NP-MRD: Showing NP-Card for (2r,3s)-6,8-bis[(1r,4r,4ar,7s,7ar)-2,4,7-trimethyl-octahydrocyclopenta[c]pyridin-1-yl]-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2h-1-benzopyran-3,5,7-triol (NP0260230)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-08 02:19:56 UTC

Updated at

2022-09-08 02:19:56 UTC

NP-MRD ID

NP0260230

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r,3s)-6,8-bis[(1r,4r,4ar,7s,7ar)-2,4,7-trimethyl-octahydrocyclopenta[c]pyridin-1-yl]-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2h-1-benzopyran-3,5,7-triol

Description

(2R,3S)-6,8-bis[(1R,4R,4aR,7S,7aR)-2,4,7-trimethyl-octahydro-1H-cyclopenta[c]pyridin-1-yl]-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol belongs to the class of organic compounds known as catechins. Catechins are compounds containing a catechin moiety, which is a 3,4-dihydro-2-chromene-3,5.7-Tiol. Based on a literature review very few articles have been published on (2R,3S)-6,8-bis[(1R,4R,4aR,7S,7aR)-2,4,7-trimethyl-octahydro-1H-cyclopenta[c]pyridin-1-yl]-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082204192D          

 45 51  0  0  1  0            999 V2000
    0.8104   -4.7521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0654   -3.9674    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5804   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0654   -2.6326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500   -2.8875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5645   -2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5645   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645   -4.1250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5645   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934   -6.6000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7079   -6.1875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8794   -5.3805    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3274   -4.7674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6999   -5.2943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0354   -6.0480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223   -6.6000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4223   -7.4250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1368   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934   -7.4250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500   -7.8375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8500   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500  -11.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4210  -10.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355   -7.4250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4210   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  1  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  1  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 18 17  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  1  6  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 24 23  1  6  0  0  0
 19 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  1  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 18 28  1  0  0  0  0
 28 29  1  0  0  0  0
 17 30  2  0  0  0  0
 12 30  1  0  0  0  0
 30 31  1  0  0  0  0
 16 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  6  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  2  0  0  0  0
 34 41  1  0  0  0  0
 33 42  1  0  0  0  0
 42 43  1  1  0  0  0
 42 44  1  0  0  0  0
 15 44  1  0  0  0  0
 11 45  1  0  0  0  0
 45  2  1  6  0  0  0
  5 45  1  0  0  0  0
M  END

