NP-MRD: Showing NP-Card for 1-(3-{[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-8-yl]methyl}-2,4-dihydroxy-6-methoxy-5-methylphenyl)-2-methylbutan-1-one (NP0249828)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-07 12:30:07 UTC

Updated at

2022-09-07 12:30:07 UTC

NP-MRD ID

NP0249828

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1-(3-{[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-8-yl]methyl}-2,4-dihydroxy-6-methoxy-5-methylphenyl)-2-methylbutan-1-one

Description

1-(3-{[2-(3,4-Dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-8-yl]methyl}-2,4-dihydroxy-6-methoxy-5-methylphenyl)-2-methylbutan-1-one 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. 1-(3-{[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-8-yl]methyl}-2,4-dihydroxy-6-methoxy-5-methylphenyl)-2-methylbutan-1-one is found in Agrimonia pilosa. Based on a literature review very few articles have been published on 1-(3-{[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-8-yl]methyl}-2,4-dihydroxy-6-methoxy-5-methylphenyl)-2-methylbutan-1-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072214302D          

 39 42  0  0  0  0            999 V2000
   -1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    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
   -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 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   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
   -1.9139    0.1576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    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
   -2.8579    3.3000    0.0000 C   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
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  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
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 12 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  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
 22 29  1  0  0  0  0
 21 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 18 32  1  0  0  0  0
 10 33  2  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  2  0  0  0  0
  7 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
M  END

     RDKit          3D

 71 74  0  0  0  0  0  0  0  0999 V2000
   -7.8773   -0.5505    0.1576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3403   -0.3015    0.1551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7180   -1.3964   -0.6248 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.1757   -1.4234   -2.0369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3286   -1.6397   -0.3315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1284   -2.8387    0.1848 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1611   -0.8132   -0.4983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9111   -1.3736   -0.0533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8622   -2.5874    0.4545 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7224   -0.6433   -0.1582 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5270   -1.2115    0.4215 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9425   -0.6356    1.7022 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2261   -0.7867    2.8455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9381   -1.4944    2.9481 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7220   -0.1704    4.0063 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8795    0.5585    4.0057 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3800    1.1755    5.1437 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5947    0.6943    2.8138 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1382    0.1040    1.6731 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8948    0.2437    0.4825 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2871    0.4242    0.7788 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1830    0.2912   -0.3521 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0072    0.8214   -1.6065 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9161    0.6083   -2.6125 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0680   -0.1589   -2.4102 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9428   -0.3358   -3.4686 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2754   -0.7023   -1.1676 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3988   -1.4640   -0.9304 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3385   -0.4691   -0.1754 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3960    1.7188    1.5031 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6995    2.7598    0.8487 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8378    1.5303    2.8931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7409    0.6030   -0.6848 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4270    1.3466   -0.8024 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8934    1.1913   -1.1251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9315    2.5861   -1.6776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0779    0.4436   -1.0138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1855    1.1211   -1.5051 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5069    1.1677   -2.8844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3198    0.1195    0.8977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2247   -0.4641   -0.8731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0292   -1.6025    0.5133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2270    0.7108   -0.2270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0783   -0.3101    1.2308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3122   -2.3461   -0.1601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8132   -0.5776   -2.3237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3430   -1.6083   -2.7583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8406   -2.3278   -2.1944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1614   -3.3852    0.7301 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3456   -1.1218   -0.3526 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3696   -2.3065    0.5048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4486   -1.6012    3.7903 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1767   -0.2720    4.9417 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2085    1.7115    5.1922 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5566   -0.3697    1.5357 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1101    1.4199   -1.7752 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7836    1.0210   -3.6072 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7818   -0.8671   -3.4142 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0644   -1.6276   -1.6518 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5391   -0.9099    0.7756 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4729    2.0611    1.5835 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0874    2.3215    0.2167 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5693    0.9330    3.4654 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6093    2.5129    3.3691 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4019    2.2581   -1.1997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9802    2.9827   -1.5064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3039    3.2256   -1.0212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7202    2.6583   -2.7362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2106    0.2934   -3.4615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5954    1.3312   -2.9937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0514    2.0828   -3.3894 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
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 30  1  0
 30 31  1  0
 30 32  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 27 29  2  0
 10 33  2  0
 33 34  1  0
 33 35  1  0
 35 36  1  0
 35 37  2  0
 37 38  1  0
 38 39  1  0
 37  7  1  0
 19 12  1  0
 29 22  1  0
 32 18  1  0
  1 40  1  0
  1 41  1  0
  1 42  1  0
  2 43  1  0
  2 44  1  0
  3 45  1  1
  4 46  1  0
  4 47  1  0
  4 48  1  0
  9 49  1  0
 11 50  1  0
 11 51  1  0
 14 52  1  0
 15 53  1  0
 17 54  1  0
 21 55  1  1
 30 61  1  1
 31 62  1  0
 32 63  1  0
 32 64  1  0
 23 56  1  0
 24 57  1  0
 26 58  1  0
 28 59  1  0
 29 60  1  0
 34 65  1  0
 36 66  1  0
 36 67  1  0
 36 68  1  0
 39 69  1  0
 39 70  1  0
 39 71  1  0
M  END


  Mrv1652309072214302D          

 39 42  0  0  0  0            999 V2000
   -1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    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
   -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 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   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
   -1.9139    0.1576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    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
   -2.8579    3.3000    0.0000 C   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
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  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
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 12 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  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
 22 29  1  0  0  0  0
 21 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 18 32  1  0  0  0  0
 10 33  2  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  2  0  0  0  0
  7 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0249828

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(C)C(=O)C1=C(O)C(CC2=C(O)C=C(O)C3=C2OC(C(O)C3)C2=CC=C(O)C(O)=C2)=C(O)C(C)=C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C29H32O10/c1-5-12(2)24(35)23-26(37)17(25(36)13(3)27(23)38-4)9-15-19(31)11-20(32)16-10-22(34)28(39-29(15)16)14-6-7-18(30)21(33)8-14/h6-8,11-12,22,28,30-34,36-37H,5,9-10H2,1-4H3

> <INCHI_KEY>
AXODAJZSINDBPB-UHFFFAOYSA-N

> <FORMULA>
C29H32O10

> <MOLECULAR_WEIGHT>
540.565

> <EXACT_MASS>
540.19954723

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
71

> <JCHEM_AVERAGE_POLARIZABILITY>
54.85088418882954

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-(3-{[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-8-yl]methyl}-2,4-dihydroxy-6-methoxy-5-methylphenyl)-2-methylbutan-1-one

> <JCHEM_LOGP>
5.5312588316666655

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.39914886185943

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.551269085019531

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2894313951339846

> <JCHEM_POLAR_SURFACE_AREA>
177.14

> <JCHEM_REFRACTIVITY>
143.40829999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
1-(3-{[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-8-yl]methyl}-2,4-dihydroxy-6-methoxy-5-methylphenyl)-2-methylbutan-1-one

> <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  C   UNK     0      -2.667   9.240   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334   8.470   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -4.001   6.930   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.000   4.620   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -2.667  -0.000   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       2.667  -0.000   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       9.336   2.310   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       8.002  -0.000   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       9.336  -0.770   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -3.573   0.294   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      -5.335   4.620   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      -5.335   6.160   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   37                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   33                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   19                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   32                                                  
CONECT   19   18   12   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   30                                                  
CONECT   22   21   23   29                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   22                                                       
CONECT   30   21   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   18                                                       
CONECT   33   10   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35    7   38                                                  
CONECT   38   37   39                                                       
CONECT   39   38                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   84    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₉H₃₂O₁₀

Average Mass

540.5650 Da

Monoisotopic Mass

540.19955 Da

IUPAC Name

1-(3-{[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-8-yl]methyl}-2,4-dihydroxy-6-methoxy-5-methylphenyl)-2-methylbutan-1-one

Traditional Name

1-(3-{[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-8-yl]methyl}-2,4-dihydroxy-6-methoxy-5-methylphenyl)-2-methylbutan-1-one

CAS Registry Number

Not Available

SMILES

CCC(C)C(=O)C1=C(O)C(CC2=C(O)C=C(O)C3=C2OC(C(O)C3)C2=CC=C(O)C(O)=C2)=C(O)C(C)=C1OC

InChI Identifier

InChI=1S/C29H32O10/c1-5-12(2)24(35)23-26(37)17(25(36)13(3)27(23)38-4)9-15-19(31)11-20(32)16-10-22(34)28(39-29(15)16)14-6-7-18(30)21(33)8-14/h6-8,11-12,22,28,30-34,36-37H,5,9-10H2,1-4H3

InChI Key

AXODAJZSINDBPB-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
Agrimonia pilosa	LOTUS Database	35616633

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
Linear 1,7-diphenylheptane skeleton
3'-hydroxyflavonoid
3-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Hydroxyflavonoid
Alkyl-phenylketone
Butyrophenone
Chromane
Benzopyran
Methoxyphenol
1-benzopyran
Phenylketone
Phenylpropane
Phenoxy compound
Anisole
Benzoyl
Methoxybenzene
Catechol
Aryl alkyl ketone
Aryl ketone
O-cresol
P-cresol
Phenol ether
Resorcinol
Toluene
Phenol
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Vinylogous acid
Secondary alcohol
Ketone
Organoheterocyclic compound
Oxacycle
Polyol
Ether
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Alcohol
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	5.53	ChemAxon
pKa (Strongest Acidic)	6.55	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	177.14 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	143.41 m³·mol⁻¹	ChemAxon
Polarizability	54.85 Å³	ChemAxon
Number of Rings	4	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

74977167

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 1-(3-{[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-8-yl]methyl}-2,4-dihydroxy-6-methoxy-5-methylphenyl)-2-methylbutan-1-one (NP0249828)

MOL for NP0249828 (1-(3-{[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-8-yl]methyl}-2,4-dihydroxy-6-methoxy-5-methylphenyl)-2-methylbutan-1-one)

3D MOL for NP0249828 (1-(3-{[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-8-yl]methyl}-2,4-dihydroxy-6-methoxy-5-methylphenyl)-2-methylbutan-1-one)

3D SDF for NP0249828 (1-(3-{[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-8-yl]methyl}-2,4-dihydroxy-6-methoxy-5-methylphenyl)-2-methylbutan-1-one)

3D-SDF for NP0249828 (1-(3-{[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-8-yl]methyl}-2,4-dihydroxy-6-methoxy-5-methylphenyl)-2-methylbutan-1-one)

PDB for NP0249828 (1-(3-{[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-8-yl]methyl}-2,4-dihydroxy-6-methoxy-5-methylphenyl)-2-methylbutan-1-one)

3D PDB for NP0249828 (1-(3-{[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-8-yl]methyl}-2,4-dihydroxy-6-methoxy-5-methylphenyl)-2-methylbutan-1-one)

SMILES for NP0249828 (1-(3-{[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-8-yl]methyl}-2,4-dihydroxy-6-methoxy-5-methylphenyl)-2-methylbutan-1-one)

INCHI for NP0249828 (1-(3-{[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-8-yl]methyl}-2,4-dihydroxy-6-methoxy-5-methylphenyl)-2-methylbutan-1-one)

Structure for NP0249828 (1-(3-{[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-8-yl]methyl}-2,4-dihydroxy-6-methoxy-5-methylphenyl)-2-methylbutan-1-one)

3D Structure for NP0249828 (1-(3-{[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-8-yl]methyl}-2,4-dihydroxy-6-methoxy-5-methylphenyl)-2-methylbutan-1-one)