NP-MRD: Showing NP-Card for tricalysiolide A (NP0029607)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-19 21:11:42 UTC

Updated at

2021-06-29 23:57:04 UTC

NP-MRD ID

NP0029607

Secondary Accession Numbers

None

Natural Product Identification

Common Name

tricalysiolide A

Provided By

JEOL Database JEOL Logo

Description

tricalysiolide A is found in Tricalysia dubia. tricalysiolide A was first documented in 2012 (PMID: 23585710). Based on a literature review very few articles have been published on Tricalysiolide.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192123113D          

 52 56  0  0  0  0            999 V2000
   -1.8502   -0.4416   -0.6012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3187   -0.2609   -0.4567 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3697   -1.2945   -1.4267 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1210   -1.0206   -2.9229 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4447    0.4199   -3.3055 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1258    0.7688   -4.5632 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9102    1.8723   -4.4023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5125    2.4522   -5.2868 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9394    2.2504   -2.9879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1652    1.3757   -2.3523 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1415    1.1697   -0.9021 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3561    2.2650    0.0448 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2343    2.0515    1.4358 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0849    0.6759    2.0401 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5075    0.6154    2.6178 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4172   -0.6140    3.5205 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3522   -1.8612    2.6314 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1906   -1.8713    1.6319 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1852   -0.4954    1.0255 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1430   -0.3027    4.3237 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5043    0.6442    5.3519 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5151   -1.4872    5.0406 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5999   -0.9954    5.8365 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7772    0.4424    3.3303 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4207    0.3243   -0.0784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1810   -0.3787   -1.6423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1752   -1.4199   -0.2360 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0323   -2.3140   -1.2115 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4542   -1.2830   -1.2548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9140   -1.2657   -3.1911 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7343   -1.7008   -3.5271 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5301    0.5652   -3.3614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5345    3.0572   -2.6014 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2414    1.1962   -0.8368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4496    2.2973    0.0937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0334    3.2489   -0.3188 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3245    2.1695    1.3697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1151    2.8523    2.0995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7326    1.5121    3.2101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3042    0.5248    1.8836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2981   -0.6681    4.1708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2946   -1.9372    2.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3012   -2.7635    3.2523 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6975   -2.2521    2.1513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3935   -2.6213    0.8622 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2819   -0.5281    0.9169 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2843    0.6968    5.9302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1975   -1.9648    5.7215 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9109   -2.2357    4.3515 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9682   -1.7618    6.3111 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6820   -0.1307    3.0987 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1045    1.3998    3.7552 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
 16 15  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 19 46  1  6  0  0  0
 14 13  1  6  0  0  0
 16 20  1  0  0  0  0
 19 14  1  0  0  0  0
 11 34  1  6  0  0  0
 10  5  1  0  0  0  0
 10 11  1  0  0  0  0
  2  3  1  0  0  0  0
  2 11  1  0  0  0  0
 19 18  1  0  0  0  0
 14 15  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 16 17  1  0  0  0  0
  5 32  1  6  0  0  0
 17 18  1  0  0  0  0
  7  8  2  0  0  0  0
  2 19  1  0  0  0  0
 14 24  1  0  0  0  0
 20 24  1  0  0  0  0
 20 22  1  0  0  0  0
  4  5  1  0  0  0  0
 20 21  1  1  0  0  0
  4  3  1  0  0  0  0
 22 23  1  0  0  0  0
 15 39  1  0  0  0  0
 15 40  1  0  0  0  0
  4 30  1  0  0  0  0
  4 31  1  0  0  0  0
  3 28  1  0  0  0  0
  3 29  1  0  0  0  0
 12 35  1  0  0  0  0
 12 36  1  0  0  0  0
 13 37  1  0  0  0  0
 13 38  1  0  0  0  0
 17 42  1  0  0  0  0
 17 43  1  0  0  0  0
 18 44  1  0  0  0  0
 18 45  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
 16 41  1  1  0  0  0
  9 33  1  0  0  0  0
 24 51  1  0  0  0  0
 24 52  1  0  0  0  0
 22 48  1  0  0  0  0
 22 49  1  0  0  0  0
 21 47  1  0  0  0  0
 23 50  1  0  0  0  0
M  END

     RDKit          3D

 52 56  0  0  0  0  0  0  0  0999 V2000
   -1.8502   -0.4416   -0.6012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3187   -0.2609   -0.4567 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3697   -1.2945   -1.4267 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1210   -1.0206   -2.9229 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4447    0.4199   -3.3055 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1258    0.7688   -4.5632 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9102    1.8723   -4.4023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5125    2.4522   -5.2868 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9394    2.2504   -2.9879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1652    1.3757   -2.3523 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1415    1.1697   -0.9021 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3561    2.2650    0.0448 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2343    2.0515    1.4358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0849    0.6759    2.0401 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5075    0.6154    2.6178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4172   -0.6140    3.5205 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3522   -1.8612    2.6314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1906   -1.8713    1.6319 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1852   -0.4954    1.0255 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1430   -0.3027    4.3237 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5043    0.6442    5.3519 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5151   -1.4872    5.0406 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5999   -0.9954    5.8365 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7772    0.4424    3.3303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4207    0.3243   -0.0784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1810   -0.3787   -1.6423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1752   -1.4199   -0.2360 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0323   -2.3140   -1.2115 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4542   -1.2830   -1.2548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9140   -1.2657   -3.1911 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7343   -1.7008   -3.5271 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5301    0.5652   -3.3614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5345    3.0572   -2.6014 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2414    1.1962   -0.8368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4496    2.2973    0.0937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0334    3.2489   -0.3188 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3245    2.1695    1.3697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1151    2.8523    2.0995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7326    1.5121    3.2101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3042    0.5248    1.8836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2981   -0.6681    4.1708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2946   -1.9372    2.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3012   -2.7635    3.2523 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6975   -2.2521    2.1513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3935   -2.6213    0.8622 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2819   -0.5281    0.9169 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2843    0.6968    5.9302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1975   -1.9648    5.7215 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9109   -2.2357    4.3515 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9682   -1.7618    6.3111 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6820   -0.1307    3.0987 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1045    1.3998    3.7552 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
 16 15  1  0
 11 12  1  0
 12 13  1  0
 19 46  1  6
 14 13  1  6
 16 20  1  0
 19 14  1  0
 11 34  1  6
 10  5  1  0
 10 11  1  0
  2  3  1  0
  2 11  1  0
 19 18  1  0
 14 15  1  0
  5  6  1  0
  6  7  1  0
  7  9  1  0
  9 10  2  0
 16 17  1  0
  5 32  1  6
 17 18  1  0
  7  8  2  0
  2 19  1  0
 14 24  1  0
 20 24  1  0
 20 22  1  0
  4  5  1  0
 20 21  1  1
  4  3  1  0
 22 23  1  0
 15 39  1  0
 15 40  1  0
  4 30  1  0
  4 31  1  0
  3 28  1  0
  3 29  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  0
 18 45  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
 16 41  1  1
  9 33  1  0
 24 51  1  0
 24 52  1  0
 22 48  1  0
 22 49  1  0
 21 47  1  0
 23 50  1  0
M  END


  Mrv1652306192123113D          

 52 56  0  0  0  0            999 V2000
   -1.8502   -0.4416   -0.6012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3187   -0.2609   -0.4567 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3697   -1.2945   -1.4267 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1210   -1.0206   -2.9229 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4447    0.4199   -3.3055 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1258    0.7688   -4.5632 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9102    1.8723   -4.4023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5125    2.4522   -5.2868 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9394    2.2504   -2.9879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1652    1.3757   -2.3523 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1415    1.1697   -0.9021 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3561    2.2650    0.0448 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2343    2.0515    1.4358 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0849    0.6759    2.0401 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5075    0.6154    2.6178 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4172   -0.6140    3.5205 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3522   -1.8612    2.6314 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1906   -1.8713    1.6319 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1852   -0.4954    1.0255 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1430   -0.3027    4.3237 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5043    0.6442    5.3519 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5151   -1.4872    5.0406 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5999   -0.9954    5.8365 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7772    0.4424    3.3303 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4207    0.3243   -0.0784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1810   -0.3787   -1.6423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1752   -1.4199   -0.2360 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0323   -2.3140   -1.2115 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4542   -1.2830   -1.2548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9140   -1.2657   -3.1911 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7343   -1.7008   -3.5271 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5301    0.5652   -3.3614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5345    3.0572   -2.6014 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2414    1.1962   -0.8368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4496    2.2973    0.0937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0334    3.2489   -0.3188 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3245    2.1695    1.3697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1151    2.8523    2.0995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7326    1.5121    3.2101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3042    0.5248    1.8836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2981   -0.6681    4.1708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2946   -1.9372    2.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3012   -2.7635    3.2523 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6975   -2.2521    2.1513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3935   -2.6213    0.8622 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2819   -0.5281    0.9169 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2843    0.6968    5.9302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1975   -1.9648    5.7215 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9109   -2.2357    4.3515 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9682   -1.7618    6.3111 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6820   -0.1307    3.0987 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1045    1.3998    3.7552 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
 16 15  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 19 46  1  6  0  0  0
 14 13  1  6  0  0  0
 16 20  1  0  0  0  0
 19 14  1  0  0  0  0
 11 34  1  6  0  0  0
 10  5  1  0  0  0  0
 10 11  1  0  0  0  0
  2  3  1  0  0  0  0
  2 11  1  0  0  0  0
 19 18  1  0  0  0  0
 14 15  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 16 17  1  0  0  0  0
  5 32  1  6  0  0  0
 17 18  1  0  0  0  0
  7  8  2  0  0  0  0
  2 19  1  0  0  0  0
 14 24  1  0  0  0  0
 20 24  1  0  0  0  0
 20 22  1  0  0  0  0
  4  5  1  0  0  0  0
 20 21  1  1  0  0  0
  4  3  1  0  0  0  0
 22 23  1  0  0  0  0
 15 39  1  0  0  0  0
 15 40  1  0  0  0  0
  4 30  1  0  0  0  0
  4 31  1  0  0  0  0
  3 28  1  0  0  0  0
  3 29  1  0  0  0  0
 12 35  1  0  0  0  0
 12 36  1  0  0  0  0
 13 37  1  0  0  0  0
 13 38  1  0  0  0  0
 17 42  1  0  0  0  0
 17 43  1  0  0  0  0
 18 44  1  0  0  0  0
 18 45  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
 16 41  1  1  0  0  0
  9 33  1  0  0  0  0
 24 51  1  0  0  0  0
 24 52  1  0  0  0  0
 22 48  1  0  0  0  0
 22 49  1  0  0  0  0
 21 47  1  0  0  0  0
 23 50  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0029607

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC([H])([H])[C@@]1(O[H])C([H])([H])[C@]23C([H])([H])[C@@]1([H])C([H])([H])C([H])([H])[C@@]2([H])[C@]1(C([H])([H])[H])C([H])([H])C([H])([H])[C@@]2([H])OC(=O)C([H])=C2[C@@]1([H])C([H])([H])C3([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C20H28O4/c1-18-6-5-15-13(8-17(22)24-15)14(18)4-7-19-9-12(2-3-16(18)19)20(23,10-19)11-21/h8,12,14-16,21,23H,2-7,9-11H2,1H3/t12-,14-,15-,16+,18-,19+,20+/m1/s1

> <INCHI_KEY>
GCGHKCGNVBKLKA-IZAYAAFUSA-N

> <FORMULA>
C20H28O4

> <MOLECULAR_WEIGHT>
332.44

> <EXACT_MASS>
332.198759382

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
36.67232632850338

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,4S,9R,12S,13R,16R,17R)-17-hydroxy-17-(hydroxymethyl)-12-methyl-8-oxapentacyclo[14.2.1.0^{1,13}.0^{4,12}.0^{5,9}]nonadec-5-en-7-one

> <ALOGPS_LOGP>
1.61

> <JCHEM_LOGP>
2.047105620666666

> <ALOGPS_LOGS>
-3.92

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.685427150174842

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.777946778476912

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0757507495330314

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
89.73599999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.02e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,4S,9R,12S,13R,16R,17R)-17-hydroxy-17-(hydroxymethyl)-12-methyl-8-oxapentacyclo[14.2.1.0^{1,13}.0^{4,12}.0^{5,9}]nonadec-5-en-7-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 52 56  0  0  0  0  0  0  0  0999 V2000
   -1.8502   -0.4416   -0.6012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3187   -0.2609   -0.4567 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3697   -1.2945   -1.4267 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1210   -1.0206   -2.9229 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4447    0.4199   -3.3055 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1258    0.7688   -4.5632 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9102    1.8723   -4.4023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5125    2.4522   -5.2868 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9394    2.2504   -2.9879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1652    1.3757   -2.3523 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1415    1.1697   -0.9021 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3561    2.2650    0.0448 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2343    2.0515    1.4358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0849    0.6759    2.0401 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5075    0.6154    2.6178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4172   -0.6140    3.5205 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3522   -1.8612    2.6314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1906   -1.8713    1.6319 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1852   -0.4954    1.0255 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1430   -0.3027    4.3237 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5043    0.6442    5.3519 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5151   -1.4872    5.0406 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5999   -0.9954    5.8365 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7772    0.4424    3.3303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4207    0.3243   -0.0784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1810   -0.3787   -1.6423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1752   -1.4199   -0.2360 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0323   -2.3140   -1.2115 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4542   -1.2830   -1.2548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9140   -1.2657   -3.1911 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7343   -1.7008   -3.5271 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5301    0.5652   -3.3614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5345    3.0572   -2.6014 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2414    1.1962   -0.8368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4496    2.2973    0.0937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0334    3.2489   -0.3188 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3245    2.1695    1.3697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1151    2.8523    2.0995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7326    1.5121    3.2101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3042    0.5248    1.8836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2981   -0.6681    4.1708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2946   -1.9372    2.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3012   -2.7635    3.2523 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6975   -2.2521    2.1513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3935   -2.6213    0.8622 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2819   -0.5281    0.9169 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2843    0.6968    5.9302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1975   -1.9648    5.7215 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9109   -2.2357    4.3515 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9682   -1.7618    6.3111 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6820   -0.1307    3.0987 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1045    1.3998    3.7552 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
 16 15  1  0
 11 12  1  0
 12 13  1  0
 19 46  1  6
 14 13  1  6
 16 20  1  0
 19 14  1  0
 11 34  1  6
 10  5  1  0
 10 11  1  0
  2  3  1  0
  2 11  1  0
 19 18  1  0
 14 15  1  0
  5  6  1  0
  6  7  1  0
  7  9  1  0
  9 10  2  0
 16 17  1  0
  5 32  1  6
 17 18  1  0
  7  8  2  0
  2 19  1  0
 14 24  1  0
 20 24  1  0
 20 22  1  0
  4  5  1  0
 20 21  1  1
  4  3  1  0
 22 23  1  0
 15 39  1  0
 15 40  1  0
  4 30  1  0
  4 31  1  0
  3 28  1  0
  3 29  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  0
 18 45  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
 16 41  1  1
  9 33  1  0
 24 51  1  0
 24 52  1  0
 22 48  1  0
 22 49  1  0
 21 47  1  0
 23 50  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0      -1.850  -0.442  -0.601  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.319  -0.261  -0.457  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.370  -1.295  -1.427  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.121  -1.021  -2.923  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.445   0.420  -3.305  0.00  0.00           C+0
HETATM    6  O   UNK     0      -0.126   0.769  -4.563  0.00  0.00           O+0
HETATM    7  C   UNK     0      -0.910   1.872  -4.402  0.00  0.00           C+0
HETATM    8  O   UNK     0      -1.513   2.452  -5.287  0.00  0.00           O+0
HETATM    9  C   UNK     0      -0.939   2.250  -2.988  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.165   1.376  -2.352  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.142   1.170  -0.902  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.356   2.265   0.045  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.234   2.051   1.436  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.085   0.676   2.040  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.508   0.615   2.618  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.417  -0.614   3.521  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.352  -1.861   2.631  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.191  -1.871   1.632  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.185  -0.495   1.026  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.143  -0.303   4.324  0.00  0.00           C+0
HETATM   21  O   UNK     0      -0.504   0.644   5.352  0.00  0.00           O+0
HETATM   22  C   UNK     0       0.515  -1.487   5.041  0.00  0.00           C+0
HETATM   23  O   UNK     0       1.600  -0.995   5.837  0.00  0.00           O+0
HETATM   24  C   UNK     0       0.777   0.442   3.330  0.00  0.00           C+0
HETATM   25  H   UNK     0      -2.421   0.324  -0.078  0.00  0.00           H+0
HETATM   26  H   UNK     0      -2.181  -0.379  -1.642  0.00  0.00           H+0
HETATM   27  H   UNK     0      -2.175  -1.420  -0.236  0.00  0.00           H+0
HETATM   28  H   UNK     0       0.032  -2.314  -1.212  0.00  0.00           H+0
HETATM   29  H   UNK     0       1.454  -1.283  -1.255  0.00  0.00           H+0
HETATM   30  H   UNK     0      -0.914  -1.266  -3.191  0.00  0.00           H+0
HETATM   31  H   UNK     0       0.734  -1.701  -3.527  0.00  0.00           H+0
HETATM   32  H   UNK     0       1.530   0.565  -3.361  0.00  0.00           H+0
HETATM   33  H   UNK     0      -1.535   3.057  -2.601  0.00  0.00           H+0
HETATM   34  H   UNK     0       1.241   1.196  -0.837  0.00  0.00           H+0
HETATM   35  H   UNK     0      -1.450   2.297   0.094  0.00  0.00           H+0
HETATM   36  H   UNK     0      -0.033   3.249  -0.319  0.00  0.00           H+0
HETATM   37  H   UNK     0       1.325   2.170   1.370  0.00  0.00           H+0
HETATM   38  H   UNK     0      -0.115   2.852   2.099  0.00  0.00           H+0
HETATM   39  H   UNK     0      -1.733   1.512   3.210  0.00  0.00           H+0
HETATM   40  H   UNK     0      -2.304   0.525   1.884  0.00  0.00           H+0
HETATM   41  H   UNK     0      -2.298  -0.668   4.171  0.00  0.00           H+0
HETATM   42  H   UNK     0      -2.295  -1.937   2.075  0.00  0.00           H+0
HETATM   43  H   UNK     0      -1.301  -2.764   3.252  0.00  0.00           H+0
HETATM   44  H   UNK     0       0.698  -2.252   2.151  0.00  0.00           H+0
HETATM   45  H   UNK     0      -0.394  -2.621   0.862  0.00  0.00           H+0
HETATM   46  H   UNK     0       1.282  -0.528   0.917  0.00  0.00           H+0
HETATM   47  H   UNK     0       0.284   0.697   5.930  0.00  0.00           H+0
HETATM   48  H   UNK     0      -0.198  -1.965   5.721  0.00  0.00           H+0
HETATM   49  H   UNK     0       0.911  -2.236   4.351  0.00  0.00           H+0
HETATM   50  H   UNK     0       1.968  -1.762   6.311  0.00  0.00           H+0
HETATM   51  H   UNK     0       1.682  -0.131   3.099  0.00  0.00           H+0
HETATM   52  H   UNK     0       1.105   1.400   3.755  0.00  0.00           H+0
CONECT    1    2   25   26   27                                             
CONECT    2    1    3   11   19                                             
CONECT    3    2    4   28   29                                             
CONECT    4    5    3   30   31                                             
CONECT    5   10    6   32    4                                             
CONECT    6    5    7                                                       
CONECT    7    6    9    8                                                  
CONECT    8    7                                                            
CONECT    9    7   10   33                                                  
CONECT   10    5   11    9                                                  
CONECT   11   12   34   10    2                                             
CONECT   12   11   13   35   36                                             
CONECT   13   12   14   37   38                                             
CONECT   14   13   19   15   24                                             
CONECT   15   16   14   39   40                                             
CONECT   16   15   20   17   41                                             
CONECT   17   16   18   42   43                                             
CONECT   18   19   17   44   45                                             
CONECT   19   46   14   18    2                                             
CONECT   20   16   24   22   21                                             
CONECT   21   20   47                                                       
CONECT   22   20   23   48   49                                             
CONECT   23   22   50                                                       
CONECT   24   14   20   51   52                                             
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    3                                                            
CONECT   29    3                                                            
CONECT   30    4                                                            
CONECT   31    4                                                            
CONECT   32    5                                                            
CONECT   33    9                                                            
CONECT   34   11                                                            
CONECT   35   12                                                            
CONECT   36   12                                                            
CONECT   37   13                                                            
CONECT   38   13                                                            
CONECT   39   15                                                            
CONECT   40   15                                                            
CONECT   41   16                                                            
CONECT   42   17                                                            
CONECT   43   17                                                            
CONECT   44   18                                                            
CONECT   45   18                                                            
CONECT   46   19                                                            
CONECT   47   21                                                            
CONECT   48   22                                                            
CONECT   49   22                                                            
CONECT   50   23                                                            
CONECT   51   24                                                            
CONECT   52   24                                                            
MASTER        0    0    0    0    0    0    0    0   52    0  112    0
END

RDKit          3D

52 56  0  0  0  0  0  0  0  0999 V2000
   -1.8502   -0.4416   -0.6012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3187   -0.2609   -0.4567 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3697   -1.2945   -1.4267 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1210   -1.0206   -2.9229 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4447    0.4199   -3.3055 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1258    0.7688   -4.5632 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9102    1.8723   -4.4023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5125    2.4522   -5.2868 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9394    2.2504   -2.9879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1652    1.3757   -2.3523 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1415    1.1697   -0.9021 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3561    2.2650    0.0448 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2343    2.0515    1.4358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0849    0.6759    2.0401 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5075    0.6154    2.6178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4172   -0.6140    3.5205 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3522   -1.8612    2.6314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1906   -1.8713    1.6319 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1852   -0.4954    1.0255 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1430   -0.3027    4.3237 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5043    0.6442    5.3519 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5151   -1.4872    5.0406 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5999   -0.9954    5.8365 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7772    0.4424    3.3303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4207    0.3243   -0.0784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1810   -0.3787   -1.6423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1752   -1.4199   -0.2360 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0323   -2.3140   -1.2115 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4542   -1.2830   -1.2548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9140   -1.2657   -3.1911 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7343   -1.7008   -3.5271 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5301    0.5652   -3.3614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5345    3.0572   -2.6014 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2414    1.1962   -0.8368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4496    2.2973    0.0937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0334    3.2489   -0.3188 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3245    2.1695    1.3697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1151    2.8523    2.0995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7326    1.5121    3.2101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3042    0.5248    1.8836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2981   -0.6681    4.1708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2946   -1.9372    2.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3012   -2.7635    3.2523 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6975   -2.2521    2.1513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3935   -2.6213    0.8622 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2819   -0.5281    0.9169 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2843    0.6968    5.9302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1975   -1.9648    5.7215 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9109   -2.2357    4.3515 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9682   -1.7618    6.3111 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6820   -0.1307    3.0987 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1045    1.3998    3.7552 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
 16 15  1  0
 11 12  1  0
 12 13  1  0
 19 46  1  6
 14 13  1  6
 16 20  1  0
 19 14  1  0
 11 34  1  6
 10  5  1  0
 10 11  1  0
  2  3  1  0
  2 11  1  0
 19 18  1  0
 14 15  1  0
  5  6  1  0
  6  7  1  0
  7  9  1  0
  9 10  2  0
 16 17  1  0
  5 32  1  6
 17 18  1  0
  7  8  2  0
  2 19  1  0
 14 24  1  0
 20 24  1  0
 20 22  1  0
  4  5  1  0
 20 21  1  1
  4  3  1  0
 22 23  1  0
 15 39  1  0
 15 40  1  0
  4 30  1  0
  4 31  1  0
  3 28  1  0
  3 29  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  0
 18 45  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
 16 41  1  1
  9 33  1  0
 24 51  1  0
 24 52  1  0
 22 48  1  0
 22 49  1  0
 21 47  1  0
 23 50  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₈O₄

Average Mass

332.4400 Da

Monoisotopic Mass

332.19876 Da

IUPAC Name

(1S,4S,9R,12S,13R,16R,17R)-17-hydroxy-17-(hydroxymethyl)-12-methyl-8-oxapentacyclo[14.2.1.0^{1,13}.0^{4,12}.0^{5,9}]nonadec-5-en-7-one

Traditional Name

(1S,4S,9R,12S,13R,16R,17R)-17-hydroxy-17-(hydroxymethyl)-12-methyl-8-oxapentacyclo[14.2.1.0^{1,13}.0^{4,12}.0^{5,9}]nonadec-5-en-7-one

CAS Registry Number

Not Available

SMILES

[H]OC([H])([H])[C@@]1(O[H])C([H])([H])[C@]23C([H])([H])[C@@]1([H])C([H])([H])C([H])([H])[C@@]2([H])[C@]1(C([H])([H])[H])C([H])([H])C([H])([H])[C@@]2([H])OC(=O)C([H])=C2[C@@]1([H])C([H])([H])C3([H])[H]

InChI Identifier

InChI=1S/C20H28O4/c1-18-6-5-15-13(8-17(22)24-15)14(18)4-7-19-9-12(2-3-16(18)19)20(23,10-19)11-21/h8,12,14-16,21,23H,2-7,9-11H2,1H3/t12-,14-,15-,16+,18-,19+,20+/m1/s1

InChI Key

GCGHKCGNVBKLKA-IZAYAAFUSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Diplospora dubia	JEOL database	Nishimura,K., et al, Tetrahedron 62, 1512 (2006)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Diterpene lactones

Alternative Parents

Substituents

Diterpene lactone
Diterpenoid
Steroid
17-oxasteroid
2-furanone
Cyclic alcohol
Dihydrofuran
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tertiary alcohol
1,2-diol
Carboxylic acid ester
Lactone
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxide
Alcohol
Carbonyl group
Organic oxygen compound
Organooxygen compound
Primary alcohol
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	1.61	ALOGPS
logP	2.05	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	7.78	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	89.74 m³·mol⁻¹	ChemAxon
Polarizability	36.67 Å³	ChemAxon
Number of Rings	5	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

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

9769916

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11595156

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Bigi MA, Liu P, Zou L, Houk KN, White MC: Cafestol to Tricalysiolide B and Oxidized Analogues: Biosynthetic and Derivatization Studies Using Non-heme Iron Catalyst Fe(PDP). Synlett. 2012 Dec 1;23(19):2768-2772. doi: 10.1055/s-0032-1317708. [PubMed:23585710 ]
Nishimura,K., et al. (2006). Nishimura,K., et al, Tetrahedron 62, 1512 (2006). Tetrahedron.

Showing NP-Card for tricalysiolide A (NP0029607)

MOL for NP0029607 (tricalysiolide A)

3D MOL for NP0029607 (tricalysiolide A)

3D SDF for NP0029607 (tricalysiolide A)

3D-SDF for NP0029607 (tricalysiolide A)

PDB for NP0029607 (tricalysiolide A)

3D PDB for NP0029607 (tricalysiolide A)

SMILES for NP0029607 (tricalysiolide A)

INCHI for NP0029607 (tricalysiolide A)

Structure for NP0029607 (tricalysiolide A)

3D Structure for NP0029607 (tricalysiolide A)