NP-MRD: Showing NP-Card for phlomistetraol B (NP0037497)

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Record Information

Version

2.0

Created at

2021-06-20 20:24:31 UTC

Updated at

2021-06-30 00:09:44 UTC

NP-MRD ID

NP0037497

Secondary Accession Numbers

None

Natural Product Identification

Common Name

phlomistetraol B

Provided By

JEOL Database JEOL Logo

Description

19,28-Cyclo-18,19-seco-22-noroleana-12-ene-2alpha,3beta,18beta,23-tetraol belongs to the class of organic compounds known as 12-beta-hydroxysteroids. These are hydroxysteroids carrying a beta-hydroxyl group at the 12-position. phlomistetraol B is found in Phlomis umbrosa and Phlomis umbrosa TURCZ. phlomistetraol B was first documented in 2008 (Liu, P., et al.). 19,28-Cyclo-18,19-seco-22-noroleana-12-ene-2alpha,3beta,18beta,23-tetraol is a strongly basic compound (based on its pKa).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202122243D          

 81 85  0  0  0  0            999 V2000
   -6.6932    1.9741   -2.8547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5515    2.5485   -1.9997 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7921    4.0496   -1.8018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4805    1.8197   -0.6438 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3705    0.7901   -0.8168 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3020    1.5182   -1.6606 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4836    2.5360   -0.8296 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5732    1.8526    0.1928 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5820    0.8054   -0.4065 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4692    1.6035   -1.2399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3140   -0.1151   -1.4097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0217   -1.4296   -1.4947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0078   -2.1658   -0.6713 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9322   -1.2498    0.1399 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9708   -2.0256    1.0736 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2738   -2.9658    2.0887 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8809   -2.9112    0.1699 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1061   -3.4800    0.8823 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9124   -4.1676   -0.0840 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9571   -2.3872    1.5372 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0561   -3.0446    2.1871 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1651   -1.4622    2.5080 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8559   -2.1851    3.8368 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0828   -0.2474    2.8612 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3661   -0.6805    3.3149 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8803   -0.9387    1.7598 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0211    0.0606    2.5607 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0823    0.8284    1.6277 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1238   -0.0604    0.7880 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9713   -0.6031    1.7547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3044    0.5618   -2.3617 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0071   -0.4019   -3.1472 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1860    2.2775   -2.6860 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.5750    0.8952   -3.0059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7228    2.4485   -3.8421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6653    2.1372   -2.3760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7354    4.2308   -1.2745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8395    4.5712   -2.7642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9900    4.5107   -1.2158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2249    2.5087    0.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4260    1.3407   -0.3672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0057    0.4266    0.1470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7849   -0.0741   -1.3477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1384    3.2332   -0.2958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8786    3.1608   -1.4982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2298    1.3995    0.9376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0128    2.6295    0.7280 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9216    2.4124   -0.6575 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0267    2.0888   -2.1161 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2746    0.9717   -1.6232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5100   -2.0513   -2.2427 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5876   -2.7795   -1.3567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5613   -2.8565   -0.0304 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.0283   -2.4739    3.0310 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3531   -3.4014    1.6969 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8882   -3.8283    2.3558 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2257   -2.3315   -0.6978 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3093   -3.7468   -0.2542 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8257   -4.2389    1.6185 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7530   -4.3475    0.3849 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4056   -1.7801    0.7390 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5068   -2.3438    2.7095 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2027   -1.5834    4.4768 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3837   -3.1565    3.6912 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7682   -2.3785    4.4128 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6485    0.3626    3.6591 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2417    0.3897    1.9843 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8546    0.1206    3.5810 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2947   -0.3509    0.9228 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4543   -0.4275    3.3576 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6519    0.8049    3.0557 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7286    1.4200    0.9727 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5109    1.5530    2.2205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7984   -1.0836    1.2239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5896   -1.3257    2.4707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3961    0.1960    2.3717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7217    1.1451   -3.0846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4046   -1.0390   -2.5320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7036    3.2026   -3.0236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3356    1.6710   -3.5877 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 13  1  0  0  0  0
 29  9  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 15 14  1  0  0  0  0
 18 20  1  0  0  0  0
  9 10  1  6  0  0  0
 20 21  1  0  0  0  0
 22 24  1  1  0  0  0
 15 16  1  1  0  0  0
 18 17  1  0  0  0  0
 29 30  1  1  0  0  0
 20 22  1  0  0  0  0
 11  9  1  0  0  0  0
 22 26  1  0  0  0  0
 15 17  1  0  0  0  0
 15 26  1  0  0  0  0
 11 31  1  0  0  0  0
  9  8  1  0  0  0  0
  8  7  1  0  0  0  0
  6  7  1  1  0  0  0
 31  6  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 14 29  1  0  0  0  0
  4  5  1  0  0  0  0
 22 23  1  0  0  0  0
  6  5  1  0  0  0  0
 18 19  1  0  0  0  0
  6 33  1  0  0  0  0
 24 25  1  0  0  0  0
 31 32  1  0  0  0  0
 33  2  1  0  0  0  0
  2  1  1  6  0  0  0
  2  4  1  0  0  0  0
  2  3  1  0  0  0  0
 33 80  1  0  0  0  0
 33 81  1  0  0  0  0
  4 40  1  0  0  0  0
  4 41  1  0  0  0  0
  5 42  1  0  0  0  0
  5 43  1  0  0  0  0
 21 63  1  0  0  0  0
 18 60  1  1  0  0  0
 20 62  1  6  0  0  0
 17 58  1  0  0  0  0
 17 59  1  0  0  0  0
 26 70  1  6  0  0  0
 27 71  1  0  0  0  0
 27 72  1  0  0  0  0
 28 73  1  0  0  0  0
 28 74  1  0  0  0  0
 12 51  1  0  0  0  0
 13 52  1  0  0  0  0
 13 53  1  0  0  0  0
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 10 50  1  0  0  0  0
 24 67  1  0  0  0  0
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 16 55  1  0  0  0  0
 16 56  1  0  0  0  0
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 30 75  1  0  0  0  0
 30 76  1  0  0  0  0
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  8 46  1  0  0  0  0
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  7 44  1  0  0  0  0
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 32 79  1  0  0  0  0
  1 34  1  0  0  0  0
  1 35  1  0  0  0  0
  1 36  1  0  0  0  0
  3 37  1  0  0  0  0
  3 38  1  0  0  0  0
  3 39  1  0  0  0  0
M  END

     RDKit          3D

 81 85  0  0  0  0  0  0  0  0999 V2000
   -6.6932    1.9741   -2.8547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5515    2.5485   -1.9997 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7921    4.0496   -1.8018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4805    1.8197   -0.6438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3705    0.7901   -0.8168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3020    1.5182   -1.6606 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4836    2.5360   -0.8296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5732    1.8526    0.1928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5820    0.8054   -0.4065 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4692    1.6035   -1.2399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3140   -0.1151   -1.4097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0217   -1.4296   -1.4947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0078   -2.1658   -0.6713 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9322   -1.2498    0.1399 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9708   -2.0256    1.0736 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2738   -2.9658    2.0887 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8809   -2.9112    0.1699 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1061   -3.4800    0.8823 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9124   -4.1676   -0.0840 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9571   -2.3872    1.5372 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0561   -3.0446    2.1871 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1651   -1.4622    2.5080 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8559   -2.1851    3.8368 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0828   -0.2474    2.8612 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3661   -0.6805    3.3149 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.0823    0.8284    1.6277 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1238   -0.0604    0.7880 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9713   -0.6031    1.7547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3044    0.5618   -2.3617 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0071   -0.4019   -3.1472 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1860    2.2775   -2.6860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5750    0.8952   -3.0059 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.6653    2.1372   -2.3760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7354    4.2308   -1.2745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8395    4.5712   -2.7642 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.3531   -3.4014    1.6969 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8882   -3.8283    2.3558 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2257   -2.3315   -0.6978 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3093   -3.7468   -0.2542 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8257   -4.2389    1.6185 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7530   -4.3475    0.3849 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4056   -1.7801    0.7390 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5068   -2.3438    2.7095 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2027   -1.5834    4.4768 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3837   -3.1565    3.6912 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7682   -2.3785    4.4128 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6485    0.3626    3.6591 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2417    0.3897    1.9843 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8546    0.1206    3.5810 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2947   -0.3509    0.9228 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4543   -0.4275    3.3576 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6519    0.8049    3.0557 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7286    1.4200    0.9727 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5109    1.5530    2.2205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7984   -1.0836    1.2239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5896   -1.3257    2.4707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3961    0.1960    2.3717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7217    1.1451   -3.0846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4046   -1.0390   -2.5320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7036    3.2026   -3.0236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3356    1.6710   -3.5877 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 13  1  0
 29  9  1  0
 11 12  2  0
 12 13  1  0
 15 14  1  0
 18 20  1  0
  9 10  1  6
 20 21  1  0
 22 24  1  1
 15 16  1  1
 18 17  1  0
 29 30  1  1
 20 22  1  0
 11  9  1  0
 22 26  1  0
 15 17  1  0
 15 26  1  0
 11 31  1  0
  9  8  1  0
  8  7  1  0
  6  7  1  1
 31  6  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 14 29  1  0
  4  5  1  0
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 18 19  1  0
  6 33  1  0
 24 25  1  0
 31 32  1  0
 33  2  1  0
  2  1  1  6
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  2  3  1  0
 33 80  1  0
 33 81  1  0
  4 40  1  0
  4 41  1  0
  5 42  1  0
  5 43  1  0
 21 63  1  0
 18 60  1  1
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 28 73  1  0
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 30 75  1  0
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 31 78  1  6
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 19 61  1  0
 25 69  1  0
 32 79  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  3 37  1  0
  3 38  1  0
  3 39  1  0
M  END


