NP-MRD: Showing NP-Card for leoleorin F (NP0042363)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-21 00:02:48 UTC

Updated at

2021-06-30 00:17:24 UTC

NP-MRD ID

NP0042363

Secondary Accession Numbers

None

Natural Product Identification

Common Name

leoleorin F

Provided By

JEOL Database JEOL Logo

Description

(1R,2R,2''S,4R,4aS,5'S,8aS)-2,5,5,8a-tetramethyl-octahydro-2H-dispiro[naphthalene-1,2':5',3''-Bis(oxolane)]-2'',4-diol belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. leoleorin F is found in Leonotis leonurus. leoleorin F was first documented in 2013 (Wu, H., et al.). Based on a literature review very few articles have been published on (1R,2R,2''S,4R,4aS,5'S,8aS)-2,5,5,8a-tetramethyl-octahydro-2H-dispiro[naphthalene-1,2':5',3''-Bis(oxolane)]-2'',4-diol.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212102023D          

 58 61  0  0  0  0            999 V2000
   -1.4734    2.2128   -0.3048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9159    1.0568    0.5343 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0680    1.6560    1.5534 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5833    0.6250    2.5526 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4830    0.2320    3.4066 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2172   -0.5865    1.8353 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0332   -1.5560    2.7850 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2398   -2.1684    3.9548 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2096   -0.7767    3.4373 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6788   -2.6878    1.9480 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7136   -3.3792    0.9999 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0620   -2.3700    0.0584 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2382   -1.2622    0.7797 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0139   -1.9409    1.3944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2579   -0.1347   -0.2616 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1959   -0.6707   -1.3608 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8123    0.0903   -2.6113 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6683    0.3463   -2.4143 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1803    1.6447   -3.0076 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6767    1.3995   -3.0519 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8788   -0.0049   -3.2568 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6094   -0.6532   -3.1231 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1698   -0.9541   -4.4391 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8962    0.3793   -0.9813 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8730    3.0007    0.3446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7074    2.6710   -0.9327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3080    1.8858   -0.9305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7801    0.6669    1.0847 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9163    2.1136    1.0287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4343    2.4609    2.1059 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3273    1.1227    3.1818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7767    1.0217    3.8925 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0073   -0.1377    1.2098 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4108   -2.7965    3.6371 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8494   -1.4026    4.6310 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8895   -2.8098    4.5640 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8026   -0.2445    2.6851 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8599   -0.0445    4.1720 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8874   -1.4580    3.9658 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1365   -3.4385    2.6050 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5016   -2.2726    1.3493 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9649   -3.9506    1.5561 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2700   -4.1116    0.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8703   -1.9049   -0.5136 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4429   -2.9242   -0.6540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6472   -1.2578    1.9607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6476   -2.3742    0.6124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7739   -2.7716    2.0540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0277   -1.7328   -1.5586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2567   -0.5651   -1.1121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0577   -0.4696   -3.5184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3646    1.0312   -2.6796 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9514    2.5376   -2.4211 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7967    1.7861   -4.0252 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1652    1.9604   -3.8539 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1525    1.6701   -2.1030 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7414   -1.5887   -2.5799 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8639   -1.5379   -4.7893 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  1  0  0  0  0
 13 12  1  0  0  0  0
 12 11  1  0  0  0  0
 11 10  1  0  0  0  0
 10  7  1  0  0  0  0
  2 15  1  0  0  0  0
  7  8  1  1  0  0  0
 15 13  1  0  0  0  0
  4  5  1  0  0  0  0
 18 24  1  1  0  0  0
 13 14  1  1  0  0  0
  6  4  1  0  0  0  0
  7  9  1  0  0  0  0
  4  3  1  0  0  0  0
  6 33  1  6  0  0  0
  6 13  1  0  0  0  0
  2  1  1  0  0  0  0
 22 18  1  0  0  0  0
 18 17  1  0  0  0  0
 17 16  1  0  0  0  0
 15 16  1  0  0  0  0
 15 24  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
  3  2  1  0  0  0  0
 22 23  1  0  0  0  0
 17 51  1  0  0  0  0
 17 52  1  0  0  0  0
 16 49  1  0  0  0  0
 16 50  1  0  0  0  0
  3 29  1  0  0  0  0
  3 30  1  0  0  0  0
  2 28  1  1  0  0  0
  4 31  1  1  0  0  0
 12 44  1  0  0  0  0
 12 45  1  0  0  0  0
 11 42  1  0  0  0  0
 11 43  1  0  0  0  0
 10 40  1  0  0  0  0
 10 41  1  0  0  0  0
  8 34  1  0  0  0  0
  8 35  1  0  0  0  0
  8 36  1  0  0  0  0
  5 32  1  0  0  0  0
 14 46  1  0  0  0  0
 14 47  1  0  0  0  0
 14 48  1  0  0  0  0
  9 37  1  0  0  0  0
  9 38  1  0  0  0  0
  9 39  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
 22 57  1  1  0  0  0
 19 53  1  0  0  0  0
 19 54  1  0  0  0  0
 20 55  1  0  0  0  0
 20 56  1  0  0  0  0
 23 58  1  0  0  0  0
M  END

     RDKit          3D

 58 61  0  0  0  0  0  0  0  0999 V2000
   -1.4734    2.2128   -0.3048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9159    1.0568    0.5343 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0680    1.6560    1.5534 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5833    0.6250    2.5526 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4830    0.2320    3.4066 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2172   -0.5865    1.8353 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0332   -1.5560    2.7850 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2398   -2.1684    3.9548 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2096   -0.7767    3.4373 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6788   -2.6878    1.9480 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7136   -3.3792    0.9999 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0620   -2.3700    0.0584 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2382   -1.2622    0.7797 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0139   -1.9409    1.3944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2579   -0.1347   -0.2616 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1959   -0.6707   -1.3608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8123    0.0903   -2.6113 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6683    0.3463   -2.4143 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1803    1.6447   -3.0076 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6767    1.3995   -3.0519 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8788   -0.0049   -3.2568 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6094   -0.6532   -3.1231 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1698   -0.9541   -4.4391 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8962    0.3793   -0.9813 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8730    3.0007    0.3446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7074    2.6710   -0.9327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3080    1.8858   -0.9305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7801    0.6669    1.0847 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9163    2.1136    1.0287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4343    2.4609    2.1059 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3273    1.1227    3.1818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7767    1.0217    3.8925 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0073   -0.1377    1.2098 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4108   -2.7965    3.6371 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8494   -1.4026    4.6310 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8895   -2.8098    4.5640 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8026   -0.2445    2.6851 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8599   -0.0445    4.1720 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8874   -1.4580    3.9658 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1365   -3.4385    2.6050 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5016   -2.2726    1.3493 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9649   -3.9506    1.5561 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2700   -4.1116    0.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8703   -1.9049   -0.5136 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4429   -2.9242   -0.6540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6472   -1.2578    1.9607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6476   -2.3742    0.6124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7739   -2.7716    2.0540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0277   -1.7328   -1.5586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2567   -0.5651   -1.1121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0577   -0.4696   -3.5184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3646    1.0312   -2.6796 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9514    2.5376   -2.4211 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7967    1.7861   -4.0252 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1652    1.9604   -3.8539 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1525    1.6701   -2.1030 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7414   -1.5887   -2.5799 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8639   -1.5379   -4.7893 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  1  0
 13 12  1  0
 12 11  1  0
 11 10  1  0
 10  7  1  0
  2 15  1  0
  7  8  1  1
 15 13  1  0
  4  5  1  0
 18 24  1  1
 13 14  1  1
  6  4  1  0
  7  9  1  0
  4  3  1  0
  6 33  1  6
  6 13  1  0
  2  1  1  0
 22 18  1  0
 18 17  1  0
 17 16  1  0
 15 16  1  0
 15 24  1  6
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
  3  2  1  0
 22 23  1  0
 17 51  1  0
 17 52  1  0
 16 49  1  0
 16 50  1  0
  3 29  1  0
  3 30  1  0
  2 28  1  1
  4 31  1  1
 12 44  1  0
 12 45  1  0
 11 42  1  0
 11 43  1  0
 10 40  1  0
 10 41  1  0
  8 34  1  0
  8 35  1  0
  8 36  1  0
  5 32  1  0
 14 46  1  0
 14 47  1  0
 14 48  1  0
  9 37  1  0
  9 38  1  0
  9 39  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
 22 57  1  1
 19 53  1  0
 19 54  1  0
 20 55  1  0
 20 56  1  0
 23 58  1  0
M  END


