NP-MRD: Showing NP-Card for Sachalinoside A (NP0025673)

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Record Information

Version

2.0

Created at

2021-06-19 17:44:18 UTC

Updated at

2021-06-29 23:50:46 UTC

NP-MRD ID

NP0025673

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Sachalinoside A

Provided By

JEOL Database JEOL Logo

Description

Sachalinoside A belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone. Sachalinoside A is found in Phodiola sachalinensis, Rhodiola rosea and Rhodiola sachalinensis . Sachalinoside A was first documented in 2001 (Fan, W., et al.). Based on a literature review very few articles have been published on Sachalinoside A.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192119443D          

 66 67  0  0  0  0            999 V2000
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M  END

     RDKit          3D

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M  END


  Mrv1652306192119443D          

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  7  8  1  0  0  0  0
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  8  9  2  0  0  0  0
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M  END
> <DATABASE_ID>
NP0025673

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C(=C([H])C(O[H])=C1O[H])C(=O)O[C@@]([H])(C(=C(/[H])C([H])([H])O[C@]1([H])O[C@]([H])(C([H])([H])O[H])[C@@]([H])(O[H])[C@]([H])(O[H])[C@@]1([H])O[H])\C([H])([H])[H])C([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C23H32O11/c1-11(2)4-5-16(33-22(31)13-8-14(25)18(27)15(26)9-13)12(3)6-7-32-23-21(30)20(29)19(28)17(10-24)34-23/h4,6,8-9,16-17,19-21,23-30H,5,7,10H2,1-3H3/b12-6+/t16-,17-,19-,20+,21-,23-/m1/s1

> <INCHI_KEY>
DMMHQBFBNBLSMS-MZEGUFTFSA-N

> <FORMULA>
C23H32O11

> <MOLECULAR_WEIGHT>
484.498

> <EXACT_MASS>
484.19446185

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
48.851170382750595

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E,4R)-3,7-dimethyl-1-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}octa-2,6-dien-4-yl 3,4,5-trihydroxybenzoate

> <ALOGPS_LOGP>
0.92

> <JCHEM_LOGP>
1.0853404670000006

> <ALOGPS_LOGS>
-2.97

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.237448930034187

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.103338539229474

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810835511357814

> <JCHEM_POLAR_SURFACE_AREA>
186.37

> <JCHEM_REFRACTIVITY>
120.8756

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.17e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E,4R)-3,7-dimethyl-1-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}octa-2,6-dien-4-yl 3,4,5-trihydroxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 66 67  0  0  0  0  0  0  0  0999 V2000
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M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0      -2.125  -3.919   1.922  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.844  -2.600   2.043  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.952  -2.088   3.453  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.313  -1.973   0.946  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.056  -0.658   0.865  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.197   0.521   0.344  0.00  0.00           C+0
HETATM    7  O   UNK     0      -2.141   0.798   1.289  0.00  0.00           O+0
HETATM    8  C   UNK     0      -2.476   1.534   2.371  0.00  0.00           C+0
HETATM    9  O   UNK     0      -3.568   2.029   2.601  0.00  0.00           O+0
HETATM   10  C   UNK     0      -1.307   1.677   3.279  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.421   2.565   4.364  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.350   2.719   5.237  0.00  0.00           C+0
HETATM   13  O   UNK     0      -0.402   3.568   6.307  0.00  0.00           O+0
HETATM   14  C   UNK     0       0.823   2.000   5.039  0.00  0.00           C+0
HETATM   15  O   UNK     0       1.883   2.146   5.891  0.00  0.00           O+0
HETATM   16  C   UNK     0       0.934   1.120   3.970  0.00  0.00           C+0
HETATM   17  O   UNK     0       2.086   0.414   3.781  0.00  0.00           O+0
HETATM   18  C   UNK     0      -0.122   0.947   3.086  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.592   0.262  -1.045  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.599   0.311  -2.166  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.275   0.013  -1.223  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.525  -0.289  -2.485  0.00  0.00           C+0
HETATM   23  O   UNK     0      -0.058  -1.634  -2.408  0.00  0.00           O+0
HETATM   24  C   UNK     0       1.272  -1.735  -1.891  0.00  0.00           C+0
HETATM   25  O   UNK     0       2.216  -1.284  -2.860  0.00  0.00           O+0
HETATM   26  C   UNK     0       3.568  -1.391  -2.390  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.513  -0.793  -3.442  0.00  0.00           C+0
HETATM   28  O   UNK     0       5.847  -0.680  -2.958  0.00  0.00           O+0
HETATM   29  C   UNK     0       3.919  -2.861  -2.103  0.00  0.00           C+0
HETATM   30  O   UNK     0       5.255  -2.990  -1.603  0.00  0.00           O+0
HETATM   31  C   UNK     0       2.931  -3.432  -1.085  0.00  0.00           C+0
HETATM   32  O   UNK     0       3.203  -4.830  -0.904  0.00  0.00           O+0
HETATM   33  C   UNK     0       1.497  -3.223  -1.562  0.00  0.00           C+0
HETATM   34  O   UNK     0       0.596  -3.679  -0.540  0.00  0.00           O+0
HETATM   35  H   UNK     0      -1.099  -3.827   2.291  0.00  0.00           H+0
HETATM   36  H   UNK     0      -2.076  -4.273   0.886  0.00  0.00           H+0
HETATM   37  H   UNK     0      -2.640  -4.686   2.509  0.00  0.00           H+0
HETATM   38  H   UNK     0      -1.954  -1.985   3.892  0.00  0.00           H+0
HETATM   39  H   UNK     0      -3.439  -1.115   3.529  0.00  0.00           H+0
HETATM   40  H   UNK     0      -3.526  -2.792   4.064  0.00  0.00           H+0
HETATM   41  H   UNK     0      -3.158  -2.448  -0.023  0.00  0.00           H+0
HETATM   42  H   UNK     0      -4.480  -0.400   1.839  0.00  0.00           H+0
HETATM   43  H   UNK     0      -4.920  -0.805   0.204  0.00  0.00           H+0
HETATM   44  H   UNK     0      -3.828   1.417   0.257  0.00  0.00           H+0
HETATM   45  H   UNK     0      -2.344   3.120   4.510  0.00  0.00           H+0
HETATM   46  H   UNK     0      -1.277   3.995   6.321  0.00  0.00           H+0
HETATM   47  H   UNK     0       1.576   2.804   6.550  0.00  0.00           H+0
HETATM   48  H   UNK     0       2.673   0.695   4.513  0.00  0.00           H+0
HETATM   49  H   UNK     0      -0.014   0.244   2.266  0.00  0.00           H+0
HETATM   50  H   UNK     0      -3.149   0.279  -3.160  0.00  0.00           H+0
HETATM   51  H   UNK     0      -4.176   1.240  -2.114  0.00  0.00           H+0
HETATM   52  H   UNK     0      -4.293  -0.532  -2.093  0.00  0.00           H+0
HETATM   53  H   UNK     0      -0.637   0.004  -0.342  0.00  0.00           H+0
HETATM   54  H   UNK     0      -1.157  -0.225  -3.373  0.00  0.00           H+0
HETATM   55  H   UNK     0       0.296   0.423  -2.625  0.00  0.00           H+0
HETATM   56  H   UNK     0       1.351  -1.134  -0.975  0.00  0.00           H+0
HETATM   57  H   UNK     0       3.681  -0.801  -1.470  0.00  0.00           H+0
HETATM   58  H   UNK     0       4.172   0.206  -3.732  0.00  0.00           H+0
HETATM   59  H   UNK     0       4.519  -1.400  -4.354  0.00  0.00           H+0
HETATM   60  H   UNK     0       6.051  -1.515  -2.483  0.00  0.00           H+0
HETATM   61  H   UNK     0       3.865  -3.451  -3.027  0.00  0.00           H+0
HETATM   62  H   UNK     0       5.305  -3.906  -1.256  0.00  0.00           H+0
HETATM   63  H   UNK     0       3.085  -2.971  -0.101  0.00  0.00           H+0
HETATM   64  H   UNK     0       2.441  -5.173  -0.393  0.00  0.00           H+0
HETATM   65  H   UNK     0       1.303  -3.845  -2.445  0.00  0.00           H+0
HETATM   66  H   UNK     0      -0.289  -3.368  -0.821  0.00  0.00           H+0
CONECT    1    2   35   36   37                                             
CONECT    2    4    1    3                                                  
CONECT    3    2   38   39   40                                             
CONECT    4    5    2   41                                                  
CONECT    5    4    6   42   43                                             
CONECT    6    7   19    5   44                                             
CONECT    7    6    8                                                       
CONECT    8    7   10    9                                                  
CONECT    9    8                                                            
CONECT   10    8   11   18                                                  
CONECT   11   10   12   45                                                  
CONECT   12   11   14   13                                                  
CONECT   13   12   46                                                       
CONECT   14   12   16   15                                                  
CONECT   15   14   47                                                       
CONECT   16   14   18   17                                                  
CONECT   17   16   48                                                       
CONECT   18   16   10   49                                                  
CONECT   19   21   20    6                                                  
CONECT   20   19   50   51   52                                             
CONECT   21   22   19   53                                                  
CONECT   22   21   23   54   55                                             
CONECT   23   24   22                                                       
CONECT   24   23   33   25   56                                             
CONECT   25   24   26                                                       
CONECT   26   29   25   27   57                                             
CONECT   27   28   26   58   59                                             
CONECT   28   27   60                                                       
CONECT   29   26   31   30   61                                             
CONECT   30   29   62                                                       
CONECT   31   32   29   33   63                                             
CONECT   32   31   64                                                       
CONECT   33   34   31   24   65                                             
CONECT   34   33   66                                                       
CONECT   35    1                                                            
CONECT   36    1                                                            
CONECT   37    1                                                            
CONECT   38    3                                                            
CONECT   39    3                                                            
CONECT   40    3                                                            
CONECT   41    4                                                            
CONECT   42    5                                                            
CONECT   43    5                                                            
CONECT   44    6                                                            
CONECT   45   11                                                            
CONECT   46   13                                                            
CONECT   47   15                                                            
CONECT   48   17                                                            
CONECT   49   18                                                            
CONECT   50   20                                                            
CONECT   51   20                                                            
CONECT   52   20                                                            
CONECT   53   21                                                            
CONECT   54   22                                                            
CONECT   55   22                                                            
CONECT   56   24                                                            
CONECT   57   26                                                            
CONECT   58   27                                                            
CONECT   59   27                                                            
CONECT   60   28                                                            
CONECT   61   29                                                            
CONECT   62   30                                                            
CONECT   63   31                                                            
CONECT   64   32                                                            
CONECT   65   33                                                            
CONECT   66   34                                                            
MASTER        0    0    0    0    0    0    0    0   66    0  134    0
END

RDKit          3D

66 67  0  0  0  0  0  0  0  0999 V2000
   -2.1251   -3.9191    1.9216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8437   -2.5997    2.0428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9521   -2.0883    3.4527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3130   -1.9732    0.9460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0564   -0.6584    0.8647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1972    0.5213    0.3436 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1412    0.7978    1.2892 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4758    1.5342    2.3710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5676    2.0288    2.6009 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3071    1.6768    3.2785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4213    2.5646    4.3643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3497    2.7192    5.2372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4022    3.5677    6.3074 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8231    2.0001    5.0386 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8829    2.1458    5.8915 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9336    1.1203    3.9702 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0860    0.4144    3.7807 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1224    0.9474    3.0863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5917    0.2615   -1.0454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5987    0.3105   -2.1664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2750    0.0134   -1.2232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5254   -0.2894   -2.4854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0578   -1.6343   -2.4082 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2719   -1.7351   -1.8905 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2165   -1.2842   -2.8604 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5677   -1.3908   -2.3903 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5132   -0.7933   -3.4417 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8474   -0.6799   -2.9579 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9188   -2.8610   -2.1035 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2545   -2.9896   -1.6028 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9313   -3.4321   -1.0849 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2030   -4.8305   -0.9040 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4972   -3.2227   -1.5619 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5963   -3.6787   -0.5398 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0985   -3.8267    2.2911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0758   -4.2726    0.8864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6399   -4.6863    2.5091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9540   -1.9850    3.8919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4392   -1.1146    3.5286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5263   -2.7921    4.0643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1579   -2.4483   -0.0231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4804   -0.4001    1.8395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9196   -0.8048    0.2036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8277    1.4165    0.2569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3439    3.1205    4.5097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2774    3.9948    6.3210 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5763    2.8035    6.5497 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6729    0.6952    4.5127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0142    0.2443    2.2659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1489    0.2789   -3.1604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1763    1.2397   -2.1138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2931   -0.5322   -2.0932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6368    0.0044   -0.3417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1575   -0.2253   -3.3725 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2957    0.4230   -2.6249 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3505   -1.1341   -0.9750 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6810   -0.8008   -1.4703 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1722    0.2064   -3.7316 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5191   -1.4004   -4.3537 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0509   -1.5148   -2.4831 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8654   -3.4513   -3.0272 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3053   -3.9060   -1.2561 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0852   -2.9712   -0.1011 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4411   -5.1726   -0.3925 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3028   -3.8447   -2.4447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2889   -3.3677   -0.8207 H   0  0  0  0  0  0  0  0  0  0  0  0
 26 29  1  0
  5  4  1  0
  4  2  2  3
 24 23  1  0
  2  1  1  0
  2  3  1  0
 33 34  1  0
  6  7  1  0
 31 32  1  0
 21 22  1  0
 22 23  1  0
  7  8  1  0
 27 28  1  0
  8 10  1  0
 31 29  1  0
  8  9  2  0
 31 33  1  0
 10 11  2  0
 21 19  2  0
 11 12  1  0
 24 33  1  0
 12 14  2  0
 19 20  1  0
 14 16  1  0
 24 25  1  0
 16 18  2  0
 18 10  1  0
 19  6  1  0
 12 13  1  0
 25 26  1  0
 14 15  1  0
  6  5  1  0
 16 17  1  0
 29 30  1  0
 26 27  1  0
 30 62  1  0
 29 61  1  6
 24 56  1  1
 27 58  1  0
 27 59  1  0
 26 57  1  1
 33 65  1  6
 34 66  1  0
 31 63  1  1
 32 64  1  0
 28 60  1  0
 21 53  1  0
 20 50  1  0
 20 51  1  0
 20 52  1  0
  6 44  1  6
  5 42  1  0
  5 43  1  0
  4 41  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  3 38  1  0
  3 39  1  0
  3 40  1  0
 22 54  1  0
 22 55  1  0
 11 45  1  0
 18 49  1  0
 13 46  1  0
 15 47  1  0
 17 48  1  0
M  END

View in JSmol

Synonyms

Value	Source
(2E,4R)-3,7-Dimethyl-1-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}octa-2,6-dien-4-yl 3,4,5-trihydroxybenzoic acid	Generator

Chemical Formula

C₂₃H₃₂O₁₁

Average Mass

484.4980 Da

Monoisotopic Mass

484.19446 Da

IUPAC Name

(2E,4R)-3,7-dimethyl-1-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}octa-2,6-dien-4-yl 3,4,5-trihydroxybenzoate

Traditional Name

(2E,4R)-3,7-dimethyl-1-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}octa-2,6-dien-4-yl 3,4,5-trihydroxybenzoate

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C(=C([H])C(O[H])=C1O[H])C(=O)O[C@@]([H])(C(=C(/[H])C([H])([H])O[C@]1([H])O[C@]([H])(C([H])([H])O[H])[C@@]([H])(O[H])[C@]([H])(O[H])[C@@]1([H])O[H])\C([H])([H])[H])C([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C23H32O11/c1-11(2)4-5-16(33-22(31)13-8-14(25)18(27)15(26)9-13)12(3)6-7-32-23-21(30)20(29)19(28)17(10-24)34-23/h4,6,8-9,16-17,19-21,23-30H,5,7,10H2,1-3H3/b12-6+/t16-,17-,19-,20+,21-,23-/m1/s1

InChI Key

DMMHQBFBNBLSMS-MZEGUFTFSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Phodiola sachalinensis	JEOL database	Fan, W., et al, Chem. Pharm. Bull. 49, 396 (2001)
Rhodiola rosea	LOTUS Database	35616633
Rhodiola sachalinensis	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Terpene glycosides

Alternative Parents

Substituents

Terpene glycoside
Fatty acyl glycoside of mono- or disaccharide
Fatty acyl glycoside
Galloyl ester
Hexose monosaccharide
Gallic acid or derivatives
Alkyl glycoside
O-glycosyl compound
P-hydroxybenzoic acid alkyl ester
Glycosyl compound
M-hydroxybenzoic acid ester
P-hydroxybenzoic acid ester
Monoterpenoid
Monocyclic monoterpenoid
Aromatic monoterpenoid
Benzoate ester
Pyrogallol derivative
Benzoic acid or derivatives
Benzenetriol
Benzoyl
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Fatty acyl
Benzenoid
Oxane
Monosaccharide
Secondary alcohol
Carboxylic acid ester
Carboxylic acid derivative
Organoheterocyclic compound
Oxacycle
Acetal
Polyol
Monocarboxylic acid or derivatives
Primary alcohol
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	0.92	ALOGPS
logP	1.09	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	8.1	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	186.37 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	120.88 m³·mol⁻¹	ChemAxon
Polarizability	48.85 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00033349

Chemspider ID

8752210

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10576825

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Fan, W., et al. (2001). Fan, W., et al, Chem. Pharm. Bull. 49, 396 (2001). Chem. Pharm. Bull..

Showing NP-Card for Sachalinoside A (NP0025673)

MOL for NP0025673 (Sachalinoside A)

3D MOL for NP0025673 (Sachalinoside A)

3D SDF for NP0025673 (Sachalinoside A)

3D-SDF for NP0025673 (Sachalinoside A)

PDB for NP0025673 (Sachalinoside A)

3D PDB for NP0025673 (Sachalinoside A)

SMILES for NP0025673 (Sachalinoside A)

INCHI for NP0025673 (Sachalinoside A)

Structure for NP0025673 (Sachalinoside A)

3D Structure for NP0025673 (Sachalinoside A)