NP-MRD: Showing NP-Card for 3alpha,12alpha-scilliphaeosidin (NP0025663)

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Record Information

Version

1.0

Created at

2021-06-19 17:43:53 UTC

Updated at

2021-06-29 23:50:45 UTC

NP-MRD ID

NP0025663

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3alpha,12alpha-scilliphaeosidin

Provided By

JEOL Database JEOL Logo

Description

3Alpha,12alpha,14-Trihydroxybufa-4,20,22-trienolide belongs to the class of organic compounds known as bufanolides and derivatives. These are steroid lactones containing a pyran-2-one moiety linked to the C17 atom of a cyclopenta[a]phenanthrene derivative. 3alpha,12alpha-scilliphaeosidin is found in Urginea maritima. It was first documented in 2001 (IIzuka, M., et al.). Based on a literature review very few articles have been published on 3alpha,12alpha,14-Trihydroxybufa-4,20,22-trienolide.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192119433D          

 61 65  0  0  0  0            999 V2000
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M  END

     RDKit          3D

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M  END


  Mrv1652306192119433D          

 61 65  0  0  0  0            999 V2000
    0.7174    0.6720    2.8294 C   0  0  0  0  0  0  0  0  0  0  0  0
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  2  3  1  0  0  0  0
  3  5  1  0  0  0  0
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 14 15  1  0  0  0  0
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  7 38  1  1  0  0  0
 18 20  1  0  0  0  0
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 22  2  1  0  0  0  0
 16  6  1  0  0  0  0
  6 37  1  6  0  0  0
 23 24  1  0  0  0  0
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 24 25  2  0  0  0  0
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  2  1  1  1  0  0  0
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  1 30  1  0  0  0  0
  1 31  1  0  0  0  0
  1 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0025663

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]1([H])C([H])=C2C([H])([H])C([H])([H])[C@]3([H])[C@]([H])(C([H])([H])[C@]([H])(O[H])[C@]4(C([H])([H])[H])[C@@]([H])(C5=C([H])OC(=O)C([H])=C5[H])C([H])([H])C([H])([H])[C@]34O[H])[C@@]2(C([H])([H])[H])C([H])([H])C1([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C24H32O5/c1-22-9-7-16(25)11-15(22)4-5-18-19(22)12-20(26)23(2)17(8-10-24(18,23)28)14-3-6-21(27)29-13-14/h3,6,11,13,16-20,25-26,28H,4-5,7-10,12H2,1-2H3/t16-,17-,18-,19+,20+,22+,23+,24+/m1/s1

> <INCHI_KEY>
OUDIAGBGSBUTLH-IWIIRVLKSA-N

> <FORMULA>
C24H32O5

> <MOLECULAR_WEIGHT>
400.515

> <EXACT_MASS>
400.22497413

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
43.884537578540524

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-[(1S,2R,5R,10R,11S,14S,15S,16S)-5,11,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-14-yl]-2H-pyran-2-one

> <ALOGPS_LOGP>
1.99

> <JCHEM_LOGP>
1.7962784153333327

> <ALOGPS_LOGS>
-3.81

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.805017390269228

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.966691950127291

> <JCHEM_PKA_STRONGEST_BASIC>
-1.7033658213314151

> <JCHEM_POLAR_SURFACE_AREA>
86.99

> <JCHEM_REFRACTIVITY>
110.70019999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.27e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-[(1S,2R,5R,10R,11S,14S,15S,16S)-5,11,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-14-yl]pyran-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

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  1 32  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0       0.717   0.672   2.829  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.470   0.550   1.484  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.698   2.001   0.944  0.00  0.00           C+0
HETATM    4  O   UNK     0       2.663   2.035  -0.111  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.421   2.657   0.418  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.231   1.828  -0.707  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.540   0.395  -0.194  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.168  -0.448  -1.324  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.422   0.203  -1.891  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.138   1.603  -2.370  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.462   1.976  -3.623  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.277   3.353  -4.176  0.00  0.00           C+0
HETATM   13  O   UNK     0      -1.208   3.303  -5.114  0.00  0.00           O+0
HETATM   14  C   UNK     0      -1.974   4.392  -3.099  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.985   3.851  -2.067  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.478   2.547  -1.358  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.541   2.938  -0.305  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.682  -0.318   0.453  0.00  0.00           C+0
HETATM   19  O   UNK     0       0.178  -1.485   1.131  0.00  0.00           O+0
HETATM   20  C   UNK     0       1.765  -0.799  -0.520  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.950  -1.137   0.382  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.864  -0.189   1.602  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.236  -0.864   2.916  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.577  -2.070   3.360  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.922  -2.660   4.509  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.988  -2.102   5.359  0.00  0.00           C+0
HETATM   27  O   UNK     0       4.295  -2.652   6.411  0.00  0.00           O+0
HETATM   28  O   UNK     0       4.601  -0.960   4.920  0.00  0.00           O+0
HETATM   29  C   UNK     0       4.204  -0.379   3.706  0.00  0.00           C+0
HETATM   30  H   UNK     0       0.510  -0.297   3.290  0.00  0.00           H+0
HETATM   31  H   UNK     0       1.295   1.263   3.549  0.00  0.00           H+0
HETATM   32  H   UNK     0      -0.254   1.162   2.709  0.00  0.00           H+0
HETATM   33  H   UNK     0       2.112   2.619   1.751  0.00  0.00           H+0
HETATM   34  H   UNK     0       2.853   2.970  -0.310  0.00  0.00           H+0
HETATM   35  H   UNK     0       0.680   3.651   0.037  0.00  0.00           H+0
HETATM   36  H   UNK     0      -0.283   2.809   1.242  0.00  0.00           H+0
HETATM   37  H   UNK     0       0.513   1.719  -1.510  0.00  0.00           H+0
HETATM   38  H   UNK     0      -1.304   0.473   0.593  0.00  0.00           H+0
HETATM   39  H   UNK     0      -0.443  -0.593  -2.135  0.00  0.00           H+0
HETATM   40  H   UNK     0      -1.439  -1.444  -0.958  0.00  0.00           H+0
HETATM   41  H   UNK     0      -3.207   0.232  -1.126  0.00  0.00           H+0
HETATM   42  H   UNK     0      -2.809  -0.424  -2.704  0.00  0.00           H+0
HETATM   43  H   UNK     0      -2.913   1.260  -4.307  0.00  0.00           H+0
HETATM   44  H   UNK     0      -3.176   3.658  -4.723  0.00  0.00           H+0
HETATM   45  H   UNK     0      -0.489   2.794  -4.702  0.00  0.00           H+0
HETATM   46  H   UNK     0      -2.903   4.687  -2.597  0.00  0.00           H+0
HETATM   47  H   UNK     0      -1.552   5.295  -3.557  0.00  0.00           H+0
HETATM   48  H   UNK     0      -0.027   3.664  -2.571  0.00  0.00           H+0
HETATM   49  H   UNK     0      -0.792   4.639  -1.329  0.00  0.00           H+0
HETATM   50  H   UNK     0      -3.459   3.306  -0.777  0.00  0.00           H+0
HETATM   51  H   UNK     0      -2.182   3.734   0.356  0.00  0.00           H+0
HETATM   52  H   UNK     0      -2.829   2.093   0.330  0.00  0.00           H+0
HETATM   53  H   UNK     0      -0.070  -2.147   0.463  0.00  0.00           H+0
HETATM   54  H   UNK     0       2.045  -0.033  -1.248  0.00  0.00           H+0
HETATM   55  H   UNK     0       1.466  -1.691  -1.082  0.00  0.00           H+0
HETATM   56  H   UNK     0       3.896  -1.006  -0.157  0.00  0.00           H+0
HETATM   57  H   UNK     0       2.899  -2.193   0.669  0.00  0.00           H+0
HETATM   58  H   UNK     0       3.650   0.564   1.445  0.00  0.00           H+0
HETATM   59  H   UNK     0       1.781  -2.493   2.756  0.00  0.00           H+0
HETATM   60  H   UNK     0       2.439  -3.559   4.867  0.00  0.00           H+0
HETATM   61  H   UNK     0       4.795   0.507   3.512  0.00  0.00           H+0
CONECT    1    2   30   31   32                                             
CONECT    2    3   18   22    1                                             
CONECT    3    2    5    4   33                                             
CONECT    4    3   34                                                       
CONECT    5    3    6   35   36                                             
CONECT    6   16   37    7    5                                             
CONECT    7   38    8    6   18                                             
CONECT    8    9    7   39   40                                             
CONECT    9   10    8   41   42                                             
CONECT   10    9   11   16                                                  
CONECT   11   12   10   43                                                  
CONECT   12   14   13   11   44                                             
CONECT   13   12   45                                                       
CONECT   14   12   15   46   47                                             
CONECT   15   14   16   48   49                                             
CONECT   16   17    6   15   10                                             
CONECT   17   16   50   51   52                                             
CONECT   18    2   20   19    7                                             
CONECT   19   18   53                                                       
CONECT   20   18   21   54   55                                             
CONECT   21   20   22   56   57                                             
CONECT   22   21    2   23   58                                             
CONECT   23   24   29   22                                                  
CONECT   24   23   25   59                                                  
CONECT   25   24   26   60                                                  
CONECT   26   25   28   27                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   23   61                                                  
CONECT   30    1                                                            
CONECT   31    1                                                            
CONECT   32    1                                                            
CONECT   33    3                                                            
CONECT   34    4                                                            
CONECT   35    5                                                            
CONECT   36    5                                                            
CONECT   37    6                                                            
CONECT   38    7                                                            
CONECT   39    8                                                            
CONECT   40    8                                                            
CONECT   41    9                                                            
CONECT   42    9                                                            
CONECT   43   11                                                            
CONECT   44   12                                                            
CONECT   45   13                                                            
CONECT   46   14                                                            
CONECT   47   14                                                            
CONECT   48   15                                                            
CONECT   49   15                                                            
CONECT   50   17                                                            
CONECT   51   17                                                            
CONECT   52   17                                                            
CONECT   53   19                                                            
CONECT   54   20                                                            
CONECT   55   20                                                            
CONECT   56   21                                                            
CONECT   57   21                                                            
CONECT   58   22                                                            
CONECT   59   24                                                            
CONECT   60   25                                                            
CONECT   61   29                                                            
MASTER        0    0    0    0    0    0    0    0   61    0  130    0
END

RDKit          3D

61 65  0  0  0  0  0  0  0  0999 V2000
    0.7174    0.6720    2.8294 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4700    0.5503    1.4835 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6985    2.0013    0.9436 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6626    2.0352   -0.1114 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4206    2.6570    0.4184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2312    1.8276   -0.7071 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5403    0.3950   -0.1939 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1678   -0.4483   -1.3243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4220    0.2032   -1.8914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1376    1.6033   -2.3700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4619    1.9762   -3.6229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2769    3.3532   -4.1761 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2079    3.3026   -5.1137 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9743    4.3922   -3.0995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9848    3.8507   -2.0665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4777    2.5473   -1.3584 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5414    2.9375   -0.3045 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6817   -0.3176    0.4528 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1777   -1.4852    1.1315 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7646   -0.7991   -0.5203 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9504   -1.1375    0.3817 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8641   -0.1890    1.6024 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2357   -0.8641    2.9155 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5769   -2.0698    3.3598 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9223   -2.6597    4.5091 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9881   -2.1015    5.3595 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2947   -2.6522    6.4113 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6006   -0.9600    4.9196 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2044   -0.3786    3.7057 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5096   -0.2974    3.2898 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2950    1.2627    3.5494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2536    1.1620    2.7087 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1125    2.6189    1.7506 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8525    2.9695   -0.3096 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6803    3.6505    0.0368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2830    2.8090    1.2424 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5133    1.7194   -1.5097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3038    0.4726    0.5928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4427   -0.5933   -2.1349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4388   -1.4442   -0.9576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2065    0.2316   -1.1258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8088   -0.4240   -2.7039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9130    1.2600   -4.3067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1758    3.6576   -4.7225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4887    2.7937   -4.7024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9027    4.6872   -2.5967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5520    5.2950   -3.5568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0273    3.6642   -2.5710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7917    4.6391   -1.3289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4592    3.3064   -0.7773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1819    3.7338    0.3561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8289    2.0932    0.3296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0698   -2.1466    0.4632 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0454   -0.0326   -1.2475 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4655   -1.6907   -1.0823 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8960   -1.0062   -0.1567 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8994   -2.1935    0.6693 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6500    0.5636    1.4449 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7813   -2.4930    2.7558 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4395   -3.5593    4.8672 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7950    0.5070    3.5117 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  5  1  0
 14 12  1  0
 12 13  1  0
  2 18  1  0
 14 15  1  0
 16 17  1  1
 12 11  1  0
  7 38  1  1
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22  2  1  0
 16  6  1  0
  6 37  1  6
 23 24  1  0
 10  9  1  0
 24 25  2  0
  9  8  1  0
 25 26  1  0
  8  7  1  0
 26 28  1  0
  6  7  1  0
 28 29  1  0
 29 23  2  0
 22 23  1  0
 11 10  2  0
 26 27  2  0
 16 15  1  0
 18 19  1  1
 16 10  1  0
  6  5  1  0
  3  4  1  0
  7 18  1  0
  2  1  1  1
 13 45  1  0
 14 46  1  0
 14 47  1  0
 12 44  1  6
 11 43  1  0
 15 48  1  0
 15 49  1  0
  9 41  1  0
  9 42  1  0
  8 39  1  0
  8 40  1  0
  3 33  1  1
  5 35  1  0
  5 36  1  0
 17 50  1  0
 17 51  1  0
 17 52  1  0
 20 54  1  0
 20 55  1  0
 21 56  1  0
 21 57  1  0
 22 58  1  6
 24 59  1  0
 25 60  1  0
 29 61  1  0
 19 53  1  0
  4 34  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
M  END

View in JSmol

Synonyms

Value	Source
3a,12a,14-Trihydroxybufa-4,20,22-trienolide	Generator
3Α,12α,14-trihydroxybufa-4,20,22-trienolide	Generator

Chemical Formula

C₂₄H₃₂O₅

Average Mass

400.5150 Da

Monoisotopic Mass

400.22497 Da

IUPAC Name

5-[(1S,2R,5R,10R,11S,14S,15S,16S)-5,11,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-14-yl]-2H-pyran-2-one

Traditional Name

5-[(1S,2R,5R,10R,11S,14S,15S,16S)-5,11,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-14-yl]pyran-2-one

CAS Registry Number

Not Available

SMILES

[H]O[C@@]1([H])C([H])=C2C([H])([H])C([H])([H])[C@]3([H])[C@]([H])(C([H])([H])[C@]([H])(O[H])[C@]4(C([H])([H])[H])[C@@]([H])(C5=C([H])OC(=O)C([H])=C5[H])C([H])([H])C([H])([H])[C@]34O[H])[C@@]2(C([H])([H])[H])C([H])([H])C1([H])[H]

InChI Identifier

InChI=1S/C24H32O5/c1-22-9-7-16(25)11-15(22)4-5-18-19(22)12-20(26)23(2)17(8-10-24(18,23)28)14-3-6-21(27)29-13-14/h3,6,11,13,16-20,25-26,28H,4-5,7-10,12H2,1-2H3/t16-,17-,18-,19+,20+,22+,23+,24+/m1/s1

InChI Key

OUDIAGBGSBUTLH-IWIIRVLKSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Drimia maritima	JEOL database	IIzuka, M., et al, Chem. Pharm. Bull. 49, 282 (2001)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as bufanolides and derivatives. These are steroid lactones containing a pyran-2-one moiety linked to the C17 atom of a cyclopenta[a]phenanthrene derivative.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroid lactones

Direct Parent

Bufanolides and derivatives

Alternative Parents

Substituents

Bufanolide-skeleton
3-hydroxy-delta-4-steroid
3-hydroxysteroid
3-alpha-hydroxysteroid
12-hydroxysteroid
14-hydroxysteroid
Hydroxysteroid
Delta-4-steroid
Pyranone
Pyran
Heteroaromatic compound
Cyclic alcohol
Tertiary alcohol
Secondary alcohol
Lactone
Oxacycle
Organoheterocyclic compound
Polyol
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Alcohol
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	1.99	ALOGPS
logP	1.8	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	13.97	ChemAxon
pKa (Strongest Basic)	-1.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.99 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	110.7 m³·mol⁻¹	ChemAxon
Polarizability	43.88 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8796377

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10621012

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

IIzuka, M., et al. (2001). IIzuka, M., et al, Chem. Pharm. Bull. 49, 282 (2001). Chem. Pharm. Bull..

Showing NP-Card for 3alpha,12alpha-scilliphaeosidin (NP0025663)

MOL for NP0025663 (3alpha,12alpha-scilliphaeosidin)

3D MOL for NP0025663 (3alpha,12alpha-scilliphaeosidin)

3D SDF for NP0025663 (3alpha,12alpha-scilliphaeosidin)

3D-SDF for NP0025663 (3alpha,12alpha-scilliphaeosidin)

PDB for NP0025663 (3alpha,12alpha-scilliphaeosidin)

3D PDB for NP0025663 (3alpha,12alpha-scilliphaeosidin)

SMILES for NP0025663 (3alpha,12alpha-scilliphaeosidin)

INCHI for NP0025663 (3alpha,12alpha-scilliphaeosidin)

Structure for NP0025663 (3alpha,12alpha-scilliphaeosidin)

3D Structure for NP0025663 (3alpha,12alpha-scilliphaeosidin)