NP-MRD: Showing NP-Card for 12-Oleanene-3,6-diol (NP0137866)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-05-31 16:36:58 UTC

Updated at

2022-05-31 16:36:58 UTC

NP-MRD ID

NP0137866

Secondary Accession Numbers

None

Natural Product Identification

Common Name

12-Oleanene-3,6-diol

Description

Daturadiol belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. 12-Oleanene-3,6-diol is found in Datura metel. 12-Oleanene-3,6-diol was first documented in 1973 (PMID: 4745874). Based on a literature review a small amount of articles have been published on daturadiol (PMID: 22568232) (PMID: 23727783) (PMID: 26983236) (PMID: 28194155).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652305312218362D          

 37 41  0  0  1  0            999 V2000
    0.7145    1.8414    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    1.8414    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1270    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4270   -0.3020    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9337   -1.1144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8522   -0.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4895    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520    1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6645    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6882    1.9475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9520   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5230    1.1270    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4733    1.4091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4452    1.9394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  6  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  6  0  0  0
  5  7  1  0  0  0  0
  7  8  1  1  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 12 20  1  0  0  0  0
 20 21  1  6  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
  5 24  1  0  0  0  0
 11 24  1  0  0  0  0
 24 25  1  1  0  0  0
  7 26  1  0  0  0  0
 26 27  1  6  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  1  0  0  0
 30 32  1  6  0  0  0
 30 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 33 36  1  0  0  0  0
  2 36  1  0  0  0  0
 26 36  1  0  0  0  0
 36 37  1  1  0  0  0
M  END

     RDKit          3D

 82 86  0  0  0  0  0  0  0  0999 V2000
   -5.0913   -0.4491   -2.5502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9954    0.4151   -1.3165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7197    1.7265   -1.5623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6205   -0.2748   -0.1312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9841    0.2279    1.1241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5227   -0.2376    1.2389 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6098   -1.6414    1.8556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7555    0.6754    2.1042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4729    1.1997    1.6393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7832    0.5307    0.5017 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5307    1.5294   -0.6279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5664   -0.5599   -0.1240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0099   -1.6455   -0.6589 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4470   -1.9187   -0.7037 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1627   -0.6786   -0.2860 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6747   -0.8412   -0.2365 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1305   -1.8225    0.7808 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0770   -1.3334   -1.6190 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5548   -1.4331   -1.6443 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3266   -0.2292   -1.2642 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5456   -0.7024   -0.7073 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6569    0.7424   -0.3590 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8211    2.1329   -1.0181 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5318    0.8873    0.8924 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2258    0.5492   -0.0880 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7997    1.0664    1.2480 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5324    0.4530    2.2909 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3534    1.0426    1.5366 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5608   -0.0694    0.9237 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2179   -1.1262    1.9850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0306   -0.4185   -0.1504 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5265    0.7296   -0.9913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0750   -0.6479   -2.9577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6520   -1.3759   -2.3343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6664    0.0710   -3.3671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9710    1.8768   -2.6195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0878    2.5777   -1.2187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6742    1.7658   -0.9840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6857    0.0263   -0.1060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6075   -1.3743   -0.2235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5472   -0.0309    2.0405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9443    1.3346    1.0820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7120   -1.5100    2.9470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7374   -2.2630    1.5642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5500   -2.0919    1.4834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4227    1.5610    2.3478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6820    0.1875    3.1262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5323    2.3089    1.4175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7552    1.1770    2.5165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2861    2.3670   -0.5525 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4361    2.0186   -0.5896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6745    1.0953   -1.6231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6654   -2.3907   -1.0969 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6895   -2.0808   -1.7999 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7550   -2.8411   -0.2143 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0085    0.0599   -1.1317 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2188   -1.8399    0.8315 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7594   -1.6899    1.7938 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8337   -2.8443    0.3982 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6236   -0.7591   -2.4290 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6821   -2.3879   -1.6754 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8572   -2.3325   -1.0284 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8269   -1.7762   -2.6905 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6787    0.2469   -2.2322 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3476   -1.5504   -0.2364 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2866    2.9028   -0.4563 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8853    2.3318   -1.1839 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3231    2.0564   -2.0215 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5577    1.1220    0.4725 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2663    1.7824    1.4779 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6547   -0.0336    1.4536 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6375    1.1539   -0.8471 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1355    2.1462    1.2892 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6001    1.0896    3.0637 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2542    0.9249    2.6613 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8789    2.0585    1.3816 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8198   -0.8646    2.9071 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4129   -2.1443    1.6607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8172   -1.0619    2.3153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5016   -1.3333   -0.5697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0299    0.8275   -1.9599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5519    1.6277   -0.3720 H   0  0  0  0  0  0  0  0  0  0  0  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 29 30  1  1
 29 15  1  0
 15 14  1  0
 14 13  1  0
 13 12  2  0
 12 31  1  0
 31 32  1  0
 32  2  1  0
  2  1  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  1
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  6
 15 16  1  0
 16 17  1  1
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  1  0
 22 25  1  0
 25 26  1  0
 10 29  1  0
 25 16  1  0
 10 12  1  0
  6 31  1  0
 26 73  1  6
 27 74  1  0
 28 75  1  0
 28 76  1  0
 30 77  1  0
 30 78  1  0
 30 79  1  0
 15 56  1  6
 14 54  1  0
 14 55  1  0
 13 53  1  0
 31 80  1  6
 32 81  1  0
 32 82  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  3 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
  5 41  1  0
  5 42  1  0
  7 43  1  0
  7 44  1  0
  7 45  1  0
  8 46  1  0
  8 47  1  0
  9 48  1  0
  9 49  1  0
 11 50  1  0
 11 51  1  0
 11 52  1  0
 17 57  1  0
 17 58  1  0
 17 59  1  0
 18 60  1  0
 18 61  1  0
 19 62  1  0
 19 63  1  0
 20 64  1  6
 21 65  1  0
 23 66  1  0
 23 67  1  0
 23 68  1  0
 24 69  1  0
 24 70  1  0
 24 71  1  0
 25 72  1  6
M  END


