Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:14:28 UTC

Update Date

2023-02-21 17:25:32 UTC

HMDB ID

HMDB0036998

Secondary Accession Numbers

HMDB36998

Metabolite Identification

Common Name

(S)-Oleuropeic acid

Description

(S)-Oleuropeic acid, also known as (S)-oleuropeate, belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. Based on a literature review a significant number of articles have been published on (S)-Oleuropeic acid.

Structure

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

HMDB0036998
     RDKit          3D
(S)-Oleuropeic acid
 29 29  0  0  0  0  0  0  0  0999 V2000
   -2.4891    0.1827    1.6773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9731   -0.2202    0.3254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5821    0.6902   -0.7001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4764   -1.5066    0.0668 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4821   -0.3009    0.2611 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0503   -0.7013   -1.0807 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5216   -0.8904   -0.9198 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2267   -0.2758    0.0084 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6599   -0.5165    0.0969 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2352   -1.3083   -0.7067 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4624    0.0919    1.0432 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6264    0.6684    0.9891 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1910    1.0047    0.6377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0606   -0.4524    2.4998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5810   -0.0197    1.6867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3610    1.2667    1.8799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5563    0.2742   -1.7234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1825    1.7227   -0.6450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6697    0.7810   -0.4426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8294   -2.1388    0.4439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1240   -1.0545    0.9938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0758    0.1130   -1.8492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3783   -1.6359   -1.4772 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0520   -1.5581   -1.5854 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9454    0.9493    0.8030 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2608    1.5564    1.1125 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6432    0.1395    1.9803 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2316    1.6249   -0.2809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2848    1.5139    1.4724 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  8 12  1  0
 12 13  1  0
 13  5  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  3 17  1  0
  3 18  1  0
  3 19  1  0
  4 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
 11 25  1  0
 12 26  1  0
 12 27  1  0
 13 28  1  0
 13 29  1  0
M  END


  Mrv0541 02241216522D          

 13 13  0  0  0  0            999 V2000
    0.0000    1.0298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7150    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7150   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7150   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7150    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7150    2.2674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.8548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7150    2.2688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.2688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  1  8  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4 12  1  0  0  0  0
  5  6  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
 10 12  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036998

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)(O)C1CCC(=CC1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H16O3/c1-10(2,13)8-5-3-7(4-6-8)9(11)12/h3,8,13H,4-6H2,1-2H3,(H,11,12)

> <INCHI_KEY>
BFYWJELXORKNFO-UHFFFAOYSA-N

> <FORMULA>
C10H16O3

> <MOLECULAR_WEIGHT>
184.2322

> <EXACT_MASS>
184.109944378

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
19.89949586467915

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-(2-hydroxypropan-2-yl)cyclohex-1-ene-1-carboxylic acid

> <ALOGPS_LOGP>
1.81

> <JCHEM_LOGP>
1.3659901066666666

> <ALOGPS_LOGS>
-1.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
19.402251855488597

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.807589585591339

> <JCHEM_PKA_STRONGEST_BASIC>
-0.873256083467102

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
50.1791

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.84e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-(2-hydroxypropan-2-yl)cyclohex-1-ene-1-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0036998
     RDKit          3D
(S)-Oleuropeic acid
 29 29  0  0  0  0  0  0  0  0999 V2000
   -2.4891    0.1827    1.6773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9731   -0.2202    0.3254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5821    0.6902   -0.7001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4764   -1.5066    0.0668 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4821   -0.3009    0.2611 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0503   -0.7013   -1.0807 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5216   -0.8904   -0.9198 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2267   -0.2758    0.0084 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6599   -0.5165    0.0969 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2352   -1.3083   -0.7067 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4624    0.0919    1.0432 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6264    0.6684    0.9891 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1910    1.0047    0.6377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0606   -0.4524    2.4998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5810   -0.0197    1.6867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3610    1.2667    1.8799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5563    0.2742   -1.7234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1825    1.7227   -0.6450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6697    0.7810   -0.4426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8294   -2.1388    0.4439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1240   -1.0545    0.9938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0758    0.1130   -1.8492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3783   -1.6359   -1.4772 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0520   -1.5581   -1.5854 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9454    0.9493    0.8030 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2608    1.5564    1.1125 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6432    0.1395    1.9803 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2316    1.6249   -0.2809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2848    1.5139    1.4724 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  8 12  1  0
 12 13  1  0
 13  5  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  3 17  1  0
  3 18  1  0
  3 19  1  0
  4 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
 11 25  1  0
 12 26  1  0
 12 27  1  0
 13 28  1  0
 13 29  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       0.000   1.922   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.335   1.155   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.335  -0.385   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000  -1.155   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.335  -0.385   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.335   1.155   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -1.335   4.232   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       0.000   3.462   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.335   4.235   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       0.000  -4.235   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -1.540  -2.695   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000  -2.695   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.540  -2.695   0.000  0.00  0.00           C+0
CONECT    1    2    6    8                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   12                                                  
CONECT    5    4    6                                                       
CONECT    6    1    5                                                       
CONECT    7    8                                                            
CONECT    8    1    7    9                                                  
CONECT    9    8                                                            
CONECT   10   12                                                            
CONECT   11   12                                                            
CONECT   12    4   10   11   13                                             
CONECT   13   12                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END

COMPND    HMDB0036998
HETATM    1  C1  UNL     1      -2.489   0.183   1.677  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.973  -0.220   0.325  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.582   0.690  -0.700  1.00  0.00           C  
HETATM    4  O1  UNL     1      -2.476  -1.507   0.067  1.00  0.00           O  
HETATM    5  C4  UNL     1      -0.482  -0.301   0.261  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.050  -0.701  -1.081  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.522  -0.890  -0.920  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.227  -0.276   0.008  1.00  0.00           C  
HETATM    9  C8  UNL     1       3.660  -0.516   0.097  1.00  0.00           C  
HETATM   10  O2  UNL     1       4.235  -1.308  -0.707  1.00  0.00           O  
HETATM   11  O3  UNL     1       4.462   0.092   1.043  1.00  0.00           O  
HETATM   12  C9  UNL     1       1.626   0.668   0.989  1.00  0.00           C  
HETATM   13  C10 UNL     1       0.191   1.005   0.638  1.00  0.00           C  
HETATM   14  H1  UNL     1      -2.061  -0.452   2.500  1.00  0.00           H  
HETATM   15  H2  UNL     1      -3.581  -0.020   1.687  1.00  0.00           H  
HETATM   16  H3  UNL     1      -2.361   1.267   1.880  1.00  0.00           H  
HETATM   17  H4  UNL     1      -2.556   0.274  -1.723  1.00  0.00           H  
HETATM   18  H5  UNL     1      -2.183   1.723  -0.645  1.00  0.00           H  
HETATM   19  H6  UNL     1      -3.670   0.781  -0.443  1.00  0.00           H  
HETATM   20  H7  UNL     1      -1.829  -2.139   0.444  1.00  0.00           H  
HETATM   21  H8  UNL     1      -0.124  -1.055   0.994  1.00  0.00           H  
HETATM   22  H9  UNL     1      -0.076   0.113  -1.849  1.00  0.00           H  
HETATM   23  H10 UNL     1      -0.378  -1.636  -1.477  1.00  0.00           H  
HETATM   24  H11 UNL     1       2.052  -1.558  -1.585  1.00  0.00           H  
HETATM   25  H12 UNL     1       4.945   0.949   0.803  1.00  0.00           H  
HETATM   26  H13 UNL     1       2.261   1.556   1.112  1.00  0.00           H  
HETATM   27  H14 UNL     1       1.643   0.139   1.980  1.00  0.00           H  
HETATM   28  H15 UNL     1       0.232   1.625  -0.281  1.00  0.00           H  
HETATM   29  H16 UNL     1      -0.285   1.514   1.472  1.00  0.00           H  
CONECT    1    2   14   15   16
CONECT    2    3    4    5
CONECT    3   17   18   19
CONECT    4   20
CONECT    5    6   13   21
CONECT    6    7   22   23
CONECT    7    8    8   24
CONECT    8    9   12
CONECT    9   10   10   11
CONECT   11   25
CONECT   12   13   26   27
CONECT   13   28   29
END

HMDB0036998
     RDKit          3D
(S)-Oleuropeic acid
 29 29  0  0  0  0  0  0  0  0999 V2000
   -2.4891    0.1827    1.6773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9731   -0.2202    0.3254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5821    0.6902   -0.7001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4764   -1.5066    0.0668 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4821   -0.3009    0.2611 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0503   -0.7013   -1.0807 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5216   -0.8904   -0.9198 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2267   -0.2758    0.0084 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6599   -0.5165    0.0969 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2352   -1.3083   -0.7067 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4624    0.0919    1.0432 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6264    0.6684    0.9891 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1910    1.0047    0.6377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0606   -0.4524    2.4998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5810   -0.0197    1.6867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3610    1.2667    1.8799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5563    0.2742   -1.7234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1825    1.7227   -0.6450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6697    0.7810   -0.4426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8294   -2.1388    0.4439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1240   -1.0545    0.9938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0758    0.1130   -1.8492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3783   -1.6359   -1.4772 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0520   -1.5581   -1.5854 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9454    0.9493    0.8030 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2608    1.5564    1.1125 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6432    0.1395    1.9803 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2316    1.6249   -0.2809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2848    1.5139    1.4724 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  8 12  1  0
 12 13  1  0
 13  5  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  3 17  1  0
  3 18  1  0
  3 19  1  0
  4 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
 11 25  1  0
 12 26  1  0
 12 27  1  0
 13 28  1  0
 13 29  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(S)-Oleuropeate	Generator
rac-Oleuropeic acid	ChEMBL, HMDB
(+/-)-oleuropeic acid	ChEMBL, HMDB
rac-Oleuropeate	Generator, HMDB
(+/-)-oleuropeate	Generator, HMDB
4-(2-Hydroxypropan-2-yl)cyclohex-1-ene-1-carboxylate	Generator
Oleuropeate	Generator

Chemical Formula

C₁₀H₁₆O₃

Average Molecular Weight

184.2322

Monoisotopic Molecular Weight

184.109944378

IUPAC Name

4-(2-hydroxypropan-2-yl)cyclohex-1-ene-1-carboxylic acid

Traditional Name

4-(2-hydroxypropan-2-yl)cyclohex-1-ene-1-carboxylic acid

CAS Registry Number

5027-76-9

SMILES

CC(C)(O)C1CCC(=CC1)C(O)=O

InChI Identifier

InChI=1S/C10H16O3/c1-10(2,13)8-5-3-7(4-6-8)9(11)12/h3,8,13H,4-6H2,1-2H3,(H,11,12)

InChI Key

BFYWJELXORKNFO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Menthane monoterpenoids

Alternative Parents

Substituents

P-menthane monoterpenoid
Monocyclic monoterpenoid
Tertiary alcohol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Source

Exogenous

Exogenous (HMDB: HMDB0036998)

Food

Vegetable

Fruit vegetable

Olive (FooDB: FOOD00121)

Fruit

Pome

Pomes (FooDB: FOOD00856)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Endogenous

Endogenous (HMDB: HMDB0036998)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	162 - 165 °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	6.84 g/L	ALOGPS
logP	1.81	ALOGPS
logP	1.37	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	4.81	ChemAxon
pKa (Strongest Basic)	-0.87	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	50.18 m³·mol⁻¹	ChemAxon
Polarizability	19.9 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]+	142.835	31661259
DarkChem	[M-H]-	138.488	31661259
DeepCCS	[M+H]+	139.845	30932474
DeepCCS	[M-H]-	136.018	30932474
DeepCCS	[M-2H]-	173.341	30932474
DeepCCS	[M+Na]+	148.88	30932474
AllCCS	[M+H]+	141.3	32859911
AllCCS	[M+H-H2O]+	137.2	32859911
AllCCS	[M+NH4]+	145.2	32859911
AllCCS	[M+Na]+	146.3	32859911
AllCCS	[M-H]-	143.4	32859911
AllCCS	[M+Na-2H]-	144.5	32859911
AllCCS	[M+HCOO]-	145.8	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.	3.65 minutes	32390414
Predicted by Siyang on May 30, 2022	11.4027 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.45 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1801.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	303.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	134.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	179.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	95.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	465.3 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	543.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	92.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	870.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	342.5 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1042.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	317.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	336.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	372.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	367.5 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	89.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(S)-Oleuropeic acid	CC(C)(O)C1CCC(=CC1)C(O)=O	2841.4	Standard polar	33892256
(S)-Oleuropeic acid	CC(C)(O)C1CCC(=CC1)C(O)=O	1477.4	Standard non polar	33892256
(S)-Oleuropeic acid	CC(C)(O)C1CCC(=CC1)C(O)=O	1632.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(S)-Oleuropeic acid,1TMS,isomer #1	CC(C)(O[Si](C)(C)C)C1CC=C(C(=O)O)CC1	1741.4	Semi standard non polar	33892256
(S)-Oleuropeic acid,1TMS,isomer #2	CC(C)(O)C1CC=C(C(=O)O[Si](C)(C)C)CC1	1698.2	Semi standard non polar	33892256
(S)-Oleuropeic acid,2TMS,isomer #1	CC(C)(O[Si](C)(C)C)C1CC=C(C(=O)O[Si](C)(C)C)CC1	1763.6	Semi standard non polar	33892256
(S)-Oleuropeic acid,1TBDMS,isomer #1	CC(C)(O[Si](C)(C)C(C)(C)C)C1CC=C(C(=O)O)CC1	2000.7	Semi standard non polar	33892256
(S)-Oleuropeic acid,1TBDMS,isomer #2	CC(C)(O)C1CC=C(C(=O)O[Si](C)(C)C(C)(C)C)CC1	1929.5	Semi standard non polar	33892256
(S)-Oleuropeic acid,2TBDMS,isomer #1	CC(C)(O[Si](C)(C)C(C)(C)C)C1CC=C(C(=O)O[Si](C)(C)C(C)(C)C)CC1	2214.4	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 - (S)-Oleuropeic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ar3-9700000000-dc054300483ed5a05bcd	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-Oleuropeic acid GC-MS (2 TMS) - 70eV, Positive	splash10-03dr-9764000000-7b4d4747b499d0bba366	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-Oleuropeic 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 - (S)-Oleuropeic acid 10V, Positive-QTOF	splash10-00kr-0900000000-ad06ff667fb482386b30	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Oleuropeic acid 20V, Positive-QTOF	splash10-00vs-2900000000-64e26283022a1eb7b00b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Oleuropeic acid 40V, Positive-QTOF	splash10-0fk9-9600000000-86c1169d2ef68308af73	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Oleuropeic acid 10V, Negative-QTOF	splash10-001i-0900000000-ac4c218cfc56c39ef6e2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Oleuropeic acid 20V, Negative-QTOF	splash10-008i-1900000000-a4f4a7590c32ff26114c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Oleuropeic acid 40V, Negative-QTOF	splash10-00a9-6900000000-56c0ce545b6c2d763f83	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Oleuropeic acid 10V, Positive-QTOF	splash10-01bj-0900000000-9b80f79a3e244121b6a9	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Oleuropeic acid 20V, Positive-QTOF	splash10-05mn-5900000000-514e1f19e9f9bc9b353c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Oleuropeic acid 40V, Positive-QTOF	splash10-0gb9-9300000000-777b7ba6f00653854c42	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Oleuropeic acid 10V, Negative-QTOF	splash10-001i-0900000000-66fb9fc680f95a7aa17f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Oleuropeic acid 20V, Negative-QTOF	splash10-00di-0900000000-025d654a8dc25385773a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Oleuropeic acid 40V, Negative-QTOF	splash10-0006-9300000000-ace046035740f6b3843e	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

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

Cytoplasm
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

FDB015972

KNApSAcK ID

C00010848

Chemspider ID

14231407

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12313716

PDB ID

Not Available

ChEBI ID

169503

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 (S)-Oleuropeic acid (HMDB0036998)

MOL for HMDB0036998 ((S)-Oleuropeic acid)

3D MOL for HMDB0036998 ((S)-Oleuropeic acid)

3D SDF for HMDB0036998 ((S)-Oleuropeic acid)

3D-SDF for HMDB0036998 ((S)-Oleuropeic acid)

PDB for HMDB0036998 ((S)-Oleuropeic acid)

3D PDB for HMDB0036998 ((S)-Oleuropeic acid)

SMILES for HMDB0036998 ((S)-Oleuropeic acid)

INCHI for HMDB0036998 ((S)-Oleuropeic acid)

Structure for HMDB0036998 ((S)-Oleuropeic acid)

3D Structure for HMDB0036998 ((S)-Oleuropeic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra