NP-MRD: Showing NP-Card for 6-(7-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-11-hydroxy-3a,3b,6,6,9a-pentamethyl-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl)-3-hydroxy-2,2,6-trimethyloxan-4-yl acetate (NP0227820)

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Record Information

Version

2.0

Created at

2022-09-06 07:16:46 UTC

Updated at

2022-09-06 07:16:46 UTC

NP-MRD ID

NP0227820

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6-(7-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-11-hydroxy-3a,3b,6,6,9a-pentamethyl-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl)-3-hydroxy-2,2,6-trimethyloxan-4-yl acetate

Description

6-(5-{[4,5-Dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-16-hydroxy-2,6,6,10,11-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecan-14-yl)-3-hydroxy-2,2,6-trimethyloxan-4-yl acetate belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. 6-(7-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-11-hydroxy-3a,3b,6,6,9a-pentamethyl-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl)-3-hydroxy-2,2,6-trimethyloxan-4-yl acetate is found in Gynostemma pentaphyllum. 6-(5-{[4,5-Dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-16-hydroxy-2,6,6,10,11-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecan-14-yl)-3-hydroxy-2,2,6-trimethyloxan-4-yl acetate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004241501352D          

 58 64  0  0  0  0            999 V2000
   -1.9538    0.7351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7007   -0.0502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2542   -0.6619    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8942   -0.2236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6411   -1.0089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1655   -1.1823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4185   -1.9676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1479   -1.5820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1350   -2.5793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9416   -2.4059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9723   -3.2303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7588   -2.5187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1946   -1.6206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0012   -1.4472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9249   -2.6189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6955   -3.4114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3784   -3.8744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.2274   -4.1690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.0934   -2.1066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.1858   -3.0277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.7176   -2.3970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.6221   -3.4634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1540   -2.8327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.4055   -1.4260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.3100   -2.4924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    7.7146   -4.3845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9024   -4.2393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5309   -4.2774    0.0000 C   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
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 10 13  1  0  0  0  0
  5 13  1  0  0  0  0
 13 14  1  0  0  0  0
  7 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 15 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 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
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 33 36  1  0  0  0  0
 36 37  1  0  0  0  0
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 24 57  1  0  0  0  0
 57 58  1  0  0  0  0
M  END

     RDKit          3D

130136  0  0  0  0  0  0  0  0999 V2000
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   -5.7649    0.6776    1.4691 C   0  0  1  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1533004241501352D          

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M  END
> <DATABASE_ID>
NP0227820

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)OC1CC(C)(OC(C)(C)C1O)C1CCC2(C)C1C(O)CC1C3(C)CCC(OC4OC(CO)C(O)C(O)C4OC4OCC(O)C(O)C4O)C(C)(C)C3CCC21C

> <INCHI_IDENTIFIER>
InChI=1S/C43H72O15/c1-20(45)54-24-17-43(9,58-39(4,5)35(24)52)21-10-14-42(8)29(21)22(46)16-27-40(6)13-12-28(38(2,3)26(40)11-15-41(27,42)7)56-37-34(32(50)31(49)25(18-44)55-37)57-36-33(51)30(48)23(47)19-53-36/h21-37,44,46-52H,10-19H2,1-9H3

> <INCHI_KEY>
LGEPCXUCMCNZFV-UHFFFAOYSA-N

> <FORMULA>
C43H72O15

> <MOLECULAR_WEIGHT>
829.034

> <EXACT_MASS>
828.487121618

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
130

> <JCHEM_AVERAGE_POLARIZABILITY>
90.63860371303568

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-(5-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-16-hydroxy-2,6,6,10,11-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl)-3-hydroxy-2,2,6-trimethyloxan-4-yl acetate

> <ALOGPS_LOGP>
2.00

> <JCHEM_LOGP>
0.9352940146666646

> <ALOGPS_LOGS>
-4.05

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.618821509902496

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.06768102328956

> <JCHEM_PKA_STRONGEST_BASIC>
-2.838905184747781

> <JCHEM_POLAR_SURFACE_AREA>
234.28999999999996

> <JCHEM_REFRACTIVITY>
205.40690000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.39e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-(5-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-16-hydroxy-2,6,6,10,11-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl)-3-hydroxy-2,2,6-trimethyloxan-4-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0      -3.647   1.372   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.175  -0.094   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -4.208  -1.236   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      -1.669  -0.417   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -1.197  -1.883   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.309  -2.207   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.781  -3.673   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.143  -2.953   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -0.252  -4.815   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -1.758  -4.491   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.815  -6.030   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.283  -4.702   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.230  -3.025   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -3.736  -2.701   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       1.726  -4.889   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.298  -6.368   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.573  -7.232   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.789  -6.287   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.158  -7.782   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.266  -4.839   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.258  -3.661   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       3.735  -2.213   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       5.774  -3.932   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.297  -5.381   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.813  -5.652   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.290  -4.203   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.806  -4.474   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      10.322  -4.746   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      10.845  -6.194   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      12.361  -6.465   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      13.354  -5.288   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      12.831  -3.839   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      13.824  -2.662   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      13.300  -1.214   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      11.784  -0.942   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      15.340  -2.933   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      16.332  -1.756   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      15.863  -4.381   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      17.379  -4.652   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      14.870  -5.559   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      15.393  -7.007   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0      14.400  -8.184   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      12.885  -7.913   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0      11.892  -9.091   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      12.415 -10.539   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      11.422 -11.716   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0      13.931 -10.810   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0      14.454 -12.259   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0      14.924  -9.633   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0      16.440  -9.904   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0       9.853  -7.371   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0       9.322  -8.817   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      11.184  -8.144   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0       8.337  -7.100   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0       7.344  -8.277   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0       5.828  -8.006   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0       5.305  -6.558   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0       4.724  -7.984   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   13                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9   15                                             
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11   12   13                                             
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13   10    5   14                                                  
CONECT   14   13                                                            
CONECT   15    7   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20   57                                             
CONECT   19   18                                                            
CONECT   20   18   15   21                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25   57                                                  
CONECT   25   24   26   27   54                                             
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   51                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32   40                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34   36                                                  
CONECT   34   33   35                                                       
CONECT   35   34                                                            
CONECT   36   33   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38   31   41                                                  
CONECT   41   40   42                                                       
CONECT   42   41   43   49                                                  
CONECT   43   42   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   46   47                                                  
CONECT   46   45                                                            
CONECT   47   45   48   49                                                  
CONECT   48   47                                                            
CONECT   49   47   42   50                                                  
CONECT   50   49                                                            
CONECT   51   29   52   53   54                                             
CONECT   52   51                                                            
CONECT   53   51                                                            
CONECT   54   51   25   55                                                  
CONECT   55   54   56                                                       
CONECT   56   55   57                                                       
CONECT   57   56   18   24   58                                             
CONECT   58   57                                                            
MASTER        0    0    0    0    0    0    0    0   58    0  128    0
END

View in JSmol

Synonyms

Value	Source
6-(5-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-16-hydroxy-2,6,6,10,11-pentamethyltetracyclo[8.7.0.0,.0,]heptadecan-14-yl)-3-hydroxy-2,2,6-trimethyloxan-4-yl acetic acid	Generator
6-(5-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-16-hydroxy-2,6,6,10,11-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl)-3-hydroxy-2,2,6-trimethyloxan-4-yl acetic acid	Generator

Chemical Formula

C₄₃H₇₂O₁₅

Average Mass

829.0340 Da

Monoisotopic Mass

828.48712 Da

IUPAC Name

6-(5-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-16-hydroxy-2,6,6,10,11-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl)-3-hydroxy-2,2,6-trimethyloxan-4-yl acetate

Traditional Name

CAS Registry Number

Not Available

SMILES

CC(=O)OC1CC(C)(OC(C)(C)C1O)C1CCC2(C)C1C(O)CC1C3(C)CCC(OC4OC(CO)C(O)C(O)C4OC4OCC(O)C(O)C4O)C(C)(C)C3CCC21C

InChI Identifier

InChI=1S/C43H72O15/c1-20(45)54-24-17-43(9,58-39(4,5)35(24)52)21-10-14-42(8)29(21)22(46)16-27-40(6)13-12-28(38(2,3)26(40)11-15-41(27,42)7)56-37-34(32(50)31(49)25(18-44)55-37)57-36-33(51)30(48)23(47)19-53-36/h21-37,44,46-52H,10-19H2,1-9H3

InChI Key

LGEPCXUCMCNZFV-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
Gynostemma pentaphyllum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
Steroidal glycoside
24-hydroxysteroid
12-hydroxysteroid
Hydroxysteroid
Steroid
Disaccharide
Glycosyl compound
O-glycosyl compound
Oxane
Cyclic alcohol
Carboxylic acid ester
Secondary alcohol
Acetal
Carboxylic acid derivative
Dialkyl ether
Ether
Oxacycle
Organoheterocyclic compound
Polyol
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Carbonyl group
Alcohol
Organic oxygen compound
Primary alcohol
Organic oxide
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	2	ALOGPS
logP	0.94	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	12.07	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	234.29 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	205.41 m³·mol⁻¹	ChemAxon
Polarizability	90.64 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

72809533

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 6-(7-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-11-hydroxy-3a,3b,6,6,9a-pentamethyl-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl)-3-hydroxy-2,2,6-trimethyloxan-4-yl acetate (NP0227820)

MOL for NP0227820 (6-(7-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-11-hydroxy-3a,3b,6,6,9a-pentamethyl-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl)-3-hydroxy-2,2,6-trimethyloxan-4-yl acetate)

3D MOL for NP0227820 (6-(7-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-11-hydroxy-3a,3b,6,6,9a-pentamethyl-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl)-3-hydroxy-2,2,6-trimethyloxan-4-yl acetate)

3D SDF for NP0227820 (6-(7-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-11-hydroxy-3a,3b,6,6,9a-pentamethyl-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl)-3-hydroxy-2,2,6-trimethyloxan-4-yl acetate)

3D-SDF for NP0227820 (6-(7-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-11-hydroxy-3a,3b,6,6,9a-pentamethyl-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl)-3-hydroxy-2,2,6-trimethyloxan-4-yl acetate)

PDB for NP0227820 (6-(7-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-11-hydroxy-3a,3b,6,6,9a-pentamethyl-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl)-3-hydroxy-2,2,6-trimethyloxan-4-yl acetate)

3D PDB for NP0227820 (6-(7-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-11-hydroxy-3a,3b,6,6,9a-pentamethyl-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl)-3-hydroxy-2,2,6-trimethyloxan-4-yl acetate)

SMILES for NP0227820 (6-(7-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-11-hydroxy-3a,3b,6,6,9a-pentamethyl-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl)-3-hydroxy-2,2,6-trimethyloxan-4-yl acetate)

INCHI for NP0227820 (6-(7-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-11-hydroxy-3a,3b,6,6,9a-pentamethyl-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl)-3-hydroxy-2,2,6-trimethyloxan-4-yl acetate)

Structure for NP0227820 (6-(7-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-11-hydroxy-3a,3b,6,6,9a-pentamethyl-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl)-3-hydroxy-2,2,6-trimethyloxan-4-yl acetate)

3D Structure for NP0227820 (6-(7-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-11-hydroxy-3a,3b,6,6,9a-pentamethyl-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl)-3-hydroxy-2,2,6-trimethyloxan-4-yl acetate)