NP-MRD: Showing NP-Card for Capsianoside C (NP0045486)

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Record Information

Version

2.0

Created at

2022-03-17 19:20:47 UTC

Updated at

2022-03-17 19:20:47 UTC

NP-MRD ID

NP0045486

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Capsianoside C

Description

Capsianoside C belongs to the class of organic compounds known as sophorolipids. These are glycolipids containing a sophorose moiety linked glycosidically to the hydroxyl group of a 17-hydroxy-C18 saturated fatty acid. The carboxyl group of the fatty acid can be linked to the 4'-hydroxyl of the second glucose to form a lactone. Capsianoside C is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Capsianoside C is found, on average, in the highest concentration within a few different foods, such as yellow bell peppers, red bell peppers, and pepper (c. Annuum) and in a lower concentration in orange bell peppers and green bell peppers. Capsianoside C has also been detected, but not quantified in, a few different foods, such as fruits, herbs and spices, and italian sweet red peppers. Capsianoside C is found in Capsicum annuum L. . This could make capsianoside C a potential biomarker for the consumption of these foods.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 05061304542D          

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M  END


  Mrv0541 05061304542D          

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M  END
> <DATABASE_ID>
NP0045486

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1OC(OCC2OC(OC3C(O)C(C)OC(OC\C(C)=C/CC\C(C)=C\CC\C(C)=C\CCC(C)(OC4OC(CO)C(O)C(O)C4OC4OC(CO)C(O)C(O)C4O)C=C)C3O)C(O)C(O)C2O)C(OC(=O)C(\C)=C\C(O)C\C(C)=C\CC\C(C)=C\CCC(C)(OC2OC(CO)C(O)C(O)C2OC2OC(CO)C(O)C(O)C2O)C=C)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C82H134O38/c1-13-81(11,119-79-71(63(99)56(92)49(34-85)112-79)117-75-65(101)59(95)54(90)47(32-83)110-75)28-18-26-39(4)21-15-20-38(3)23-17-25-42(7)36-106-74-68(104)69(53(89)45(10)108-74)116-77-67(103)61(97)58(94)51(114-77)37-107-78-70(62(98)52(88)44(9)109-78)115-73(105)43(8)31-46(87)30-41(6)24-16-22-40(5)27-19-29-82(12,14-2)120-80-72(64(100)57(93)50(35-86)113-80)118-76-66(102)60(96)55(91)48(33-84)111-76/h13-14,20,24-27,31,44-72,74-80,83-104H,1-2,15-19,21-23,28-30,32-37H2,3-12H3/b38-20+,39-26+,40-27+,41-24+,42-25-,43-31+

> <INCHI_KEY>
AWBYFCMZVKGNSB-RPQRBYGFSA-N

> <FORMULA>
C82H134O38

> <MOLECULAR_WEIGHT>
1727.9186

> <EXACT_MASS>
1726.855309924

> <JCHEM_ACCEPTOR_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
181.72512798740848

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
22

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-({6-[(2-{[(2Z,6E,10E)-14-{[4,5-dihydroxy-6-(hydroxymethyl)-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-2,6,10,14-tetramethylhexadeca-2,6,10,15-tetraen-1-yl]oxy}-3,5-dihydroxy-6-methyloxan-4-yl)oxy]-3,4,5-trihydroxyoxan-2-yl}methoxy)-4,5-dihydroxy-6-methyloxan-3-yl (2E,6E,10E)-14-{[4,5-dihydroxy-6-(hydroxymethyl)-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-4-hydroxy-2,6,10,14-tetramethylhexadeca-2,6,10,15-tetraenoate

> <ALOGPS_LOGP>
1.07

> <JCHEM_LOGP>
-0.7902727476666636

> <ALOGPS_LOGS>
-3.89

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.061469651873953

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.670791391356982

> <JCHEM_PKA_STRONGEST_BASIC>
-3.678628761973063

> <JCHEM_POLAR_SURFACE_AREA>
600.5800000000004

> <JCHEM_REFRACTIVITY>
420.9444999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
43

