NP-MRD: Showing NP-Card for 3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 2,2,6b,9,9,12a-hexamethyl-10-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-3,4,5,6,7,8,8a,10,11,12,12b,13,14,14b-tetradecahydro-1h-picene-4a-carboxylate (NP0189441)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-04 05:55:21 UTC

Updated at

2022-09-04 05:55:21 UTC

NP-MRD ID

NP0189441

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 2,2,6b,9,9,12a-hexamethyl-10-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-3,4,5,6,7,8,8a,10,11,12,12b,13,14,14b-tetradecahydro-1h-picene-4a-carboxylate

Description

3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl 2,2,6b,9,9,12a-hexamethyl-10-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-1,2,3,4,4a,5,6,6b,7,8,8a,9,10,11,12,12a,12b,13,14,14b-icosahydropicene-4a-carboxylate belongs to the class of organic compounds known as diterpene glycosides. These are diterpenoids in which an isoprene unit is glycosylated. 3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 2,2,6b,9,9,12a-hexamethyl-10-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-3,4,5,6,7,8,8a,10,11,12,12b,13,14,14b-tetradecahydro-1h-picene-4a-carboxylate is found in Isertia haenkeana, Metadina trichotoma and Uncaria hirsuta. 3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl 2,2,6b,9,9,12a-hexamethyl-10-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-1,2,3,4,4a,5,6,6b,7,8,8a,9,10,11,12,12a,12b,13,14,14b-icosahydropicene-4a-carboxylate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004251514492D          

 53 59  0  0  0  0            999 V2000
    9.7895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9645    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5520    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3145    0.4125    0.0000 O   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  0  0  0  0  0  0  0  0  0  0
    4.8395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270    1.1270    0.0000 C   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
    4.8395   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -1.0164    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
    3.1895   -1.0164    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
    3.6020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   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
    2.3645   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -1.0164    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  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  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -3.1599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -4.5888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -3.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5230   -4.5888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5230   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480   -3.1599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5230   -1.7309    0.0000 O   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
    6.1058   -1.1265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7766   -0.7392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3145    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4895    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7270    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3145    3.2704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5520    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9645    3.2704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
  9 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 14 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 26 29  1  0  0  0  0
 29 30  1  0  0  0  0
 19 30  1  0  0  0  0
 23 30  1  0  0  0  0
 23 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 36 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  1  0  0  0  0
 34 43  1  0  0  0  0
 43 44  1  0  0  0  0
 11 45  1  0  0  0  0
  6 45  1  0  0  0  0
 45 46  1  0  0  0  0
 45 47  1  0  0  0  0
  4 48  1  0  0  0  0
 48 49  1  0  0  0  0
 48 50  1  0  0  0  0
 50 51  1  0  0  0  0
 50 52  1  0  0  0  0
  2 52  1  0  0  0  0
 52 53  1  0  0  0  0
M  END

     RDKit          3D

119125  0  0  0  0  0  0  0  0999 V2000
   -9.5563    0.4400   -1.3536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3222   -0.3676   -1.6970 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.2350    0.2372   -1.1245 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1876   -0.6342   -0.9856 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9968   -0.0718   -0.5854 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4535   -0.6460    0.5722 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1907   -1.3633    0.3274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1681   -1.4482    1.3745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1017   -0.3620    2.3703 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4275   -0.9306    3.7464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0602    0.7699    2.1309 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5931    1.8408    1.2177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2935    1.6227    0.5314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2314    1.0849    1.4335 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4724    2.3111    2.0567 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8327    0.5190    0.5328 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5180   -0.5697    0.7906 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4820   -1.1573    2.1276 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2516   -0.9264    2.9075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6643    0.1693    2.5027 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3324   -1.2123   -0.2599 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4626   -2.0203   -1.2019 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4100   -2.9853   -1.9222 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5526   -4.2176   -1.0226 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7246   -3.4062   -3.1905 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7371   -2.3336   -2.1325 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6637   -0.8317   -2.2593 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1581   -0.1868   -0.9636 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3952    0.0659   -0.1422 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5324   -0.4608    0.9866 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4101    0.8824   -0.6081 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5776    1.1343    0.1423 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.6476    2.5139    0.3270 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6035    2.8592    1.2765 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.0274    4.2801    1.0554 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5777    4.4884   -0.1998 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7682    1.8994    1.2792 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.5971    0.9136    2.2783 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0086    1.2647   -0.0484 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.7381    2.0774   -0.9144 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7606    0.7247   -0.7036 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.5785    1.2989   -1.9756 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4967    1.1091   -1.2297 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1013    1.2681   -0.7205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4138    0.3177    1.7149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2081    1.5663    1.2920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2304   -0.2651    2.8544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0395   -1.3598   -2.3297 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.6959   -2.5731   -2.3352 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6260   -0.5014   -3.4335 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.3914   -1.1218   -4.6453 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1329   -0.3232   -3.2134 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.5377    0.9218   -3.6433 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2740    0.4657   -2.2004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2487    1.4681   -1.0744 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0186   -0.0487   -0.4566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4726   -1.4171   -1.3565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4654   -1.4499   -0.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2113   -1.4431    0.8504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4243   -2.4103   -0.0508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7203   -0.8930   -0.5900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1742   -1.6421    0.8615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3270   -2.4266    1.9164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1385   -0.2929    4.3094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7520   -1.9941    3.6689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5250   -0.9796    4.4196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2105    1.2568    3.1452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5349    2.8498    1.7293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3273    2.0502    0.3810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3845    1.0561   -0.4244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9437    2.6384    0.1676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0403    2.5093    3.0252 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4769    3.1592    1.3729 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5251    2.0430    2.3028 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3744   -0.7359    2.6833 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7274   -2.2477    2.0401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3259   -1.9016    2.8777 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5558   -0.8766    3.9973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7803    0.8124    3.4393 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0553   -1.9509    0.1969 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9472   -1.3934   -1.9443 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7317   -2.5708   -0.5853 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5843   -4.5954   -1.1022 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4083   -3.9058    0.0448 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7741   -4.9661   -1.2406 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7816   -3.9208   -2.8922 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5056   -2.5296   -3.8183 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3199   -4.1530   -3.7504 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1679   -2.7183   -3.0654 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4656   -2.6130   -1.3225 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0013   -0.5910   -3.1158 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6741   -0.4657   -2.5053 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5324    0.5890    1.1073 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1183    2.7948    2.2714 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8220    4.5917    1.7927 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1808    4.9706    1.2460 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8916    4.9619   -0.7530 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6770    2.4603    1.5686 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8630    0.0376    1.8783 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6704    0.3682    0.1396 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4339    1.9640   -1.8541 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7571   -0.3888   -0.7760 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9752    2.0674   -1.9031 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4429    1.2516   -2.3500 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1398    1.9650   -0.8902 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3321    1.0413   -1.5166 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9570    2.3612   -0.5077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2545    1.5387    1.6611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7620    2.4793    1.7625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2942    1.6507    0.1922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3345    0.4398    3.7055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9676   -1.2863    3.1202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2810   -0.3327    2.4331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9475   -1.4594   -2.5813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0933   -3.3536   -2.4733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1804    0.4928   -3.4293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1700   -0.4254   -5.3255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6961   -1.1495   -3.6719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2502    0.8886   -4.3277 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  1
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  1
 14 20  1  0
 20 19  1  0
 19 18  1  0
 18 17  1  0
 17 16  2  0
 16 44  1  0
 44 43  1  0
 43 28  1  0
 28 27  1  0
 27 26  1  0
 26 23  1  0
 23 24  1  0
 23 25  1  0
 23 22  1  0
 22 21  1  0
 28 29  1  1
 29 30  2  0
 29 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 34 37  1  0
 37 38  1  0
 37 39  1  0
 39 40  1  0
 39 41  1  0
 41 42  1  0
 11 45  1  0
 45 46  1  0
 45 47  1  0
  4 48  1  0
 48 49  1  0
 48 50  1  0
 50 51  1  0
 50 52  1  0
 52 53  1  0
 52  2  1  0
 45  6  1  0
 20  9  1  0
 21 17  1  0
 41 32  1  0
 16 14  1  0
 21 28  1  0
  1 54  1  0
  1 55  1  0
  1 56  1  0
  2 57  1  1
  4 58  1  1
  6 59  1  1
  7 60  1  0
  7 61  1  0
  8 62  1  0
  8 63  1  0
 10 64  1  0
 10 65  1  0
 10 66  1  0
 11 67  1  1
 12 68  1  0
 12 69  1  0
 13 70  1  0
 13 71  1  0
 15 72  1  0
 15 73  1  0
 15 74  1  0
 20 79  1  1
 19 77  1  0
 19 78  1  0
 18 75  1  0
 18 76  1  0
 44106  1  0
 44107  1  0
 43104  1  0
 43105  1  0
 27 91  1  0
 27 92  1  0
 26 89  1  0
 26 90  1  0
 24 83  1  0
 24 84  1  0
 24 85  1  0
 25 86  1  0
 25 87  1  0
 25 88  1  0
 22 81  1  0
 22 82  1  0
 21 80  1  1
 32 93  1  1
 34 94  1  1
 35 95  1  0
 35 96  1  0
 36 97  1  0
 37 98  1  1
 38 99  1  0
 39100  1  1
 40101  1  0
 41102  1  6
 42103  1  0
 46108  1  0
 46109  1  0
 46110  1  0
 47111  1  0
 47112  1  0
 47113  1  0
 48114  1  6
 49115  1  0
 50116  1  6
 51117  1  0
 52118  1  6
 53119  1  0
M  END