  Mrv1652306212102023D          

 58 61  0  0  0  0            999 V2000
   -1.4734    2.2128   -0.3048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9159    1.0568    0.5343 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0680    1.6560    1.5534 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5833    0.6250    2.5526 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4830    0.2320    3.4066 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2172   -0.5865    1.8353 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0332   -1.5560    2.7850 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2398   -2.1684    3.9548 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2096   -0.7767    3.4373 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6788   -2.6878    1.9480 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7136   -3.3792    0.9999 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0620   -2.3700    0.0584 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2382   -1.2622    0.7797 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0139   -1.9409    1.3944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2579   -0.1347   -0.2616 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1959   -0.6707   -1.3608 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8123    0.0903   -2.6113 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6683    0.3463   -2.4143 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1803    1.6447   -3.0076 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6767    1.3995   -3.0519 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8788   -0.0049   -3.2568 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6094   -0.6532   -3.1231 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1698   -0.9541   -4.4391 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8962    0.3793   -0.9813 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8730    3.0007    0.3446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7074    2.6710   -0.9327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3080    1.8858   -0.9305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7801    0.6669    1.0847 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9163    2.1136    1.0287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4343    2.4609    2.1059 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3273    1.1227    3.1818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7767    1.0217    3.8925 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0073   -0.1377    1.2098 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4108   -2.7965    3.6371 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8494   -1.4026    4.6310 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8895   -2.8098    4.5640 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8026   -0.2445    2.6851 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8599   -0.0445    4.1720 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8874   -1.4580    3.9658 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1365   -3.4385    2.6050 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5016   -2.2726    1.3493 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9649   -3.9506    1.5561 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2700   -4.1116    0.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8703   -1.9049   -0.5136 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4429   -2.9242   -0.6540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6472   -1.2578    1.9607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6476   -2.3742    0.6124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7739   -2.7716    2.0540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0277   -1.7328   -1.5586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2567   -0.5651   -1.1121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0577   -0.4696   -3.5184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3646    1.0312   -2.6796 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9514    2.5376   -2.4211 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7967    1.7861   -4.0252 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1652    1.9604   -3.8539 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1525    1.6701   -2.1030 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7414   -1.5887   -2.5799 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8639   -1.5379   -4.7893 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  1  0  0  0  0
 13 12  1  0  0  0  0
 12 11  1  0  0  0  0
 11 10  1  0  0  0  0
 10  7  1  0  0  0  0
  2 15  1  0  0  0  0
  7  8  1  1  0  0  0
 15 13  1  0  0  0  0
  4  5  1  0  0  0  0
 18 24  1  1  0  0  0
 13 14  1  1  0  0  0
  6  4  1  0  0  0  0
  7  9  1  0  0  0  0
  4  3  1  0  0  0  0
  6 33  1  6  0  0  0
  6 13  1  0  0  0  0
  2  1  1  0  0  0  0
 22 18  1  0  0  0  0
 18 17  1  0  0  0  0
 17 16  1  0  0  0  0
 15 16  1  0  0  0  0
 15 24  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
  3  2  1  0  0  0  0
 22 23  1  0  0  0  0
 17 51  1  0  0  0  0
 17 52  1  0  0  0  0
 16 49  1  0  0  0  0
 16 50  1  0  0  0  0
  3 29  1  0  0  0  0
  3 30  1  0  0  0  0
  2 28  1  1  0  0  0
  4 31  1  1  0  0  0
 12 44  1  0  0  0  0
 12 45  1  0  0  0  0
 11 42  1  0  0  0  0
 11 43  1  0  0  0  0
 10 40  1  0  0  0  0
 10 41  1  0  0  0  0
  8 34  1  0  0  0  0
  8 35  1  0  0  0  0
  8 36  1  0  0  0  0
  5 32  1  0  0  0  0
 14 46  1  0  0  0  0
 14 47  1  0  0  0  0
 14 48  1  0  0  0  0
  9 37  1  0  0  0  0
  9 38  1  0  0  0  0
  9 39  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
 22 57  1  1  0  0  0
 19 53  1  0  0  0  0
 19 54  1  0  0  0  0
 20 55  1  0  0  0  0
 20 56  1  0  0  0  0
 23 58  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0042363

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]1([H])OC([H])([H])C([H])([H])[C@]11O[C@]2(C([H])([H])C1([H])[H])[C@]([H])(C([H])([H])[H])C([H])([H])[C@@]([H])(O[H])[C@@]1([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])[C@]21C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C20H34O4/c1-13-12-14(21)15-17(2,3)6-5-7-18(15,4)20(13)9-8-19(24-20)10-11-23-16(19)22/h13-16,21-22H,5-12H2,1-4H3/t13-,14-,15+,16+,18+,19+,20-/m1/s1

