NP-MRD: Showing NP-Card for (3,4,5-trihydroxy-6-{[4-hydroxy-2-(hydroxymethyl)-6-{6-methoxy-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-en-8'-oloxy}-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-3-yl]oxy}oxan-2-yl)methyl acetate (NP0211721)

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Record Information

Version

2.0

Created at

2022-09-05 10:07:16 UTC

Updated at

2022-09-05 10:07:17 UTC

NP-MRD ID

NP0211721

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3,4,5-trihydroxy-6-{[4-hydroxy-2-(hydroxymethyl)-6-{6-methoxy-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-en-8'-oloxy}-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-3-yl]oxy}oxan-2-yl)methyl acetate

Description

(3,4,5-Trihydroxy-6-{[4-hydroxy-2-(hydroxymethyl)-6-{6-methoxy-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]Icosan]-18'-en-8'-oloxy}-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-3-yl]oxy}oxan-2-yl)methyl acetate belongs to the class of organic compounds known as steroidal saponins. These are saponins in which the aglycone moiety is a steroid. (3,4,5-trihydroxy-6-{[4-hydroxy-2-(hydroxymethyl)-6-{6-methoxy-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-en-8'-oloxy}-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-3-yl]oxy}oxan-2-yl)methyl acetate is found in Lilium candidum. The steroidal aglycone is usually a spirostane, furostane, spirosolane, solanidane, or curcubitacin derivative (3,4,5-trihydroxy-6-{[4-hydroxy-2-(hydroxymethyl)-6-{6-methoxy-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]Icosan]-18'-en-8'-oloxy}-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-3-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


  Mrv1533004151520052D          

 68 76  0  0  0  0            999 V2000
    4.0713   -1.8758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.2223   -2.2464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    6.4540   -3.6564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6399   -3.7902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.3030   -3.2858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1155   -2.1473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9311   -2.2716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6640   -1.8929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2507   -2.4728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0743   -2.4249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.3512   -3.0662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   18.1062   -5.5358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   17.7359   -6.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1892   -6.9623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9123   -6.3209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5420   -7.0582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   12.7112   -5.1341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.7942   -6.5606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2476   -7.2499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9706   -6.6086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6003   -7.3458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5173   -5.9193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6937   -5.9672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8876   -5.1821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4343   -4.4928    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
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 13 14  1  0  0  0  0
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 29 30  1  0  0  0  0
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  5 31  1  0  0  0  0
 31 32  1  0  0  0  0
 19 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
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 46 47  2  0  0  0  0
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 49 50  1  0  0  0  0
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 51 52  1  0  0  0  0
 51 53  1  0  0  0  0
 41 53  1  0  0  0  0
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 39 55  1  0  0  0  0
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 55 57  1  0  0  0  0
 34 57  1  0  0  0  0
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 65 66  1  0  0  0  0
 65 67  1  0  0  0  0
 59 67  1  0  0  0  0
 67 68  1  0  0  0  0
M  END

     RDKit          3D

144152  0  0  0  0  0  0  0  0999 V2000
   11.6651   -1.1625   -1.7657 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1980   -1.2148   -0.4393 O   0  0  0  0  0  0  0  0  0  0  0  0
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    8.9741   -1.3636    0.1177 O   0  0  0  0  0  0  0  0  0  0  0  0
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   10.4699   -3.1579    0.6523 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.5488   -4.0037    0.0533 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1533004151520052D          

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 58 59  1  0  0  0  0
 59 60  1  0  0  0  0
 60 61  1  0  0  0  0
 61 62  1  0  0  0  0
 61 63  1  0  0  0  0
 63 64  1  0  0  0  0
 63 65  1  0  0  0  0
 65 66  1  0  0  0  0
 65 67  1  0  0  0  0
 59 67  1  0  0  0  0
 67 68  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0211721

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1OC2(CCC1C)OC1CC3C4CC=C5CC(CCC5(C)C4CCC3(C)C1(O)C2C)OC1OC(CO)C(OC2OC(COC(C)=O)C(O)C(O)C2O)C(O)C1OC1OC(C)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C48H76O20/c1-20-10-15-47(68-41(20)59-7)22(3)48(58)31(67-47)17-28-26-9-8-24-16-25(11-13-45(24,5)27(26)12-14-46(28,48)6)62-44-40(66-42-36(55)34(53)32(51)21(2)61-42)38(57)39(29(18-49)63-44)65-43-37(56)35(54)33(52)30(64-43)19-60-23(4)50/h8,20-22,25-44,49,51-58H,9-19H2,1-7H3

> <INCHI_KEY>
LBRIWUZLQKQROA-UHFFFAOYSA-N

> <FORMULA>
C48H76O20

> <MOLECULAR_WEIGHT>
973.116

> <EXACT_MASS>
972.492994847

> <JCHEM_ACCEPTOR_COUNT>
19

> <JCHEM_ATOM_COUNT>
144

> <JCHEM_AVERAGE_POLARIZABILITY>
103.71897351315639

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3,4,5-trihydroxy-6-{[4-hydroxy-2-(hydroxymethyl)-6-{6-methoxy-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-en-8'-oloxy}-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-3-yl]oxy}oxan-2-yl)methyl acetate

> <ALOGPS_LOGP>
1.09

> <JCHEM_LOGP>
0.6030262990000035

> <ALOGPS_LOGS>
-3.21

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
9

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.322052565363261

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.856264951446223

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6084858966486024

> <JCHEM_POLAR_SURFACE_AREA>
291.44

> <JCHEM_REFRACTIVITY>
231.88620000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.07e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3,4,5-trihydroxy-6-{[4-hydroxy-2-(hydroxymethyl)-6-{6-methoxy-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-en-8'-oloxy}-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-3-yl]oxy}oxan-2-yl)methyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-APR-15         0                                  
HETATM    1  C   UNK     0       7.600  -3.502   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       9.119  -3.252   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      10.095  -4.443   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      11.615  -4.193   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      12.591  -5.384   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.048  -6.825   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.528  -7.075   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.552  -5.884   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.032  -6.134   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      13.282  -4.008   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      14.805  -4.240   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      16.173  -3.533   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      17.268  -4.616   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      18.805  -4.526   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      19.497  -3.150   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      21.034  -3.061   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      21.880  -4.347   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      23.418  -4.258   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      24.264  -5.545   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      23.573  -6.921   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      22.035  -7.010   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      21.189  -5.724   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      20.498  -7.100   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      19.652  -5.813   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      18.960  -7.189   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      17.423  -7.279   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      16.577  -5.992   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      15.746  -7.289   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      15.054  -5.760   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      14.822  -7.282   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      13.686  -6.467   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      13.454  -7.989   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      25.801  -5.455   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      26.647  -6.742   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      28.185  -6.652   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      29.031  -7.939   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      30.568  -7.850   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      31.260  -6.473   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      28.340  -9.315   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      29.186 -10.602   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      30.723 -10.512   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      31.415  -9.136   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0      32.952  -9.047   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      33.643  -7.671   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0      32.797  -6.384   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0      33.488  -5.008   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0      32.642  -3.721   0.000  0.00  0.00           O+0
HETATM   48  C   UNK     0      35.026  -4.918   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      33.798 -10.333   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0      35.336 -10.244   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0      33.107 -11.710   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0      33.953 -12.996   0.000  0.00  0.00           O+0
HETATM   53  C   UNK     0      31.570 -11.799   0.000  0.00  0.00           C+0
HETATM   54  O   UNK     0      30.878 -13.175   0.000  0.00  0.00           O+0
HETATM   55  C   UNK     0      26.802  -9.405   0.000  0.00  0.00           C+0
HETATM   56  O   UNK     0      26.111 -10.781   0.000  0.00  0.00           O+0
HETATM   57  C   UNK     0      25.956  -8.118   0.000  0.00  0.00           C+0
HETATM   58  O   UNK     0      24.419  -8.208   0.000  0.00  0.00           O+0
HETATM   59  C   UNK     0      23.728  -9.584   0.000  0.00  0.00           C+0
HETATM   60  O   UNK     0      24.574 -10.870   0.000  0.00  0.00           O+0
HETATM   61  C   UNK     0      23.883 -12.247   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0      24.729 -13.533   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0      22.345 -12.336   0.000  0.00  0.00           C+0
HETATM   64  O   UNK     0      21.654 -13.712   0.000  0.00  0.00           O+0
HETATM   65  C   UNK     0      21.499 -11.049   0.000  0.00  0.00           C+0
HETATM   66  O   UNK     0      19.962 -11.139   0.000  0.00  0.00           O+0
HETATM   67  C   UNK     0      22.190  -9.673   0.000  0.00  0.00           C+0
HETATM   68  O   UNK     0      21.344  -8.386   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   10   31                                             
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    3    9                                                  
CONECT    9    8                                                            
CONECT   10    5   11                                                       
CONECT   11   10   12   29                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   27                                                  
CONECT   14   13   15   24                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   33                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   17   23   24                                             
CONECT   23   22                                                            
CONECT   24   22   14   25                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   13   28   29                                             
CONECT   28   27                                                            
CONECT   29   27   11   30   31                                             
CONECT   30   29                                                            
CONECT   31   29    5   32                                                  
CONECT   32   31                                                            
CONECT   33   19   34                                                       
CONECT   34   33   35   57                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37   39                                                  
CONECT   37   36   38                                                       
CONECT   38   37                                                            
CONECT   39   36   40   55                                                  
CONECT   40   39   41                                                       
CONECT   41   40   42   53                                                  
CONECT   42   41   43                                                       
CONECT   43   42   44   49                                                  
CONECT   44   43   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45   47   48                                                  
CONECT   47   46                                                            
CONECT   48   46                                                            
CONECT   49   43   50   51                                                  
CONECT   50   49                                                            
CONECT   51   49   52   53                                                  
CONECT   52   51                                                            
CONECT   53   51   41   54                                                  
CONECT   54   53                                                            
CONECT   55   39   56   57                                                  
CONECT   56   55                                                            
CONECT   57   55   34   58                                                  
CONECT   58   57   59                                                       
CONECT   59   58   60   67                                                  
CONECT   60   59   61                                                       
CONECT   61   60   62   63                                                  
CONECT   62   61                                                            
CONECT   63   61   64   65                                                  
CONECT   64   63                                                            
CONECT   65   63   66   67                                                  
CONECT   66   65                                                            
CONECT   67   65   59   68                                                  
CONECT   68   67                                                            
MASTER        0    0    0    0    0    0    0    0   68    0  152    0
END

View in JSmol

Synonyms

Value	Source
(3,4,5-Trihydroxy-6-{[4-hydroxy-2-(hydroxymethyl)-6-{6-methoxy-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0,.0,.0,]icosan]-18'-en-8'-oloxy}-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-3-yl]oxy}oxan-2-yl)methyl acetic acid	Generator
(3,4,5-Trihydroxy-6-{[4-hydroxy-2-(hydroxymethyl)-6-{6-methoxy-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-en-8'-oloxy}-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-3-yl]oxy}oxan-2-yl)methyl acetic acid	Generator

Chemical Formula

C₄₈H₇₆O₂₀

Average Mass

973.1160 Da

Monoisotopic Mass

972.49299 Da

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

COC1OC2(CCC1C)OC1CC3C4CC=C5CC(CCC5(C)C4CCC3(C)C1(O)C2C)OC1OC(CO)C(OC2OC(COC(C)=O)C(O)C(O)C2O)C(O)C1OC1OC(C)C(O)C(O)C1O

InChI Identifier

InChI=1S/C48H76O20/c1-20-10-15-47(68-41(20)59-7)22(3)48(58)31(67-47)17-28-26-9-8-24-16-25(11-13-45(24,5)27(26)12-14-46(28,48)6)62-44-40(66-42-36(55)34(53)32(51)21(2)61-42)38(57)39(29(18-49)63-44)65-43-37(56)35(54)33(52)30(64-43)19-60-23(4)50/h8,20-22,25-44,49,51-58H,9-19H2,1-7H3

InChI Key

LBRIWUZLQKQROA-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
Lilium candidum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as steroidal saponins. These are saponins in which the aglycone moiety is a steroid. The steroidal aglycone is usually a spirostane, furostane, spirosolane, solanidane, or curcubitacin derivative.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroidal glycosides

Direct Parent

Steroidal saponins

Alternative Parents

Substituents

Steroidal saponin
Triterpenoid
Spirostane skeleton
Oligosaccharide
Prostaglandin skeleton
Eicosanoid
17-hydroxysteroid
Hydroxysteroid
Delta-5-steroid
Glycosyl compound
O-glycosyl compound
Ketal
Fatty acyl
Oxane
Cyclic alcohol
Tetrahydrofuran
Tertiary alcohol
Carboxylic acid ester
Secondary alcohol
Monocarboxylic acid or derivatives
Acetal
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Polyol
Organic oxygen compound
Primary alcohol
Alcohol
Organic oxide
Hydrocarbon derivative
Carbonyl group
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	1.09	ALOGPS
logP	0.6	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	11.86	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	19	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	291.44 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	231.89 m³·mol⁻¹	ChemAxon
Polarizability	103.72 Å³	ChemAxon
Number of Rings	9	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

85203502

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (3,4,5-trihydroxy-6-{[4-hydroxy-2-(hydroxymethyl)-6-{6-methoxy-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-en-8'-oloxy}-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-3-yl]oxy}oxan-2-yl)methyl acetate (NP0211721)

MOL for NP0211721 ((3,4,5-trihydroxy-6-{[4-hydroxy-2-(hydroxymethyl)-6-{6-methoxy-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-en-8'-oloxy}-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-3-yl]oxy}oxan-2-yl)methyl acetate)

3D MOL for NP0211721 ((3,4,5-trihydroxy-6-{[4-hydroxy-2-(hydroxymethyl)-6-{6-methoxy-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-en-8'-oloxy}-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-3-yl]oxy}oxan-2-yl)methyl acetate)

3D SDF for NP0211721 ((3,4,5-trihydroxy-6-{[4-hydroxy-2-(hydroxymethyl)-6-{6-methoxy-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-en-8'-oloxy}-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-3-yl]oxy}oxan-2-yl)methyl acetate)

3D-SDF for NP0211721 ((3,4,5-trihydroxy-6-{[4-hydroxy-2-(hydroxymethyl)-6-{6-methoxy-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-en-8'-oloxy}-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-3-yl]oxy}oxan-2-yl)methyl acetate)

PDB for NP0211721 ((3,4,5-trihydroxy-6-{[4-hydroxy-2-(hydroxymethyl)-6-{6-methoxy-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-en-8'-oloxy}-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-3-yl]oxy}oxan-2-yl)methyl acetate)

3D PDB for NP0211721 ((3,4,5-trihydroxy-6-{[4-hydroxy-2-(hydroxymethyl)-6-{6-methoxy-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-en-8'-oloxy}-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-3-yl]oxy}oxan-2-yl)methyl acetate)

SMILES for NP0211721 ((3,4,5-trihydroxy-6-{[4-hydroxy-2-(hydroxymethyl)-6-{6-methoxy-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-en-8'-oloxy}-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-3-yl]oxy}oxan-2-yl)methyl acetate)

INCHI for NP0211721 ((3,4,5-trihydroxy-6-{[4-hydroxy-2-(hydroxymethyl)-6-{6-methoxy-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-en-8'-oloxy}-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-3-yl]oxy}oxan-2-yl)methyl acetate)

Structure for NP0211721 ((3,4,5-trihydroxy-6-{[4-hydroxy-2-(hydroxymethyl)-6-{6-methoxy-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-en-8'-oloxy}-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-3-yl]oxy}oxan-2-yl)methyl acetate)

3D Structure for NP0211721 ((3,4,5-trihydroxy-6-{[4-hydroxy-2-(hydroxymethyl)-6-{6-methoxy-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-en-8'-oloxy}-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-3-yl]oxy}oxan-2-yl)methyl acetate)