NP-MRD: Showing NP-Card for methyl 3-(3,4-dihydroxyphenyl)-2-[4-(3-{[2-(3,4-dihydroxyphenyl)ethenyl]oxy}-3-oxoprop-1-en-1-yl)-2-hydroxyphenoxy]prop-2-enoate (NP0217745)

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Record Information

Version

2.0

Created at

2022-09-05 18:11:33 UTC

Updated at

2022-09-05 18:11:33 UTC

NP-MRD ID

NP0217745

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 3-(3,4-dihydroxyphenyl)-2-[4-(3-{[2-(3,4-dihydroxyphenyl)ethenyl]oxy}-3-oxoprop-1-en-1-yl)-2-hydroxyphenoxy]prop-2-enoate

Description

Methyl 3-(3,4-dihydroxyphenyl)-2-[4-(3-{[2-(3,4-dihydroxyphenyl)ethenyl]oxy}-3-oxoprop-1-en-1-yl)-2-hydroxyphenoxy]prop-2-enoate belongs to the class of organic compounds known as phenylpyruvic acid derivatives. Phenylpyruvic acid derivatives are compounds containing a phenylpyruvic acid moiety, which consists of a phenyl group substituted at the second position by an pyruvic acid. methyl 3-(3,4-dihydroxyphenyl)-2-[4-(3-{[2-(3,4-dihydroxyphenyl)ethenyl]oxy}-3-oxoprop-1-en-1-yl)-2-hydroxyphenoxy]prop-2-enoate is found in Cordia sebestena. Based on a literature review very few articles have been published on methyl 3-(3,4-dihydroxyphenyl)-2-[4-(3-{[2-(3,4-dihydroxyphenyl)ethenyl]oxy}-3-oxoprop-1-en-1-yl)-2-hydroxyphenoxy]prop-2-enoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052220112D          

 37 39  0  0  0  0            999 V2000
    2.1434   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  4  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
  7 14  1  0  0  0  0
  5 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 20 19  1  4  0  0  0
 20 21  2  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
 25 24  1  4  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  2  0  0  0  0
 27 34  1  0  0  0  0
 19 35  1  0  0  0  0
 35 36  2  0  0  0  0
 16 36  1  0  0  0  0
 36 37  1  0  0  0  0
M  END

     RDKit          3D

 59 61  0  0  0  0  0  0  0  0999 V2000
   -4.1043   -1.8878   -3.1992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0631   -1.8190   -1.7895 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9775   -1.0057   -1.0624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7775   -0.3950   -1.8065 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9413   -0.9318    0.3598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7412   -0.2453    1.1041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8186    0.5558    0.5430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8573    1.9327    0.7902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8628    2.7438    0.3435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9078    2.1876   -0.3958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9166    3.0290   -0.8393 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8969    0.8409   -0.6533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9170    0.2775   -1.3789 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8727    0.0512   -0.1904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9400   -1.6828    1.0120 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5979   -1.3861    0.8464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1164   -0.3867    0.0754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7361   -0.1769   -0.0190 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1740   -0.9545    0.6487 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5875   -0.7194    0.5361 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0990    0.2284   -0.1899 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5727    0.4145   -0.2605 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9992    1.3402   -0.9729 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4509   -0.3662    0.4050 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8316   -0.3046    0.4284 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6084    0.5343   -0.1946 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0434    0.4642   -0.0642 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6722   -0.4726    0.7083 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0668   -0.5472    0.8402 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8311    0.3758    0.1515 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2050    0.3434    0.2490 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2360    1.3321   -0.6346 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0271    2.2429   -1.3123 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8658    1.3590   -0.7275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3318   -1.9816    1.4406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6861   -2.1685    1.5182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1387   -3.2120    2.3261 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1587   -1.7870   -3.5817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7488   -2.8662   -3.5732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5086   -1.0513   -3.6503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6187   -0.2530    2.2198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0150    2.3338    1.3768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8572    3.8143    0.5573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8805    3.9951   -0.6282 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6997    0.8010   -1.7481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8884   -1.0370   -0.3836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7568    0.2513   -0.4668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4345    0.6590   -0.6694 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2585   -1.3869    1.1017 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4607    0.8843   -0.7443 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2456   -1.1028    1.0815 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2340    1.3294   -0.8428 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1470   -1.2197    1.2706 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5398   -1.2935    1.4539 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.6884   -0.3399    0.8138 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6883    2.9683   -1.9028 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3704    2.1058   -1.3429 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3833   -2.5948    1.9670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5182   -3.8198    2.8423 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
  3  5  1  0
  5 15  1  0
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 17 18  1  0
 18 19  2  0
 19 20  1  0
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 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 32 34  2  0
 19 35  1  0
 35 36  2  0
 36 37  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  2  0
 36 16  1  0
 14  7  1  0
 34 27  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
 17 47  1  0
 18 48  1  0
 20 49  1  0
 21 50  1  0
 25 51  1  0
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 29 54  1  0
 31 55  1  0
 33 56  1  0
 34 57  1  0
 35 58  1  0
 37 59  1  0
  6 41  1  0
  8 42  1  0
  9 43  1  0
 11 44  1  0
 13 45  1  0
 14 46  1  0
M  END


  Mrv1652309052220112D          

 37 39  0  0  0  0            999 V2000
    2.1434   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  4  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
  7 14  1  0  0  0  0
  5 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 20 19  1  4  0  0  0
 20 21  2  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
 25 24  1  4  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  2  0  0  0  0
 27 34  1  0  0  0  0
 19 35  1  0  0  0  0
 35 36  2  0  0  0  0
 16 36  1  0  0  0  0
 36 37  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0217745

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C(OC1=CC=C(C=CC(=O)OC=CC2=CC=C(O)C(O)=C2)C=C1O)=CC1=CC=C(O)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C27H22O10/c1-35-27(34)25(15-18-3-7-20(29)22(31)14-18)37-24-8-4-16(13-23(24)32)5-9-26(33)36-11-10-17-2-6-19(28)21(30)12-17/h2-15,28-32H,1H3

> <INCHI_KEY>
QTWJTZJHMWBPEU-UHFFFAOYSA-N

> <FORMULA>
C27H22O10

> <MOLECULAR_WEIGHT>
506.463

> <EXACT_MASS>
506.121296908

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
51.38917716206623

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 3-(3,4-dihydroxyphenyl)-2-[4-(3-{[2-(3,4-dihydroxyphenyl)ethenyl]oxy}-3-oxoprop-1-en-1-yl)-2-hydroxyphenoxy]prop-2-enoate

> <JCHEM_LOGP>
4.932563064999999

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.218776785742936

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.718003267815526

> <JCHEM_PKA_STRONGEST_BASIC>
-5.147695069325365

> <JCHEM_POLAR_SURFACE_AREA>
162.98

> <JCHEM_REFRACTIVITY>
135.1925

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
methyl 3-(3,4-dihydroxyphenyl)-2-[4-(3-{[2-(3,4-dihydroxyphenyl)ethenyl]oxy}-3-oxoprop-1-en-1-yl)-2-hydroxyphenoxy]prop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0       4.001 -14.630   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       5.335 -13.860   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       5.335 -12.320   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       4.001 -11.550   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       6.668 -11.550   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.002 -12.320   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.002 -13.860   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.336 -14.630   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.336 -16.170   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.002 -16.940   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       8.002 -18.480   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       6.668 -16.170   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       5.335 -16.940   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       6.668 -14.630   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       6.668 -10.010   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       8.002  -9.240   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.003  -6.930   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      13.337  -7.700   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      14.670  -6.930   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      16.004  -7.700   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      14.670  -5.390   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      16.004  -4.620   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      16.004  -3.080   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      17.338  -2.310   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      17.338  -0.770   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      18.672  -0.000   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      20.005  -0.770   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      21.339  -0.000   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      20.005  -2.310   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      21.339  -3.080   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      18.672  -3.080   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      10.669  -9.240   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       9.336 -10.010   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       9.336 -11.550   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   15                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   14                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12    7                                                       
CONECT   15    5   16                                                       
CONECT   16   15   17   36                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   35                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   34                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   27                                                       
CONECT   35   19   36                                                       
CONECT   36   35   16   37                                                  
CONECT   37   36                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   78    0
END

View in JSmol

Synonyms

Value	Source
Methyl 3-(3,4-dihydroxyphenyl)-2-[4-(3-{[2-(3,4-dihydroxyphenyl)ethenyl]oxy}-3-oxoprop-1-en-1-yl)-2-hydroxyphenoxy]prop-2-enoic acid	Generator

Chemical Formula

C₂₇H₂₂O₁₀

Average Mass

506.4630 Da

Monoisotopic Mass

506.12130 Da

IUPAC Name

methyl 3-(3,4-dihydroxyphenyl)-2-[4-(3-{[2-(3,4-dihydroxyphenyl)ethenyl]oxy}-3-oxoprop-1-en-1-yl)-2-hydroxyphenoxy]prop-2-enoate

Traditional Name

methyl 3-(3,4-dihydroxyphenyl)-2-[4-(3-{[2-(3,4-dihydroxyphenyl)ethenyl]oxy}-3-oxoprop-1-en-1-yl)-2-hydroxyphenoxy]prop-2-enoate

CAS Registry Number

Not Available

SMILES

COC(=O)C(OC1=CC=C(C=CC(=O)OC=CC2=CC=C(O)C(O)=C2)C=C1O)=CC1=CC=C(O)C(O)=C1

InChI Identifier

InChI=1S/C27H22O10/c1-35-27(34)25(15-18-3-7-20(29)22(31)14-18)37-24-8-4-16(13-23(24)32)5-9-26(33)36-11-10-17-2-6-19(28)21(30)12-17/h2-15,28-32H,1H3

InChI Key

QTWJTZJHMWBPEU-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
Cordia sebestena	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpyruvic acid derivatives. Phenylpyruvic acid derivatives are compounds containing a phenylpyruvic acid moiety, which consists of a phenyl group substituted at the second position by an pyruvic acid.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenylpyruvic acid derivatives

Direct Parent

Phenylpyruvic acid derivatives

Alternative Parents

Substituents

Cinnamic acid or derivatives
Coumaric acid or derivatives
Hydroxycinnamic acid or derivatives
Enol-phenylpyruvate
Cinnamic acid ester
Phenoxyacetate
Catechol
Phenoxy compound
Styrene
Phenol
1-hydroxy-2-unsubstituted benzenoid
Fatty acid ester
1-hydroxy-4-unsubstituted benzenoid
Fatty acyl
Dicarboxylic acid or derivatives
Methyl ester
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Enol ester
Carboxylic acid ester
Carboxylic acid derivative
Organic oxide
Carbonyl group
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	4.93	ChemAxon
pKa (Strongest Acidic)	8.72	ChemAxon
pKa (Strongest Basic)	-5.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	162.98 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	135.19 m³·mol⁻¹	ChemAxon
Polarizability	51.39 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	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

75578562

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 3-(3,4-dihydroxyphenyl)-2-[4-(3-{[2-(3,4-dihydroxyphenyl)ethenyl]oxy}-3-oxoprop-1-en-1-yl)-2-hydroxyphenoxy]prop-2-enoate (NP0217745)

MOL for NP0217745 (methyl 3-(3,4-dihydroxyphenyl)-2-[4-(3-{[2-(3,4-dihydroxyphenyl)ethenyl]oxy}-3-oxoprop-1-en-1-yl)-2-hydroxyphenoxy]prop-2-enoate)

3D MOL for NP0217745 (methyl 3-(3,4-dihydroxyphenyl)-2-[4-(3-{[2-(3,4-dihydroxyphenyl)ethenyl]oxy}-3-oxoprop-1-en-1-yl)-2-hydroxyphenoxy]prop-2-enoate)

3D SDF for NP0217745 (methyl 3-(3,4-dihydroxyphenyl)-2-[4-(3-{[2-(3,4-dihydroxyphenyl)ethenyl]oxy}-3-oxoprop-1-en-1-yl)-2-hydroxyphenoxy]prop-2-enoate)

3D-SDF for NP0217745 (methyl 3-(3,4-dihydroxyphenyl)-2-[4-(3-{[2-(3,4-dihydroxyphenyl)ethenyl]oxy}-3-oxoprop-1-en-1-yl)-2-hydroxyphenoxy]prop-2-enoate)

PDB for NP0217745 (methyl 3-(3,4-dihydroxyphenyl)-2-[4-(3-{[2-(3,4-dihydroxyphenyl)ethenyl]oxy}-3-oxoprop-1-en-1-yl)-2-hydroxyphenoxy]prop-2-enoate)

3D PDB for NP0217745 (methyl 3-(3,4-dihydroxyphenyl)-2-[4-(3-{[2-(3,4-dihydroxyphenyl)ethenyl]oxy}-3-oxoprop-1-en-1-yl)-2-hydroxyphenoxy]prop-2-enoate)

SMILES for NP0217745 (methyl 3-(3,4-dihydroxyphenyl)-2-[4-(3-{[2-(3,4-dihydroxyphenyl)ethenyl]oxy}-3-oxoprop-1-en-1-yl)-2-hydroxyphenoxy]prop-2-enoate)

INCHI for NP0217745 (methyl 3-(3,4-dihydroxyphenyl)-2-[4-(3-{[2-(3,4-dihydroxyphenyl)ethenyl]oxy}-3-oxoprop-1-en-1-yl)-2-hydroxyphenoxy]prop-2-enoate)

Structure for NP0217745 (methyl 3-(3,4-dihydroxyphenyl)-2-[4-(3-{[2-(3,4-dihydroxyphenyl)ethenyl]oxy}-3-oxoprop-1-en-1-yl)-2-hydroxyphenoxy]prop-2-enoate)

3D Structure for NP0217745 (methyl 3-(3,4-dihydroxyphenyl)-2-[4-(3-{[2-(3,4-dihydroxyphenyl)ethenyl]oxy}-3-oxoprop-1-en-1-yl)-2-hydroxyphenoxy]prop-2-enoate)