NP-MRD: Showing NP-Card for 2-{[9,14-dihydroxy-7,7,12,16-tetramethyl-15-(6-methyl-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hept-5-en-2-yl)pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl acetate (NP0218137)

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Record Information

Version

2.0

Created at

2022-09-05 18:42:10 UTC

Updated at

2022-09-05 18:42:10 UTC

NP-MRD ID

NP0218137

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-{[9,14-dihydroxy-7,7,12,16-tetramethyl-15-(6-methyl-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hept-5-en-2-yl)pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl acetate

Description

2-{[9,14-Dihydroxy-7,7,12,16-tetramethyl-15-(6-methyl-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hept-5-en-2-yl)pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]Octadecan-6-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl acetate belongs to the class of organic compounds known as cucurbitacin glycosides. These are polycyclic compounds containing a carbohydrate derivative glycosidically linked to a curcubitane nucleus. 2-{[9,14-dihydroxy-7,7,12,16-tetramethyl-15-(6-methyl-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hept-5-en-2-yl)pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl acetate is found in Astragalus kahiricus. Based on a literature review very few articles have been published on 2-{[9,14-dihydroxy-7,7,12,16-tetramethyl-15-(6-methyl-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hept-5-en-2-yl)pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]Octadecan-6-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl acetate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052220422D          

 59 65  0  0  0  0            999 V2000
   -3.1635   -0.9204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6317   -1.5511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9120   -2.3270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8195   -1.4059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2877   -2.0366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4756   -1.8914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1953   -1.1154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6168   -0.9702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8971   -0.1943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7092   -0.0491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2411   -0.6798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5214    0.0961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0532   -0.5346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3335    0.2414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1456    0.3866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6774   -0.2441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0373    0.4982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5020   -0.2709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0083    0.3804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.3993    3.2114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.7040    6.6067    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.7313   -1.0634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.0484   -1.5264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.2241   -3.2980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.3801   -2.9577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  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
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 23 22  1  4  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 30 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 28 37  1  0  0  0  0
 37 38  1  0  0  0  0
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 39 40  1  0  0  0  0
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  5 58  1  0  0  0  0
 58 59  1  0  0  0  0
M  END

     RDKit          3D

131137  0  0  0  0  0  0  0  0999 V2000
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   -6.6381   -0.6881   -0.4414 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.4482   -0.7084    1.2569 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652309052220422D          

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M  END
> <DATABASE_ID>
NP0218137

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(CCC=C(C)COC1OC(CO)C(O)C(O)C1O)C1C(O)CC2(C)C3CC(O)C4C5(CC35CCC12C)CCC(OC1OC(CO)C(O)C(O)C1OC(C)=O)C4(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C44H72O15/c1-21(19-55-38-35(54)33(52)31(50)26(17-45)57-38)9-8-10-22(2)30-25(49)16-42(7)28-15-24(48)37-40(4,5)29(11-12-44(37)20-43(28,44)14-13-41(30,42)6)59-39-36(56-23(3)47)34(53)32(51)27(18-46)58-39/h9,22,24-39,45-46,48-54H,8,10-20H2,1-7H3

> <INCHI_KEY>
OQIUTAVCMBNVJP-UHFFFAOYSA-N

> <FORMULA>
C44H72O15

> <MOLECULAR_WEIGHT>
841.045

> <EXACT_MASS>
840.487121618

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
131

> <JCHEM_AVERAGE_POLARIZABILITY>
91.92939772416031

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-{[9,14-dihydroxy-7,7,12,16-tetramethyl-15-(6-methyl-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hept-5-en-2-yl)pentacyclo[9.7.0.0^{1,3}.0^{3,8}.0^{12,16}]octadecan-6-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl acetate

> <JCHEM_LOGP>
0.5488157476666675

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.693173072245408

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.086898499364915

> <JCHEM_PKA_STRONGEST_BASIC>
-2.842352112170075

> <JCHEM_POLAR_SURFACE_AREA>
245.28999999999996

> <JCHEM_REFRACTIVITY>
210.97100000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
2-{[9,14-dihydroxy-7,7,12,16-tetramethyl-15-(6-methyl-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hept-5-en-2-yl)pentacyclo[9.7.0.0^{1,3}.0^{3,8}.0^{12,16}]octadecan-6-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0      -5.905  -1.718   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.912  -2.895   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -5.436  -4.344   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      -3.396  -2.624   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -2.404  -3.802   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.888  -3.531   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -0.365  -2.082   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       1.151  -1.811   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.675  -0.363   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.191  -0.092   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.183  -1.269   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.707   0.179   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.699  -0.998   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.222   0.451   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.738   0.722   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.731  -0.456   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.403   0.930   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.270  -0.506   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.216   0.710   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.741   0.499   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.635   2.137   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.580   3.352   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      11.000   4.779   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      11.945   5.995   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      13.471   5.784   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      11.365   7.421   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       9.839   7.632   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       9.259   9.058   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       7.734   9.269   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       7.153  10.695   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.628  10.906   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       5.047  12.332   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       8.098  11.911   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       7.518  13.338   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       9.624  11.701   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      10.569  12.916   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      10.204  10.274   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      11.730  10.063   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      10.698  -1.985   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      12.147  -2.508   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       9.424  -2.849   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       8.208  -1.904   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       7.839  -3.399   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       6.692  -2.175   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       6.169  -3.624   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       4.653  -3.895   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0       4.130  -5.343   0.000  0.00  0.00           O+0
HETATM   48  C   UNK     0       3.660  -2.717   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0       2.144  -2.988   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0       2.362  -4.513   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0       1.002  -4.022   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0       0.105  -4.708   0.000  0.00  0.00           O+0
HETATM   53  C   UNK     0      -0.418  -6.156   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0       0.574  -7.334   0.000  0.00  0.00           C+0
HETATM   55  O   UNK     0       0.051  -8.782   0.000  0.00  0.00           O+0
HETATM   56  C   UNK     0      -1.934  -6.427   0.000  0.00  0.00           C+0
HETATM   57  O   UNK     0      -2.457  -7.876   0.000  0.00  0.00           O+0
HETATM   58  C   UNK     0      -2.927  -5.250   0.000  0.00  0.00           C+0
HETATM   59  O   UNK     0      -4.443  -5.521   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   58                                                  
CONECT    6    5    7   52                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   49                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13   48                                             
CONECT   12   11   13                                                       
CONECT   13   12   11   14   44                                             
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18   42                                             
CONECT   17   16                                                            
CONECT   18   16   19   39                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   37                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31   33                                                  
CONECT   31   30   32                                                       
CONECT   32   31                                                            
CONECT   33   30   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   28   38                                                  
CONECT   38   37                                                            
CONECT   39   18   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   42                                                       
CONECT   42   41   16   43   44                                             
CONECT   43   42                                                            
CONECT   44   42   13   45                                                  
CONECT   45   44   46                                                       
CONECT   46   45   47   48                                                  
CONECT   47   46                                                            
CONECT   48   46   11   49                                                  
CONECT   49   48    8   50   51                                             
CONECT   50   49                                                            
CONECT   51   49                                                            
CONECT   52    6   53                                                       
CONECT   53   52   54   56                                                  
CONECT   54   53   55                                                       
CONECT   55   54                                                            
CONECT   56   53   57   58                                                  
CONECT   57   56                                                            
CONECT   58   56    5   59                                                  
CONECT   59   58                                                            
MASTER        0    0    0    0    0    0    0    0   59    0  130    0
END

View in JSmol

Synonyms

Value	Source
2-{[9,14-dihydroxy-7,7,12,16-tetramethyl-15-(6-methyl-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hept-5-en-2-yl)pentacyclo[9.7.0.0,.0,.0,]octadecan-6-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl acetic acid	Generator

Chemical Formula

C₄₄H₇₂O₁₅

Average Mass

841.0450 Da

Monoisotopic Mass

840.48712 Da

IUPAC Name

2-{[9,14-dihydroxy-7,7,12,16-tetramethyl-15-(6-methyl-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hept-5-en-2-yl)pentacyclo[9.7.0.0^{1,3}.0^{3,8}.0^{12,16}]octadecan-6-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl acetate

Traditional Name

CAS Registry Number

Not Available

SMILES

CC(CCC=C(C)COC1OC(CO)C(O)C(O)C1O)C1C(O)CC2(C)C3CC(O)C4C5(CC35CCC12C)CCC(OC1OC(CO)C(O)C(O)C1OC(C)=O)C4(C)C

InChI Identifier

InChI=1S/C44H72O15/c1-21(19-55-38-35(54)33(52)31(50)26(17-45)57-38)9-8-10-22(2)30-25(49)16-42(7)28-15-24(48)37-40(4,5)29(11-12-44(37)20-43(28,44)14-13-41(30,42)6)59-39-36(56-23(3)47)34(53)32(51)27(18-46)58-39/h9,22,24-39,45-46,48-54H,8,10-20H2,1-7H3

InChI Key

OQIUTAVCMBNVJP-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
Astragalus kahiricus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cucurbitacin glycosides. These are polycyclic compounds containing a carbohydrate derivative glycosidically linked to a curcubitane nucleus.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroidal glycosides

Direct Parent

Cucurbitacin glycosides

Alternative Parents

Substituents

Cucurbitacin glycoside skeleton
Triterpene saponin
Triterpene glycoside
Cycloartanol-skeleton
9b,19-cyclo-lanostane-skeleton
Cycloartane-skeleton
Triterpenoid
Dihydroxy bile acid, alcohol, or derivatives
Hydroxy bile acid, alcohol, or derivatives
Bile acid, alcohol, or derivatives
16-hydroxysteroid
6-hydroxysteroid
Hydroxysteroid
Fatty acyl glycoside of mono- or disaccharide
Fatty acyl glycoside
Alkyl glycoside
O-glycosyl compound
Glycosyl compound
Oxane
Monosaccharide
Fatty acyl
Cyclic alcohol
Secondary alcohol
Carboxylic acid ester
Polyol
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Oxacycle
Acetal
Organoheterocyclic compound
Organooxygen compound
Organic oxide
Alcohol
Hydrocarbon derivative
Primary alcohol
Organic oxygen compound
Carbonyl group
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	0.55	ChemAxon
pKa (Strongest Acidic)	12.09	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	245.29 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	210.97 m³·mol⁻¹	ChemAxon
Polarizability	91.93 Å³	ChemAxon
Number of Rings	7	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

72784313

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-{[9,14-dihydroxy-7,7,12,16-tetramethyl-15-(6-methyl-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hept-5-en-2-yl)pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl acetate (NP0218137)

MOL for NP0218137 (2-{[9,14-dihydroxy-7,7,12,16-tetramethyl-15-(6-methyl-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hept-5-en-2-yl)pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl acetate)

3D MOL for NP0218137 (2-{[9,14-dihydroxy-7,7,12,16-tetramethyl-15-(6-methyl-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hept-5-en-2-yl)pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl acetate)

3D SDF for NP0218137 (2-{[9,14-dihydroxy-7,7,12,16-tetramethyl-15-(6-methyl-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hept-5-en-2-yl)pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl acetate)

3D-SDF for NP0218137 (2-{[9,14-dihydroxy-7,7,12,16-tetramethyl-15-(6-methyl-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hept-5-en-2-yl)pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl acetate)

PDB for NP0218137 (2-{[9,14-dihydroxy-7,7,12,16-tetramethyl-15-(6-methyl-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hept-5-en-2-yl)pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl acetate)

3D PDB for NP0218137 (2-{[9,14-dihydroxy-7,7,12,16-tetramethyl-15-(6-methyl-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hept-5-en-2-yl)pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl acetate)

SMILES for NP0218137 (2-{[9,14-dihydroxy-7,7,12,16-tetramethyl-15-(6-methyl-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hept-5-en-2-yl)pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl acetate)

INCHI for NP0218137 (2-{[9,14-dihydroxy-7,7,12,16-tetramethyl-15-(6-methyl-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hept-5-en-2-yl)pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl acetate)

Structure for NP0218137 (2-{[9,14-dihydroxy-7,7,12,16-tetramethyl-15-(6-methyl-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hept-5-en-2-yl)pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl acetate)

3D Structure for NP0218137 (2-{[9,14-dihydroxy-7,7,12,16-tetramethyl-15-(6-methyl-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hept-5-en-2-yl)pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl acetate)