  Mrv1533004251514492D          

 53 59  0  0  0  0            999 V2000
    9.7895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9645    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5520    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3145    0.4125    0.0000 O   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  0  0  0  0  0  0  0  0  0  0
    4.8395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270    1.1270    0.0000 C   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
    4.8395   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -1.0164    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
    3.1895   -1.0164    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
    3.6020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   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
    2.3645   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -1.0164    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  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  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -3.1599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -4.5888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -3.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5230   -4.5888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5230   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480   -3.1599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5230   -1.7309    0.0000 O   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
    6.1058   -1.1265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7766   -0.7392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3145    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4895    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7270    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3145    3.2704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5520    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9645    3.2704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
  9 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 14 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 26 29  1  0  0  0  0
 29 30  1  0  0  0  0
 19 30  1  0  0  0  0
 23 30  1  0  0  0  0
 23 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 36 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  1  0  0  0  0
 34 43  1  0  0  0  0
 43 44  1  0  0  0  0
 11 45  1  0  0  0  0
  6 45  1  0  0  0  0
 45 46  1  0  0  0  0
 45 47  1  0  0  0  0
  4 48  1  0  0  0  0
 48 49  1  0  0  0  0
 48 50  1  0  0  0  0
 50 51  1  0  0  0  0
 50 52  1  0  0  0  0
  2 52  1  0  0  0  0
 52 53  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0189441

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1OC(OC2CCC3(C)C(CCC4(C)C3CCC3=C4CCC4(CCC(C)(C)CC34)C(=O)OC3OC(CO)C(O)C(O)C3O)C2(C)C)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C41H66O12/c1-20-28(43)30(45)32(47)34(50-20)52-27-12-14-40(7)25(38(27,4)5)11-13-39(6)22-10-15-41(17-16-37(2,3)18-23(41)21(22)8-9-26(39)40)36(49)53-35-33(48)31(46)29(44)24(19-42)51-35/h20,23-35,42-48H,8-19H2,1-7H3

> <INCHI_KEY>
CESLMJOIHBNCGO-UHFFFAOYSA-N

> <FORMULA>
C41H66O12

> <MOLECULAR_WEIGHT>
750.967

> <EXACT_MASS>
750.455427565

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
119

> <JCHEM_AVERAGE_POLARIZABILITY>
83.61600599180771

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 2,2,6b,9,9,12a-hexamethyl-10-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-1,2,3,4,4a,5,6,6b,7,8,8a,9,10,11,12,12a,12b,13,14,14b-icosahydropicene-4a-carboxylate

> <ALOGPS_LOGP>
3.07

> <JCHEM_LOGP>
3.2591347163333344

> <ALOGPS_LOGS>
-4.03

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.435607967696104

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.908987924670239

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810936801758405

> <JCHEM_POLAR_SURFACE_AREA>
195.6

> <JCHEM_REFRACTIVITY>
192.1836

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.00e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 2,2,6b,9,9,12a-hexamethyl-10-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-3,4,5,6,7,8,8a,10,11,12,12b,13,14,14b-tetradecahydro-1H-picene-4a-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0      18.274   3.437   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      16.734   3.437   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      15.964   2.104   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      14.424   2.104   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      13.654   0.770   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      12.114   0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.344   2.104   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.804   2.104   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.034   0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.264   2.104   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.804  -0.564   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.034  -1.897   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.494  -1.897   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.724  -0.564   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.954  -1.897   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.494   0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.724   2.104   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.184   2.104   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.414   0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.184  -0.564   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.414  -1.897   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.874  -1.897   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.104  -0.564   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.564  -0.564   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.206   0.770   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.564   2.104   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.883   2.630   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.831   3.620   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.104   2.104   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       1.334  -1.897   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -0.206  -1.897   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       2.104  -3.231   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       1.334  -4.565   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       2.104  -5.898   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       1.334  -7.232   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       2.104  -8.566   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       1.334  -9.899   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      -0.206  -7.232   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      -0.976  -8.566   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      -0.976  -5.898   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      -2.516  -5.898   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0      -0.206  -4.565   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      -0.976  -3.231   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0      11.344  -0.564   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      11.397  -2.103   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      12.650  -1.380   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      13.654   3.437   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0      12.114   3.437   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0      14.424   4.771   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0      13.654   6.105   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0      15.964   4.771   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0      16.734   6.105   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   52                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   48                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   45                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11   16                                             
CONECT   10    9                                                            
CONECT   11    9   12   45                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16   20                                             
CONECT   15   14                                                            
CONECT   16   14    9   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   30                                                  
CONECT   20   19   14   21                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   30   31                                             
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   28   29                                             
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   26   30                                                       
CONECT   30   29   19   23                                                  
CONECT   31   23   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33   35   43                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37   39                                                  
CONECT   37   36   38                                                       
CONECT   38   37                                                            
CONECT   39   36   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41   34   44                                                  
CONECT   44   43                                                            
CONECT   45   11    6   46   47                                             
CONECT   46   45                                                            
CONECT   47   45                                                            
CONECT   48    4   49   50                                                  
CONECT   49   48                                                            
CONECT   50   48   51   52                                                  
CONECT   51   50                                                            
CONECT   52   50    2   53                                                  
CONECT   53   52                                                            
MASTER        0    0    0    0    0    0    0    0   53    0  118    0
END

View in JSmol

Synonyms

Value	Source
3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl 2,2,6b,9,9,12a-hexamethyl-10-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-1,2,3,4,4a,5,6,6b,7,8,8a,9,10,11,12,12a,12b,13,14,14b-icosahydropicene-4a-carboxylic acid	Generator

Chemical Formula

C₄₁H₆₆O₁₂

Average Mass

750.9670 Da

Monoisotopic Mass

750.45543 Da

IUPAC Name

3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 2,2,6b,9,9,12a-hexamethyl-10-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-1,2,3,4,4a,5,6,6b,7,8,8a,9,10,11,12,12a,12b,13,14,14b-icosahydropicene-4a-carboxylate

Traditional Name

3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 2,2,6b,9,9,12a-hexamethyl-10-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-3,4,5,6,7,8,8a,10,11,12,12b,13,14,14b-tetradecahydro-1H-picene-4a-carboxylate

