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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:38:00 UTC

Update Date

2023-02-21 17:25:49 UTC

HMDB ID

HMDB0037388

Secondary Accession Numbers

HMDB37388

Metabolite Identification

Common Name

Tsibulin 2

Description

Tsibulin 2 belongs to the class of organic compounds known as beta-diketones. These are organic compounds containing two keto groups separated by a single carbon atom. Tsibulin 2 has been detected, but not quantified in, several different foods, such as onion-family vegetables, garden onion (var.), green onion, red onion, and garden onions (Allium cepa). This could make tsibulin 2 a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Tsibulin 2.

Structure

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

HMDB0037388
     RDKit          3D
Tsibulin 2
 31 31  0  0  0  0  0  0  0  0999 V2000
    4.4512   -0.7938    0.4067 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0223   -0.3031    0.4961 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7233    0.5906   -0.7055 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3194    1.0998   -0.6589 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2952   -0.0177   -0.6700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0576    0.6394   -0.6203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1940   -0.3381   -0.6247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4833    0.4738   -0.5719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8978    0.3869    0.8529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6551    1.1127    1.4525 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2227   -0.7804    1.4964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2171   -1.2460    0.5153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5281   -2.2344    0.6572 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9989   -0.0994   -0.2586 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9308   -0.8002    1.4150 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5122   -1.8044   -0.0526 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3661   -1.2116    0.3581 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7955    0.1923    1.4388 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4007    1.4634   -0.6063 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9221    0.0834   -1.6501 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1724    1.7552   -1.5470 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1434    1.7482    0.2244 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4222   -0.6002    0.2826 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4385   -0.6876   -1.5194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0749    1.2773    0.2904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1204    1.3309   -1.4845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1803   -0.8541   -1.6120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3086    1.5416   -0.8016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2310    0.0456   -1.2661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7486   -0.4545    2.4481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9948   -1.5156    1.7360 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 12  7  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  2 17  1  0
  2 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
 11 30  1  0
 11 31  1  0
M  END

HMDB0037388
     RDKit          3D
Tsibulin 2
 31 31  0  0  0  0  0  0  0  0999 V2000
    4.4512   -0.7938    0.4067 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0223   -0.3031    0.4961 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7233    0.5906   -0.7055 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3194    1.0998   -0.6589 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2952   -0.0177   -0.6700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0576    0.6394   -0.6203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1940   -0.3381   -0.6247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4833    0.4738   -0.5719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8978    0.3869    0.8529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6551    1.1127    1.4525 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2227   -0.7804    1.4964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2171   -1.2460    0.5153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5281   -2.2344    0.6572 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9989   -0.0994   -0.2586 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9308   -0.8002    1.4150 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5122   -1.8044   -0.0526 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3661   -1.2116    0.3581 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7955    0.1923    1.4388 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4007    1.4634   -0.6063 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9221    0.0834   -1.6501 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1724    1.7552   -1.5470 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1434    1.7482    0.2244 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4222   -0.6002    0.2826 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4385   -0.6876   -1.5194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0749    1.2773    0.2904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1204    1.3309   -1.4845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1803   -0.8541   -1.6120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3086    1.5416   -0.8016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2310    0.0456   -1.2661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7486   -0.4545    2.4481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9948   -1.5156    1.7360 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 12  7  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  2 17  1  0
  2 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
 11 30  1  0
 11 31  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       4.571  -6.280   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.905  -5.510   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.239  -6.280   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.572  -5.510   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.906  -6.280   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.240  -5.510   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      13.980  -5.654   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      14.241  -8.132   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.573  -6.280   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      15.011  -6.798   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.734  -7.812   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      16.542  -6.637   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      11.590  -8.842   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    9                                                       
CONECT    7    9   10                                                       
CONECT    8   10   11                                                       
CONECT    9    6    7   11                                                  
CONECT   10    7    8   12                                                  
CONECT   11    8    9   13                                                  
CONECT   12   10                                                            
CONECT   13   11                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END

COMPND    HMDB0037388
HETATM    1  C1  UNL     1       4.451  -0.794   0.407  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.022  -0.303   0.496  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.723   0.591  -0.706  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.319   1.100  -0.659  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.295  -0.018  -0.670  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.058   0.639  -0.620  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.194  -0.338  -0.625  1.00  0.00           C  
HETATM    8  C8  UNL     1      -3.483   0.474  -0.572  1.00  0.00           C  
HETATM    9  C9  UNL     1      -3.898   0.387   0.853  1.00  0.00           C  
HETATM   10  O1  UNL     1      -4.655   1.113   1.453  1.00  0.00           O  
HETATM   11  C10 UNL     1      -3.223  -0.780   1.496  1.00  0.00           C  
HETATM   12  C11 UNL     1      -2.217  -1.246   0.515  1.00  0.00           C  
HETATM   13  O2  UNL     1      -1.528  -2.234   0.657  1.00  0.00           O  
HETATM   14  H1  UNL     1       4.999  -0.099  -0.259  1.00  0.00           H  
HETATM   15  H2  UNL     1       4.931  -0.800   1.415  1.00  0.00           H  
HETATM   16  H3  UNL     1       4.512  -1.804  -0.053  1.00  0.00           H  
HETATM   17  H4  UNL     1       2.366  -1.212   0.358  1.00  0.00           H  
HETATM   18  H5  UNL     1       2.796   0.192   1.439  1.00  0.00           H  
HETATM   19  H6  UNL     1       3.401   1.463  -0.606  1.00  0.00           H  
HETATM   20  H7  UNL     1       2.922   0.083  -1.650  1.00  0.00           H  
HETATM   21  H8  UNL     1       1.172   1.755  -1.547  1.00  0.00           H  
HETATM   22  H9  UNL     1       1.143   1.748   0.224  1.00  0.00           H  
HETATM   23  H10 UNL     1       0.422  -0.600   0.283  1.00  0.00           H  
HETATM   24  H11 UNL     1       0.439  -0.688  -1.519  1.00  0.00           H  
HETATM   25  H12 UNL     1      -1.075   1.277   0.290  1.00  0.00           H  
HETATM   26  H13 UNL     1      -1.120   1.331  -1.485  1.00  0.00           H  
HETATM   27  H14 UNL     1      -2.180  -0.854  -1.612  1.00  0.00           H  
HETATM   28  H15 UNL     1      -3.309   1.542  -0.802  1.00  0.00           H  
HETATM   29  H16 UNL     1      -4.231   0.046  -1.266  1.00  0.00           H  
HETATM   30  H17 UNL     1      -2.749  -0.454   2.448  1.00  0.00           H  
HETATM   31  H18 UNL     1      -3.995  -1.516   1.736  1.00  0.00           H  
CONECT    1    2   14   15   16
CONECT    2    3   17   18
CONECT    3    4   19   20
CONECT    4    5   21   22
CONECT    5    6   23   24
CONECT    6    7   25   26
CONECT    7    8   12   27
CONECT    8    9   28   29
CONECT    9   10   10   11
CONECT   11   12   30   31
CONECT   12   13   13
END

HMDB0037388
     RDKit          3D
Tsibulin 2
 31 31  0  0  0  0  0  0  0  0999 V2000
    4.4512   -0.7938    0.4067 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0223   -0.3031    0.4961 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7233    0.5906   -0.7055 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3194    1.0998   -0.6589 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2952   -0.0177   -0.6700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0576    0.6394   -0.6203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1940   -0.3381   -0.6247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4833    0.4738   -0.5719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8978    0.3869    0.8529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6551    1.1127    1.4525 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2227   -0.7804    1.4964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2171   -1.2460    0.5153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5281   -2.2344    0.6572 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9989   -0.0994   -0.2586 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9308   -0.8002    1.4150 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5122   -1.8044   -0.0526 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3661   -1.2116    0.3581 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7955    0.1923    1.4388 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4007    1.4634   -0.6063 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9221    0.0834   -1.6501 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1724    1.7552   -1.5470 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1434    1.7482    0.2244 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4222   -0.6002    0.2826 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4385   -0.6876   -1.5194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0749    1.2773    0.2904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1204    1.3309   -1.4845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1803   -0.8541   -1.6120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3086    1.5416   -0.8016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2310    0.0456   -1.2661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7486   -0.4545    2.4481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9948   -1.5156    1.7360 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 12  7  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  2 17  1  0
  2 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
 11 30  1  0
 11 31  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₁H₁₈O₂

Average Molecular Weight

182.2594

Monoisotopic Molecular Weight

182.13067982

IUPAC Name

4-hexylcyclopentane-1,3-dione

Traditional Name

4-hexylcyclopentane-1,3-dione

CAS Registry Number

126624-27-9

SMILES

CCCCCCC1CC(=O)CC1=O

InChI Identifier

InChI=1S/C11H18O2/c1-2-3-4-5-6-9-7-10(12)8-11(9)13/h9H,2-8H2,1H3

InChI Key

XVMHOOYMJFUEQW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as beta-diketones. These are organic compounds containing two keto groups separated by a single carbon atom.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Beta-diketones

Alternative Parents

Substituents

1,3-diketone
Cyclic ketone
Ketone
Organic oxide
Hydrocarbon derivative
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0037388)
Cell membrane (HMDB: HMDB0037388)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0037388)

Source

Exogenous

Exogenous (HMDB: HMDB0037388)

Food

Food (HMDB: HMDB0037388)

Herb and spice

Herb

Welsh onion (FooDB: FOOD00241)

Vegetable

Onion-family vegetable

Garden onion (FooDB: FOOD00006)
Garden onion (var.) (FooDB: FOOD00226)
Onion-family vegetables (FooDB: FOOD00855)
Green onion (FooDB: FOOD00963)
Red onion (FooDB: FOOD00962)

Endogenous

Plant

Plant (HMDB: HMDB0037388)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0037388)

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	0.64 g/L	ALOGPS
logP	3.08	ALOGPS
logP	3.14	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	7.75	ChemAxon
pKa (Strongest Basic)	-7.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	34.14 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	51.92 m³·mol⁻¹	ChemAxon
Polarizability	21.55 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	144.233	31661259
DarkChem	[M-H]-	141.252	31661259
DeepCCS	[M+H]+	143.691	30932474
DeepCCS	[M-H]-	139.686	30932474
DeepCCS	[M-2H]-	177.098	30932474
DeepCCS	[M+Na]+	152.497	30932474
AllCCS	[M+H]+	143.5	32859911
AllCCS	[M+H-H2O]+	139.5	32859911
AllCCS	[M+NH4]+	147.2	32859911
AllCCS	[M+Na]+	148.3	32859911
AllCCS	[M-H]-	147.5	32859911
AllCCS	[M+Na-2H]-	148.5	32859911
AllCCS	[M+HCOO]-	149.8	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.	6.05 minutes	32390414
Predicted by Siyang on May 30, 2022	15.4885 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.3 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2148.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	489.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	188.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	290.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	389.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	646.0 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	689.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	79.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1377.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	425.8 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	1394.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	362.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	394.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	399.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	352.2 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	29.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Tsibulin 2	CCCCCCC1CC(=O)CC1=O	2305.9	Standard polar	33892256
Tsibulin 2	CCCCCCC1CC(=O)CC1=O	1430.5	Standard non polar	33892256
Tsibulin 2	CCCCCCC1CC(=O)CC1=O	1506.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Tsibulin 2,1TMS,isomer #1	CCCCCCC1=C(O[Si](C)(C)C)CC(=O)C1	1649.7	Semi standard non polar	33892256
Tsibulin 2,1TMS,isomer #1	CCCCCCC1=C(O[Si](C)(C)C)CC(=O)C1	1655.9	Standard non polar	33892256
Tsibulin 2,1TMS,isomer #2	CCCCCCC1CC(O[Si](C)(C)C)=CC1=O	1660.9	Semi standard non polar	33892256
Tsibulin 2,1TMS,isomer #2	CCCCCCC1CC(O[Si](C)(C)C)=CC1=O	1582.2	Standard non polar	33892256
Tsibulin 2,1TMS,isomer #3	CCCCCCC1C=C(O[Si](C)(C)C)CC1=O	1620.1	Semi standard non polar	33892256
Tsibulin 2,1TMS,isomer #3	CCCCCCC1C=C(O[Si](C)(C)C)CC1=O	1651.2	Standard non polar	33892256
Tsibulin 2,1TMS,isomer #4	CCCCCCC1CC(=O)C=C1O[Si](C)(C)C	1657.1	Semi standard non polar	33892256
Tsibulin 2,1TMS,isomer #4	CCCCCCC1CC(=O)C=C1O[Si](C)(C)C	1604.3	Standard non polar	33892256
Tsibulin 2,2TMS,isomer #1	CCCCCCC1=C(O[Si](C)(C)C)CC(O[Si](C)(C)C)=C1	1794.9	Semi standard non polar	33892256
Tsibulin 2,2TMS,isomer #1	CCCCCCC1=C(O[Si](C)(C)C)CC(O[Si](C)(C)C)=C1	1765.1	Standard non polar	33892256
Tsibulin 2,2TMS,isomer #2	CCCCCCC1=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C1	1806.6	Semi standard non polar	33892256
Tsibulin 2,2TMS,isomer #2	CCCCCCC1=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C1	1821.7	Standard non polar	33892256
Tsibulin 2,2TMS,isomer #3	CCCCCCC1C=C(O[Si](C)(C)C)C=C1O[Si](C)(C)C	1780.9	Semi standard non polar	33892256
Tsibulin 2,2TMS,isomer #3	CCCCCCC1C=C(O[Si](C)(C)C)C=C1O[Si](C)(C)C	1822.8	Standard non polar	33892256
Tsibulin 2,1TBDMS,isomer #1	CCCCCCC1=C(O[Si](C)(C)C(C)(C)C)CC(=O)C1	1868.4	Semi standard non polar	33892256
Tsibulin 2,1TBDMS,isomer #1	CCCCCCC1=C(O[Si](C)(C)C(C)(C)C)CC(=O)C1	1856.8	Standard non polar	33892256
Tsibulin 2,1TBDMS,isomer #2	CCCCCCC1CC(O[Si](C)(C)C(C)(C)C)=CC1=O	1903.6	Semi standard non polar	33892256
Tsibulin 2,1TBDMS,isomer #2	CCCCCCC1CC(O[Si](C)(C)C(C)(C)C)=CC1=O	1798.2	Standard non polar	33892256
Tsibulin 2,1TBDMS,isomer #3	CCCCCCC1C=C(O[Si](C)(C)C(C)(C)C)CC1=O	1831.1	Semi standard non polar	33892256
Tsibulin 2,1TBDMS,isomer #3	CCCCCCC1C=C(O[Si](C)(C)C(C)(C)C)CC1=O	1867.7	Standard non polar	33892256
Tsibulin 2,1TBDMS,isomer #4	CCCCCCC1CC(=O)C=C1O[Si](C)(C)C(C)(C)C	1911.9	Semi standard non polar	33892256
Tsibulin 2,1TBDMS,isomer #4	CCCCCCC1CC(=O)C=C1O[Si](C)(C)C(C)(C)C	1775.4	Standard non polar	33892256
Tsibulin 2,2TBDMS,isomer #1	CCCCCCC1=C(O[Si](C)(C)C(C)(C)C)CC(O[Si](C)(C)C(C)(C)C)=C1	2236.5	Semi standard non polar	33892256
Tsibulin 2,2TBDMS,isomer #1	CCCCCCC1=C(O[Si](C)(C)C(C)(C)C)CC(O[Si](C)(C)C(C)(C)C)=C1	2094.4	Standard non polar	33892256
Tsibulin 2,2TBDMS,isomer #2	CCCCCCC1=C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C1	2267.5	Semi standard non polar	33892256
Tsibulin 2,2TBDMS,isomer #2	CCCCCCC1=C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C1	2151.5	Standard non polar	33892256
Tsibulin 2,2TBDMS,isomer #3	CCCCCCC1C=C(O[Si](C)(C)C(C)(C)C)C=C1O[Si](C)(C)C(C)(C)C	2255.7	Semi standard non polar	33892256
Tsibulin 2,2TBDMS,isomer #3	CCCCCCC1C=C(O[Si](C)(C)C(C)(C)C)C=C1O[Si](C)(C)C(C)(C)C	2084.4	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Tsibulin 2 GC-MS (Non-derivatized) - 70eV, Positive	splash10-052f-9400000000-63efaf7bf1f320b2994c	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tsibulin 2 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 - Tsibulin 2 10V, Positive-QTOF	splash10-001i-1900000000-36fa12ff4c22415feeae	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tsibulin 2 20V, Positive-QTOF	splash10-02ai-7900000000-4c4516f4960f2fbbac54	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tsibulin 2 40V, Positive-QTOF	splash10-052f-9000000000-ba979c41c5f08dca7629	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tsibulin 2 10V, Negative-QTOF	splash10-001i-0900000000-2f536e53d966b3cff1fc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tsibulin 2 20V, Negative-QTOF	splash10-001i-1900000000-0836afa8796077dcc672	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tsibulin 2 40V, Negative-QTOF	splash10-052n-9500000000-487e4cf1a91a4ad02703	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tsibulin 2 10V, Positive-QTOF	splash10-00lu-5900000000-5cde9b1c0ceb1d0605c9	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tsibulin 2 20V, Positive-QTOF	splash10-052e-9500000000-3a6fa81211c0bc023ec5	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tsibulin 2 40V, Positive-QTOF	splash10-0006-9000000000-d33dd0bead0d02f79ea7	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tsibulin 2 10V, Negative-QTOF	splash10-001i-0900000000-b4646b08727bbc23a82a	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tsibulin 2 20V, Negative-QTOF	splash10-01q9-1900000000-1cf94a238d424eec4275	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tsibulin 2 40V, Negative-QTOF	splash10-0006-9500000000-cb17c1eb37786f6f436d	2021-09-25	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

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

FDB016430

KNApSAcK ID

C00056769

Chemspider ID

13512621

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14391671

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

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

Showing metabocard for Tsibulin 2 (HMDB0037388)

MOL for HMDB0037388 (Tsibulin 2)

3D MOL for HMDB0037388 (Tsibulin 2)

3D SDF for HMDB0037388 (Tsibulin 2)

3D-SDF for HMDB0037388 (Tsibulin 2)

PDB for HMDB0037388 (Tsibulin 2)

3D PDB for HMDB0037388 (Tsibulin 2)

SMILES for HMDB0037388 (Tsibulin 2)

INCHI for HMDB0037388 (Tsibulin 2)

Structure for HMDB0037388 (Tsibulin 2)

3D Structure for HMDB0037388 (Tsibulin 2)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra