NP-MRD: Showing NP-Card for 2-(3a,3b,6,9a-tetramethyl-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl)-4,5-dihydroxy-6,6-dimethyloxane-2-carboxylic acid (NP0310902)

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Record Information

Version

2.0

Created at

2022-09-11 06:32:18 UTC

Updated at

2022-09-11 06:32:18 UTC

NP-MRD ID

NP0310902

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-(3a,3b,6,9a-tetramethyl-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl)-4,5-dihydroxy-6,6-dimethyloxane-2-carboxylic acid

Description

4,5-Dihydroxy-6,6-dimethyl-2-(2,6,10,11-tetramethyl-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecan-14-yl)oxane-2-carboxylic acid belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. 2-(3a,3b,6,9a-tetramethyl-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl)-4,5-dihydroxy-6,6-dimethyloxane-2-carboxylic acid is found in Gentiana rigescens. 4,5-Dihydroxy-6,6-dimethyl-2-(2,6,10,11-tetramethyl-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecan-14-yl)oxane-2-carboxylic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004181501162D          

 59 65  0  0  0  0            999 V2000
   -1.2045   -2.9135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0030   -2.1135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8258   -2.0540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2501   -2.4509    0.0000 O   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
    0.3342   -1.1469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4186   -0.8095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5029    0.0112    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0872   -1.2928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8401   -0.9554    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
    2.0297   -3.3680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2274   -4.1690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7494   -2.5921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2812   -1.9614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0934   -2.1066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3737   -2.8825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1858   -3.0277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.5297   -2.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8100   -3.3182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6221   -3.4634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    6.8737   -2.0567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.2782   -3.9489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.9917   -4.3631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9897   -5.1881    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7032   -5.6023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7012   -6.4273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4147   -6.8415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.8476   -5.1950    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    7.4206   -4.3665    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4661   -3.8037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9343   -4.4344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0  0  0  0
  2  3  1  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
  2  9  1  0  0  0  0
  9 10  1  0  0  0  0
  5 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
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 11 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
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 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
 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
 28 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 26 35  1  0  0  0  0
 35 36  1  0  0  0  0
 24 37  1  0  0  0  0
 37 38  1  0  0  0  0
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 41 50  1  0  0  0  0
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 37 52  1  0  0  0  0
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 14 55  1  0  0  0  0
 19 55  1  0  0  0  0
 55 56  1  0  0  0  0
  5 57  1  0  0  0  0
 57 58  2  0  0  0  0
 57 59  1  0  0  0  0
M  END

     RDKit          3D

129135  0  0  0  0  0  0  0  0999 V2000
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M  END


  Mrv1533004181501162D          

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M  END
> <DATABASE_ID>
NP0310902

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC12CCC(C1CCC1C3(C)CCC(OC4OC(CO)C(O)C(O)C4O)C(C)(COC4OC(CO)C(O)C(O)C4O)C3CCC21C)C1(CC(O)C(O)C(C)(C)O1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C42H70O17/c1-37(2)33(52)21(45)15-42(59-37,36(53)54)20-9-13-40(5)19(20)7-8-25-38(3)12-11-26(58-35-32(51)30(49)28(47)23(17-44)57-35)39(4,24(38)10-14-41(25,40)6)18-55-34-31(50)29(48)27(46)22(16-43)56-34/h19-35,43-52H,7-18H2,1-6H3,(H,53,54)

> <INCHI_KEY>
AQYVSJSIOILIQJ-UHFFFAOYSA-N

> <FORMULA>
C42H70O17

> <MOLECULAR_WEIGHT>
847.005

> <EXACT_MASS>
846.461300794

> <JCHEM_ACCEPTOR_COUNT>
17

> <JCHEM_ATOM_COUNT>
129

> <JCHEM_AVERAGE_POLARIZABILITY>
89.62645708233725

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
11

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4,5-dihydroxy-6,6-dimethyl-2-(2,6,10,11-tetramethyl-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl)oxane-2-carboxylic acid

> <ALOGPS_LOGP>
0.06

> <JCHEM_LOGP>
-0.682618908333332

> <ALOGPS_LOGS>
-2.99

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.883133500877602

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.086417370320297

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6397406655038225

> <JCHEM_POLAR_SURFACE_AREA>
285.74999999999994

> <JCHEM_REFRACTIVITY>
203.88630000000012

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.71e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4,5-dihydroxy-6,6-dimethyl-2-(2,6,10,11-tetramethyl-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl)oxane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 18-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   18-APR-15         0                                  
HETATM    1  C   UNK     0      -2.248  -5.439   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.872  -3.945   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.408  -3.834   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -0.467  -4.575   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.781  -3.673   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.624  -2.141   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.781  -1.511   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.939   0.021   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -2.029  -2.413   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -3.435  -1.783   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       1.726  -4.889   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.298  -6.368   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.573  -7.232   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.789  -6.287   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.158  -7.782   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.266  -4.839   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.258  -3.661   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.774  -3.932   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.297  -5.381   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.813  -5.652   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.290  -4.203   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.806  -4.474   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.322  -4.746   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.845  -6.194   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      12.361  -6.465   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      13.354  -5.288   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      12.831  -3.839   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      13.824  -2.662   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      13.300  -1.214   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      11.784  -0.942   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      15.340  -2.933   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      16.332  -1.756   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      15.863  -4.381   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      17.379  -4.652   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      14.870  -5.559   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      15.393  -7.007   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       9.853  -7.371   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       9.322  -8.817   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      11.184  -8.144   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      11.181  -9.684   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      12.513 -10.458   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      12.509 -11.998   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0      13.841 -12.771   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      13.837 -14.311   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0      15.169 -15.084   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0      15.176 -12.004   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0      16.508 -12.777   0.000  0.00  0.00           O+0
HETATM   48  C   UNK     0      15.180 -10.464   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0      16.515  -9.697   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0      13.848  -9.691   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0      13.852  -8.151   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0       8.337  -7.100   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0       7.344  -8.277   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0       5.828  -8.006   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0       5.305  -6.558   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0       4.724  -7.984   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0       2.318  -3.569   0.000  0.00  0.00           C+0
HETATM   58  O   UNK     0       3.799  -3.148   0.000  0.00  0.00           O+0
HETATM   59  O   UNK     0       2.996  -2.187   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4    9                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   11   57                                             
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7    2   10                                                  
CONECT   10    9                                                            
CONECT   11    5   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16   55                                             
CONECT   15   14                                                            
CONECT   16   14   11   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   55                                                  
CONECT   20   19   21   22   52                                             
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   37                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   35                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29   31                                                  
CONECT   29   28   30                                                       
CONECT   30   29                                                            
CONECT   31   28   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   26   36                                                  
CONECT   36   35                                                            
CONECT   37   24   38   39   52                                             
CONECT   38   37                                                            
CONECT   39   37   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42   50                                                  
CONECT   42   41   43                                                       
CONECT   43   42   44   46                                                  
CONECT   44   43   45                                                       
CONECT   45   44                                                            
CONECT   46   43   47   48                                                  
CONECT   47   46                                                            
CONECT   48   46   49   50                                                  
CONECT   49   48                                                            
CONECT   50   48   41   51                                                  
CONECT   51   50                                                            
CONECT   52   37   20   53                                                  
CONECT   53   52   54                                                       
CONECT   54   53   55                                                       
CONECT   55   54   14   19   56                                             
CONECT   56   55                                                            
CONECT   57    5   58   59                                                  
CONECT   58   57                                                            
CONECT   59   57                                                            
MASTER        0    0    0    0    0    0    0    0   59    0  130    0
END

View in JSmol

Synonyms

Value	Source
4,5-Dihydroxy-6,6-dimethyl-2-(2,6,10,11-tetramethyl-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)tetracyclo[8.7.0.0,.0,]heptadecan-14-yl)oxane-2-carboxylate	Generator
4,5-Dihydroxy-6,6-dimethyl-2-(2,6,10,11-tetramethyl-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl)oxane-2-carboxylate	Generator

