NP-MRD: Showing NP-Card for methyl 7alpha-acetoxydeacetylbotryoloate (NP0008220)

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Record Information

Version

2.0

Created at

2020-12-09 05:52:04 UTC

Updated at

2021-07-15 16:59:46 UTC

NP-MRD ID

NP0008220

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 7alpha-acetoxydeacetylbotryoloate

Provided By

NPAtlas

Description

Methyl (2R,3S,3aS,4S,5R,7S,7aR)-2-(acetyloxy)-3a,7-dihydroxy-3-(hydroxymethyl)-1,1,3,5-tetramethyl-octahydro-1H-indene-4-carboxylate belongs to the class of organic compounds known as iridoids and derivatives. These are monoterpenes containing a skeleton structurally characterized by the presence of a cylopentane fused to a pyran ( forming a 4,7-dimethylcyclopenta[c]pyran), or a derivative where the pentane moiety is open. methyl 7alpha-acetoxydeacetylbotryoloate is found in Daldinia concentrica. Based on a literature review very few articles have been published on methyl (2R,3S,3aS,4S,5R,7S,7aR)-2-(acetyloxy)-3a,7-dihydroxy-3-(hydroxymethyl)-1,1,3,5-tetramethyl-octahydro-1H-indene-4-carboxylate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI

  Mrv1652306242106083D          

 55 56  0  0  0  0            999 V2000
    3.8787    2.6595    1.5074 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0245    1.9857    0.5936 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8882    0.6054    0.5866 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5700   -0.0147    1.4422 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0069   -0.0647   -0.3588 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0816   -1.5754   -0.3082 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5689   -1.9501   -0.3931 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4975   -2.0366   -1.6526 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0503   -1.6925   -1.6449 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5387   -2.0989   -2.8676 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1432   -0.2252   -1.5557 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5494    0.2012   -1.2911 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8491    1.4005   -2.1800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5695   -0.8641   -1.6756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6471    0.5611    0.1643 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5351   -0.2958    0.8602 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6964    0.1346    1.4789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6146   -0.7979    2.2074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9947    1.3429    1.4313 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2317    0.4881    0.7456 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2185   -0.6191    1.7227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0993    1.7779    1.5754 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1284    1.7047    2.5488 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6112    0.4536   -0.4391 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7491    1.8087   -0.8577 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2526    1.9905    2.3050 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3242    3.5279    1.8931 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7494    3.0286    0.9269 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4423    0.1721   -1.3863 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6022   -2.0403    0.5439 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1340   -1.1616   -0.9280 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9803   -2.1779    0.6010 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6722   -2.8747   -0.9990 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9967   -1.3926   -2.4186 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7380   -3.0799   -1.8558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4520   -2.2952   -0.8790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2904   -3.0508   -3.0691 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2489    0.2100   -2.5181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3856    1.0741   -3.1164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9139    1.9156   -2.5059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5294    2.0820   -1.6537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4177   -1.8073   -1.1396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5616   -0.4710   -1.3762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5685   -0.9440   -2.7691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0684    1.5840    0.2287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1689   -0.2291    2.9635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0557   -1.6175    2.6946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3182   -1.2279    1.4638 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7451   -0.6827    2.3055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9522   -0.3131    2.5354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5789   -1.5924    1.4014 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8271    1.8005    2.1653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2731    2.6625    0.9383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8341    2.0869    3.4121 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5442    1.9345   -1.4036 H   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
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  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
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
 12 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  2  0  0  0  0
 15 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 20 24  1  0  0  0  0
 24 25  1  6  0  0  0
 24  5  1  0  0  0  0
 24 11  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
  5 29  1  6  0  0  0
  6 30  1  1  0  0  0
  7 31  1  0  0  0  0
  7 32  1  0  0  0  0
  7 33  1  0  0  0  0
  8 34  1  0  0  0  0
  8 35  1  0  0  0  0
  9 36  1  1  0  0  0
 10 37  1  0  0  0  0
 11 38  1  6  0  0  0
 13 39  1  0  0  0  0
 13 40  1  0  0  0  0
 13 41  1  0  0  0  0
 14 42  1  0  0  0  0
 14 43  1  0  0  0  0
 14 44  1  0  0  0  0
 15 45  1  6  0  0  0
 18 46  1  0  0  0  0
 18 47  1  0  0  0  0
 18 48  1  0  0  0  0
 21 49  1  0  0  0  0
 21 50  1  0  0  0  0
 21 51  1  0  0  0  0
 22 52  1  0  0  0  0
 22 53  1  0  0  0  0
 23 54  1  0  0  0  0
 25 55  1  0  0  0  0
M  END

     RDKit          3D

 55 56  0  0  0  0  0  0  0  0999 V2000
    3.8787    2.6595    1.5074 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0245    1.9857    0.5936 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8882    0.6054    0.5866 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5700   -0.0147    1.4422 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0069   -0.0647   -0.3588 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0816   -1.5754   -0.3082 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5689   -1.9501   -0.3931 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4975   -2.0366   -1.6526 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0503   -1.6925   -1.6449 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5387   -2.0989   -2.8676 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1432   -0.2252   -1.5557 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5494    0.2012   -1.2911 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8491    1.4005   -2.1800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5695   -0.8641   -1.6756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6471    0.5611    0.1643 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5351   -0.2958    0.8602 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6964    0.1346    1.4789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6146   -0.7979    2.2074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9947    1.3429    1.4313 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2317    0.4881    0.7456 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2185   -0.6191    1.7227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0993    1.7779    1.5754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1284    1.7047    2.5488 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6112    0.4536   -0.4391 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7491    1.8087   -0.8577 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2526    1.9905    2.3050 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3242    3.5279    1.8931 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7494    3.0286    0.9269 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4423    0.1721   -1.3863 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6022   -2.0403    0.5439 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1340   -1.1616   -0.9280 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9803   -2.1779    0.6010 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6722   -2.8747   -0.9990 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9967   -1.3926   -2.4186 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7380   -3.0799   -1.8558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4520   -2.2952   -0.8790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2904   -3.0508   -3.0691 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2489    0.2100   -2.5181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3856    1.0741   -3.1164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9139    1.9156   -2.5059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5294    2.0820   -1.6537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4177   -1.8073   -1.1396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5616   -0.4710   -1.3762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5685   -0.9440   -2.7691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0684    1.5840    0.2287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1689   -0.2291    2.9635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0557   -1.6175    2.6946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3182   -1.2279    1.4638 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7451   -0.6827    2.3055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9522   -0.3131    2.5354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5789   -1.5924    1.4014 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8271    1.8005    2.1653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2731    2.6625    0.9383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8341    2.0869    3.4121 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5442    1.9345   -1.4036 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
  6  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  6
 12 14  1  0
 12 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 15 20  1  0
 20 21  1  1
 20 22  1  0
 22 23  1  0
 20 24  1  0
 24 25  1  6
 24  5  1  0
 24 11  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  5 29  1  6
  6 30  1  1
  7 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  1
 10 37  1  0
 11 38  1  6
 13 39  1  0
 13 40  1  0
 13 41  1  0
 14 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  6
 18 46  1  0
 18 47  1  0
 18 48  1  0
 21 49  1  0
 21 50  1  0
 21 51  1  0
 22 52  1  0
 22 53  1  0
 23 54  1  0
 25 55  1  0
M  END

  Mrv1652306242106083D          

 55 56  0  0  0  0            999 V2000
    3.8787    2.6595    1.5074 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0245    1.9857    0.5936 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8882    0.6054    0.5866 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5700   -0.0147    1.4422 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0069   -0.0647   -0.3588 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0816   -1.5754   -0.3082 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5689   -1.9501   -0.3931 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4975   -2.0366   -1.6526 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0503   -1.6925   -1.6449 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5387   -2.0989   -2.8676 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1432   -0.2252   -1.5557 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5494    0.2012   -1.2911 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8491    1.4005   -2.1800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5695   -0.8641   -1.6756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6471    0.5611    0.1643 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5351   -0.2958    0.8602 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6964    0.1346    1.4789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6146   -0.7979    2.2074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9947    1.3429    1.4313 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2317    0.4881    0.7456 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2185   -0.6191    1.7227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0993    1.7779    1.5754 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1284    1.7047    2.5488 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6112    0.4536   -0.4391 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7491    1.8087   -0.8577 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2526    1.9905    2.3050 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3242    3.5279    1.8931 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7494    3.0286    0.9269 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4423    0.1721   -1.3863 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6022   -2.0403    0.5439 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1340   -1.1616   -0.9280 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9803   -2.1779    0.6010 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6722   -2.8747   -0.9990 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9967   -1.3926   -2.4186 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7380   -3.0799   -1.8558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4520   -2.2952   -0.8790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2904   -3.0508   -3.0691 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2489    0.2100   -2.5181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3856    1.0741   -3.1164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9139    1.9156   -2.5059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5294    2.0820   -1.6537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4177   -1.8073   -1.1396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5616   -0.4710   -1.3762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5685   -0.9440   -2.7691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0684    1.5840    0.2287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1689   -0.2291    2.9635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0557   -1.6175    2.6946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3182   -1.2279    1.4638 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7451   -0.6827    2.3055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9522   -0.3131    2.5354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5789   -1.5924    1.4014 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8271    1.8005    2.1653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2731    2.6625    0.9383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8341    2.0869    3.4121 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5442    1.9345   -1.4036 H   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
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  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
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
 12 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  2  0  0  0  0
 15 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 20 24  1  0  0  0  0
 24 25  1  6  0  0  0
 24  5  1  0  0  0  0
 24 11  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
  5 29  1  6  0  0  0
  6 30  1  1  0  0  0
  7 31  1  0  0  0  0
  7 32  1  0  0  0  0
  7 33  1  0  0  0  0
  8 34  1  0  0  0  0
  8 35  1  0  0  0  0
  9 36  1  1  0  0  0
 10 37  1  0  0  0  0
 11 38  1  6  0  0  0
 13 39  1  0  0  0  0
 13 40  1  0  0  0  0
 13 41  1  0  0  0  0
 14 42  1  0  0  0  0
 14 43  1  0  0  0  0
 14 44  1  0  0  0  0
 15 45  1  6  0  0  0
 18 46  1  0  0  0  0
 18 47  1  0  0  0  0
 18 48  1  0  0  0  0
 21 49  1  0  0  0  0
 21 50  1  0  0  0  0
 21 51  1  0  0  0  0
 22 52  1  0  0  0  0
 22 53  1  0  0  0  0
 23 54  1  0  0  0  0
 25 55  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0008220

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC([H])([H])[C@@]1(C([H])([H])[H])[C@]([H])(OC(=O)C([H])([H])[H])C(C([H])([H])[H])(C([H])([H])[H])[C@]2([H])[C@@]([H])(O[H])C([H])([H])[C@@]([H])(C([H])([H])[H])[C@]([H])(C(=O)OC([H])([H])[H])[C@]12O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C18H30O7/c1-9-7-11(21)13-16(3,4)15(25-10(2)20)17(5,8-19)18(13,23)12(9)14(22)24-6/h9,11-13,15,19,21,23H,7-8H2,1-6H3/t9-,11+,12-,13+,15-,17+,18-/m1/s1

> <INCHI_KEY>
LKOUBWVSURQBDA-WTXGEHBBSA-N

> <FORMULA>
C18H30O7

> <MOLECULAR_WEIGHT>
358.431

> <EXACT_MASS>
358.199153306

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
37.33096267765367

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (2R,3S,3aS,4S,5R,7S,7aR)-2-(acetyloxy)-3a,7-dihydroxy-3-(hydroxymethyl)-1,1,3,5-tetramethyl-octahydro-1H-indene-4-carboxylate

> <ALOGPS_LOGP>
0.34

> <JCHEM_LOGP>
-0.13306668500000046

> <ALOGPS_LOGS>
-1.86

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.702498422833013

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.468229614218593

> <JCHEM_PKA_STRONGEST_BASIC>
-2.821711031127924

> <JCHEM_POLAR_SURFACE_AREA>
113.29000000000002

> <JCHEM_REFRACTIVITY>
88.26249999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.96e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (2R,3S,3aS,4S,5R,7S,7aR)-2-(acetyloxy)-3a,7-dihydroxy-3-(hydroxymethyl)-1,1,3,5-tetramethyl-hexahydroindene-4-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 55 56  0  0  0  0  0  0  0  0999 V2000
    3.8787    2.6595    1.5074 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0245    1.9857    0.5936 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8882    0.6054    0.5866 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5700   -0.0147    1.4422 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0069   -0.0647   -0.3588 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0816   -1.5754   -0.3082 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5689   -1.9501   -0.3931 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4975   -2.0366   -1.6526 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0503   -1.6925   -1.6449 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5387   -2.0989   -2.8676 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1432   -0.2252   -1.5557 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5494    0.2012   -1.2911 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8491    1.4005   -2.1800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5695   -0.8641   -1.6756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6471    0.5611    0.1643 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5351   -0.2958    0.8602 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6964    0.1346    1.4789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6146   -0.7979    2.2074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9947    1.3429    1.4313 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2317    0.4881    0.7456 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2185   -0.6191    1.7227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0993    1.7779    1.5754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1284    1.7047    2.5488 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6112    0.4536   -0.4391 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7491    1.8087   -0.8577 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2526    1.9905    2.3050 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3242    3.5279    1.8931 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7494    3.0286    0.9269 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4423    0.1721   -1.3863 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6022   -2.0403    0.5439 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1340   -1.1616   -0.9280 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9803   -2.1779    0.6010 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6722   -2.8747   -0.9990 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9967   -1.3926   -2.4186 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7380   -3.0799   -1.8558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4520   -2.2952   -0.8790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2904   -3.0508   -3.0691 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2489    0.2100   -2.5181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3856    1.0741   -3.1164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9139    1.9156   -2.5059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5294    2.0820   -1.6537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4177   -1.8073   -1.1396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5616   -0.4710   -1.3762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5685   -0.9440   -2.7691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0684    1.5840    0.2287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1689   -0.2291    2.9635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0557   -1.6175    2.6946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3182   -1.2279    1.4638 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7451   -0.6827    2.3055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9522   -0.3131    2.5354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5789   -1.5924    1.4014 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8271    1.8005    2.1653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2731    2.6625    0.9383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8341    2.0869    3.4121 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5442    1.9345   -1.4036 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
  6  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  6
 12 14  1  0
 12 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 15 20  1  0
 20 21  1  1
 20 22  1  0
 22 23  1  0
 20 24  1  0
 24 25  1  6
 24  5  1  0
 24 11  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  5 29  1  6
  6 30  1  1
  7 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  1
 10 37  1  0
 11 38  1  6
 13 39  1  0
 13 40  1  0
 13 41  1  0
 14 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  6
 18 46  1  0
 18 47  1  0
 18 48  1  0
 21 49  1  0
 21 50  1  0
 21 51  1  0
 22 52  1  0
 22 53  1  0
 23 54  1  0
 25 55  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0       3.879   2.660   1.507  0.00  0.00           C+0
HETATM    2  O   UNK     0       3.025   1.986   0.594  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.888   0.605   0.587  0.00  0.00           C+0
HETATM    4  O   UNK     0       3.570  -0.015   1.442  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.007  -0.065  -0.359  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.082  -1.575  -0.308  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.569  -1.950  -0.393  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.498  -2.037  -1.653  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.050  -1.692  -1.645  0.00  0.00           C+0
HETATM   10  O   UNK     0      -0.539  -2.099  -2.868  0.00  0.00           O+0
HETATM   11  C   UNK     0      -0.143  -0.225  -1.556  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.549   0.201  -1.291  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.849   1.401  -2.180  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.570  -0.864  -1.676  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.647   0.561   0.164  0.00  0.00           C+0
HETATM   16  O   UNK     0      -2.535  -0.296   0.860  0.00  0.00           O+0
HETATM   17  C   UNK     0      -3.696   0.135   1.479  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.615  -0.798   2.207  0.00  0.00           C+0
HETATM   19  O   UNK     0      -3.995   1.343   1.431  0.00  0.00           O+0
HETATM   20  C   UNK     0      -0.232   0.488   0.746  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.219  -0.619   1.723  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.099   1.778   1.575  0.00  0.00           C+0
HETATM   23  O   UNK     0      -1.128   1.705   2.549  0.00  0.00           O+0
HETATM   24  C   UNK     0       0.611   0.454  -0.439  0.00  0.00           C+0
HETATM   25  O   UNK     0       0.749   1.809  -0.858  0.00  0.00           O+0
HETATM   26  H   UNK     0       4.253   1.990   2.305  0.00  0.00           H+0
HETATM   27  H   UNK     0       3.324   3.528   1.893  0.00  0.00           H+0
HETATM   28  H   UNK     0       4.749   3.029   0.927  0.00  0.00           H+0
HETATM   29  H   UNK     0       2.442   0.172  -1.386  0.00  0.00           H+0
HETATM   30  H   UNK     0       1.602  -2.040   0.544  0.00  0.00           H+0
HETATM   31  H   UNK     0       4.134  -1.162  -0.928  0.00  0.00           H+0
HETATM   32  H   UNK     0       3.980  -2.178   0.601  0.00  0.00           H+0
HETATM   33  H   UNK     0       3.672  -2.875  -0.999  0.00  0.00           H+0
HETATM   34  H   UNK     0       1.997  -1.393  -2.419  0.00  0.00           H+0
HETATM   35  H   UNK     0       1.738  -3.080  -1.856  0.00  0.00           H+0
HETATM   36  H   UNK     0      -0.452  -2.295  -0.879  0.00  0.00           H+0
HETATM   37  H   UNK     0      -0.290  -3.051  -3.069  0.00  0.00           H+0
HETATM   38  H   UNK     0       0.249   0.210  -2.518  0.00  0.00           H+0
HETATM   39  H   UNK     0      -2.386   1.074  -3.116  0.00  0.00           H+0
HETATM   40  H   UNK     0      -0.914   1.916  -2.506  0.00  0.00           H+0
HETATM   41  H   UNK     0      -2.529   2.082  -1.654  0.00  0.00           H+0
HETATM   42  H   UNK     0      -2.418  -1.807  -1.140  0.00  0.00           H+0
HETATM   43  H   UNK     0      -3.562  -0.471  -1.376  0.00  0.00           H+0
HETATM   44  H   UNK     0      -2.568  -0.944  -2.769  0.00  0.00           H+0
HETATM   45  H   UNK     0      -2.068   1.584   0.229  0.00  0.00           H+0
HETATM   46  H   UNK     0      -5.169  -0.229   2.963  0.00  0.00           H+0
HETATM   47  H   UNK     0      -4.056  -1.617   2.695  0.00  0.00           H+0
HETATM   48  H   UNK     0      -5.318  -1.228   1.464  0.00  0.00           H+0
HETATM   49  H   UNK     0       0.745  -0.683   2.305  0.00  0.00           H+0
HETATM   50  H   UNK     0      -0.952  -0.313   2.535  0.00  0.00           H+0
HETATM   51  H   UNK     0      -0.579  -1.592   1.401  0.00  0.00           H+0
HETATM   52  H   UNK     0       0.827   1.801   2.165  0.00  0.00           H+0
HETATM   53  H   UNK     0      -0.273   2.663   0.938  0.00  0.00           H+0
HETATM   54  H   UNK     0      -0.834   2.087   3.412  0.00  0.00           H+0
HETATM   55  H   UNK     0       1.544   1.935  -1.404  0.00  0.00           H+0
CONECT    1    2   26   27   28                                             
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   24   29                                             
CONECT    6    5    7    8   30                                             
CONECT    7    6   31   32   33                                             
CONECT    8    6    9   34   35                                             
CONECT    9    8   10   11   36                                             
CONECT   10    9   37                                                       
CONECT   11    9   12   24   38                                             
CONECT   12   11   13   14   15                                             
CONECT   13   12   39   40   41                                             
CONECT   14   12   42   43   44                                             
CONECT   15   12   16   20   45                                             
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17   46   47   48                                             
CONECT   19   17                                                            
CONECT   20   15   21   22   24                                             
CONECT   21   20   49   50   51                                             
CONECT   22   20   23   52   53                                             
CONECT   23   22   54                                                       
CONECT   24   20   25    5   11                                             
CONECT   25   24   55                                                       
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    1                                                            
CONECT   29    5                                                            
CONECT   30    6                                                            
CONECT   31    7                                                            
CONECT   32    7                                                            
CONECT   33    7                                                            
CONECT   34    8                                                            
CONECT   35    8                                                            
CONECT   36    9                                                            
CONECT   37   10                                                            
CONECT   38   11                                                            
CONECT   39   13                                                            
CONECT   40   13                                                            
CONECT   41   13                                                            
CONECT   42   14                                                            
CONECT   43   14                                                            
CONECT   44   14                                                            
CONECT   45   15                                                            
CONECT   46   18                                                            
CONECT   47   18                                                            
CONECT   48   18                                                            
CONECT   49   21                                                            
CONECT   50   21                                                            
CONECT   51   21                                                            
CONECT   52   22                                                            
CONECT   53   22                                                            
CONECT   54   23                                                            
CONECT   55   25                                                            
MASTER        0    0    0    0    0    0    0    0   55    0  112    0
END

RDKit          3D

55 56  0  0  0  0  0  0  0  0999 V2000
    3.8787    2.6595    1.5074 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0245    1.9857    0.5936 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8882    0.6054    0.5866 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5700   -0.0147    1.4422 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0069   -0.0647   -0.3588 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0816   -1.5754   -0.3082 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5689   -1.9501   -0.3931 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4975   -2.0366   -1.6526 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0503   -1.6925   -1.6449 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5387   -2.0989   -2.8676 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1432   -0.2252   -1.5557 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5494    0.2012   -1.2911 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8491    1.4005   -2.1800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5695   -0.8641   -1.6756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6471    0.5611    0.1643 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5351   -0.2958    0.8602 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6964    0.1346    1.4789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6146   -0.7979    2.2074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9947    1.3429    1.4313 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2317    0.4881    0.7456 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2185   -0.6191    1.7227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0993    1.7779    1.5754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1284    1.7047    2.5488 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6112    0.4536   -0.4391 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7491    1.8087   -0.8577 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2526    1.9905    2.3050 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3242    3.5279    1.8931 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7494    3.0286    0.9269 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4423    0.1721   -1.3863 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6022   -2.0403    0.5439 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1340   -1.1616   -0.9280 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9803   -2.1779    0.6010 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6722   -2.8747   -0.9990 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9967   -1.3926   -2.4186 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7380   -3.0799   -1.8558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4520   -2.2952   -0.8790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2904   -3.0508   -3.0691 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2489    0.2100   -2.5181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3856    1.0741   -3.1164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9139    1.9156   -2.5059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5294    2.0820   -1.6537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4177   -1.8073   -1.1396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5616   -0.4710   -1.3762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5685   -0.9440   -2.7691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0684    1.5840    0.2287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1689   -0.2291    2.9635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0557   -1.6175    2.6946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3182   -1.2279    1.4638 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7451   -0.6827    2.3055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9522   -0.3131    2.5354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5789   -1.5924    1.4014 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8271    1.8005    2.1653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2731    2.6625    0.9383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8341    2.0869    3.4121 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5442    1.9345   -1.4036 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
  6  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  6
 12 14  1  0
 12 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 15 20  1  0
 20 21  1  1
 20 22  1  0
 22 23  1  0
 20 24  1  0
 24 25  1  6
 24  5  1  0
 24 11  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  5 29  1  6
  6 30  1  1
  7 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  1
 10 37  1  0
 11 38  1  6
 13 39  1  0
 13 40  1  0
 13 41  1  0
 14 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  6
 18 46  1  0
 18 47  1  0
 18 48  1  0
 21 49  1  0
 21 50  1  0
 21 51  1  0
 22 52  1  0
 22 53  1  0
 23 54  1  0
 25 55  1  0
M  END

View in JSmol View NMR Assignments View DFT Assignments 3D Conformers

Synonyms

Value	Source
Methyl (2R,3S,3as,4S,5R,7S,7ar)-2-(acetyloxy)-3a,7-dihydroxy-3-(hydroxymethyl)-1,1,3,5-tetramethyl-octahydro-1H-indene-4-carboxylic acid	Generator
Methyl 7a-acetoxydeacetylbotryoloate	Generator
Methyl 7a-acetoxydeacetylbotryoloic acid	Generator
Methyl 7alpha-acetoxydeacetylbotryoloic acid	Generator
Methyl 7α-acetoxydeacetylbotryoloate	Generator
Methyl 7α-acetoxydeacetylbotryoloic acid	Generator

Chemical Formula

C₁₈H₃₀O₇

Average Mass

358.4310 Da

Monoisotopic Mass

358.19915 Da

IUPAC Name

methyl (2R,3S,3aS,4S,5R,7S,7aR)-2-(acetyloxy)-3a,7-dihydroxy-3-(hydroxymethyl)-1,1,3,5-tetramethyl-octahydro-1H-indene-4-carboxylate

Traditional Name

methyl (2R,3S,3aS,4S,5R,7S,7aR)-2-(acetyloxy)-3a,7-dihydroxy-3-(hydroxymethyl)-1,1,3,5-tetramethyl-hexahydroindene-4-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)[C@H]1[C@H](C)C[C@H](O)[C@H]2C(C)(C)[C@@H](OC(C)=O)[C@](C)(CO)[C@@]12O

InChI Identifier

InChI=1S/C18H30O7/c1-9-7-11(21)13-16(3,4)15(25-10(2)20)17(5,8-19)18(13,23)12(9)14(22)24-6/h9,11-13,15,19,21,23H,7-8H2,1-6H3/t9-,11+,12-,13+,15-,17+,18-/m1/s1

InChI Key

LKOUBWVSURQBDA-WTXGEHBBSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, 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
Daldinia concentrica	NPAtlas	19160523

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as iridoids and derivatives. These are monoterpenes containing a skeleton structurally characterized by the presence of a cylopentane fused to a pyran ( forming a 4,7-dimethylcyclopenta[c]pyran), or a derivative where the pentane moiety is open.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Iridoids and derivatives

Alternative Parents

Substituents

Bicyclic monoterpenoid
11-noriridane monoterpenoid
Dicarboxylic acid or derivatives
Cyclic alcohol
Tertiary alcohol
Methyl ester
Carboxylic acid ester
Secondary alcohol
Carboxylic acid derivative
Primary alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Alcohol
Carbonyl group
Organic oxygen compound
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic 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	0.34	ALOGPS
logP	-0.13	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	13.47	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	113.29 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	88.26 m³·mol⁻¹	ChemAxon
Polarizability	37.33 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA013305

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78441262

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

102034771

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for methyl 7alpha-acetoxydeacetylbotryoloate (NP0008220)

MOL for NP0008220 (methyl 7alpha-acetoxydeacetylbotryoloate)

3D MOL for NP0008220 (methyl 7alpha-acetoxydeacetylbotryoloate)

3D SDF for NP0008220 (methyl 7alpha-acetoxydeacetylbotryoloate)

3D-SDF for NP0008220 (methyl 7alpha-acetoxydeacetylbotryoloate)

PDB for NP0008220 (methyl 7alpha-acetoxydeacetylbotryoloate)

3D PDB for NP0008220 (methyl 7alpha-acetoxydeacetylbotryoloate)

SMILES for NP0008220 (methyl 7alpha-acetoxydeacetylbotryoloate)

INCHI for NP0008220 (methyl 7alpha-acetoxydeacetylbotryoloate)

Structure for NP0008220 (methyl 7alpha-acetoxydeacetylbotryoloate)

3D Structure for NP0008220 (methyl 7alpha-acetoxydeacetylbotryoloate)