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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:46:10 UTC

Update Date

2022-03-07 02:53:09 UTC

HMDB ID

HMDB0031887

Secondary Accession Numbers

HMDB31887

Metabolite Identification

Common Name

Rollidecin C

Description

Rollidecin C belongs to the class of organic compounds known as annonaceous acetogenins. These are waxy derivatives of fatty acids (usually C32 or C34), containing a terminal carboxylic acid combined with a 2-propanol unit at the C-2 position to form a methyl- substituted alpha,beta-unsaturated-gamma-lactone. One of their interesting structural features is a single, adjacent, or nonadjacent tetrahydrofuran (THF) or tetrahydropyran (THP) system with one or two flanking hydroxyl group(s) at the center of a long hydrocarbon chain. Based on a literature review a small amount of articles have been published on Rollidecin C.

Structure

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


  Mrv0541 05061306122D          

 41 43  0  0  0  0            999 V2000
   -8.1223   18.0254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8686   17.3354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4078   17.6129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6934   18.0254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9789   17.6129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2644   18.0254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5500   17.6129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8355   18.0254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1210   17.6129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4065   18.0254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4556   17.1441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1701   16.7316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7411   16.7316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6921   17.6129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8845   17.1441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0267   17.1441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9776   18.0254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5990   16.7316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3122   16.7316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2631   17.6129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5115   17.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7045   18.1361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2520   16.7924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0590   16.6209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4961   16.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0279   16.7316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0481   17.4216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7424   17.1441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3135   17.1441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5977   17.1441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4513   18.0254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1658   17.6129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2920   17.4216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4715   17.3354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8287   17.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3135   17.9691    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4513   18.8504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2156   18.5166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6356   18.1361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8440   16.8085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9195   17.9485    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 12 11  1  0  0  0  0
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 22 21  1  0  0  0  0
 24 23  1  0  0  0  0
 27  2  1  0  0  0  0
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 33 22  1  0  0  0  0
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 40 30  1  0  0  0  0
 40 33  1  0  0  0  0
 41 32  1  0  0  0  0
 41 34  1  0  0  0  0
M  END

HMDB0031887
     RDKit          3D
Rollidecin C
103105  0  0  0  0  0  0  0  0999 V2000
  -13.0814   -0.4554   -1.3516 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4775   -0.2557   -0.0001 C   0  0  0  0  0  0  0  0  0  0  0  0
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  -10.6285    1.0478   -0.9473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2447    1.4095   -1.2574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2723    1.8092   -0.2395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8978    0.8681    0.8340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3460   -0.4409    0.3450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1113   -0.2953   -0.4772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9564    0.3636    0.2311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5416   -0.4230    1.4529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4021    0.2080    2.1754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2071    0.3143    1.2824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1199    0.9169    1.9753 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7179   -1.0574    0.8712 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.5717    0.3315    0.4253 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3078   -0.1613    0.2561 O   0  0  0  0  0  0  0  0  0  0  0  0
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   12.2618    0.7755    3.0010 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv0541 05061306122D          

 41 43  0  0  0  0            999 V2000
   -8.1223   18.0254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8686   17.3354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END
> <DATABASE_ID>
HMDB0031887

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCCCCCCC(O)C1CCC(O1)C1CCC(CCCCCCCC(O)CC2=CC(C)OC2=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C35H62O6/c1-3-4-5-6-7-8-9-10-14-17-20-31(37)32-23-24-34(41-32)33-22-21-30(40-33)19-16-13-11-12-15-18-29(36)26-28-25-27(2)39-35(28)38/h25,27,29-34,36-37H,3-24,26H2,1-2H3

> <INCHI_KEY>
KVJOKNWVKJJSNO-UHFFFAOYSA-N

> <FORMULA>
C35H62O6

> <MOLECULAR_WEIGHT>
578.8632

> <EXACT_MASS>
578.454639716

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
73.55248395689526

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-(2-hydroxy-9-{5-[5-(1-hydroxytridecyl)oxolan-2-yl]oxolan-2-yl}nonyl)-5-methyl-2,5-dihydrofuran-2-one

> <ALOGPS_LOGP>
7.69

> <JCHEM_LOGP>
8.867958210333335

> <ALOGPS_LOGS>
-6.55

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.903211827006238

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.10996420234778

> <JCHEM_PKA_STRONGEST_BASIC>
-2.722022871174243

> <JCHEM_POLAR_SURFACE_AREA>
85.22000000000001

> <JCHEM_REFRACTIVITY>
165.83309999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
23

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.64e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(2-hydroxy-9-{5-[5-(1-hydroxytridecyl)oxolan-2-yl]oxolan-2-yl}nonyl)-5-methyl-5H-furan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0031887
     RDKit          3D
Rollidecin C
103105  0  0  0  0  0  0  0  0999 V2000
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  7 55  1  0
  7 56  1  0
  8 57  1  0
  8 58  1  0
  9 59  1  0
  9 60  1  0
 10 61  1  0
 10 62  1  0
 11 63  1  0
 11 64  1  0
 12 65  1  0
 12 66  1  0
 13 67  1  0
 14 68  1  0
 15 69  1  0
 16 70  1  0
 16 71  1  0
 17 72  1  0
 17 73  1  0
 18 74  1  0
 19 75  1  0
 20 76  1  0
 20 77  1  0
 21 78  1  0
 21 79  1  0
 22 80  1  0
 23 81  1  0
 23 82  1  0
 24 83  1  0
 24 84  1  0
 25 85  1  0
 25 86  1  0
 26 87  1  0
 26 88  1  0
 27 89  1  0
 27 90  1  0
 28 91  1  0
 28 92  1  0
 29 93  1  0
 29 94  1  0
 30 95  1  0
 31 96  1  0
 32 97  1  0
 32 98  1  0
 34 99  1  0
 35100  1  0
 36101  1  0
 36102  1  0
 36103  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     -15.162  33.647   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      25.888  32.359   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -13.828  32.877   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -12.494  33.647   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -11.161  32.877   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -9.827  33.647   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -8.493  32.877   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -7.160  33.647   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.826  32.877   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.492  33.647   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.917  32.002   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      15.251  31.232   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.583  31.232   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.159  32.877   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      16.584  32.002   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.250  32.002   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.825  33.647   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      17.918  31.232   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.916  31.232   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.491  32.877   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.421  33.534   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.915  33.854   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.337  31.346   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.843  31.026   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      23.326  31.376   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      20.585  31.232   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      24.356  32.520   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      21.919  32.002   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      19.252  32.002   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       8.582  32.002   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       0.842  33.647   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       2.176  32.877   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       6.145  32.520   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       4.613  32.359   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      22.080  33.534   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      19.252  33.542   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       0.842  35.187   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      20.936  34.564   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      23.586  33.854   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       7.175  31.376   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0       3.583  33.504   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2   27                                                            
CONECT    3    1    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   14                                                       
CONECT   11   12   13                                                       
CONECT   12   11   15                                                       
CONECT   13   11   16                                                       
CONECT   14   10   17                                                       
CONECT   15   12   18                                                       
CONECT   16   13   19                                                       
CONECT   17   14   20                                                       
CONECT   18   15   29                                                       
CONECT   19   16   30                                                       
CONECT   20   17   31                                                       
CONECT   21   22   30                                                       
CONECT   22   21   33                                                       
CONECT   23   24   32                                                       
CONECT   24   23   34                                                       
CONECT   25   27   28                                                       
CONECT   26   28   29                                                       
CONECT   27    2   25   39                                                  
CONECT   28   25   26   35                                                  
CONECT   29   18   26   36                                                  
CONECT   30   19   21   40                                                  
CONECT   31   20   32   37                                                  
CONECT   32   23   31   41                                                  
CONECT   33   22   34   40                                                  
CONECT   34   24   33   41                                                  
CONECT   35   28   38   39                                                  
CONECT   36   29                                                            
CONECT   37   31                                                            
CONECT   38   35                                                            
CONECT   39   27   35                                                       
CONECT   40   30   33                                                       
CONECT   41   32   34                                                       
MASTER        0    0    0    0    0    0    0    0   41    0   86    0
END

COMPND    HMDB0031887
HETATM    1  C1  UNL     1     -13.081  -0.455  -1.352  1.00  0.00           C  
HETATM    2  C2  UNL     1     -12.478  -0.256  -0.000  1.00  0.00           C  
HETATM    3  C3  UNL     1     -10.940  -0.117  -0.097  1.00  0.00           C  
HETATM    4  C4  UNL     1     -10.629   1.048  -0.947  1.00  0.00           C  
HETATM    5  C5  UNL     1      -9.245   1.410  -1.257  1.00  0.00           C  
HETATM    6  C6  UNL     1      -8.272   1.809  -0.240  1.00  0.00           C  
HETATM    7  C7  UNL     1      -7.898   0.868   0.834  1.00  0.00           C  
HETATM    8  C8  UNL     1      -7.346  -0.441   0.345  1.00  0.00           C  
HETATM    9  C9  UNL     1      -6.111  -0.295  -0.477  1.00  0.00           C  
HETATM   10  C10 UNL     1      -4.956   0.364   0.231  1.00  0.00           C  
HETATM   11  C11 UNL     1      -4.542  -0.423   1.453  1.00  0.00           C  
HETATM   12  C12 UNL     1      -3.402   0.208   2.175  1.00  0.00           C  
HETATM   13  C13 UNL     1      -2.207   0.314   1.282  1.00  0.00           C  
HETATM   14  O1  UNL     1      -1.120   0.917   1.975  1.00  0.00           O  
HETATM   15  C14 UNL     1      -1.718  -1.057   0.871  1.00  0.00           C  
HETATM   16  C15 UNL     1      -1.253  -1.879   2.084  1.00  0.00           C  
HETATM   17  C16 UNL     1      -0.185  -2.715   1.407  1.00  0.00           C  
HETATM   18  C17 UNL     1       0.374  -1.813   0.396  1.00  0.00           C  
HETATM   19  C18 UNL     1       0.858  -2.442  -0.867  1.00  0.00           C  
HETATM   20  C19 UNL     1       1.862  -3.503  -0.765  1.00  0.00           C  
HETATM   21  C20 UNL     1       3.097  -2.882  -1.427  1.00  0.00           C  
HETATM   22  C21 UNL     1       2.727  -1.419  -1.282  1.00  0.00           C  
HETATM   23  C22 UNL     1       3.589  -0.515  -2.090  1.00  0.00           C  
HETATM   24  C23 UNL     1       3.111   0.918  -1.851  1.00  0.00           C  
HETATM   25  C24 UNL     1       3.928   1.914  -2.582  1.00  0.00           C  
HETATM   26  C25 UNL     1       5.360   2.036  -2.224  1.00  0.00           C  
HETATM   27  C26 UNL     1       5.611   2.480  -0.799  1.00  0.00           C  
HETATM   28  C27 UNL     1       7.047   2.631  -0.472  1.00  0.00           C  
HETATM   29  C28 UNL     1       7.911   1.420  -0.545  1.00  0.00           C  
HETATM   30  C29 UNL     1       7.572   0.332   0.425  1.00  0.00           C  
HETATM   31  O2  UNL     1       6.308  -0.161   0.256  1.00  0.00           O  
HETATM   32  C30 UNL     1       8.555  -0.768   0.389  1.00  0.00           C  
HETATM   33  C31 UNL     1       9.948  -0.420   0.815  1.00  0.00           C  
HETATM   34  C32 UNL     1      10.468   0.674   1.296  1.00  0.00           C  
HETATM   35  C33 UNL     1      11.901   0.491   1.548  1.00  0.00           C  
HETATM   36  C34 UNL     1      12.262   0.775   3.001  1.00  0.00           C  
HETATM   37  O3  UNL     1      12.190  -0.818   1.182  1.00  0.00           O  
HETATM   38  C35 UNL     1      11.048  -1.415   0.728  1.00  0.00           C  
HETATM   39  O4  UNL     1      10.935  -2.600   0.307  1.00  0.00           O  
HETATM   40  O5  UNL     1       1.400  -1.446  -1.671  1.00  0.00           O  
HETATM   41  O6  UNL     1      -0.603  -0.899   0.082  1.00  0.00           O  
HETATM   42  H1  UNL     1     -12.423  -1.129  -1.969  1.00  0.00           H  
HETATM   43  H2  UNL     1     -14.033  -1.015  -1.212  1.00  0.00           H  
HETATM   44  H3  UNL     1     -13.313   0.482  -1.879  1.00  0.00           H  
HETATM   45  H4  UNL     1     -12.738  -1.117   0.641  1.00  0.00           H  
HETATM   46  H5  UNL     1     -12.921   0.650   0.456  1.00  0.00           H  
HETATM   47  H6  UNL     1     -10.611  -1.044  -0.616  1.00  0.00           H  
HETATM   48  H7  UNL     1     -10.628  -0.084   0.954  1.00  0.00           H  
HETATM   49  H8  UNL     1     -11.145   0.862  -1.940  1.00  0.00           H  
HETATM   50  H9  UNL     1     -11.223   1.918  -0.539  1.00  0.00           H  
HETATM   51  H10 UNL     1      -8.776   0.624  -1.972  1.00  0.00           H  
HETATM   52  H11 UNL     1      -9.318   2.291  -2.002  1.00  0.00           H  
HETATM   53  H12 UNL     1      -8.595   2.775   0.247  1.00  0.00           H  
HETATM   54  H13 UNL     1      -7.314   2.131  -0.773  1.00  0.00           H  
HETATM   55  H14 UNL     1      -7.012   1.306   1.446  1.00  0.00           H  
HETATM   56  H15 UNL     1      -8.699   0.718   1.553  1.00  0.00           H  
HETATM   57  H16 UNL     1      -7.160  -1.107   1.204  1.00  0.00           H  
HETATM   58  H17 UNL     1      -8.092  -0.981  -0.304  1.00  0.00           H  
HETATM   59  H18 UNL     1      -6.300   0.167  -1.464  1.00  0.00           H  
HETATM   60  H19 UNL     1      -5.767  -1.344  -0.720  1.00  0.00           H  
HETATM   61  H20 UNL     1      -4.111   0.440  -0.493  1.00  0.00           H  
HETATM   62  H21 UNL     1      -5.175   1.396   0.551  1.00  0.00           H  
HETATM   63  H22 UNL     1      -5.461  -0.499   2.114  1.00  0.00           H  
HETATM   64  H23 UNL     1      -4.332  -1.456   1.152  1.00  0.00           H  
HETATM   65  H24 UNL     1      -3.628   1.221   2.555  1.00  0.00           H  
HETATM   66  H25 UNL     1      -3.195  -0.438   3.074  1.00  0.00           H  
HETATM   67  H26 UNL     1      -2.357   0.926   0.398  1.00  0.00           H  
HETATM   68  H27 UNL     1      -1.363   1.863   2.154  1.00  0.00           H  
HETATM   69  H28 UNL     1      -2.515  -1.626   0.322  1.00  0.00           H  
HETATM   70  H29 UNL     1      -0.812  -1.172   2.814  1.00  0.00           H  
HETATM   71  H30 UNL     1      -2.056  -2.450   2.539  1.00  0.00           H  
HETATM   72  H31 UNL     1       0.580  -2.943   2.179  1.00  0.00           H  
HETATM   73  H32 UNL     1      -0.570  -3.683   1.050  1.00  0.00           H  
HETATM   74  H33 UNL     1       1.193  -1.199   0.892  1.00  0.00           H  
HETATM   75  H34 UNL     1      -0.021  -2.840  -1.460  1.00  0.00           H  
HETATM   76  H35 UNL     1       2.092  -3.866   0.249  1.00  0.00           H  
HETATM   77  H36 UNL     1       1.593  -4.402  -1.358  1.00  0.00           H  
HETATM   78  H37 UNL     1       3.116  -3.086  -2.518  1.00  0.00           H  
HETATM   79  H38 UNL     1       4.013  -3.152  -0.901  1.00  0.00           H  
HETATM   80  H39 UNL     1       2.889  -1.173  -0.214  1.00  0.00           H  
HETATM   81  H40 UNL     1       4.627  -0.579  -1.742  1.00  0.00           H  
HETATM   82  H41 UNL     1       3.548  -0.741  -3.185  1.00  0.00           H  
HETATM   83  H42 UNL     1       2.075   0.970  -2.287  1.00  0.00           H  
HETATM   84  H43 UNL     1       2.993   1.113  -0.774  1.00  0.00           H  
HETATM   85  H44 UNL     1       3.453   2.910  -2.446  1.00  0.00           H  
HETATM   86  H45 UNL     1       3.865   1.686  -3.671  1.00  0.00           H  
HETATM   87  H46 UNL     1       5.782   2.851  -2.882  1.00  0.00           H  
HETATM   88  H47 UNL     1       5.904   1.130  -2.483  1.00  0.00           H  
HETATM   89  H48 UNL     1       5.122   3.464  -0.594  1.00  0.00           H  
HETATM   90  H49 UNL     1       5.136   1.749  -0.128  1.00  0.00           H  
HETATM   91  H50 UNL     1       7.527   3.427  -1.096  1.00  0.00           H  
HETATM   92  H51 UNL     1       7.112   2.984   0.606  1.00  0.00           H  
HETATM   93  H52 UNL     1       7.865   0.966  -1.596  1.00  0.00           H  
HETATM   94  H53 UNL     1       8.961   1.711  -0.456  1.00  0.00           H  
HETATM   95  H54 UNL     1       7.621   0.804   1.481  1.00  0.00           H  
HETATM   96  H55 UNL     1       6.234  -1.123   0.141  1.00  0.00           H  
HETATM   97  H56 UNL     1       8.668  -1.207  -0.644  1.00  0.00           H  
HETATM   98  H57 UNL     1       8.240  -1.656   1.007  1.00  0.00           H  
HETATM   99  H58 UNL     1       9.891   1.593   1.510  1.00  0.00           H  
HETATM  100  H59 UNL     1      12.438   1.232   0.908  1.00  0.00           H  
HETATM  101  H60 UNL     1      13.293   1.187   2.992  1.00  0.00           H  
HETATM  102  H61 UNL     1      12.192  -0.154   3.603  1.00  0.00           H  
HETATM  103  H62 UNL     1      11.565   1.533   3.381  1.00  0.00           H  
CONECT    1    2   42   43   44
CONECT    2    3   45   46
CONECT    3    4   47   48
CONECT    4    5   49   50
CONECT    5    6   51   52
CONECT    6    7   53   54
CONECT    7    8   55   56
CONECT    8    9   57   58
CONECT    9   10   59   60
CONECT   10   11   61   62
CONECT   11   12   63   64
CONECT   12   13   65   66
CONECT   13   14   15   67
CONECT   14   68
CONECT   15   16   41   69
CONECT   16   17   70   71
CONECT   17   18   72   73
CONECT   18   19   41   74
CONECT   19   20   40   75
CONECT   20   21   76   77
CONECT   21   22   78   79
CONECT   22   23   40   80
CONECT   23   24   81   82
CONECT   24   25   83   84
CONECT   25   26   85   86
CONECT   26   27   87   88
CONECT   27   28   89   90
CONECT   28   29   91   92
CONECT   29   30   93   94
CONECT   30   31   32   95
CONECT   31   96
CONECT   32   33   97   98
CONECT   33   34   34   38
CONECT   34   35   99
CONECT   35   36   37  100
CONECT   36  101  102  103
CONECT   37   38
CONECT   38   39   39
END

HMDB0031887
     RDKit          3D
Rollidecin C
103105  0  0  0  0  0  0  0  0999 V2000
  -13.0814   -0.4554   -1.3516 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4775   -0.2557   -0.0001 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9397   -0.1171   -0.0971 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6285    1.0478   -0.9473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2447    1.4095   -1.2574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2723    1.8092   -0.2395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8978    0.8681    0.8340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3460   -0.4409    0.3450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1113   -0.2953   -0.4772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9564    0.3636    0.2311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5416   -0.4230    1.4529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4021    0.2080    2.1754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2071    0.3143    1.2824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1199    0.9169    1.9753 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7179   -1.0574    0.8712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2525   -1.8789    2.0841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1852   -2.7146    1.4072 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3741   -1.8131    0.3964 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8576   -2.4420   -0.8675 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8616   -3.5030   -0.7653 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0971   -2.8816   -1.4272 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7273   -1.4186   -1.2820 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5887   -0.5155   -2.0899 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1112    0.9183   -1.8508 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9276    1.9141   -2.5815 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3602    2.0358   -2.2238 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6113    2.4803   -0.7985 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0465    2.6310   -0.4719 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9114    1.4201   -0.5453 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5717    0.3315    0.4253 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3078   -0.1613    0.2561 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5547   -0.7679    0.3892 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9479   -0.4204    0.8151 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4676    0.6737    1.2963 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9013    0.4908    1.5483 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2618    0.7755    3.0010 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1900   -0.8178    1.1816 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0483   -1.4153    0.7279 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9346   -2.6005    0.3068 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4000   -1.4456   -1.6713 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6026   -0.8993    0.0817 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4232   -1.1285   -1.9690 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0329   -1.0149   -1.2116 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.3126    0.4815   -1.8788 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7383   -1.1166    0.6405 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9210    0.6499    0.4556 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6109   -1.0445   -0.6156 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6284   -0.0837    0.9544 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1451    0.8620   -1.9397 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2227    1.9181   -0.5387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7757    0.6245   -1.9719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3182    2.2909   -2.0022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5951    2.7754    0.2470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3137    2.1309   -0.7732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0117    1.3059    1.4456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6986    0.7177    1.5532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1601   -1.1073    1.2037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0924   -0.9811   -0.3037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3004    0.1672   -1.4644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7670   -1.3435   -0.7198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1107    0.4395   -0.4926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1749    1.3961    0.5513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4610   -0.4990    2.1143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3318   -1.4565    1.1516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6279    1.2212    2.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1955   -0.4383    3.0743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3566    0.9257    0.3983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3632    1.8627    2.1539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5152   -1.6264    0.3220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8121   -1.1724    2.8142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0563   -2.4497    2.5387 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5797   -2.9432    2.1791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5702   -3.6827    1.0497 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1929   -1.1993    0.8918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0206   -2.8401   -1.4602 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0917   -3.8659    0.2490 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5928   -4.4022   -1.3576 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1162   -3.0860   -2.5184 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0134   -3.1517   -0.9006 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8888   -1.1727   -0.2137 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6275   -0.5791   -1.7415 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5484   -0.7409   -3.1850 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0747    0.9705   -2.2868 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9933    1.1132   -0.7737 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4532    2.9104   -2.4464 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8651    1.6860   -3.6709 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7816    2.8510   -2.8820 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9037    1.1300   -2.4828 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1219    3.4637   -0.5941 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1363    1.7489   -0.1276 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5271    3.4269   -1.0957 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1125    2.9842    0.6064 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8650    0.9663   -1.5962 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9614    1.7109   -0.4556 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6209    0.8039    1.4814 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2338   -1.1233    0.1408 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6677   -1.2075   -0.6436 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2400   -1.6555    1.0072 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8907    1.5925    1.5104 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4382    1.2322    0.9079 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.2933    1.1869    2.9920 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1919   -0.1536    3.6034 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.5646    1.5330    3.3814 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₃₅H₆₂O₆

Average Molecular Weight

578.8632

Monoisotopic Molecular Weight

578.454639716

IUPAC Name

3-(2-hydroxy-9-{5-[5-(1-hydroxytridecyl)oxolan-2-yl]oxolan-2-yl}nonyl)-5-methyl-2,5-dihydrofuran-2-one

Traditional Name

3-(2-hydroxy-9-{5-[5-(1-hydroxytridecyl)oxolan-2-yl]oxolan-2-yl}nonyl)-5-methyl-5H-furan-2-one

CAS Registry Number

200703-16-8

SMILES

CCCCCCCCCCCCC(O)C1CCC(O1)C1CCC(CCCCCCCC(O)CC2=CC(C)OC2=O)O1

InChI Identifier

InChI=1S/C35H62O6/c1-3-4-5-6-7-8-9-10-14-17-20-31(37)32-23-24-34(41-32)33-22-21-30(40-33)19-16-13-11-12-15-18-29(36)26-28-25-27(2)39-35(28)38/h25,27,29-34,36-37H,3-24,26H2,1-2H3

InChI Key

KVJOKNWVKJJSNO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as annonaceous acetogenins. These are waxy derivatives of fatty acids (usually C32 or C34), containing a terminal carboxylic acid combined with a 2-propanol unit at the C-2 position to form a methyl- substituted alpha,beta-unsaturated-gamma-lactone. One of their interesting structural features is a single, adjacent, or nonadjacent tetrahydrofuran (THF) or tetrahydropyran (THP) system with one or two flanking hydroxyl group(s) at the center of a long hydrocarbon chain.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty alcohols

Direct Parent

Annonaceous acetogenins

Alternative Parents

Substituents

Annonaceae acetogenin skeleton
Long chain fatty alcohol
2-furanone
Dihydrofuran
Tetrahydrofuran
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Secondary alcohol
Lactone
Carboxylic acid ester
Monocarboxylic acid or derivatives
Ether
Dialkyl ether
Carboxylic acid derivative
Organoheterocyclic compound
Oxacycle
Organooxygen compound
Hydrocarbon derivative
Alcohol
Carbonyl group
Organic oxygen compound
Organic oxide
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0031887)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0031887)

Source

Endogenous

Endogenous (HMDB: HMDB0031887)

Plant

Plant (HMDB: HMDB0031887)

Animal

Animal (HMDB: HMDB0031887)

Exogenous

Food

Food (HMDB: HMDB0031887)

Fruit

Fruits (FooDB: FOOD00871)

Beverage

Alcoholic beverage

Alcoholic beverages (FooDB: FOOD00854)

Exogenous (HMDB: HMDB0031887)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0031887)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0031887)

Lipid metabolism pathway (HMDB: HMDB0031887)

Cellular process

Cell signaling (HMDB: HMDB0031887)

Biochemical process

Lipid transport (HMDB: HMDB0031887)

Role

Biological role

Energy source (HMDB: HMDB0031887)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0031887)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	42 - 43 °C	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	0.00016 g/L	ALOGPS
logP	7.69	ALOGPS
logP	8.87	ChemAxon
logS	-6.6	ALOGPS
pKa (Strongest Acidic)	14.11	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	85.22 Å²	ChemAxon
Rotatable Bond Count	23	ChemAxon
Refractivity	165.83 m³·mol⁻¹	ChemAxon
Polarizability	73.55 Å³	ChemAxon
Number of Rings	3	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]+	244.446	31661259
DarkChem	[M-H]-	240.391	31661259
DeepCCS	[M+H]+	247.23	30932474
DeepCCS	[M-H]-	244.872	30932474
DeepCCS	[M-2H]-	279.043	30932474
DeepCCS	[M+Na]+	254.837	30932474
AllCCS	[M+H]+	266.4	32859911
AllCCS	[M+H-H2O]+	265.2	32859911
AllCCS	[M+NH4]+	267.5	32859911
AllCCS	[M+Na]+	267.8	32859911
AllCCS	[M-H]-	235.4	32859911
AllCCS	[M+Na-2H]-	240.0	32859911
AllCCS	[M+HCOO]-	245.2	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.	8.99 minutes	32390414
Predicted by Siyang on May 30, 2022	29.7275 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.94 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	65.6 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	4815.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	577.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	341.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	245.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	837.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1483.0 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	1155.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	175.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	2847.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	881.0 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	2723.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	981.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	650.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	463.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	606.2 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
Rollidecin C	CCCCCCCCCCCCC(O)C1CCC(O1)C1CCC(CCCCCCCC(O)CC2=CC(C)OC2=O)O1	4713.3	Standard polar	33892256
Rollidecin C	CCCCCCCCCCCCC(O)C1CCC(O1)C1CCC(CCCCCCCC(O)CC2=CC(C)OC2=O)O1	4188.6	Standard non polar	33892256
Rollidecin C	CCCCCCCCCCCCC(O)C1CCC(O1)C1CCC(CCCCCCCC(O)CC2=CC(C)OC2=O)O1	4372.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Rollidecin C,1TMS,isomer #1	CCCCCCCCCCCCC(O[Si](C)(C)C)C1CCC(C2CCC(CCCCCCCC(O)CC3=CC(C)OC3=O)O2)O1	4429.9	Semi standard non polar	33892256
Rollidecin C,1TMS,isomer #2	CCCCCCCCCCCCC(O)C1CCC(C2CCC(CCCCCCCC(CC3=CC(C)OC3=O)O[Si](C)(C)C)O2)O1	4429.2	Semi standard non polar	33892256
Rollidecin C,2TMS,isomer #1	CCCCCCCCCCCCC(O[Si](C)(C)C)C1CCC(C2CCC(CCCCCCCC(CC3=CC(C)OC3=O)O[Si](C)(C)C)O2)O1	4365.3	Semi standard non polar	33892256
Rollidecin C,1TBDMS,isomer #1	CCCCCCCCCCCCC(O[Si](C)(C)C(C)(C)C)C1CCC(C2CCC(CCCCCCCC(O)CC3=CC(C)OC3=O)O2)O1	4645.3	Semi standard non polar	33892256
Rollidecin C,1TBDMS,isomer #2	CCCCCCCCCCCCC(O)C1CCC(C2CCC(CCCCCCCC(CC3=CC(C)OC3=O)O[Si](C)(C)C(C)(C)C)O2)O1	4647.5	Semi standard non polar	33892256
Rollidecin C,2TBDMS,isomer #1	CCCCCCCCCCCCC(O[Si](C)(C)C(C)(C)C)C1CCC(C2CCC(CCCCCCCC(CC3=CC(C)OC3=O)O[Si](C)(C)C(C)(C)C)O2)O1	4818.3	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 - Rollidecin C GC-MS (Non-derivatized) - 70eV, Positive	splash10-0673-1429210000-a538d5c3fc773f61cbeb	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rollidecin C GC-MS (1 TMS) - 70eV, Positive	splash10-06y9-6119513000-94c0c3551034cff560ae	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rollidecin C GC-MS ("Rollidecin C,1TMS,#1" TMS) - 70eV, Positive	Not Available	2021-10-14	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rollidecin C GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rollidecin C GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rollidecin C GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rollidecin C GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rollidecin C GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-10-15	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 - Rollidecin C 10V, Positive-QTOF	splash10-03fr-0011090000-21508fbe0b231c7b0d76	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rollidecin C 20V, Positive-QTOF	splash10-03xr-2811940000-c9eaac482320b526a934	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rollidecin C 40V, Positive-QTOF	splash10-01bc-9860400000-661163e1d346a2651673	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rollidecin C 10V, Negative-QTOF	splash10-004i-0000090000-fe7d0686f5fddcf81086	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rollidecin C 20V, Negative-QTOF	splash10-0002-9311250000-06047e36bf8761a006f7	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rollidecin C 40V, Negative-QTOF	splash10-03du-5397330000-8ab021ca2bdec16a6c38	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rollidecin C 10V, Negative-QTOF	splash10-004i-2103090000-5cf1a1ee69a03e751bce	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rollidecin C 20V, Negative-QTOF	splash10-004i-2326390000-0cd669d7bdc95574e053	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rollidecin C 40V, Negative-QTOF	splash10-00os-9346040000-5e51dc3ae11055ec1b4b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rollidecin C 10V, Positive-QTOF	splash10-03fu-2110390000-fe38c79986e46d1d9a2d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rollidecin C 20V, Positive-QTOF	splash10-0296-3000190000-b1aa625ec6dfde8b1a71	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rollidecin C 40V, Positive-QTOF	splash10-0006-9100000000-1e0aaa354657a0558fe8	2021-09-22	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

FDB008572

KNApSAcK ID

C00057223

Chemspider ID

35013395

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

85117345

PDB ID

Not Available

ChEBI ID

Not Available

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 Rollidecin C (HMDB0031887)

MOL for HMDB0031887 (Rollidecin C)

3D MOL for HMDB0031887 (Rollidecin C)

3D SDF for HMDB0031887 (Rollidecin C)

3D-SDF for HMDB0031887 (Rollidecin C)

PDB for HMDB0031887 (Rollidecin C)

3D PDB for HMDB0031887 (Rollidecin C)

SMILES for HMDB0031887 (Rollidecin C)

INCHI for HMDB0031887 (Rollidecin C)

Structure for HMDB0031887 (Rollidecin C)

3D Structure for HMDB0031887 (Rollidecin C)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra