NP-MRD: Showing NP-Card for 4,5-bis(acetyloxy)-6-[(2-{3-[(3,4-dihydroxy-6-methyl-5-oxooxan-2-yl)oxy]-7',9',13'-trimethyl-5-methylidene-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-ene-4,16'-dioloxy}-4,5-dihydroxyoxan-3-yl)oxy]-2-methyloxan-3-yl acetate (NP0271934)

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Record Information

Version

2.0

Created at

2022-09-08 18:23:26 UTC

Updated at

2022-09-08 18:23:26 UTC

NP-MRD ID

NP0271934

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4,5-bis(acetyloxy)-6-[(2-{3-[(3,4-dihydroxy-6-methyl-5-oxooxan-2-yl)oxy]-7',9',13'-trimethyl-5-methylidene-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-ene-4,16'-dioloxy}-4,5-dihydroxyoxan-3-yl)oxy]-2-methyloxan-3-yl acetate

Description

4,5-Bis(acetyloxy)-2-[(2-{3-[(3,4-dihydroxy-6-methyl-5-oxooxan-2-yl)oxy]-7',9',13'-trimethyl-5-methylidene-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]Icosan]-18'-ene-4,16'-dioloxy}-4,5-dihydroxyoxan-3-yl)oxy]-6-methyloxan-3-yl acetate 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. 4,5-bis(acetyloxy)-6-[(2-{3-[(3,4-dihydroxy-6-methyl-5-oxooxan-2-yl)oxy]-7',9',13'-trimethyl-5-methylidene-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-ene-4,16'-dioloxy}-4,5-dihydroxyoxan-3-yl)oxy]-2-methyloxan-3-yl acetate is found in Ruscus aculeatus. Based on a literature review very few articles have been published on 4,5-bis(acetyloxy)-2-[(2-{3-[(3,4-dihydroxy-6-methyl-5-oxooxan-2-yl)oxy]-7',9',13'-trimethyl-5-methylidene-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]Icosan]-18'-ene-4,16'-dioloxy}-4,5-dihydroxyoxan-3-yl)oxy]-6-methyloxan-3-yl acetate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082220232D          

 71 79  0  0  0  0            999 V2000
    4.3030   -3.2858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.2682   -1.6397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  2  0  0  0  0
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 18 48  1  0  0  0  0
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 52 53  1  0  0  0  0
  9 53  1  0  0  0  0
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  7 55  1  0  0  0  0
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 68 69  1  0  0  0  0
 58 70  1  0  0  0  0
  2 70  1  0  0  0  0
 70 71  1  0  0  0  0
M  END

     RDKit          3D

143151  0  0  0  0  0  0  0  0999 V2000
    8.5073   -1.1180    2.2976 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9093   -0.2342    1.5081 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.8428   -1.9506    1.8583 C   0  0  1  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652309082220232D          

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 45 47  2  0  0  0  0
 18 48  1  0  0  0  0
 13 48  1  0  0  0  0
 48 49  1  0  0  0  0
 48 50  1  0  0  0  0
 10 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
  9 53  1  0  0  0  0
 53 54  1  0  0  0  0
 53 55  1  0  0  0  0
  7 55  1  0  0  0  0
 55 56  1  0  0  0  0
  5 56  1  0  0  0  0
 56 57  1  0  0  0  0
  5 58  1  0  0  0  0
 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
 62 63  1  0  0  0  0
 62 64  1  0  0  0  0
 64 65  2  0  0  0  0
 64 66  1  0  0  0  0
 66 67  1  0  0  0  0
 66 68  1  0  0  0  0
 60 68  1  0  0  0  0
 68 69  1  0  0  0  0
 58 70  1  0  0  0  0
  2 70  1  0  0  0  0
 70 71  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0271934

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1C2C(CC3C4CC=C5CC(O)CC(OC6OCC(O)C(O)C6OC6OC(C)C(OC(C)=O)C(OC(C)=O)C6OC(C)=O)C5(C)C4CCC23C)OC11OCC(=C)C(O)C1OC1OC(C)C(=O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C50H72O21/c1-19-17-62-50(44(35(19)56)70-45-39(60)38(59)36(57)21(3)63-45)20(2)34-32(71-50)16-30-28-11-10-26-14-27(54)15-33(49(26,9)29(28)12-13-48(30,34)8)68-46-41(37(58)31(55)18-61-46)69-47-43(67-25(7)53)42(66-24(6)52)40(22(4)64-47)65-23(5)51/h10,20-22,27-35,37-47,54-56,58-60H,1,11-18H2,2-9H3

> <INCHI_KEY>
JSWNYMYOFCTRDA-UHFFFAOYSA-N

> <FORMULA>
C50H72O21

> <MOLECULAR_WEIGHT>
1009.105

> <EXACT_MASS>
1008.456609338

> <JCHEM_ACCEPTOR_COUNT>
18

> <JCHEM_ATOM_COUNT>
143

> <JCHEM_AVERAGE_POLARIZABILITY>
104.00499339090572

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4,5-bis(acetyloxy)-6-[(2-{3-[(3,4-dihydroxy-6-methyl-5-oxooxan-2-yl)oxy]-7',9',13'-trimethyl-5-methylidene-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0^{2,9}.0^{4,8}.0^{13,18}]icosan]-18'-ene-4,16'-dioloxy}-4,5-dihydroxyoxan-3-yl)oxy]-2-methyloxan-3-yl acetate

> <JCHEM_LOGP>
0.9390103556666669

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
9

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.619477995585058

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.841845202812264

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7504752716101084

> <JCHEM_POLAR_SURFACE_AREA>
291.19

> <JCHEM_REFRACTIVITY>
238.7747000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
4,5-bis(acetyloxy)-6-[(2-{3-[(3,4-dihydroxy-6-methyl-5-oxooxan-2-yl)oxy]-7',9',13'-trimethyl-5-methylidene-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0^{2,9}.0^{4,8}.0^{13,18}]icosan]-18'-ene-4,16'-dioloxy}-4,5-dihydroxyoxan-3-yl)oxy]-2-methyloxan-3-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0       8.032  -6.134   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.552  -5.884   0.000  0.00  0.00           C+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  O   UNK     0      13.282  -4.008   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      14.805  -4.240   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      16.173  -3.533   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      17.268  -4.616   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      18.805  -4.526   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      19.497  -3.150   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      21.034  -3.061   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      21.880  -4.347   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      23.418  -4.258   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      24.264  -5.545   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      25.801  -5.455   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      23.573  -6.921   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      22.035  -7.010   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      21.344  -8.386   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      22.190  -9.673   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      23.728  -9.584   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      24.574 -10.870   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      23.883 -12.247   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      24.729 -13.533   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      22.345 -12.336   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      21.654 -13.712   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      21.499 -11.049   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      19.962 -11.139   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      19.270 -12.515   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      20.117 -13.802   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      19.425 -15.178   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      20.272 -16.465   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      17.888 -15.267   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      17.197 -16.644   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      18.043 -17.930   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      19.580 -17.841   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      17.352 -19.306   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      17.042 -13.981   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      15.504 -14.070   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      14.813 -15.446   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      15.659 -16.733   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      13.276 -15.536   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0      17.733 -12.605   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      16.887 -11.318   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0      17.578  -9.942   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      16.732  -8.655   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0      19.115  -9.852   0.000  0.00  0.00           O+0
HETATM   48  C   UNK     0      21.189  -5.724   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      20.498  -7.100   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      19.652  -5.813   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      18.960  -7.189   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      17.423  -7.279   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      16.577  -5.992   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      15.746  -7.289   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      15.054  -5.760   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      13.686  -6.467   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      13.936  -7.987   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      12.048  -6.825   0.000  0.00  0.00           C+0
HETATM   59  O   UNK     0      13.024  -8.017   0.000  0.00  0.00           O+0
HETATM   60  C   UNK     0      12.480  -9.457   0.000  0.00  0.00           C+0
HETATM   61  O   UNK     0      10.960  -9.707   0.000  0.00  0.00           O+0
HETATM   62  C   UNK     0      10.417 -11.148   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0       8.897 -11.398   0.000  0.00  0.00           C+0
HETATM   64  C   UNK     0      11.393 -12.339   0.000  0.00  0.00           C+0
HETATM   65  O   UNK     0      10.849 -13.780   0.000  0.00  0.00           O+0
HETATM   66  C   UNK     0      12.913 -12.089   0.000  0.00  0.00           C+0
HETATM   67  O   UNK     0      13.889 -13.281   0.000  0.00  0.00           O+0
HETATM   68  C   UNK     0      13.456 -10.649   0.000  0.00  0.00           C+0
HETATM   69  O   UNK     0      14.976 -10.399   0.000  0.00  0.00           O+0
HETATM   70  C   UNK     0      10.528  -7.075   0.000  0.00  0.00           C+0
HETATM   71  O   UNK     0       9.984  -8.516   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   70                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   56   58                                             
CONECT    6    5    7                                                       
CONECT    7    6    8   55                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   53                                                  
CONECT   10    9   11   50                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   48                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19   48                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   27                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   20   28                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   43                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34   38                                                  
CONECT   34   33   35                                                       
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35                                                            
CONECT   38   33   39   43                                                  
CONECT   39   38   40                                                       
CONECT   40   39   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40                                                            
CONECT   43   38   29   44                                                  
CONECT   44   43   45                                                       
CONECT   45   44   46   47                                                  
CONECT   46   45                                                            
CONECT   47   45                                                            
CONECT   48   18   13   49   50                                             
CONECT   49   48                                                            
CONECT   50   48   10   51                                                  
CONECT   51   50   52                                                       
CONECT   52   51   53                                                       
CONECT   53   52    9   54   55                                             
CONECT   54   53                                                            
CONECT   55   53    7   56                                                  
CONECT   56   55    5   57                                                  
CONECT   57   56                                                            
CONECT   58    5   59   70                                                  
CONECT   59   58   60                                                       
CONECT   60   59   61   68                                                  
CONECT   61   60   62                                                       
CONECT   62   61   63   64                                                  
CONECT   63   62                                                            
CONECT   64   62   65   66                                                  
CONECT   65   64                                                            
CONECT   66   64   67   68                                                  
CONECT   67   66                                                            
CONECT   68   66   60   69                                                  
CONECT   69   68                                                            
CONECT   70   58    2   71                                                  
CONECT   71   70                                                            
MASTER        0    0    0    0    0    0    0    0   71    0  158    0
END

View in JSmol

Synonyms

Value	Source
4,5-Bis(acetyloxy)-2-[(2-{3-[(3,4-dihydroxy-6-methyl-5-oxooxan-2-yl)oxy]-7',9',13'-trimethyl-5-methylidene-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0,.0,.0,]icosan]-18'-ene-4,16'-dioloxy}-4,5-dihydroxyoxan-3-yl)oxy]-6-methyloxan-3-yl acetic acid	Generator

Chemical Formula

C₅₀H₇₂O₂₁

Average Mass

1009.1050 Da

Monoisotopic Mass

1008.45661 Da

IUPAC Name

4,5-bis(acetyloxy)-6-[(2-{3-[(3,4-dihydroxy-6-methyl-5-oxooxan-2-yl)oxy]-7',9',13'-trimethyl-5-methylidene-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0^{2,9}.0^{4,8}.0^{13,18}]icosan]-18'-ene-4,16'-dioloxy}-4,5-dihydroxyoxan-3-yl)oxy]-2-methyloxan-3-yl acetate

Traditional Name

CAS Registry Number

Not Available

SMILES

CC1C2C(CC3C4CC=C5CC(O)CC(OC6OCC(O)C(O)C6OC6OC(C)C(OC(C)=O)C(OC(C)=O)C6OC(C)=O)C5(C)C4CCC23C)OC11OCC(=C)C(O)C1OC1OC(C)C(=O)C(O)C1O

InChI Identifier

InChI=1S/C50H72O21/c1-19-17-62-50(44(35(19)56)70-45-39(60)38(59)36(57)21(3)63-45)20(2)34-32(71-50)16-30-28-11-10-26-14-27(54)15-33(49(26,9)29(28)12-13-48(30,34)8)68-46-41(37(58)31(55)18-61-46)69-47-43(67-25(7)53)42(66-24(6)52)40(22(4)64-47)65-23(5)51/h10,20-22,27-35,37-47,54-56,58-60H,1,11-18H2,2-9H3

InChI Key

JSWNYMYOFCTRDA-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
Ruscus aculeatus	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
24-hydroxysteroid
3-hydroxy-delta-5-steroid
3-hydroxysteroid
Hydroxysteroid
Delta-5-steroid
Disaccharide
Glycosyl compound
O-glycosyl compound
Tricarboxylic acid or derivatives
Ketal
Oxane
Tetrahydrofuran
Cyclic alcohol
Secondary alcohol
Ketone
Cyclic ketone
Carboxylic acid ester
Organoheterocyclic compound
Oxacycle
Acetal
Carboxylic acid derivative
Organooxygen compound
Organic oxide
Carbonyl group
Alcohol
Hydrocarbon derivative
Organic oxygen 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	0.94	ChemAxon
pKa (Strongest Acidic)	10.84	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	18	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	291.19 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	238.77 m³·mol⁻¹	ChemAxon
Polarizability	104 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

