NP-MRD: Showing NP-Card for Isovitexin-7-o-rhamnoglucoside (NP0045019)

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Record Information

Version

2.0

Created at

2022-03-10 18:52:50 UTC

Updated at

2022-03-10 22:21:29 UTC

NP-MRD ID

NP0045019

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Isovitexin-7-o-rhamnoglucoside

Description

Isovitexin-7-O-rhamnoglucoside belongs to the class of organic compounds known as flavonoid O-glycosides. Flavonoid O-glycosides are compounds containing a carbohydrate moiety which is O-glycosidically linked to the 2- or 7-position of the phenylchromen-4-one flavonoid backbone. Thus, Isovitexin-7-O-glucoside consists of the apigenin flavanoid with a 1,5-anhydro-D-glucitol group at the C-6 position of apigenin linked to rhamnose at the O-7 position of apigenin. Isovitexin-7-O-rhamnoglucoside is a derivative of isovitexin. Isovitexin is a C-glycosylated polyphenol that can be found in the passionflower, Cannabis, and the a‚àö√üa‚àö‚â† palm. Isovitexin can have a number of sugar moieties attached to it, including glucose (leading to Isovitexin 7-O-glucoside, Isovitexin 7,2"-di-O-glucoside, Isovitexin C-glucoside) and rhamnose (leading to Isovitexin 7-rhamnoglucoside). Isovitexin-7-O-rhamnoglucoside is one of everal dozen flavonoid glycosides that are known in cannabis plants. It was first isolated and identified as a cannabis constituent in 1973 (PMID: 6991645 ).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652303192001313D          

 52 57  0  0  0  0            999 V2000
    1.7526    3.6422    0.5764 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0907    2.7892    1.7569 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7651    1.4566    1.6388 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7655    0.7683    0.9878 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4563   -0.5371    0.6447 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5833   -0.8503   -0.6597 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6053   -1.9500   -0.9376 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1815   -3.1940   -0.4949 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6748   -2.0384   -2.4674 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6670   -2.9376   -2.8495 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3133   -2.4523   -2.9535 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3787   -2.5293   -4.4601 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2784   -3.4750   -4.9123 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3777   -1.4726   -2.6218 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2610   -1.4573   -1.1774 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1945   -0.9142   -0.7712 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8975   -0.3582   -0.3552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8964   -1.1358    0.2834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6483   -2.5861    0.4062 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8264   -3.2334   -0.8260 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2345   -4.4747   -0.7714 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4471   -5.2453   -2.0713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7986   -5.4276   -2.3189 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6865   -5.3693    0.3474 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7853   -6.4251    0.4325 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5988   -4.6229    1.6828 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2412   -5.3010    2.6862 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4511   -3.3406    1.3945 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6252   -3.9296    0.8635 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0391   -0.5015    0.7112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9858   -1.2406    1.3147 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2649    0.8722    0.5481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4188    1.4732    0.9882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3123    0.8385    1.5466 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5362    2.8570    0.7707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5192    3.5392    0.1430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4449    2.9068   -0.2526 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2707    1.5985   -0.0782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1182    1.0288   -0.5242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5841    4.9873   -0.1102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5207    5.6178   -0.7328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5388    6.9699   -0.9865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6154    7.7557   -0.6322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6526    9.1319   -0.8813 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6601    7.1139   -0.0164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6513    5.7461    0.2447 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9197    0.6520    1.9781 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0788    0.4709    1.2268 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1077    1.8682    2.8201 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5003    1.7137    4.0584 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5471    3.0437    2.0829 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6561    4.1643    2.9038 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  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 21 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 18 30  2  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 36 40  1  0  0  0  0
 40 41  2  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 43 44  1  0  0  0  0
 43 45  1  0  0  0  0
 45 46  2  0  0  0  0
  4 47  1  0  0  0  0
 47 48  1  0  0  0  0
 47 49  1  0  0  0  0
 49 50  1  0  0  0  0
 49 51  1  0  0  0  0
 51 52  1  0  0  0  0
 51  2  1  0  0  0  0
 15  6  1  0  0  0  0
 39 17  2  0  0  0  0
 46 40  1  0  0  0  0
 28 19  1  0  0  0  0
 38 32  2  0  0  0  0
M  END

     RDKit          3D

 92 97  0  0  0  0  0  0  0  0999 V2000
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   -3.5795    2.1479    1.3724 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.5102    2.8905    3.4254 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7317    1.3593    3.0985 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2855    1.9539    4.0501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3219    2.6267    5.1123 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0335    0.7166    2.0860 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0073    0.0067    1.3097 C   0  0  2  0  0  0  0  0  0  0  0  0
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    1.5159    0.6650    0.1001 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8087    0.9969   -0.3077 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1780    2.2573   -0.4154 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.6885    4.0410   -0.8936 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6901    4.9764   -0.6130 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9615    6.3211   -0.6997 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1 54  1  0
  1 55  1  0
  2 56  1  1
  4 57  1  6
  6 58  1  6
  7 59  1  6
  8 60  1  0
  9 61  1  6
 10 62  1  0
 11 63  1  1
 12 64  1  0
 12 65  1  0
 13 66  1  0
 15 67  1  1
 18 68  1  0
 29 74  1  0
 23 69  1  0
 24 70  1  0
 26 71  1  0
 27 72  1  0
 28 73  1  0
 34 75  1  0
 36 76  1  6
 38 77  1  6
 39 78  1  0
 39 79  1  0
 40 80  1  0
 41 81  1  1
 42 82  1  0
 43 83  1  1
 44 84  1  0
 45 85  1  6
 46 86  1  0
 47 87  1  1
 48 88  1  0
 49 89  1  6
 50 90  1  0
 51 91  1  6
 52 92  1  0
M  END


  Mrv1652303192001313D          

 52 57  0  0  0  0            999 V2000
    1.7526    3.6422    0.5764 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0907    2.7892    1.7569 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7651    1.4566    1.6388 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7655    0.7683    0.9878 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4563   -0.5371    0.6447 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5833   -0.8503   -0.6597 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6053   -1.9500   -0.9376 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1815   -3.1940   -0.4949 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6748   -2.0384   -2.4674 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6670   -2.9376   -2.8495 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3133   -2.4523   -2.9535 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3787   -2.5293   -4.4601 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2784   -3.4750   -4.9123 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3777   -1.4726   -2.6218 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2610   -1.4573   -1.1774 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1945   -0.9142   -0.7712 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8975   -0.3582   -0.3552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8964   -1.1358    0.2834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6483   -2.5861    0.4062 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8264   -3.2334   -0.8260 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2345   -4.4747   -0.7714 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4471   -5.2453   -2.0713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7986   -5.4276   -2.3189 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6865   -5.3693    0.3474 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7853   -6.4251    0.4325 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5988   -4.6229    1.6828 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2412   -5.3010    2.6862 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4511   -3.3406    1.3945 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6252   -3.9296    0.8635 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0391   -0.5015    0.7112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9858   -1.2406    1.3147 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2649    0.8722    0.5481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4188    1.4732    0.9882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3123    0.8385    1.5466 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5362    2.8570    0.7707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5192    3.5392    0.1430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4449    2.9068   -0.2526 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2707    1.5985   -0.0782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1182    1.0288   -0.5242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5841    4.9873   -0.1102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5207    5.6178   -0.7328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5388    6.9699   -0.9865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6154    7.7557   -0.6322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6526    9.1319   -0.8813 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6601    7.1139   -0.0164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6513    5.7461    0.2447 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9197    0.6520    1.9781 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0788    0.4709    1.2268 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1077    1.8682    2.8201 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5003    1.7137    4.0584 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5471    3.0437    2.0829 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6561    4.1643    2.9038 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  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 21 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 18 30  2  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 36 40  1  0  0  0  0
 40 41  2  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 43 44  1  0  0  0  0
 43 45  1  0  0  0  0
 45 46  2  0  0  0  0
  4 47  1  0  0  0  0
 47 48  1  0  0  0  0
 47 49  1  0  0  0  0
 49 50  1  0  0  0  0
 49 51  1  0  0  0  0
 51 52  1  0  0  0  0
 51  2  1  0  0  0  0
 15  6  1  0  0  0  0
 39 17  2  0  0  0  0
 46 40  1  0  0  0  0
 28 19  1  0  0  0  0
 38 32  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0045019

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1O[C@H](O[C@H]2[C@@H](O)[C@@H](O)[C@H](CO)O[C@@H]2OC2=CC3=C(C(=O)C=C(O3)C3=CC=C(O)C=C3)C(O)=C2[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]2O)[C@@H](O)[C@H](O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C33H40O19/c1-10-21(38)25(42)29(46)32(47-10)52-31-27(44)23(40)18(9-35)51-33(31)50-16-7-15-19(13(37)6-14(48-15)11-2-4-12(36)5-3-11)24(41)20(16)30-28(45)26(43)22(39)17(8-34)49-30/h2-7,10,17-18,21-23,25-36,38-46H,8-9H2,1H3/t10-,17-,18+,21-,22-,23+,25-,26+,27+,28+,29+,30+,31+,32-,33+/m1/s1

> <INCHI_KEY>
PSNRLITVALDHGL-CWJBGNNISA-N

> <FORMULA>
C33H40O19

> <MOLECULAR_WEIGHT>
740.664

> <EXACT_MASS>
740.216379068

> <JCHEM_ACCEPTOR_COUNT>
19

> <JCHEM_ATOM_COUNT>
92

> <JCHEM_AVERAGE_POLARIZABILITY>
71.7040455822733

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
12

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-0.71

> <JCHEM_LOGP>
-3.042625543666665

> <ALOGPS_LOGS>
-1.79

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.730870235980287

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.8741345068682

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6486922016029872

> <JCHEM_POLAR_SURFACE_AREA>
315.21

> <JCHEM_REFRACTIVITY>
169.04619999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.20e+01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-MAR-20         0                                  
HETATM    1  C   UNK     0       1.753   3.642   0.576  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.091   2.789   1.757  0.00  0.00           C+0
HETATM    3  O   UNK     0       1.765   1.457   1.639  0.00  0.00           O+0
HETATM    4  C   UNK     0       2.765   0.768   0.988  0.00  0.00           C+0
HETATM    5  O   UNK     0       2.456  -0.537   0.645  0.00  0.00           O+0
HETATM    6  C   UNK     0       2.583  -0.850  -0.660  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.605  -1.950  -0.938  0.00  0.00           C+0
HETATM    8  O   UNK     0       3.182  -3.194  -0.495  0.00  0.00           O+0
HETATM    9  C   UNK     0       3.675  -2.038  -2.467  0.00  0.00           C+0
HETATM   10  O   UNK     0       4.667  -2.938  -2.849  0.00  0.00           O+0
HETATM   11  C   UNK     0       2.313  -2.452  -2.954  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.379  -2.529  -4.460  0.00  0.00           C+0
HETATM   13  O   UNK     0       3.278  -3.475  -4.912  0.00  0.00           O+0
HETATM   14  O   UNK     0       1.378  -1.473  -2.622  0.00  0.00           O+0
HETATM   15  C   UNK     0       1.261  -1.457  -1.177  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.195  -0.914  -0.771  0.00  0.00           O+0
HETATM   17  C   UNK     0      -0.898  -0.358  -0.355  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.896  -1.136   0.283  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.648  -2.586   0.406  0.00  0.00           C+0
HETATM   20  O   UNK     0      -1.826  -3.233  -0.826  0.00  0.00           O+0
HETATM   21  C   UNK     0      -1.234  -4.475  -0.771  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.447  -5.245  -2.071  0.00  0.00           C+0
HETATM   23  O   UNK     0      -2.799  -5.428  -2.319  0.00  0.00           O+0
HETATM   24  C   UNK     0      -1.687  -5.369   0.347  0.00  0.00           C+0
HETATM   25  O   UNK     0      -0.785  -6.425   0.433  0.00  0.00           O+0
HETATM   26  C   UNK     0      -1.599  -4.623   1.683  0.00  0.00           C+0
HETATM   27  O   UNK     0      -2.241  -5.301   2.686  0.00  0.00           O+0
HETATM   28  C   UNK     0      -2.451  -3.341   1.395  0.00  0.00           C+0
HETATM   29  O   UNK     0      -3.625  -3.930   0.864  0.00  0.00           O+0
HETATM   30  C   UNK     0      -3.039  -0.501   0.711  0.00  0.00           C+0
HETATM   31  O   UNK     0      -3.986  -1.241   1.315  0.00  0.00           O+0
HETATM   32  C   UNK     0      -3.265   0.872   0.548  0.00  0.00           C+0
HETATM   33  C   UNK     0      -4.419   1.473   0.988  0.00  0.00           C+0
HETATM   34  O   UNK     0      -5.312   0.839   1.547  0.00  0.00           O+0
HETATM   35  C   UNK     0      -4.536   2.857   0.771  0.00  0.00           C+0
HETATM   36  C   UNK     0      -3.519   3.539   0.143  0.00  0.00           C+0
HETATM   37  O   UNK     0      -2.445   2.907  -0.253  0.00  0.00           O+0
HETATM   38  C   UNK     0      -2.271   1.599  -0.078  0.00  0.00           C+0
HETATM   39  C   UNK     0      -1.118   1.029  -0.524  0.00  0.00           C+0
HETATM   40  C   UNK     0      -3.584   4.987  -0.110  0.00  0.00           C+0
HETATM   41  C   UNK     0      -2.521   5.618  -0.733  0.00  0.00           C+0
HETATM   42  C   UNK     0      -2.539   6.970  -0.987  0.00  0.00           C+0
HETATM   43  C   UNK     0      -3.615   7.756  -0.632  0.00  0.00           C+0
HETATM   44  O   UNK     0      -3.653   9.132  -0.881  0.00  0.00           O+0
HETATM   45  C   UNK     0      -4.660   7.114  -0.016  0.00  0.00           C+0
HETATM   46  C   UNK     0      -4.651   5.746   0.245  0.00  0.00           C+0
HETATM   47  C   UNK     0       3.920   0.652   1.978  0.00  0.00           C+0
HETATM   48  O   UNK     0       5.079   0.471   1.227  0.00  0.00           O+0
HETATM   49  C   UNK     0       4.108   1.868   2.820  0.00  0.00           C+0
HETATM   50  O   UNK     0       3.500   1.714   4.058  0.00  0.00           O+0
HETATM   51  C   UNK     0       3.547   3.044   2.083  0.00  0.00           C+0
HETATM   52  O   UNK     0       3.656   4.164   2.904  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   51                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   47                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   15                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   14                                                  
CONECT   12   11   13                                                       
CONECT   13   12                                                            
CONECT   14   11   15                                                       
CONECT   15   14   16    6                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   39                                                  
CONECT   18   17   19   30                                                  
CONECT   19   18   20   28                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   24                                                  
CONECT   22   21   23                                                       
CONECT   23   22                                                            
CONECT   24   21   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   19                                                  
CONECT   29   28                                                            
CONECT   30   18   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33   38                                                  
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36                                                       
CONECT   36   35   37   40                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39   32                                                  
CONECT   39   38   17                                                       
CONECT   40   36   41   46                                                  
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44   45                                                  
CONECT   44   43                                                            
CONECT   45   43   46                                                       
CONECT   46   45   40                                                       
CONECT   47    4   48   49                                                  
CONECT   48   47                                                            
CONECT   49   47   50   51                                                  
CONECT   50   49                                                            
CONECT   51   49   52    2                                                  
CONECT   52   51                                                            
MASTER        0    0    0    0    0    0    0    0   52    0  114    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₃H₄₀O₁₉