  Mrv1652306202122243D          

 81 85  0  0  0  0            999 V2000
   -6.6932    1.9741   -2.8547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5515    2.5485   -1.9997 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7921    4.0496   -1.8018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4805    1.8197   -0.6438 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3705    0.7901   -0.8168 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3020    1.5182   -1.6606 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4836    2.5360   -0.8296 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5732    1.8526    0.1928 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5820    0.8054   -0.4065 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4692    1.6035   -1.2399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3140   -0.1151   -1.4097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0217   -1.4296   -1.4947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0078   -2.1658   -0.6713 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9322   -1.2498    0.1399 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9708   -2.0256    1.0736 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2738   -2.9658    2.0887 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8809   -2.9112    0.1699 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1061   -3.4800    0.8823 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9124   -4.1676   -0.0840 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9571   -2.3872    1.5372 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0561   -3.0446    2.1871 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1651   -1.4622    2.5080 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8559   -2.1851    3.8368 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0828   -0.2474    2.8612 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3661   -0.6805    3.3149 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8803   -0.9387    1.7598 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0211    0.0606    2.5607 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0823    0.8284    1.6277 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1238   -0.0604    0.7880 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9713   -0.6031    1.7547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3044    0.5618   -2.3617 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0071   -0.4019   -3.1472 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1860    2.2775   -2.6860 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.5750    0.8952   -3.0059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7228    2.4485   -3.8421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6653    2.1372   -2.3760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7354    4.2308   -1.2745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8395    4.5712   -2.7642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9900    4.5107   -1.2158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2249    2.5087    0.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4260    1.3407   -0.3672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0057    0.4266    0.1470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7849   -0.0741   -1.3477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1384    3.2332   -0.2958 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.5100   -2.0513   -2.2427 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.8882   -3.8283    2.3558 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2257   -2.3315   -0.6978 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3093   -3.7468   -0.2542 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8257   -4.2389    1.6185 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7530   -4.3475    0.3849 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4056   -1.7801    0.7390 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5068   -2.3438    2.7095 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2027   -1.5834    4.4768 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3837   -3.1565    3.6912 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7682   -2.3785    4.4128 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6485    0.3626    3.6591 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2417    0.3897    1.9843 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8546    0.1206    3.5810 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2947   -0.3509    0.9228 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4543   -0.4275    3.3576 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6519    0.8049    3.0557 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7286    1.4200    0.9727 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5109    1.5530    2.2205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7984   -1.0836    1.2239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5896   -1.3257    2.4707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3961    0.1960    2.3717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7217    1.1451   -3.0846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4046   -1.0390   -2.5320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7036    3.2026   -3.0236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3356    1.6710   -3.5877 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 13  1  0  0  0  0
 29  9  1  0  0  0  0
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 11  9  1  0  0  0  0
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  6  7  1  1  0  0  0
 31  6  1  0  0  0  0
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 22 23  1  0  0  0  0
  6  5  1  0  0  0  0
 18 19  1  0  0  0  0
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 31 32  1  0  0  0  0
 33  2  1  0  0  0  0
  2  1  1  6  0  0  0
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  2  3  1  0  0  0  0
 33 80  1  0  0  0  0
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 12 51  1  0  0  0  0
 13 52  1  0  0  0  0
 13 53  1  0  0  0  0
 14 54  1  6  0  0  0
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 24 67  1  0  0  0  0
 24 68  1  0  0  0  0
 16 55  1  0  0  0  0
 16 56  1  0  0  0  0
 16 57  1  0  0  0  0
 30 75  1  0  0  0  0
 30 76  1  0  0  0  0
 30 77  1  0  0  0  0
  8 46  1  0  0  0  0
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 31 78  1  6  0  0  0
 23 64  1  0  0  0  0
 23 65  1  0  0  0  0
 23 66  1  0  0  0  0
 19 61  1  0  0  0  0
 25 69  1  0  0  0  0
 32 79  1  0  0  0  0
  1 34  1  0  0  0  0
  1 35  1  0  0  0  0
  1 36  1  0  0  0  0
  3 37  1  0  0  0  0
  3 38  1  0  0  0  0
  3 39  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0037497

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC([H])([H])[C@]1(C([H])([H])[H])[C@@]([H])(O[H])[C@]([H])(O[H])C([H])([H])[C@]2(C([H])([H])[H])[C@@]3([H])C([H])([H])C([H])=C4[C@@]([H])(O[H])[C@@]5(C([H])([H])C([H])([H])C(C([H])([H])[H])(C([H])([H])[H])C5([H])[H])C([H])([H])C([H])([H])[C@@]4(C([H])([H])[H])[C@]3(C([H])([H])[H])C([H])([H])C([H])([H])[C@@]12[H]

> <INCHI_IDENTIFIER>
InChI=1S/C29H48O4/c1-24(2)11-13-29(16-24)14-12-27(5)18(22(29)32)7-8-21-25(3)15-19(31)23(33)26(4,17-30)20(25)9-10-28(21,27)6/h7,19-23,30-33H,8-17H2,1-6H3/t19-,20-,21-,22-,23+,25+,26+,27-,28-,29+/m1/s1

> <INCHI_KEY>
SVHAKFJIIYNECQ-UNMGPXMVSA-N

> <FORMULA>
C29H48O4

> <MOLECULAR_WEIGHT>
460.699

> <EXACT_MASS>
460.355260026

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
81

> <JCHEM_AVERAGE_POLARIZABILITY>
54.917810965943296

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2S,4aS,4bR,6aR,7R,8R,9R,10aR,10bR)-7-(hydroxymethyl)-4',4',4a,4b,7,10a-hexamethyl-3,4,4a,4b,5,6,6a,7,8,9,10,10a,10b,11-tetradecahydro-1H-spiro[chrysene-2,1'-cyclopentane]-1,8,9-triol

> <ALOGPS_LOGP>
4.44

> <JCHEM_LOGP>
3.6855433673333335

> <ALOGPS_LOGS>
-4.46

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.827385611036025

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.553793906638763

> <JCHEM_PKA_STRONGEST_BASIC>
-0.3814811527624308

> <JCHEM_POLAR_SURFACE_AREA>
80.92

> <JCHEM_REFRACTIVITY>
131.8564

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.59e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,4aS,4bR,6aR,7R,8R,9R,10aR,10bR)-7-(hydroxymethyl)-4',4',4a,4b,7,10a-hexamethyl-3,4,5,6,6a,8,9,10,10b,11-decahydro-1H-spiro[chrysene-2,1'-cyclopentane]-1,8,9-triol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 81 85  0  0  0  0  0  0  0  0999 V2000
   -6.6932    1.9741   -2.8547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5515    2.5485   -1.9997 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7921    4.0496   -1.8018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4805    1.8197   -0.6438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3705    0.7901   -0.8168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3020    1.5182   -1.6606 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4836    2.5360   -0.8296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5732    1.8526    0.1928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5820    0.8054   -0.4065 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4692    1.6035   -1.2399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3140   -0.1151   -1.4097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0217   -1.4296   -1.4947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0078   -2.1658   -0.6713 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9322   -1.2498    0.1399 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9708   -2.0256    1.0736 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2738   -2.9658    2.0887 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8809   -2.9112    0.1699 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1061   -3.4800    0.8823 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9124   -4.1676   -0.0840 O   0  0  0  0  0  0  0  0  0  0  0  0
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    6.0561   -3.0446    2.1871 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.8803   -0.9387    1.7598 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0211    0.0606    2.5607 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0823    0.8284    1.6277 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1238   -0.0604    0.7880 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9713   -0.6031    1.7547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3044    0.5618   -2.3617 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0071   -0.4019   -3.1472 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1860    2.2775   -2.6860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5750    0.8952   -3.0059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7228    2.4485   -3.8421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6653    2.1372   -2.3760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7354    4.2308   -1.2745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8395    4.5712   -2.7642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9900    4.5107   -1.2158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2249    2.5087    0.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4260    1.3407   -0.3672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0057    0.4266    0.1470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7849   -0.0741   -1.3477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1384    3.2332   -0.2958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8786    3.1608   -1.4982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2298    1.3995    0.9376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0128    2.6295    0.7280 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9216    2.4124   -0.6575 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0267    2.0888   -2.1161 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2746    0.9717   -1.6232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5100   -2.0513   -2.2427 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5876   -2.7795   -1.3567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5613   -2.8565   -0.0304 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5809   -0.7813   -0.6125 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0283   -2.4739    3.0310 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3531   -3.4014    1.6969 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8882   -3.8283    2.3558 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2257   -2.3315   -0.6978 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3093   -3.7468   -0.2542 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8257   -4.2389    1.6185 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7530   -4.3475    0.3849 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4056   -1.7801    0.7390 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5068   -2.3438    2.7095 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2027   -1.5834    4.4768 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3837   -3.1565    3.6912 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7682   -2.3785    4.4128 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6485    0.3626    3.6591 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2417    0.3897    1.9843 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8546    0.1206    3.5810 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2947   -0.3509    0.9228 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4543   -0.4275    3.3576 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6519    0.8049    3.0557 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7286    1.4200    0.9727 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5109    1.5530    2.2205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7984   -1.0836    1.2239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5896   -1.3257    2.4707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3961    0.1960    2.3717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7217    1.1451   -3.0846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4046   -1.0390   -2.5320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7036    3.2026   -3.0236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3356    1.6710   -3.5877 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 13  1  0
 29  9  1  0
 11 12  2  0
 12 13  1  0
 15 14  1  0
 18 20  1  0
  9 10  1  6
 20 21  1  0
 22 24  1  1
 15 16  1  1
 18 17  1  0
 29 30  1  1
 20 22  1  0
 11  9  1  0
 22 26  1  0
 15 17  1  0
 15 26  1  0
 11 31  1  0
  9  8  1  0
  8  7  1  0
  6  7  1  1
 31  6  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 14 29  1  0
  4  5  1  0
 22 23  1  0
  6  5  1  0
 18 19  1  0
  6 33  1  0
 24 25  1  0
 31 32  1  0
 33  2  1  0
  2  1  1  6
  2  4  1  0
  2  3  1  0
 33 80  1  0
 33 81  1  0
  4 40  1  0
  4 41  1  0
  5 42  1  0
  5 43  1  0
 21 63  1  0
 18 60  1  1
 20 62  1  6
 17 58  1  0
 17 59  1  0
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 27 71  1  0
 27 72  1  0
 28 73  1  0
 28 74  1  0
 12 51  1  0
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 14 54  1  6
 10 48  1  0
 10 49  1  0
 10 50  1  0
 24 67  1  0
 24 68  1  0
 16 55  1  0
 16 56  1  0
 16 57  1  0
 30 75  1  0
 30 76  1  0
 30 77  1  0
  8 46  1  0
  8 47  1  0
  7 44  1  0
  7 45  1  0
 31 78  1  6
 23 64  1  0
 23 65  1  0
 23 66  1  0
 19 61  1  0
 25 69  1  0
 32 79  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  3 37  1  0
  3 38  1  0
  3 39  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      -6.693   1.974  -2.855  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.551   2.549  -2.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.792   4.050  -1.802  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.481   1.820  -0.644  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.370   0.790  -0.817  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.302   1.518  -1.661  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.484   2.536  -0.830  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.573   1.853   0.193  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.582   0.805  -0.407  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.469   1.603  -1.240  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.314  -0.115  -1.410  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.022  -1.430  -1.495  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.008  -2.166  -0.671  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.932  -1.250   0.140  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.971  -2.026   1.074  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.274  -2.966   2.089  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.881  -2.911   0.170  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.106  -3.480   0.882  0.00  0.00           C+0
HETATM   19  O   UNK     0       4.912  -4.168  -0.084  0.00  0.00           O+0
HETATM   20  C   UNK     0       4.957  -2.387   1.537  0.00  0.00           C+0
HETATM   21  O   UNK     0       6.056  -3.045   2.187  0.00  0.00           O+0
HETATM   22  C   UNK     0       4.165  -1.462   2.508  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.856  -2.185   3.837  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.083  -0.247   2.861  0.00  0.00           C+0
HETATM   25  O   UNK     0       6.366  -0.681   3.315  0.00  0.00           O+0
HETATM   26  C   UNK     0       2.880  -0.939   1.760  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.021   0.061   2.561  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.082   0.828   1.628  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.124  -0.060   0.788  0.00  0.00           C+0
HETATM   30  C   UNK     0      -0.971  -0.603   1.755  0.00  0.00           C+0
HETATM   31  C   UNK     0      -2.304   0.562  -2.362  0.00  0.00           C+0
HETATM   32  O   UNK     0      -3.007  -0.402  -3.147  0.00  0.00           O+0
HETATM   33  C   UNK     0      -4.186   2.277  -2.686  0.00  0.00           C+0
HETATM   34  H   UNK     0      -6.575   0.895  -3.006  0.00  0.00           H+0
HETATM   35  H   UNK     0      -6.723   2.449  -3.842  0.00  0.00           H+0
HETATM   36  H   UNK     0      -7.665   2.137  -2.376  0.00  0.00           H+0
HETATM   37  H   UNK     0      -6.735   4.231  -1.274  0.00  0.00           H+0
HETATM   38  H   UNK     0      -5.840   4.571  -2.764  0.00  0.00           H+0
HETATM   39  H   UNK     0      -4.990   4.511  -1.216  0.00  0.00           H+0
HETATM   40  H   UNK     0      -5.225   2.509   0.170  0.00  0.00           H+0
HETATM   41  H   UNK     0      -6.426   1.341  -0.367  0.00  0.00           H+0
HETATM   42  H   UNK     0      -4.006   0.427   0.147  0.00  0.00           H+0
HETATM   43  H   UNK     0      -4.785  -0.074  -1.348  0.00  0.00           H+0
HETATM   44  H   UNK     0      -3.138   3.233  -0.296  0.00  0.00           H+0
HETATM   45  H   UNK     0      -1.879   3.161  -1.498  0.00  0.00           H+0
HETATM   46  H   UNK     0      -2.230   1.399   0.938  0.00  0.00           H+0
HETATM   47  H   UNK     0      -1.013   2.630   0.728  0.00  0.00           H+0
HETATM   48  H   UNK     0       0.922   2.412  -0.658  0.00  0.00           H+0
HETATM   49  H   UNK     0       0.027   2.089  -2.116  0.00  0.00           H+0
HETATM   50  H   UNK     0       1.275   0.972  -1.623  0.00  0.00           H+0
HETATM   51  H   UNK     0      -1.510  -2.051  -2.243  0.00  0.00           H+0
HETATM   52  H   UNK     0       0.588  -2.780  -1.357  0.00  0.00           H+0
HETATM   53  H   UNK     0      -0.561  -2.857  -0.030  0.00  0.00           H+0
HETATM   54  H   UNK     0       1.581  -0.781  -0.613  0.00  0.00           H+0
HETATM   55  H   UNK     0       1.028  -2.474   3.031  0.00  0.00           H+0
HETATM   56  H   UNK     0       0.353  -3.401   1.697  0.00  0.00           H+0
HETATM   57  H   UNK     0       1.888  -3.828   2.356  0.00  0.00           H+0
HETATM   58  H   UNK     0       3.226  -2.332  -0.698  0.00  0.00           H+0
HETATM   59  H   UNK     0       2.309  -3.747  -0.254  0.00  0.00           H+0
HETATM   60  H   UNK     0       3.826  -4.239   1.619  0.00  0.00           H+0
HETATM   61  H   UNK     0       5.753  -4.348   0.385  0.00  0.00           H+0
HETATM   62  H   UNK     0       5.406  -1.780   0.739  0.00  0.00           H+0
HETATM   63  H   UNK     0       6.507  -2.344   2.709  0.00  0.00           H+0
HETATM   64  H   UNK     0       3.203  -1.583   4.477  0.00  0.00           H+0
HETATM   65  H   UNK     0       3.384  -3.156   3.691  0.00  0.00           H+0
HETATM   66  H   UNK     0       4.768  -2.378   4.413  0.00  0.00           H+0
HETATM   67  H   UNK     0       4.649   0.363   3.659  0.00  0.00           H+0
HETATM   68  H   UNK     0       5.242   0.390   1.984  0.00  0.00           H+0
HETATM   69  H   UNK     0       6.855   0.121   3.581  0.00  0.00           H+0
HETATM   70  H   UNK     0       3.295  -0.351   0.923  0.00  0.00           H+0
HETATM   71  H   UNK     0       1.454  -0.428   3.358  0.00  0.00           H+0
HETATM   72  H   UNK     0       2.652   0.805   3.056  0.00  0.00           H+0
HETATM   73  H   UNK     0       1.729   1.420   0.973  0.00  0.00           H+0
HETATM   74  H   UNK     0       0.511   1.553   2.220  0.00  0.00           H+0
HETATM   75  H   UNK     0      -1.798  -1.084   1.224  0.00  0.00           H+0
HETATM   76  H   UNK     0      -0.590  -1.326   2.471  0.00  0.00           H+0
HETATM   77  H   UNK     0      -1.396   0.196   2.372  0.00  0.00           H+0
HETATM   78  H   UNK     0      -1.722   1.145  -3.085  0.00  0.00           H+0
HETATM   79  H   UNK     0      -3.405  -1.039  -2.532  0.00  0.00           H+0
HETATM   80  H   UNK     0      -3.704   3.203  -3.024  0.00  0.00           H+0
HETATM   81  H   UNK     0      -4.336   1.671  -3.588  0.00  0.00           H+0
CONECT    1    2   34   35   36                                             
CONECT    2   33    1    4    3                                             
CONECT    3    2   37   38   39                                             
CONECT    4    5    2   40   41                                             
CONECT    5    4    6   42   43                                             
CONECT    6    7   31    5   33                                             
CONECT    7    8    6   44   45                                             
CONECT    8    9    7   46   47                                             
CONECT    9   29   10   11    8                                             
CONECT   10    9   48   49   50                                             
CONECT   11   12    9   31                                                  
CONECT   12   11   13   51                                                  
CONECT   13   14   12   52   53                                             
CONECT   14   13   15   29   54                                             
CONECT   15   14   16   17   26                                             
CONECT   16   15   55   56   57                                             
CONECT   17   18   15   58   59                                             
CONECT   18   20   17   19   60                                             
CONECT   19   18   61                                                       
CONECT   20   18   21   22   62                                             
CONECT   21   20   63                                                       
CONECT   22   24   20   26   23                                             
CONECT   23   22   64   65   66                                             
CONECT   24   22   25   67   68                                             
CONECT   25   24   69                                                       
CONECT   26   22   15   27   70                                             
CONECT   27   26   28   71   72                                             
CONECT   28   27   29   73   74                                             
CONECT   29    9   30   28   14                                             
CONECT   30   29   75   76   77                                             
CONECT   31   11    6   32   78                                             
CONECT   32   31   79                                                       
CONECT   33    6    2   80   81                                             
CONECT   34    1                                                            
CONECT   35    1                                                            
CONECT   36    1                                                            
CONECT   37    3                                                            
CONECT   38    3                                                            
CONECT   39    3                                                            
CONECT   40    4                                                            
CONECT   41    4                                                            
CONECT   42    5                                                            
CONECT   43    5                                                            
CONECT   44    7                                                            
CONECT   45    7                                                            
CONECT   46    8                                                            
CONECT   47    8                                                            
CONECT   48   10                                                            
CONECT   49   10                                                            
CONECT   50   10                                                            
CONECT   51   12                                                            
CONECT   52   13                                                            
CONECT   53   13                                                            
CONECT   54   14                                                            
CONECT   55   16                                                            
CONECT   56   16                                                            
CONECT   57   16                                                            
CONECT   58   17                                                            
CONECT   59   17                                                            
CONECT   60   18                                                            
CONECT   61   19                                                            
CONECT   62   20                                                            
CONECT   63   21                                                            
CONECT   64   23                                                            
CONECT   65   23                                                            
CONECT   66   23                                                            
CONECT   67   24                                                            
CONECT   68   24                                                            
CONECT   69   25                                                            
CONECT   70   26                                                            
CONECT   71   27                                                            
CONECT   72   27                                                            
CONECT   73   28                                                            
CONECT   74   28                                                            
CONECT   75   30                                                            
CONECT   76   30                                                            
CONECT   77   30                                                            
CONECT   78   31                                                            
CONECT   79   32                                                            
CONECT   80   33                                                            
CONECT   81   33                                                            
MASTER        0    0    0    0    0    0    0    0   81    0  170    0
END

RDKit          3D

81 85  0  0  0  0  0  0  0  0999 V2000
   -6.6932    1.9741   -2.8547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5515    2.5485   -1.9997 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7921    4.0496   -1.8018 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

View in JSmol

Synonyms

Value	Source
19,28-Cyclo-18,19-seco-22-noroleana-12-ene-2a,3b,18b,23-tetraol	Generator
19,28-Cyclo-18,19-seco-22-noroleana-12-ene-2α,3β,18β,23-tetraol	Generator

Chemical Formula

C₂₉H₄₈O₄

Average Mass

460.6990 Da

Monoisotopic Mass

460.35526 Da

IUPAC Name

(1S,2S,4aS,4bR,6aR,7R,8R,9R,10aR,10bR)-7-(hydroxymethyl)-4',4',4a,4b,7,10a-hexamethyl-3,4,4a,4b,5,6,6a,7,8,9,10,10a,10b,11-tetradecahydro-1H-spiro[chrysene-2,1'-cyclopentane]-1,8,9-triol

Traditional Name

(1S,2S,4aS,4bR,6aR,7R,8R,9R,10aR,10bR)-7-(hydroxymethyl)-4',4',4a,4b,7,10a-hexamethyl-3,4,5,6,6a,8,9,10,10b,11-decahydro-1H-spiro[chrysene-2,1'-cyclopentane]-1,8,9-triol

CAS Registry Number

Not Available

SMILES

[H]OC([H])([H])[C@]1(C([H])([H])[H])[C@@]([H])(O[H])[C@]([H])(O[H])C([H])([H])[C@]2(C([H])([H])[H])[C@@]3([H])C([H])([H])C([H])=C4[C@@]([H])(O[H])[C@@]5(C([H])([H])C([H])([H])C(C([H])([H])[H])(C([H])([H])[H])C5([H])[H])C([H])([H])C([H])([H])[C@@]4(C([H])([H])[H])[C@]3(C([H])([H])[H])C([H])([H])C([H])([H])[C@@]12[H]

InChI Identifier

InChI=1S/C29H48O4/c1-24(2)11-13-29(16-24)14-12-27(5)18(22(29)32)7-8-21-25(3)15-19(31)23(33)26(4,17-30)20(25)9-10-28(21,27)6/h7,19-23,30-33H,8-17H2,1-6H3/t19-,20-,21-,22-,23+,25+,26+,27-,28-,29+/m1/s1

InChI Key

SVHAKFJIIYNECQ-UNMGPXMVSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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, 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, 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, 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, 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
Phlomis umbrosa	JEOL database	Liu, P., et al, Chem. Pharm. Bull. 56, 951 (2008)
Phlomis umbrosa TURCZ	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 12-beta-hydroxysteroids. These are hydroxysteroids carrying a beta-hydroxyl group at the 12-position.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Hydroxysteroids

Direct Parent

12-beta-hydroxysteroids

Alternative Parents

Substituents

12-beta-hydroxysteroid
Cyclic alcohol
Secondary alcohol
Polyol
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	4.44	ALOGPS
logP	3.69	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	13.55	ChemAxon
pKa (Strongest Basic)	-0.38	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	80.92 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	131.86 m³·mol⁻¹	ChemAxon
Polarizability	54.92 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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

24950519

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Liu, P., et al. (2008). Liu, P., et al, Chem. Pharm. Bull. 56, 951 (2008). Chem. Pharm. Bull..

Showing NP-Card for phlomistetraol B (NP0037497)

MOL for NP0037497 (phlomistetraol B)

3D MOL for NP0037497 (phlomistetraol B)

3D SDF for NP0037497 (phlomistetraol B)

3D-SDF for NP0037497 (phlomistetraol B)

PDB for NP0037497 (phlomistetraol B)

3D PDB for NP0037497 (phlomistetraol B)

SMILES for NP0037497 (phlomistetraol B)

INCHI for NP0037497 (phlomistetraol B)

Structure for NP0037497 (phlomistetraol B)

3D Structure for NP0037497 (phlomistetraol B)