162847191

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 4,5-bis(acetyloxy)-6-[(2-{3-[(3,4-dihydroxy-6-methyl-5-oxooxan-2-yl)oxy]-7',9',13'-trimethyl-5-methylidene-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-ene-4,16'-dioloxy}-4,5-dihydroxyoxan-3-yl)oxy]-2-methyloxan-3-yl acetate (NP0271934)

MOL for NP0271934 (4,5-bis(acetyloxy)-6-[(2-{3-[(3,4-dihydroxy-6-methyl-5-oxooxan-2-yl)oxy]-7',9',13'-trimethyl-5-methylidene-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-ene-4,16'-dioloxy}-4,5-dihydroxyoxan-3-yl)oxy]-2-methyloxan-3-yl acetate)

3D MOL for NP0271934 (4,5-bis(acetyloxy)-6-[(2-{3-[(3,4-dihydroxy-6-methyl-5-oxooxan-2-yl)oxy]-7',9',13'-trimethyl-5-methylidene-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-ene-4,16'-dioloxy}-4,5-dihydroxyoxan-3-yl)oxy]-2-methyloxan-3-yl acetate)

3D SDF for NP0271934 (4,5-bis(acetyloxy)-6-[(2-{3-[(3,4-dihydroxy-6-methyl-5-oxooxan-2-yl)oxy]-7',9',13'-trimethyl-5-methylidene-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-ene-4,16'-dioloxy}-4,5-dihydroxyoxan-3-yl)oxy]-2-methyloxan-3-yl acetate)

3D-SDF for NP0271934 (4,5-bis(acetyloxy)-6-[(2-{3-[(3,4-dihydroxy-6-methyl-5-oxooxan-2-yl)oxy]-7',9',13'-trimethyl-5-methylidene-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-ene-4,16'-dioloxy}-4,5-dihydroxyoxan-3-yl)oxy]-2-methyloxan-3-yl acetate)

PDB for NP0271934 (4,5-bis(acetyloxy)-6-[(2-{3-[(3,4-dihydroxy-6-methyl-5-oxooxan-2-yl)oxy]-7',9',13'-trimethyl-5-methylidene-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-ene-4,16'-dioloxy}-4,5-dihydroxyoxan-3-yl)oxy]-2-methyloxan-3-yl acetate)

3D PDB for NP0271934 (4,5-bis(acetyloxy)-6-[(2-{3-[(3,4-dihydroxy-6-methyl-5-oxooxan-2-yl)oxy]-7',9',13'-trimethyl-5-methylidene-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-ene-4,16'-dioloxy}-4,5-dihydroxyoxan-3-yl)oxy]-2-methyloxan-3-yl acetate)

SMILES for NP0271934 (4,5-bis(acetyloxy)-6-[(2-{3-[(3,4-dihydroxy-6-methyl-5-oxooxan-2-yl)oxy]-7',9',13'-trimethyl-5-methylidene-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-ene-4,16'-dioloxy}-4,5-dihydroxyoxan-3-yl)oxy]-2-methyloxan-3-yl acetate)

INCHI for NP0271934 (4,5-bis(acetyloxy)-6-[(2-{3-[(3,4-dihydroxy-6-methyl-5-oxooxan-2-yl)oxy]-7',9',13'-trimethyl-5-methylidene-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-ene-4,16'-dioloxy}-4,5-dihydroxyoxan-3-yl)oxy]-2-methyloxan-3-yl acetate)

Structure for NP0271934 (4,5-bis(acetyloxy)-6-[(2-{3-[(3,4-dihydroxy-6-methyl-5-oxooxan-2-yl)oxy]-7',9',13'-trimethyl-5-methylidene-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-ene-4,16'-dioloxy}-4,5-dihydroxyoxan-3-yl)oxy]-2-methyloxan-3-yl acetate)

3D Structure for NP0271934 (4,5-bis(acetyloxy)-6-[(2-{3-[(3,4-dihydroxy-6-methyl-5-oxooxan-2-yl)oxy]-7',9',13'-trimethyl-5-methylidene-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-ene-4,16'-dioloxy}-4,5-dihydroxyoxan-3-yl)oxy]-2-methyloxan-3-yl acetate)