CAS Registry Number

Not Available

SMILES

CC1OC(OC2CCC3(C)C(CCC4(C)C3CCC3=C4CCC4(CCC(C)(C)CC34)C(=O)OC3OC(CO)C(O)C(O)C3O)C2(C)C)C(O)C(O)C1O

InChI Identifier

InChI=1S/C41H66O12/c1-20-28(43)30(45)32(47)34(50-20)52-27-12-14-40(7)25(38(27,4)5)11-13-39(6)22-10-15-41(17-16-37(2,3)18-23(41)21(22)8-9-26(39)40)36(49)53-35-33(48)31(46)29(44)24(19-42)51-35/h20,23-35,42-48H,8-19H2,1-7H3

InChI Key

CESLMJOIHBNCGO-UHFFFAOYSA-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
Isertia haenkeana	LOTUS Database	35616633
Metadina trichotoma	LOTUS Database	35616633
Uncaria hirsuta	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpene glycosides. These are diterpenoids in which an isoprene unit is glycosylated.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Diterpene glycosides

Alternative Parents

Substituents

Diterpene glycoside
Diterpenoid
Glycosyl compound
O-glycosyl compound
Monosaccharide
Oxane
Carboxylic acid ester
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Monocarboxylic acid or derivatives
Acetal
Carboxylic acid derivative
Polyol
Alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Primary alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	3.07	ALOGPS
logP	3.26	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	11.91	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	195.6 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	192.18 m³·mol⁻¹	ChemAxon
Polarizability	83.62 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

14779676

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 2,2,6b,9,9,12a-hexamethyl-10-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-3,4,5,6,7,8,8a,10,11,12,12b,13,14,14b-tetradecahydro-1h-picene-4a-carboxylate (NP0189441)

MOL for NP0189441 (3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 2,2,6b,9,9,12a-hexamethyl-10-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-3,4,5,6,7,8,8a,10,11,12,12b,13,14,14b-tetradecahydro-1h-picene-4a-carboxylate)

3D MOL for NP0189441 (3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 2,2,6b,9,9,12a-hexamethyl-10-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-3,4,5,6,7,8,8a,10,11,12,12b,13,14,14b-tetradecahydro-1h-picene-4a-carboxylate)

3D SDF for NP0189441 (3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 2,2,6b,9,9,12a-hexamethyl-10-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-3,4,5,6,7,8,8a,10,11,12,12b,13,14,14b-tetradecahydro-1h-picene-4a-carboxylate)

3D-SDF for NP0189441 (3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 2,2,6b,9,9,12a-hexamethyl-10-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-3,4,5,6,7,8,8a,10,11,12,12b,13,14,14b-tetradecahydro-1h-picene-4a-carboxylate)

PDB for NP0189441 (3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 2,2,6b,9,9,12a-hexamethyl-10-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-3,4,5,6,7,8,8a,10,11,12,12b,13,14,14b-tetradecahydro-1h-picene-4a-carboxylate)

3D PDB for NP0189441 (3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 2,2,6b,9,9,12a-hexamethyl-10-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-3,4,5,6,7,8,8a,10,11,12,12b,13,14,14b-tetradecahydro-1h-picene-4a-carboxylate)

SMILES for NP0189441 (3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 2,2,6b,9,9,12a-hexamethyl-10-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-3,4,5,6,7,8,8a,10,11,12,12b,13,14,14b-tetradecahydro-1h-picene-4a-carboxylate)

INCHI for NP0189441 (3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 2,2,6b,9,9,12a-hexamethyl-10-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-3,4,5,6,7,8,8a,10,11,12,12b,13,14,14b-tetradecahydro-1h-picene-4a-carboxylate)

Structure for NP0189441 (3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 2,2,6b,9,9,12a-hexamethyl-10-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-3,4,5,6,7,8,8a,10,11,12,12b,13,14,14b-tetradecahydro-1h-picene-4a-carboxylate)

3D Structure for NP0189441 (3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 2,2,6b,9,9,12a-hexamethyl-10-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-3,4,5,6,7,8,8a,10,11,12,12b,13,14,14b-tetradecahydro-1h-picene-4a-carboxylate)