  Mrv1652305312218362D          

 37 41  0  0  1  0            999 V2000
    0.7145    1.8414    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    1.8414    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1270    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4270   -0.3020    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9337   -1.1144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8522   -0.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4895    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520    1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6645    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6882    1.9475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9520   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5230    1.1270    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4733    1.4091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4452    1.9394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  6  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  6  0  0  0
  5  7  1  0  0  0  0
  7  8  1  1  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 12 20  1  0  0  0  0
 20 21  1  6  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
  5 24  1  0  0  0  0
 11 24  1  0  0  0  0
 24 25  1  1  0  0  0
  7 26  1  0  0  0  0
 26 27  1  6  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  1  0  0  0
 30 32  1  6  0  0  0
 30 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 33 36  1  0  0  0  0
  2 36  1  0  0  0  0
 26 36  1  0  0  0  0
 36 37  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0137866

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]1(O)C[C@]2(C)[C@]([H])(CC=C3[C@]4([H])CC(C)(C)CC[C@]4(C)CC[C@@]23C)[C@@]2(C)CC[C@]([H])(O)C(C)(C)[C@]12[H]

> <INCHI_IDENTIFIER>
InChI=1S/C30H50O2/c1-25(2)13-14-27(5)15-16-29(7)19(20(27)17-25)9-10-22-28(6)12-11-23(32)26(3,4)24(28)21(31)18-30(22,29)8/h9,20-24,31-32H,10-18H2,1-8H3/t20-,21+,22+,23-,24-,27+,28+,29+,30+/m0/s1

> <INCHI_KEY>
JYNBNJRQZZSLPN-NYVWVNPOSA-N

> <FORMULA>
C30H50O2

> <MOLECULAR_WEIGHT>
442.728

> <EXACT_MASS>
442.38108085

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
82

> <JCHEM_AVERAGE_POLARIZABILITY>
54.62612966363423

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3S,4aR,5R,6aR,6bS,8aR,12aR,14aR,14bR)-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicene-3,5-diol

> <JCHEM_LOGP>
6.094376037333334

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.116348076727455

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.488231925142877

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8456885113172428

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
133.49980000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(3S,4aR,5R,6aR,6bS,8aR,12aR,14aR,14bR)-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-3,5-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 31-MAY-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   31-MAY-22         0                                  
HETATM    1  H   UNK     0       1.334   3.437   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0       2.874   3.437   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.104   4.771   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       4.414   3.437   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.184   2.104   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.414   0.770   0.000  0.00  0.00           C+0
HETATM    8  H   UNK     0       3.644   2.104   0.000  0.00  0.00           H+0
HETATM    9  C   UNK     0       5.184  -0.564   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.724  -0.564   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.494   0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.034   0.770   0.000  0.00  0.00           C+0
HETATM   13  H   UNK     0       8.264  -0.564   0.000  0.00  0.00           H+0
HETATM   14  C   UNK     0       9.804  -0.564   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.344  -0.564   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.076  -2.080   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.791  -1.090   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.114   0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.344   2.104   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.804   2.104   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.574   3.437   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.034   3.437   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.494   3.437   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.724   2.104   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.885   3.635   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.644  -0.564   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.104  -0.564   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.564  -0.564   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -0.206   0.770   0.000  0.00  0.00           C+0
HETATM   31  H   UNK     0      -0.976   2.104   0.000  0.00  0.00           H+0
HETATM   32  O   UNK     0      -1.746   0.770   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       0.564   2.104   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -0.883   2.630   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       0.831   3.620   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       2.104   2.104   0.000  0.00  0.00           C+0
HETATM   37  H   UNK     0       1.334   0.770   0.000  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3    4   36                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    7   24                                             
CONECT    6    5                                                            
CONECT    7    5    8    9   26                                             
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   24                                                  
CONECT   12   11   13   14   20                                             
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   17   18                                             
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   15   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   12   21   22                                             
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23    5   11   25                                             
CONECT   25   24                                                            
CONECT   26    7   27   28   36                                             
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   32   33                                             
CONECT   31   30                                                            
CONECT   32   30                                                            
CONECT   33   30   34   35   36                                             
CONECT   34   33                                                            
CONECT   35   33                                                            
CONECT   36   33    2   26   37                                             
CONECT   37   36                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   82    0
END