Chemical Formula

C₄₂H₇₀O₁₇

Average Mass

847.0050 Da

Monoisotopic Mass

846.46130 Da

IUPAC Name

4,5-dihydroxy-6,6-dimethyl-2-(2,6,10,11-tetramethyl-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl)oxane-2-carboxylic acid

Traditional Name

CAS Registry Number

Not Available

SMILES

CC12CCC(C1CCC1C3(C)CCC(OC4OC(CO)C(O)C(O)C4O)C(C)(COC4OC(CO)C(O)C(O)C4O)C3CCC21C)C1(CC(O)C(O)C(C)(C)O1)C(O)=O

InChI Identifier

InChI=1S/C42H70O17/c1-37(2)33(52)21(45)15-42(59-37,36(53)54)20-9-13-40(5)19(20)7-8-25-38(3)12-11-26(58-35-32(51)30(49)28(47)23(17-44)57-35)39(4,24(38)10-14-41(25,40)6)18-55-34-31(50)29(48)27(46)22(16-43)56-34/h19-35,43-52H,7-18H2,1-6H3,(H,53,54)

InChI Key

AQYVSJSIOILIQJ-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
Gentiana rigescens	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
23-hydroxysteroid
Steroid acid
Hydroxysteroid
Steroid
Fatty acyl glycoside
Fatty acyl glycoside of mono- or disaccharide
Glycosyl compound
O-glycosyl compound
Fatty acyl
Pyran
Monosaccharide
Oxane
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Carboxylic acid
Dialkyl ether
Ether
Acetal
Monocarboxylic acid or derivatives
Polyol
Alcohol
Primary alcohol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Carbonyl group
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	0.06	ALOGPS
logP	-0.68	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	4.09	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	11	ChemAxon
Polar Surface Area	285.75 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	203.89 m³·mol⁻¹	ChemAxon
Polarizability	89.63 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

73307304

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-(3a,3b,6,9a-tetramethyl-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl)-4,5-dihydroxy-6,6-dimethyloxane-2-carboxylic acid (NP0310902)

MOL for NP0310902 (2-(3a,3b,6,9a-tetramethyl-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl)-4,5-dihydroxy-6,6-dimethyloxane-2-carboxylic acid)

3D MOL for NP0310902 (2-(3a,3b,6,9a-tetramethyl-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl)-4,5-dihydroxy-6,6-dimethyloxane-2-carboxylic acid)

3D SDF for NP0310902 (2-(3a,3b,6,9a-tetramethyl-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl)-4,5-dihydroxy-6,6-dimethyloxane-2-carboxylic acid)

3D-SDF for NP0310902 (2-(3a,3b,6,9a-tetramethyl-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl)-4,5-dihydroxy-6,6-dimethyloxane-2-carboxylic acid)

PDB for NP0310902 (2-(3a,3b,6,9a-tetramethyl-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl)-4,5-dihydroxy-6,6-dimethyloxane-2-carboxylic acid)

3D PDB for NP0310902 (2-(3a,3b,6,9a-tetramethyl-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl)-4,5-dihydroxy-6,6-dimethyloxane-2-carboxylic acid)

SMILES for NP0310902 (2-(3a,3b,6,9a-tetramethyl-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl)-4,5-dihydroxy-6,6-dimethyloxane-2-carboxylic acid)

INCHI for NP0310902 (2-(3a,3b,6,9a-tetramethyl-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl)-4,5-dihydroxy-6,6-dimethyloxane-2-carboxylic acid)

Structure for NP0310902 (2-(3a,3b,6,9a-tetramethyl-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl)-4,5-dihydroxy-6,6-dimethyloxane-2-carboxylic acid)

3D Structure for NP0310902 (2-(3a,3b,6,9a-tetramethyl-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl)-4,5-dihydroxy-6,6-dimethyloxane-2-carboxylic acid)