NP-MRD: Showing NP-Card for methyl 2-[(1r,2r,4s,7r,8s,11r,12r,13r,16r)-7-[(2r)-2-hydroxy-5-oxo-2h-furan-3-yl]-1,8,12,15,15-pentamethyl-5,18-dioxo-3,6,14-trioxapentacyclo[9.7.0.0²,⁴.0²,⁸.0¹²,¹⁶]octadecan-13-yl]acetate (NP0153313)

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Record Information

Version

2.0

Created at

2022-09-02 09:56:45 UTC

Updated at

2022-09-02 09:56:45 UTC

NP-MRD ID

NP0153313

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 2-[(1r,2r,4s,7r,8s,11r,12r,13r,16r)-7-[(2r)-2-hydroxy-5-oxo-2h-furan-3-yl]-1,8,12,15,15-pentamethyl-5,18-dioxo-3,6,14-trioxapentacyclo[9.7.0.0²,⁴.0²,⁸.0¹²,¹⁶]octadecan-13-yl]acetate

Description

Methyl 2-[(1R,2R,4S,7R,8S,11R,12R,13R,16R)-7-[(2R)-2-hydroxy-5-oxo-2,5-dihydrofuran-3-yl]-1,8,12,15,15-pentamethyl-5,18-dioxo-3,6,14-trioxapentacyclo[9.7.0.0²,⁴.0²,⁸.0¹²,¹⁶]Octadecan-13-yl]acetate belongs to the class of organic compounds known as steroid lactones. These are sterol lipids containing a lactone moiety linked to the steroid skeleton. methyl 2-[(1r,2r,4s,7r,8s,11r,12r,13r,16r)-7-[(2r)-2-hydroxy-5-oxo-2h-furan-3-yl]-1,8,12,15,15-pentamethyl-5,18-dioxo-3,6,14-trioxapentacyclo[9.7.0.0²,⁴.0²,⁸.0¹²,¹⁶]octadecan-13-yl]acetate is found in Bouchardatia neurococca. Based on a literature review very few articles have been published on methyl 2-[(1R,2R,4S,7R,8S,11R,12R,13R,16R)-7-[(2R)-2-hydroxy-5-oxo-2,5-dihydrofuran-3-yl]-1,8,12,15,15-pentamethyl-5,18-dioxo-3,6,14-trioxapentacyclo[9.7.0.0²,⁴.0²,⁸.0¹²,¹⁶]Octadecan-13-yl]acetate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022211562D          

 37 42  0  0  1  0            999 V2000
    5.6817   -2.8090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9811   -2.3735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0079   -1.5490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7354   -1.1599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3072   -1.1135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3340   -0.2889    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0168    0.1741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7875    0.9666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5996    1.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7280    1.7894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9629    0.9934    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4311    1.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6190    1.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0872    2.1096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387    0.7029    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2792    1.5258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8705    0.0722    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5902   -0.7037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7781   -0.8489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2463   -0.2182    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9660   -0.9941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4342   -0.3634    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1539   -1.1393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6169   -1.8222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105   -2.4735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3398   -3.2660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6654   -2.1932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6386   -1.3687    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2899   -0.8623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0976    0.2673    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1827    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3492    1.6739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9948    1.1884    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8069    1.3336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5266    0.5577    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6826    0.2174    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4850   -0.5835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  6  5  1  6  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  1  0  0  0
 15 17  1  0  0  0  0
 17 18  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  6  0  0  0
 20 22  1  0  0  0  0
 22 23  1  6  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 23 28  1  0  0  0  0
 28 29  1  1  0  0  0
 22 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  1  0  0  0
 35 34  1  1  0  0  0
 33 35  1  0  0  0  0
 20 35  1  0  0  0  0
 15 35  1  0  0  0  0
 17 36  1  0  0  0  0
  6 36  1  0  0  0  0
 11 36  1  0  0  0  0
 36 37  1  1  0  0  0
M  END

     RDKit          3D

 71 76  0  0  0  0  0  0  0  0999 V2000
    5.5541    3.6705    0.4154 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4861    2.7724    0.5246 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3263    2.8374   -0.2225 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2261    3.7683   -1.0569 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2871    1.8006    0.0185 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4489    0.7671   -1.0249 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7440    0.2430   -0.8897 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6730   -0.8621   -0.0407 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4450   -1.9639   -0.6989 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3765   -0.5928    1.2929 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2467   -1.1306    0.2376 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8137   -2.4917    0.5037 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3332   -2.5305    0.4087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2150   -3.4584    0.9725 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5151   -1.5502   -0.3056 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0231   -2.2830   -1.5352 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1764   -0.2553   -0.6101 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6753    0.5190   -1.5495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1218    0.4105   -1.2325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4521    0.0049    0.1932 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0829    1.0627    1.2104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9179   -0.1953    0.2605 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7783    0.9378   -0.0808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5421    2.1993   -0.2039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7753    2.9357   -0.5745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9279    4.1570   -0.7767 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7576    1.9959   -0.6587 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2562    0.7573   -0.2791 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.5123   -0.2495   -1.2058 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2438   -0.6182    1.6133 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1960   -1.0078    2.4075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2041   -0.7403    3.6265 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0375   -1.7620    1.7902 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4872   -2.4893    0.6867 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7171   -1.2508    0.5620 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5921   -0.4456   -0.9644 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8295   -1.2202   -2.2350 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9803    3.5816   -0.6016 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3637    3.3589    1.1196 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2953    4.7140    0.6866 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4032    1.4688    1.0575 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3215    2.3497   -0.0153 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4049    1.2620   -2.0176 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1524   -2.4878    0.0097 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1361   -1.5656   -1.5002 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8612   -2.7485   -1.1729 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7052   -0.2577    2.0800 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1452    0.1727    1.1083 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8947   -1.5047    1.6536 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9348   -0.4985    1.1219 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1825   -3.2831   -0.1722 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1189   -2.7704    1.5337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5070   -3.2867   -1.6652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9039   -1.7481   -2.4717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0899   -2.5724   -1.4295 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1894    0.3211    0.3646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3463    1.5912   -1.5213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5386    0.2399   -2.6233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6876   -0.3263   -1.8787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5886    1.3732   -1.4568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4395    0.6532    2.0464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9879    1.4180    1.7903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5639    1.8971    0.7221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1767   -1.0879   -0.3594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6366    2.7665   -0.0652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7566    0.4514    0.6649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3207   -0.7702   -1.0048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4354   -2.3053    2.5007 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8910   -1.0611   -2.5626 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6638   -2.2870   -2.1659 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2148   -0.7998   -3.0395 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
  8 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  6
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  1
 20 22  1  0
 22 30  1  0
 30 31  1  0
 31 32  2  0
 31 33  1  0
 33 34  1  0
 35 34  1  6
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 17 36  1  0
 36 37  1  6
 36  6  1  0
 36 11  1  0
 35 15  1  0
 28 23  1  0
 35 20  1  0
 35 33  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
  5 41  1  0
  5 42  1  0
  6 43  1  6
  9 44  1  0
  9 45  1  0
  9 46  1  0
 10 47  1  0
 10 48  1  0
 10 49  1  0
 11 50  1  1
 12 51  1  0
 12 52  1  0
 16 53  1  0
 16 54  1  0
 16 55  1  0
 17 56  1  1
 18 57  1  0
 18 58  1  0
 19 59  1  0
 19 60  1  0
 21 61  1  0
 21 62  1  0
 21 63  1  0
 22 64  1  6
 33 68  1  1
 24 65  1  0
 28 66  1  1
 29 67  1  0
 37 69  1  0
 37 70  1  0
 37 71  1  0
M  END