Average Mass

740.6640 Da

Monoisotopic Mass

740.21638 Da

IUPAC Name

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

Traditional Name

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=CC3=C(C(=O)C=C(O3)C3=CC=C(O)C=C3)C(O)=C2[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]2O)[C@@H](O)[C@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C33H40O19/c1-10-21(38)25(42)29(46)32(47-10)52-31-27(44)23(40)18(9-35)51-33(31)50-16-7-15-19(13(37)6-14(48-15)11-2-4-12(36)5-3-11)24(41)20(16)30-28(45)26(43)22(39)17(8-34)49-30/h2-7,10,17-18,21-23,25-36,38-46H,8-9H2,1H3/t10-,17-,18+,21-,22-,23+,25-,26+,27+,28+,29+,30+,31+,32-,33+/m1/s1

InChI Key

PSNRLITVALDHGL-CWJBGNNISA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Cannabis sativa	NULL	Not Available

Chemical Taxonomy

Classification

Not classified

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	-0.71	ALOGPS
logP	-3	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	6.87	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	19	ChemAxon
Hydrogen Donor Count	12	ChemAxon
Polar Surface Area	315.21 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	169.05 m³·mol⁻¹	ChemAxon
Polarizability	71.7 Å³	ChemAxon
Number of Rings	6	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

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Isovitexin-7-o-rhamnoglucoside (NP0045019)

MOL for NP0045019 (Isovitexin-7-o-rhamnoglucoside)

3D MOL for NP0045019 (Isovitexin-7-o-rhamnoglucoside)

3D SDF for NP0045019 (Isovitexin-7-o-rhamnoglucoside)

3D-SDF for NP0045019 (Isovitexin-7-o-rhamnoglucoside)

PDB for NP0045019 (Isovitexin-7-o-rhamnoglucoside)

3D PDB for NP0045019 (Isovitexin-7-o-rhamnoglucoside)

SMILES for NP0045019 (Isovitexin-7-o-rhamnoglucoside)

INCHI for NP0045019 (Isovitexin-7-o-rhamnoglucoside)

Structure for NP0045019 (Isovitexin-7-o-rhamnoglucoside)

3D Structure for NP0045019 (Isovitexin-7-o-rhamnoglucoside)