NP-MRD: Showing NP-Card for [3,4,5-tris(acetyloxy)-6-{[2,7-bis(acetyloxy)-1-(2-hydroxy-3-oxobutan-2-yl)-3a,6,6,9b,11a-pentamethyl-10-oxo-1h,2h,3h,3bh,4h,7h,8h,9h,9ah,11h-cyclopenta[a]phenanthren-8-yl]oxy}oxan-2-yl]methyl acetate (NP0150705)

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Record Information

Version

2.0

Created at

2022-09-02 06:54:04 UTC

Updated at

2022-09-02 06:54:05 UTC

NP-MRD ID

NP0150705

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[3,4,5-tris(acetyloxy)-6-{[2,7-bis(acetyloxy)-1-(2-hydroxy-3-oxobutan-2-yl)-3a,6,6,9b,11a-pentamethyl-10-oxo-1h,2h,3h,3bh,4h,7h,8h,9h,9ah,11h-cyclopenta[a]phenanthren-8-yl]oxy}oxan-2-yl]methyl acetate

Description

[3,4,5-Tris(acetyloxy)-6-{[5,13-bis(acetyloxy)-14-(2-hydroxy-3-oxobutan-2-yl)-1,6,6,11,15-pentamethyl-17-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-7-en-4-yl]oxy}oxan-2-yl]methyl acetate belongs to the class of organic compounds known as steroidal glycosides. These are sterol lipids containing a carbohydrate moiety glycosidically linked to the steroid skeleton. [3,4,5-tris(acetyloxy)-6-{[2,7-bis(acetyloxy)-1-(2-hydroxy-3-oxobutan-2-yl)-3a,6,6,9b,11a-pentamethyl-10-oxo-1h,2h,3h,3bh,4h,7h,8h,9h,9ah,11h-cyclopenta[a]phenanthren-8-yl]oxy}oxan-2-yl]methyl acetate is found in Picrorhiza kurrooa. [3,4,5-Tris(acetyloxy)-6-{[5,13-bis(acetyloxy)-14-(2-hydroxy-3-oxobutan-2-yl)-1,6,6,11,15-pentamethyl-17-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-7-en-4-yl]oxy}oxan-2-yl]methyl acetate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171516492D          

 61 65  0  0  0  0            999 V2000
    5.3518   -5.6258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0715   -4.8498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6033   -4.2191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2594   -4.7046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9791   -3.9287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1670   -3.7835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8867   -3.0076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0745   -2.8623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7942   -2.0864    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3261   -1.4557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1382   -1.6009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6700   -0.9702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3897   -0.1943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9215    0.4364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7336    0.2912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0139   -0.4847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.6284    0.1710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.2336   -0.5346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.6639   -6.5967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  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
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 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
 17 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
 22 24  1  0  0  0  0
 20 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  2  0  0  0  0
 29 31  1  0  0  0  0
 25 32  1  0  0  0  0
 17 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 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
 12 37  1  0  0  0  0
 16 37  1  0  0  0  0
 37 38  1  0  0  0  0
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 39 40  1  0  0  0  0
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 39 42  1  0  0  0  0
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 43 44  1  0  0  0  0
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  8 47  1  0  0  0  0
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 54 56  1  0  0  0  0
 52 57  1  0  0  0  0
  6 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 59  1  0  0  0  0
 59 60  2  0  0  0  0
 59 61  1  0  0  0  0
M  END

     RDKit          3D

123127  0  0  0  0  0  0  0  0999 V2000
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    0.8056   -1.4361   -0.9020 C   0  0  0  0  0  0  0  0  0  0  0  0
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 60123  1  0
M  END


  Mrv1533004171516492D          

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M  END
> <DATABASE_ID>
NP0150705

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)OCC1OC(OC2CC3C(=CCC4C5(C)CC(OC(C)=O)C(C(C)(O)C(C)=O)C5(C)CC(=O)C34C)C(C)(C)C2OC(C)=O)C(OC(C)=O)C(OC(C)=O)C1OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C44H62O17/c1-20(45)44(13,53)37-30(55-22(3)47)17-41(10)32-15-14-27-28(43(32,12)33(52)18-42(37,41)11)16-29(38(40(27,8)9)59-26(7)51)60-39-36(58-25(6)50)35(57-24(5)49)34(56-23(4)48)31(61-39)19-54-21(2)46/h14,28-32,34-39,53H,15-19H2,1-13H3

> <INCHI_KEY>
DPKKASUFOILJMA-UHFFFAOYSA-N

> <FORMULA>
C44H62O17

> <MOLECULAR_WEIGHT>
862.963

> <EXACT_MASS>
862.398700536

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
123

> <JCHEM_AVERAGE_POLARIZABILITY>
89.44781286611206

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[3,4,5-tris(acetyloxy)-6-{[5,13-bis(acetyloxy)-14-(2-hydroxy-3-oxobutan-2-yl)-1,6,6,11,15-pentamethyl-17-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-4-yl]oxy}oxan-2-yl]methyl acetate

> <ALOGPS_LOGP>
2.76

> <JCHEM_LOGP>
2.241202475333335

> <ALOGPS_LOGS>
-5.36

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.626606262231647

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.961229948366949

> <JCHEM_PKA_STRONGEST_BASIC>
-3.690541629157045

> <JCHEM_POLAR_SURFACE_AREA>
230.62999999999994

> <JCHEM_REFRACTIVITY>
208.75280000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
17

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.73e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[3,4,5-tris(acetyloxy)-6-{[5,13-bis(acetyloxy)-14-(2-hydroxy-3-oxobutan-2-yl)-1,6,6,11,15-pentamethyl-17-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-4-yl]oxy}oxan-2-yl]methyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0       9.990 -10.501   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.467  -9.053   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      10.460  -7.876   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       7.951  -8.782   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       7.428  -7.334   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.912  -7.062   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       5.388  -5.614   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       3.872  -5.343   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       3.349  -3.895   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       4.342  -2.717   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.858  -2.988   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.851  -1.811   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.327  -0.363   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.320   0.815   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.836   0.544   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.359  -0.905   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.875  -1.176   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.506   0.319   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.091  -0.231   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      13.366  -1.095   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      14.814  -0.572   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      15.085   0.944   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      13.908   1.937   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      16.534   1.467   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      12.938  -2.574   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      13.883  -3.790   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      15.099  -2.845   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      12.667  -4.735   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      14.828  -5.006   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      16.354  -4.795   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      14.248  -6.432   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      11.399  -2.624   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      12.070  -4.010   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      10.406  -3.802   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       8.890  -3.531   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       7.897  -4.708   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       8.367  -2.082   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       7.374  -3.259   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       4.811  -0.092   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       3.480   0.682   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       5.342   1.354   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       3.819  -1.269   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0       2.303  -0.998   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0       1.780   0.451   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0       0.264   0.722   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0       2.772   1.628   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       2.880  -6.520   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0       1.364  -6.249   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0       0.841  -4.801   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0       1.833  -3.624   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0      -0.675  -4.530   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0       3.403  -7.969   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0       2.410  -9.146   0.000  0.00  0.00           O+0
HETATM   54  C   UNK     0       0.894  -8.875   0.000  0.00  0.00           C+0
HETATM   55  O   UNK     0       0.371  -7.427   0.000  0.00  0.00           O+0
HETATM   56  C   UNK     0      -0.098 -10.052   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0       4.919  -8.240   0.000  0.00  0.00           C+0
HETATM   58  O   UNK     0       5.442  -9.688   0.000  0.00  0.00           O+0
HETATM   59  C   UNK     0       4.449 -10.866   0.000  0.00  0.00           C+0
HETATM   60  O   UNK     0       2.933 -10.594   0.000  0.00  0.00           O+0
HETATM   61  C   UNK     0       4.973 -12.314   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   57                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   47                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   42                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   37                                                  
CONECT   13   12   14   39                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   37                                                  
CONECT   17   16   18   19   32                                             
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   25                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   20   26   32                                                  
CONECT   26   25   27   28   29                                             
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   26   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
CONECT   32   25   17   33   34                                             
CONECT   33   32                                                            
CONECT   34   32   35                                                       
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   12   16   38                                             
CONECT   38   37                                                            
CONECT   39   13   40   41   42                                             
CONECT   40   39                                                            
CONECT   41   39                                                            
CONECT   42   39   10   43                                                  
CONECT   43   42   44                                                       
CONECT   44   43   45   46                                                  
CONECT   45   44                                                            
CONECT   46   44                                                            
CONECT   47    8   48   52                                                  
CONECT   48   47   49                                                       
CONECT   49   48   50   51                                                  
CONECT   50   49                                                            
CONECT   51   49                                                            
CONECT   52   47   53   57                                                  
CONECT   53   52   54                                                       
CONECT   54   53   55   56                                                  
CONECT   55   54                                                            
CONECT   56   54                                                            
CONECT   57   52    6   58                                                  
CONECT   58   57   59                                                       
CONECT   59   58   60   61                                                  
CONECT   60   59                                                            
CONECT   61   59                                                            
MASTER        0    0    0    0    0    0    0    0   61    0  130    0
END

View in JSmol

Synonyms

Value	Source
[3,4,5-Tris(acetyloxy)-6-{[5,13-bis(acetyloxy)-14-(2-hydroxy-3-oxobutan-2-yl)-1,6,6,11,15-pentamethyl-17-oxotetracyclo[8.7.0.0,.0,]heptadec-7-en-4-yl]oxy}oxan-2-yl]methyl acetic acid	Generator
[3,4,5-Tris(acetyloxy)-6-{[5,13-bis(acetyloxy)-14-(2-hydroxy-3-oxobutan-2-yl)-1,6,6,11,15-pentamethyl-17-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-4-yl]oxy}oxan-2-yl]methyl acetic acid	Generator

Chemical Formula

C₄₄H₆₂O₁₇

Average Mass

862.9630 Da

Monoisotopic Mass

862.39870 Da

IUPAC Name

[3,4,5-tris(acetyloxy)-6-{[5,13-bis(acetyloxy)-14-(2-hydroxy-3-oxobutan-2-yl)-1,6,6,11,15-pentamethyl-17-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-4-yl]oxy}oxan-2-yl]methyl acetate

Traditional Name

[3,4,5-tris(acetyloxy)-6-{[5,13-bis(acetyloxy)-14-(2-hydroxy-3-oxobutan-2-yl)-1,6,6,11,15-pentamethyl-17-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-4-yl]oxy}oxan-2-yl]methyl acetate

CAS Registry Number

Not Available

SMILES

CC(=O)OCC1OC(OC2CC3C(=CCC4C5(C)CC(OC(C)=O)C(C(C)(O)C(C)=O)C5(C)CC(=O)C34C)C(C)(C)C2OC(C)=O)C(OC(C)=O)C(OC(C)=O)C1OC(C)=O

InChI Identifier

InChI=1S/C44H62O17/c1-20(45)44(13,53)37-30(55-22(3)47)17-41(10)32-15-14-27-28(43(32,12)33(52)18-42(37,41)11)16-29(38(40(27,8)9)59-26(7)51)60-39-36(58-25(6)50)35(57-24(5)49)34(56-23(4)48)31(61-39)19-54-21(2)46/h14,28-32,34-39,53H,15-19H2,1-13H3

InChI Key

DPKKASUFOILJMA-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
Picrorhiza kurrooa	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as steroidal glycosides. These are sterol lipids containing a carbohydrate moiety glycosidically linked to the steroid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroidal glycosides

Direct Parent

Steroidal glycosides

Alternative Parents

Substituents

Diterpene glycoside
Steroidal glycoside
22-oxosteroid
21-oxosteroid
20-hydroxysteroid
Steroid ester
Diterpenoid
Hexacarboxylic acid or derivatives
Hydroxysteroid
11-oxosteroid
Oxosteroid
Delta-5-steroid
Terpene glycoside
O-glycosyl compound
Glycosyl compound
Oxane
Acyloin
Monosaccharide
Tertiary alcohol
Alpha-hydroxy ketone
Ketone
Carboxylic acid ester
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Acetal
Organooxygen compound
Organic oxygen compound
Carbonyl group
Organic oxide
Alcohol
Hydrocarbon derivative
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	2.76	ALOGPS
logP	2.24	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	12.96	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	230.63 Å²	ChemAxon
Rotatable Bond Count	17	ChemAxon
Refractivity	208.75 m³·mol⁻¹	ChemAxon
Polarizability	89.45 Å³	ChemAxon
Number of Rings	5	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

14447022

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-tris(acetyloxy)-6-{[2,7-bis(acetyloxy)-1-(2-hydroxy-3-oxobutan-2-yl)-3a,6,6,9b,11a-pentamethyl-10-oxo-1h,2h,3h,3bh,4h,7h,8h,9h,9ah,11h-cyclopenta[a]phenanthren-8-yl]oxy}oxan-2-yl]methyl acetate (NP0150705)

MOL for NP0150705 ([3,4,5-tris(acetyloxy)-6-{[2,7-bis(acetyloxy)-1-(2-hydroxy-3-oxobutan-2-yl)-3a,6,6,9b,11a-pentamethyl-10-oxo-1h,2h,3h,3bh,4h,7h,8h,9h,9ah,11h-cyclopenta[a]phenanthren-8-yl]oxy}oxan-2-yl]methyl acetate)

3D MOL for NP0150705 ([3,4,5-tris(acetyloxy)-6-{[2,7-bis(acetyloxy)-1-(2-hydroxy-3-oxobutan-2-yl)-3a,6,6,9b,11a-pentamethyl-10-oxo-1h,2h,3h,3bh,4h,7h,8h,9h,9ah,11h-cyclopenta[a]phenanthren-8-yl]oxy}oxan-2-yl]methyl acetate)

3D SDF for NP0150705 ([3,4,5-tris(acetyloxy)-6-{[2,7-bis(acetyloxy)-1-(2-hydroxy-3-oxobutan-2-yl)-3a,6,6,9b,11a-pentamethyl-10-oxo-1h,2h,3h,3bh,4h,7h,8h,9h,9ah,11h-cyclopenta[a]phenanthren-8-yl]oxy}oxan-2-yl]methyl acetate)

3D-SDF for NP0150705 ([3,4,5-tris(acetyloxy)-6-{[2,7-bis(acetyloxy)-1-(2-hydroxy-3-oxobutan-2-yl)-3a,6,6,9b,11a-pentamethyl-10-oxo-1h,2h,3h,3bh,4h,7h,8h,9h,9ah,11h-cyclopenta[a]phenanthren-8-yl]oxy}oxan-2-yl]methyl acetate)

PDB for NP0150705 ([3,4,5-tris(acetyloxy)-6-{[2,7-bis(acetyloxy)-1-(2-hydroxy-3-oxobutan-2-yl)-3a,6,6,9b,11a-pentamethyl-10-oxo-1h,2h,3h,3bh,4h,7h,8h,9h,9ah,11h-cyclopenta[a]phenanthren-8-yl]oxy}oxan-2-yl]methyl acetate)

3D PDB for NP0150705 ([3,4,5-tris(acetyloxy)-6-{[2,7-bis(acetyloxy)-1-(2-hydroxy-3-oxobutan-2-yl)-3a,6,6,9b,11a-pentamethyl-10-oxo-1h,2h,3h,3bh,4h,7h,8h,9h,9ah,11h-cyclopenta[a]phenanthren-8-yl]oxy}oxan-2-yl]methyl acetate)

SMILES for NP0150705 ([3,4,5-tris(acetyloxy)-6-{[2,7-bis(acetyloxy)-1-(2-hydroxy-3-oxobutan-2-yl)-3a,6,6,9b,11a-pentamethyl-10-oxo-1h,2h,3h,3bh,4h,7h,8h,9h,9ah,11h-cyclopenta[a]phenanthren-8-yl]oxy}oxan-2-yl]methyl acetate)

INCHI for NP0150705 ([3,4,5-tris(acetyloxy)-6-{[2,7-bis(acetyloxy)-1-(2-hydroxy-3-oxobutan-2-yl)-3a,6,6,9b,11a-pentamethyl-10-oxo-1h,2h,3h,3bh,4h,7h,8h,9h,9ah,11h-cyclopenta[a]phenanthren-8-yl]oxy}oxan-2-yl]methyl acetate)

Structure for NP0150705 ([3,4,5-tris(acetyloxy)-6-{[2,7-bis(acetyloxy)-1-(2-hydroxy-3-oxobutan-2-yl)-3a,6,6,9b,11a-pentamethyl-10-oxo-1h,2h,3h,3bh,4h,7h,8h,9h,9ah,11h-cyclopenta[a]phenanthren-8-yl]oxy}oxan-2-yl]methyl acetate)

3D Structure for NP0150705 ([3,4,5-tris(acetyloxy)-6-{[2,7-bis(acetyloxy)-1-(2-hydroxy-3-oxobutan-2-yl)-3a,6,6,9b,11a-pentamethyl-10-oxo-1h,2h,3h,3bh,4h,7h,8h,9h,9ah,11h-cyclopenta[a]phenanthren-8-yl]oxy}oxan-2-yl]methyl acetate)