> <INCHI_KEY>
UWPOHPPAFURVAJ-KJSSNBPFSA-N

> <FORMULA>
C20H34O4

> <MOLECULAR_WEIGHT>
338.488

> <EXACT_MASS>
338.245709575

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
38.04694823416908

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2R,2''S,4R,4aS,5'S,8aS)-2,5,5,8a-tetramethyl-octahydro-2H-dispiro[naphthalene-1,2':5',3''-bis(oxolane)]-2'',4-diol

> <ALOGPS_LOGP>
2.22

> <JCHEM_LOGP>
2.8128357219999973

> <ALOGPS_LOGS>
-3.81

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.898833255607581

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.253017168095056

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8430933138157766

> <JCHEM_POLAR_SURFACE_AREA>
58.92

> <JCHEM_REFRACTIVITY>
91.89279999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.23e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,2''S,4R,4aS,5'S,8aS)-2,5,5,8a-tetramethyl-hexahydro-2H-dispiro[naphthalene-1,2':5',3''-bis(oxolane)]-2'',4-diol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 58 61  0  0  0  0  0  0  0  0999 V2000
   -1.4734    2.2128   -0.3048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9159    1.0568    0.5343 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0680    1.6560    1.5534 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5833    0.6250    2.5526 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4830    0.2320    3.4066 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2172   -0.5865    1.8353 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0332   -1.5560    2.7850 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2398   -2.1684    3.9548 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2096   -0.7767    3.4373 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6788   -2.6878    1.9480 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7136   -3.3792    0.9999 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0620   -2.3700    0.0584 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2382   -1.2622    0.7797 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0139   -1.9409    1.3944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2579   -0.1347   -0.2616 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1959   -0.6707   -1.3608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8123    0.0903   -2.6113 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6683    0.3463   -2.4143 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1803    1.6447   -3.0076 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6767    1.3995   -3.0519 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8788   -0.0049   -3.2568 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6094   -0.6532   -3.1231 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1698   -0.9541   -4.4391 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8962    0.3793   -0.9813 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8730    3.0007    0.3446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7074    2.6710   -0.9327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3080    1.8858   -0.9305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7801    0.6669    1.0847 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9163    2.1136    1.0287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4343    2.4609    2.1059 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3273    1.1227    3.1818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7767    1.0217    3.8925 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0073   -0.1377    1.2098 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4108   -2.7965    3.6371 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8494   -1.4026    4.6310 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8895   -2.8098    4.5640 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8026   -0.2445    2.6851 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8599   -0.0445    4.1720 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8874   -1.4580    3.9658 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1365   -3.4385    2.6050 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5016   -2.2726    1.3493 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9649   -3.9506    1.5561 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2700   -4.1116    0.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8703   -1.9049   -0.5136 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4429   -2.9242   -0.6540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6472   -1.2578    1.9607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6476   -2.3742    0.6124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7739   -2.7716    2.0540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0277   -1.7328   -1.5586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2567   -0.5651   -1.1121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0577   -0.4696   -3.5184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3646    1.0312   -2.6796 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9514    2.5376   -2.4211 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7967    1.7861   -4.0252 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1652    1.9604   -3.8539 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1525    1.6701   -2.1030 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7414   -1.5887   -2.5799 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8639   -1.5379   -4.7893 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  1  0
 13 12  1  0
 12 11  1  0
 11 10  1  0
 10  7  1  0
  2 15  1  0
  7  8  1  1
 15 13  1  0
  4  5  1  0
 18 24  1  1
 13 14  1  1
  6  4  1  0
  7  9  1  0
  4  3  1  0
  6 33  1  6
  6 13  1  0
  2  1  1  0
 22 18  1  0
 18 17  1  0
 17 16  1  0
 15 16  1  0
 15 24  1  6
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
  3  2  1  0
 22 23  1  0
 17 51  1  0
 17 52  1  0
 16 49  1  0
 16 50  1  0
  3 29  1  0
  3 30  1  0
  2 28  1  1
  4 31  1  1
 12 44  1  0
 12 45  1  0
 11 42  1  0
 11 43  1  0
 10 40  1  0
 10 41  1  0
  8 34  1  0
  8 35  1  0
  8 36  1  0
  5 32  1  0
 14 46  1  0
 14 47  1  0
 14 48  1  0
  9 37  1  0
  9 38  1  0
  9 39  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
 22 57  1  1
 19 53  1  0
 19 54  1  0
 20 55  1  0
 20 56  1  0
 23 58  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0      -1.473   2.213  -0.305  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.916   1.057   0.534  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.068   1.656   1.553  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.583   0.625   2.553  0.00  0.00           C+0
HETATM    5  O   UNK     0      -0.483   0.232   3.407  0.00  0.00           O+0
HETATM    6  C   UNK     0       1.217  -0.587   1.835  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.033  -1.556   2.785  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.240  -2.168   3.955  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.210  -0.777   3.437  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.679  -2.688   1.948  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.714  -3.379   1.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.062  -2.370   0.058  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.238  -1.262   0.780  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.014  -1.941   1.394  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.258  -0.135  -0.262  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.196  -0.671  -1.361  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.812   0.090  -2.611  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.668   0.346  -2.414  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.180   1.645  -3.008  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.677   1.399  -3.052  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.879  -0.005  -3.257  0.00  0.00           O+0
HETATM   22  C   UNK     0       1.609  -0.653  -3.123  0.00  0.00           C+0
HETATM   23  O   UNK     0       1.170  -0.954  -4.439  0.00  0.00           O+0
HETATM   24  O   UNK     0       0.896   0.379  -0.981  0.00  0.00           O+0
HETATM   25  H   UNK     0      -1.873   3.001   0.345  0.00  0.00           H+0
HETATM   26  H   UNK     0      -0.707   2.671  -0.933  0.00  0.00           H+0
HETATM   27  H   UNK     0      -2.308   1.886  -0.931  0.00  0.00           H+0
HETATM   28  H   UNK     0      -1.780   0.667   1.085  0.00  0.00           H+0
HETATM   29  H   UNK     0       0.916   2.114   1.029  0.00  0.00           H+0
HETATM   30  H   UNK     0      -0.434   2.461   2.106  0.00  0.00           H+0
HETATM   31  H   UNK     0       1.327   1.123   3.182  0.00  0.00           H+0
HETATM   32  H   UNK     0      -0.777   1.022   3.893  0.00  0.00           H+0
HETATM   33  H   UNK     0       2.007  -0.138   1.210  0.00  0.00           H+0
HETATM   34  H   UNK     0       0.411  -2.797   3.637  0.00  0.00           H+0
HETATM   35  H   UNK     0       0.849  -1.403   4.631  0.00  0.00           H+0
HETATM   36  H   UNK     0       1.890  -2.810   4.564  0.00  0.00           H+0
HETATM   37  H   UNK     0       3.803  -0.245   2.685  0.00  0.00           H+0
HETATM   38  H   UNK     0       2.860  -0.045   4.172  0.00  0.00           H+0
HETATM   39  H   UNK     0       3.887  -1.458   3.966  0.00  0.00           H+0
HETATM   40  H   UNK     0       3.136  -3.438   2.605  0.00  0.00           H+0
HETATM   41  H   UNK     0       3.502  -2.273   1.349  0.00  0.00           H+0
HETATM   42  H   UNK     0       0.965  -3.951   1.556  0.00  0.00           H+0
HETATM   43  H   UNK     0       2.270  -4.112   0.402  0.00  0.00           H+0
HETATM   44  H   UNK     0       1.870  -1.905  -0.514  0.00  0.00           H+0
HETATM   45  H   UNK     0       0.443  -2.924  -0.654  0.00  0.00           H+0
HETATM   46  H   UNK     0      -1.647  -1.258   1.961  0.00  0.00           H+0
HETATM   47  H   UNK     0      -1.648  -2.374   0.612  0.00  0.00           H+0
HETATM   48  H   UNK     0      -0.774  -2.772   2.054  0.00  0.00           H+0
HETATM   49  H   UNK     0      -1.028  -1.733  -1.559  0.00  0.00           H+0
HETATM   50  H   UNK     0      -2.257  -0.565  -1.112  0.00  0.00           H+0
HETATM   51  H   UNK     0      -1.058  -0.470  -3.518  0.00  0.00           H+0
HETATM   52  H   UNK     0      -1.365   1.031  -2.680  0.00  0.00           H+0
HETATM   53  H   UNK     0       0.951   2.538  -2.421  0.00  0.00           H+0
HETATM   54  H   UNK     0       0.797   1.786  -4.025  0.00  0.00           H+0
HETATM   55  H   UNK     0       3.165   1.960  -3.854  0.00  0.00           H+0
HETATM   56  H   UNK     0       3.152   1.670  -2.103  0.00  0.00           H+0
HETATM   57  H   UNK     0       1.741  -1.589  -2.580  0.00  0.00           H+0
HETATM   58  H   UNK     0       1.864  -1.538  -4.789  0.00  0.00           H+0
CONECT    1    2   25   26   27                                             
CONECT    2   15    1    3   28                                             
CONECT    3    4    2   29   30                                             
CONECT    4    5    6    3   31                                             
CONECT    5    4   32                                                       
CONECT    6    7    4   33   13                                             
CONECT    7    6   10    8    9                                             
CONECT    8    7   34   35   36                                             
CONECT    9    7   37   38   39                                             
CONECT   10   11    7   40   41                                             
CONECT   11   12   10   42   43                                             
CONECT   12   13   11   44   45                                             
CONECT   13   12   15   14    6                                             
CONECT   14   13   46   47   48                                             
CONECT   15    2   13   16   24                                             
CONECT   16   17   15   49   50                                             
CONECT   17   18   16   51   52                                             
CONECT   18   24   22   17   19                                             
CONECT   19   18   20   53   54                                             
CONECT   20   19   21   55   56                                             
CONECT   21   20   22                                                       
CONECT   22   18   21   23   57                                             
CONECT   23   22   58                                                       
CONECT   24   18   15                                                       
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    2                                                            
CONECT   29    3                                                            
CONECT   30    3                                                            
CONECT   31    4                                                            
CONECT   32    5                                                            
CONECT   33    6                                                            
CONECT   34    8                                                            
CONECT   35    8                                                            
CONECT   36    8                                                            
CONECT   37    9                                                            
CONECT   38    9                                                            
CONECT   39    9                                                            
CONECT   40   10                                                            
CONECT   41   10                                                            
CONECT   42   11                                                            
CONECT   43   11                                                            
CONECT   44   12                                                            
CONECT   45   12                                                            
CONECT   46   14                                                            
CONECT   47   14                                                            
CONECT   48   14                                                            
CONECT   49   16                                                            
CONECT   50   16                                                            
CONECT   51   17                                                            
CONECT   52   17                                                            
CONECT   53   19                                                            
CONECT   54   19                                                            
CONECT   55   20                                                            
CONECT   56   20                                                            
CONECT   57   22                                                            
CONECT   58   23                                                            
MASTER        0    0    0    0    0    0    0    0   58    0  122    0
END

RDKit          3D

58 61  0  0  0  0  0  0  0  0999 V2000
   -1.4734    2.2128   -0.3048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9159    1.0568    0.5343 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0680    1.6560    1.5534 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5833    0.6250    2.5526 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4830    0.2320    3.4066 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2172   -0.5865    1.8353 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0332   -1.5560    2.7850 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2398   -2.1684    3.9548 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2096   -0.7767    3.4373 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6788   -2.6878    1.9480 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7136   -3.3792    0.9999 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0620   -2.3700    0.0584 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2382   -1.2622    0.7797 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0139   -1.9409    1.3944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2579   -0.1347   -0.2616 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1959   -0.6707   -1.3608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8123    0.0903   -2.6113 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6683    0.3463   -2.4143 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1803    1.6447   -3.0076 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6767    1.3995   -3.0519 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8788   -0.0049   -3.2568 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6094   -0.6532   -3.1231 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1698   -0.9541   -4.4391 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8962    0.3793   -0.9813 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8730    3.0007    0.3446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7074    2.6710   -0.9327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3080    1.8858   -0.9305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7801    0.6669    1.0847 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9163    2.1136    1.0287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4343    2.4609    2.1059 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3273    1.1227    3.1818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7767    1.0217    3.8925 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0073   -0.1377    1.2098 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4108   -2.7965    3.6371 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8494   -1.4026    4.6310 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8895   -2.8098    4.5640 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8026   -0.2445    2.6851 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8599   -0.0445    4.1720 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8874   -1.4580    3.9658 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1365   -3.4385    2.6050 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5016   -2.2726    1.3493 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9649   -3.9506    1.5561 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2700   -4.1116    0.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8703   -1.9049   -0.5136 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4429   -2.9242   -0.6540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6472   -1.2578    1.9607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6476   -2.3742    0.6124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7739   -2.7716    2.0540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0277   -1.7328   -1.5586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2567   -0.5651   -1.1121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0577   -0.4696   -3.5184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3646    1.0312   -2.6796 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9514    2.5376   -2.4211 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7967    1.7861   -4.0252 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1652    1.9604   -3.8539 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1525    1.6701   -2.1030 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7414   -1.5887   -2.5799 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8639   -1.5379   -4.7893 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  1  0
 13 12  1  0
 12 11  1  0
 11 10  1  0
 10  7  1  0
  2 15  1  0
  7  8  1  1
 15 13  1  0
  4  5  1  0
 18 24  1  1
 13 14  1  1
  6  4  1  0
  7  9  1  0
  4  3  1  0
  6 33  1  6
  6 13  1  0
  2  1  1  0
 22 18  1  0
 18 17  1  0
 17 16  1  0
 15 16  1  0
 15 24  1  6
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
  3  2  1  0
 22 23  1  0
 17 51  1  0
 17 52  1  0
 16 49  1  0
 16 50  1  0
  3 29  1  0
  3 30  1  0
  2 28  1  1
  4 31  1  1
 12 44  1  0
 12 45  1  0
 11 42  1  0
 11 43  1  0
 10 40  1  0
 10 41  1  0
  8 34  1  0
  8 35  1  0
  8 36  1  0
  5 32  1  0
 14 46  1  0
 14 47  1  0
 14 48  1  0
  9 37  1  0
  9 38  1  0
  9 39  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
 22 57  1  1
 19 53  1  0
 19 54  1  0
 20 55  1  0
 20 56  1  0
 23 58  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Not Available

Chemical Formula

C₂₀H₃₄O₄

Average Mass

338.4880 Da

Monoisotopic Mass

338.24571 Da

IUPAC Name

(1R,2R,2''S,4R,4aS,5'S,8aS)-2,5,5,8a-tetramethyl-octahydro-2H-dispiro[naphthalene-1,2':5',3''-bis(oxolane)]-2'',4-diol

Traditional Name

(1R,2R,2''S,4R,4aS,5'S,8aS)-2,5,5,8a-tetramethyl-hexahydro-2H-dispiro[naphthalene-1,2':5',3''-bis(oxolane)]-2'',4-diol

CAS Registry Number

Not Available

SMILES

[H]O[C@@]1([H])OC([H])([H])C([H])([H])[C@]11O[C@]2(C([H])([H])C1([H])[H])[C@]([H])(C([H])([H])[H])C([H])([H])[C@@]([H])(O[H])[C@@]1([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])[C@]21C([H])([H])[H]

InChI Identifier

InChI=1S/C20H34O4/c1-13-12-14(21)15-17(2,3)6-5-7-18(15,4)20(13)9-8-19(24-20)10-11-23-16(19)22/h13-16,21-22H,5-12H2,1-4H3/t13-,14-,15+,16+,18+,19+,20-/m1/s1

InChI Key

UWPOHPPAFURVAJ-KJSSNBPFSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
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
Leonotis leonurus	JEOL database	Wu, H., et al, Phytochem. 91, 229 (2013)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Diterpenoids

Alternative Parents

Substituents

Grindelane diterpenoid
Diterpenoid
Tetrahydrofuran
Cyclic alcohol
Secondary alcohol
Hemiacetal
Oxacycle
Organoheterocyclic compound
Ether
Dialkyl ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
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	2.22	ALOGPS
logP	2.81	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	11.25	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	58.92 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	91.89 m³·mol⁻¹	ChemAxon
Polarizability	38.05 Å³	ChemAxon
Number of Rings	4	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

72375970

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Wu, H., et al. (2013). Wu, H., et al, Phytochem. 91, 229 (2013). Phytochem..

Showing NP-Card for leoleorin F (NP0042363)

MOL for NP0042363 (leoleorin F)

3D MOL for NP0042363 (leoleorin F)

3D SDF for NP0042363 (leoleorin F)

3D-SDF for NP0042363 (leoleorin F)

PDB for NP0042363 (leoleorin F)

3D PDB for NP0042363 (leoleorin F)

SMILES for NP0042363 (leoleorin F)

INCHI for NP0042363 (leoleorin F)

Structure for NP0042363 (leoleorin F)

3D Structure for NP0042363 (leoleorin F)