NP-MRD: Showing NP-Card for luteolin 7-rutinoside (NP0285023)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-09 13:00:08 UTC

Updated at

2022-09-09 13:00:08 UTC

NP-MRD ID

NP0285023

Secondary Accession Numbers

None

Natural Product Identification

Common Name

luteolin 7-rutinoside

Description

Luteolin 7-rutinoside 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. luteolin 7-rutinoside is found in Cynara cornigera, Ostericum viridiflorum and Setaria italica. luteolin 7-rutinoside was first documented in 2011 (PMID: 21092751). Based on a literature review a small amount of articles have been published on Luteolin 7-rutinoside (PMID: 34909058) (PMID: 35111562) (PMID: 35519104).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092215002D          

 42 46  0  0  1  0            999 V2000
   -5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -5.3625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5724   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0013   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
 20 27  1  0  0  0  0
 19 28  1  0  0  0  0
 28 29  1  0  0  0  0
 15 29  1  0  0  0  0
 29 30  2  0  0  0  0
 11 30  1  0  0  0  0
  9 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  1  0  0  0
 33 35  1  0  0  0  0
  7 35  1  0  0  0  0
 35 36  1  6  0  0  0
  4 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 39 40  1  1  0  0  0
 39 41  1  0  0  0  0
  2 41  1  0  0  0  0
 41 42  1  1  0  0  0
M  END

     RDKit          3D

 72 76  0  0  0  0  0  0  0  0999 V2000
   -6.9814    2.4116    2.9587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4124    2.0301    1.6094 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4710    1.0471    1.8039 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8253    0.6349    0.6528 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3494   -0.6433    0.9034 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9624   -0.5922    0.9515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3216   -1.9333    1.2310 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9588   -1.8060    1.2825 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3178   -1.8641    0.0402 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0476   -1.6414    0.1387 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8143   -0.6363   -0.3828 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2569    0.3457   -1.1293 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0515    1.3775   -1.6623 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4221    2.3279   -2.4010 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4078    1.3630   -1.4056 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2572    2.3306   -1.8852 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8107    3.2644   -2.5798 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6137    2.2529   -1.5860 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1310    1.2435   -0.8289 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5753    1.1423   -0.4978 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5068    2.0541   -0.9241 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8401    1.9414   -0.6043 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2851    0.8693    0.1813 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6291    0.8095    0.4687 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3502   -0.0398    0.6050 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7560   -1.1206    1.3885 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9963    0.0907    0.2698 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2990    0.3398   -0.3881 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0121    0.3621   -0.6381 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895   -0.6284   -0.1376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5116   -3.2227   -0.6069 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8208   -3.0180   -1.9471 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7017   -3.9460    0.0011 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3989   -4.4752    1.2527 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8002   -2.9152    0.2097 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0471   -2.3049   -1.0199 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6559    0.7628   -0.5852 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.3061   -0.2618   -1.4609 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1428    0.6334   -0.3363 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.4177   -0.6491    0.1177 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5665    1.5954    0.7451 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.5554    1.0947    1.5665 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1401    1.5171    3.6164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9852    2.8939    2.8701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2728    3.0651    3.5311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9395    2.9372    1.1799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9483    1.3062    0.5466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5376   -0.2367   -0.0301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6046    0.1720    1.6923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6798   -2.2865    2.2306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7884   -1.1074   -0.5810 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2020    0.4131   -1.3650 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7689    3.1003   -2.8454 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2477    3.0458   -1.9894 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1712    2.8819   -1.5297 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5467    2.6848   -0.9610 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.0072    0.0737    1.0212 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6939   -1.2492    1.6455 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3036   -0.6670    0.6387 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6340   -1.4046    0.4530 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3798   -3.8501   -0.5597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0465   -3.2221   -2.5319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0949   -4.7238   -0.6535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4700   -4.1866    1.4757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7198   -3.3920    0.5681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2626   -2.9572   -1.7255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4163    1.7162   -1.1138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5952   -1.1469   -1.1450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6618    0.7820   -1.2923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1067   -0.7954    1.0417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9649    2.5021    0.2421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4477    1.5077    1.4007 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  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  2  0
 19 28  1  0
 28 29  1  0
 29 30  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  2  0
  9 31  1  0
 31 32  1  0
 31 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  7  1  0
 30 11  1  0
 27 20  1  0
 29 15  1  0
  1 43  1  0
  1 44  1  0
  1 45  1  0
  2 46  1  6
  4 47  1  6
  6 48  1  0
  6 49  1  0
  7 50  1  1
  9 51  1  6
 12 52  1  0
 14 53  1  0
 18 54  1  0
 30 60  1  0
 21 55  1  0
 22 56  1  0
 24 57  1  0
 26 58  1  0
 27 59  1  0
 31 61  1  6
 32 62  1  0
 33 63  1  6
 34 64  1  0
 35 65  1  1
 36 66  1  0
 37 67  1  6
 38 68  1  0
 39 69  1  6
 40 70  1  0
 41 71  1  6
 42 72  1  0
M  END


  Mrv1652309092215002D          

 42 46  0  0  1  0            999 V2000
   -5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -5.3625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5724   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0013   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
 20 27  1  0  0  0  0
 19 28  1  0  0  0  0
 28 29  1  0  0  0  0
 15 29  1  0  0  0  0
 29 30  2  0  0  0  0
 11 30  1  0  0  0  0
  9 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  1  0  0  0
 33 35  1  0  0  0  0
  7 35  1  0  0  0  0
 35 36  1  6  0  0  0
  4 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 39 40  1  1  0  0  0
 39 41  1  0  0  0  0
  2 41  1  0  0  0  0
 41 42  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0285023

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1O[C@@H](OCC2O[C@@H](OC3=CC(O)=C4C(=O)C=C(OC4=C3)C3=CC=C(O)C(O)=C3)C(O)[C@@H](O)[C@@H]2O)C(O)[C@@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C27H30O15/c1-9-20(32)22(34)24(36)26(39-9)38-8-18-21(33)23(35)25(37)27(42-18)40-11-5-14(30)19-15(31)7-16(41-17(19)6-11)10-2-3-12(28)13(29)4-10/h2-7,9,18,20-30,32-37H,8H2,1H3/t9?,18?,20-,21+,22-,23-,24?,25?,26+,27+/m0/s1

> <INCHI_KEY>
MGYBYJXAXUBTQF-TWJLCPPASA-N

> <FORMULA>
C27H30O15

> <MOLECULAR_WEIGHT>
594.522

> <EXACT_MASS>
594.158470266

> <JCHEM_ACCEPTOR_COUNT>
15

> <JCHEM_ATOM_COUNT>
72

> <JCHEM_AVERAGE_POLARIZABILITY>
56.93801757409726

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <JCHEM_LOGP>
-0.5888699603333336

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.720847103181473

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.296797205563374

> <JCHEM_PKA_STRONGEST_BASIC>
-3.648685994297134

> <JCHEM_POLAR_SURFACE_AREA>
245.28999999999996

> <JCHEM_REFRACTIVITY>
137.90880000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
luteolin 7-rutinoside

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0      -9.336  -6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.002  -7.700   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -6.668  -6.930   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -4.001  -6.930   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -1.334  -5.390   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      12.003  -5.390   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       9.336  -6.930   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       2.667  -7.700   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       0.000  -9.240   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      -5.335  -9.240   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      -4.001 -10.010   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      -6.668 -10.010   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      -6.668 -11.550   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      -8.002  -9.240   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      -9.336 -10.010   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   41                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   37                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   35                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   31                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   30                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   29                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20   28                                                  
CONECT   20   19   21   27                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   20                                                       
CONECT   28   19   29                                                       
CONECT   29   28   15   30                                                  
CONECT   30   29   11                                                       
CONECT   31    9   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33    7   36                                                  
CONECT   36   35                                                            
CONECT   37    4   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39    2   42                                                  
CONECT   42   41                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   92    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₇H₃₀O₁₅

Average Mass

594.5220 Da

Monoisotopic Mass

594.15847 Da

IUPAC Name

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

Traditional Name

luteolin 7-rutinoside

CAS Registry Number

Not Available

SMILES

CC1O[C@@H](OCC2O[C@@H](OC3=CC(O)=C4C(=O)C=C(OC4=C3)C3=CC=C(O)C(O)=C3)C(O)[C@@H](O)[C@@H]2O)C(O)[C@@H](O)[C@H]1O

InChI Identifier

InChI=1S/C27H30O15/c1-9-20(32)22(34)24(36)26(39-9)38-8-18-21(33)23(35)25(37)27(42-18)40-11-5-14(30)19-15(31)7-16(41-17(19)6-11)10-2-3-12(28)13(29)4-10/h2-7,9,18,20-30,32-37H,8H2,1H3/t9?,18?,20-,21+,22-,23-,24?,25?,26+,27+/m0/s1

InChI Key

MGYBYJXAXUBTQF-TWJLCPPASA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Cynara cornigera	LOTUS Database	35616633
Ostericum viridiflorum	LOTUS Database	35616633
Setaria italica	LOTUS Database	35616633

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid-7-O-glycosides

Alternative Parents

Substituents

Flavonoid-7-o-glycoside
3'-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
Flavone
Hydroxyflavonoid
Phenolic glycoside
Chromone
Disaccharide
Glycosyl compound
O-glycosyl compound
Benzopyran
1-benzopyran
Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Pyranone
Oxane
Pyran
Benzenoid
Monocyclic benzene moiety
Vinylogous acid
Heteroaromatic compound
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Acetal
Polyol
Organooxygen compound
Alcohol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavones and Flavonols (LMPK12110658 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-0.59	ChemAxon
pKa (Strongest Acidic)	7.3	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	137.91 m³·mol⁻¹	ChemAxon
Polarizability	56.94 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00004282

Chemspider ID

24843688

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44258082

PDB ID

Not Available

ChEBI ID

176375

Good Scents ID

Not Available

References

General References

Alamri MA, Altharawi A, Alabbas AB, Alossaimi MA, Alqahtani SM: Structure-based virtual screening and molecular dynamics of phytochemicals derived from Saudi medicinal plants to identify potential COVID-19 therapeutics. Arab J Chem. 2020 Sep;13(9):7224-7234. doi: 10.1016/j.arabjc.2020.08.004. Epub 2020 Aug 9. [PubMed:34909058 ]
Ragunathan V, Chithra K, Shivanika C, Sudharsan MS: Modelling and targeting mitochondrial protein tyrosine phosphatase 1: a computational approach. In Silico Pharmacol. 2022 Jan 17;10(1):3. doi: 10.1007/s40203-022-00119-z. eCollection 2022. [PubMed:35111562 ]
Shawky E, Nada AA, Ibrahim RS: Potential role of medicinal plants and their constituents in the mitigation of SARS-CoV-2: identifying related therapeutic targets using network pharmacology and molecular docking analyses. RSC Adv. 2020 Jul 27;10(47):27961-27983. doi: 10.1039/d0ra05126h. eCollection 2020 Jul 27. [PubMed:35519104 ]
Jung HA, Islam MD, Kwon YS, Jin SE, Son YK, Park JJ, Sohn HS, Choi JS: Extraction and identification of three major aldose reductase inhibitors from Artemisia montana. Food Chem Toxicol. 2011 Feb;49(2):376-84. doi: 10.1016/j.fct.2010.11.012. Epub 2010 Nov 17. [PubMed:21092751 ]
LOTUS database [Link]

Showing NP-Card for luteolin 7-rutinoside (NP0285023)

MOL for NP0285023 (luteolin 7-rutinoside)

3D MOL for NP0285023 (luteolin 7-rutinoside)

3D SDF for NP0285023 (luteolin 7-rutinoside)

3D-SDF for NP0285023 (luteolin 7-rutinoside)

PDB for NP0285023 (luteolin 7-rutinoside)

3D PDB for NP0285023 (luteolin 7-rutinoside)

SMILES for NP0285023 (luteolin 7-rutinoside)

INCHI for NP0285023 (luteolin 7-rutinoside)

Structure for NP0285023 (luteolin 7-rutinoside)

3D Structure for NP0285023 (luteolin 7-rutinoside)