NP-MRD: Showing NP-Card for Scillirosidin (NP0073185)

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Record Information

Version

2.0

Created at

2022-04-28 18:27:00 UTC

Updated at

2022-04-28 18:27:00 UTC

NP-MRD ID

NP0073185

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Scillirosidin

Description

Scillirosidin 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. Scillirosidin is found in Urginea maritima and Drimia sanguinea. Scillirosidin was first documented in 1996 (PMID: 8688179). Based on a literature review very few articles have been published on scillirosidin.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282220272D          

 33 37  0  0  1  0            999 V2000
    4.2475    2.1537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5278    1.3777    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9960    0.7470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1838    0.8922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9035    1.6682    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4354    2.2989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0914    1.8134    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5596    1.1827    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8399    0.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6520    0.2615    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9323   -0.5144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4005   -1.1451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6808   -1.9210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5884   -0.9999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7475    1.3279    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4672    2.1038    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9990    2.7345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8111    2.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3574    2.0770    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5867    1.2845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0962    0.8215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8637    2.7283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6810    2.6155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1873    3.2668    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8764    4.0310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3828    4.6823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0592    4.1438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5528    3.4925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1073    2.8462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9451    0.5269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2487    0.4185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6232    2.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3399    1.2325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
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  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
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  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
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  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
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 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
  8 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
  7 18  1  6  0  0  0
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 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 15 21  1  0  0  0  0
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 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
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 25 26  2  0  0  0  0
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 27 28  2  0  0  0  0
 22 28  1  0  0  0  0
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 15 30  1  6  0  0  0
  8 31  1  6  0  0  0
  5 32  1  6  0  0  0
  2 33  1  6  0  0  0
M  END

     RDKit          3D

 67 71  0  0  0  0  0  0  0  0999 V2000
    3.6783    4.8210    0.9193 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2428    3.8075   -0.0626 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5346    4.0159   -1.2762 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5531    2.6693    0.2393 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1370    1.6988   -0.7076 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -3.3438   -1.0377   -0.4257 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6004   -0.8085    0.2695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1033    0.4223    0.6337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3057    0.5723    1.2862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0494   -0.5662    1.5935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1383   -0.4101    2.1861 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5619   -1.7312    1.2425 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4311   -1.8892    0.6275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1699   -0.3086   -1.7297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6434   -0.1191   -1.8079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3757    0.2716   -0.3802 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8844    1.5546   -0.1851 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2575   -0.8270   -0.0111 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5752   -1.0624    1.4501 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9633   -1.9617   -0.7713 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4287   -2.0280   -0.4018 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1167   -0.7001   -0.5822 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0970   -0.4862    0.3915 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1843    0.4240   -0.7274 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8891    0.4315   -0.4880 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9068    4.9278    1.7309 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8175    5.8149    0.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5871    4.4314    1.4538 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5021    2.0912   -1.7033 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.1977    2.4750   -0.3761 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.6797   -1.2927   -1.3331 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6527   -2.8471    0.7028 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3296   -1.3902    1.7145 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.4418   -2.7008   -0.3683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4773   -0.6730    2.1139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5959    0.8219    1.7094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7675   -0.5881    2.5564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3140   -2.1357   -0.7044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5373    1.3025    0.3978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6452    1.5672    1.5450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1261   -2.9056    0.3855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6849    0.6455   -1.7895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4591   -0.9139   -2.6139 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.3742   -2.1265    1.6895 H   0  0  0  0  0  0  0  0  0  0  0  0
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 33  5  1  0
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 16 15  1  0
 33 26  1  0
 24 12  1  0
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 32 67  1  0
M  END


  Mrv1652304282220272D          

 33 37  0  0  1  0            999 V2000
    4.2475    2.1537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5278    1.3777    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9960    0.7470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1838    0.8922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9035    1.6682    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4354    2.2989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0914    1.8134    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5596    1.1827    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8399    0.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6520    0.2615    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9323   -0.5144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4005   -1.1451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6808   -1.9210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5884   -0.9999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7475    1.3279    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4672    2.1038    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -0.5867    1.2845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0962    0.8215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8637    2.7283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.3828    4.6823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0592    4.1438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5528    3.4925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1073    2.8462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9451    0.5269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2487    0.4185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6232    2.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3399    1.2325    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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
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 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
  7 18  1  6  0  0  0
 16 19  1  0  0  0  0
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 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
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 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  2  0  0  0  0
 22 28  1  0  0  0  0
 16 29  1  6  0  0  0
 15 30  1  6  0  0  0
  8 31  1  6  0  0  0
  5 32  1  6  0  0  0
  2 33  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0073185

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)O[C@@H]1C[C@]2(O)[C@H](CC[C@]3(C)[C@H](CC[C@]23O)C2=COC(=O)C=C2)[C@@]2(C)CC[C@H](O)C=C12

> <INCHI_IDENTIFIER>
InChI=1S/C26H34O7/c1-15(27)33-20-13-25(30)21(23(2)9-6-17(28)12-19(20)23)8-10-24(3)18(7-11-26(24,25)31)16-4-5-22(29)32-14-16/h4-5,12,14,17-18,20-21,28,30-31H,6-11,13H2,1-3H3/t17-,18+,20+,21+,23-,24+,25-,26+/m0/s1

> <INCHI_KEY>
SOJXCEWHLPYBAF-KDVWZPTCSA-N

> <FORMULA>
C26H34O7

> <MOLECULAR_WEIGHT>
458.551

> <EXACT_MASS>
458.230453435

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
67

> <JCHEM_AVERAGE_POLARIZABILITY>
48.423447279057925

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2R,5S,8R,10S,11R,14S,15R)-5,10,11-trihydroxy-2,15-dimethyl-14-(2-oxo-2H-pyran-5-yl)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-8-yl acetate

> <ALOGPS_LOGP>
1.85

> <JCHEM_LOGP>
1.1612175146666668

> <ALOGPS_LOGS>
-3.83

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.278971783194603

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.045324087521863

> <JCHEM_PKA_STRONGEST_BASIC>
-2.854686228046142

> <JCHEM_POLAR_SURFACE_AREA>
113.29

> <JCHEM_REFRACTIVITY>
121.18219999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.71e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,5S,8R,10S,11R,14S,15R)-5,10,11-trihydroxy-2,15-dimethyl-14-(6-oxopyran-3-yl)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-8-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       7.929   4.020   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.452   2.572   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.459   1.394   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.943   1.666   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.420   3.114   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.413   4.291   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.904   3.385   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.911   2.208   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.434   0.759   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.950   0.488   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       5.474  -0.960   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       4.481  -2.138   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       5.004  -3.586   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       2.965  -1.866   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.395   2.479   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.872   3.927   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.865   5.104   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.381   4.833   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.667   3.877   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.095   2.398   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.179   1.534   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.612   5.093   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -3.138   4.882   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -4.083   6.098   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -3.503   7.525   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -4.448   8.740   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -1.977   7.735   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -1.032   6.519   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.200   5.313   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       1.764   0.984   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       2.331   0.781   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       4.897   4.562   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       9.968   2.301   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   33                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7   32                                             
CONECT    6    5    1                                                       
CONECT    7    5    8   18                                                  
CONECT    8    7    9   15   31                                             
CONECT    9    8   10                                                       
CONECT   10    9    4   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15    8   16   21   30                                             
CONECT   16   15   17   19   29                                             
CONECT   17   16   18                                                       
CONECT   18   17    7                                                       
CONECT   19   16   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20   15                                                       
CONECT   22   19   23   28                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   22                                                       
CONECT   29   16                                                            
CONECT   30   15                                                            
CONECT   31    8                                                            
CONECT   32    5                                                            
CONECT   33    2                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   74    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₆H₃₄O₇

Average Mass

458.5510 Da

Monoisotopic Mass

458.23045 Da

IUPAC Name

(1R,2R,5S,8R,10S,11R,14S,15R)-5,10,11-trihydroxy-2,15-dimethyl-14-(2-oxo-2H-pyran-5-yl)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-8-yl acetate

Traditional Name

(1R,2R,5S,8R,10S,11R,14S,15R)-5,10,11-trihydroxy-2,15-dimethyl-14-(6-oxopyran-3-yl)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-8-yl acetate

CAS Registry Number

Not Available

SMILES

CC(=O)O[C@@H]1C[C@]2(O)[C@H](CC[C@]3(C)[C@H](CC[C@]23O)C2=COC(=O)C=C2)[C@@]2(C)CC[C@H](O)C=C12

InChI Identifier

InChI=1S/C26H34O7/c1-15(27)33-20-13-25(30)21(23(2)9-6-17(28)12-19(20)23)8-10-24(3)18(7-11-26(24,25)31)16-4-5-22(29)32-14-16/h4-5,12,14,17-18,20-21,28,30-31H,6-11,13H2,1-3H3/t17-,18+,20+,21+,23-,24+,25-,26+/m0/s1

InChI Key

SOJXCEWHLPYBAF-KDVWZPTCSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Drimia maritima	Plant	KNApSAcK
Sekanama sanguinea	LOTUS Database	35616633

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
Steroid ester
3-hydroxy-delta-4-steroid
3-hydroxysteroid
3-beta-hydroxysteroid
14-hydroxysteroid
Hydroxysteroid
Delta-4-steroid
Pyranone
Pyran
Heteroaromatic compound
Cyclic alcohol
Tertiary alcohol
Carboxylic acid ester
Secondary alcohol
Lactone
Polyol
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organic oxide
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Alcohol
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

steroid lactone (CHEBI:37417 )

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	1.85	ALOGPS
logP	1.16	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	13.05	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	113.29 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	121.18 m³·mol⁻¹	ChemAxon
Polarizability	48.42 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

C00033377

Chemspider ID

19953390

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12315397

PDB ID

Not Available

ChEBI ID

37417

Good Scents ID

Not Available

References

General References

Kopp B, Krenn L, Draxler M, Hoyer A, Terkola R, Vallaster P, Robien W: Bufadienolides from Urginea maritima from Egypt. Phytochemistry. 1996 May;42(2):513-22. doi: 10.1016/0031-9422(95)00876-4. [PubMed:8688179 ]

Showing NP-Card for Scillirosidin (NP0073185)

MOL for NP0073185 (Scillirosidin)

3D MOL for NP0073185 (Scillirosidin)

3D SDF for NP0073185 (Scillirosidin)

3D-SDF for NP0073185 (Scillirosidin)

PDB for NP0073185 (Scillirosidin)

3D PDB for NP0073185 (Scillirosidin)

SMILES for NP0073185 (Scillirosidin)

INCHI for NP0073185 (Scillirosidin)

Structure for NP0073185 (Scillirosidin)

3D Structure for NP0073185 (Scillirosidin)