NP-MRD: Showing NP-Card for 4-(acetyloxy)-10-hydroxy-9a,11a-dimethyl-7-oxo-1-(1-{1,5,6,6-tetramethyl-2,7,8-trioxabicyclo[3.2.1]octan-3-yl}ethyl)-1h,2h,3h,3ah,3bh,4h,5h,9bh,10h,11h-cyclopenta[a]phenanthren-11-yl acetate (NP0216203)

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Record Information

Version

2.0

Created at

2022-09-05 16:04:12 UTC

Updated at

2022-09-05 16:04:12 UTC

NP-MRD ID

NP0216203

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-(acetyloxy)-10-hydroxy-9a,11a-dimethyl-7-oxo-1-(1-{1,5,6,6-tetramethyl-2,7,8-trioxabicyclo[3.2.1]octan-3-yl}ethyl)-1h,2h,3h,3ah,3bh,4h,5h,9bh,10h,11h-cyclopenta[a]phenanthren-11-yl acetate

Description

9-(Acetyloxy)-17-hydroxy-2,15-dimethyl-5-oxo-14-(1-{1,5,6,6-tetramethyl-2,7,8-trioxabicyclo[3.2.1]Octan-3-yl}ethyl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadeca-3,6-dien-16-yl acetate belongs to the class of organic compounds known as gluco/mineralocorticoids, progestogins and derivatives. These are steroids with a structure based on a hydroxylated prostane moiety. 4-(acetyloxy)-10-hydroxy-9a,11a-dimethyl-7-oxo-1-(1-{1,5,6,6-tetramethyl-2,7,8-trioxabicyclo[3.2.1]octan-3-yl}ethyl)-1h,2h,3h,3ah,3bh,4h,5h,9bh,10h,11h-cyclopenta[a]phenanthren-11-yl acetate is found in Petunia integrifolia. 9-(Acetyloxy)-17-hydroxy-2,15-dimethyl-5-oxo-14-(1-{1,5,6,6-tetramethyl-2,7,8-trioxabicyclo[3.2.1]Octan-3-yl}ethyl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadeca-3,6-dien-16-yl acetate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004181500012D          

 43 48  0  0  0  0            999 V2000
    2.8728   -3.9050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5619   -3.1408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4918   -2.2427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7201   -1.9508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6483   -1.1290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3638   -2.8373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4665   -3.7872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.2884   -3.7153    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1020   -3.1894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.3945   -1.6536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.8390   -1.6970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.4822    1.2181    0.0000 C   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
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
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 20 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 41 43  1  0  0  0  0
M  END

     RDKit          3D

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M  END


  Mrv1533004181500012D          

 43 48  0  0  0  0            999 V2000
    2.8728   -3.9050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5619   -3.1408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7447   -3.0280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4918   -2.2427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7201   -1.9508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6483   -1.1290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3638   -2.8373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4665   -3.7872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1747   -4.5588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2884   -3.7153    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1020   -3.1894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0108   -2.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8088   -2.2777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3945   -1.6536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0683   -2.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8390   -1.6970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5218   -1.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1731   -1.7404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9853   -1.5952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2655   -0.8192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0777   -0.6740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6095   -1.3047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4216   -1.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9534   -1.7902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7655   -1.6450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6731   -2.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8610   -2.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3292   -2.0807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0489   -2.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5171   -2.2259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2368   -3.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7686   -3.6325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4247   -3.1470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1444   -3.9229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6762   -4.5536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4883   -4.4084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3959   -5.3296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8928   -2.5163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5330   -3.2587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7337   -0.1885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0140    0.5874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8261    0.7326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4822    1.2181    0.0000 C   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
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  3 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
  5 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
  2 15  1  0  0  0  0
 15 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  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 22 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 19 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  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  2  0  0  0  0
 35 37  1  0  0  0  0
 33 38  1  0  0  0  0
 15 38  1  0  0  0  0
 18 38  1  0  0  0  0
 38 39  1  0  0  0  0
 20 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 41 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0216203

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C1CCC2C3C(CC4=CC(=O)C=CC4(C)C3C(O)C(OC(C)=O)C12C)OC(C)=O)C1CC2(C)OC(C)(OC2(C)C)O1

> <INCHI_IDENTIFIER>
InChI=1S/C34H48O9/c1-17(25-16-32(7)30(4,5)42-34(9,41-25)43-32)22-10-11-23-26-24(39-18(2)35)15-20-14-21(37)12-13-31(20,6)27(26)28(38)29(33(22,23)8)40-19(3)36/h12-14,17,22-29,38H,10-11,15-16H2,1-9H3

> <INCHI_KEY>
PUOAPORQUDZMGN-UHFFFAOYSA-N

> <FORMULA>
C34H48O9

> <MOLECULAR_WEIGHT>
600.749

> <EXACT_MASS>
600.329833126

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
91

> <JCHEM_AVERAGE_POLARIZABILITY>
65.35747265212724

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
9-(acetyloxy)-17-hydroxy-2,15-dimethyl-5-oxo-14-(1-{1,5,6,6-tetramethyl-2,7,8-trioxabicyclo[3.2.1]octan-3-yl}ethyl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,6-dien-16-yl acetate

> <ALOGPS_LOGP>
3.75

> <JCHEM_LOGP>
3.926507192333332

> <ALOGPS_LOGS>
-5.50

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.7052579128626

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.860931845229107

> <JCHEM_PKA_STRONGEST_BASIC>
-3.296700482832935

> <JCHEM_POLAR_SURFACE_AREA>
117.59000000000003

> <JCHEM_REFRACTIVITY>
158.14310000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.92e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
9-(acetyloxy)-17-hydroxy-2,15-dimethyl-5-oxo-14-(1-{1,5,6,6-tetramethyl-2,7,8-trioxabicyclo[3.2.1]octan-3-yl}ethyl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,6-dien-16-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 18-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   18-APR-15         0                                  
HETATM    1  C   UNK     0       5.363  -7.289   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.782  -5.863   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.257  -5.652   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.785  -4.186   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.344  -3.642   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.210  -2.107   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       0.679  -5.296   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       0.871  -7.069   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.326  -8.510   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       2.405  -6.935   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -0.190  -5.954   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.020  -4.428   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.510  -4.252   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.736  -3.087   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.727  -4.647   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.299  -3.168   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.574  -2.304   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.790  -3.249   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.306  -2.978   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.829  -1.529   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.345  -1.258   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      12.338  -2.436   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      13.854  -2.164   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      14.846  -3.342   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      16.362  -3.071   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      14.323  -4.790   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      12.807  -5.061   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      11.814  -3.884   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      11.291  -5.332   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      10.299  -4.155   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       9.775  -5.603   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      10.768  -6.781   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       8.259  -5.874   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       7.736  -7.323   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       8.729  -8.500   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      10.245  -8.229   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       8.206  -9.949   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       7.267  -4.697   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       6.595  -6.083   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       8.836  -0.352   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       9.360   1.096   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      10.875   1.368   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0       8.367   2.274   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   15                                                  
CONECT    3    2    4   10                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7   12                                             
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   10   11                                             
CONECT    9    8                                                            
CONECT   10    8    3                                                       
CONECT   11    8   12                                                       
CONECT   12   11    5   13   14                                             
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15    2   16   38                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   38                                                  
CONECT   19   18   20   30                                                  
CONECT   20   19   21   40                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   28                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   22   29   30                                             
CONECT   29   28                                                            
CONECT   30   28   19   31                                                  
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34   38                                                  
CONECT   34   33   35                                                       
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35                                                            
CONECT   38   33   15   18   39                                             
CONECT   39   38                                                            
CONECT   40   20   41                                                       
CONECT   41   40   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   96    0
END

View in JSmol

Synonyms

Value	Source
9-(Acetyloxy)-17-hydroxy-2,15-dimethyl-5-oxo-14-(1-{1,5,6,6-tetramethyl-2,7,8-trioxabicyclo[3.2.1]octan-3-yl}ethyl)tetracyclo[8.7.0.0,.0,]heptadeca-3,6-dien-16-yl acetic acid	Generator
9-(Acetyloxy)-17-hydroxy-2,15-dimethyl-5-oxo-14-(1-{1,5,6,6-tetramethyl-2,7,8-trioxabicyclo[3.2.1]octan-3-yl}ethyl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,6-dien-16-yl acetic acid	Generator

Chemical Formula

C₃₄H₄₈O₉

Average Mass

600.7490 Da

Monoisotopic Mass

600.32983 Da

IUPAC Name

9-(acetyloxy)-17-hydroxy-2,15-dimethyl-5-oxo-14-(1-{1,5,6,6-tetramethyl-2,7,8-trioxabicyclo[3.2.1]octan-3-yl}ethyl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,6-dien-16-yl acetate

Traditional Name

9-(acetyloxy)-17-hydroxy-2,15-dimethyl-5-oxo-14-(1-{1,5,6,6-tetramethyl-2,7,8-trioxabicyclo[3.2.1]octan-3-yl}ethyl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,6-dien-16-yl acetate

CAS Registry Number

Not Available

SMILES

CC(C1CCC2C3C(CC4=CC(=O)C=CC4(C)C3C(O)C(OC(C)=O)C12C)OC(C)=O)C1CC2(C)OC(C)(OC2(C)C)O1

InChI Identifier

InChI=1S/C34H48O9/c1-17(25-16-32(7)30(4,5)42-34(9,41-25)43-32)22-10-11-23-26-24(39-18(2)35)15-20-14-21(37)12-13-31(20,6)27(26)28(38)29(33(22,23)8)40-19(3)36/h12-14,17,22-29,38H,10-11,15-16H2,1-9H3

InChI Key

PUOAPORQUDZMGN-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
Petunia integrifolia	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gluco/mineralocorticoids, progestogins and derivatives. These are steroids with a structure based on a hydroxylated prostane moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Pregnane steroids

Direct Parent

Gluco/mineralocorticoids, progestogins and derivatives

Alternative Parents

Substituents

Progestogin-skeleton
Steroid ester
3-oxo-delta-1,4-steroid
3-oxosteroid
11-hydroxysteroid
Oxosteroid
Hydroxysteroid
Delta-1,4-steroid
1,3-dioxepane
Carboxylic acid orthoester
Ortho ester
Dioxepane
Meta-dioxane
Dicarboxylic acid or derivatives
Meta-dioxolane
Cyclic alcohol
Carboxylic acid ester
Cyclic ketone
Secondary alcohol
Orthocarboxylic acid derivative
Ketone
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Organic oxygen compound
Carbonyl group
Alcohol
Organic oxide
Hydrocarbon derivative
Organooxygen compound
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	3.75	ALOGPS
logP	3.93	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	13.86	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	117.59 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	158.14 m³·mol⁻¹	ChemAxon
Polarizability	65.36 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	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

14542311

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 4-(acetyloxy)-10-hydroxy-9a,11a-dimethyl-7-oxo-1-(1-{1,5,6,6-tetramethyl-2,7,8-trioxabicyclo[3.2.1]octan-3-yl}ethyl)-1h,2h,3h,3ah,3bh,4h,5h,9bh,10h,11h-cyclopenta[a]phenanthren-11-yl acetate (NP0216203)

MOL for NP0216203 (4-(acetyloxy)-10-hydroxy-9a,11a-dimethyl-7-oxo-1-(1-{1,5,6,6-tetramethyl-2,7,8-trioxabicyclo[3.2.1]octan-3-yl}ethyl)-1h,2h,3h,3ah,3bh,4h,5h,9bh,10h,11h-cyclopenta[a]phenanthren-11-yl acetate)

3D MOL for NP0216203 (4-(acetyloxy)-10-hydroxy-9a,11a-dimethyl-7-oxo-1-(1-{1,5,6,6-tetramethyl-2,7,8-trioxabicyclo[3.2.1]octan-3-yl}ethyl)-1h,2h,3h,3ah,3bh,4h,5h,9bh,10h,11h-cyclopenta[a]phenanthren-11-yl acetate)

3D SDF for NP0216203 (4-(acetyloxy)-10-hydroxy-9a,11a-dimethyl-7-oxo-1-(1-{1,5,6,6-tetramethyl-2,7,8-trioxabicyclo[3.2.1]octan-3-yl}ethyl)-1h,2h,3h,3ah,3bh,4h,5h,9bh,10h,11h-cyclopenta[a]phenanthren-11-yl acetate)

3D-SDF for NP0216203 (4-(acetyloxy)-10-hydroxy-9a,11a-dimethyl-7-oxo-1-(1-{1,5,6,6-tetramethyl-2,7,8-trioxabicyclo[3.2.1]octan-3-yl}ethyl)-1h,2h,3h,3ah,3bh,4h,5h,9bh,10h,11h-cyclopenta[a]phenanthren-11-yl acetate)

PDB for NP0216203 (4-(acetyloxy)-10-hydroxy-9a,11a-dimethyl-7-oxo-1-(1-{1,5,6,6-tetramethyl-2,7,8-trioxabicyclo[3.2.1]octan-3-yl}ethyl)-1h,2h,3h,3ah,3bh,4h,5h,9bh,10h,11h-cyclopenta[a]phenanthren-11-yl acetate)

3D PDB for NP0216203 (4-(acetyloxy)-10-hydroxy-9a,11a-dimethyl-7-oxo-1-(1-{1,5,6,6-tetramethyl-2,7,8-trioxabicyclo[3.2.1]octan-3-yl}ethyl)-1h,2h,3h,3ah,3bh,4h,5h,9bh,10h,11h-cyclopenta[a]phenanthren-11-yl acetate)

SMILES for NP0216203 (4-(acetyloxy)-10-hydroxy-9a,11a-dimethyl-7-oxo-1-(1-{1,5,6,6-tetramethyl-2,7,8-trioxabicyclo[3.2.1]octan-3-yl}ethyl)-1h,2h,3h,3ah,3bh,4h,5h,9bh,10h,11h-cyclopenta[a]phenanthren-11-yl acetate)

INCHI for NP0216203 (4-(acetyloxy)-10-hydroxy-9a,11a-dimethyl-7-oxo-1-(1-{1,5,6,6-tetramethyl-2,7,8-trioxabicyclo[3.2.1]octan-3-yl}ethyl)-1h,2h,3h,3ah,3bh,4h,5h,9bh,10h,11h-cyclopenta[a]phenanthren-11-yl acetate)

Structure for NP0216203 (4-(acetyloxy)-10-hydroxy-9a,11a-dimethyl-7-oxo-1-(1-{1,5,6,6-tetramethyl-2,7,8-trioxabicyclo[3.2.1]octan-3-yl}ethyl)-1h,2h,3h,3ah,3bh,4h,5h,9bh,10h,11h-cyclopenta[a]phenanthren-11-yl acetate)

3D Structure for NP0216203 (4-(acetyloxy)-10-hydroxy-9a,11a-dimethyl-7-oxo-1-(1-{1,5,6,6-tetramethyl-2,7,8-trioxabicyclo[3.2.1]octan-3-yl}ethyl)-1h,2h,3h,3ah,3bh,4h,5h,9bh,10h,11h-cyclopenta[a]phenanthren-11-yl acetate)