  O2  UNL     1      -2.401  -2.045  -2.550  1.00  0.00           O  
HETATM   10  C8  UNL     1      -2.800  -0.431  -0.980  1.00  0.00           C  
HETATM   11  C9  UNL     1      -4.197  -0.555  -1.066  1.00  0.00           C  
HETATM   12  O3  UNL     1      -4.750  -1.405  -1.909  1.00  0.00           O  
HETATM   13  C10 UNL     1      -5.016   0.235  -0.250  1.00  0.00           C  
HETATM   14  C11 UNL     1      -6.482   0.062  -0.399  1.00  0.00           C  
HETATM   15  O4  UNL     1      -7.183   1.250  -0.582  1.00  0.00           O  
HETATM   16  C12 UNL     1      -8.538   1.086  -0.585  1.00  0.00           C  
HETATM   17  C13 UNL     1      -9.242   2.409  -0.216  1.00  0.00           C  
HETATM   18  O5  UNL     1      -8.939   3.411  -1.097  1.00  0.00           O  
HETATM   19  C14 UNL     1      -9.173   0.061   0.308  1.00  0.00           C  
HETATM   20  O6  UNL     1     -10.201  -0.564  -0.385  1.00  0.00           O  
HETATM   21  C15 UNL     1      -8.243  -1.018   0.791  1.00  0.00           C  
HETATM   22  O7  UNL     1      -8.654  -1.665   1.909  1.00  0.00           O  
HETATM   23  C16 UNL     1      -6.919  -0.299   1.079  1.00  0.00           C  
HETATM   24  O8  UNL     1      -5.941  -1.175   1.517  1.00  0.00           O  
HETATM   25  C17 UNL     1      -4.433   1.115   0.605  1.00  0.00           C  
HETATM   26  O9  UNL     1      -5.263   1.904   1.408  1.00  0.00           O  
HETATM   27  C18 UNL     1      -3.041   1.241   0.685  1.00  0.00           C  
HETATM   28  C19 UNL     1      -2.222   0.456  -0.112  1.00  0.00           C  
HETATM   29  O10 UNL     1      -0.893   0.574   0.003  1.00  0.00           O  
HETATM   30  C20 UNL     1       2.127  -1.195  -0.619  1.00  0.00           C  
HETATM   31  C21 UNL     1       3.489  -1.235  -0.381  1.00  0.00           C  
HETATM   32  C22 UNL     1       4.157  -0.084  -0.083  1.00  0.00           C  
HETATM   33  O11 UNL     1       5.461   0.038   0.178  1.00  0.00           O  
HETATM   34  C23 UNL     1       6.508  -0.805   0.445  1.00  0.00           C  
HETATM   35  O12 UNL     1       7.404  -0.088   1.217  1.00  0.00           O  
HETATM   36  C24 UNL     1       8.700  -0.312   1.218  1.00  0.00           C  
HETATM   37  C25 UNL     1       9.470   0.785   0.518  1.00  0.00           C  
HETATM   38  O13 UNL     1       9.222   1.993   1.172  1.00  0.00           O  
HETATM   39  C26 UNL     1       9.161  -1.669   0.756  1.00  0.00           C  
HETATM   40  O14 UNL     1       9.256  -2.512   1.861  1.00  0.00           O  
HETATM   41  C27 UNL     1       8.296  -2.230  -0.338  1.00  0.00           C  
HETATM   42  O15 UNL     1       9.031  -2.792  -1.383  1.00  0.00           O  
HETATM   43  C28 UNL     1       7.238  -1.259  -0.824  1.00  0.00           C  
HETATM   44  O16 UNL     1       6.354  -2.075  -1.584  1.00  0.00           O  
HETATM   45  H1  UNL     1       4.191   4.232   0.910  1.00  0.00           H  
HETATM   46  H2  UNL     1       2.463   3.632   0.802  1.00  0.00           H  
HETATM   47  H3  UNL     1       3.369   3.974  -0.725  1.00  0.00           H  
HETATM   48  H4  UNL     1       1.491   2.044  -0.238  1.00  0.00           H  
HETATM   49  H5  UNL     1       0.115  -1.664  -2.158  1.00  0.00           H  
HETATM   50  H6  UNL     1      -4.653  -2.067  -2.557  1.00  0.00           H  
HETATM   51  H7  UNL     1      -6.748  -0.719  -1.067  1.00  0.00           H  
HETATM   52  H8  UNL     1      -8.841   0.856  -1.659  1.00  0.00           H  
HETATM   53  H9  UNL     1      -8.925   2.699   0.830  1.00  0.00           H  
HETATM   54  H10 UNL     1     -10.343   2.195  -0.136  1.00  0.00           H  
HETATM   55  H11 UNL     1      -8.383   4.111  -0.647  1.00  0.00           H  
HETATM   56  H12 UNL     1      -9.583   0.549   1.240  1.00  0.00           H  
HETATM   57  H13 UNL     1      -9.833  -1.192  -1.050  1.00  0.00           H  
HETATM   58  H14 UNL     1      -8.011  -1.751  -0.051  1.00  0.00           H  
HETATM   59  H15 UNL     1      -8.457  -2.654   1.803  1.00  0.00           H  
HETATM   60  H16 UNL     1      -7.045   0.578   1.672  1.00  0.00           H  
HETATM   61  H17 UNL     1      -6.062  -1.390   2.486  1.00  0.00           H  
HETATM   62  H18 UNL     1      -4.907   2.581   2.040  1.00  0.00           H  
HETATM   63  H19 UNL     1      -2.597   1.932   1.348  1.00  0.00           H  
HETATM   64  H20 UNL     1       1.635  -2.140  -0.856  1.00  0.00           H  
HETATM   65  H21 UNL     1       4.003  -2.166  -0.430  1.00  0.00           H  
HETATM   66  H22 UNL     1       6.148  -1.762   0.910  1.00  0.00           H  
HETATM   67  H23 UNL     1       9.057  -0.232   2.301  1.00  0.00           H  
HETATM   68  H24 UNL     1      10.569   0.581   0.712  1.00  0.00           H  
HETATM   69  H25 UNL     1       9.284   0.886  -0.551  1.00  0.00           H  
HETATM   70  H26 UNL     1       8.697   2.600   0.582  1.00  0.00           H  
HETATM   71  H27 UNL     1      10.183  -1.552   0.350  1.00  0.00           H  
HETATM   72  H28 UNL     1       8.862  -2.109   2.681  1.00  0.00           H  
HETATM   73  H29 UNL     1       7.729  -3.085   0.102  1.00  0.00           H  
HETATM   74  H30 UNL     1       9.534  -3.598  -1.075  1.00  0.00           H  
HETATM   75  H31 UNL     1       7.620  -0.443  -1.425  1.00  0.00           H  
HETATM   76  H32 UNL     1       6.350  -1.835  -2.525  1.00  0.00           H  
CONECT    1    2   45   46   47
CONECT    2    3
CONECT    3    4    4   32
CONECT    4    5   48
CONECT    5    6   30   30
CONECT    6    7    7   29
CONECT    7    8   49
CONECT    8    9    9   10
CONECT   10   11   11   28
CONECT   11   12   13
CONECT   12   50
CONECT   13   14   25   25
CONECT   14   15   23   51
CONECT   15   16
CONECT   16   17   19   52
CONECT   17   18   53   54
CONECT   18   55
CONECT   19   20   21   56
CONECT   20   57
CONECT   21   22   23   58
CONECT   22   59
CONECT   23   24   60
CONECT   24   61
CONECT   25   26   27
CONECT   26   62
CONECT   27   28   28   63
CONECT   28   29
CONECT   30   31   64
CONECT   31   32   32   65
CONECT   32   33
CONECT   33   34
CONECT   34   35   43   66
CONECT   35   36
CONECT   36   37   39   67
CONECT   37   38   68   69
CONECT   38   70
CONECT   39   40   41   71
CONECT   40   72
CONECT   41   42   43   73
CONECT   42   74
CONECT   43   44   75
CONECT   44   76
END

HMDB0301982
     RDKit          3D
Isoscoparin 4'-glucoside
 76 80  0  0  0  0  0  0  0  0999 V2000
    3.4612    3.5920    0.3363 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0434    2.3213    0.2543 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4158    1.1418   -0.0268 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0679    1.1048   -0.2708 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3776   -0.0262   -0.5682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0548   -0.1428   -0.6839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5971   -1.0687   -1.5840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9661   -1.2187   -1.7394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4014   -2.0449   -2.5501 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8001   -0.4307   -0.9795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1967   -0.5546   -1.0659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7498   -1.4048   -1.9089 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0155    0.2347   -0.2504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4822    0.0620   -0.3990 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.1827    1.2497   -0.5821 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5378    1.0856   -0.5848 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.2422    2.4089   -0.2158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9386    3.4110   -1.0967 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1728    0.0613    0.3082 C   0  0  1  0  0  0  0  0  0  0  0  0
  -10.2015   -0.5638   -0.3846 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2428   -1.0181    0.7914 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.6545   -1.6651    1.9092 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9189   -0.2985    1.0789 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.9410   -1.1753    1.5173 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4331    1.1153    0.6049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2629    1.9044    1.4076 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0407    1.2408    0.6845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2222    0.4557   -0.1123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8931    0.5736    0.0028 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1265   -1.1946   -0.6189 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4895   -1.2350   -0.3810 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1568   -0.0837   -0.0832 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4615    0.0380    0.1778 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5081   -0.8053    0.4450 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.4043   -0.0876    1.2169 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7005   -0.3124    1.2177 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.4697    0.7851    0.5179 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2220    1.9930    1.1724 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1614   -1.6692    0.7562 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.2562   -2.5122    1.8611 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2957   -2.2295   -0.3379 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.0305   -2.7916   -1.3827 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2382   -1.2586   -0.8236 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.3536   -2.0748   -1.5839 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1910    4.2321    0.9100 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4626    3.6320    0.8024 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3690    3.9738   -0.7245 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4907    2.0441   -0.2376 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1152   -1.6642   -2.1580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6528   -2.0673   -2.5569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7481   -0.7194   -1.0669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8412    0.8557   -1.6593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9253    2.6988    0.8297 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3429    2.1947   -0.1359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3830    4.1110   -0.6473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5831    0.5487    1.2396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8331   -1.1921   -1.0503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0114   -1.7514   -0.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4567   -2.6543    1.8033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0451    0.5776    1.6720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0619   -1.3898    2.4862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9075    2.5808    2.0403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5972    1.9316    1.3477 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6354   -2.1400   -0.8560 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0030   -2.1661   -0.4304 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1481   -1.7619    0.9101 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0570   -0.2320    2.3012 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5691    0.5813    0.7116 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2839    0.8857   -0.5510 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6967    2.6002    0.5822 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1826   -1.5519    0.3496 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8615   -2.1091    2.6810 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7286   -3.0847    0.1017 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5335   -3.5980   -1.0753 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6203   -0.4427   -1.4250 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3499   -1.8354   -2.5254 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  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 13 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  2  0
 28 29  1  0
  5 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 36 39  1  0
 39 40  1  0
 39 41  1  0
 41 42  1  0
 41 43  1  0
 43 44  1  0
 32  3  1  0
 43 34  1  0
 29  6  1  0
 28 10  1  0
 23 14  1  0
  1 45  1  0
  1 46  1  0
  1 47  1  0
  4 48  1  0
  7 49  1  0
 12 50  1  0
 14 51  1  6
 16 52  1  6
 17 53  1  0
 17 54  1  0
 18 55  1  0
 19 56  1  1
 20 57  1  0
 21 58  1  6
 22 59  1  0
 23 60  1  1
 24 61  1  0
 26 62  1  0
 27 63  1  0
 30 64  1  0
 31 65  1  0
 34 66  1  1
 36 67  1  1
 37 68  1  0
 37 69  1  0
 38 70  1  0
 39 71  1  6
 40 72  1  0
 41 73  1  1
 42 74  1  0
 43 75  1  6
 44 76  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₈H₃₂O₁₆

Average Molecular Weight

624.5441

Monoisotopic Molecular Weight

624.169034976

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

COC1=CC(=CC=C1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C1=CC(=O)C2=C(O1)C=C(O)C([C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)=C2O

InChI Identifier

InChI=1S/C28H32O16/c1-40-14-4-9(2-3-12(14)43-28-26(39)24(37)21(34)17(8-30)44-28)13-5-10(31)18-15(41-13)6-11(32)19(22(18)35)27-25(38)23(36)20(33)16(7-29)42-27/h2-6,16-17,20-21,23-30,32-39H,7-8H2,1H3/t16-,17-,20-,21-,23+,24+,25-,26-,27+,28-/m1/s1

InChI Key

VAOOAPRSEDZAEV-JFECCKQBSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid 8-c-glycosides. Flavonoid 8-C-glycosides are compounds containing a carbohydrate moiety which is C-glycosidically linked to 8-position of a 2-phenylchromen-4-one flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid 8-C-glycosides

Alternative Parents

Substituents

Flavonoid-8-c-glycoside
Hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Flavone
Phenolic glycoside
Hexose monosaccharide
Glycosyl compound
C-glycosyl compound
Chromone
1-benzopyran
Benzopyran
Pyranone
Phenol
1-hydroxy-2-unsubstituted benzenoid
Pyran
Monosaccharide
Monocyclic benzene moiety
Benzenoid
Oxane
Heteroaromatic compound
Vinylogous acid
Secondary alcohol
Ether
Dialkyl ether
Organoheterocyclic compound
Oxacycle
Polyol
Primary alcohol
Organic oxide
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

C-glycosyl compound (CHEBI:16954 )
trihydroxyflavone (CHEBI:16954 )
flavones (C01460 )
Flavones and Flavonols (C01460 )

Ontology

Not Available

Cucumber (FooDB: FOOD00065)

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	-0.7	ALOGPS
logP	-2.5	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	6.2	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	265.52 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	144.64 m³·mol⁻¹	ChemAxon
Polarizability	60.66 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]+	238.885	32859911
AllCCS	[M+H-H2O]+	237.643	32859911
AllCCS	[M+Na]+	240.315	32859911
AllCCS	[M+NH4]+	240.001	32859911
AllCCS	[M-H]-	237.857	32859911
AllCCS	[M+Na-2H]-	240.793	32859911
AllCCS	[M+HCOO]-	244.153	32859911
DeepCCS	[M+H]+	225.525	30932474
DeepCCS	[M-H]-	223.728	30932474
DeepCCS	[M-2H]-	257.761	30932474
DeepCCS	[M+Na]+	231.86	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 - Isoscoparin 4'-glucoside 10V, Positive-QTOF	splash10-08i1-0000906000-cfb4ddc9c8eba61e44e4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoscoparin 4'-glucoside 20V, Positive-QTOF	splash10-01ot-0100900000-b98f923dff9cff464c5f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoscoparin 4'-glucoside 40V, Positive-QTOF	splash10-03g1-0209800000-4ad8e1c4b61a7c15cd30	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoscoparin 4'-glucoside 10V, Negative-QTOF	splash10-00di-1100539000-b275fc183c966899c0db	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoscoparin 4'-glucoside 20V, Negative-QTOF	splash10-08ml-2203933000-74098a361a1e54257708	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoscoparin 4'-glucoside 40V, Negative-QTOF	splash10-03fu-3116910000-8d9fa537750258e23498	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoscoparin 4'-glucoside 10V, Positive-QTOF	splash10-004i-0000009000-2d7dfb6c8050c5654c90	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoscoparin 4'-glucoside 20V, Positive-QTOF	splash10-004i-0000009000-2d7dfb6c8050c5654c90	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoscoparin 4'-glucoside 40V, Positive-QTOF	splash10-016r-0009014000-fbe603b380b007d6db2d	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoscoparin 4'-glucoside 10V, Negative-QTOF	splash10-00di-0000009000-6e37f976b9b174b76115	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoscoparin 4'-glucoside 20V, Negative-QTOF	splash10-00di-0000009000-867fed0a553165c308eb	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoscoparin 4'-glucoside 40V, Negative-QTOF	splash10-0w29-0019001000-afd7b83ae954727b3863	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

FDB001708

KNApSAcK ID

Not Available

Chemspider ID

59696239

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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 Isoscoparin 4'-glucoside (HMDB0301982)

MOL for HMDB0301982 (Isoscoparin 4'-glucoside)

3D MOL for HMDB0301982 (Isoscoparin 4'-glucoside)

3D SDF for HMDB0301982 (Isoscoparin 4'-glucoside)

3D-SDF for HMDB0301982 (Isoscoparin 4'-glucoside)

PDB for HMDB0301982 (Isoscoparin 4'-glucoside)

3D PDB for HMDB0301982 (Isoscoparin 4'-glucoside)

SMILES for HMDB0301982 (Isoscoparin 4'-glucoside)

INCHI for HMDB0301982 (Isoscoparin 4'-glucoside)

Structure for HMDB0301982 (Isoscoparin 4'-glucoside)

3D Structure for HMDB0301982 (Isoscoparin 4'-glucoside)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra