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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:52:07 UTC

Update Date

2022-03-07 02:54:17 UTC

HMDB ID

HMDB0034937

Secondary Accession Numbers

HMDB34937

Metabolite Identification

Common Name

Cappariloside A

Description

Cappariloside A belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. Cappariloside A has been detected, but not quantified in, capers (Capparis spinosa) and herbs and spices. This could make cappariloside a a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Cappariloside A.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0034937
     RDKit          3D
Cappariloside A
 42 44  0  0  0  0  0  0  0  0999 V2000
   -3.4715    4.0595   -1.8777 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9090    3.2451   -1.2439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2198    2.2218   -0.4588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1848    1.2197    0.0340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5550    1.3418    0.2565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0595    0.1845    0.6943 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0331   -0.6851    0.7578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0363   -2.0110    1.1504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8500   -2.6997    1.1288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6706   -2.0774    0.7209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6250   -0.7607    0.3226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5771   -0.0825   -0.0829 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7051   -0.0309   -0.4645 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3645    0.9138    0.2533 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6755    1.1354    0.1567 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1749    1.5190    1.5665 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5271    1.7741    1.5929 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5637    0.0389   -0.3167 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4943    0.5901   -1.2426 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8342   -1.0619   -1.0095 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6439   -2.1602   -1.1384 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4950   -1.3712   -0.3117 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9017   -2.3478   -1.1098 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8744   -0.0815    0.3598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5550    2.6474    0.3024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5954    1.6688   -1.2294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0696    2.2727    0.0756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0627    0.0421    0.9229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9604   -2.4893    1.4600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8416   -3.7466    1.4461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7724   -2.6796    0.7550 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8177    0.0792   -1.6116 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8775    2.0994   -0.4268 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0189    0.5603    2.1568 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5257    2.2755    2.0188 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7800    2.3885    0.8693 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1765   -0.3476    0.5064 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6923   -0.0654   -1.9463 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5339   -0.7417   -2.0579 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8529   -2.3981   -2.0976 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6797   -1.5992    0.7047 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5881   -2.8399   -1.5865 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 11 24  2  0
 24  4  1  0
 24  7  1  0
 22 13  1  0
  3 25  1  0
  3 26  1  0
  5 27  1  0
  6 28  1  0
  8 29  1  0
  9 30  1  0
 10 31  1  0
 13 32  1  0
 15 33  1  0
 16 34  1  0
 16 35  1  0
 17 36  1  0
 18 37  1  0
 19 38  1  0
 20 39  1  0
 21 40  1  0
 22 41  1  0
 23 42  1  0
M  END


  Mrv0541 05061308082D          

 24 26  0  0  0  0            999 V2000
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5249   -1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7179   -1.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0890   -1.3826    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  5  4  1  0  0  0  0
  8  4  1  0  0  0  0
  8  6  2  0  0  0  0
  9  2  1  0  0  0  0
 10  3  2  0  0  0  0
 11  7  1  0  0  0  0
 12  8  1  0  0  0  0
 12  9  2  0  0  0  0
 12 10  1  0  0  0  0
 13 11  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17  5  3  0  0  0  0
 18  6  1  0  0  0  0
 18  9  1  0  0  0  0
 19  7  1  0  0  0  0
 20 13  1  0  0  0  0
 21 14  1  0  0  0  0
 22 15  1  0  0  0  0
 23 10  1  0  0  0  0
 23 16  1  0  0  0  0
 24 11  1  0  0  0  0
 24 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034937

> <DATABASE_NAME>
hmdb

> <SMILES>
OCC1OC(OC2=CC=CC3=C2C(CC#N)=CN3)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C16H18N2O6/c17-5-4-8-6-18-9-2-1-3-10(12(8)9)23-16-15(22)14(21)13(20)11(7-19)24-16/h1-3,6,11,13-16,18-22H,4,7H2

