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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 03:02:49 UTC

Update Date

2022-03-07 02:56:59 UTC

HMDB ID

HMDB0041368

Secondary Accession Numbers

HMDB41368

Metabolite Identification

Common Name

24-Acetyl- 25-cinnamoylvulgaroside

Description

24-Acetyl- 25-cinnamoylvulgaroside belongs to the class of organic compounds known as cheilanthane sesterterpenoids. These are sesterterpnoids with a structure based on the cheilanthane backbone. Cheilanthane is a tricyclic compound consisting of a tetradecahydrophenanthrene ring system that carries two methyl groups at the 1-position, one methyl group at the 4a-,7-, and 8a-positions, as well as a 3-methylpentyl group at the 8-position. Based on a literature review a small amount of articles have been published on 24-Acetyl- 25-cinnamoylvulgaroside.

Structure

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


  Mrv0541 05061312372D          

 44 48  0  0  0  0            999 V2000
   -2.0065    2.0034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3772   -0.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4587   -1.1144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4807    1.8614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7356    1.0768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6737    2.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1836    0.4637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1217    1.4199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8246    0.0221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0795   -0.7625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0125   -2.4846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.5993    1.7553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7205   -1.2041    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3400   -2.6241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  2  0  0  0  0
  8  6  1  0  0  0  0
 10  7  1  0  0  0  0
 11  8  2  0  0  0  0
 13 12  2  0  0  0  0
 16  9  1  0  0  0  0
 17  9  1  0  0  0  0
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 23  1  1  0  0  0  0
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 43 30  1  0  0  0  0
 43 32  1  0  0  0  0
 44 31  1  0  0  0  0
 44 32  1  0  0  0  0
M  END

HMDB0041368
     RDKit          3D
24-Acetyl- 25-cinnamoylvulgaroside
 92 96  0  0  0  0  0  0  0  0999 V2000
   -3.4879   -5.3125   -1.5855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3347   -5.2943   -0.6298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7551   -6.3301   -0.2570 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.6610   -2.4076    1.0481 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3912   -2.3294    1.9552 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8693   -2.0959    1.8968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2988   -0.6395    1.7991 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.7021    0.2404   -0.8898 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv0541 05061312372D          

 44 48  0  0  0  0            999 V2000
   -2.0065    2.0034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3772   -0.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.7425   -0.1178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.3400   -2.6241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  2  0  0  0  0
  8  6  1  0  0  0  0
 10  7  1  0  0  0  0
 11  8  2  0  0  0  0
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 23  1  1  0  0  0  0
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 43 30  1  0  0  0  0
 43 32  1  0  0  0  0
 44 31  1  0  0  0  0
 44 32  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041368

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)OCC1(O)CCC2C(C)(CCC3C(C)(C)CCCC23C)C1CC(O)C1=CC(=O)OC1OC(=O)\C=C\C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C36H48O8/c1-23(37)42-22-36(41)19-15-28-34(4)17-9-16-33(2,3)27(34)14-18-35(28,5)29(36)21-26(38)25-20-31(40)44-32(25)43-30(39)13-12-24-10-7-6-8-11-24/h6-8,10-13,20,26-29,32,38,41H,9,14-19,21-22H2,1-5H3/b13-12+

> <INCHI_KEY>
IMXZIJOCFAKDPZ-OUKQBFOZSA-N

> <FORMULA>
C36H48O8

> <MOLECULAR_WEIGHT>
608.7615

> <EXACT_MASS>
608.334918512

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
67.15557053590884

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-(2-{2-[(acetyloxy)methyl]-2-hydroxy-4b,8,8,10a-tetramethyl-tetradecahydrophenanthren-1-yl}-1-hydroxyethyl)-5-oxo-2,5-dihydrofuran-2-yl (2E)-3-phenylprop-2-enoate

> <ALOGPS_LOGP>
4.93

> <JCHEM_LOGP>
6.261624764666665

> <ALOGPS_LOGS>
-6.11

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.720095157501753

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.892937348399311

> <JCHEM_PKA_STRONGEST_BASIC>
-3.064099348190271

> <JCHEM_POLAR_SURFACE_AREA>
119.36000000000001

> <JCHEM_REFRACTIVITY>
165.88870000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.77e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(2-{2-[(acetyloxy)methyl]-2-hydroxy-4b,8,8,10a-tetramethyl-decahydrophenanthren-1-yl}-1-hydroxyethyl)-5-oxo-2H-furan-2-yl (2E)-3-phenylprop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041368
     RDKit          3D
24-Acetyl- 25-cinnamoylvulgaroside
 92 96  0  0  0  0  0  0  0  0999 V2000
   -3.4879   -5.3125   -1.5855 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.7551   -6.3301   -0.2570 O   0  0  0  0  0  0  0  0  0  0  0  0
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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      -3.745   3.740   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.171  -1.090   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.456  -2.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.644   2.104   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -1.897   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -10.231   3.475   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -10.706   2.010   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -8.724   3.795   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.724   2.104   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -9.676   0.866   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -7.694   2.650   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -7.139   0.041   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -7.615  -1.423   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.414  -1.897   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.104   2.104   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.494   0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.184   2.104   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.874  -1.897   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.564   2.104   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.890  -4.638   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.206  -1.897   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.386   1.760   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.298   4.266   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -8.170   1.186   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -2.516  -3.231   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.746  -1.897   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.184  -0.564   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.564  -0.564   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -6.585  -2.568   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -3.034  -5.668   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -4.048  -3.392   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       6.724  -0.564   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       4.414   0.770   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       2.104  -0.564   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -0.206   0.770   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      -2.031   5.783   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      -2.516  -0.564   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      -7.061  -4.032   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0      -2.873  -7.200   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      -1.386  -0.220   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      -1.119   3.277   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0      -5.078  -2.248   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0      -4.368  -4.898   0.000  0.00  0.00           O+0
CONECT    1   23                                                            
CONECT    2   33                                                            
CONECT    3   33                                                            
CONECT    4   34                                                            
CONECT    5   35                                                            
CONECT    6    7    8                                                       
CONECT    7    6   10                                                       
CONECT    8    6   11                                                       
CONECT    9   16   17                                                       
CONECT   10    7   24                                                       
CONECT   11    8   24                                                       
CONECT   12   13   24                                                       
CONECT   13   12   30                                                       
CONECT   14   18   27                                                       
CONECT   15   19   28                                                       
CONECT   16    9   33                                                       
CONECT   17    9   34                                                       
CONECT   18   14   35                                                       
CONECT   19   15   36                                                       
CONECT   20   25   31                                                       
CONECT   21   26   29                                                       
CONECT   22   36   42                                                       
CONECT   23    1   37   42                                                  
CONECT   24   10   11   12                                                  
CONECT   25   20   26   32                                                  
CONECT   26   21   25   38                                                  
CONECT   27   14   33   34                                                  
CONECT   28   15   34   35                                                  
CONECT   29   21   35   36                                                  
CONECT   30   13   39   43                                                  
CONECT   31   20   40   44                                                  
CONECT   32   25   43   44                                                  
CONECT   33    2    3   16   27                                             
CONECT   34    4   17   27   28                                             
CONECT   35    5   18   28   29                                             
CONECT   36   19   22   29   41                                             
CONECT   37   23                                                            
CONECT   38   26                                                            
CONECT   39   30                                                            
CONECT   40   31                                                            
CONECT   41   36                                                            
CONECT   42   22   23                                                       
CONECT   43   30   32                                                       
CONECT   44   31   32                                                       
MASTER        0    0    0    0    0    0    0    0   44    0   96    0
END

COMPND    HMDB0041368
HETATM    1  C1  UNL     1      -3.488  -5.312  -1.586  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.335  -5.294  -0.630  1.00  0.00           C  
HETATM    3  O1  UNL     1      -1.755  -6.330  -0.257  1.00  0.00           O  
HETATM    4  O2  UNL     1      -1.925  -4.079  -0.166  1.00  0.00           O  
HETATM    5  C3  UNL     1      -0.843  -3.912   0.747  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.661  -2.408   1.048  1.00  0.00           C  
HETATM    7  O3  UNL     1       0.391  -2.329   1.955  1.00  0.00           O  
HETATM    8  C5  UNL     1      -1.869  -2.096   1.897  1.00  0.00           C  
HETATM    9  C6  UNL     1      -2.299  -0.639   1.799  1.00  0.00           C  
HETATM   10  C7  UNL     1      -2.658  -0.457   0.343  1.00  0.00           C  
HETATM   11  C8  UNL     1      -3.588   0.669   0.080  1.00  0.00           C  
HETATM   12  C9  UNL     1      -4.702   0.240  -0.890  1.00  0.00           C  
HETATM   13  C10 UNL     1      -4.314   1.013   1.383  1.00  0.00           C  
HETATM   14  C11 UNL     1      -5.393   2.043   1.196  1.00  0.00           C  
HETATM   15  C12 UNL     1      -5.167   2.986   0.076  1.00  0.00           C  
HETATM   16  C13 UNL     1      -3.699   3.172  -0.261  1.00  0.00           C  
HETATM   17  C14 UNL     1      -3.134   4.123   0.781  1.00  0.00           C  
HETATM   18  C15 UNL     1      -3.711   4.008  -1.556  1.00  0.00           C  
HETATM   19  C16 UNL     1      -2.933   1.920  -0.430  1.00  0.00           C  
HETATM   20  C17 UNL     1      -1.580   2.031   0.183  1.00  0.00           C  
HETATM   21  C18 UNL     1      -0.655   0.887  -0.077  1.00  0.00           C  
HETATM   22  C19 UNL     1      -1.379  -0.428  -0.419  1.00  0.00           C  
HETATM   23  C20 UNL     1      -1.565  -0.387  -1.931  1.00  0.00           C  
HETATM   24  C21 UNL     1      -0.454  -1.601  -0.138  1.00  0.00           C  
HETATM   25  C22 UNL     1       0.977  -1.227  -0.417  1.00  0.00           C  
HETATM   26  C23 UNL     1       1.972  -2.268  -0.655  1.00  0.00           C  
HETATM   27  O4  UNL     1       1.725  -3.154  -1.700  1.00  0.00           O  
HETATM   28  C24 UNL     1       2.694  -2.869   0.500  1.00  0.00           C  
HETATM   29  C25 UNL     1       2.781  -4.124   0.848  1.00  0.00           C  
HETATM   30  C26 UNL     1       3.589  -4.210   2.038  1.00  0.00           C  
HETATM   31  O5  UNL     1       3.903  -5.276   2.683  1.00  0.00           O  
HETATM   32  O6  UNL     1       3.983  -2.940   2.387  1.00  0.00           O  
HETATM   33  C27 UNL     1       3.495  -2.057   1.437  1.00  0.00           C  
HETATM   34  O7  UNL     1       4.596  -1.484   0.694  1.00  0.00           O  
HETATM   35  C28 UNL     1       4.727  -0.112   0.658  1.00  0.00           C  
HETATM   36  O8  UNL     1       3.877   0.581   1.276  1.00  0.00           O  
HETATM   37  C29 UNL     1       5.813   0.572  -0.072  1.00  0.00           C  
HETATM   38  C30 UNL     1       5.897   1.890  -0.079  1.00  0.00           C  
HETATM   39  C31 UNL     1       6.907   2.665  -0.753  1.00  0.00           C  
HETATM   40  C32 UNL     1       7.934   2.095  -1.487  1.00  0.00           C  
HETATM   41  C33 UNL     1       8.880   2.878  -2.120  1.00  0.00           C  
HETATM   42  C34 UNL     1       8.845   4.253  -2.052  1.00  0.00           C  
HETATM   43  C35 UNL     1       7.821   4.806  -1.320  1.00  0.00           C  
HETATM   44  C36 UNL     1       6.870   4.041  -0.682  1.00  0.00           C  
HETATM   45  H1  UNL     1      -3.454  -4.472  -2.303  1.00  0.00           H  
HETATM   46  H2  UNL     1      -3.461  -6.251  -2.204  1.00  0.00           H  
HETATM   47  H3  UNL     1      -4.407  -5.212  -1.001  1.00  0.00           H  
HETATM   48  H4  UNL     1      -1.101  -4.483   1.643  1.00  0.00           H  
HETATM   49  H5  UNL     1       0.019  -4.364   0.271  1.00  0.00           H  
HETATM   50  H6  UNL     1       0.520  -3.149   2.471  1.00  0.00           H  
HETATM   51  H7  UNL     1      -1.738  -2.341   2.950  1.00  0.00           H  
HETATM   52  H8  UNL     1      -2.729  -2.692   1.524  1.00  0.00           H  
HETATM   53  H9  UNL     1      -3.139  -0.557   2.501  1.00  0.00           H  
HETATM   54  H10 UNL     1      -1.429  -0.056   2.124  1.00  0.00           H  
HETATM   55  H11 UNL     1      -3.194  -1.400   0.028  1.00  0.00           H  
HETATM   56  H12 UNL     1      -4.655  -0.881  -1.031  1.00  0.00           H  
HETATM   57  H13 UNL     1      -5.718   0.408  -0.475  1.00  0.00           H  
HETATM   58  H14 UNL     1      -4.651   0.788  -1.837  1.00  0.00           H  
HETATM   59  H15 UNL     1      -3.639   1.374   2.152  1.00  0.00           H  
HETATM   60  H16 UNL     1      -4.865   0.063   1.651  1.00  0.00           H  
HETATM   61  H17 UNL     1      -5.515   2.617   2.162  1.00  0.00           H  
HETATM   62  H18 UNL     1      -6.412   1.581   1.044  1.00  0.00           H  
HETATM   63  H19 UNL     1      -5.723   2.773  -0.853  1.00  0.00           H  
HETATM   64  H20 UNL     1      -5.525   4.012   0.394  1.00  0.00           H  
HETATM   65  H21 UNL     1      -3.053   3.701   1.776  1.00  0.00           H  
HETATM   66  H22 UNL     1      -3.894   4.957   0.852  1.00  0.00           H  
HETATM   67  H23 UNL     1      -2.206   4.631   0.424  1.00  0.00           H  
HETATM   68  H24 UNL     1      -2.734   4.437  -1.776  1.00  0.00           H  
HETATM   69  H25 UNL     1      -4.117   3.361  -2.383  1.00  0.00           H  
HETATM   70  H26 UNL     1      -4.464   4.803  -1.385  1.00  0.00           H  
HETATM   71  H27 UNL     1      -2.787   1.789  -1.543  1.00  0.00           H  
HETATM   72  H28 UNL     1      -1.135   2.999  -0.203  1.00  0.00           H  
HETATM   73  H29 UNL     1      -1.726   2.236   1.272  1.00  0.00           H  
HETATM   74  H30 UNL     1      -0.061   0.749   0.858  1.00  0.00           H  
HETATM   75  H31 UNL     1      -0.024   1.194  -0.941  1.00  0.00           H  
HETATM   76  H32 UNL     1      -2.623  -0.482  -2.234  1.00  0.00           H  
HETATM   77  H33 UNL     1      -1.022   0.451  -2.417  1.00  0.00           H  
HETATM   78  H34 UNL     1      -1.092  -1.294  -2.426  1.00  0.00           H  
HETATM   79  H35 UNL     1      -0.661  -2.336  -1.006  1.00  0.00           H  
HETATM   80  H36 UNL     1       1.386  -0.583   0.438  1.00  0.00           H  
HETATM   81  H37 UNL     1       1.041  -0.502  -1.273  1.00  0.00           H  
HETATM   82  H38 UNL     1       2.883  -1.676  -1.140  1.00  0.00           H  
HETATM   83  H39 UNL     1       1.516  -2.680  -2.521  1.00  0.00           H  
HETATM   84  H40 UNL     1       2.331  -4.953   0.336  1.00  0.00           H  
HETATM   85  H41 UNL     1       2.892  -1.227   1.885  1.00  0.00           H  
HETATM   86  H42 UNL     1       6.539   0.001  -0.599  1.00  0.00           H  
HETATM   87  H43 UNL     1       5.123   2.429   0.480  1.00  0.00           H  
HETATM   88  H44 UNL     1       8.001   1.009  -1.568  1.00  0.00           H  
HETATM   89  H45 UNL     1       9.695   2.455  -2.701  1.00  0.00           H  
HETATM   90  H46 UNL     1       9.564   4.890  -2.532  1.00  0.00           H  
HETATM   91  H47 UNL     1       7.790   5.899  -1.262  1.00  0.00           H  
HETATM   92  H48 UNL     1       6.085   4.564  -0.119  1.00  0.00           H  
CONECT    1    2   45   46   47
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6   48   49
CONECT    6    7    8   24
CONECT    7   50
CONECT    8    9   51   52
CONECT    9   10   53   54
CONECT   10   11   22   55
CONECT   11   12   13   19
CONECT   12   56   57   58
CONECT   13   14   59   60
CONECT   14   15   61   62
CONECT   15   16   63   64
CONECT   16   17   18   19
CONECT   17   65   66   67
CONECT   18   68   69   70
CONECT   19   20   71
CONECT   20   21   72   73
CONECT   21   22   74   75
CONECT   22   23   24
CONECT   23   76   77   78
CONECT   24   25   79
CONECT   25   26   80   81
CONECT   26   27   28   82
CONECT   27   83
CONECT   28   29   29   33
CONECT   29   30   84
CONECT   30   31   31   32
CONECT   32   33
CONECT   33   34   85
CONECT   34   35
CONECT   35   36   36   37
CONECT   37   38   38   86
CONECT   38   39   87
CONECT   39   40   40   44
CONECT   40   41   88
CONECT   41   42   42   89
CONECT   42   43   90
CONECT   43   44   44   91
CONECT   44   92
END

HMDB0041368
     RDKit          3D
24-Acetyl- 25-cinnamoylvulgaroside
 92 96  0  0  0  0  0  0  0  0999 V2000
   -3.4879   -5.3125   -1.5855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3347   -5.2943   -0.6298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7551   -6.3301   -0.2570 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9250   -4.0786   -0.1659 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8431   -3.9116    0.7469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6610   -2.4076    1.0481 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3912   -2.3294    1.9552 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8693   -2.0959    1.8968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2988   -0.6395    1.7991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6579   -0.4567    0.3434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5882    0.6687    0.0799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7021    0.2404   -0.8898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3141    1.0128    1.3832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3931    2.0434    1.1961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1670    2.9860    0.0758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6986    3.1721   -0.2609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1335    4.1231    0.7805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7106    4.0084   -1.5563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9331    1.9204   -0.4303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5803    2.0312    0.1833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6549    0.8865   -0.0774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3785   -0.4278   -0.4186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5652   -0.3865   -1.9310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4542   -1.6011   -0.1380 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9769   -1.2272   -0.4171 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9724   -2.2681   -0.6551 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7248   -3.1539   -1.7004 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6943   -2.8688    0.5005 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7809   -4.1245    0.8476 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5890   -4.2098    2.0382 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9027   -5.2764    2.6828 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9830   -2.9399    2.3871 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4948   -2.0573    1.4369 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5960   -1.4836    0.6945 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7271   -0.1121    0.6575 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8774    0.5806    1.2764 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8128    0.5721   -0.0716 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8968    1.8903   -0.0791 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9071    2.6649   -0.7530 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9342    2.0953   -1.4872 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8797    2.8782   -2.1200 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8454    4.2528   -2.0516 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8211    4.8055   -1.3198 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8696    4.0409   -0.6819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4540   -4.4722   -2.3033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4609   -6.2511   -2.2041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4069   -5.2123   -1.0009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1010   -4.4835    1.6427 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0193   -4.3644    0.2708 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5203   -3.1490    2.4714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7380   -2.3411    2.9505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7293   -2.6920    1.5236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1394   -0.5565    2.5010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4293   -0.0557    2.1245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1944   -1.3999    0.0278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6551   -0.8812   -1.0314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7178    0.4081   -0.4753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6512    0.7877   -1.8366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6393    1.3740    2.1522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8647    0.0631    1.6505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5153    2.6175    2.1623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4119    1.5806    1.0436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7228    2.7729   -0.8529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5247    4.0117    0.3937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0529    3.7008    1.7759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8938    4.9573    0.8524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2059    4.6311    0.4243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7341    4.4371   -1.7764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1166    3.3614   -2.3829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4645    4.8031   -1.3847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7874    1.7887   -1.5426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1355    2.9989   -0.2027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7261    2.2362    1.2720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0615    0.7495    0.8580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0241    1.1938   -0.9415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6234   -0.4816   -2.2338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0220    0.4510   -2.4170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0924   -1.2936   -2.4264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6610   -2.3363   -1.0056 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3858   -0.5833    0.4382 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0411   -0.5016   -1.2734 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8832   -1.6761   -1.1395 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5165   -2.6798   -2.5209 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3309   -4.9528    0.3362 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8920   -1.2269    1.8847 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5391    0.0005   -0.5991 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1233    2.4295    0.4800 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0007    1.0087   -1.5681 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6946    2.4554   -2.7013 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5642    4.8902   -2.5320 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7898    5.8986   -1.2618 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0851    4.5638   -0.1193 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
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 44 92  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-(2-{2-[(acetyloxy)methyl]-2-hydroxy-4b,8,8,10a-tetramethyl-tetradecahydrophenanthren-1-yl}-1-hydroxyethyl)-5-oxo-2,5-dihydrofuran-2-yl (2E)-3-phenylprop-2-enoic acid	HMDB

Chemical Formula

C₃₆H₄₈O₈

Average Molecular Weight

608.7615

Monoisotopic Molecular Weight

608.334918512

IUPAC Name

3-(2-{2-[(acetyloxy)methyl]-2-hydroxy-4b,8,8,10a-tetramethyl-tetradecahydrophenanthren-1-yl}-1-hydroxyethyl)-5-oxo-2,5-dihydrofuran-2-yl (2E)-3-phenylprop-2-enoate

Traditional Name

3-(2-{2-[(acetyloxy)methyl]-2-hydroxy-4b,8,8,10a-tetramethyl-decahydrophenanthren-1-yl}-1-hydroxyethyl)-5-oxo-2H-furan-2-yl (2E)-3-phenylprop-2-enoate

CAS Registry Number

172616-89-6

SMILES

CC(=O)OCC1(O)CCC2C(C)(CCC3C(C)(C)CCCC23C)C1CC(O)C1=CC(=O)OC1OC(=O)\C=C\C1=CC=CC=C1

InChI Identifier

InChI=1S/C36H48O8/c1-23(37)42-22-36(41)19-15-28-34(4)17-9-16-33(2,3)27(34)14-18-35(28,5)29(36)21-26(38)25-20-31(40)44-32(25)43-30(39)13-12-24-10-7-6-8-11-24/h6-8,10-13,20,26-29,32,38,41H,9,14-19,21-22H2,1-5H3/b13-12+

InChI Key

IMXZIJOCFAKDPZ-OUKQBFOZSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cheilanthane sesterterpenoids. These are sesterterpnoids with a structure based on the cheilanthane backbone. Cheilanthane is a tricyclic compound consisting of a tetradecahydrophenanthrene ring system that carries two methyl groups at the 1-position, one methyl group at the 4a-,7-, and 8a-positions, as well as a 3-methylpentyl group at the 8-position.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesterterpenoids

Direct Parent

Cheilanthane sesterterpenoids

Alternative Parents

Substituents

Cheilanthane sesterterpenoid
13-hydroxysteroid
Hydroxysteroid
16-hydroxysteroid
Steroid
Hydrophenanthrene
Phenanthrene
Cinnamic acid or derivatives
Cinnamic acid ester
Tricarboxylic acid or derivatives
Styrene
Acylal
Fatty acid ester
Benzenoid
Fatty acyl
Monocyclic benzene moiety
2-furanone
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Tertiary alcohol
Cyclic alcohol
Dihydrofuran
Secondary alcohol
Lactone
Carboxylic acid ester
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Acetal
Carbonyl group
Alcohol
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0041368)

Source

Endogenous

Endogenous (HMDB: HMDB0041368)

Plant

Plant (HMDB: HMDB0041368)

Animal

Animal (HMDB: HMDB0041368)

Exogenous

Food

Food (HMDB: HMDB0041368)

Fruit

Fruits (FooDB: FOOD00871)

Exogenous (HMDB: HMDB0041368)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0041368)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0041368)

Lipid metabolism pathway (HMDB: HMDB0041368)

Cellular process

Cell signaling (HMDB: HMDB0041368)

Biochemical process

Lipid transport (HMDB: HMDB0041368)

Role

Biological role

Energy source (HMDB: HMDB0041368)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0041368)

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	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.00048 g/L	ALOGPS
logP	4.93	ALOGPS
logP	6.26	ChemAxon
logS	-6.1	ALOGPS
pKa (Strongest Acidic)	1.89	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	119.36 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	165.89 m³·mol⁻¹	ChemAxon
Polarizability	67.16 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	239.65	31661259
DarkChem	[M-H]-	228.915	31661259
DeepCCS	[M-2H]-	267.161	30932474
DeepCCS	[M+Na]+	242.801	30932474
AllCCS	[M+H]+	242.2	32859911
AllCCS	[M+H-H2O]+	241.2	32859911
AllCCS	[M+NH4]+	243.1	32859911
AllCCS	[M+Na]+	243.4	32859911
AllCCS	[M-H]-	231.6	32859911
AllCCS	[M+Na-2H]-	234.9	32859911
AllCCS	[M+HCOO]-	238.6	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	9.78 minutes	32390414
Predicted by Siyang on May 30, 2022	20.7845 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.13 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	50.4 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	4043.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	280.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	278.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	182.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	493.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1007.5 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	1102.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	97.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1801.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	763.5 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	2312.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	578.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	649.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	142.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	302.0 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	9.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
24-Acetyl- 25-cinnamoylvulgaroside	CC(=O)OCC1(O)CCC2C(C)(CCC3C(C)(C)CCCC23C)C1CC(O)C1=CC(=O)OC1OC(=O)\C=C\C1=CC=CC=C1	4913.1	Standard polar	33892256
24-Acetyl- 25-cinnamoylvulgaroside	CC(=O)OCC1(O)CCC2C(C)(CCC3C(C)(C)CCCC23C)C1CC(O)C1=CC(=O)OC1OC(=O)\C=C\C1=CC=CC=C1	4412.9	Standard non polar	33892256
24-Acetyl- 25-cinnamoylvulgaroside	CC(=O)OCC1(O)CCC2C(C)(CCC3C(C)(C)CCCC23C)C1CC(O)C1=CC(=O)OC1OC(=O)\C=C\C1=CC=CC=C1	5046.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
24-Acetyl- 25-cinnamoylvulgaroside,1TMS,isomer #1	CC(=O)OCC1(O[Si](C)(C)C)CCC2C3(C)CCCC(C)(C)C3CCC2(C)C1CC(O)C1=CC(=O)OC1OC(=O)/C=C/C1=CC=CC=C1	4712.9	Semi standard non polar	33892256
24-Acetyl- 25-cinnamoylvulgaroside,1TMS,isomer #2	CC(=O)OCC1(O)CCC2C3(C)CCCC(C)(C)C3CCC2(C)C1CC(O[Si](C)(C)C)C1=CC(=O)OC1OC(=O)/C=C/C1=CC=CC=C1	4716.5	Semi standard non polar	33892256
24-Acetyl- 25-cinnamoylvulgaroside,2TMS,isomer #1	CC(=O)OCC1(O[Si](C)(C)C)CCC2C3(C)CCCC(C)(C)C3CCC2(C)C1CC(O[Si](C)(C)C)C1=CC(=O)OC1OC(=O)/C=C/C1=CC=CC=C1	4647.8	Semi standard non polar	33892256
24-Acetyl- 25-cinnamoylvulgaroside,1TBDMS,isomer #1	CC(=O)OCC1(O[Si](C)(C)C(C)(C)C)CCC2C3(C)CCCC(C)(C)C3CCC2(C)C1CC(O)C1=CC(=O)OC1OC(=O)/C=C/C1=CC=CC=C1	4934.2	Semi standard non polar	33892256
24-Acetyl- 25-cinnamoylvulgaroside,1TBDMS,isomer #2	CC(=O)OCC1(O)CCC2C3(C)CCCC(C)(C)C3CCC2(C)C1CC(O[Si](C)(C)C(C)(C)C)C1=CC(=O)OC1OC(=O)/C=C/C1=CC=CC=C1	4948.4	Semi standard non polar	33892256
24-Acetyl- 25-cinnamoylvulgaroside,2TBDMS,isomer #1	CC(=O)OCC1(O[Si](C)(C)C(C)(C)C)CCC2C3(C)CCCC(C)(C)C3CCC2(C)C1CC(O[Si](C)(C)C(C)(C)C)C1=CC(=O)OC1OC(=O)/C=C/C1=CC=CC=C1	5102.6	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 - 24-Acetyl- 25-cinnamoylvulgaroside GC-MS (Non-derivatized) - 70eV, Positive	splash10-001u-2633190000-9d6d5ca2aa4672f3bd2d	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 24-Acetyl- 25-cinnamoylvulgaroside GC-MS (1 TMS) - 70eV, Positive	splash10-00lr-4820239000-43c870bf8ffab89fca64	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 24-Acetyl- 25-cinnamoylvulgaroside GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 24-Acetyl- 25-cinnamoylvulgaroside GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 24-Acetyl- 25-cinnamoylvulgaroside GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 24-Acetyl- 25-cinnamoylvulgaroside GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 24-Acetyl- 25-cinnamoylvulgaroside GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 24-Acetyl- 25-cinnamoylvulgaroside GC-MS ("24-Acetyl- 25-cinnamoylvulgaroside,1TMS,#1" TMS) - 70eV, Positive	Not Available	2021-10-20	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 - 24-Acetyl- 25-cinnamoylvulgaroside 10V, Positive-QTOF	splash10-001l-1601392000-ed849e7889dae11750d9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 24-Acetyl- 25-cinnamoylvulgaroside 20V, Positive-QTOF	splash10-001i-1911330000-7361063af552ec79a14b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 24-Acetyl- 25-cinnamoylvulgaroside 40V, Positive-QTOF	splash10-0uec-4922520000-43c164d0158c6aa95412	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 24-Acetyl- 25-cinnamoylvulgaroside 10V, Negative-QTOF	splash10-004i-3900122000-a899209a228552cc85c2	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 24-Acetyl- 25-cinnamoylvulgaroside 20V, Negative-QTOF	splash10-056r-9521600000-7b7188d8bc02ccaca69a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 24-Acetyl- 25-cinnamoylvulgaroside 40V, Negative-QTOF	splash10-0a6r-9800400000-450cbfef1a933e686a5a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 24-Acetyl- 25-cinnamoylvulgaroside 10V, Positive-QTOF	splash10-0a4i-0610589000-81937a8764769d8bebc8	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 24-Acetyl- 25-cinnamoylvulgaroside 20V, Positive-QTOF	splash10-0ue9-1900010000-d2d8b15a6449ae7d322c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 24-Acetyl- 25-cinnamoylvulgaroside 40V, Positive-QTOF	splash10-0udi-1901010000-0e2251febc21792b3918	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 24-Acetyl- 25-cinnamoylvulgaroside 10V, Negative-QTOF	splash10-00kb-0100490000-75bda764b069c4caf505	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 24-Acetyl- 25-cinnamoylvulgaroside 20V, Negative-QTOF	splash10-0a4i-9200002000-3c5745a1619227a865dc	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 24-Acetyl- 25-cinnamoylvulgaroside 40V, Negative-QTOF	splash10-056u-9300000000-220ed1ea5f735f87b788	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

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

FDB021293

KNApSAcK ID

Not Available

Chemspider ID

35015162

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131753124

PDB ID

Not Available

ChEBI ID

172772

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for 24-Acetyl- 25-cinnamoylvulgaroside (HMDB0041368)

MOL for HMDB0041368 (24-Acetyl- 25-cinnamoylvulgaroside)

3D MOL for HMDB0041368 (24-Acetyl- 25-cinnamoylvulgaroside)

3D SDF for HMDB0041368 (24-Acetyl- 25-cinnamoylvulgaroside)

3D-SDF for HMDB0041368 (24-Acetyl- 25-cinnamoylvulgaroside)

PDB for HMDB0041368 (24-Acetyl- 25-cinnamoylvulgaroside)

3D PDB for HMDB0041368 (24-Acetyl- 25-cinnamoylvulgaroside)

SMILES for HMDB0041368 (24-Acetyl- 25-cinnamoylvulgaroside)

INCHI for HMDB0041368 (24-Acetyl- 25-cinnamoylvulgaroside)

Structure for HMDB0041368 (24-Acetyl- 25-cinnamoylvulgaroside)

3D Structure for HMDB0041368 (24-Acetyl- 25-cinnamoylvulgaroside)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra