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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:52:23 UTC

Update Date

2023-02-21 17:22:42 UTC

HMDB ID

HMDB0032871

Secondary Accession Numbers

HMDB32871

Metabolite Identification

Common Name

Sedanonic acid

Description

Sedanonic acid, also known as sedanonate, belongs to the class of organic compounds known as gamma-keto acids and derivatives. These are organic compounds containing an aldehyde substituted with a keto group on the C4 carbon atom. Sedanonic acid has been detected, but not quantified in, green vegetables. This could make sedanonic acid a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Sedanonic acid.

Structure

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

HMDB0032871
     RDKit          3D
Sedanonic acid
 33 33  0  0  0  0  0  0  0  0999 V2000
    4.2758    0.4984    0.0711 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9285   -0.9830   -0.1022 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5314   -1.1213   -0.6448 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5056   -0.5113    0.2660 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1286   -0.6406   -0.2555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0417   -1.1995   -1.3201 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0613   -0.1068    0.4819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8845    1.3475    0.6301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1442    2.1580    0.7038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1680    1.7435   -0.3209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2629    0.2869   -0.4727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3224   -0.5685   -0.1163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5116   -2.0080   -0.3064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6144   -2.8088    0.0353 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6632   -2.5440   -0.8597 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6865    0.9707    0.8689 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1802    1.0096   -0.9108 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3803    0.5055    0.2998 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6923   -1.3864   -0.7918 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0633   -1.4619    0.8780 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3079   -2.1916   -0.7795 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5037   -0.6115   -1.6322 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7353    0.5809    0.4200 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6309   -0.9779    1.2639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0304   -0.5762    1.5098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2219    1.7190   -0.1945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3101    1.5552    1.5663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8725    3.2125    0.4819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5664    2.1546    1.7298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9830    2.1832   -1.3174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1647    2.1525    0.0131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1653   -0.1767   -0.9103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5620   -2.2039   -0.5304 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  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 12  7  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 11 32  1  0
 15 33  1  0
M  END


  Mrv0541 05061306462D          

 15 15  0  0  0  0            999 V2000
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  5  4  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  3  1  0  0  0  0
  9  6  1  0  0  0  0
 10  7  2  0  0  0  0
 10  9  1  0  0  0  0
 11  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12 10  1  0  0  0  0
 13 11  2  0  0  0  0
 14 12  2  0  0  0  0
 15 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032871

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCC(=O)C1CCCC=C1C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H18O3/c1-2-3-8-11(13)9-6-4-5-7-10(9)12(14)15/h7,9H,2-6,8H2,1H3,(H,14,15)

> <INCHI_KEY>
PHVSWPDOXIQPTN-UHFFFAOYSA-N

> <FORMULA>
C12H18O3

> <MOLECULAR_WEIGHT>
210.2695

> <EXACT_MASS>
210.125594442

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
23.51484022652344

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-pentanoylcyclohex-1-ene-1-carboxylic acid

> <ALOGPS_LOGP>
2.66

> <JCHEM_LOGP>
2.882587416999999

> <ALOGPS_LOGS>
-2.44

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
17.482889016093928

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.7581456588249855

> <JCHEM_PKA_STRONGEST_BASIC>
-7.503451122641586

> <JCHEM_POLAR_SURFACE_AREA>
54.370000000000005

> <JCHEM_REFRACTIVITY>
58.3417

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.62e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-pentanoylcyclohex-1-ene-1-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0032871
     RDKit          3D
Sedanonic acid
 33 33  0  0  0  0  0  0  0  0999 V2000
    4.2758    0.4984    0.0711 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9285   -0.9830   -0.1022 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5314   -1.1213   -0.6448 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5056   -0.5113    0.2660 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1286   -0.6406   -0.2555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0417   -1.1995   -1.3201 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0613   -0.1068    0.4819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8845    1.3475    0.6301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1442    2.1580    0.7038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1680    1.7435   -0.3209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2629    0.2869   -0.4727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3224   -0.5685   -0.1163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5116   -2.0080   -0.3064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6144   -2.8088    0.0353 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6632   -2.5440   -0.8597 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6865    0.9707    0.8689 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1802    1.0096   -0.9108 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3803    0.5055    0.2998 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6923   -1.3864   -0.7918 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0633   -1.4619    0.8780 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3079   -2.1916   -0.7795 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5037   -0.6115   -1.6322 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7353    0.5809    0.4200 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6309   -0.9779    1.2639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0304   -0.5762    1.5098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2219    1.7190   -0.1945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3101    1.5552    1.5663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8725    3.2125    0.4819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5664    2.1546    1.7298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9830    2.1832   -1.3174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1647    2.1525    0.0131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1653   -0.1767   -0.9103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5620   -2.2039   -0.5304 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  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 12  7  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 11 32  1  0
 15 33  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       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.336   6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.336   8.470   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.002   9.240   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668   6.930   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668   8.470   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335   9.240   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       5.335   4.620   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       4.001   8.470   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       5.335  10.780   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    8                                                       
CONECT    4    5    6                                                       
CONECT    5    4    7                                                       
CONECT    6    4    9                                                       
CONECT    7    5   10                                                       
CONECT    8    3   11                                                       
CONECT    9    6   10   11                                                  
CONECT   10    7    9   12                                                  
CONECT   11    8    9   13                                                  
CONECT   12   10   14   15                                                  
CONECT   13   11                                                            
CONECT   14   12                                                            
CONECT   15   12                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

COMPND    HMDB0032871
HETATM    1  C1  UNL     1       4.276   0.498   0.071  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.928  -0.983  -0.102  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.531  -1.121  -0.645  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.506  -0.511   0.266  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.129  -0.641  -0.256  1.00  0.00           C  
HETATM    6  O1  UNL     1      -0.042  -1.200  -1.320  1.00  0.00           O  
HETATM    7  C6  UNL     1      -1.061  -0.107   0.482  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.885   1.348   0.630  1.00  0.00           C  
HETATM    9  C8  UNL     1      -2.144   2.158   0.704  1.00  0.00           C  
HETATM   10  C9  UNL     1      -3.168   1.744  -0.321  1.00  0.00           C  
HETATM   11  C10 UNL     1      -3.263   0.287  -0.473  1.00  0.00           C  
HETATM   12  C11 UNL     1      -2.322  -0.569  -0.116  1.00  0.00           C  
HETATM   13  C12 UNL     1      -2.512  -2.008  -0.306  1.00  0.00           C  
HETATM   14  O2  UNL     1      -1.614  -2.809   0.035  1.00  0.00           O  
HETATM   15  O3  UNL     1      -3.663  -2.544  -0.860  1.00  0.00           O  
HETATM   16  H1  UNL     1       3.687   0.971   0.869  1.00  0.00           H  
HETATM   17  H2  UNL     1       4.180   1.010  -0.911  1.00  0.00           H  
HETATM   18  H3  UNL     1       5.380   0.506   0.300  1.00  0.00           H  
HETATM   19  H4  UNL     1       4.692  -1.386  -0.792  1.00  0.00           H  
HETATM   20  H5  UNL     1       4.063  -1.462   0.878  1.00  0.00           H  
HETATM   21  H6  UNL     1       2.308  -2.192  -0.780  1.00  0.00           H  
HETATM   22  H7  UNL     1       2.504  -0.611  -1.632  1.00  0.00           H  
HETATM   23  H8  UNL     1       1.735   0.581   0.420  1.00  0.00           H  
HETATM   24  H9  UNL     1       1.631  -0.978   1.264  1.00  0.00           H  
HETATM   25  H10 UNL     1      -1.030  -0.576   1.510  1.00  0.00           H  
HETATM   26  H11 UNL     1      -0.222   1.719  -0.195  1.00  0.00           H  
HETATM   27  H12 UNL     1      -0.310   1.555   1.566  1.00  0.00           H  
HETATM   28  H13 UNL     1      -1.873   3.213   0.482  1.00  0.00           H  
HETATM   29  H14 UNL     1      -2.566   2.155   1.730  1.00  0.00           H  
HETATM   30  H15 UNL     1      -2.983   2.183  -1.317  1.00  0.00           H  
HETATM   31  H16 UNL     1      -4.165   2.152   0.013  1.00  0.00           H  
HETATM   32  H17 UNL     1      -4.165  -0.177  -0.910  1.00  0.00           H  
HETATM   33  H18 UNL     1      -4.562  -2.204  -0.530  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3   19   20
CONECT    3    4   21   22
CONECT    4    5   23   24
CONECT    5    6    6    7
CONECT    7    8   12   25
CONECT    8    9   26   27
CONECT    9   10   28   29
CONECT   10   11   30   31
CONECT   11   12   12   32
CONECT   12   13
CONECT   13   14   14   15
CONECT   15   33
END

HMDB0032871
     RDKit          3D
Sedanonic acid
 33 33  0  0  0  0  0  0  0  0999 V2000
    4.2758    0.4984    0.0711 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9285   -0.9830   -0.1022 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5314   -1.1213   -0.6448 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5056   -0.5113    0.2660 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1286   -0.6406   -0.2555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0417   -1.1995   -1.3201 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0613   -0.1068    0.4819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8845    1.3475    0.6301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1442    2.1580    0.7038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1680    1.7435   -0.3209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2629    0.2869   -0.4727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3224   -0.5685   -0.1163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5116   -2.0080   -0.3064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6144   -2.8088    0.0353 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6632   -2.5440   -0.8597 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6865    0.9707    0.8689 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1802    1.0096   -0.9108 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3803    0.5055    0.2998 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6923   -1.3864   -0.7918 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0633   -1.4619    0.8780 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3079   -2.1916   -0.7795 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5037   -0.6115   -1.6322 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7353    0.5809    0.4200 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6309   -0.9779    1.2639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0304   -0.5762    1.5098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2219    1.7190   -0.1945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3101    1.5552    1.5663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8725    3.2125    0.4819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5664    2.1546    1.7298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9830    2.1832   -1.3174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1647    2.1525    0.0131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1653   -0.1767   -0.9103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5620   -2.2039   -0.5304 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  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 12  7  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 11 32  1  0
 15 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
6-(1-Oxopentyl)-1-cyclohexene-1-carboxylic acid	ChEBI
6-Pentanoylcyclohexene-1-carboxylic acid	ChEBI
6-(1-Oxopentyl)-1-cyclohexene-1-carboxylate	Generator
6-Pentanoylcyclohexene-1-carboxylate	Generator
Sedanonate	Generator
6-(1-Oxopentyl)-1-cyclohexene-1-carboxylic acid, 9ci	HMDB
6-Pentanoylcyclohex-1-ene-1-carboxylate	Generator

Chemical Formula

C₁₂H₁₈O₃

Average Molecular Weight

210.2695

Monoisotopic Molecular Weight

210.125594442

IUPAC Name

6-pentanoylcyclohex-1-ene-1-carboxylic acid

Traditional Name

6-pentanoylcyclohex-1-ene-1-carboxylic acid

CAS Registry Number

6697-07-0

SMILES

CCCCC(=O)C1CCCC=C1C(O)=O

InChI Identifier

InChI=1S/C12H18O3/c1-2-3-8-11(13)9-6-4-5-7-10(9)12(14)15/h7,9H,2-6,8H2,1H3,(H,14,15)

InChI Key

PHVSWPDOXIQPTN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gamma-keto acids and derivatives. These are organic compounds containing an aldehyde substituted with a keto group on the C4 carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Keto acids and derivatives

Sub Class

Gamma-keto acids and derivatives

Direct Parent

Gamma-keto acids and derivatives

Alternative Parents

Substituents

Gamma-keto acid
Ketone
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0032871)
Cell membrane (HMDB: HMDB0032871)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0032871)

Source

Exogenous

Exogenous (HMDB: HMDB0032871)

Food

Food (HMDB: HMDB0032871)

Vegetable

Leaf vegetable

Green vegetables (FooDB: FOOD00872)

Endogenous

Plant

Plant (HMDB: HMDB0032871)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0032871)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	113 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	575 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.76 g/L	ALOGPS
logP	2.66	ALOGPS
logP	2.88	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	4.76	ChemAxon
pKa (Strongest Basic)	-7.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	54.37 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	58.34 m³·mol⁻¹	ChemAxon
Polarizability	23.51 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	151.147	31661259
DarkChem	[M-H]-	149.244	31661259
DeepCCS	[M+H]+	151.908	30932474
DeepCCS	[M-H]-	148.038	30932474
DeepCCS	[M-2H]-	185.404	30932474
DeepCCS	[M+Na]+	161.068	30932474
AllCCS	[M+H]+	149.6	32859911
AllCCS	[M+H-H2O]+	145.7	32859911
AllCCS	[M+NH4]+	153.2	32859911
AllCCS	[M+Na]+	154.2	32859911
AllCCS	[M-H]-	152.5	32859911
AllCCS	[M+Na-2H]-	153.2	32859911
AllCCS	[M+HCOO]-	154.0	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.	6.78 minutes	32390414
Predicted by Siyang on May 30, 2022	14.1686 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.2 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	27.7 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2250.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	400.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	164.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	223.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	295.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	572.2 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	604.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	90.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1253.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	436.7 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	1354.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	348.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	389.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	365.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	334.2 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	62.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Sedanonic acid	CCCCC(=O)C1CCCC=C1C(O)=O	3103.5	Standard polar	33892256
Sedanonic acid	CCCCC(=O)C1CCCC=C1C(O)=O	1625.1	Standard non polar	33892256
Sedanonic acid	CCCCC(=O)C1CCCC=C1C(O)=O	1711.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Sedanonic acid,1TMS,isomer #1	CCCCC(=O)C1CCCC=C1C(=O)O[Si](C)(C)C	1751.7	Semi standard non polar	33892256
Sedanonic acid,1TMS,isomer #2	CCCCC(O[Si](C)(C)C)=C1CCCC=C1C(=O)O	1900.4	Semi standard non polar	33892256
Sedanonic acid,1TMS,isomer #3	CCCC=C(O[Si](C)(C)C)C1CCCC=C1C(=O)O	1924.1	Semi standard non polar	33892256
Sedanonic acid,2TMS,isomer #1	CCCCC(O[Si](C)(C)C)=C1CCCC=C1C(=O)O[Si](C)(C)C	1927.5	Semi standard non polar	33892256
Sedanonic acid,2TMS,isomer #1	CCCCC(O[Si](C)(C)C)=C1CCCC=C1C(=O)O[Si](C)(C)C	1874.3	Standard non polar	33892256
Sedanonic acid,2TMS,isomer #2	CCCC=C(O[Si](C)(C)C)C1CCCC=C1C(=O)O[Si](C)(C)C	1908.5	Semi standard non polar	33892256
Sedanonic acid,2TMS,isomer #2	CCCC=C(O[Si](C)(C)C)C1CCCC=C1C(=O)O[Si](C)(C)C	1824.5	Standard non polar	33892256
Sedanonic acid,1TBDMS,isomer #1	CCCCC(=O)C1CCCC=C1C(=O)O[Si](C)(C)C(C)(C)C	1966.0	Semi standard non polar	33892256
Sedanonic acid,1TBDMS,isomer #2	CCCCC(O[Si](C)(C)C(C)(C)C)=C1CCCC=C1C(=O)O	2126.3	Semi standard non polar	33892256
Sedanonic acid,1TBDMS,isomer #3	CCCC=C(O[Si](C)(C)C(C)(C)C)C1CCCC=C1C(=O)O	2142.2	Semi standard non polar	33892256
Sedanonic acid,2TBDMS,isomer #1	CCCCC(O[Si](C)(C)C(C)(C)C)=C1CCCC=C1C(=O)O[Si](C)(C)C(C)(C)C	2358.8	Semi standard non polar	33892256
Sedanonic acid,2TBDMS,isomer #1	CCCCC(O[Si](C)(C)C(C)(C)C)=C1CCCC=C1C(=O)O[Si](C)(C)C(C)(C)C	2217.0	Standard non polar	33892256
Sedanonic acid,2TBDMS,isomer #2	CCCC=C(O[Si](C)(C)C(C)(C)C)C1CCCC=C1C(=O)O[Si](C)(C)C(C)(C)C	2342.4	Semi standard non polar	33892256
Sedanonic acid,2TBDMS,isomer #2	CCCC=C(O[Si](C)(C)C(C)(C)C)C1CCCC=C1C(=O)O[Si](C)(C)C(C)(C)C	2163.5	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Sedanonic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-7900000000-0168a99cf5dde218dc76	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Sedanonic acid GC-MS (1 TMS) - 70eV, Positive	splash10-00mk-8940000000-66516bad12c03da3e029	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Sedanonic acid 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 - Sedanonic acid 10V, Positive-QTOF	splash10-03di-1960000000-3c2f0ab1720bd870b07a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sedanonic acid 20V, Positive-QTOF	splash10-0pbc-3900000000-6a559ec3b726736bc0d2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sedanonic acid 40V, Positive-QTOF	splash10-0a6r-9500000000-5ae5b992d795c30c1aa0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sedanonic acid 10V, Negative-QTOF	splash10-0a4i-0590000000-549965dd42668d3cde73	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sedanonic acid 20V, Negative-QTOF	splash10-066r-2930000000-7038eeea31287506b635	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sedanonic acid 40V, Negative-QTOF	splash10-00di-6900000000-9bca2a5105f42f77c10a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sedanonic acid 10V, Negative-QTOF	splash10-0a4i-0390000000-5922583625431d5ff958	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sedanonic acid 20V, Negative-QTOF	splash10-0avi-1900000000-905d4df3558cd8709b5c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sedanonic acid 40V, Negative-QTOF	splash10-0560-9500000000-db6f5fc8f13caa40c470	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sedanonic acid 10V, Positive-QTOF	splash10-03di-1980000000-113ecaaff9ca18d4b1c9	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sedanonic acid 20V, Positive-QTOF	splash10-002o-3900000000-d1cf32e32e295bf3da6a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sedanonic acid 40V, Positive-QTOF	splash10-0ar3-9300000000-7c94a762d2fe930b0b9c	2021-09-24	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+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

FDB010851

KNApSAcK ID

C00057495

Chemspider ID

35013512

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12367058

PDB ID

Not Available

ChEBI ID

142275

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1832211

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 Sedanonic acid (HMDB0032871)

MOL for HMDB0032871 (Sedanonic acid)

3D MOL for HMDB0032871 (Sedanonic acid)

3D SDF for HMDB0032871 (Sedanonic acid)

3D-SDF for HMDB0032871 (Sedanonic acid)

PDB for HMDB0032871 (Sedanonic acid)

3D PDB for HMDB0032871 (Sedanonic acid)

SMILES for HMDB0032871 (Sedanonic acid)

INCHI for HMDB0032871 (Sedanonic acid)

Structure for HMDB0032871 (Sedanonic acid)

3D Structure for HMDB0032871 (Sedanonic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra