NP-MRD: Showing NP-Card for 3-[(2s,3r,4s,6s)-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]-4-hydroxy-6-[(4e,6e,9e)-3-hydroxy-2,6,8,10,12-pentamethyloctadeca-4,6,9-trien-2-yl]pyran-2-one (NP0278134)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-09 03:03:14 UTC

Updated at

2022-09-09 03:03:14 UTC

NP-MRD ID

NP0278134

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-[(2s,3r,4s,6s)-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]-4-hydroxy-6-[(4e,6e,9e)-3-hydroxy-2,6,8,10,12-pentamethyloctadeca-4,6,9-trien-2-yl]pyran-2-one

Description

DTXSID501017766, also known as deoxyfusapyrone, belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring. 3-[(2s,3r,4s,6s)-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]-4-hydroxy-6-[(4e,6e,9e)-3-hydroxy-2,6,8,10,12-pentamethyloctadeca-4,6,9-trien-2-yl]pyran-2-one is found in Fusarium incarnatum. Based on a literature review very few articles have been published on DTXSID501017766.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092205032D          

 42 43  0  0  1  0            999 V2000
    0.0000  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000  -13.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289  -13.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579  -13.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724  -11.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868  -13.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013  -11.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158  -13.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447  -13.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302  -11.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592  -11.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447  -10.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9862   -9.7895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1612   -8.3605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -7.4250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.4315   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -6.1875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.1460   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -7.4250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.5749   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -7.8375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.1460   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -9.0750    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  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
 30 29  1  6  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  6  0  0  0
 33 34  1  0  0  0  0
 32 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  6  0  0  0
 36 38  1  0  0  0  0
 30 38  1  0  0  0  0
 38 39  1  1  0  0  0
 29 40  1  0  0  0  0
 40 41  2  0  0  0  0
 40 42  1  0  0  0  0
 25 42  1  0  0  0  0
M  END

     RDKit          3D

 96 97  0  0  0  0  0  0  0  0999 V2000
    9.8591    3.9791    0.3338 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1614    2.6053    0.4018 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9912    1.5842   -0.3017 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4475    0.2245   -0.3578 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2013   -0.5848    0.8403 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2344   -0.1345    1.8621 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8217    0.1143    1.3047 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0289    0.5766    2.5193 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3694   -1.1765    0.7385 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9874   -1.1231    0.0891 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7851   -0.7756    0.8771 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8678   -1.4131   -1.1725 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6888   -1.4388   -2.0172 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8034   -2.7620   -2.7946 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4060   -1.0849   -1.5446 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2718   -1.7075   -1.5414 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1081   -3.0528   -2.0796 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0408   -1.0255   -1.0535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1400   -1.5712   -1.0251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3620   -0.8679   -0.5351 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9996    0.2510    0.2399 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2440   -1.7355    0.3255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6549   -2.9978   -0.4456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6699   -2.1377    1.6358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5323   -0.9711    0.5500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6755   -1.3464   -0.1457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8698   -0.6896    0.0149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0040   -1.0648   -0.6781 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9091    0.3938    0.9171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2100    1.0803    1.0605 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.7316    1.1589   -0.2295 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9736    1.7404   -0.3105 C   0  0  2  0  0  0  0  0  0  0  0  0
  -10.4594    1.6450   -1.7391 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5396    0.2957   -2.1149 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8059    3.1999    0.0625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4439    3.2050    1.5361 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.2108    4.4838    2.0023 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2167    2.3510    1.8024 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.2259    2.0900    3.1724 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7517    0.7040    1.5638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7523    1.6537    2.3694 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6334    0.0228    1.3585 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7992    3.9638    0.9173 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1852    4.6886    0.8636 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9638    4.3228   -0.6979 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9792    2.4480    1.4601 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1977    2.7388   -0.1461 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0586    1.6176    0.0701 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1165    1.9908   -1.3647 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5399    0.2056   -1.0649 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1872   -0.3880   -0.9929 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0154   -1.6504    0.5213 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1975   -0.6767    1.3797 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0759   -1.0636    2.5409 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6091    0.6125    2.5267 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8075    0.9337    0.5727 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8931   -0.1922    3.2779 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7211    1.3359    3.0114 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1379    1.1758    2.2650 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1010   -1.5115   -0.0174 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3658   -1.9810    1.5166 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9499   -1.5131    0.7663 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0782   -0.9514    1.9688 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4894    0.2709    0.8623 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8242   -1.6813   -1.6968 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9796   -0.6857   -2.8900 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0726   -3.6101   -2.1472 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0497   -2.8957   -3.5586 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7771   -2.6738   -3.4382 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3302   -0.0483   -1.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9040   -3.7882   -1.7947 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2243   -3.5542   -1.5271 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7829   -3.1064   -3.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1398   -0.0213   -0.7026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2867   -2.6036   -1.3848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9590   -0.4963   -1.4057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2354   -0.0400    0.7936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7787   -3.7035   -0.3466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8588   -2.8109   -1.4962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4689   -3.4667    0.1268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1763   -3.1504    1.5533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4857   -2.2815    2.3749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9432   -1.4375    2.0684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6740   -2.1689   -0.8468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9381   -1.8350   -1.3122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8788    0.3319    1.5843 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6609    1.2216    0.3981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7053    2.0933   -2.4112 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4408    2.1120   -1.8886 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6416   -0.3096   -1.3493 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7148    3.7993   -0.0695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9361    3.5731   -0.5211 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3089    2.7733    2.0757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1626    4.4440    2.9895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3587    3.0246    1.5029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9979    2.9203    3.6594 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  1  0
 22 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 27 29  2  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 32 35  1  0
 35 36  1  0
 36 37  1  0
 36 38  1  0
 38 39  1  0
 29 40  1  0
 40 41  2  0
 40 42  1  0
 42 25  1  0
 38 30  1  0
  1 43  1  0
  1 44  1  0
  1 45  1  0
  2 46  1  0
  2 47  1  0
  3 48  1  0
  3 49  1  0
  4 50  1  0
  4 51  1  0
  5 52  1  0
  5 53  1  0
  6 54  1  0
  6 55  1  0
  7 56  1  6
  8 57  1  0
  8 58  1  0
  8 59  1  0
  9 60  1  0
  9 61  1  0
 11 62  1  0
 11 63  1  0
 11 64  1  0
 12 65  1  0
 13 66  1  6
 14 67  1  0
 14 68  1  0
 14 69  1  0
 15 70  1  0
 17 71  1  0
 17 72  1  0
 17 73  1  0
 18 74  1  0
 19 75  1  0
 20 76  1  6
 21 77  1  0
 23 78  1  0
 23 79  1  0
 23 80  1  0
 24 81  1  0
 24 82  1  0
 24 83  1  0
 26 84  1  0
 28 85  1  0
 30 86  1  1
 32 87  1  1
 33 88  1  0
 33 89  1  0
 34 90  1  0
 35 91  1  0
 35 92  1  0
 36 93  1  1
 37 94  1  0
 38 95  1  1
 39 96  1  0
M  END


  Mrv1652309092205032D          

 42 43  0  0  1  0            999 V2000
    0.0000  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000  -13.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289  -13.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579  -13.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724  -11.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868  -13.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013  -11.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158  -13.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447  -13.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302  -11.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592  -11.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447  -10.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9862   -9.7895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1612   -8.3605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -7.4250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.4315   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -6.1875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.1460   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -7.4250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.5749   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -7.8375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.1460   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -9.0750    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  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
 30 29  1  6  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  6  0  0  0
 33 34  1  0  0  0  0
 32 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  6  0  0  0
 36 38  1  0  0  0  0
 30 38  1  0  0  0  0
 38 39  1  1  0  0  0
 29 40  1  0  0  0  0
 40 41  2  0  0  0  0
 40 42  1  0  0  0  0
 25 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0278134

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCC(C)C\C(C)=C\C(C)\C=C(/C)\C=C\C(O)C(C)(C)C1=CC(O)=C([C@@H]2O[C@H](CO)C[C@H](O)[C@H]2O)C(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C34H54O8/c1-8-9-10-11-12-21(2)15-23(4)17-24(5)16-22(3)13-14-28(38)34(6,7)29-19-26(36)30(33(40)42-29)32-31(39)27(37)18-25(20-35)41-32/h13-14,16-17,19,21,24-25,27-28,31-32,35-39H,8-12,15,18,20H2,1-7H3/b14-13+,22-16+,23-17+/t21?,24?,25-,27-,28?,31+,32-/m0/s1

> <INCHI_KEY>
MRMMGDLQIQYRDA-CKYNMZOQSA-N

> <FORMULA>
C34H54O8

> <MOLECULAR_WEIGHT>
590.798

> <EXACT_MASS>
590.381868699

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
96

> <JCHEM_AVERAGE_POLARIZABILITY>
67.5859346281166

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-[(2S,3R,4S,6S)-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]-4-hydroxy-6-[(4E,6E,9E)-3-hydroxy-2,6,8,10,12-pentamethyloctadeca-4,6,9-trien-2-yl]-2H-pyran-2-one

> <JCHEM_LOGP>
5.198302730999998

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.106237298046

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.096401571199324

> <JCHEM_PKA_STRONGEST_BASIC>
-2.942716826175773

> <JCHEM_POLAR_SURFACE_AREA>
136.68

> <JCHEM_REFRACTIVITY>
169.92520000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
3-[(2S,3R,4S,6S)-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]-4-hydroxy-6-[(4E,6E,9E)-3-hydroxy-2,6,8,10,12-pentamethyloctadeca-4,6,9-trien-2-yl]pyran-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0       0.000 -26.180   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000 -24.640   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334 -23.870   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667 -24.640   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001 -23.870   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335 -24.640   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668 -23.870   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668 -22.330   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.002 -24.640   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.336 -23.870   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.336 -22.330   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.669 -24.640   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.003 -23.870   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      13.337 -24.640   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.003 -22.330   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      13.337 -21.560   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      14.670 -22.330   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      13.337 -20.020   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      14.670 -19.250   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      14.670 -17.710   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      13.337 -16.940   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      16.004 -16.940   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      16.774 -18.274   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      15.234 -15.606   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      17.338 -16.170   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      17.338 -14.630   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      18.672 -13.860   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      18.672 -12.320   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      20.005 -14.630   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      21.339 -13.860   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      21.339 -12.320   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      22.673 -11.550   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      22.673 -10.010   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      24.006  -9.240   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      24.006 -12.320   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      24.006 -13.860   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      25.340 -14.630   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      22.673 -14.630   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      22.673 -16.170   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      20.005 -16.170   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      21.339 -16.940   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      18.672 -16.940   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   24   25                                             
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   22   26   42                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   40                                                  
CONECT   30   29   31   38                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33   35                                                  
CONECT   33   32   34                                                       
CONECT   34   33                                                            
CONECT   35   32   36                                                       
CONECT   36   35   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   30   39                                                  
CONECT   39   38                                                            
CONECT   40   29   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40   25                                                       
MASTER        0    0    0    0    0    0    0    0   42    0   86    0
END

View in JSmol

Synonyms

Value	Source
Deoxyfusapyrone	MeSH
3-(4-Deoxy-xylo-hexopyranosyl)-4-hydroxy-6-(2-hydroxy-1,1,5,7,9,11-hexamethyl-3,5,8-heptadecatrienyl)-2H-pyran-2-one	MeSH

Chemical Formula

C₃₄H₅₄O₈

Average Mass

590.7980 Da

Monoisotopic Mass

590.38187 Da

IUPAC Name

3-[(2S,3R,4S,6S)-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]-4-hydroxy-6-[(4E,6E,9E)-3-hydroxy-2,6,8,10,12-pentamethyloctadeca-4,6,9-trien-2-yl]-2H-pyran-2-one

Traditional Name

3-[(2S,3R,4S,6S)-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]-4-hydroxy-6-[(4E,6E,9E)-3-hydroxy-2,6,8,10,12-pentamethyloctadeca-4,6,9-trien-2-yl]pyran-2-one

CAS Registry Number

Not Available

SMILES

CCCCCCC(C)C\C(C)=C\C(C)\C=C(/C)\C=C\C(O)C(C)(C)C1=CC(O)=C([C@@H]2O[C@H](CO)C[C@H](O)[C@H]2O)C(=O)O1

InChI Identifier

InChI=1S/C34H54O8/c1-8-9-10-11-12-21(2)15-23(4)17-24(5)16-22(3)13-14-28(38)34(6,7)29-19-26(36)30(33(40)42-29)32-31(39)27(37)18-25(20-35)41-32/h13-14,16-17,19,21,24-25,27-28,31-32,35-39H,8-12,15,18,20H2,1-7H3/b14-13+,22-16+,23-17+/t21?,24?,25-,27-,28?,31+,32-/m0/s1

InChI Key

MRMMGDLQIQYRDA-CKYNMZOQSA-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
Fusarium incarnatum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Terpene lactones

Alternative Parents

Substituents

Terpene lactone
Sesquiterpenoid
Farsesane sesquiterpenoid
Long chain fatty alcohol
C-glycosyl compound
Glycosyl compound
Fatty alcohol
Pyranone
Fatty acyl
Pyran
Monosaccharide
Oxane
Vinylogous acid
Heteroaromatic compound
Lactone
Secondary alcohol
Organoheterocyclic compound
Dialkyl ether
Ether
Oxacycle
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Primary alcohol
Organooxygen compound
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	5.2	ChemAxon
pKa (Strongest Acidic)	7.1	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	136.68 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	169.93 m³·mol⁻¹	ChemAxon
Polarizability	67.59 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	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

35467137

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

54724541

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-[(2s,3r,4s,6s)-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]-4-hydroxy-6-[(4e,6e,9e)-3-hydroxy-2,6,8,10,12-pentamethyloctadeca-4,6,9-trien-2-yl]pyran-2-one (NP0278134)

MOL for NP0278134 (3-[(2s,3r,4s,6s)-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]-4-hydroxy-6-[(4e,6e,9e)-3-hydroxy-2,6,8,10,12-pentamethyloctadeca-4,6,9-trien-2-yl]pyran-2-one)

3D MOL for NP0278134 (3-[(2s,3r,4s,6s)-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]-4-hydroxy-6-[(4e,6e,9e)-3-hydroxy-2,6,8,10,12-pentamethyloctadeca-4,6,9-trien-2-yl]pyran-2-one)

3D SDF for NP0278134 (3-[(2s,3r,4s,6s)-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]-4-hydroxy-6-[(4e,6e,9e)-3-hydroxy-2,6,8,10,12-pentamethyloctadeca-4,6,9-trien-2-yl]pyran-2-one)

3D-SDF for NP0278134 (3-[(2s,3r,4s,6s)-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]-4-hydroxy-6-[(4e,6e,9e)-3-hydroxy-2,6,8,10,12-pentamethyloctadeca-4,6,9-trien-2-yl]pyran-2-one)

PDB for NP0278134 (3-[(2s,3r,4s,6s)-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]-4-hydroxy-6-[(4e,6e,9e)-3-hydroxy-2,6,8,10,12-pentamethyloctadeca-4,6,9-trien-2-yl]pyran-2-one)

3D PDB for NP0278134 (3-[(2s,3r,4s,6s)-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]-4-hydroxy-6-[(4e,6e,9e)-3-hydroxy-2,6,8,10,12-pentamethyloctadeca-4,6,9-trien-2-yl]pyran-2-one)

SMILES for NP0278134 (3-[(2s,3r,4s,6s)-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]-4-hydroxy-6-[(4e,6e,9e)-3-hydroxy-2,6,8,10,12-pentamethyloctadeca-4,6,9-trien-2-yl]pyran-2-one)

INCHI for NP0278134 (3-[(2s,3r,4s,6s)-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]-4-hydroxy-6-[(4e,6e,9e)-3-hydroxy-2,6,8,10,12-pentamethyloctadeca-4,6,9-trien-2-yl]pyran-2-one)

Structure for NP0278134 (3-[(2s,3r,4s,6s)-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]-4-hydroxy-6-[(4e,6e,9e)-3-hydroxy-2,6,8,10,12-pentamethyloctadeca-4,6,9-trien-2-yl]pyran-2-one)

3D Structure for NP0278134 (3-[(2s,3r,4s,6s)-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]-4-hydroxy-6-[(4e,6e,9e)-3-hydroxy-2,6,8,10,12-pentamethyloctadeca-4,6,9-trien-2-yl]pyran-2-one)