NP-MRD: Showing NP-Card for (2s)-1-(5,7-dimethoxy-2-oxochromen-6-yl)-3-hydroxy-3-methylbutan-2-yl (2e)-3-[6-hydroxy-2,4-dimethoxy-3-(3-methylbut-2-en-1-yl)phenyl]prop-2-enoate (NP0146522)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-02 01:56:14 UTC

Updated at

2022-09-02 01:56:14 UTC

NP-MRD ID

NP0146522

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s)-1-(5,7-dimethoxy-2-oxochromen-6-yl)-3-hydroxy-3-methylbutan-2-yl (2e)-3-[6-hydroxy-2,4-dimethoxy-3-(3-methylbut-2-en-1-yl)phenyl]prop-2-enoate

Description

CHEMBL3235991 belongs to the class of organic compounds known as hydroxycinnamic acids. Hydroxycinnamic acids are compounds containing an cinnamic acid where the benzene ring is hydroxylated. (2s)-1-(5,7-dimethoxy-2-oxochromen-6-yl)-3-hydroxy-3-methylbutan-2-yl (2e)-3-[6-hydroxy-2,4-dimethoxy-3-(3-methylbut-2-en-1-yl)phenyl]prop-2-enoate is found in Toddalia asiatica. Based on a literature review very few articles have been published on CHEMBL3235991.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022203562D          

 42 44  0  0  1  0            999 V2000
   -0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   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    1.6500    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    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.0625    0.0000 C   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   -3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -3.3000    0.0000 O   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
    1.4289   -1.6500    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   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4138   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5888    0.3020    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 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
    0.7145    2.0625    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
   -0.7145    2.0625    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
   -1.4289    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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 13 12  1  6  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 16 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
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 20 26  1  0  0  0  0
 26 27  2  0  0  0  0
 15 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 13 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 30 33  1  0  0  0  0
  7 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 34 37  2  0  0  0  0
  3 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 40 42  1  0  0  0  0
M  END

     RDKit          3D

 80 82  0  0  0  0  0  0  0  0999 V2000
    7.2062   -2.9970    1.1886 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8492   -2.0087    0.2563 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5686   -1.4956    0.1959 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6084   -1.9537    1.0637 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3398   -1.4627    1.0247 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4056   -1.9560    1.9205 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9212   -0.4702    0.1137 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5522   -0.0173    0.1569 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0171    0.9610   -0.4916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4174    1.3101   -0.3471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8915    2.2683   -0.9983 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2503    0.6153    0.4810 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6600    0.9340    0.6429 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3931   -0.1828    0.0648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8419   -0.2165    0.0436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5761   -0.7056    1.0831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9558   -1.2467    2.2102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7532   -1.7389    3.2566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9656   -0.6851    1.0511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6526   -0.1751   -0.0249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9711   -0.1482   -0.0711 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6607    0.3290   -1.0769 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9390    0.3150   -1.0364 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9857    0.8395   -2.1644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6063    0.8281   -2.1517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8867    0.3137   -1.0674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5188    0.3028   -1.0537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8200    0.8136   -2.1430 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4858   -0.0569   -3.2003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8206    1.3594    2.0430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4294    0.3973    3.0992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2096    1.9115    2.2673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9680    2.5092    2.2624 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9017   -0.0378   -0.7378 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6683    0.9255   -1.7083 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3091    0.5329   -3.0385 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2160   -0.5310   -0.7124 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2412   -0.0260   -1.6557 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1610    0.9053   -0.9581 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4644    0.7901   -0.8714 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2235   -0.3324   -1.4860 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2380    1.8419   -0.1131 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8049   -3.9852    0.8763 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3130   -3.0857    1.1754 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9044   -2.7405    2.2251 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9195   -2.7205    1.7722 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6846   -2.6642    2.5773 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8616   -0.5729    0.8220 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6063    1.5596   -1.1336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7779    1.8253   -0.0650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0157   -1.1533    0.5041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0543   -0.2755   -1.0173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1618   -2.1306    4.1009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4125   -0.9322    3.6686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4131   -2.5623    2.8933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5356   -1.0779    1.8903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5553    1.2350   -2.9971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0420    1.2161   -2.9770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2497   -0.0639   -4.0061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4876    0.2678   -3.5936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4467   -1.0869   -2.7938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3363   -0.6305    2.6871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4170    0.6421    3.4772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0921    0.4253    4.0041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7848    2.0238    1.3075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8069    1.3343    2.9744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2006    2.9558    2.6783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1217    2.2355    1.8277 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2475    0.6644   -3.2513 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6485   -0.5193   -3.1666 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8635    1.1368   -3.8004 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8331   -0.8742   -2.0980 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7885    0.5598   -2.4938 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6775    1.7733   -0.4724 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2827    0.0308   -1.6569 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7800   -0.5112   -2.4987 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2098   -1.2116   -0.8412 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7895    2.8245   -0.3656 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2844    1.8523   -0.4998 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1797    1.6766    0.9837 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  1  0
 13 30  1  0
 30 31  1  0
 30 32  1  0
 30 33  1  0
  7 34  1  0
 34 35  1  0
 35 36  1  0
 34 37  2  0
 37 38  1  0
 38 39  1  0
 39 40  2  3
 40 41  1  0
 40 42  1  0
 37  3  1  0
 27 15  1  0
 26 20  1  0
  1 43  1  0
  1 44  1  0
  1 45  1  0
  4 46  1  0
  6 47  1  0
  8 48  1  0
  9 49  1  0
 13 50  1  6
 14 51  1  0
 14 52  1  0
 18 53  1  0
 18 54  1  0
 18 55  1  0
 19 56  1  0
 24 57  1  0
 25 58  1  0
 29 59  1  0
 29 60  1  0
 29 61  1  0
 31 62  1  0
 31 63  1  0
 31 64  1  0
 32 65  1  0
 32 66  1  0
 32 67  1  0
 33 68  1  0
 36 69  1  0
 36 70  1  0
 36 71  1  0
 38 72  1  0
 38 73  1  0
 39 74  1  0
 41 75  1  0
 41 76  1  0
 41 77  1  0
 42 78  1  0
 42 79  1  0
 42 80  1  0
M  END


  Mrv1652309022203562D          

 42 44  0  0  1  0            999 V2000
   -0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   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    1.6500    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    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.0625    0.0000 C   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   -3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -3.3000    0.0000 O   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
    1.4289   -1.6500    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   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4138   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5888    0.3020    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 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
    0.7145    2.0625    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
   -0.7145    2.0625    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
   -1.4289    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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 13 12  1  6  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 16 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
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 20 26  1  0  0  0  0
 26 27  2  0  0  0  0
 15 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 13 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 30 33  1  0  0  0  0
  7 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 34 37  2  0  0  0  0
  3 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 40 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0146522

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(O)=C(\C=C\C(=O)O[C@@H](CC2=C(OC)C=C3OC(=O)C=CC3=C2OC)C(C)(C)O)C(OC)=C1CC=C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C32H38O10/c1-18(2)9-10-20-24(37-5)16-23(33)19(30(20)39-7)11-13-29(35)42-27(32(3,4)36)15-22-25(38-6)17-26-21(31(22)40-8)12-14-28(34)41-26/h9,11-14,16-17,27,33,36H,10,15H2,1-8H3/b13-11+/t27-/m0/s1

> <INCHI_KEY>
KDIPEMZSOZWDHL-OTQLOIIPSA-N

> <FORMULA>
C32H38O10

> <MOLECULAR_WEIGHT>
582.646

> <EXACT_MASS>
582.246497424

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
80

> <JCHEM_AVERAGE_POLARIZABILITY>
61.409938422160394

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-1-(5,7-dimethoxy-2-oxo-2H-chromen-6-yl)-3-hydroxy-3-methylbutan-2-yl (2E)-3-[6-hydroxy-2,4-dimethoxy-3-(3-methylbut-2-en-1-yl)phenyl]prop-2-enoate

> <ALOGPS_LOGP>
4.75

> <JCHEM_LOGP>
5.199695137

> <ALOGPS_LOGS>
-5.36

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.290570142382549

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.188833315802373

> <JCHEM_PKA_STRONGEST_BASIC>
-3.109106122652878

> <JCHEM_POLAR_SURFACE_AREA>
129.98000000000002

> <JCHEM_REFRACTIVITY>
159.78320000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.53e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-1-(5,7-dimethoxy-2-oxochromen-6-yl)-3-hydroxy-3-methylbutan-2-yl (2E)-3-[6-hydroxy-2,4-dimethoxy-3-(3-methylbut-2-en-1-yl)phenyl]prop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0      -1.334   5.390   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.000   6.160   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.334   5.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001   5.390   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       5.335   6.160   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335   3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668   0.770   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       8.002   1.540   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       8.002  -1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668  -3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       8.002  -6.160   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.335  -6.160   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.667  -6.160   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -0.000  -6.160   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       1.334  -3.850   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.001  -3.850   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       5.335  -1.540   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      10.106  -2.104   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       8.566   0.564   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       2.667   3.080   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       1.334   0.770   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       0.000   3.080   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -2.667   3.080   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   37                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   34                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   30                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   27                                                  
CONECT   16   15   17   19                                                  
CONECT   17   16   18                                                       
CONECT   18   17                                                            
CONECT   19   16   20                                                       
CONECT   20   19   21   26                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   20   27                                                  
CONECT   27   26   15   28                                                  
CONECT   28   27   29                                                       
CONECT   29   28                                                            
CONECT   30   13   31   32   33                                             
CONECT   31   30                                                            
CONECT   32   30                                                            
CONECT   33   30                                                            
CONECT   34    7   35   37                                                  
CONECT   35   34   36                                                       
CONECT   36   35                                                            
CONECT   37   34    3   38                                                  
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   88    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₂H₃₈O₁₀

Average Mass

582.6460 Da

Monoisotopic Mass

582.24650 Da

IUPAC Name

(2S)-1-(5,7-dimethoxy-2-oxo-2H-chromen-6-yl)-3-hydroxy-3-methylbutan-2-yl (2E)-3-[6-hydroxy-2,4-dimethoxy-3-(3-methylbut-2-en-1-yl)phenyl]prop-2-enoate

Traditional Name

(2S)-1-(5,7-dimethoxy-2-oxochromen-6-yl)-3-hydroxy-3-methylbutan-2-yl (2E)-3-[6-hydroxy-2,4-dimethoxy-3-(3-methylbut-2-en-1-yl)phenyl]prop-2-enoate

CAS Registry Number

Not Available

SMILES

COC1=CC(O)=C(\C=C\C(=O)O[C@@H](CC2=C(OC)C=C3OC(=O)C=CC3=C2OC)C(C)(C)O)C(OC)=C1CC=C(C)C

InChI Identifier

InChI=1S/C32H38O10/c1-18(2)9-10-20-24(37-5)16-23(33)19(30(20)39-7)11-13-29(35)42-27(32(3,4)36)15-22-25(38-6)17-26-21(31(22)40-8)12-14-28(34)41-26/h9,11-14,16-17,27,33,36H,10,15H2,1-8H3/b13-11+/t27-/m0/s1

InChI Key

KDIPEMZSOZWDHL-OTQLOIIPSA-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
Toddalia asiatica	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxycinnamic acids. Hydroxycinnamic acids are compounds containing an cinnamic acid where the benzene ring is hydroxylated.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Hydroxycinnamic acids and derivatives

Direct Parent

Hydroxycinnamic acids

Alternative Parents

Substituents

Cinnamic acid ester
Hydroxycinnamic acid
Coumarin
1-benzopyran
Methoxyphenol
Dimethoxybenzene
M-dimethoxybenzene
Benzopyran
Phenoxy compound
Styrene
Phenol ether
Methoxybenzene
Anisole
Pyranone
1-hydroxy-2-unsubstituted benzenoid
Fatty acid ester
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Fatty acyl
Benzenoid
Pyran
Tertiary alcohol
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Heteroaromatic compound
Carboxylic acid ester
Lactone
Oxacycle
Ether
Organoheterocyclic compound
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organic oxide
Carbonyl group
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	4.75	ALOGPS
logP	5.2	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	9.19	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	129.98 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	159.78 m³·mol⁻¹	ChemAxon
Polarizability	61.41 Å³	ChemAxon
Number of Rings	3	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

34238966

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

90655367

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s)-1-(5,7-dimethoxy-2-oxochromen-6-yl)-3-hydroxy-3-methylbutan-2-yl (2e)-3-[6-hydroxy-2,4-dimethoxy-3-(3-methylbut-2-en-1-yl)phenyl]prop-2-enoate (NP0146522)

MOL for NP0146522 ((2s)-1-(5,7-dimethoxy-2-oxochromen-6-yl)-3-hydroxy-3-methylbutan-2-yl (2e)-3-[6-hydroxy-2,4-dimethoxy-3-(3-methylbut-2-en-1-yl)phenyl]prop-2-enoate)

3D MOL for NP0146522 ((2s)-1-(5,7-dimethoxy-2-oxochromen-6-yl)-3-hydroxy-3-methylbutan-2-yl (2e)-3-[6-hydroxy-2,4-dimethoxy-3-(3-methylbut-2-en-1-yl)phenyl]prop-2-enoate)

3D SDF for NP0146522 ((2s)-1-(5,7-dimethoxy-2-oxochromen-6-yl)-3-hydroxy-3-methylbutan-2-yl (2e)-3-[6-hydroxy-2,4-dimethoxy-3-(3-methylbut-2-en-1-yl)phenyl]prop-2-enoate)

3D-SDF for NP0146522 ((2s)-1-(5,7-dimethoxy-2-oxochromen-6-yl)-3-hydroxy-3-methylbutan-2-yl (2e)-3-[6-hydroxy-2,4-dimethoxy-3-(3-methylbut-2-en-1-yl)phenyl]prop-2-enoate)

PDB for NP0146522 ((2s)-1-(5,7-dimethoxy-2-oxochromen-6-yl)-3-hydroxy-3-methylbutan-2-yl (2e)-3-[6-hydroxy-2,4-dimethoxy-3-(3-methylbut-2-en-1-yl)phenyl]prop-2-enoate)

3D PDB for NP0146522 ((2s)-1-(5,7-dimethoxy-2-oxochromen-6-yl)-3-hydroxy-3-methylbutan-2-yl (2e)-3-[6-hydroxy-2,4-dimethoxy-3-(3-methylbut-2-en-1-yl)phenyl]prop-2-enoate)

SMILES for NP0146522 ((2s)-1-(5,7-dimethoxy-2-oxochromen-6-yl)-3-hydroxy-3-methylbutan-2-yl (2e)-3-[6-hydroxy-2,4-dimethoxy-3-(3-methylbut-2-en-1-yl)phenyl]prop-2-enoate)

INCHI for NP0146522 ((2s)-1-(5,7-dimethoxy-2-oxochromen-6-yl)-3-hydroxy-3-methylbutan-2-yl (2e)-3-[6-hydroxy-2,4-dimethoxy-3-(3-methylbut-2-en-1-yl)phenyl]prop-2-enoate)

Structure for NP0146522 ((2s)-1-(5,7-dimethoxy-2-oxochromen-6-yl)-3-hydroxy-3-methylbutan-2-yl (2e)-3-[6-hydroxy-2,4-dimethoxy-3-(3-methylbut-2-en-1-yl)phenyl]prop-2-enoate)

3D Structure for NP0146522 ((2s)-1-(5,7-dimethoxy-2-oxochromen-6-yl)-3-hydroxy-3-methylbutan-2-yl (2e)-3-[6-hydroxy-2,4-dimethoxy-3-(3-methylbut-2-en-1-yl)phenyl]prop-2-enoate)