View in JSmol

Synonyms

Value	Source
(3beta,6beta)-Olean-12-ene-3,6-diol	ChEBI
(3b,6b)-Olean-12-ene-3,6-diol	Generator
(3Β,6β)-olean-12-ene-3,6-diol	Generator

Chemical Formula

C₃₀H₅₀O₂

Average Mass

442.7280 Da

Monoisotopic Mass

442.38108 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

41498-79-7

SMILES

[H][C@@]1(O)C[C@]2(C)[C@]([H])(CC=C3[C@]4([H])CC(C)(C)CC[C@]4(C)CC[C@@]23C)[C@@]2(C)CC[C@]([H])(O)C(C)(C)[C@]12[H]

InChI Identifier

InChI=1S/C30H50O2/c1-25(2)13-14-27(5)15-16-29(7)19(20(27)17-25)9-10-22-28(6)12-11-23(32)26(3,4)24(28)21(31)18-30(22,29)8/h9,20-24,31-32H,10-18H2,1-8H3/t20-,21+,22+,23-,24-,27+,28+,29+,30+/m0/s1

InChI Key

JYNBNJRQZZSLPN-NYVWVNPOSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Datura metel	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
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

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

2341835

KEGG Compound ID

Not Available

BioCyc ID

CPD-20244

BiGG ID

Not Available

Wikipedia Link

Daturadiol

METLIN ID

Not Available

PubChem Compound

3084830

PDB ID

Not Available

ChEBI ID

138955

Good Scents ID

Not Available

References

General References

Li J, Lin B, Wang G, Gao H, Qin M: [Chemical constituents of Datura stramonium seeds]. Zhongguo Zhong Yao Za Zhi. 2012 Feb;37(3):319-22. [PubMed:22568232 ]
Pei YH, Kwon OK, Lee JS, Cha HJ, Ahn KS, Oh SR, Lee HK, Chin YW: Triterpenes with cytotoxicity from the leaves of Vernicia fordii. Chem Pharm Bull (Tokyo). 2013;61(6):674-7. doi: 10.1248/cpb.c13-00055. [PubMed:23727783 ]
Han XL, Wang H, Zhang ZH, Tan Y, Wang JH: [Study on Chemical Constituents in Seeds of Datura metel from Xinjiang]. Zhong Yao Cai. 2015 Aug;38(8):1646-8. [PubMed:26983236 ]
Yasumoto S, Seki H, Shimizu Y, Fukushima EO, Muranaka T: Functional Characterization of CYP716 Family P450 Enzymes in Triterpenoid Biosynthesis in Tomato. Front Plant Sci. 2017 Jan 30;8:21. doi: 10.3389/fpls.2017.00021. eCollection 2017. [PubMed:28194155 ]
Kocor M, Pyrek JS, Atal CK, Bedi KL, Sharma BR: Triterpenes of Datura innoxia Mill. Structure of daturadiol and daturaolone. J Org Chem. 1973 Oct 19;38(21):3685-8. doi: 10.1021/jo00961a005. [PubMed:4745874 ]

Showing NP-Card for 12-Oleanene-3,6-diol (NP0137866)

MOL for NP0137866 (12-Oleanene-3,6-diol)

3D MOL for NP0137866 (12-Oleanene-3,6-diol)

3D SDF for NP0137866 (12-Oleanene-3,6-diol)

3D-SDF for NP0137866 (12-Oleanene-3,6-diol)

PDB for NP0137866 (12-Oleanene-3,6-diol)

3D PDB for NP0137866 (12-Oleanene-3,6-diol)

SMILES for NP0137866 (12-Oleanene-3,6-diol)

INCHI for NP0137866 (12-Oleanene-3,6-diol)

Structure for NP0137866 (12-Oleanene-3,6-diol)

3D Structure for NP0137866 (12-Oleanene-3,6-diol)