NP-MRD: Showing NP-Card for 3,7-dihydroxy-2-[3-hydroxy-4-(3,4,5-trihydroxybenzoyloxy)phenyl]-3,4-dihydro-2h-1-benzopyran-5-yl 3,4,5-trihydroxybenzoate (NP0249760)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-07 12:24:56 UTC

Updated at

2022-09-07 12:24:56 UTC

NP-MRD ID

NP0249760

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3,7-dihydroxy-2-[3-hydroxy-4-(3,4,5-trihydroxybenzoyloxy)phenyl]-3,4-dihydro-2h-1-benzopyran-5-yl 3,4,5-trihydroxybenzoate

Description

2,3-Dihydro-2-[4-(3,4,5-trihydroxybenzoyloxy)-3-hydroxyphenyl]-5-(3,4,5-trihydroxybenzoyloxy)-4H-1-benzopyran-3,7-diol belongs to the class of organic compounds known as catechin gallates. These are organic compounds containing a gallate moiety glycosidically linked to a catechin. 3,7-dihydroxy-2-[3-hydroxy-4-(3,4,5-trihydroxybenzoyloxy)phenyl]-3,4-dihydro-2h-1-benzopyran-5-yl 3,4,5-trihydroxybenzoate is found in Vachellia nilotica. Based on a literature review very few articles have been published on 2,3-Dihydro-2-[4-(3,4,5-trihydroxybenzoyloxy)-3-hydroxyphenyl]-5-(3,4,5-trihydroxybenzoyloxy)-4H-1-benzopyran-3,7-diol.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072214242D          

 43 47  0  0  0  0            999 V2000
   -2.8579   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    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 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -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
    4.2868   -4.9500    0.0000 C   0  0  0  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
    3.5724   -5.3625    0.0000 C   0  0  0  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
    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
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   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
   -2.1434   -0.4125    0.0000 O   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    0.8250    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    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    2.4750    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
   -4.2868    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  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  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 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
 19 27  1  0  0  0  0
 15 28  2  0  0  0  0
 10 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
  8 30  1  0  0  0  0
 30 31  1  0  0  0  0
  7 32  1  0  0  0  0
 32 33  2  0  0  0  0
  4 33  1  0  0  0  0
 33 34  1  0  0  0  0
  2 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
 37 39  2  0  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  2  0  0  0  0
 35 43  1  0  0  0  0
M  END

     RDKit          3D

 65 69  0  0  0  0  0  0  0  0999 V2000
   -5.5169   -0.9280   -0.8326 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1152   -0.2758    0.0427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3582    0.5710    0.8588 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9815    0.6983    0.7175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4703    1.6575   -0.1353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0948    1.7831   -0.2750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2188    0.9711    0.4189 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2080    1.1394    0.2375 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4059    1.2455   -1.1821 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6825    1.4768   -1.6579 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9214    2.1636   -2.8441 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2041    2.3763   -3.2886 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4783    3.0524   -4.4589 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2465    1.8966   -2.5371 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0108    1.2177   -1.3645 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1374    0.7553   -0.6479 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6842   -0.4800   -0.8578 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1499   -1.2160   -1.7244 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8446   -0.9960   -0.1421 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5072   -0.2697    0.8292 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5983   -0.7252    1.5184 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2405    0.0335    2.4900 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0864   -2.0000    1.2366 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1901   -2.5097    1.9068 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4473   -2.7488    0.2731 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9240   -4.0161   -0.0145 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3474   -2.2542   -0.4022 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7406    1.0136   -0.9355 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5163    0.2873    0.3174 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1058    0.0850    0.7308 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1163   -0.0656    2.1163 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7693    0.0322    1.2548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1320   -0.1206    1.4181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6466   -1.0837    2.2745 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5417   -0.3850    0.2150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1736    0.3410    1.1832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5348    0.2329    1.3429 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2080    0.9510    2.3107 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3018   -0.6015    0.5417 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6735   -0.6882    0.7283 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6513   -1.3264   -0.4291 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4159   -2.1614   -1.2313 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2710   -1.2162   -0.5903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1765    2.2780   -0.6648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7510    2.5546   -0.9595 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5303    2.1161    0.7007 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0616    2.5160   -3.3902 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3918    3.2203   -4.8035 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2830    2.0650   -2.8905 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1177    0.7314    1.0452 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8643    0.9652    2.6793 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6620   -1.9686    2.6115 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7187   -4.4017    0.4580 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8900   -2.8973   -1.1507 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0180   -0.7246    0.3074 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0804    0.8476    1.1201 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7492   -0.9065    0.3256 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7879    0.7144    2.5953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1158   -0.6009    1.7951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6257   -1.2118    2.4082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5842    1.0048    1.8247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6930    1.5609    2.9060 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1922   -1.2976    0.1346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9412   -2.6906   -1.9398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7941   -1.7877   -1.3482 H   0  0  0  0  0  0  0  0  0  0  0  0
 31 30  1  0
 30 29  1  0
 29 28  1  0
 28 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  2  0
 15 14  1  0
 14 12  2  0
 12 13  1  0
 12 11  1  0
 11 10  2  0
 10  9  1  0
  9  8  1  0
  8  7  1  0
  7  6  2  0
  6  5  1  0
  5  4  2  0
  4  3  1  0
  3  2  1  0
  2  1  2  0
  2 35  1  0
 35 36  2  0
 36 37  1  0
 37 38  1  0
 37 39  2  0
 39 40  1  0
 39 41  1  0
 41 42  1  0
 41 43  2  0
  4 33  1  0
 33 34  1  0
 33 32  2  0
  8 30  1  0
 32  7  1  0
 10 28  1  0
 43 35  1  0
 27 19  1  0
 31 58  1  0
 30 57  1  6
 29 55  1  0
 29 56  1  0
 20 50  1  0
 22 51  1  0
 24 52  1  0
 26 53  1  0
 27 54  1  0
 14 49  1  0
 13 48  1  0
 11 47  1  0
  8 46  1  1
  6 45  1  0
  5 44  1  0
 36 61  1  0
 38 62  1  0
 40 63  1  0
 42 64  1  0
 43 65  1  0
 34 60  1  0
 32 59  1  0
M  END


  Mrv1652309072214242D          

 43 47  0  0  0  0            999 V2000
   -2.8579   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    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 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -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
    4.2868   -4.9500    0.0000 C   0  0  0  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
    3.5724   -5.3625    0.0000 C   0  0  0  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
    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
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   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
   -2.1434   -0.4125    0.0000 O   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    0.8250    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    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    2.4750    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
   -4.2868    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  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  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 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
 19 27  1  0  0  0  0
 15 28  2  0  0  0  0
 10 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
  8 30  1  0  0  0  0
 30 31  1  0  0  0  0
  7 32  1  0  0  0  0
 32 33  2  0  0  0  0
  4 33  1  0  0  0  0
 33 34  1  0  0  0  0
  2 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
 37 39  2  0  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  2  0  0  0  0
 35 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0249760

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1CC2=C(OC(=O)C3=CC(O)=C(O)C(O)=C3)C=C(O)C=C2OC1C1=CC=C(OC(=O)C2=CC(O)=C(O)C(O)=C2)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C29H22O14/c30-14-8-23-15(24(9-14)43-29(40)13-6-19(34)26(38)20(35)7-13)10-21(36)27(41-23)11-1-2-22(16(31)3-11)42-28(39)12-4-17(32)25(37)18(33)5-12/h1-9,21,27,30-38H,10H2

> <INCHI_KEY>
VBGYQYGQTICWSM-UHFFFAOYSA-N

> <FORMULA>
C29H22O14

> <MOLECULAR_WEIGHT>
594.481

> <EXACT_MASS>
594.100955388

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
57.144594689509546

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,7-dihydroxy-2-[3-hydroxy-4-(3,4,5-trihydroxybenzoyloxy)phenyl]-3,4-dihydro-2H-1-benzopyran-5-yl 3,4,5-trihydroxybenzoate

> <JCHEM_LOGP>
4.553716553999999

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.32230860936687

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.7477459510746565

> <JCHEM_PKA_STRONGEST_BASIC>
-4.364741162540306

> <JCHEM_POLAR_SURFACE_AREA>
243.89999999999995

> <JCHEM_REFRACTIVITY>
145.5291

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
3,7-dihydroxy-2-[3-hydroxy-4-(3,4,5-trihydroxybenzoyloxy)phenyl]-3,4-dihydro-2H-1-benzopyran-5-yl 3,4,5-trihydroxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  O   UNK     0      -5.335  -0.000   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -4.001   2.310   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       8.002  -0.000   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       8.002  -4.620   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.002  -9.240   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       9.336 -10.010   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       6.668 -10.010   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       6.668 -11.550   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       5.335  -9.240   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       4.001 -10.010   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      -6.668   2.310   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -8.002   1.540   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -9.336   2.310   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0     -10.669   1.540   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      -9.336   3.850   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0     -10.669   4.620   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      -8.002   4.620   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      -8.002   6.160   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0      -6.668   3.850   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   35                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   33                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   32                                                  
CONECT    8    7    9   30                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   28                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   28                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   27                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   19                                                       
CONECT   28   15   10   29                                                  
CONECT   29   28   30                                                       
CONECT   30   29    8   31                                                  
CONECT   31   30                                                            
CONECT   32    7   33                                                       
CONECT   33   32    4   34                                                  
CONECT   34   33                                                            
CONECT   35    2   36   43                                                  
CONECT   36   35   37                                                       
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41   35                                                       
MASTER        0    0    0    0    0    0    0    0   43    0   94    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₉H₂₂O₁₄

Average Mass

594.4810 Da

Monoisotopic Mass

594.10096 Da

IUPAC Name

3,7-dihydroxy-2-[3-hydroxy-4-(3,4,5-trihydroxybenzoyloxy)phenyl]-3,4-dihydro-2H-1-benzopyran-5-yl 3,4,5-trihydroxybenzoate

Traditional Name

3,7-dihydroxy-2-[3-hydroxy-4-(3,4,5-trihydroxybenzoyloxy)phenyl]-3,4-dihydro-2H-1-benzopyran-5-yl 3,4,5-trihydroxybenzoate

CAS Registry Number

Not Available

SMILES

OC1CC2=C(OC(=O)C3=CC(O)=C(O)C(O)=C3)C=C(O)C=C2OC1C1=CC=C(OC(=O)C2=CC(O)=C(O)C(O)=C2)C(O)=C1

InChI Identifier

InChI=1S/C29H22O14/c30-14-8-23-15(24(9-14)43-29(40)13-6-19(34)26(38)20(35)7-13)10-21(36)27(41-23)11-1-2-22(16(31)3-11)42-28(39)12-4-17(32)25(37)18(33)5-12/h1-9,21,27,30-38H,10H2

InChI Key

VBGYQYGQTICWSM-UHFFFAOYSA-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
Vachellia nilotica	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as catechin gallates. These are organic compounds containing a gallate moiety glycosidically linked to a catechin.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavans

Direct Parent

Catechin gallates

Alternative Parents

Substituents

Catechin gallate
Hydrolyzable tannin
Depside backbone
3'-hydroxyflavonoid
3-hydroxyflavonoid
7-hydroxyflavonoid
Hydroxyflavonoid
Tannin
Galloyl ester
Gallic acid or derivatives
M-hydroxybenzoic acid ester
P-hydroxybenzoic acid ester
Benzoate ester
Chromane
Benzopyran
Phenol ester
1-benzopyran
Pyrogallol derivative
Benzenetriol
Benzoic acid or derivatives
Phenoxy compound
Benzoyl
Phenol
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Secondary alcohol
Carboxylic acid ester
Ether
Oxacycle
Organoheterocyclic compound
Polyol
Carboxylic acid derivative
Organic oxide
Hydrocarbon derivative
Alcohol
Organooxygen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

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	4.55	ChemAxon
pKa (Strongest Acidic)	7.75	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	243.9 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	145.53 m³·mol⁻¹	ChemAxon
Polarizability	57.14 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

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

85446109

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3,7-dihydroxy-2-[3-hydroxy-4-(3,4,5-trihydroxybenzoyloxy)phenyl]-3,4-dihydro-2h-1-benzopyran-5-yl 3,4,5-trihydroxybenzoate (NP0249760)

MOL for NP0249760 (3,7-dihydroxy-2-[3-hydroxy-4-(3,4,5-trihydroxybenzoyloxy)phenyl]-3,4-dihydro-2h-1-benzopyran-5-yl 3,4,5-trihydroxybenzoate)

3D MOL for NP0249760 (3,7-dihydroxy-2-[3-hydroxy-4-(3,4,5-trihydroxybenzoyloxy)phenyl]-3,4-dihydro-2h-1-benzopyran-5-yl 3,4,5-trihydroxybenzoate)

3D SDF for NP0249760 (3,7-dihydroxy-2-[3-hydroxy-4-(3,4,5-trihydroxybenzoyloxy)phenyl]-3,4-dihydro-2h-1-benzopyran-5-yl 3,4,5-trihydroxybenzoate)

3D-SDF for NP0249760 (3,7-dihydroxy-2-[3-hydroxy-4-(3,4,5-trihydroxybenzoyloxy)phenyl]-3,4-dihydro-2h-1-benzopyran-5-yl 3,4,5-trihydroxybenzoate)

PDB for NP0249760 (3,7-dihydroxy-2-[3-hydroxy-4-(3,4,5-trihydroxybenzoyloxy)phenyl]-3,4-dihydro-2h-1-benzopyran-5-yl 3,4,5-trihydroxybenzoate)

3D PDB for NP0249760 (3,7-dihydroxy-2-[3-hydroxy-4-(3,4,5-trihydroxybenzoyloxy)phenyl]-3,4-dihydro-2h-1-benzopyran-5-yl 3,4,5-trihydroxybenzoate)

SMILES for NP0249760 (3,7-dihydroxy-2-[3-hydroxy-4-(3,4,5-trihydroxybenzoyloxy)phenyl]-3,4-dihydro-2h-1-benzopyran-5-yl 3,4,5-trihydroxybenzoate)

INCHI for NP0249760 (3,7-dihydroxy-2-[3-hydroxy-4-(3,4,5-trihydroxybenzoyloxy)phenyl]-3,4-dihydro-2h-1-benzopyran-5-yl 3,4,5-trihydroxybenzoate)

Structure for NP0249760 (3,7-dihydroxy-2-[3-hydroxy-4-(3,4,5-trihydroxybenzoyloxy)phenyl]-3,4-dihydro-2h-1-benzopyran-5-yl 3,4,5-trihydroxybenzoate)

3D Structure for NP0249760 (3,7-dihydroxy-2-[3-hydroxy-4-(3,4,5-trihydroxybenzoyloxy)phenyl]-3,4-dihydro-2h-1-benzopyran-5-yl 3,4,5-trihydroxybenzoate)