NP-MRD: Showing NP-Card for (3S,5R,6R,7E,9R)-5,6,9-trihydroxy-3-isopropyloxy-7-megastigmene (NP0031600)

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Record Information

Version

2.0

Created at

2021-06-19 22:38:06 UTC

Updated at

2021-06-30 00:00:16 UTC

NP-MRD ID

NP0031600

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3S,5R,6R,7E,9R)-5,6,9-trihydroxy-3-isopropyloxy-7-megastigmene

Provided By

JEOL Database JEOL Logo

Description

(1R)-1-[(1E,3R)-3-Hydroxy-1-butenyl]-2,6,6-trimethyl-4beta-isopropoxycyclohexane-1beta,2alpha-diol belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. (3S,5R,6R,7E,9R)-5,6,9-trihydroxy-3-isopropyloxy-7-megastigmene is found in Cestrum parqui. (3S,5R,6R,7E,9R)-5,6,9-trihydroxy-3-isopropyloxy-7-megastigmene was first documented in 2005 (D'Abrosca, B, et al.). Based on a literature review very few articles have been published on (1R)-1-[(1E,3R)-3-Hydroxy-1-butenyl]-2,6,6-trimethyl-4beta-isopropoxycyclohexane-1beta,2alpha-diol.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202100383D          

 50 50  0  0  0  0            999 V2000
   -4.7496   -0.2798   -3.9576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1737   -0.7899   -2.6423 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2583   -0.8403   -1.5710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1475    0.1247   -2.2476 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1327   -0.4439   -1.4095 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0553   -1.0990   -2.2798 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1526   -1.6394   -1.4689 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1955   -2.1524   -2.4985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2977   -2.8841   -0.6651 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7449   -0.4709   -0.5709 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2630    0.5376   -1.4614 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8841   -0.9587    0.3230 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1648   -0.5453    0.3376 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2036   -1.0729    1.2824 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3667   -1.7100    0.5379 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6966    0.0251    2.0385 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3680    0.2458    0.3012 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1816    1.4783    1.0475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8884   -0.6447    1.3038 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5405    0.7001   -0.5868 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1484    0.7348   -3.8467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5474   -0.9331   -4.3236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9651   -0.2272   -4.7204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7613   -1.7919   -2.8053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0875   -1.4855   -1.8774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8609   -1.2218   -0.6252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6503    0.1617   -1.3641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5836   -1.1773   -0.7325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7140   -0.3668   -3.0252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5006   -1.9083   -2.8724 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1016   -2.5197   -2.0056 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7873   -2.9818   -3.0888 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4877   -1.3757   -3.2127 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5438   -3.3621   -0.1531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0624   -2.6642    0.0811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7275   -3.6403   -1.3338 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0373    0.1660   -1.9132 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5839   -1.7094    1.0545 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5048    0.2352   -0.3385 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7793   -1.7998    1.9839 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0383   -2.5641   -0.0631 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8611   -0.9876   -0.1221 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1277   -2.0552    1.2464 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9217    0.4659    2.4280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6139    1.9701    1.6201 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6101    2.2185    0.3647 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9435    1.1937    1.7810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5206   -0.1409    1.8465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3441    1.1231    0.0314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2270    1.5106   -1.2586 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 19  1  1  0  0  0
 20 17  1  0  0  0  0
  7  9  1  1  0  0  0
 17 10  1  0  0  0  0
 10 12  1  0  0  0  0
 10  7  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
  5  4  1  0  0  0  0
 14 15  1  0  0  0  0
  6  5  1  0  0  0  0
 10 11  1  6  0  0  0
  7  8  1  0  0  0  0
 14 16  1  0  0  0  0
  6  7  1  0  0  0  0
  4  2  1  0  0  0  0
 17 18  1  0  0  0  0
  2  1  1  0  0  0  0
  5 20  1  0  0  0  0
  2  3  1  0  0  0  0
  6 29  1  0  0  0  0
  6 30  1  0  0  0  0
  5 28  1  1  0  0  0
 20 49  1  0  0  0  0
 20 50  1  0  0  0  0
  8 31  1  0  0  0  0
  8 32  1  0  0  0  0
  8 33  1  0  0  0  0
 18 45  1  0  0  0  0
 18 46  1  0  0  0  0
 18 47  1  0  0  0  0
 19 48  1  0  0  0  0
  9 34  1  0  0  0  0
  9 35  1  0  0  0  0
  9 36  1  0  0  0  0
 12 38  1  0  0  0  0
 13 39  1  0  0  0  0
 14 40  1  1  0  0  0
 15 41  1  0  0  0  0
 15 42  1  0  0  0  0
 15 43  1  0  0  0  0
 11 37  1  0  0  0  0
 16 44  1  0  0  0  0
  2 24  1  6  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  3 25  1  0  0  0  0
  3 26  1  0  0  0  0
  3 27  1  0  0  0  0
M  END

     RDKit          3D

 50 50  0  0  0  0  0  0  0  0999 V2000
   -4.7496   -0.2798   -3.9576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1737   -0.7899   -2.6423 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2583   -0.8403   -1.5710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1475    0.1247   -2.2476 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1327   -0.4439   -1.4095 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0553   -1.0990   -2.2798 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1526   -1.6394   -1.4689 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1955   -2.1524   -2.4985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2977   -2.8841   -0.6651 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7449   -0.4709   -0.5709 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2630    0.5376   -1.4614 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8841   -0.9587    0.3230 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1648   -0.5453    0.3376 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2036   -1.0729    1.2824 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3667   -1.7100    0.5379 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6966    0.0251    2.0385 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3680    0.2458    0.3012 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1816    1.4783    1.0475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8884   -0.6447    1.3038 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5405    0.7001   -0.5868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1484    0.7348   -3.8467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5474   -0.9331   -4.3236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9651   -0.2272   -4.7204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7613   -1.7919   -2.8053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0875   -1.4855   -1.8774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8609   -1.2218   -0.6252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6503    0.1617   -1.3641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5836   -1.1773   -0.7325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7140   -0.3668   -3.0252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5006   -1.9083   -2.8724 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1016   -2.5197   -2.0056 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7873   -2.9818   -3.0888 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4877   -1.3757   -3.2127 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5438   -3.3621   -0.1531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0624   -2.6642    0.0811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7275   -3.6403   -1.3338 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0373    0.1660   -1.9132 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5839   -1.7094    1.0545 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5048    0.2352   -0.3385 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7793   -1.7998    1.9839 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0383   -2.5641   -0.0631 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8611   -0.9876   -0.1221 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1277   -2.0552    1.2464 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.6139    1.9701    1.6201 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6101    2.2185    0.3647 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9435    1.1937    1.7810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5206   -0.1409    1.8465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3441    1.1231    0.0314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2270    1.5106   -1.2586 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 19  1  1
 20 17  1  0
  7  9  1  1
 17 10  1  0
 10 12  1  0
 10  7  1  0
 12 13  2  0
 13 14  1  0
  5  4  1  0
 14 15  1  0
  6  5  1  0
 10 11  1  6
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 14 16  1  0
  6  7  1  0
  4  2  1  0
 17 18  1  0
  2  1  1  0
  5 20  1  0
  2  3  1  0
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 20 50  1  0
  8 31  1  0
  8 32  1  0
  8 33  1  0
 18 45  1  0
 18 46  1  0
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 19 48  1  0
  9 34  1  0
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 12 38  1  0
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 14 40  1  1
 15 41  1  0
 15 42  1  0
 15 43  1  0
 11 37  1  0
 16 44  1  0
  2 24  1  6
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
M  END


  Mrv1652306202100383D          

 50 50  0  0  0  0            999 V2000
   -4.7496   -0.2798   -3.9576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1737   -0.7899   -2.6423 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2583   -0.8403   -1.5710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1475    0.1247   -2.2476 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1327   -0.4439   -1.4095 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0553   -1.0990   -2.2798 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1526   -1.6394   -1.4689 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1955   -2.1524   -2.4985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2977   -2.8841   -0.6651 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7449   -0.4709   -0.5709 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2630    0.5376   -1.4614 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8841   -0.9587    0.3230 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1648   -0.5453    0.3376 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2036   -1.0729    1.2824 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3667   -1.7100    0.5379 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6966    0.0251    2.0385 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3680    0.2458    0.3012 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1816    1.4783    1.0475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8884   -0.6447    1.3038 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5405    0.7001   -0.5868 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1484    0.7348   -3.8467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5474   -0.9331   -4.3236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9651   -0.2272   -4.7204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7613   -1.7919   -2.8053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0875   -1.4855   -1.8774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8609   -1.2218   -0.6252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6503    0.1617   -1.3641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5836   -1.1773   -0.7325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7140   -0.3668   -3.0252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5006   -1.9083   -2.8724 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1016   -2.5197   -2.0056 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7873   -2.9818   -3.0888 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4877   -1.3757   -3.2127 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5438   -3.3621   -0.1531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0624   -2.6642    0.0811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7275   -3.6403   -1.3338 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0373    0.1660   -1.9132 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5839   -1.7094    1.0545 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5048    0.2352   -0.3385 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7793   -1.7998    1.9839 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0383   -2.5641   -0.0631 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8611   -0.9876   -0.1221 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1277   -2.0552    1.2464 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9217    0.4659    2.4280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6139    1.9701    1.6201 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6101    2.2185    0.3647 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9435    1.1937    1.7810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5206   -0.1409    1.8465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3441    1.1231    0.0314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2270    1.5106   -1.2586 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 19  1  1  0  0  0
 20 17  1  0  0  0  0
  7  9  1  1  0  0  0
 17 10  1  0  0  0  0
 10 12  1  0  0  0  0
 10  7  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
  5  4  1  0  0  0  0
 14 15  1  0  0  0  0
  6  5  1  0  0  0  0
 10 11  1  6  0  0  0
  7  8  1  0  0  0  0
 14 16  1  0  0  0  0
  6  7  1  0  0  0  0
  4  2  1  0  0  0  0
 17 18  1  0  0  0  0
  2  1  1  0  0  0  0
  5 20  1  0  0  0  0
  2  3  1  0  0  0  0
  6 29  1  0  0  0  0
  6 30  1  0  0  0  0
  5 28  1  1  0  0  0
 20 49  1  0  0  0  0
 20 50  1  0  0  0  0
  8 31  1  0  0  0  0
  8 32  1  0  0  0  0
  8 33  1  0  0  0  0
 18 45  1  0  0  0  0
 18 46  1  0  0  0  0
 18 47  1  0  0  0  0
 19 48  1  0  0  0  0
  9 34  1  0  0  0  0
  9 35  1  0  0  0  0
  9 36  1  0  0  0  0
 12 38  1  0  0  0  0
 13 39  1  0  0  0  0
 14 40  1  1  0  0  0
 15 41  1  0  0  0  0
 15 42  1  0  0  0  0
 15 43  1  0  0  0  0
 11 37  1  0  0  0  0
 16 44  1  0  0  0  0
  2 24  1  6  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  3 25  1  0  0  0  0
  3 26  1  0  0  0  0
  3 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0031600

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]([H])(C(\[H])=C(/[H])[C@]1(O[H])[C@@](O[H])(C([H])([H])[H])C([H])([H])[C@@]([H])(OC([H])(C([H])([H])[H])C([H])([H])[H])C([H])([H])C1(C([H])([H])[H])C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C16H30O4/c1-11(2)20-13-9-14(4,5)16(19,8-7-12(3)17)15(6,18)10-13/h7-8,11-13,17-19H,9-10H2,1-6H3/b8-7+/t12-,13+,15-,16-/m1/s1

> <INCHI_KEY>
QZDXENLUTLICBF-VTJWXBTDSA-N

> <FORMULA>
C16H30O4

> <MOLECULAR_WEIGHT>
286.412

> <EXACT_MASS>
286.214409446

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
33.15384871435143

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2R,5S)-2-[(1E,3R)-3-hydroxybut-1-en-1-yl]-1,3,3-trimethyl-5-(propan-2-yloxy)cyclohexane-1,2-diol

> <ALOGPS_LOGP>
1.75

> <JCHEM_LOGP>
1.3637945503333346

> <ALOGPS_LOGS>
-2.58

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.486432108549455

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.911788472242463

> <JCHEM_PKA_STRONGEST_BASIC>
-2.6683503751082194

> <JCHEM_POLAR_SURFACE_AREA>
69.92

> <JCHEM_REFRACTIVITY>
80.60869999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.45e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,5S)-2-[(1E,3R)-3-hydroxybut-1-en-1-yl]-5-isopropoxy-1,3,3-trimethylcyclohexane-1,2-diol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 50 50  0  0  0  0  0  0  0  0999 V2000
   -4.7496   -0.2798   -3.9576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1737   -0.7899   -2.6423 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2583   -0.8403   -1.5710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1475    0.1247   -2.2476 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1327   -0.4439   -1.4095 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0553   -1.0990   -2.2798 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1526   -1.6394   -1.4689 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1955   -2.1524   -2.4985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2977   -2.8841   -0.6651 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7449   -0.4709   -0.5709 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2630    0.5376   -1.4614 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8841   -0.9587    0.3230 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1648   -0.5453    0.3376 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2036   -1.0729    1.2824 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3667   -1.7100    0.5379 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6966    0.0251    2.0385 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3680    0.2458    0.3012 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1816    1.4783    1.0475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8884   -0.6447    1.3038 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5405    0.7001   -0.5868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1484    0.7348   -3.8467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5474   -0.9331   -4.3236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9651   -0.2272   -4.7204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7613   -1.7919   -2.8053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0875   -1.4855   -1.8774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8609   -1.2218   -0.6252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6503    0.1617   -1.3641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5836   -1.1773   -0.7325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7140   -0.3668   -3.0252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5006   -1.9083   -2.8724 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1016   -2.5197   -2.0056 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7873   -2.9818   -3.0888 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4877   -1.3757   -3.2127 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5438   -3.3621   -0.1531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0624   -2.6642    0.0811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7275   -3.6403   -1.3338 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0373    0.1660   -1.9132 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5839   -1.7094    1.0545 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5048    0.2352   -0.3385 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7793   -1.7998    1.9839 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0383   -2.5641   -0.0631 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8611   -0.9876   -0.1221 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1277   -2.0552    1.2464 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9217    0.4659    2.4280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6139    1.9701    1.6201 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6101    2.2185    0.3647 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9435    1.1937    1.7810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5206   -0.1409    1.8465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3441    1.1231    0.0314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2270    1.5106   -1.2586 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 19  1  1
 20 17  1  0
  7  9  1  1
 17 10  1  0
 10 12  1  0
 10  7  1  0
 12 13  2  0
 13 14  1  0
  5  4  1  0
 14 15  1  0
  6  5  1  0
 10 11  1  6
  7  8  1  0
 14 16  1  0
  6  7  1  0
  4  2  1  0
 17 18  1  0
  2  1  1  0
  5 20  1  0
  2  3  1  0
  6 29  1  0
  6 30  1  0
  5 28  1  1
 20 49  1  0
 20 50  1  0
  8 31  1  0
  8 32  1  0
  8 33  1  0
 18 45  1  0
 18 46  1  0
 18 47  1  0
 19 48  1  0
  9 34  1  0
  9 35  1  0
  9 36  1  0
 12 38  1  0
 13 39  1  0
 14 40  1  1
 15 41  1  0
 15 42  1  0
 15 43  1  0
 11 37  1  0
 16 44  1  0
  2 24  1  6
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0      -4.750  -0.280  -3.958  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.174  -0.790  -2.642  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.258  -0.840  -1.571  0.00  0.00           C+0
HETATM    4  O   UNK     0      -3.147   0.125  -2.248  0.00  0.00           O+0
HETATM    5  C   UNK     0      -2.133  -0.444  -1.410  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.055  -1.099  -2.280  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.153  -1.639  -1.469  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.196  -2.152  -2.498  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.298  -2.884  -0.665  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.745  -0.471  -0.571  0.00  0.00           C+0
HETATM   11  O   UNK     0       1.263   0.538  -1.461  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.884  -0.959   0.323  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.165  -0.545   0.338  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.204  -1.073   1.282  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.367  -1.710   0.538  0.00  0.00           C+0
HETATM   16  O   UNK     0       4.697   0.025   2.038  0.00  0.00           O+0
HETATM   17  C   UNK     0      -0.368   0.246   0.301  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.182   1.478   1.048  0.00  0.00           C+0
HETATM   19  O   UNK     0      -0.888  -0.645   1.304  0.00  0.00           O+0
HETATM   20  C   UNK     0      -1.541   0.700  -0.587  0.00  0.00           C+0
HETATM   21  H   UNK     0      -5.148   0.735  -3.847  0.00  0.00           H+0
HETATM   22  H   UNK     0      -5.547  -0.933  -4.324  0.00  0.00           H+0
HETATM   23  H   UNK     0      -3.965  -0.227  -4.720  0.00  0.00           H+0
HETATM   24  H   UNK     0      -3.761  -1.792  -2.805  0.00  0.00           H+0
HETATM   25  H   UNK     0      -6.088  -1.486  -1.877  0.00  0.00           H+0
HETATM   26  H   UNK     0      -4.861  -1.222  -0.625  0.00  0.00           H+0
HETATM   27  H   UNK     0      -5.650   0.162  -1.364  0.00  0.00           H+0
HETATM   28  H   UNK     0      -2.584  -1.177  -0.733  0.00  0.00           H+0
HETATM   29  H   UNK     0      -0.714  -0.367  -3.025  0.00  0.00           H+0
HETATM   30  H   UNK     0      -1.501  -1.908  -2.872  0.00  0.00           H+0
HETATM   31  H   UNK     0       2.102  -2.520  -2.006  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.787  -2.982  -3.089  0.00  0.00           H+0
HETATM   33  H   UNK     0       1.488  -1.376  -3.213  0.00  0.00           H+0
HETATM   34  H   UNK     0       0.544  -3.362  -0.153  0.00  0.00           H+0
HETATM   35  H   UNK     0      -1.062  -2.664   0.081  0.00  0.00           H+0
HETATM   36  H   UNK     0      -0.728  -3.640  -1.334  0.00  0.00           H+0
HETATM   37  H   UNK     0       2.037   0.166  -1.913  0.00  0.00           H+0
HETATM   38  H   UNK     0       1.584  -1.709   1.054  0.00  0.00           H+0
HETATM   39  H   UNK     0       3.505   0.235  -0.339  0.00  0.00           H+0
HETATM   40  H   UNK     0       3.779  -1.800   1.984  0.00  0.00           H+0
HETATM   41  H   UNK     0       5.038  -2.564  -0.063  0.00  0.00           H+0
HETATM   42  H   UNK     0       5.861  -0.988  -0.122  0.00  0.00           H+0
HETATM   43  H   UNK     0       6.128  -2.055   1.246  0.00  0.00           H+0
HETATM   44  H   UNK     0       3.922   0.466   2.428  0.00  0.00           H+0
HETATM   45  H   UNK     0      -0.614   1.970   1.620  0.00  0.00           H+0
HETATM   46  H   UNK     0       0.610   2.219   0.365  0.00  0.00           H+0
HETATM   47  H   UNK     0       0.944   1.194   1.781  0.00  0.00           H+0
HETATM   48  H   UNK     0      -1.521  -0.141   1.847  0.00  0.00           H+0
HETATM   49  H   UNK     0      -2.344   1.123   0.031  0.00  0.00           H+0
HETATM   50  H   UNK     0      -1.227   1.511  -1.259  0.00  0.00           H+0
CONECT    1    2   21   22   23                                             
CONECT    2    4    1    3   24                                             
CONECT    3    2   25   26   27                                             
CONECT    4    5    2                                                       
CONECT    5    4    6   20   28                                             
CONECT    6    5    7   29   30                                             
CONECT    7    9   10    8    6                                             
CONECT    8    7   31   32   33                                             
CONECT    9    7   34   35   36                                             
CONECT   10   17   12    7   11                                             
CONECT   11   10   37                                                       
CONECT   12   10   13   38                                                  
CONECT   13   12   14   39                                                  
CONECT   14   13   15   16   40                                             
CONECT   15   14   41   42   43                                             
CONECT   16   14   44                                                       
CONECT   17   19   20   10   18                                             
CONECT   18   17   45   46   47                                             
CONECT   19   17   48                                                       
CONECT   20   17    5   49   50                                             
CONECT   21    1                                                            
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    2                                                            
CONECT   25    3                                                            
CONECT   26    3                                                            
CONECT   27    3                                                            
CONECT   28    5                                                            
CONECT   29    6                                                            
CONECT   30    6                                                            
CONECT   31    8                                                            
CONECT   32    8                                                            
CONECT   33    8                                                            
CONECT   34    9                                                            
CONECT   35    9                                                            
CONECT   36    9                                                            
CONECT   37   11                                                            
CONECT   38   12                                                            
CONECT   39   13                                                            
CONECT   40   14                                                            
CONECT   41   15                                                            
CONECT   42   15                                                            
CONECT   43   15                                                            
CONECT   44   16                                                            
CONECT   45   18                                                            
CONECT   46   18                                                            
CONECT   47   18                                                            
CONECT   48   19                                                            
CONECT   49   20                                                            
CONECT   50   20                                                            
MASTER        0    0    0    0    0    0    0    0   50    0  100    0
END

RDKit          3D

50 50  0  0  0  0  0  0  0  0999 V2000
   -4.7496   -0.2798   -3.9576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1737   -0.7899   -2.6423 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2583   -0.8403   -1.5710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1475    0.1247   -2.2476 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1327   -0.4439   -1.4095 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0553   -1.0990   -2.2798 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1526   -1.6394   -1.4689 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1955   -2.1524   -2.4985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2977   -2.8841   -0.6651 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7449   -0.4709   -0.5709 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2630    0.5376   -1.4614 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8841   -0.9587    0.3230 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1648   -0.5453    0.3376 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2036   -1.0729    1.2824 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3667   -1.7100    0.5379 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6966    0.0251    2.0385 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3680    0.2458    0.3012 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1816    1.4783    1.0475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8884   -0.6447    1.3038 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5405    0.7001   -0.5868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1484    0.7348   -3.8467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5474   -0.9331   -4.3236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9651   -0.2272   -4.7204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7613   -1.7919   -2.8053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0875   -1.4855   -1.8774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8609   -1.2218   -0.6252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6503    0.1617   -1.3641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5836   -1.1773   -0.7325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7140   -0.3668   -3.0252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5006   -1.9083   -2.8724 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1016   -2.5197   -2.0056 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7873   -2.9818   -3.0888 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4877   -1.3757   -3.2127 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5438   -3.3621   -0.1531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0624   -2.6642    0.0811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7275   -3.6403   -1.3338 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0373    0.1660   -1.9132 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5839   -1.7094    1.0545 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5048    0.2352   -0.3385 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7793   -1.7998    1.9839 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0383   -2.5641   -0.0631 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8611   -0.9876   -0.1221 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1277   -2.0552    1.2464 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9217    0.4659    2.4280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6139    1.9701    1.6201 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6101    2.2185    0.3647 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9435    1.1937    1.7810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5206   -0.1409    1.8465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3441    1.1231    0.0314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2270    1.5106   -1.2586 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 19  1  1
 20 17  1  0
  7  9  1  1
 17 10  1  0
 10 12  1  0
 10  7  1  0
 12 13  2  0
 13 14  1  0
  5  4  1  0
 14 15  1  0
  6  5  1  0
 10 11  1  6
  7  8  1  0
 14 16  1  0
  6  7  1  0
  4  2  1  0
 17 18  1  0
  2  1  1  0
  5 20  1  0
  2  3  1  0
  6 29  1  0
  6 30  1  0
  5 28  1  1
 20 49  1  0
 20 50  1  0
  8 31  1  0
  8 32  1  0
  8 33  1  0
 18 45  1  0
 18 46  1  0
 18 47  1  0
 19 48  1  0
  9 34  1  0
  9 35  1  0
  9 36  1  0
 12 38  1  0
 13 39  1  0
 14 40  1  1
 15 41  1  0
 15 42  1  0
 15 43  1  0
 11 37  1  0
 16 44  1  0
  2 24  1  6
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
M  END

View in JSmol

Synonyms

Value	Source
(1R)-1-[(1E,3R)-3-Hydroxy-1-butenyl]-2,6,6-trimethyl-4b-isopropoxycyclohexane-1b,2a-diol	Generator
(1R)-1-[(1E,3R)-3-Hydroxy-1-butenyl]-2,6,6-trimethyl-4β-isopropoxycyclohexane-1β,2α-diol	Generator

Chemical Formula

C₁₆H₃₀O₄

Average Mass

286.4120 Da

Monoisotopic Mass

286.21441 Da

IUPAC Name

(1R,2R,5S)-2-[(1E,3R)-3-hydroxybut-1-en-1-yl]-1,3,3-trimethyl-5-(propan-2-yloxy)cyclohexane-1,2-diol

Traditional Name

(1R,2R,5S)-2-[(1E,3R)-3-hydroxybut-1-en-1-yl]-5-isopropoxy-1,3,3-trimethylcyclohexane-1,2-diol

CAS Registry Number

Not Available

SMILES

[H]O[C@@]([H])(C(\[H])=C(/[H])[C@]1(O[H])[C@@](O[H])(C([H])([H])[H])C([H])([H])[C@@]([H])(OC([H])(C([H])([H])[H])C([H])([H])[H])C([H])([H])C1(C([H])([H])[H])C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C16H30O4/c1-11(2)20-13-9-14(4,5)16(19,8-7-12(3)17)15(6,18)10-13/h7-8,11-13,17-19H,9-10H2,1-6H3/b8-7+/t12-,13+,15-,16-/m1/s1

InChI Key

QZDXENLUTLICBF-VTJWXBTDSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, 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
Cestrum parqui	JEOL database	D'Abrosca, B, et al, Phytochemistry 66, 2681 (2005)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Sesquiterpenoid
Megastigmane sesquiterpenoid
Cyclofarsesane sesquiterpenoid
Ionone derivative
Cyclohexanol
Cyclitol or derivatives
Cyclic alcohol
Tertiary alcohol
Secondary alcohol
Ether
Dialkyl ether
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Alcohol
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic 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	1.75	ALOGPS
logP	1.36	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	12.91	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	69.92 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	80.61 m³·mol⁻¹	ChemAxon
Polarizability	33.15 Å³	ChemAxon
Number of Rings	1	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

10182425

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21574479

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

D'Abrosca, B, et al. (2005). D'Abrosca, B, et al, Phytochemistry 66, 2681 (2005). Phytochem..

Showing NP-Card for (3S,5R,6R,7E,9R)-5,6,9-trihydroxy-3-isopropyloxy-7-megastigmene (NP0031600)

MOL for NP0031600 ((3S,5R,6R,7E,9R)-5,6,9-trihydroxy-3-isopropyloxy-7-megastigmene)

3D MOL for NP0031600 ((3S,5R,6R,7E,9R)-5,6,9-trihydroxy-3-isopropyloxy-7-megastigmene)

3D SDF for NP0031600 ((3S,5R,6R,7E,9R)-5,6,9-trihydroxy-3-isopropyloxy-7-megastigmene)

3D-SDF for NP0031600 ((3S,5R,6R,7E,9R)-5,6,9-trihydroxy-3-isopropyloxy-7-megastigmene)

PDB for NP0031600 ((3S,5R,6R,7E,9R)-5,6,9-trihydroxy-3-isopropyloxy-7-megastigmene)

3D PDB for NP0031600 ((3S,5R,6R,7E,9R)-5,6,9-trihydroxy-3-isopropyloxy-7-megastigmene)

SMILES for NP0031600 ((3S,5R,6R,7E,9R)-5,6,9-trihydroxy-3-isopropyloxy-7-megastigmene)

INCHI for NP0031600 ((3S,5R,6R,7E,9R)-5,6,9-trihydroxy-3-isopropyloxy-7-megastigmene)

Structure for NP0031600 ((3S,5R,6R,7E,9R)-5,6,9-trihydroxy-3-isopropyloxy-7-megastigmene)

3D Structure for NP0031600 ((3S,5R,6R,7E,9R)-5,6,9-trihydroxy-3-isopropyloxy-7-megastigmene)