NP-MRD: Showing NP-Card for 2-{[3-hydroxy-2-(hydroxymethyl)-6-{5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]oxy}-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-4-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol (NP0184597)

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Record Information

Version

2.0

Created at

2022-09-03 23:45:41 UTC

Updated at

2022-09-03 23:45:41 UTC

NP-MRD ID

NP0184597

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-{[3-hydroxy-2-(hydroxymethyl)-6-{5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]oxy}-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-4-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

Description

Schidigerasaponin D3 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. 2-{[3-hydroxy-2-(hydroxymethyl)-6-{5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]oxy}-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-4-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol is found in Yucca gloriosa, Yucca guatemalensis and Yucca schidigera. Schidigerasaponin D3 is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 02241209092D          

 63 71  0  0  0  0            999 V2000
    0.8295    1.4131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8295    0.5883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1161    1.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5987    0.5883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5987   -0.2365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1161   -0.6488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8295   -0.2365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5444   -0.6488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2580   -0.2365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2580    0.5883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5444    1.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5444    1.8256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2580    2.2380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9729    1.8256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0595    2.6464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3136   -0.6488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9729    1.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7578    0.7464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2418    1.4131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0268    1.6689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0268    2.4937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7801    2.1569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4483    2.6423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.0285    3.9484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.2418    2.7481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9874    3.5331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6083    3.7985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9402    3.3132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0271   -0.2365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.0271   -1.8861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8852   -0.2365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.3136   -3.1235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5987   -2.7111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5987   -1.8861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.5987   -0.6488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.1161   -1.4738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8295   -1.8861    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5987    1.8256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3136    2.2380    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
  2  7  1  0  0  0  0
  2 11  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5 16  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
 10 17  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 17  1  0  0  0  0
 14 26  1  0  0  0  0
 16 31  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 26  1  0  0  0  0
 20 21  1  0  0  0  0
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 21 27  1  0  0  0  0
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 22 23  1  0  0  0  0
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 31 36  1  0  0  0  0
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 52 53  1  0  0  0  0
 52 62  1  0  0  0  0
 60 61  1  0  0  0  0
 62 63  1  0  0  0  0
M  END

     RDKit          3D

137145  0  0  0  0  0  0  0  0999 V2000
    7.1454    1.4299    3.7247 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7397    0.3770    2.8580 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8993   -0.6705    2.3162 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.3959   -0.8529    0.9019 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1831   -1.3223    0.1131 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1742   -1.6500    1.1683 C   0  0  2  0  0  0  0  0  0  0  0  0
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    3.8166   -2.2857   -0.7108 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.3874   -1.6556   -0.6560 C   0  0  2  0  0  0  0  0  0  0  0  0
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M  END


  Mrv0541 02241209092D          

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M  END
> <DATABASE_ID>
NP0184597

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1C2C(CC3C4CCC5CC(CCC5(C)C4CCC23C)OC2OC(CO)C(O)C(OC3OC(CO)C(O)C(O)C3O)C2OC2OC(CO)C(O)C(O)C2O)OC11CCC(C)CO1

> <INCHI_IDENTIFIER>
InChI=1S/C45H74O18/c1-19-7-12-45(56-18-19)20(2)30-26(63-45)14-25-23-6-5-21-13-22(8-10-43(21,3)24(23)9-11-44(25,30)4)57-42-39(62-41-37(55)35(53)32(50)28(16-47)59-41)38(33(51)29(17-48)60-42)61-40-36(54)34(52)31(49)27(15-46)58-40/h19-42,46-55H,5-18H2,1-4H3

> <INCHI_KEY>
DKEFDSJGKPNAQN-UHFFFAOYSA-N

> <FORMULA>
C45H74O18

> <MOLECULAR_WEIGHT>
903.0583

> <EXACT_MASS>
902.487515564

> <JCHEM_ACCEPTOR_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
97.41914585651207

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-{[3-hydroxy-2-(hydroxymethyl)-6-{5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]oxy}-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-4-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <ALOGPS_LOGP>
0.03

> <JCHEM_LOGP>
0.020377998333338254

> <ALOGPS_LOGS>
-3.13

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
9

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.367885770384373

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.879163068508216

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981090991097746

> <JCHEM_POLAR_SURFACE_AREA>
276.14

> <JCHEM_REFRACTIVITY>
216.65580000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.70e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{[3-hydroxy-2-(hydroxymethyl)-6-{5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]oxy}-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-4-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       1.548   2.638   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.548   1.098   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.217   1.868   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.118   1.098   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.118  -0.441   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.217  -1.211   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.548  -0.441   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.883  -1.211   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.215  -0.441   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.215   1.098   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.883   1.868   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.883   3.408   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.215   4.178   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.549   3.408   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.711   4.940   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -2.452  -1.211   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       5.549   1.868   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.015   1.393   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.918   2.638   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       9.383   3.115   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       9.383   4.655   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.790   4.026   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      12.037   4.932   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      11.875   6.464   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      13.120   7.370   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.015   3.885   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       7.918   5.130   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       7.443   6.595   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      10.469   7.091   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       9.222   6.185   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -3.784  -0.441   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -3.784   1.098   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      -5.118   1.868   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -6.450   1.098   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -6.450  -0.441   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -5.118  -1.211   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      -5.118  -2.751   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      -7.785  -1.211   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      -7.785   1.868   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      -5.118   3.408   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      -6.450   4.178   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0      -3.784  -3.521   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -9.119  -0.441   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      -3.784  -5.061   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      -2.452  -5.831   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      -1.118  -5.061   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      -1.118  -3.521   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0      -2.452  -2.751   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0     -10.451  -1.211   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0     -11.785  -0.441   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0     -11.785   1.098   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0     -10.451   1.868   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0      -9.119   1.098   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0     -10.451  -2.751   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0     -13.120  -1.211   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0     -13.120   1.868   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0      -5.118  -5.831   0.000  0.00  0.00           O+0
HETATM   58  O   UNK     0      -2.452  -7.370   0.000  0.00  0.00           O+0
HETATM   59  O   UNK     0       0.217  -5.831   0.000  0.00  0.00           O+0
HETATM   60  C   UNK     0       0.217  -2.751   0.000  0.00  0.00           C+0
HETATM   61  O   UNK     0       1.548  -3.521   0.000  0.00  0.00           O+0
HETATM   62  C   UNK     0     -10.451   3.408   0.000  0.00  0.00           C+0
HETATM   63  O   UNK     0     -11.785   4.178   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7   11                                             
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   16                                                  
CONECT    6    5    7                                                       
CONECT    7    2    6    8                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   17                                                  
CONECT   11    2   10   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   17   26                                             
CONECT   15   14                                                            
CONECT   16    5   31                                                       
CONECT   17   10   14   18                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   26                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   27   30                                             
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   29                                                  
CONECT   25   24                                                            
CONECT   26   14   19   27                                                  
CONECT   27   21   26   28                                                  
CONECT   28   27                                                            
CONECT   29   24   30                                                       
CONECT   30   21   29                                                       
CONECT   31   16   32   36                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34   40                                                  
CONECT   34   33   35   39                                                  
CONECT   35   34   36   38                                                  
CONECT   36   31   35   37                                                  
CONECT   37   36   42                                                       
CONECT   38   35   43                                                       
CONECT   39   34                                                            
CONECT   40   33   41                                                       
CONECT   41   40                                                            
CONECT   42   37   44   48                                                  
CONECT   43   38   49   53                                                  
CONECT   44   42   45   57                                                  
CONECT   45   44   46   58                                                  
CONECT   46   45   47   59                                                  
CONECT   47   46   48   60                                                  
CONECT   48   42   47                                                       
CONECT   49   43   50   54                                                  
CONECT   50   49   51   55                                                  
CONECT   51   50   52   56                                                  
CONECT   52   51   53   62                                                  
CONECT   53   43   52                                                       
CONECT   54   49                                                            
CONECT   55   50                                                            
CONECT   56   51                                                            
CONECT   57   44                                                            
CONECT   58   45                                                            
CONECT   59   46                                                            
CONECT   60   47   61                                                       
CONECT   61   60                                                            
CONECT   62   52   63                                                       
CONECT   63   62                                                            
MASTER        0    0    0    0    0    0    0    0   63    0  142    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₅H₇₄O₁₈

Average Mass

903.0583 Da

Monoisotopic Mass

902.48752 Da

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

CC1C2C(CC3C4CCC5CC(CCC5(C)C4CCC23C)OC2OC(CO)C(O)C(OC3OC(CO)C(O)C(O)C3O)C2OC2OC(CO)C(O)C(O)C2O)OC11CCC(C)CO1

InChI Identifier

InChI=1S/C45H74O18/c1-19-7-12-45(56-18-19)20(2)30-26(63-45)14-25-23-6-5-21-13-22(8-10-43(21,3)24(23)9-11-44(25,30)4)57-42-39(62-41-37(55)35(53)32(50)28(16-47)59-41)38(33(51)29(17-48)60-42)61-40-36(54)34(52)31(49)27(15-46)58-40/h19-42,46-55H,5-18H2,1-4H3

InChI Key

DKEFDSJGKPNAQN-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
Yucca gloriosa	LOTUS Database	35616633
Yucca guatemalensis	LOTUS Database	35616633
Yucca schidigera	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
Glycosyl compound
O-glycosyl compound
Ketal
Oxane
Tetrahydrofuran
Secondary alcohol
Polyol
Organoheterocyclic compound
Oxacycle
Acetal
Primary alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Alcohol
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	0.03	ALOGPS
logP	0.02	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	11.88	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	18	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	276.14 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	216.66 m³·mol⁻¹	ChemAxon
Polarizability	97.42 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

HMDB0036247

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB015106

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

73109547

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-{[3-hydroxy-2-(hydroxymethyl)-6-{5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]oxy}-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-4-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol (NP0184597)

MOL for NP0184597 (2-{[3-hydroxy-2-(hydroxymethyl)-6-{5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]oxy}-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-4-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D MOL for NP0184597 (2-{[3-hydroxy-2-(hydroxymethyl)-6-{5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]oxy}-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-4-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D SDF for NP0184597 (2-{[3-hydroxy-2-(hydroxymethyl)-6-{5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]oxy}-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-4-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D-SDF for NP0184597 (2-{[3-hydroxy-2-(hydroxymethyl)-6-{5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]oxy}-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-4-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

PDB for NP0184597 (2-{[3-hydroxy-2-(hydroxymethyl)-6-{5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]oxy}-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-4-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D PDB for NP0184597 (2-{[3-hydroxy-2-(hydroxymethyl)-6-{5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]oxy}-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-4-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

SMILES for NP0184597 (2-{[3-hydroxy-2-(hydroxymethyl)-6-{5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]oxy}-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-4-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

INCHI for NP0184597 (2-{[3-hydroxy-2-(hydroxymethyl)-6-{5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]oxy}-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-4-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

Structure for NP0184597 (2-{[3-hydroxy-2-(hydroxymethyl)-6-{5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]oxy}-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-4-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D Structure for NP0184597 (2-{[3-hydroxy-2-(hydroxymethyl)-6-{5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]oxy}-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-4-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)