     RDKit          3D

 97103  0  0  0  0  0  0  0  0999 V2000
    3.2054   -2.2610    1.4260 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1259   -2.1945    0.2763 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9745   -3.3967    0.0444 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6589   -3.0111   -1.2488 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7565   -2.0435   -1.9499 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.5043   -0.7513   -2.1563 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.7056   -1.0841   -3.0101 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6447    0.2741   -2.8588 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3126    0.1733   -2.3759 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3817   -0.3978   -3.3127 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1744   -0.3768   -1.0298 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9390    0.1243   -0.5064 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9711    1.4913   -0.1903 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0693    2.3012   -0.3867 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8667    2.1334    0.3563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3030    1.5020    0.6204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3600    0.1176    0.3044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6377   -0.5047    0.6389 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0619   -1.7816    0.0693 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5499   -1.7762   -1.3382 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3532   -3.1347   -1.9647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0659   -1.5694   -1.2594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3395   -2.6599   -0.2454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2870   -2.3532    0.7974 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9057   -1.4555    1.7869 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7402   -2.3430    2.7280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9776   -0.5825    2.5582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6365   -0.6237    2.1070 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9175   -1.6778    2.6751 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7446   -0.5266   -0.2425 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6741   -1.8163   -0.5339 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4182    2.1197    1.1694 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3987    3.5183    1.3638 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7296    4.1071    1.3531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6818    3.5607    2.2204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9793    4.0282    2.2621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3754    5.0562    1.4425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6889    5.5485    1.4678 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4152    5.5929    0.5824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8349    6.6228   -0.2338 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1191    5.1323    0.5354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3967    4.2344    0.4893 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3043    5.5429    0.9910 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9720    3.6153    0.6757 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5167   -1.8165   -1.0650 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7900   -1.2574    1.6256 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3497   -2.9527    1.2798 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8044   -2.5353    2.3244 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8508   -1.3404    0.5071 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7003   -3.4409    0.9110 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4544   -4.3527    0.0205 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9499   -3.8778   -1.8433 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6297   -2.5212   -0.9292 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4863   -2.5246   -2.9205 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8714   -0.3659   -1.1948 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6677   -0.9043   -2.4543 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7354   -0.4055   -3.8970 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7000   -2.1362   -3.3704 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0435    1.2758   -2.7185 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6239    0.0547   -3.9480 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9421   -1.3321   -2.9111 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5272    0.2776   -3.5427 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8929   -0.5656   -4.3068 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0337    0.1063   -0.4555 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9328    2.0355   -0.7516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4673    0.2633    0.4583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2531   -2.5251    0.1224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1621   -1.0359   -2.0082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0589   -3.8878   -1.1792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2297   -3.4847   -2.5468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4667   -3.0719   -2.6617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3347   -0.5665   -0.8745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5626   -1.7829   -2.2115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1779   -3.6377   -0.7569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3606   -2.5429    0.1582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0266   -3.3722    1.2124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6665   -0.7768    1.3067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7201   -1.8870    2.9672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2036   -2.4854    3.6893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9005   -3.3452    2.3033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9753   -0.9830    3.6189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3827    0.4594    2.6947 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1442   -1.4303    2.9768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3581   -1.9844    3.6612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8157   -2.6140    2.0950 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8125   -2.6744   -0.7936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9502    3.6240    2.4146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3995    2.7693    2.8736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6971    3.5769    2.9541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3445    5.1279    2.1093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1391    7.0875   -0.8471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3658    5.5512   -0.1362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7032    4.3116   -0.5455 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1930    6.1318    0.3952 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3904    3.7777    1.6752 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6427    4.0364   -0.0978 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8332   -2.5242   -1.4852 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 45  1  0
 45 11  1  0
 11  9  1  0
  9 10  1  0
  9  8  1  0
  8  6  1  0
  6  7  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 32  1  0
 32 33  1  0
 33 42  1  0
 42 43  1  0
 42 44  1  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 36 37  2  0
 37 38  1  0
 37 39  1  0
 39 40  1  0
 39 41  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 17 30  2  0
 30 31  1  0
 45  2  1  0
 30 12  1  0
  6  5  1  0
 44 15  1  0
 41 34  1  0
 28 18  1  0
 24 19  1  0
  1 46  1  0
  1 47  1  0
  1 48  1  0
  2 49  1  1
  3 50  1  0
  3 51  1  0
  4 52  1  0
  4 53  1  0
  5 54  1  6
 45 97  1  6
 11 64  1  1
 10 61  1  0
 10 62  1  0
 10 63  1  0
  8 59  1  0
  8 60  1  0
  6 55  1  1
  7 56  1  0
  7 57  1  0
  7 58  1  0
 14 65  1  0
 33 87  1  1
 42 93  1  6
 43 94  1  0
 44 95  1  0
 44 96  1  0
 35 88  1  0
 36 89  1  0
 38 90  1  0
 40 91  1  0
 41 92  1  0
 18 66  1  1
 19 67  1  6
 20 68  1  6
 21 69  1  0
 21 70  1  0
 21 71  1  0
 22 72  1  0
 22 73  1  0
 23 74  1  0
 23 75  1  0
 24 76  1  1
 25 77  1  6
 26 78  1  0
 26 79  1  0
 26 80  1  0
 27 81  1  0
 27 82  1  0
 29 83  1  0
 29 84  1  0
 29 85  1  0
 31 86  1  0
M  END


  Mrv1652309082204192D          

 45 51  0  0  1  0            999 V2000
    0.8104   -4.7521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0654   -3.9674    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5804   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0654   -2.6326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500   -2.8875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5645   -2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5645   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645   -4.1250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5645   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934   -6.6000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7079   -6.1875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8794   -5.3805    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3274   -4.7674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6999   -5.2943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0354   -6.0480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223   -6.6000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4223   -7.4250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1368   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934   -7.4250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500   -7.8375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8500   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500  -11.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4210  -10.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355   -7.4250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4210   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  1  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  1  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 18 17  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  1  6  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 24 23  1  6  0  0  0
 19 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  1  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 18 28  1  0  0  0  0
 28 29  1  0  0  0  0
 17 30  2  0  0  0  0
 12 30  1  0  0  0  0
 30 31  1  0  0  0  0
 16 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  6  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  2  0  0  0  0
 34 41  1  0  0  0  0
 33 42  1  0  0  0  0
 42 43  1  1  0  0  0
 42 44  1  0  0  0  0
 15 44  1  0  0  0  0
 11 45  1  0  0  0  0
 45  2  1  6  0  0  0
  5 45  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0260230

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1CC[C@H]2[C@@H]1[C@@H](N(C)C[C@@H]2C)C1=C(O)C2=C(O[C@@H]([C@@H](O)C2)C2=CC=C(O)C(O)=C2)C([C@H]2[C@@H]3[C@@H](C)CC[C@@H]3[C@@H](C)CN2C)=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C37H52N2O6/c1-17-7-10-22-19(3)15-38(5)32(28(17)22)30-34(43)24-14-27(42)36(21-9-12-25(40)26(41)13-21)45-37(24)31(35(30)44)33-29-18(2)8-11-23(29)20(4)16-39(33)6/h9,12-13,17-20,22-23,27-29,32-33,36,40-44H,7-8,10-11,14-16H2,1-6H3/t17-,18-,19-,20-,22+,23+,27-,28+,29+,32+,33+,36+/m0/s1

> <INCHI_KEY>
DSKQOOJRLGQDOK-AFCSJWRJSA-N

> <FORMULA>
C37H52N2O6

> <MOLECULAR_WEIGHT>
620.831

> <EXACT_MASS>
620.382537402

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
97

> <JCHEM_AVERAGE_POLARIZABILITY>
69.49032693949421

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3S)-6,8-bis[(1R,4R,4aR,7S,7aR)-2,4,7-trimethyl-octahydro-1H-cyclopenta[c]pyridin-1-yl]-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol

> <JCHEM_LOGP>
3.6518227027187966

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
9.37916244548192

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.375571809977697

> <JCHEM_PKA_STRONGEST_BASIC>
11.395901809736673

> <JCHEM_POLAR_SURFACE_AREA>
116.86000000000001

> <JCHEM_REFRACTIVITY>
176.38789999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3S)-6,8-bis[(1R,4R,4aR,7S,7aR)-2,4,7-trimethyl-octahydrocyclopenta[c]pyridin-1-yl]-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0       1.513  -8.871   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.989  -7.406   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.083  -6.160   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.989  -4.914   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.453  -5.390   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.787  -4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.787  -3.080   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.121  -5.390   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       6.121  -6.930   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       7.454  -7.700   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.787  -7.700   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.787  -9.240   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.453 -10.010   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       2.120  -9.240   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       3.453 -11.550   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.787 -12.320   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.121 -11.550   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.454 -12.320   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.788 -11.550   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.108 -10.044   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.078  -8.899   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.640  -9.883   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      11.266 -11.290   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.122 -12.320   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      10.122 -13.860   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      11.455 -14.630   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.788 -14.630   0.000  0.00  0.00           C+0
HETATM   28  N   UNK     0       7.454 -13.860   0.000  0.00  0.00           N+0
HETATM   29  C   UNK     0       6.121 -14.630   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.121 -10.010   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       7.454  -9.240   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       4.787 -13.860   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       3.453 -14.630   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       3.453 -16.170   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       4.787 -16.940   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       4.787 -18.480   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       3.453 -19.250   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       3.453 -20.790   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       2.120 -18.480   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       0.786 -19.250   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       2.120 -16.940   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       2.120 -13.860   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0       0.786 -14.630   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0       2.120 -12.320   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       3.453  -6.930   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   45                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   45                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   45                                                  
CONECT   12   11   13   30                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   44                                                  
CONECT   16   15   17   32                                                  
CONECT   17   16   18   30                                                  
CONECT   18   17   19   28                                                  
CONECT   19   18   20   24                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   19   25                                                  
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   18   29                                                  
CONECT   29   28                                                            
CONECT   30   17   12   31                                                  
CONECT   31   30                                                            
CONECT   32   16   33                                                       
CONECT   33   32   34   42                                                  
CONECT   34   33   35   41                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   34                                                       
CONECT   42   33   43   44                                                  
CONECT   43   42                                                            
CONECT   44   42   15                                                       
CONECT   45   11    2    5                                                  
MASTER        0    0    0    0    0    0    0    0   45    0  102    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₇H₅₂N₂O₆

Average Mass

620.8310 Da

Monoisotopic Mass

620.38254 Da

IUPAC Name

(2R,3S)-6,8-bis[(1R,4R,4aR,7S,7aR)-2,4,7-trimethyl-octahydro-1H-cyclopenta[c]pyridin-1-yl]-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol

Traditional Name

(2R,3S)-6,8-bis[(1R,4R,4aR,7S,7aR)-2,4,7-trimethyl-octahydrocyclopenta[c]pyridin-1-yl]-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol

CAS Registry Number

Not Available

SMILES

C[C@H]1CC[C@H]2[C@@H]1[C@@H](N(C)C[C@@H]2C)C1=C(O)C2=C(O[C@@H]([C@@H](O)C2)C2=CC=C(O)C(O)=C2)C([C@H]2[C@@H]3[C@@H](C)CC[C@@H]3[C@@H](C)CN2C)=C1O

InChI Identifier

InChI=1S/C37H52N2O6/c1-17-7-10-22-19(3)15-38(5)32(28(17)22)30-34(43)24-14-27(42)36(21-9-12-25(40)26(41)13-21)45-37(24)31(35(30)44)33-29-18(2)8-11-23(29)20(4)16-39(33)6/h9,12-13,17-20,22-23,27-29,32-33,36,40-44H,7-8,10-11,14-16H2,1-6H3/t17-,18-,19-,20-,22+,23+,27-,28+,29+,32+,33+,36+/m0/s1

InChI Key

DSKQOOJRLGQDOK-AFCSJWRJSA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as catechins. Catechins are compounds containing a catechin moiety, which is a 3,4-dihydro-2-chromene-3,5.7-Tiol.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavans

Direct Parent

Catechins

Alternative Parents

Substituents

Catechin
8-prenylated flavan
6-prenylated flavan
3'-hydroxyflavonoid
Hydroxyflavonoid
3-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
1-benzopyran
Benzopyran
Chromane
Catechol
Alkyl aryl ether
Phenol
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
1-hydroxy-4-unsubstituted benzenoid
Monocyclic benzene moiety
Benzenoid
Piperidine
Tertiary aliphatic amine
Secondary alcohol
Tertiary amine
Polyol
Oxacycle
Azacycle
Organoheterocyclic compound
Ether
Amine
Organooxygen compound
Alcohol
Organic nitrogen compound
Hydrocarbon derivative
Organic oxygen compound
Organonitrogen compound
Organopnictogen 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	3.65	ChemAxon
pKa (Strongest Acidic)	7.38	ChemAxon
pKa (Strongest Basic)	11.4	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	116.86 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	176.39 m³·mol⁻¹	ChemAxon
Polarizability	69.49 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	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

163009766

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2r,3s)-6,8-bis[(1r,4r,4ar,7s,7ar)-2,4,7-trimethyl-octahydrocyclopenta[c]pyridin-1-yl]-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2h-1-benzopyran-3,5,7-triol (NP0260230)

MOL for NP0260230 ((2r,3s)-6,8-bis[(1r,4r,4ar,7s,7ar)-2,4,7-trimethyl-octahydrocyclopenta[c]pyridin-1-yl]-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2h-1-benzopyran-3,5,7-triol)

3D MOL for NP0260230 ((2r,3s)-6,8-bis[(1r,4r,4ar,7s,7ar)-2,4,7-trimethyl-octahydrocyclopenta[c]pyridin-1-yl]-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2h-1-benzopyran-3,5,7-triol)

3D SDF for NP0260230 ((2r,3s)-6,8-bis[(1r,4r,4ar,7s,7ar)-2,4,7-trimethyl-octahydrocyclopenta[c]pyridin-1-yl]-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2h-1-benzopyran-3,5,7-triol)

3D-SDF for NP0260230 ((2r,3s)-6,8-bis[(1r,4r,4ar,7s,7ar)-2,4,7-trimethyl-octahydrocyclopenta[c]pyridin-1-yl]-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2h-1-benzopyran-3,5,7-triol)

PDB for NP0260230 ((2r,3s)-6,8-bis[(1r,4r,4ar,7s,7ar)-2,4,7-trimethyl-octahydrocyclopenta[c]pyridin-1-yl]-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2h-1-benzopyran-3,5,7-triol)

3D PDB for NP0260230 ((2r,3s)-6,8-bis[(1r,4r,4ar,7s,7ar)-2,4,7-trimethyl-octahydrocyclopenta[c]pyridin-1-yl]-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2h-1-benzopyran-3,5,7-triol)

SMILES for NP0260230 ((2r,3s)-6,8-bis[(1r,4r,4ar,7s,7ar)-2,4,7-trimethyl-octahydrocyclopenta[c]pyridin-1-yl]-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2h-1-benzopyran-3,5,7-triol)

INCHI for NP0260230 ((2r,3s)-6,8-bis[(1r,4r,4ar,7s,7ar)-2,4,7-trimethyl-octahydrocyclopenta[c]pyridin-1-yl]-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2h-1-benzopyran-3,5,7-triol)

Structure for NP0260230 ((2r,3s)-6,8-bis[(1r,4r,4ar,7s,7ar)-2,4,7-trimethyl-octahydrocyclopenta[c]pyridin-1-yl]-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2h-1-benzopyran-3,5,7-triol)

3D Structure for NP0260230 ((2r,3s)-6,8-bis[(1r,4r,4ar,7s,7ar)-2,4,7-trimethyl-octahydrocyclopenta[c]pyridin-1-yl]-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2h-1-benzopyran-3,5,7-triol)