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.24e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-({6-[(2-{[(2Z,6E,10E)-14-{[4,5-dihydroxy-6-(hydroxymethyl)-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-2,6,10,14-tetramethylhexadeca-2,6,10,15-tetraen-1-yl]oxy}-3,5-dihydroxy-6-methyloxan-4-yl)oxy]-3,4,5-trihydroxyoxan-2-yl}methoxy)-4,5-dihydroxy-6-methyloxan-3-yl (2E,6E,10E)-14-{[4,5-dihydroxy-6-(hydroxymethyl)-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-4-hydroxy-2,6,10,14-tetramethylhexadeca-2,6,10,15-tetraenoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      11.027   2.874   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -21.339 -16.940   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.003  -6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -18.672  -9.240   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -16.004  -4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.002 -13.860   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -9.336  -6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.877   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0     -19.235 -15.964   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.797   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -21.339 -15.400   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -16.004  -7.700   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.336 -10.010   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0     -18.672 -12.320   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0     -16.004  -9.240   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.669  -9.240   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0     -14.671  -6.930   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.336 -11.550   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0     -17.338 -11.550   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      13.337   0.000   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0     -18.672 -13.860   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0     -13.337  -4.620   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0     -10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      16.004  10.780   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0     -26.935 -18.631   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      18.672   3.080   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0     -25.395 -10.629   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       6.668 -11.550   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0     -17.338 -10.010   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0     -14.671  -5.390   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       8.002 -12.320   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0     -12.003  -5.390   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      14.671  10.010   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0     -25.395 -18.631   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      17.338   3.850   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0     -24.625 -11.963   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      -2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0       1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      13.337  10.780   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0     -24.625 -19.965   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      17.338   5.390   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0     -25.395 -13.296   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      -4.001 -10.010   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0      12.003  10.010   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0     -23.085 -19.965   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0      -4.001 -11.550   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0      16.004   6.160   0.000  0.00  0.00           C+0
HETATM   64  C   UNK     0     -24.625 -14.630   0.000  0.00  0.00           C+0
HETATM   65  C   UNK     0      12.003   8.470   0.000  0.00  0.00           C+0
HETATM   66  C   UNK     0     -22.315 -18.631   0.000  0.00  0.00           C+0
HETATM   67  C   UNK     0      -2.667 -12.320   0.000  0.00  0.00           C+0
HETATM   68  C   UNK     0       2.667 -12.320   0.000  0.00  0.00           C+0
HETATM   69  C   UNK     0       1.334 -11.550   0.000  0.00  0.00           C+0
HETATM   70  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   71  C   UNK     0      14.671   5.390   0.000  0.00  0.00           C+0
HETATM   72  C   UNK     0     -23.085 -14.630   0.000  0.00  0.00           C+0
HETATM   73  C   UNK     0      -8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   74  C   UNK     0       4.001 -11.550   0.000  0.00  0.00           C+0
HETATM   75  C   UNK     0      13.337   7.700   0.000  0.00  0.00           C+0
HETATM   76  C   UNK     0     -23.085 -17.297   0.000  0.00  0.00           C+0
HETATM   77  C   UNK     0      -1.334 -11.550   0.000  0.00  0.00           C+0
HETATM   78  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   79  C   UNK     0      14.671   3.850   0.000  0.00  0.00           C+0
HETATM   80  C   UNK     0     -22.315 -13.296   0.000  0.00  0.00           C+0
HETATM   81  C   UNK     0      13.337   1.540   0.000  0.00  0.00           C+0
HETATM   82  C   UNK     0     -20.005 -14.630   0.000  0.00  0.00           C+0
HETATM   83  O   UNK     0      16.004  12.320   0.000  0.00  0.00           O+0
HETATM   84  O   UNK     0     -27.705 -17.297   0.000  0.00  0.00           O+0
HETATM   85  O   UNK     0      18.672   1.540   0.000  0.00  0.00           O+0
HETATM   86  O   UNK     0     -24.625  -9.295   0.000  0.00  0.00           O+0
HETATM   87  O   UNK     0     -12.003  -6.930   0.000  0.00  0.00           O+0
HETATM   88  O   UNK     0      -4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   89  O   UNK     0       0.000  -9.240   0.000  0.00  0.00           O+0
HETATM   90  O   UNK     0      13.337  12.320   0.000  0.00  0.00           O+0
HETATM   91  O   UNK     0     -25.395 -21.298   0.000  0.00  0.00           O+0
HETATM   92  O   UNK     0      18.672   6.160   0.000  0.00  0.00           O+0
HETATM   93  O   UNK     0     -26.935 -13.296   0.000  0.00  0.00           O+0
HETATM   94  O   UNK     0      -5.335  -9.240   0.000  0.00  0.00           O+0
HETATM   95  O   UNK     0      10.669  10.780   0.000  0.00  0.00           O+0
HETATM   96  O   UNK     0     -22.315 -21.298   0.000  0.00  0.00           O+0
HETATM   97  O   UNK     0      -5.335 -12.320   0.000  0.00  0.00           O+0
HETATM   98  O   UNK     0      -6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   99  O   UNK     0      16.004   7.700   0.000  0.00  0.00           O+0
HETATM  100  O   UNK     0     -25.395 -15.964   0.000  0.00  0.00           O+0
HETATM  101  O   UNK     0      10.669   7.700   0.000  0.00  0.00           O+0
HETATM  102  O   UNK     0     -20.775 -18.631   0.000  0.00  0.00           O+0
HETATM  103  O   UNK     0      -2.667 -13.860   0.000  0.00  0.00           O+0
HETATM  104  O   UNK     0       2.667 -13.860   0.000  0.00  0.00           O+0
HETATM  105  O   UNK     0      -8.002  -3.080   0.000  0.00  0.00           O+0
HETATM  106  O   UNK     0       5.335 -12.320   0.000  0.00  0.00           O+0
HETATM  107  O   UNK     0      -4.001  -6.930   0.000  0.00  0.00           O+0
HETATM  108  O   UNK     0       4.001 -10.010   0.000  0.00  0.00           O+0
HETATM  109  O   UNK     0      -2.667  -4.620   0.000  0.00  0.00           O+0
HETATM  110  O   UNK     0      14.671   8.470   0.000  0.00  0.00           O+0
HETATM  111  O   UNK     0     -24.625 -17.297   0.000  0.00  0.00           O+0
HETATM  112  O   UNK     0      16.004   3.080   0.000  0.00  0.00           O+0
HETATM  113  O   UNK     0     -23.085 -11.963   0.000  0.00  0.00           O+0
HETATM  114  O   UNK     0      -1.334 -10.010   0.000  0.00  0.00           O+0
HETATM  115  O   UNK     0      -6.668  -5.390   0.000  0.00  0.00           O+0
HETATM  116  O   UNK     0       0.000 -12.320   0.000  0.00  0.00           O+0
HETATM  117  O   UNK     0      13.337   6.160   0.000  0.00  0.00           O+0
HETATM  118  O   UNK     0     -22.315 -15.964   0.000  0.00  0.00           O+0
HETATM  119  O   UNK     0      13.337   3.080   0.000  0.00  0.00           O+0
HETATM  120  O   UNK     0     -20.775 -13.296   0.000  0.00  0.00           O+0
CONECT    1   13                                                            
CONECT    2   14                                                            
CONECT    3   38                                                            
CONECT    4   39                                                            
CONECT    5   40                                                            
CONECT    6   41                                                            
CONECT    7   42                                                            
CONECT    8   43                                                            
CONECT    9   44                                                            
CONECT   10   45                                                            
CONECT   11   81                                                            
CONECT   12   82                                                            
CONECT   13    1   81                                                       
CONECT   14    2   82                                                       
CONECT   15   20   21                                                       
CONECT   16   22   24                                                       
CONECT   17   23   25                                                       
CONECT   18   26   28                                                       
CONECT   19   27   29                                                       
CONECT   20   15   38                                                       
CONECT   21   15   39                                                       
CONECT   22   16   40                                                       
CONECT   23   17   38                                                       
CONECT   24   16   41                                                       
CONECT   25   17   42                                                       
CONECT   26   18   39                                                       
CONECT   27   19   40                                                       
CONECT   28   18   81                                                       
CONECT   29   19   82                                                       
CONECT   30   41   46                                                       
CONECT   31   43   46                                                       
CONECT   32   47   83                                                       
CONECT   33   48   84                                                       
CONECT   34   49   85                                                       
CONECT   35   50   86                                                       
CONECT   36   42  106                                                       
CONECT   37   51  107                                                       
CONECT   38    3   20   23                                                  
CONECT   39    4   21   26                                                  
CONECT   40    5   22   27                                                  
CONECT   41    6   24   30                                                  
CONECT   42    7   25   36                                                  
CONECT   43    8   31   73                                                  
CONECT   44    9   52  109                                                  
CONECT   45   10   53  108                                                  
CONECT   46   30   31   87                                                  
CONECT   47   32   54  110                                                  
CONECT   48   33   55  111                                                  
CONECT   49   34   56  112                                                  
CONECT   50   35   57  113                                                  
CONECT   51   37   58  114                                                  
CONECT   52   44   62   88                                                  
CONECT   53   45   69   89                                                  
CONECT   54   47   59   90                                                  
CONECT   55   48   60   91                                                  
CONECT   56   49   63   92                                                  
CONECT   57   50   64   93                                                  
CONECT   58   51   61   94                                                  
CONECT   59   54   65   95                                                  
CONECT   60   55   66   96                                                  
CONECT   61   58   67   97                                                  
CONECT   62   52   70   98                                                  
CONECT   63   56   71   99                                                  
CONECT   64   57   72  100                                                  
CONECT   65   59   75  101                                                  
CONECT   66   60   76  102                                                  
CONECT   67   61   77  103                                                  
CONECT   68   69   74  104                                                  
CONECT   69   53   68  116                                                  
CONECT   70   62   78  115                                                  
CONECT   71   63   79  117                                                  
CONECT   72   64   80  118                                                  
CONECT   73   43  105  115                                                  
CONECT   74   68  106  108                                                  
CONECT   75   65  110  117                                                  
CONECT   76   66  111  118                                                  
CONECT   77   67  114  116                                                  
CONECT   78   70  107  109                                                  
CONECT   79   71  112  119                                                  
CONECT   80   72  113  120                                                  
CONECT   81   11   13   28  119                                             
CONECT   82   12   14   29  120                                             
CONECT   83   32                                                            
CONECT   84   33                                                            
CONECT   85   34                                                            
CONECT   86   35                                                            
CONECT   87   46                                                            
CONECT   88   52                                                            
CONECT   89   53                                                            
CONECT   90   54                                                            
CONECT   91   55                                                            
CONECT   92   56                                                            
CONECT   93   57                                                            
CONECT   94   58                                                            
CONECT   95   59                                                            
CONECT   96   60                                                            
CONECT   97   61                                                            
CONECT   98   62                                                            
CONECT   99   63                                                            
CONECT  100   64                                                            
CONECT  101   65                                                            
CONECT  102   66                                                            
CONECT  103   67                                                            
CONECT  104   68                                                            
CONECT  105   73                                                            
CONECT  106   36   74                                                       
CONECT  107   37   78                                                       
CONECT  108   45   74                                                       
CONECT  109   44   78                                                       
CONECT  110   47   75                                                       
CONECT  111   48   76                                                       
CONECT  112   49   79                                                       
CONECT  113   50   80                                                       
CONECT  114   51   77                                                       
CONECT  115   70   73                                                       
CONECT  116   69   77                                                       
CONECT  117   71   75                                                       
CONECT  118   72   76                                                       
CONECT  119   79   81                                                       
CONECT  120   80   82                                                       
MASTER        0    0    0    0    0    0    0    0  120    0  252    0
END

View in JSmol

Synonyms

Value

Source

Capsianside C

HMDB

2-({6-[(2-{[(2Z,6E,10E)-14-{[4,5-dihydroxy-6-(hydroxymethyl)-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-2,6,10,14-tetramethylhexadeca-2,6,10,15-tetraen-1-yl]oxy}-3,5-dihydroxy-6-methyloxan-4-yl)oxy]-3,4,5-trihydroxyoxan-2-yl}methoxy)-4,5-dihydroxy-6-methyloxan-3-yl (2E,6E,10E)-14-{[4,5-dihydroxy-6-(hydroxymethyl)-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-4-hydroxy-2,6,10,14-tetramethylhexadeca-2,6,10,15-tetraenoic acid

Generator

Chemical Formula

C₈₂H₁₃₄O₃₈

Average Mass

1727.9186 Da

Monoisotopic Mass

1726.85531 Da

IUPAC Name

Traditional Name

CAS Registry Number

121940-51-0

SMILES

CC1OC(OCC2OC(OC3C(O)C(C)OC(OC\C(C)=C/CC\C(C)=C\CC\C(C)=C\CCC(C)(OC4OC(CO)C(O)C(O)C4OC4OC(CO)C(O)C(O)C4O)C=C)C3O)C(O)C(O)C2O)C(OC(=O)C(\C)=C\C(O)C\C(C)=C\CC\C(C)=C\CCC(C)(OC2OC(CO)C(O)C(O)C2OC2OC(CO)C(O)C(O)C2O)C=C)C(O)C1O

InChI Identifier

InChI=1S/C82H134O38/c1-13-81(11,119-79-71(63(99)56(92)49(34-85)112-79)117-75-65(101)59(95)54(90)47(32-83)110-75)28-18-26-39(4)21-15-20-38(3)23-17-25-42(7)36-106-74-68(104)69(53(89)45(10)108-74)116-77-67(103)61(97)58(94)51(114-77)37-107-78-70(62(98)52(88)44(9)109-78)115-73(105)43(8)31-46(87)30-41(6)24-16-22-40(5)27-19-29-82(12,14-2)120-80-72(64(100)57(93)50(35-86)113-80)118-76-66(102)60(96)55(91)48(33-84)111-76/h13-14,20,24-27,31,44-72,74-80,83-104H,1-2,15-19,21-23,28-30,32-37H2,3-12H3/b38-20+,39-26+,40-27+,41-24+,42-25-,43-31+

InChI Key

AWBYFCMZVKGNSB-RPQRBYGFSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Capsicum annuum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Capsicum annuum L.	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sophorolipids. These are glycolipids containing a sophorose moiety linked glycosidically to the hydroxyl group of a 17-hydroxy-C18 saturated fatty acid. The carboxyl group of the fatty acid can be linked to the 4'-hydroxyl of the second glucose to form a lactone.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl glycosides

Direct Parent

Sophorolipids

Alternative Parents

Substituents

Sophorolipid
Diterpene glycoside
Oligosaccharide
Diterpenoid
Terpene glycoside
Long chain fatty alcohol
Alkyl glycoside
Glycosyl compound
O-glycosyl compound
Fatty alcohol
Fatty acid ester
Oxane
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Secondary alcohol
Oxacycle
Carboxylic acid derivative
Organoheterocyclic compound
Polyol
Acetal
Monocarboxylic acid or derivatives
Organic oxygen compound
Organic oxide
Primary alcohol
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic 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	1.07	ALOGPS
logP	-0.79	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	11.67	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	37	ChemAxon
Hydrogen Donor Count	22	ChemAxon
Polar Surface Area	600.58 Å²	ChemAxon
Rotatable Bond Count	43	ChemAxon
Refractivity	420.94 m³·mol⁻¹	ChemAxon
Polarizability	181.73 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

HMDB0029906

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB001156

KNApSAcK ID

C00029903

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

118550826

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Capsianoside C (NP0045486)

MOL for NP0045486 (Capsianoside C)

3D MOL for NP0045486 (Capsianoside C)

3D SDF for NP0045486 (Capsianoside C)

3D-SDF for NP0045486 (Capsianoside C)

PDB for NP0045486 (Capsianoside C)

3D PDB for NP0045486 (Capsianoside C)

SMILES for NP0045486 (Capsianoside C)

INCHI for NP0045486 (Capsianoside C)

Structure for NP0045486 (Capsianoside C)

3D Structure for NP0045486 (Capsianoside C)