  Mrv1652309022211562D          

 37 42  0  0  1  0            999 V2000
    5.6817   -2.8090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9811   -2.3735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0079   -1.5490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7354   -1.1599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3072   -1.1135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3340   -0.2889    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0168    0.1741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7875    0.9666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5996    1.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7280    1.7894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9629    0.9934    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4311    1.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6190    1.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0872    2.1096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387    0.7029    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2792    1.5258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8705    0.0722    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5902   -0.7037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7781   -0.8489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2463   -0.2182    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9660   -0.9941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4342   -0.3634    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1539   -1.1393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6169   -1.8222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105   -2.4735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3398   -3.2660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6654   -2.1932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6386   -1.3687    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2899   -0.8623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0976    0.2673    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1827    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3492    1.6739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9948    1.1884    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8069    1.3336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5266    0.5577    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6826    0.2174    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4850   -0.5835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  6  5  1  6  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  1  0  0  0
 15 17  1  0  0  0  0
 17 18  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  6  0  0  0
 20 22  1  0  0  0  0
 22 23  1  6  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 23 28  1  0  0  0  0
 28 29  1  1  0  0  0
 22 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  1  0  0  0
 35 34  1  1  0  0  0
 33 35  1  0  0  0  0
 20 35  1  0  0  0  0
 15 35  1  0  0  0  0
 17 36  1  0  0  0  0
  6 36  1  0  0  0  0
 11 36  1  0  0  0  0
 36 37  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0153313

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C[C@H]1OC(C)(C)[C@@H]2CC(=O)[C@]3(C)[C@H](CC[C@@]4(C)[C@@H](OC(=O)[C@H]5O[C@@]345)C3=CC(=O)O[C@H]3O)[C@@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C27H34O10/c1-23(2)14-10-15(28)26(5)13(25(14,4)16(36-23)11-17(29)33-6)7-8-24(3)19(12-9-18(30)34-21(12)31)35-22(32)20-27(24,26)37-20/h9,13-14,16,19-21,31H,7-8,10-11H2,1-6H3/t13-,14+,16-,19+,20-,21-,24+,25-,26+,27-/m1/s1

> <INCHI_KEY>
SAOLXGKDXTUSRH-CKUXUBMQSA-N

> <FORMULA>
C27H34O10

> <MOLECULAR_WEIGHT>
518.559

> <EXACT_MASS>
518.215197295

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
71

> <JCHEM_AVERAGE_POLARIZABILITY>
52.331462152066344

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 2-[(1R,2R,4S,7R,8S,11R,12R,13R,16R)-7-[(2R)-2-hydroxy-5-oxo-2,5-dihydrofuran-3-yl]-1,8,12,15,15-pentamethyl-5,18-dioxo-3,6,14-trioxapentacyclo[9.7.0.0^{2,4}.0^{2,8}.0^{12,16}]octadecan-13-yl]acetate

> <ALOGPS_LOGP>
2.59

> <JCHEM_LOGP>
2.008225421999998

> <ALOGPS_LOGS>
-4.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.730228744954733

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.303217314884195

> <JCHEM_PKA_STRONGEST_BASIC>
-3.947815206365475

> <JCHEM_POLAR_SURFACE_AREA>
137.96

> <JCHEM_REFRACTIVITY>
124.15249999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.93e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl [(1R,2R,4S,7R,8S,11R,12R,13R,16R)-7-[(2R)-2-hydroxy-5-oxo-2H-furan-3-yl]-1,8,12,15,15-pentamethyl-5,18-dioxo-3,6,14-trioxapentacyclo[9.7.0.0^{2,4}.0^{2,8}.0^{12,16}]octadecan-13-yl]acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0      10.606  -5.244   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       9.298  -4.431   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       9.348  -2.891   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      10.706  -2.165   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       8.040  -2.078   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.090  -0.539   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       9.365   0.325   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       8.937   1.804   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.453   2.075   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.826   3.340   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.398   1.854   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.405   3.032   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.889   2.761   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       3.896   3.938   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       4.366   1.312   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.254   2.848   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.358   0.135   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.835  -1.314   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.319  -1.585   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.326  -0.407   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.803  -1.856   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.810  -0.678   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.287  -2.127   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.151  -3.401   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.206  -4.617   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       0.634  -6.097   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -1.242  -4.094   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -1.192  -2.555   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -2.408  -1.610   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -0.182   0.499   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       0.341   1.947   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -0.652   3.125   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       1.857   2.218   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       3.373   2.489   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       2.850   1.041   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       6.874   0.406   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       6.505  -1.089   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7   36                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10   11                                             
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    8   12   36                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   17   35                                             
CONECT   16   15                                                            
CONECT   17   15   18   36                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22   35                                             
CONECT   21   20                                                            
CONECT   22   20   23   30                                                  
CONECT   23   22   24   28                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   23   29                                                  
CONECT   29   28                                                            
CONECT   30   22   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34   35                                                  
CONECT   34   33   35                                                       
CONECT   35   34   33   20   15                                             
CONECT   36   17    6   11   37                                             
CONECT   37   36                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   84    0
END

View in JSmol

Synonyms

Value	Source
Methyl 2-[(1R,2R,4S,7R,8S,11R,12R,13R,16R)-7-[(2R)-2-hydroxy-5-oxo-2,5-dihydrofuran-3-yl]-1,8,12,15,15-pentamethyl-5,18-dioxo-3,6,14-trioxapentacyclo[9.7.0.0,.0,.0,]octadecan-13-yl]acetic acid	Generator

Chemical Formula

C₂₇H₃₄O₁₀

Average Mass

518.5590 Da

Monoisotopic Mass

518.21520 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

COC(=O)C[C@H]1OC(C)(C)[C@@H]2CC(=O)[C@]3(C)[C@H](CC[C@@]4(C)[C@@H](OC(=O)[C@H]5O[C@@]345)C3=CC(=O)O[C@H]3O)[C@@]12C

InChI Identifier

InChI=1S/C27H34O10/c1-23(2)14-10-15(28)26(5)13(25(14,4)16(36-23)11-17(29)33-6)7-8-24(3)19(12-9-18(30)34-21(12)31)35-22(32)20-27(24,26)37-20/h9,13-14,16,19-21,31H,7-8,10-11H2,1-6H3/t13-,14+,16-,19+,20-,21-,24+,25-,26+,27-/m1/s1

InChI Key

SAOLXGKDXTUSRH-CKUXUBMQSA-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
Bouchardatia neurococca	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as steroid lactones. These are sterol lipids containing a lactone moiety linked to the steroid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroid lactones

Direct Parent

Steroid lactones

Alternative Parents

Substituents

Steroid lactone
11-oxosteroid
2-oxosteroid
Oxosteroid
Naphthopyran
Naphthalene
Tricarboxylic acid or derivatives
1,4-dioxepane
Delta valerolactone
Dioxepane
Delta_valerolactone
2-furanone
Oxane
Pyran
Dihydrofuran
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Tetrahydrofuran
Lactone
Ketone
Hemiacetal
Carboxylic acid ester
Organoheterocyclic compound
Ether
Oxirane
Oxacycle
Dialkyl ether
Carboxylic acid derivative
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	2.59	ALOGPS
logP	2.01	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	5.3	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	1	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

162855891

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 2-[(1r,2r,4s,7r,8s,11r,12r,13r,16r)-7-[(2r)-2-hydroxy-5-oxo-2h-furan-3-yl]-1,8,12,15,15-pentamethyl-5,18-dioxo-3,6,14-trioxapentacyclo[9.7.0.0²,⁴.0²,⁸.0¹²,¹⁶]octadecan-13-yl]acetate (NP0153313)

MOL for NP0153313 (methyl 2-[(1r,2r,4s,7r,8s,11r,12r,13r,16r)-7-[(2r)-2-hydroxy-5-oxo-2h-furan-3-yl]-1,8,12,15,15-pentamethyl-5,18-dioxo-3,6,14-trioxapentacyclo[9.7.0.0²,⁴.0²,⁸.0¹²,¹⁶]octadecan-13-yl]acetate)

3D MOL for NP0153313 (methyl 2-[(1r,2r,4s,7r,8s,11r,12r,13r,16r)-7-[(2r)-2-hydroxy-5-oxo-2h-furan-3-yl]-1,8,12,15,15-pentamethyl-5,18-dioxo-3,6,14-trioxapentacyclo[9.7.0.0²,⁴.0²,⁸.0¹²,¹⁶]octadecan-13-yl]acetate)

3D SDF for NP0153313 (methyl 2-[(1r,2r,4s,7r,8s,11r,12r,13r,16r)-7-[(2r)-2-hydroxy-5-oxo-2h-furan-3-yl]-1,8,12,15,15-pentamethyl-5,18-dioxo-3,6,14-trioxapentacyclo[9.7.0.0²,⁴.0²,⁸.0¹²,¹⁶]octadecan-13-yl]acetate)

3D-SDF for NP0153313 (methyl 2-[(1r,2r,4s,7r,8s,11r,12r,13r,16r)-7-[(2r)-2-hydroxy-5-oxo-2h-furan-3-yl]-1,8,12,15,15-pentamethyl-5,18-dioxo-3,6,14-trioxapentacyclo[9.7.0.0²,⁴.0²,⁸.0¹²,¹⁶]octadecan-13-yl]acetate)

PDB for NP0153313 (methyl 2-[(1r,2r,4s,7r,8s,11r,12r,13r,16r)-7-[(2r)-2-hydroxy-5-oxo-2h-furan-3-yl]-1,8,12,15,15-pentamethyl-5,18-dioxo-3,6,14-trioxapentacyclo[9.7.0.0²,⁴.0²,⁸.0¹²,¹⁶]octadecan-13-yl]acetate)

3D PDB for NP0153313 (methyl 2-[(1r,2r,4s,7r,8s,11r,12r,13r,16r)-7-[(2r)-2-hydroxy-5-oxo-2h-furan-3-yl]-1,8,12,15,15-pentamethyl-5,18-dioxo-3,6,14-trioxapentacyclo[9.7.0.0²,⁴.0²,⁸.0¹²,¹⁶]octadecan-13-yl]acetate)

SMILES for NP0153313 (methyl 2-[(1r,2r,4s,7r,8s,11r,12r,13r,16r)-7-[(2r)-2-hydroxy-5-oxo-2h-furan-3-yl]-1,8,12,15,15-pentamethyl-5,18-dioxo-3,6,14-trioxapentacyclo[9.7.0.0²,⁴.0²,⁸.0¹²,¹⁶]octadecan-13-yl]acetate)

INCHI for NP0153313 (methyl 2-[(1r,2r,4s,7r,8s,11r,12r,13r,16r)-7-[(2r)-2-hydroxy-5-oxo-2h-furan-3-yl]-1,8,12,15,15-pentamethyl-5,18-dioxo-3,6,14-trioxapentacyclo[9.7.0.0²,⁴.0²,⁸.0¹²,¹⁶]octadecan-13-yl]acetate)

Structure for NP0153313 (methyl 2-[(1r,2r,4s,7r,8s,11r,12r,13r,16r)-7-[(2r)-2-hydroxy-5-oxo-2h-furan-3-yl]-1,8,12,15,15-pentamethyl-5,18-dioxo-3,6,14-trioxapentacyclo[9.7.0.0²,⁴.0²,⁸.0¹²,¹⁶]octadecan-13-yl]acetate)

3D Structure for NP0153313 (methyl 2-[(1r,2r,4s,7r,8s,11r,12r,13r,16r)-7-[(2r)-2-hydroxy-5-oxo-2h-furan-3-yl]-1,8,12,15,15-pentamethyl-5,18-dioxo-3,6,14-trioxapentacyclo[9.7.0.0²,⁴.0²,⁸.0¹²,¹⁶]octadecan-13-yl]acetate)