NP-MRD: Showing NP-Card for methyl 2-[(5,7-dihydroxy-3-methoxy-6-methyl-1-oxo-3h-2-benzofuran-4-yl)oxy]-4-methoxy-3-(3-methoxy-3-oxoprop-1-en-1-yl)-6-methylbenzoate (NP0202115)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-04 21:15:56 UTC

Updated at

2022-09-04 21:15:57 UTC

NP-MRD ID

NP0202115

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 2-[(5,7-dihydroxy-3-methoxy-6-methyl-1-oxo-3h-2-benzofuran-4-yl)oxy]-4-methoxy-3-(3-methoxy-3-oxoprop-1-en-1-yl)-6-methylbenzoate

Description

Methyl 2-[(5,7-dihydroxy-3-methoxy-6-methyl-1-oxo-1,3-dihydro-2-benzofuran-4-yl)oxy]-4-methoxy-3-(3-methoxy-3-oxoprop-1-en-1-yl)-6-methylbenzoate belongs to the class of organic compounds known as cinnamic acid esters. These are compound containing an ester derivative of cinnamic acid. methyl 2-[(5,7-dihydroxy-3-methoxy-6-methyl-1-oxo-3h-2-benzofuran-4-yl)oxy]-4-methoxy-3-(3-methoxy-3-oxoprop-1-en-1-yl)-6-methylbenzoate is found in Lobaria orientalis. Based on a literature review very few articles have been published on methyl 2-[(5,7-dihydroxy-3-methoxy-6-methyl-1-oxo-1,3-dihydro-2-benzofuran-4-yl)oxy]-4-methoxy-3-(3-methoxy-3-oxoprop-1-en-1-yl)-6-methylbenzoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042223152D          

 35 37  0  0  0  0            999 V2000
    1.8500    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7459    1.0725    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8139    0.7388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5249    1.8646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7179    2.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5249   -1.0396    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
  5  3  1  4  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 14 19  2  0  0  0  0
  7 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  2  0  0  0  0
 21 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 30 33  1  0  0  0  0
 33 34  1  0  0  0  0
 28 34  1  0  0  0  0
 34 35  2  0  0  0  0
M  END

     RDKit          3D

 59 61  0  0  0  0  0  0  0  0999 V2000
    0.8548    5.2466   -0.0403 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1077    3.8606   -0.1956 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4138    3.4135   -0.3285 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3326    4.2620   -0.3060 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7091    1.9574   -0.4936 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7262    1.1141   -0.5112 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7567   -0.3153   -0.6556 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9546   -0.9876   -0.7704 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1869   -0.3025   -0.7626 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3975   -1.0228   -0.8823 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9526   -2.3568   -0.8953 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8039   -3.0635   -0.9095 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8570   -4.5630   -1.0485 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6098   -2.3973   -0.7964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5834   -3.2390   -0.8715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0354   -3.4194   -2.0510 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2444   -3.8371    0.1550 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3943   -4.6427    0.0075 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5342   -1.0011   -0.6641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6835   -0.4535   -0.5544 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3658    0.1976    0.4282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4765   -0.3390    1.6922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9059   -1.5555    2.0207 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1799    0.3643    2.6698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2677   -0.2705    3.9985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7683    1.5639    2.4447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4689    2.3044    3.3556 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6426    2.0900    1.1535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9600    1.4271    0.1671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0507    2.2501   -1.0616 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7836    1.5584   -2.0289 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0873    1.4680   -3.2325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7670    3.3932   -0.7166 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1608    3.3502    0.5908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8363    4.2224    1.1932 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7512    5.7445    0.3839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0533    5.4647    0.5223 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7471    5.6606   -1.0743 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7618    1.7517   -0.5865 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7267    1.5643   -0.3932 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2427   -0.3478   -0.7424 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4839   -1.8316   -0.1146 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4268   -1.5657   -1.8707 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9326   -2.8335   -0.9818 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0262   -4.9283   -1.6660 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8212   -4.8219   -1.5559 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9085   -5.0513   -0.0442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9523   -4.4383   -0.9255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0142   -4.4877    0.9154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0407   -5.7050    0.0543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9665   -1.9612    2.9219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2521   -0.3369    4.4552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6318   -1.3330    3.8520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0143    0.1795    4.6640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5940    1.9942    4.2928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0726    2.5807   -1.4530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7409    0.9081   -3.9338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0841    1.0386   -3.1193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9470    2.4777   -3.7009 H   0  0  0  0  0  0  0  0  0  0  0  0
 32 31  1  0
 31 30  1  0
 30 33  1  0
 33 34  1  0
 34 35  2  0
 34 28  1  0
 28 29  2  0
 29 21  1  0
 21 20  1  0
 20 19  1  0
 19 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 14 12  1  0
 12 13  1  0
 12 11  2  0
 11  8  1  0
  8  9  1  0
  9 10  1  0
  8  7  2  0
  7  6  1  0
  6  5  2  0
  5  3  1  0
  3  4  2  0
  3  2  1  0
  2  1  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  2  0
 26 27  1  0
 29 30  1  0
  7 19  1  0
 26 28  1  0
 32 57  1  0
 32 58  1  0
 32 59  1  0
 30 56  1  6
 18 48  1  0
 18 49  1  0
 18 50  1  0
 13 45  1  0
 13 46  1  0
 13 47  1  0
 11 44  1  0
 10 41  1  0
 10 42  1  0
 10 43  1  0
  6 40  1  0
  5 39  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
 23 51  1  0
 25 52  1  0
 25 53  1  0
 25 54  1  0
 27 55  1  0
M  END


  Mrv1652309042223152D          

 35 37  0  0  0  0            999 V2000
    1.8500    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7459    1.0725    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8139    0.7388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5249    1.8646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7179    2.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5249   -1.0396    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
  5  3  1  4  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 14 19  2  0  0  0  0
  7 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  2  0  0  0  0
 21 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 30 33  1  0  0  0  0
 33 34  1  0  0  0  0
 28 34  1  0  0  0  0
 34 35  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0202115

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1OC(=O)C2=C1C(OC1=C(C(=O)OC)C(C)=CC(OC)=C1C=CC(=O)OC)=C(O)C(C)=C2O

> <INCHI_IDENTIFIER>
InChI=1S/C24H24O11/c1-10-9-13(30-3)12(7-8-14(25)31-4)20(15(10)22(28)32-5)34-21-17-16(18(26)11(2)19(21)27)23(29)35-24(17)33-6/h7-9,24,26-27H,1-6H3

> <INCHI_KEY>
WGIXFHBMTKEIHD-UHFFFAOYSA-N

> <FORMULA>
C24H24O11

> <MOLECULAR_WEIGHT>
488.445

> <EXACT_MASS>
488.131861593

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
47.704362478508486

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 2-[(5,7-dihydroxy-3-methoxy-6-methyl-1-oxo-1,3-dihydro-2-benzofuran-4-yl)oxy]-4-methoxy-3-(3-methoxy-3-oxoprop-1-en-1-yl)-6-methylbenzoate

> <JCHEM_LOGP>
4.764725493333333

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.713824058106734

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.7731320439309375

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6622453497860277

> <JCHEM_POLAR_SURFACE_AREA>
147.05

> <JCHEM_REFRACTIVITY>
122.96349999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
methyl 2-[(5,7-dihydroxy-3-methoxy-6-methyl-1-oxo-3H-2-benzofuran-4-yl)oxy]-4-methoxy-3-(3-methoxy-3-oxoprop-1-en-1-yl)-6-methylbenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0       3.453  11.550   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       4.787  10.780   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       4.787   9.240   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       3.453   8.470   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       6.121   8.470   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.121   6.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.454   6.160   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.788   6.930   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       8.788   8.470   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      10.122   9.240   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.122   6.160   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.122   4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.455   3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.788   3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.788   2.310   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       6.992   2.002   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      10.122   1.540   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      11.455   2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.454   4.620   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       6.121   3.850   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       8.986   1.379   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.788  -0.770   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       6.121  -2.310   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.322   2.016   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       2.846   3.481   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       1.340   3.801   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       2.417   0.770   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       3.322  -0.476   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       2.846  -1.941   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                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   19                                                  
CONECT    8    7    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9                                                            
CONECT   11    8   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   19                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17                                                            
CONECT   19   14    7   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   29                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   34                                                  
CONECT   29   28   21   30                                                  
CONECT   30   29   31   33                                                  
CONECT   31   30   32                                                       
CONECT   32   31                                                            
CONECT   33   30   34                                                       
CONECT   34   33   28   35                                                  
CONECT   35   34                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   74    0
END

View in JSmol

Synonyms

Value	Source
Methyl 2-[(5,7-dihydroxy-3-methoxy-6-methyl-1-oxo-1,3-dihydro-2-benzofuran-4-yl)oxy]-4-methoxy-3-(3-methoxy-3-oxoprop-1-en-1-yl)-6-methylbenzoic acid	Generator

Chemical Formula

C₂₄H₂₄O₁₁

Average Mass

488.4450 Da

Monoisotopic Mass

488.13186 Da

IUPAC Name

methyl 2-[(5,7-dihydroxy-3-methoxy-6-methyl-1-oxo-1,3-dihydro-2-benzofuran-4-yl)oxy]-4-methoxy-3-(3-methoxy-3-oxoprop-1-en-1-yl)-6-methylbenzoate

Traditional Name

methyl 2-[(5,7-dihydroxy-3-methoxy-6-methyl-1-oxo-3H-2-benzofuran-4-yl)oxy]-4-methoxy-3-(3-methoxy-3-oxoprop-1-en-1-yl)-6-methylbenzoate

CAS Registry Number

Not Available

SMILES

COC1OC(=O)C2=C1C(OC1=C(C(=O)OC)C(C)=CC(OC)=C1C=CC(=O)OC)=C(O)C(C)=C2O

InChI Identifier

InChI=1S/C24H24O11/c1-10-9-13(30-3)12(7-8-14(25)31-4)20(15(10)22(28)32-5)34-21-17-16(18(26)11(2)19(21)27)23(29)35-24(17)33-6/h7-9,24,26-27H,1-6H3

InChI Key

WGIXFHBMTKEIHD-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
Lobaria orientalis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cinnamic acid esters. These are compound containing an ester derivative of cinnamic acid.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Cinnamic acid esters

Direct Parent

Cinnamic acid esters

Alternative Parents

Substituents

Cinnamic acid ester
P-methoxybenzoic acid or derivatives
Dihydroxybenzoic acid
Diaryl ether
Isobenzofuranone
Phthalide
Benzoate ester
Benzofuranone
Isocoumaran
Tricarboxylic acid or derivatives
Benzoic acid or derivatives
Phenoxy compound
Methoxybenzene
Styrene
Phenol ether
Benzoyl
Anisole
Toluene
Fatty acid ester
Alkyl aryl ether
Fatty acyl
Benzenoid
Monocyclic benzene moiety
Vinylogous acid
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Ether
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
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	4.76	ChemAxon
pKa (Strongest Acidic)	7.77	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	147.05 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	122.96 m³·mol⁻¹	ChemAxon
Polarizability	47.7 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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

162907421

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 2-[(5,7-dihydroxy-3-methoxy-6-methyl-1-oxo-3h-2-benzofuran-4-yl)oxy]-4-methoxy-3-(3-methoxy-3-oxoprop-1-en-1-yl)-6-methylbenzoate (NP0202115)

MOL for NP0202115 (methyl 2-[(5,7-dihydroxy-3-methoxy-6-methyl-1-oxo-3h-2-benzofuran-4-yl)oxy]-4-methoxy-3-(3-methoxy-3-oxoprop-1-en-1-yl)-6-methylbenzoate)

3D MOL for NP0202115 (methyl 2-[(5,7-dihydroxy-3-methoxy-6-methyl-1-oxo-3h-2-benzofuran-4-yl)oxy]-4-methoxy-3-(3-methoxy-3-oxoprop-1-en-1-yl)-6-methylbenzoate)

3D SDF for NP0202115 (methyl 2-[(5,7-dihydroxy-3-methoxy-6-methyl-1-oxo-3h-2-benzofuran-4-yl)oxy]-4-methoxy-3-(3-methoxy-3-oxoprop-1-en-1-yl)-6-methylbenzoate)

3D-SDF for NP0202115 (methyl 2-[(5,7-dihydroxy-3-methoxy-6-methyl-1-oxo-3h-2-benzofuran-4-yl)oxy]-4-methoxy-3-(3-methoxy-3-oxoprop-1-en-1-yl)-6-methylbenzoate)

PDB for NP0202115 (methyl 2-[(5,7-dihydroxy-3-methoxy-6-methyl-1-oxo-3h-2-benzofuran-4-yl)oxy]-4-methoxy-3-(3-methoxy-3-oxoprop-1-en-1-yl)-6-methylbenzoate)

3D PDB for NP0202115 (methyl 2-[(5,7-dihydroxy-3-methoxy-6-methyl-1-oxo-3h-2-benzofuran-4-yl)oxy]-4-methoxy-3-(3-methoxy-3-oxoprop-1-en-1-yl)-6-methylbenzoate)

SMILES for NP0202115 (methyl 2-[(5,7-dihydroxy-3-methoxy-6-methyl-1-oxo-3h-2-benzofuran-4-yl)oxy]-4-methoxy-3-(3-methoxy-3-oxoprop-1-en-1-yl)-6-methylbenzoate)

INCHI for NP0202115 (methyl 2-[(5,7-dihydroxy-3-methoxy-6-methyl-1-oxo-3h-2-benzofuran-4-yl)oxy]-4-methoxy-3-(3-methoxy-3-oxoprop-1-en-1-yl)-6-methylbenzoate)

Structure for NP0202115 (methyl 2-[(5,7-dihydroxy-3-methoxy-6-methyl-1-oxo-3h-2-benzofuran-4-yl)oxy]-4-methoxy-3-(3-methoxy-3-oxoprop-1-en-1-yl)-6-methylbenzoate)

3D Structure for NP0202115 (methyl 2-[(5,7-dihydroxy-3-methoxy-6-methyl-1-oxo-3h-2-benzofuran-4-yl)oxy]-4-methoxy-3-(3-methoxy-3-oxoprop-1-en-1-yl)-6-methylbenzoate)