> <INCHI_KEY>
ZVFUTZQNUQUJLW-UHFFFAOYSA-N

> <FORMULA>
C16H18N2O6

> <MOLECULAR_WEIGHT>
334.3239

> <EXACT_MASS>
334.116486318

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
32.540763548748004

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H-indol-3-yl)acetonitrile

> <ALOGPS_LOGP>
0.29

> <JCHEM_LOGP>
-0.8039284500000005

> <ALOGPS_LOGS>
-1.84

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.132589127225668

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.19227865075945

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810923462143144

> <JCHEM_POLAR_SURFACE_AREA>
138.96

> <JCHEM_REFRACTIVITY>
81.5567

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.78e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H-indol-3-yl)acetonitrile

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0034937
     RDKit          3D
Cappariloside A
 42 44  0  0  0  0  0  0  0  0999 V2000
   -3.4715    4.0595   -1.8777 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9090    3.2451   -1.2439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2198    2.2218   -0.4588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1848    1.2197    0.0340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5550    1.3418    0.2565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0595    0.1845    0.6943 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0331   -0.6851    0.7578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0363   -2.0110    1.1504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8500   -2.6997    1.1288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6706   -2.0774    0.7209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6250   -0.7607    0.3226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5771   -0.0825   -0.0829 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7051   -0.0309   -0.4645 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3645    0.9138    0.2533 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6755    1.1354    0.1567 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1749    1.5190    1.5665 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5271    1.7741    1.5929 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5637    0.0389   -0.3167 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4943    0.5901   -1.2426 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8342   -1.0619   -1.0095 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6439   -2.1602   -1.1384 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4950   -1.3712   -0.3117 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9017   -2.3478   -1.1098 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8744   -0.0815    0.3598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5550    2.6474    0.3024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5954    1.6688   -1.2294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0696    2.2727    0.0756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0627    0.0421    0.9229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9604   -2.4893    1.4600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8416   -3.7466    1.4461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7724   -2.6796    0.7550 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8177    0.0792   -1.6116 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8775    2.0994   -0.4268 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0189    0.5603    2.1568 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5257    2.2755    2.0188 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7800    2.3885    0.8693 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1765   -0.3476    0.5064 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6923   -0.0654   -1.9463 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5339   -0.7417   -2.0579 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8529   -2.3981   -2.0976 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6797   -1.5992    0.7047 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5881   -2.8399   -1.5865 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 11 24  2  0
 24  4  1  0
 24  7  1  0
 22 13  1  0
  3 25  1  0
  3 26  1  0
  5 27  1  0
  6 28  1  0
  8 29  1  0
  9 30  1  0
 10 31  1  0
 13 32  1  0
 15 33  1  0
 16 34  1  0
 16 35  1  0
 17 36  1  0
 18 37  1  0
 19 38  1  0
 20 39  1  0
 21 40  1  0
 22 41  1  0
 23 42  1  0
M  END

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       7.454   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.846  -1.941   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.340  -2.261   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.417   0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.788  -6.930   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.322  -0.476   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.788  -5.390   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.122  -4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.122  -3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.788  -2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.454  -3.080   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0      -0.166  -2.581   0.000  0.00  0.00           N+0
HETATM   18  N   UNK     0       3.322   2.016   0.000  0.00  0.00           N+0
HETATM   19  O   UNK     0      10.122  -7.700   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      11.455  -5.390   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      11.455  -2.310   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       8.788  -0.770   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       6.121  -2.310   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       7.454  -4.620   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    9                                                       
CONECT    3    1   10                                                       
CONECT    4    5    8                                                       
CONECT    5    4   17                                                       
CONECT    6    8   18                                                       
CONECT    7   11   19                                                       
CONECT    8    4    6   12                                                  
CONECT    9    2   12   18                                                  
CONECT   10    3   12   23                                                  
CONECT   11    7   13   24                                                  
CONECT   12    8    9   10                                                  
CONECT   13   11   14   20                                                  
CONECT   14   13   15   21                                                  
CONECT   15   14   16   22                                                  
CONECT   16   15   23   24                                                  
CONECT   17    5                                                            
CONECT   18    6    9                                                       
CONECT   19    7                                                            
CONECT   20   13                                                            
CONECT   21   14                                                            
CONECT   22   15                                                            
CONECT   23   10   16                                                       
CONECT   24   11   16                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

COMPND    HMDB0034937
HETATM    1  N1  UNL     1      -3.472   4.059  -1.878  1.00  0.00           N  
HETATM    2  C1  UNL     1      -2.909   3.245  -1.244  1.00  0.00           C  
HETATM    3  C2  UNL     1      -2.220   2.222  -0.459  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.185   1.220   0.034  1.00  0.00           C  
HETATM    5  C4  UNL     1      -4.555   1.342   0.257  1.00  0.00           C  
HETATM    6  N2  UNL     1      -5.060   0.184   0.694  1.00  0.00           N  
HETATM    7  C5  UNL     1      -4.033  -0.685   0.758  1.00  0.00           C  
HETATM    8  C6  UNL     1      -4.036  -2.011   1.150  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.850  -2.700   1.129  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.671  -2.077   0.721  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.625  -0.761   0.323  1.00  0.00           C  
HETATM   12  O1  UNL     1      -0.577  -0.082  -0.083  1.00  0.00           O  
HETATM   13  C10 UNL     1       0.705  -0.031  -0.464  1.00  0.00           C  
HETATM   14  O2  UNL     1       1.365   0.914   0.253  1.00  0.00           O  
HETATM   15  C11 UNL     1       2.676   1.135   0.157  1.00  0.00           C  
HETATM   16  C12 UNL     1       3.175   1.519   1.567  1.00  0.00           C  
HETATM   17  O3  UNL     1       4.527   1.774   1.593  1.00  0.00           O  
HETATM   18  C13 UNL     1       3.564   0.039  -0.317  1.00  0.00           C  
HETATM   19  O4  UNL     1       4.494   0.590  -1.243  1.00  0.00           O  
HETATM   20  C14 UNL     1       2.834  -1.062  -1.010  1.00  0.00           C  
HETATM   21  O5  UNL     1       3.644  -2.160  -1.138  1.00  0.00           O  
HETATM   22  C15 UNL     1       1.495  -1.371  -0.312  1.00  0.00           C  
HETATM   23  O6  UNL     1       0.902  -2.348  -1.110  1.00  0.00           O  
HETATM   24  C16 UNL     1      -2.874  -0.082   0.360  1.00  0.00           C  
HETATM   25  H1  UNL     1      -1.555   2.647   0.302  1.00  0.00           H  
HETATM   26  H2  UNL     1      -1.595   1.669  -1.229  1.00  0.00           H  
HETATM   27  H3  UNL     1      -5.070   2.273   0.076  1.00  0.00           H  
HETATM   28  H4  UNL     1      -6.063   0.042   0.923  1.00  0.00           H  
HETATM   29  H5  UNL     1      -4.960  -2.489   1.460  1.00  0.00           H  
HETATM   30  H6  UNL     1      -2.842  -3.747   1.446  1.00  0.00           H  
HETATM   31  H7  UNL     1      -0.772  -2.680   0.755  1.00  0.00           H  
HETATM   32  H8  UNL     1       0.818   0.079  -1.612  1.00  0.00           H  
HETATM   33  H9  UNL     1       2.878   2.099  -0.427  1.00  0.00           H  
HETATM   34  H10 UNL     1       3.019   0.560   2.157  1.00  0.00           H  
HETATM   35  H11 UNL     1       2.526   2.276   2.019  1.00  0.00           H  
HETATM   36  H12 UNL     1       4.780   2.389   0.869  1.00  0.00           H  
HETATM   37  H13 UNL     1       4.177  -0.348   0.506  1.00  0.00           H  
HETATM   38  H14 UNL     1       4.692  -0.065  -1.946  1.00  0.00           H  
HETATM   39  H15 UNL     1       2.534  -0.742  -2.058  1.00  0.00           H  
HETATM   40  H16 UNL     1       3.853  -2.398  -2.098  1.00  0.00           H  
HETATM   41  H17 UNL     1       1.680  -1.599   0.705  1.00  0.00           H  
HETATM   42  H18 UNL     1       1.588  -2.840  -1.587  1.00  0.00           H  
CONECT    1    2    2    2
CONECT    2    3
CONECT    3    4   25   26
CONECT    4    5    5   24
CONECT    5    6   27
CONECT    6    7   28
CONECT    7    8    8   24
CONECT    8    9   29
CONECT    9   10   10   30
CONECT   10   11   31
CONECT   11   12   24   24
CONECT   12   13
CONECT   13   14   22   32
CONECT   14   15
CONECT   15   16   18   33
CONECT   16   17   34   35
CONECT   17   36
CONECT   18   19   20   37
CONECT   19   38
CONECT   20   21   22   39
CONECT   21   40
CONECT   22   23   41
CONECT   23   42
END

HMDB0034937
     RDKit          3D
Cappariloside A
 42 44  0  0  0  0  0  0  0  0999 V2000
   -3.4715    4.0595   -1.8777 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9090    3.2451   -1.2439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2198    2.2218   -0.4588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1848    1.2197    0.0340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5550    1.3418    0.2565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0595    0.1845    0.6943 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0331   -0.6851    0.7578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0363   -2.0110    1.1504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8500   -2.6997    1.1288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6706   -2.0774    0.7209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6250   -0.7607    0.3226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5771   -0.0825   -0.0829 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7051   -0.0309   -0.4645 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3645    0.9138    0.2533 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6755    1.1354    0.1567 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1749    1.5190    1.5665 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5271    1.7741    1.5929 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5637    0.0389   -0.3167 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4943    0.5901   -1.2426 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8342   -1.0619   -1.0095 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6439   -2.1602   -1.1384 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4950   -1.3712   -0.3117 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9017   -2.3478   -1.1098 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8744   -0.0815    0.3598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5550    2.6474    0.3024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5954    1.6688   -1.2294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0696    2.2727    0.0756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0627    0.0421    0.9229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9604   -2.4893    1.4600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8416   -3.7466    1.4461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7724   -2.6796    0.7550 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8177    0.0792   -1.6116 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8775    2.0994   -0.4268 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0189    0.5603    2.1568 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5257    2.2755    2.0188 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7800    2.3885    0.8693 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1765   -0.3476    0.5064 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6923   -0.0654   -1.9463 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5339   -0.7417   -2.0579 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8529   -2.3981   -2.0976 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6797   -1.5992    0.7047 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5881   -2.8399   -1.5865 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 11 24  2  0
 24  4  1  0
 24  7  1  0
 22 13  1  0
  3 25  1  0
  3 26  1  0
  5 27  1  0
  6 28  1  0
  8 29  1  0
  9 30  1  0
 10 31  1  0
 13 32  1  0
 15 33  1  0
 16 34  1  0
 16 35  1  0
 17 36  1  0
 18 37  1  0
 19 38  1  0
 20 39  1  0
 21 40  1  0
 22 41  1  0
 23 42  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(-)-Cappariloside a	HMDB

Chemical Formula

C₁₆H₁₈N₂O₆

Average Molecular Weight

334.3239

Monoisotopic Molecular Weight

334.116486318

IUPAC Name

2-(4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H-indol-3-yl)acetonitrile

Traditional Name

2-(4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H-indol-3-yl)acetonitrile

CAS Registry Number

229483-41-4

SMILES

OCC1OC(OC2=CC=CC3=C2C(CC#N)=CN3)C(O)C(O)C1O

InChI Identifier

InChI=1S/C16H18N2O6/c17-5-4-8-6-18-9-2-1-3-10(12(8)9)23-16-15(22)14(21)13(20)11(7-19)24-16/h1-3,6,11,13-16,18-22H,4,7H2

InChI Key

ZVFUTZQNUQUJLW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Phenolic glycosides

Alternative Parents

Substituents

Phenolic glycoside
Hexose monosaccharide
O-glycosyl compound
3-alkylindole
Indole
Indole or derivatives
Monosaccharide
Oxane
Benzenoid
Substituted pyrrole
Heteroaromatic compound
Pyrrole
Secondary alcohol
Acetal
Oxacycle
Carbonitrile
Nitrile
Azacycle
Organoheterocyclic compound
Polyol
Organic nitrogen compound
Organopnictogen compound
Organonitrogen compound
Hydrocarbon derivative
Alcohol
Primary alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0034937)
Cytoplasm (HMDB: HMDB0034937)

Extracellular (HMDB: HMDB0034937)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0034937)

Source

Exogenous

Food

Food (HMDB: HMDB0034937)

Herb and spice

Spice

Capers (FooDB: FOOD00039)

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0034937)

Not Available

Nutrient (HMDB: HMDB0034937)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	22950 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	4.78 g/L	ALOGPS
logP	0.29	ALOGPS
logP	-0.8	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	12.19	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	138.96 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	81.56 m³·mol⁻¹	ChemAxon
Polarizability	32.54 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	178.253	31661259
DarkChem	[M-H]-	173.087	31661259
DeepCCS	[M+H]+	172.144	30932474
DeepCCS	[M-H]-	169.786	30932474
DeepCCS	[M-2H]-	203.513	30932474
DeepCCS	[M+Na]+	178.74	30932474
AllCCS	[M+H]+	178.0	32859911
AllCCS	[M+H-H2O]+	175.0	32859911
AllCCS	[M+NH4]+	180.8	32859911
AllCCS	[M+Na]+	181.6	32859911
AllCCS	[M-H]-	176.1	32859911
AllCCS	[M+Na-2H]-	175.8	32859911
AllCCS	[M+HCOO]-	175.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Cappariloside A	OCC1OC(OC2=CC=CC3=C2C(CC#N)=CN3)C(O)C(O)C1O	3912.3	Standard polar	33892256
Cappariloside A	OCC1OC(OC2=CC=CC3=C2C(CC#N)=CN3)C(O)C(O)C1O	3142.2	Standard non polar	33892256
Cappariloside A	OCC1OC(OC2=CC=CC3=C2C(CC#N)=CN3)C(O)C(O)C1O	3486.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Cappariloside A,1TMS,isomer #1	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(CC#N)=C[NH]3)C(O)C(O)C1O	3214.3	Semi standard non polar	33892256
Cappariloside A,1TMS,isomer #2	C[Si](C)(C)OC1C(OC2=CC=CC3=C2C(CC#N)=C[NH]3)OC(CO)C(O)C1O	3209.9	Semi standard non polar	33892256
Cappariloside A,1TMS,isomer #3	C[Si](C)(C)OC1C(O)C(CO)OC(OC2=CC=CC3=C2C(CC#N)=C[NH]3)C1O	3190.4	Semi standard non polar	33892256
Cappariloside A,1TMS,isomer #4	C[Si](C)(C)OC1C(CO)OC(OC2=CC=CC3=C2C(CC#N)=C[NH]3)C(O)C1O	3210.5	Semi standard non polar	33892256
Cappariloside A,1TMS,isomer #5	C[Si](C)(C)N1C=C(CC#N)C2=C(OC3OC(CO)C(O)C(O)C3O)C=CC=C21	3250.2	Semi standard non polar	33892256
Cappariloside A,2TMS,isomer #1	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(CC#N)=C[NH]3)C(O[Si](C)(C)C)C(O)C1O	3147.8	Semi standard non polar	33892256
Cappariloside A,2TMS,isomer #10	C[Si](C)(C)OC1C(CO)OC(OC2=CC=CC3=C2C(CC#N)=CN3[Si](C)(C)C)C(O)C1O	3190.2	Semi standard non polar	33892256
Cappariloside A,2TMS,isomer #2	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(CC#N)=C[NH]3)C(O)C(O[Si](C)(C)C)C1O	3151.5	Semi standard non polar	33892256
Cappariloside A,2TMS,isomer #3	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(CC#N)=C[NH]3)C(O)C(O)C1O[Si](C)(C)C	3149.2	Semi standard non polar	33892256
Cappariloside A,2TMS,isomer #4	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(CC#N)=CN3[Si](C)(C)C)C(O)C(O)C1O	3182.1	Semi standard non polar	33892256
Cappariloside A,2TMS,isomer #5	C[Si](C)(C)OC1C(CO)OC(OC2=CC=CC3=C2C(CC#N)=C[NH]3)C(O[Si](C)(C)C)C1O	3146.9	Semi standard non polar	33892256
Cappariloside A,2TMS,isomer #6	C[Si](C)(C)OC1C(OC2=CC=CC3=C2C(CC#N)=C[NH]3)OC(CO)C(O)C1O[Si](C)(C)C	3146.6	Semi standard non polar	33892256
Cappariloside A,2TMS,isomer #7	C[Si](C)(C)OC1C(OC2=CC=CC3=C2C(CC#N)=CN3[Si](C)(C)C)OC(CO)C(O)C1O	3185.6	Semi standard non polar	33892256
Cappariloside A,2TMS,isomer #8	C[Si](C)(C)OC1C(CO)OC(OC2=CC=CC3=C2C(CC#N)=C[NH]3)C(O)C1O[Si](C)(C)C	3139.4	Semi standard non polar	33892256
Cappariloside A,2TMS,isomer #9	C[Si](C)(C)OC1C(O)C(CO)OC(OC2=CC=CC3=C2C(CC#N)=CN3[Si](C)(C)C)C1O	3168.5	Semi standard non polar	33892256
Cappariloside A,3TMS,isomer #1	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(CC#N)=C[NH]3)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	3122.8	Semi standard non polar	33892256
Cappariloside A,3TMS,isomer #10	C[Si](C)(C)OC1C(CO)OC(OC2=CC=CC3=C2C(CC#N)=CN3[Si](C)(C)C)C(O)C1O[Si](C)(C)C	3130.1	Semi standard non polar	33892256
Cappariloside A,3TMS,isomer #2	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(CC#N)=C[NH]3)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	3134.6	Semi standard non polar	33892256
Cappariloside A,3TMS,isomer #3	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(CC#N)=CN3[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C1O	3144.9	Semi standard non polar	33892256
Cappariloside A,3TMS,isomer #4	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(CC#N)=C[NH]3)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	3119.0	Semi standard non polar	33892256
Cappariloside A,3TMS,isomer #5	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(CC#N)=CN3[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C1O	3134.0	Semi standard non polar	33892256
Cappariloside A,3TMS,isomer #6	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(CC#N)=CN3[Si](C)(C)C)C(O)C(O)C1O[Si](C)(C)C	3148.9	Semi standard non polar	33892256
Cappariloside A,3TMS,isomer #7	C[Si](C)(C)OC1C(CO)OC(OC2=CC=CC3=C2C(CC#N)=C[NH]3)C(O[Si](C)(C)C)C1O[Si](C)(C)C	3129.6	Semi standard non polar	33892256
Cappariloside A,3TMS,isomer #8	C[Si](C)(C)OC1C(CO)OC(OC2=CC=CC3=C2C(CC#N)=CN3[Si](C)(C)C)C(O[Si](C)(C)C)C1O	3145.7	Semi standard non polar	33892256
Cappariloside A,3TMS,isomer #9	C[Si](C)(C)OC1C(OC2=CC=CC3=C2C(CC#N)=CN3[Si](C)(C)C)OC(CO)C(O)C1O[Si](C)(C)C	3139.6	Semi standard non polar	33892256
Cappariloside A,4TMS,isomer #1	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(CC#N)=C[NH]3)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	3136.5	Semi standard non polar	33892256
Cappariloside A,4TMS,isomer #2	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(CC#N)=CN3[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	3140.4	Semi standard non polar	33892256
Cappariloside A,4TMS,isomer #3	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(CC#N)=CN3[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	3148.5	Semi standard non polar	33892256
Cappariloside A,4TMS,isomer #4	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(CC#N)=CN3[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	3132.8	Semi standard non polar	33892256
Cappariloside A,4TMS,isomer #5	C[Si](C)(C)OC1C(CO)OC(OC2=CC=CC3=C2C(CC#N)=CN3[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	3138.5	Semi standard non polar	33892256
Cappariloside A,5TMS,isomer #1	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(CC#N)=CN3[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	3153.4	Semi standard non polar	33892256
Cappariloside A,5TMS,isomer #1	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(CC#N)=CN3[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	3016.8	Standard non polar	33892256
Cappariloside A,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(CC#N)=C[NH]3)C(O)C(O)C1O	3444.5	Semi standard non polar	33892256
Cappariloside A,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1C(OC2=CC=CC3=C2C(CC#N)=C[NH]3)OC(CO)C(O)C1O	3460.7	Semi standard non polar	33892256
Cappariloside A,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1C(O)C(CO)OC(OC2=CC=CC3=C2C(CC#N)=C[NH]3)C1O	3437.7	Semi standard non polar	33892256
Cappariloside A,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC2=CC=CC3=C2C(CC#N)=C[NH]3)C(O)C1O	3453.2	Semi standard non polar	33892256
Cappariloside A,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N1C=C(CC#N)C2=C(OC3OC(CO)C(O)C(O)C3O)C=CC=C21	3502.2	Semi standard non polar	33892256
Cappariloside A,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(CC#N)=C[NH]3)C(O[Si](C)(C)C(C)(C)C)C(O)C1O	3631.3	Semi standard non polar	33892256
Cappariloside A,2TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC2=CC=CC3=C2C(CC#N)=CN3[Si](C)(C)C(C)(C)C)C(O)C1O	3635.0	Semi standard non polar	33892256
Cappariloside A,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(CC#N)=C[NH]3)C(O)C(O[Si](C)(C)C(C)(C)C)C1O	3627.0	Semi standard non polar	33892256
Cappariloside A,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(CC#N)=C[NH]3)C(O)C(O)C1O[Si](C)(C)C(C)(C)C	3630.6	Semi standard non polar	33892256
Cappariloside A,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(CC#N)=CN3[Si](C)(C)C(C)(C)C)C(O)C(O)C1O	3614.4	Semi standard non polar	33892256
Cappariloside A,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC2=CC=CC3=C2C(CC#N)=C[NH]3)C(O[Si](C)(C)C(C)(C)C)C1O	3639.6	Semi standard non polar	33892256
Cappariloside A,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1C(OC2=CC=CC3=C2C(CC#N)=C[NH]3)OC(CO)C(O)C1O[Si](C)(C)C(C)(C)C	3649.0	Semi standard non polar	33892256
Cappariloside A,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC1C(OC2=CC=CC3=C2C(CC#N)=CN3[Si](C)(C)C(C)(C)C)OC(CO)C(O)C1O	3637.9	Semi standard non polar	33892256
Cappariloside A,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC2=CC=CC3=C2C(CC#N)=C[NH]3)C(O)C1O[Si](C)(C)C(C)(C)C	3634.0	Semi standard non polar	33892256
Cappariloside A,2TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC1C(O)C(CO)OC(OC2=CC=CC3=C2C(CC#N)=CN3[Si](C)(C)C(C)(C)C)C1O	3626.6	Semi standard non polar	33892256
Cappariloside A,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(CC#N)=C[NH]3)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O	3830.5	Semi standard non polar	33892256
Cappariloside A,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC2=CC=CC3=C2C(CC#N)=CN3[Si](C)(C)C(C)(C)C)C(O)C1O[Si](C)(C)C(C)(C)C	3788.4	Semi standard non polar	33892256
Cappariloside A,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(CC#N)=C[NH]3)C(O[Si](C)(C)C(C)(C)C)C(O)C1O[Si](C)(C)C(C)(C)C	3828.9	Semi standard non polar	33892256
Cappariloside A,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(CC#N)=CN3[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C1O	3779.8	Semi standard non polar	33892256
Cappariloside A,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(CC#N)=C[NH]3)C(O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3825.8	Semi standard non polar	33892256
Cappariloside A,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(CC#N)=CN3[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C1O	3789.7	Semi standard non polar	33892256
Cappariloside A,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(CC#N)=CN3[Si](C)(C)C(C)(C)C)C(O)C(O)C1O[Si](C)(C)C(C)(C)C	3787.7	Semi standard non polar	33892256
Cappariloside A,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC2=CC=CC3=C2C(CC#N)=C[NH]3)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3835.8	Semi standard non polar	33892256
Cappariloside A,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC2=CC=CC3=C2C(CC#N)=CN3[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O	3789.0	Semi standard non polar	33892256
Cappariloside A,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC1C(OC2=CC=CC3=C2C(CC#N)=CN3[Si](C)(C)C(C)(C)C)OC(CO)C(O)C1O[Si](C)(C)C(C)(C)C	3803.8	Semi standard non polar	33892256
Cappariloside A,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(CC#N)=C[NH]3)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	4002.9	Semi standard non polar	33892256
Cappariloside A,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(CC#N)=CN3[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O	3964.4	Semi standard non polar	33892256
Cappariloside A,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(CC#N)=CN3[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C1O[Si](C)(C)C(C)(C)C	3959.9	Semi standard non polar	33892256
Cappariloside A,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(CC#N)=CN3[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3956.2	Semi standard non polar	33892256
Cappariloside A,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC2=CC=CC3=C2C(CC#N)=CN3[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3960.2	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Cappariloside A GC-MS (Non-derivatized) - 70eV, Positive	splash10-0l6r-8935000000-92f6c141a6ae0bc21ba6	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cappariloside A GC-MS (4 TMS) - 70eV, Positive	splash10-0a4i-2411239000-ea8a275247535401f10a	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cappariloside A GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cappariloside A 10V, Positive-QTOF	splash10-0609-0905000000-3dfe0ce090bca29c7793	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cappariloside A 20V, Positive-QTOF	splash10-0a4i-0900000000-f387ff52dacb3e7eacaf	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cappariloside A 40V, Positive-QTOF	splash10-0ab9-1900000000-5a0bb1d2aa0b224780a7	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cappariloside A 10V, Negative-QTOF	splash10-0089-1809000000-a6c81c49f3bcab6c187b	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cappariloside A 20V, Negative-QTOF	splash10-00di-1901000000-1d1487b072e73b763b2d	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cappariloside A 40V, Negative-QTOF	splash10-00ec-2900000000-629db0b4992f5ec897d7	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cappariloside A 10V, Negative-QTOF	splash10-001i-0309000000-51521b565c68e1247faf	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cappariloside A 20V, Negative-QTOF	splash10-001i-3901000000-b78a47548fd347c92055	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cappariloside A 40V, Negative-QTOF	splash10-0006-1900000000-4523c88383e400bf4aa2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cappariloside A 10V, Positive-QTOF	splash10-007a-0905000000-137c867332ec2d03c39d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cappariloside A 20V, Positive-QTOF	splash10-0002-0931000000-4cb0221c5c377d3ee4a5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cappariloside A 40V, Positive-QTOF	splash10-008a-2910000000-1c3501b70d7a7ef4caa5	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB013529

KNApSAcK ID

C00026883

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

72761836

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1846491

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Cappariloside A (HMDB0034937)

MOL for HMDB0034937 (Cappariloside A)

3D MOL for HMDB0034937 (Cappariloside A)

3D SDF for HMDB0034937 (Cappariloside A)

3D-SDF for HMDB0034937 (Cappariloside A)

PDB for HMDB0034937 (Cappariloside A)

3D PDB for HMDB0034937 (Cappariloside A)

SMILES for HMDB0034937 (Cappariloside A)

INCHI for HMDB0034937 (Cappariloside A)

Structure for HMDB0034937 (Cappariloside A)

3D Structure for HMDB0034937 (Cappariloside A)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra