NP-MRD: Showing NP-Card for 1-{[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy}-4-hydroxy-3-[6-(hydroxymethyl)-4-methylocta-2,4-dienoyl]-5-(4-hydroxyphenyl)pyridin-2-one (NP0241826)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-07 01:59:46 UTC

Updated at

2022-09-07 01:59:47 UTC

NP-MRD ID

NP0241826

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1-{[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy}-4-hydroxy-3-[6-(hydroxymethyl)-4-methylocta-2,4-dienoyl]-5-(4-hydroxyphenyl)pyridin-2-one

Description

1-{[3,4-Dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy}-4-hydroxy-3-[6-(hydroxymethyl)-4-methylocta-2,4-dienoyl]-5-(4-hydroxyphenyl)-1,2-dihydropyridin-2-one belongs to the class of organic compounds known as fatty acyl glycosides of mono- and disaccharides. Fatty acyl glycosides of mono- and disaccharides are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol. Based on a literature review very few articles have been published on 1-{[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy}-4-hydroxy-3-[6-(hydroxymethyl)-4-methylocta-2,4-dienoyl]-5-(4-hydroxyphenyl)-1,2-dihydropyridin-2-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072203592D          

 40 42  0  0  0  0            999 V2000
   -2.8579   -0.0000    0.0000 C   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
   -1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    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   -2.4750    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   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    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
    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
    3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 O   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
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   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
   -0.7145    1.2375    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
  4  3  1  4  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  7  5  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
  9 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
 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  2  0  0  0  0
 15 21  1  0  0  0  0
 14 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 27 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
 33 35  1  0  0  0  0
 25 35  1  0  0  0  0
 35 36  1  0  0  0  0
 23 37  1  0  0  0  0
 11 37  1  0  0  0  0
 37 38  2  0  0  0  0
  3 39  1  0  0  0  0
 39 40  1  0  0  0  0
M  END

     RDKit          3D

 75 77  0  0  0  0  0  0  0  0999 V2000
   -7.0308   -0.2522   -3.0386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3044    1.2080   -2.8475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2587    1.8728   -1.9518 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.2306    1.2306   -0.6609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1900    0.6743   -0.0313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4965    0.0821    1.3172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8777    0.6300   -0.5706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7321    0.1895   -0.2246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1782   -0.4918    0.8957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9280   -0.7821    1.8581 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7834   -0.9152    1.0748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4297   -1.5800    2.2658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4112   -1.7992    3.2059 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8509   -2.0054    2.4969 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2195   -2.6781    3.7665 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8634   -3.9003    3.7305 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2511   -4.5791    4.8665 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9971   -4.0360    6.1071 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3646   -4.6751    7.2894 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3568   -2.8192    6.1584 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9645   -2.1323    5.0024 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8073   -1.7738    1.5347 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5215   -1.1519    0.3965 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4676   -0.9294   -0.5521 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2943    0.2320   -0.6293 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0912    0.8277   -1.8101 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0732    1.2919   -2.5979 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2769    0.3625   -3.8010 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2992    0.8519   -4.6063 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3903    1.6266   -2.0160 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6343    3.0028   -2.0734 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7254    3.3533   -2.8231 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5861    1.1026   -0.6097 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2737    2.0759    0.3444 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7194   -0.0859   -0.3283 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2152   -1.2065   -0.9761 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2379   -0.7372    0.1915 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0219   -0.1438   -0.9215 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7001    3.3361   -1.8751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8560    4.0925   -1.0967 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5359   -0.5841   -3.9828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4867   -0.8447   -2.2206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9462   -0.4731   -3.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2978    1.3499   -2.3646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3018    1.7898   -3.7972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3205    1.8392   -2.4874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1876    1.1822   -0.1026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0332    0.6252    2.1267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3927   -0.9947    1.2862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6313    0.2386    1.4614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8439    1.1341   -1.6079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9244    0.3892   -1.0164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3466   -2.2551    4.0772 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0622   -4.3250    2.7498 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7608   -5.5481    4.8166 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7789   -5.3132    7.7758 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1493   -2.3776    7.1194 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4740   -1.1753    5.0701 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8169   -2.1376    1.7725 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9356    0.8530    0.2586 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6879    2.2524   -3.0976 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3300    0.3103   -4.4023 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5093   -0.6629   -3.5312 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1159    0.2885   -4.5325 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1925    1.1686   -2.6370 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8097    4.4788   -2.7816 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6371    3.1212   -3.8866 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7005    2.9975   -2.3876 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6626    0.8811   -0.4699 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9730    2.7807    0.2611 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7580   -0.3452    0.7764 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5489   -1.9279   -1.0762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6765    3.7354   -2.9084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7273    3.4054   -1.4508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3464    4.7745   -0.5441 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 39  1  0
 39 40  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 27 30  1  0
 30 31  1  0
 31 32  1  0
 30 33  1  0
 33 34  1  0
 33 35  1  0
 35 36  1  0
 23 37  1  0
 37 38  2  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  2  0
 37 11  1  0
 21 15  1  0
 35 25  1  0
  1 41  1  0
  1 42  1  0
  1 43  1  0
  2 44  1  0
  2 45  1  0
  3 46  1  6
 39 73  1  0
 39 74  1  0
 40 75  1  0
  4 47  1  0
  6 48  1  0
  6 49  1  0
  6 50  1  0
  7 51  1  0
  8 52  1  0
 13 53  1  0
 22 59  1  0
 25 60  1  1
 27 61  1  6
 28 62  1  0
 28 63  1  0
 29 64  1  0
 30 65  1  6
 32 66  1  0
 32 67  1  0
 32 68  1  0
 33 69  1  6
 34 70  1  0
 35 71  1  1
 36 72  1  0
 16 54  1  0
 17 55  1  0
 19 56  1  0
 20 57  1  0
 21 58  1  0
M  END


  Mrv1652309072203592D          

 40 42  0  0  0  0            999 V2000
   -2.8579   -0.0000    0.0000 C   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
   -1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    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   -2.4750    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   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    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
    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
    3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 O   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
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   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
   -0.7145    1.2375    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
  4  3  1  4  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  7  5  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
  9 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
 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  2  0  0  0  0
 15 21  1  0  0  0  0
 14 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 27 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
 33 35  1  0  0  0  0
 25 35  1  0  0  0  0
 35 36  1  0  0  0  0
 23 37  1  0  0  0  0
 11 37  1  0  0  0  0
 37 38  2  0  0  0  0
  3 39  1  0  0  0  0
 39 40  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0241826

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(CO)C=C(C)C=CC(=O)C1=C(O)C(=CN(OC2OC(CO)C(OC)C(O)C2O)C1=O)C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C28H35NO11/c1-4-16(13-30)11-15(2)5-10-20(33)22-23(34)19(17-6-8-18(32)9-7-17)12-29(27(22)37)40-28-25(36)24(35)26(38-3)21(14-31)39-28/h5-12,16,21,24-26,28,30-32,34-36H,4,13-14H2,1-3H3

> <INCHI_KEY>
RIHCJQKHCQUHTI-UHFFFAOYSA-N

> <FORMULA>
C28H35NO11

> <MOLECULAR_WEIGHT>
561.584

> <EXACT_MASS>
561.221010951

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
75

> <JCHEM_AVERAGE_POLARIZABILITY>
57.938954273817004

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-{[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy}-4-hydroxy-3-[6-(hydroxymethyl)-4-methylocta-2,4-dienoyl]-5-(4-hydroxyphenyl)-1,2-dihydropyridin-2-one

> <JCHEM_LOGP>
1.0819300386666657

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.356661260412201

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.380260137808639

> <JCHEM_PKA_STRONGEST_BASIC>
-1.634276250426828

> <JCHEM_POLAR_SURFACE_AREA>
186.45

> <JCHEM_REFRACTIVITY>
145.10520000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
1-{[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy}-4-hydroxy-3-[6-(hydroxymethyl)-4-methylocta-2,4-dienoyl]-5-(4-hydroxyphenyl)pyridin-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0      -5.335  -0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -2.667  -7.700   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0       5.335  -4.620   0.000  0.00  0.00           N+0
HETATM   24  O   UNK     0       6.668  -5.390   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       8.002  -7.700   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       8.002  -9.240   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       9.336 -10.010   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       9.336 -11.550   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       6.668 -10.010   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       6.668 -11.550   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       8.002 -12.320   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       5.335  -9.240   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       4.001 -10.010   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       4.001  -6.930   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   39                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   37                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   22                                                  
CONECT   15   14   16   21                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   15                                                       
CONECT   22   14   23                                                       
CONECT   23   22   24   37                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   35                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   30                                                  
CONECT   28   27   29                                                       
CONECT   29   28                                                            
CONECT   30   27   31   33                                                  
CONECT   31   30   32                                                       
CONECT   32   31                                                            
CONECT   33   30   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   25   36                                                  
CONECT   36   35                                                            
CONECT   37   23   11   38                                                  
CONECT   38   37                                                            
CONECT   39    3   40                                                       
CONECT   40   39                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   84    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₈H₃₅NO₁₁

Average Mass

561.5840 Da

Monoisotopic Mass

561.22101 Da

IUPAC Name

1-{[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy}-4-hydroxy-3-[6-(hydroxymethyl)-4-methylocta-2,4-dienoyl]-5-(4-hydroxyphenyl)-1,2-dihydropyridin-2-one

Traditional Name

1-{[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy}-4-hydroxy-3-[6-(hydroxymethyl)-4-methylocta-2,4-dienoyl]-5-(4-hydroxyphenyl)pyridin-2-one

CAS Registry Number

Not Available

SMILES

CCC(CO)C=C(C)C=CC(=O)C1=C(O)C(=CN(OC2OC(CO)C(OC)C(O)C2O)C1=O)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C28H35NO11/c1-4-16(13-30)11-15(2)5-10-20(33)22-23(34)19(17-6-8-18(32)9-7-17)12-29(27(22)37)40-28-25(36)24(35)26(38-3)21(14-31)39-28/h5-12,16,21,24-26,28,30-32,34-36H,4,13-14H2,1-3H3

InChI Key

RIHCJQKHCQUHTI-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty acyl glycosides of mono- and disaccharides. Fatty acyl glycosides of mono- and disaccharides are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl glycosides

Direct Parent

Fatty acyl glycosides of mono- and disaccharides

Alternative Parents

Substituents

Fatty acyl glycoside of mono- or disaccharide
3-phenylpyridine
Alkyl glycoside
Aryl ketone
1-hydroxy-2-unsubstituted benzenoid
Hydroxypyridine
Pyridinone
Phenol
Dihydropyridine
Benzenoid
Pyridine
Oxane
Monosaccharide
Hydropyridine
Monocyclic benzene moiety
Heteroaromatic compound
Vinylogous amide
Vinylogous acid
Alpha,beta-unsaturated ketone
Enone
Acryloyl-group
Secondary alcohol
Lactam
Ketone
Oxacycle
Azacycle
Organoheterocyclic compound
Ether
Dialkyl ether
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Organonitrogen compound
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	1.08	ChemAxon
pKa (Strongest Acidic)	8.38	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	186.45 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	145.11 m³·mol⁻¹	ChemAxon
Polarizability	57.94 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

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

162814570

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 1-{[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy}-4-hydroxy-3-[6-(hydroxymethyl)-4-methylocta-2,4-dienoyl]-5-(4-hydroxyphenyl)pyridin-2-one (NP0241826)

MOL for NP0241826 (1-{[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy}-4-hydroxy-3-[6-(hydroxymethyl)-4-methylocta-2,4-dienoyl]-5-(4-hydroxyphenyl)pyridin-2-one)

3D MOL for NP0241826 (1-{[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy}-4-hydroxy-3-[6-(hydroxymethyl)-4-methylocta-2,4-dienoyl]-5-(4-hydroxyphenyl)pyridin-2-one)

3D SDF for NP0241826 (1-{[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy}-4-hydroxy-3-[6-(hydroxymethyl)-4-methylocta-2,4-dienoyl]-5-(4-hydroxyphenyl)pyridin-2-one)

3D-SDF for NP0241826 (1-{[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy}-4-hydroxy-3-[6-(hydroxymethyl)-4-methylocta-2,4-dienoyl]-5-(4-hydroxyphenyl)pyridin-2-one)

PDB for NP0241826 (1-{[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy}-4-hydroxy-3-[6-(hydroxymethyl)-4-methylocta-2,4-dienoyl]-5-(4-hydroxyphenyl)pyridin-2-one)

3D PDB for NP0241826 (1-{[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy}-4-hydroxy-3-[6-(hydroxymethyl)-4-methylocta-2,4-dienoyl]-5-(4-hydroxyphenyl)pyridin-2-one)

SMILES for NP0241826 (1-{[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy}-4-hydroxy-3-[6-(hydroxymethyl)-4-methylocta-2,4-dienoyl]-5-(4-hydroxyphenyl)pyridin-2-one)

INCHI for NP0241826 (1-{[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy}-4-hydroxy-3-[6-(hydroxymethyl)-4-methylocta-2,4-dienoyl]-5-(4-hydroxyphenyl)pyridin-2-one)

Structure for NP0241826 (1-{[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy}-4-hydroxy-3-[6-(hydroxymethyl)-4-methylocta-2,4-dienoyl]-5-(4-hydroxyphenyl)pyridin-2-one)

3D Structure for NP0241826 (1-{[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy}-4-hydroxy-3-[6-(hydroxymethyl)-4-methylocta-2,4-dienoyl]-5-(4-hydroxyphenyl)pyridin-2-one)