NP-MRD: Showing NP-Card for methyl (2r)-2-({3-[(2s)-2,3-dihydroxy-3-methylbutyl]-4-hydroxyphenyl}methyl)-4-ethoxy-3-(4-hydroxyphenyl)-5-oxofuran-2-carboxylate (NP0195286)

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Record Information

Version

2.0

Created at

2022-09-04 13:06:59 UTC

Updated at

2022-09-04 13:06:59 UTC

NP-MRD ID

NP0195286

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl (2r)-2-({3-[(2s)-2,3-dihydroxy-3-methylbutyl]-4-hydroxyphenyl}methyl)-4-ethoxy-3-(4-hydroxyphenyl)-5-oxofuran-2-carboxylate

Description

Aspernolide G belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. Based on a literature review very few articles have been published on Aspernolide G.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042215072D          

 35 37  0  0  1  0            999 V2000
    0.8299   -4.9737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3450   -4.3063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6806   -3.5526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1956   -2.8852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4506   -2.1006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352   -1.8456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4067   -1.0387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1913   -0.7837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8044   -1.3358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5891   -1.0808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6329   -2.1427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8483   -2.3977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2169   -1.6157    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3352   -1.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0802   -0.2179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7267   -0.0464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9817    0.7382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4296    1.3513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6846    2.1359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3773    1.1798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9294    1.7929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7363    1.6213    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9913    0.8367    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2884    2.2344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8404    2.8475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9015    1.6824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6753    2.7865    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6323    0.3952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7689   -1.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0238   -0.2179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5759   -1.1741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1279   -0.5610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8843   -2.1006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6294   -2.8852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1143   -3.5526    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  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  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
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
  6 12  1  0  0  0  0
  5 13  1  0  0  0  0
 13 14  1  6  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  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 24 27  1  0  0  0  0
 20 28  2  0  0  0  0
 15 28  1  0  0  0  0
 13 29  1  1  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 13 33  1  0  0  0  0
 33 34  1  0  0  0  0
  4 34  1  0  0  0  0
 34 35  2  0  0  0  0
M  END

     RDKit          3D

 65 67  0  0  0  0  0  0  0  0999 V2000
   -5.1378    3.9672    0.5494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9054    3.2397    1.0090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8153    1.9386    0.5068 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7080    1.1543    0.8656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5593   -0.1349    0.4991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5669   -0.8153   -0.3045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9063   -0.2299   -1.5320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8687   -0.7488   -2.3614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5533   -1.8915   -2.0102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5372   -2.4436   -2.8331 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2243   -2.4755   -0.7991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2547   -1.9420    0.0250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2207   -0.5362    0.9570 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2766   -0.7168   -0.2467 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0882   -1.0903    0.1497 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5270   -2.3853    0.2109 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8405   -2.5845    0.6173 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6667   -1.5363    0.9435 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9563   -1.7575    1.3411 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2315   -0.2070    0.8849 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1455    0.8779    1.2550 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2008    1.2291    0.2514 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0016    2.2911    0.7951 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6800    1.7777   -1.0539 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8876    0.8245   -1.8847 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8384    2.3014   -1.9044 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8897    2.9089   -0.7509 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9293   -0.0187    0.4819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2546   -1.8473    1.6372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0060   -2.0043    2.8708 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5664   -2.9786    0.9177 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6367   -4.2813    1.4065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7742    0.4912    1.7681 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5815    1.5830    1.6729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4117    2.7454    2.1739 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8779    4.6188   -0.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5234    4.6733    1.3218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9828    3.3142    0.2895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9159    3.2670    2.1382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9832    3.7806    0.6472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3778    0.6669   -1.8210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1248   -0.2864   -3.3134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5242   -2.1770   -2.7595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7602   -3.3807   -0.5122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0865   -2.4444    0.9560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6795   -1.5503   -0.8766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2657    0.1815   -0.8914 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9040   -3.2360   -0.0497 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1798   -3.6193    0.6626 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3409   -2.7093    1.4061 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7097    0.5300    2.1736 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5668    1.7963    1.4950 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8813    0.3878    0.0362 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9266    1.9941    0.8823 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9397   -0.2295   -1.5681 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8257    1.2124   -1.9306 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2978    0.8642   -2.9480 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1626    3.3076   -1.5799 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4584    2.3179   -2.9541 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6571    1.5578   -1.8797 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6516    3.3951   -1.5835 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5808    1.0187    0.4334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7125   -4.5592    1.4663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2100   -4.9482    0.6035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1763   -4.4480    2.3773 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
  5 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
 20 28  2  0
 13 33  1  0
 33 34  1  0
 34 35  2  0
 13 29  1  1
 29 30  2  0
 29 31  1  0
 31 32  1  0
 34  4  1  0
 12  6  1  0
 28 15  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  2 39  1  0
  2 40  1  0
  7 41  1  0
  8 42  1  0
 10 43  1  0
 11 44  1  0
 12 45  1  0
 14 46  1  0
 14 47  1  0
 16 48  1  0
 17 49  1  0
 19 50  1  0
 21 51  1  0
 21 52  1  0
 22 53  1  6
 23 54  1  0
 25 55  1  0
 25 56  1  0
 25 57  1  0
 26 58  1  0
 26 59  1  0
 26 60  1  0
 27 61  1  0
 28 62  1  0
 32 63  1  0
 32 64  1  0
 32 65  1  0
M  END


  Mrv1652309042215072D          

 35 37  0  0  1  0            999 V2000
    0.8299   -4.9737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3450   -4.3063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6806   -3.5526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1956   -2.8852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4506   -2.1006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352   -1.8456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4067   -1.0387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1913   -0.7837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8044   -1.3358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5891   -1.0808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6329   -2.1427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8483   -2.3977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2169   -1.6157    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3352   -1.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0802   -0.2179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7267   -0.0464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9817    0.7382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4296    1.3513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6846    2.1359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3773    1.1798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9294    1.7929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7363    1.6213    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9913    0.8367    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2884    2.2344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8404    2.8475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9015    1.6824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6753    2.7865    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6323    0.3952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7689   -1.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0238   -0.2179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5759   -1.1741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1279   -0.5610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8843   -2.1006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6294   -2.8852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1143   -3.5526    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  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  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
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
  6 12  1  0  0  0  0
  5 13  1  0  0  0  0
 13 14  1  6  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  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 24 27  1  0  0  0  0
 20 28  2  0  0  0  0
 15 28  1  0  0  0  0
 13 29  1  1  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 13 33  1  0  0  0  0
 33 34  1  0  0  0  0
  4 34  1  0  0  0  0
 34 35  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0195286

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCOC1=C(C2=CC=C(O)C=C2)[C@@](CC2=CC=C(O)C(C[C@H](O)C(C)(C)O)=C2)(OC1=O)C(=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C26H30O9/c1-5-34-22-21(16-7-9-18(27)10-8-16)26(24(31)33-4,35-23(22)30)14-15-6-11-19(28)17(12-15)13-20(29)25(2,3)32/h6-12,20,27-29,32H,5,13-14H2,1-4H3/t20-,26+/m0/s1

> <INCHI_KEY>
QUSUCMRGJBZSBW-RXFWQSSRSA-N

> <FORMULA>
C26H30O9

> <MOLECULAR_WEIGHT>
486.517

> <EXACT_MASS>
486.188982546

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
49.164343364296485

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl (2R)-2-({3-[(2S)-2,3-dihydroxy-3-methylbutyl]-4-hydroxyphenyl}methyl)-4-ethoxy-3-(4-hydroxyphenyl)-5-oxo-2,5-dihydrofuran-2-carboxylate

> <JCHEM_LOGP>
2.9094152800000006

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.727985280970323

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.926928598295993

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0940529950743114

> <JCHEM_POLAR_SURFACE_AREA>
142.74999999999997

> <JCHEM_REFRACTIVITY>
127.57509999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
methyl (2R)-2-({3-[(2S)-2,3-dihydroxy-3-methylbutyl]-4-hydroxyphenyl}methyl)-4-ethoxy-3-(4-hydroxyphenyl)-5-oxofuran-2-carboxylate

> <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       1.549  -9.284   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.644  -8.038   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       1.270  -6.632   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       0.365  -5.386   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.841  -3.921   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.306  -3.445   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.626  -1.939   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.091  -1.463   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.235  -2.493   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       6.700  -2.018   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       4.915  -4.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.450  -4.476   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.405  -3.016   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.626  -1.871   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.150  -0.407   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.357  -0.087   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.832   1.378   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.802   2.522   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -1.278   3.987   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       0.704   2.202   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.735   3.347   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.241   3.027   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       3.717   1.562   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       4.272   4.171   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.302   5.315   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.416   3.140   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       3.127   5.201   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       1.180   0.738   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -1.435  -1.871   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -1.911  -0.407   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -2.942  -2.192   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -3.972  -1.047   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -1.651  -3.921   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      -1.175  -5.386   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      -2.080  -6.632   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   34                                                  
CONECT    5    4    6   13                                                  
CONECT    6    5    7   12                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11    6                                                       
CONECT   13    5   14   29   33                                             
CONECT   14   13   15                                                       
CONECT   15   14   16   28                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   28                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   26   27                                             
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   24                                                            
CONECT   28   20   15                                                       
CONECT   29   13   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32                                                       
CONECT   32   31                                                            
CONECT   33   13   34                                                       
CONECT   34   33    4   35                                                  
CONECT   35   34                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   74    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₆H₃₀O₉

Average Mass

486.5170 Da

Monoisotopic Mass

486.18898 Da

IUPAC Name

methyl (2R)-2-({3-[(2S)-2,3-dihydroxy-3-methylbutyl]-4-hydroxyphenyl}methyl)-4-ethoxy-3-(4-hydroxyphenyl)-5-oxo-2,5-dihydrofuran-2-carboxylate

Traditional Name

methyl (2R)-2-({3-[(2S)-2,3-dihydroxy-3-methylbutyl]-4-hydroxyphenyl}methyl)-4-ethoxy-3-(4-hydroxyphenyl)-5-oxofuran-2-carboxylate

CAS Registry Number

Not Available

SMILES

CCOC1=C(C2=CC=C(O)C=C2)[C@@](CC2=CC=C(O)C(C[C@H](O)C(C)(C)O)=C2)(OC1=O)C(=O)OC

InChI Identifier

InChI=1S/C26H30O9/c1-5-34-22-21(16-7-9-18(27)10-8-16)26(24(31)33-4,35-23(22)30)14-15-6-11-19(28)17(12-15)13-20(29)25(2,3)32/h6-12,20,27-29,32H,5,13-14H2,1-4H3/t20-,26+/m0/s1

InChI Key

QUSUCMRGJBZSBW-RXFWQSSRSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acid esters

Direct Parent

Fatty acid esters

Alternative Parents

Substituents

1-hydroxy-2-unsubstituted benzenoid
Phenol
Fatty acid ester
Benzenoid
Dicarboxylic acid or derivatives
2-furanone
Monocyclic benzene moiety
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Tertiary alcohol
Dihydrofuran
Secondary alcohol
Lactone
Carboxylic acid ester
1,2-diol
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	2.91	ChemAxon
pKa (Strongest Acidic)	8.93	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	142.75 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	127.58 m³·mol⁻¹	ChemAxon
Polarizability	49.16 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

78443453

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

132556698

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl (2r)-2-({3-[(2s)-2,3-dihydroxy-3-methylbutyl]-4-hydroxyphenyl}methyl)-4-ethoxy-3-(4-hydroxyphenyl)-5-oxofuran-2-carboxylate (NP0195286)

MOL for NP0195286 (methyl (2r)-2-({3-[(2s)-2,3-dihydroxy-3-methylbutyl]-4-hydroxyphenyl}methyl)-4-ethoxy-3-(4-hydroxyphenyl)-5-oxofuran-2-carboxylate)

3D MOL for NP0195286 (methyl (2r)-2-({3-[(2s)-2,3-dihydroxy-3-methylbutyl]-4-hydroxyphenyl}methyl)-4-ethoxy-3-(4-hydroxyphenyl)-5-oxofuran-2-carboxylate)

3D SDF for NP0195286 (methyl (2r)-2-({3-[(2s)-2,3-dihydroxy-3-methylbutyl]-4-hydroxyphenyl}methyl)-4-ethoxy-3-(4-hydroxyphenyl)-5-oxofuran-2-carboxylate)

3D-SDF for NP0195286 (methyl (2r)-2-({3-[(2s)-2,3-dihydroxy-3-methylbutyl]-4-hydroxyphenyl}methyl)-4-ethoxy-3-(4-hydroxyphenyl)-5-oxofuran-2-carboxylate)

PDB for NP0195286 (methyl (2r)-2-({3-[(2s)-2,3-dihydroxy-3-methylbutyl]-4-hydroxyphenyl}methyl)-4-ethoxy-3-(4-hydroxyphenyl)-5-oxofuran-2-carboxylate)

3D PDB for NP0195286 (methyl (2r)-2-({3-[(2s)-2,3-dihydroxy-3-methylbutyl]-4-hydroxyphenyl}methyl)-4-ethoxy-3-(4-hydroxyphenyl)-5-oxofuran-2-carboxylate)

SMILES for NP0195286 (methyl (2r)-2-({3-[(2s)-2,3-dihydroxy-3-methylbutyl]-4-hydroxyphenyl}methyl)-4-ethoxy-3-(4-hydroxyphenyl)-5-oxofuran-2-carboxylate)

INCHI for NP0195286 (methyl (2r)-2-({3-[(2s)-2,3-dihydroxy-3-methylbutyl]-4-hydroxyphenyl}methyl)-4-ethoxy-3-(4-hydroxyphenyl)-5-oxofuran-2-carboxylate)

Structure for NP0195286 (methyl (2r)-2-({3-[(2s)-2,3-dihydroxy-3-methylbutyl]-4-hydroxyphenyl}methyl)-4-ethoxy-3-(4-hydroxyphenyl)-5-oxofuran-2-carboxylate)

3D Structure for NP0195286 (methyl (2r)-2-({3-[(2s)-2,3-dihydroxy-3-methylbutyl]-4-hydroxyphenyl}methyl)-4-ethoxy-3-(4-hydroxyphenyl)-5-oxofuran-2-carboxylate)