NP-MRD: Showing NP-Card for [18-({[6-({[3,4-dihydroxy-6-(hydroxymethyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}carbonyl)-1,2,6,6,9-pentamethyl-15-(prop-1-en-2-yl)-7-oxapentacyclo[11.7.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁸]icosan-8-yl]acetic acid (NP0295074)

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Record Information

Version

1.0

Created at

2022-09-10 03:53:21 UTC

Updated at

2022-09-10 03:53:21 UTC

NP-MRD ID

NP0295074

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[18-({[6-({[3,4-dihydroxy-6-(hydroxymethyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}carbonyl)-1,2,6,6,9-pentamethyl-15-(prop-1-en-2-yl)-7-oxapentacyclo[11.7.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁸]icosan-8-yl]acetic acid

Description

2-[18-({[6-({[3,4-Dihydroxy-6-(hydroxymethyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}carbonyl)-1,2,6,6,9-pentamethyl-15-(prop-1-en-2-yl)-7-oxapentacyclo[11.7.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁸]Icosan-8-yl]acetic acid belongs to the class of organic compounds known as diterpene glycosides. These are diterpenoids in which an isoprene unit is glycosylated. [18-({[6-({[3,4-dihydroxy-6-(hydroxymethyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}carbonyl)-1,2,6,6,9-pentamethyl-15-(prop-1-en-2-yl)-7-oxapentacyclo[11.7.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁸]icosan-8-yl]acetic acid is found in Eleutherococcus senticosus. 2-[18-({[6-({[3,4-Dihydroxy-6-(hydroxymethyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}carbonyl)-1,2,6,6,9-pentamethyl-15-(prop-1-en-2-yl)-7-oxapentacyclo[11.7.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁸]Icosan-8-yl]acetic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004231515142D          

 67 74  0  0  0  0            999 V2000
   -3.4505   -0.3793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.7492   -3.2215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9288   -3.3078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4438   -2.6403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7794   -1.8867    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6234   -2.7266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1384   -2.0591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.4673   -3.5665    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.2033    0.1100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3297   -4.5789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.8986   -4.6427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9053   -2.3816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3902   -3.0491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2408   -1.6280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0613   -1.5417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7559   -0.9605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0915   -0.2068    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
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  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
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 33 35  1  0  0  0  0
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 49 50  2  0  0  0  0
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 16 52  1  0  0  0  0
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 11 58  1  0  0  0  0
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  6 59  1  0  0  0  0
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  4 62  1  0  0  0  0
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 64 65  1  0  0  0  0
 64 66  1  0  0  0  0
  2 66  1  0  0  0  0
 66 67  1  0  0  0  0
M  END

     RDKit          3D

143150  0  0  0  0  0  0  0  0999 V2000
   -2.4984   -3.7162    1.5191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5987   -4.2920    0.3591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4529   -5.8120    0.3183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8340   -3.6365   -0.8912 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7320   -3.9678   -1.9266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2232   -2.6659   -2.4566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5904   -1.7131   -1.3066 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6279   -1.9521   -0.2483 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1552   -2.9389   -0.1546 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4894   -1.0528    0.8052 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4096   -1.1810    1.8832 C   0  0  1  0  0  0  0  0  0  0  0  0
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   11.9415    3.7399   -2.1597 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3976    2.2102   -0.3297 C   0  0  2  0  0  0  0  0  0  0  0  0
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   11.7559    0.8246   -0.8006 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -2.3124   -4.3876    2.3984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9561   -6.2231   -0.5815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9457   -6.2826    1.1912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3834   -6.0941    0.3629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7597   -4.1961   -1.3438 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1533004231515142D          

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 66 67  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0295074

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1OC(OC2C(O)C(O)C(OCC3OC(OC(=O)C45CCC(C4C4CCC6C7(C)C(CC(O)=O)OC(C)(C)C7CCC6(C)C4(C)CC5)C(C)=C)C(O)C(O)C3O)OC2CO)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C48H76O19/c1-20(2)22-11-14-48(16-15-45(6)23(30(22)48)9-10-27-46(45,7)13-12-26-44(4,5)67-28(17-29(50)51)47(26,27)8)43(60)66-42-37(58)34(55)32(53)25(64-42)19-61-40-38(59)35(56)39(24(18-49)63-40)65-41-36(57)33(54)31(52)21(3)62-41/h21-28,30-42,49,52-59H,1,9-19H2,2-8H3,(H,50,51)

> <INCHI_KEY>
CNNOYZDJRLCNJD-UHFFFAOYSA-N

> <FORMULA>
C48H76O19

> <MOLECULAR_WEIGHT>
957.117

> <EXACT_MASS>
956.498080227

> <JCHEM_ACCEPTOR_COUNT>
18

> <JCHEM_ATOM_COUNT>
143

> <JCHEM_AVERAGE_POLARIZABILITY>
100.17755375337262

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[18-({[6-({[3,4-dihydroxy-6-(hydroxymethyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}carbonyl)-1,2,6,6,9-pentamethyl-15-(prop-1-en-2-yl)-7-oxapentacyclo[11.7.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁸]icosan-8-yl]acetic acid

> <ALOGPS_LOGP>
1.34

> <JCHEM_LOGP>
1.089365422000001

> <ALOGPS_LOGS>
-3.87

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.772559930235813

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.69311570639942

> <JCHEM_PKA_STRONGEST_BASIC>
-3.648688400141788

> <JCHEM_POLAR_SURFACE_AREA>
301.04999999999995

> <JCHEM_REFRACTIVITY>
230.02810000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.28e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[18-({[6-({[3,4-dihydroxy-6-(hydroxymethyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}carbonyl)-1,2,6,6,9-pentamethyl-15-(prop-1-en-2-yl)-7-oxapentacyclo[11.7.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁸]icosan-8-yl]acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-APR-15         0                                  
HETATM    1  C   UNK     0      -6.441  -0.708   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -7.346  -1.954   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -6.720  -3.361   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -7.625  -4.607   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -6.999  -6.014   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -5.467  -6.175   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.562  -4.929   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -5.188  -3.522   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -3.030  -5.090   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -2.125  -3.844   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -2.404  -6.496   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -0.872  -6.657   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -0.246  -8.064   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.286  -8.225   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       2.191  -6.979   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       3.722  -7.140   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       4.628  -5.894   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       6.159  -6.055   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       6.785  -7.462   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       7.064  -4.810   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.558  -4.489   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.397  -2.958   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.804  -2.331   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.834  -3.476   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.374  -3.476   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      10.144  -2.142   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      11.684  -2.142   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      12.454  -3.476   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      13.994  -3.476   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      13.368  -2.069   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      15.025  -2.331   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      14.705  -0.825   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      15.849   0.205   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      15.529   1.712   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      17.314  -0.271   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      16.432  -2.958   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      16.271  -4.489   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      17.811  -4.489   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      16.432  -6.021   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      14.764  -4.810   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      13.994  -6.143   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      12.454  -6.143   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      11.684  -4.810   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      10.914  -6.143   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      10.144  -4.810   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       9.983  -6.341   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       9.374  -6.143   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       7.834  -6.143   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0       7.124  -0.825   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0       8.589  -0.349   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0       5.980   0.205   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0       4.349  -8.547   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0       5.880  -8.708   0.000  0.00  0.00           O+0
HETATM   54  C   UNK     0       3.444  -9.793   0.000  0.00  0.00           C+0
HETATM   55  O   UNK     0       4.070 -11.200   0.000  0.00  0.00           O+0
HETATM   56  C   UNK     0       1.912  -9.632   0.000  0.00  0.00           C+0
HETATM   57  O   UNK     0       1.007 -10.878   0.000  0.00  0.00           O+0
HETATM   58  O   UNK     0      -3.309  -7.742   0.000  0.00  0.00           O+0
HETATM   59  C   UNK     0      -4.841  -7.581   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0      -5.746  -8.827   0.000  0.00  0.00           C+0
HETATM   61  O   UNK     0      -7.277  -8.666   0.000  0.00  0.00           O+0
HETATM   62  C   UNK     0      -9.157  -4.446   0.000  0.00  0.00           C+0
HETATM   63  O   UNK     0     -10.062  -5.692   0.000  0.00  0.00           O+0
HETATM   64  C   UNK     0      -9.783  -3.039   0.000  0.00  0.00           C+0
HETATM   65  O   UNK     0     -11.314  -2.878   0.000  0.00  0.00           O+0
HETATM   66  C   UNK     0      -8.878  -1.793   0.000  0.00  0.00           C+0
HETATM   67  O   UNK     0      -9.504  -0.386   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   66                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   62                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   59                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   58                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   56                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   52                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   24   48                                             
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   49                                                  
CONECT   24   23   20   25                                                  
CONECT   25   24   26   45                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   43                                                  
CONECT   29   28   30   31   40                                             
CONECT   30   29                                                            
CONECT   31   29   32   36                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33                                                            
CONECT   36   31   37                                                       
CONECT   37   36   38   39   40                                             
CONECT   38   37                                                            
CONECT   39   37                                                            
CONECT   40   37   29   41                                                  
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   28   44   45                                             
CONECT   44   43                                                            
CONECT   45   43   25   46   47                                             
CONECT   46   45                                                            
CONECT   47   45   48                                                       
CONECT   48   47   20                                                       
CONECT   49   23   50   51                                                  
CONECT   50   49                                                            
CONECT   51   49                                                            
CONECT   52   16   53   54                                                  
CONECT   53   52                                                            
CONECT   54   52   55   56                                                  
CONECT   55   54                                                            
CONECT   56   54   14   57                                                  
CONECT   57   56                                                            
CONECT   58   11   59                                                       
CONECT   59   58    6   60                                                  
CONECT   60   59   61                                                       
CONECT   61   60                                                            
CONECT   62    4   63   64                                                  
CONECT   63   62                                                            
CONECT   64   62   65   66                                                  
CONECT   65   64                                                            
CONECT   66   64    2   67                                                  
CONECT   67   66                                                            
MASTER        0    0    0    0    0    0    0    0   67    0  148    0
END

View in JSmol

Synonyms

Value	Source
2-[18-({[6-({[3,4-dihydroxy-6-(hydroxymethyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}carbonyl)-1,2,6,6,9-pentamethyl-15-(prop-1-en-2-yl)-7-oxapentacyclo[11.7.0.0,.0,.0,]icosan-8-yl]acetate	Generator
2-[18-({[6-({[3,4-dihydroxy-6-(hydroxymethyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}carbonyl)-1,2,6,6,9-pentamethyl-15-(prop-1-en-2-yl)-7-oxapentacyclo[11.7.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁸]icosan-8-yl]acetate	Generator

Chemical Formula

C₄₈H₇₆O₁₉

Average Mass

957.1170 Da

Monoisotopic Mass

956.49808 Da

IUPAC Name

2-[18-({[6-({[3,4-dihydroxy-6-(hydroxymethyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}carbonyl)-1,2,6,6,9-pentamethyl-15-(prop-1-en-2-yl)-7-oxapentacyclo[11.7.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁸]icosan-8-yl]acetic acid

Traditional Name

CAS Registry Number

Not Available

SMILES

CC1OC(OC2C(O)C(O)C(OCC3OC(OC(=O)C45CCC(C4C4CCC6C7(C)C(CC(O)=O)OC(C)(C)C7CCC6(C)C4(C)CC5)C(C)=C)C(O)C(O)C3O)OC2CO)C(O)C(O)C1O

InChI Identifier

InChI=1S/C48H76O19/c1-20(2)22-11-14-48(16-15-45(6)23(30(22)48)9-10-27-46(45,7)13-12-26-44(4,5)67-28(17-29(50)51)47(26,27)8)43(60)66-42-37(58)34(55)32(53)25(64-42)19-61-40-38(59)35(56)39(24(18-49)63-40)65-41-36(57)33(54)31(52)21(3)62-41/h21-28,30-42,49,52-59H,1,9-19H2,2-8H3,(H,50,51)

InChI Key

CNNOYZDJRLCNJD-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
Eleutherococcus senticosus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpene glycosides. These are diterpenoids in which an isoprene unit is glycosylated.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Diterpene glycosides

Alternative Parents

Substituents

Diterpene glycoside
Oligosaccharide
Diterpenoid
18-oxosteroid
Oxosteroid
16-oxasteroid
Steroid
O-glycosyl compound
Glycosyl compound
Dicarboxylic acid or derivatives
Oxane
Oxolane
Carboxylic acid ester
Secondary alcohol
Carboxylic acid
Polyol
Organoheterocyclic compound
Oxacycle
Dialkyl ether
Ether
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organooxygen compound
Primary alcohol
Hydrocarbon derivative
Organic oxide
Carbonyl group
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	1.34	ALOGPS
logP	1.09	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	4.69	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	18	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	301.05 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	230.03 m³·mol⁻¹	ChemAxon
Polarizability	100.18 Å³	ChemAxon
Number of Rings	8	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

73049651

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

MOL for NP0295074 ([18-({[6-({[3,4-dihydroxy-6-(hydroxymethyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}carbonyl)-1,2,6,6,9-pentamethyl-15-(prop-1-en-2-yl)-7-oxapentacyclo[11.7.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁸]icosan-8-yl]acetic acid)

3D MOL for NP0295074 ([18-({[6-({[3,4-dihydroxy-6-(hydroxymethyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}carbonyl)-1,2,6,6,9-pentamethyl-15-(prop-1-en-2-yl)-7-oxapentacyclo[11.7.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁸]icosan-8-yl]acetic acid)

3D SDF for NP0295074 ([18-({[6-({[3,4-dihydroxy-6-(hydroxymethyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}carbonyl)-1,2,6,6,9-pentamethyl-15-(prop-1-en-2-yl)-7-oxapentacyclo[11.7.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁸]icosan-8-yl]acetic acid)

3D-SDF for NP0295074 ([18-({[6-({[3,4-dihydroxy-6-(hydroxymethyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}carbonyl)-1,2,6,6,9-pentamethyl-15-(prop-1-en-2-yl)-7-oxapentacyclo[11.7.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁸]icosan-8-yl]acetic acid)

PDB for NP0295074 ([18-({[6-({[3,4-dihydroxy-6-(hydroxymethyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}carbonyl)-1,2,6,6,9-pentamethyl-15-(prop-1-en-2-yl)-7-oxapentacyclo[11.7.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁸]icosan-8-yl]acetic acid)

3D PDB for NP0295074 ([18-({[6-({[3,4-dihydroxy-6-(hydroxymethyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}carbonyl)-1,2,6,6,9-pentamethyl-15-(prop-1-en-2-yl)-7-oxapentacyclo[11.7.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁸]icosan-8-yl]acetic acid)

SMILES for NP0295074 ([18-({[6-({[3,4-dihydroxy-6-(hydroxymethyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}carbonyl)-1,2,6,6,9-pentamethyl-15-(prop-1-en-2-yl)-7-oxapentacyclo[11.7.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁸]icosan-8-yl]acetic acid)

INCHI for NP0295074 ([18-({[6-({[3,4-dihydroxy-6-(hydroxymethyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}carbonyl)-1,2,6,6,9-pentamethyl-15-(prop-1-en-2-yl)-7-oxapentacyclo[11.7.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁸]icosan-8-yl]acetic acid)

Structure for NP0295074 ([18-({[6-({[3,4-dihydroxy-6-(hydroxymethyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}carbonyl)-1,2,6,6,9-pentamethyl-15-(prop-1-en-2-yl)-7-oxapentacyclo[11.7.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁸]icosan-8-yl]acetic acid)

3D Structure for NP0295074 ([18-({[6-({[3,4-dihydroxy-6-(hydroxymethyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}carbonyl)-1,2,6,6,9-pentamethyl-15-(prop-1-en-2-yl)-7-oxapentacyclo[11.7.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁸]icosan-8-yl]acetic acid)