NP-MRD: Showing NP-Card for 2-{[3-(acetyloxy)-5-hydroxy-6-(2-hydroxy-6-isopropyl-3-methylphenoxy)-2-methyloxan-4-yl]oxy}-3,5-dihydroxy-6-methyloxan-4-yl 2-methylbut-2-enoate (NP0317656)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-11 17:39:54 UTC

Updated at

2022-09-11 17:39:54 UTC

NP-MRD ID

NP0317656

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-{[3-(acetyloxy)-5-hydroxy-6-(2-hydroxy-6-isopropyl-3-methylphenoxy)-2-methyloxan-4-yl]oxy}-3,5-dihydroxy-6-methyloxan-4-yl 2-methylbut-2-enoate

Description

2-{[3-(Acetyloxy)-5-hydroxy-6-[2-hydroxy-3-methyl-6-(propan-2-yl)phenoxy]-2-methyloxan-4-yl]oxy}-3,5-dihydroxy-6-methyloxan-4-yl 2-methylbut-2-enoate belongs to the class of organic compounds known as benzofuranones. These are organic compounds containing a benzene ring fused to a furanone. 2-{[3-(acetyloxy)-5-hydroxy-6-(2-hydroxy-6-isopropyl-3-methylphenoxy)-2-methyloxan-4-yl]oxy}-3,5-dihydroxy-6-methyloxan-4-yl 2-methylbut-2-enoate is found in Melampodium divaricatum. 2-{[3-(Acetyloxy)-5-hydroxy-6-[2-hydroxy-3-methyl-6-(propan-2-yl)phenoxy]-2-methyloxan-4-yl]oxy}-3,5-dihydroxy-6-methyloxan-4-yl 2-methylbut-2-enoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004231523112D          

 41 43  0  0  0  0            999 V2000
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -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
   -2.1434   -1.2375    0.0000 C   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 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    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   -4.9500    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
   -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
   -5.0013   -6.1875    0.0000 O   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 O   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
   -3.5724   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -7.8375    0.0000 C   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
   -1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 C   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
   -3.5724   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  4  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 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
 27 28  2  0  0  0  0
 21 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 19 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 16 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
 14 40  1  0  0  0  0
  8 40  1  0  0  0  0
 40 41  1  0  0  0  0
M  END

     RDKit          3D

 83 85  0  0  0  0  0  0  0  0999 V2000
    9.0916   -2.0936   -2.1115 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2769   -1.0089   -1.5302 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9680   -1.0785   -1.4717 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3060   -2.2962   -2.0132 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1885   -0.0075   -0.8993 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7746    1.0178   -0.4448 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8062   -0.0154   -0.8059 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0733    1.0604   -0.2340 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2176    1.6573   -1.3201 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8927    2.9554   -0.9237 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9708    0.8551   -1.5034 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6315    0.5938   -2.9525 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1541   -0.3722   -0.8811 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0159   -0.1563    0.5123 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9056    0.5985    0.6829 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1351    0.0567    1.3667 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2811   -0.0484    0.3431 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8673   -1.0483   -0.5678 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5961   -0.3294    0.9638 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2677   -1.3135    0.2051 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5733   -1.2044   -0.2036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9111   -0.6318   -1.3905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8793   -0.1082   -2.3098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4997    0.6581   -3.4655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0787   -1.2766   -2.9075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2712   -0.5687   -1.7115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2390   -1.0577   -0.8793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8629   -1.6331    0.3179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8678   -2.1846    1.2663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5334   -1.7171    0.6768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1368   -2.2928    1.8780 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3809   -0.8072    2.2579 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9043    0.2066    3.0852 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9440    1.3129    3.2892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6507    0.8494    2.5122 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2580    0.9459    3.5913 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7647    2.1219    4.0898 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7156    2.0192    5.2397 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4178    3.1998    3.5738 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2305    0.6449    0.9234 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8519    1.8213    1.6068 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6915   -2.4743   -3.0734 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1330   -1.7494   -2.3195 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1737   -2.8924   -1.3440 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7747   -0.1404   -1.1467 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8499   -3.2114   -1.7159 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3981   -2.2244   -3.1310 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2477   -2.3661   -1.7497 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7633    1.8645    0.1079 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8479    1.6745   -2.2478 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8447    3.5899   -1.6747 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1019    1.3856   -1.0600 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6989   -0.0214   -2.9477 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3620    1.5576   -3.4166 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3822    0.0273   -3.5003 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9841   -1.1672    0.9532 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0816   -0.9956    1.7165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2480    0.9107   -0.2345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1408   -1.9003   -0.1871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2925    0.5307    1.0408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1389    0.5583   -1.8326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7155    1.1801   -4.0445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9891   -0.0707   -4.1375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2522    1.3893   -3.1108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0599   -0.9141   -3.1834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6318   -1.6951   -3.7794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9406   -2.0947   -2.1921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5426   -0.1178   -2.6469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2989   -1.0319   -1.0831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6447   -3.2805    1.4263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8938   -2.1339    0.8895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7201   -1.7147    2.2604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7585   -2.6751    2.5488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7475   -0.2446    4.0854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0071    1.9935    2.4302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8949    0.8838    3.6112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5519    1.9331    4.1435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8580    1.8790    2.1719 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6716    1.5047    4.9322 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3003    1.4119    6.0663 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0278    3.0211    5.6145 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8064    0.0500    1.6648 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5543    2.1086    2.2405 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 30  2  0
 30 31  1  0
 30 28  1  0
 28 29  1  0
 28 27  2  0
 27 26  1  0
 26 22  2  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 19 32  1  0
 32 33  1  0
 33 34  1  0
 33 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 37 39  2  0
 14 40  1  0
 40 41  1  0
 40  8  1  0
 35 16  1  0
 22 21  1  0
  1 42  1  0
  1 43  1  0
  1 44  1  0
  2 45  1  0
  4 46  1  0
  4 47  1  0
  4 48  1  0
  8 49  1  1
  9 50  1  6
 10 51  1  0
 11 52  1  1
 12 53  1  0
 12 54  1  0
 12 55  1  0
 14 56  1  1
 16 57  1  1
 17 58  1  6
 18 59  1  0
 19 60  1  1
 31 73  1  0
 29 70  1  0
 29 71  1  0
 29 72  1  0
 27 69  1  0
 26 68  1  0
 23 61  1  0
 24 62  1  0
 24 63  1  0
 24 64  1  0
 25 65  1  0
 25 66  1  0
 25 67  1  0
 33 74  1  1
 34 75  1  0
 34 76  1  0
 34 77  1  0
 35 78  1  6
 38 79  1  0
 38 80  1  0
 38 81  1  0
 40 82  1  1
 41 83  1  0
M  END


  Mrv1533004231523112D          

 41 43  0  0  0  0            999 V2000
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -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
   -2.1434   -1.2375    0.0000 C   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 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    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   -4.9500    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
   -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
   -5.0013   -6.1875    0.0000 O   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 O   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
   -3.5724   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -7.8375    0.0000 C   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
   -1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 C   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
   -3.5724   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  4  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 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
 27 28  2  0  0  0  0
 21 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 19 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 16 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
 14 40  1  0  0  0  0
  8 40  1  0  0  0  0
 40 41  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0317656

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC=C(C)C(=O)OC1C(O)C(C)OC(OC2C(O)C(OC3=C(O)C(C)=CC=C3C(C)C)OC(C)C2OC(C)=O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C29H42O12/c1-9-13(4)27(35)39-25-20(32)15(6)36-28(21(25)33)41-26-22(34)29(37-16(7)23(26)38-17(8)30)40-24-18(12(2)3)11-10-14(5)19(24)31/h9-12,15-16,20-23,25-26,28-29,31-34H,1-8H3

> <INCHI_KEY>
OMTIAXMAFZGJDY-UHFFFAOYSA-N

> <FORMULA>
C29H42O12

> <MOLECULAR_WEIGHT>
582.643

> <EXACT_MASS>
582.267626792

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
83

> <JCHEM_AVERAGE_POLARIZABILITY>
60.800176996481696

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-{[3-(acetyloxy)-5-hydroxy-6-[2-hydroxy-3-methyl-6-(propan-2-yl)phenoxy]-2-methyloxan-4-yl]oxy}-3,5-dihydroxy-6-methyloxan-4-yl 2-methylbut-2-enoate

> <ALOGPS_LOGP>
2.87

> <JCHEM_LOGP>
3.833524551999998

> <ALOGPS_LOGS>
-3.10

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.009818557578733

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.284997845396642

> <JCHEM_PKA_STRONGEST_BASIC>
-3.627245353295409

> <JCHEM_POLAR_SURFACE_AREA>
170.44

> <JCHEM_REFRACTIVITY>
143.70340000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.59e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{[3-(acetyloxy)-5-hydroxy-6-(2-hydroxy-6-isopropyl-3-methylphenoxy)-2-methyloxan-4-yl]oxy}-3,5-dihydroxy-6-methyloxan-4-yl 2-methylbut-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-APR-15         0                                  
HETATM    1  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -1.334  -5.390   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      -4.001  -5.390   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.334  -6.930   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -4.001 -10.010   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -5.335  -9.240   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      -6.668 -11.550   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -8.002 -12.320   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -9.336 -11.550   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -8.002 -13.860   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -9.336 -14.630   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -9.336 -16.170   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -8.002 -16.940   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -6.668 -16.170   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -8.002 -18.480   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -6.668 -19.250   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -9.336 -19.250   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0     -10.669 -18.480   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0     -10.669 -16.940   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0     -12.003 -16.170   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0     -12.003 -14.630   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0     -13.337 -16.940   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -6.668 -14.630   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      -5.335 -13.860   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -4.001 -14.630   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -5.335 -12.320   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      -4.001 -11.550   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      -2.667 -12.320   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      -2.667 -13.860   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      -1.334 -11.550   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      -6.668  -6.930   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    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   40                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   40                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   35                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   32                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   28                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   21   29                                                  
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
CONECT   32   19   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   16   36                                                  
CONECT   36   35   37                                                       
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37                                                            
CONECT   40   14    8   41                                                  
CONECT   41   40                                                            
MASTER        0    0    0    0    0    0    0    0   41    0   86    0
END

View in JSmol

Synonyms

Value	Source
2-{[3-(acetyloxy)-5-hydroxy-6-[2-hydroxy-3-methyl-6-(propan-2-yl)phenoxy]-2-methyloxan-4-yl]oxy}-3,5-dihydroxy-6-methyloxan-4-yl 2-methylbut-2-enoic acid	Generator

Chemical Formula

C₂₉H₄₂O₁₂

Average Mass

582.6430 Da

Monoisotopic Mass

582.26763 Da

IUPAC Name

2-{[3-(acetyloxy)-5-hydroxy-6-[2-hydroxy-3-methyl-6-(propan-2-yl)phenoxy]-2-methyloxan-4-yl]oxy}-3,5-dihydroxy-6-methyloxan-4-yl 2-methylbut-2-enoate

Traditional Name

2-{[3-(acetyloxy)-5-hydroxy-6-(2-hydroxy-6-isopropyl-3-methylphenoxy)-2-methyloxan-4-yl]oxy}-3,5-dihydroxy-6-methyloxan-4-yl 2-methylbut-2-enoate

CAS Registry Number

Not Available

SMILES

CC=C(C)C(=O)OC1C(O)C(C)OC(OC2C(O)C(OC3=C(O)C(C)=CC=C3C(C)C)OC(C)C2OC(C)=O)C1O

InChI Identifier

InChI=1S/C29H42O12/c1-9-13(4)27(35)39-25-20(32)15(6)36-28(21(25)33)41-26-22(34)29(37-16(7)23(26)38-17(8)30)40-24-18(12(2)3)11-10-14(5)19(24)31/h9-12,15-16,20-23,25-26,28-29,31-34H,1-8H3

InChI Key

OMTIAXMAFZGJDY-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
Melampodium divaricatum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzofuranones. These are organic compounds containing a benzene ring fused to a furanone.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzofurans

Sub Class

Benzofuranones

Direct Parent

Benzofuranones

Alternative Parents

Substituents

Benzofuranone
Isobenzofuranone
Phthalide
Isocoumaran
2-furanone
Benzenoid
Dihydrofuran
Furan
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Heteroaromatic compound
Lactone
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Oxacycle
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
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	2.87	ALOGPS
logP	3.83	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	10.28	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	170.44 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	143.7 m³·mol⁻¹	ChemAxon
Polarizability	60.8 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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-{[3-(acetyloxy)-5-hydroxy-6-(2-hydroxy-6-isopropyl-3-methylphenoxy)-2-methyloxan-4-yl]oxy}-3,5-dihydroxy-6-methyloxan-4-yl 2-methylbut-2-enoate (NP0317656)

MOL for NP0317656 (2-{[3-(acetyloxy)-5-hydroxy-6-(2-hydroxy-6-isopropyl-3-methylphenoxy)-2-methyloxan-4-yl]oxy}-3,5-dihydroxy-6-methyloxan-4-yl 2-methylbut-2-enoate)

3D MOL for NP0317656 (2-{[3-(acetyloxy)-5-hydroxy-6-(2-hydroxy-6-isopropyl-3-methylphenoxy)-2-methyloxan-4-yl]oxy}-3,5-dihydroxy-6-methyloxan-4-yl 2-methylbut-2-enoate)

3D SDF for NP0317656 (2-{[3-(acetyloxy)-5-hydroxy-6-(2-hydroxy-6-isopropyl-3-methylphenoxy)-2-methyloxan-4-yl]oxy}-3,5-dihydroxy-6-methyloxan-4-yl 2-methylbut-2-enoate)

3D-SDF for NP0317656 (2-{[3-(acetyloxy)-5-hydroxy-6-(2-hydroxy-6-isopropyl-3-methylphenoxy)-2-methyloxan-4-yl]oxy}-3,5-dihydroxy-6-methyloxan-4-yl 2-methylbut-2-enoate)

PDB for NP0317656 (2-{[3-(acetyloxy)-5-hydroxy-6-(2-hydroxy-6-isopropyl-3-methylphenoxy)-2-methyloxan-4-yl]oxy}-3,5-dihydroxy-6-methyloxan-4-yl 2-methylbut-2-enoate)

3D PDB for NP0317656 (2-{[3-(acetyloxy)-5-hydroxy-6-(2-hydroxy-6-isopropyl-3-methylphenoxy)-2-methyloxan-4-yl]oxy}-3,5-dihydroxy-6-methyloxan-4-yl 2-methylbut-2-enoate)

SMILES for NP0317656 (2-{[3-(acetyloxy)-5-hydroxy-6-(2-hydroxy-6-isopropyl-3-methylphenoxy)-2-methyloxan-4-yl]oxy}-3,5-dihydroxy-6-methyloxan-4-yl 2-methylbut-2-enoate)

INCHI for NP0317656 (2-{[3-(acetyloxy)-5-hydroxy-6-(2-hydroxy-6-isopropyl-3-methylphenoxy)-2-methyloxan-4-yl]oxy}-3,5-dihydroxy-6-methyloxan-4-yl 2-methylbut-2-enoate)

Structure for NP0317656 (2-{[3-(acetyloxy)-5-hydroxy-6-(2-hydroxy-6-isopropyl-3-methylphenoxy)-2-methyloxan-4-yl]oxy}-3,5-dihydroxy-6-methyloxan-4-yl 2-methylbut-2-enoate)

3D Structure for NP0317656 (2-{[3-(acetyloxy)-5-hydroxy-6-(2-hydroxy-6-isopropyl-3-methylphenoxy)-2-methyloxan-4-yl]oxy}-3,5-dihydroxy-6-methyloxan-4-yl 2-methylbut-2-enoate)