Table 1 Percentage peak area (% ± SD) of volatile compounds formed during heating of stigmasterol (St) and stigmasterol esters (St-P and St-O) at 60 °C and 180 °C (8 h).

From: Volatile compounds formed during heating of asymmetric distigmasterol-modified acylglycerols as indicators of thermo-oxidative degradation

Volatiles

RI

Unheated

Heated at 60 °C

Heated at 180 °C

  

St

St-P

St-O

St

St-P

St-O

St

St-P

St-O

Hydrocarbons

2-Methylpentane

559

     

2 ± 0.1b

  

1 ± 0.1a

3-Methylpentane*

579

     

2 ± 0.1

   

Heptane

700

     

6 ± 0.4a

  

4 ± 0.3a

3-Ethylheptane

871

       

5 ± 0.3

 

Nonane

900

31 ± 2.1

        

Decane

1000

     

1 ± 0.1a

 

2 ± 0.2a

 

2-Methyldecane

1061

     

4 ± 0.3

   

Undecane

1100

 

2 ± 0.1a

100 ± 5.5d

 

3 ± 0.2b

20 ± 1.2c

 

2 ± 0.1a

 

Tetradecane

1400

28 ± 1.1c

1 ± 0.2b

  

1 ± 0.1a

  

0 ± 0.1a

 

Alcohols

2-Propanol

515

   

81 ± 4.3

     

3-Hexanol

779

 

7.±0.3a

  

15 ± 0.1b

    

2-Methyl-3-pentanol#

789

      

4 ± 0.3b

4 ± 0.2b

2 ± 0.1a

2-Hexanol

801

 

7 ± 0.3a

  

14 ± 0.8b

    

2,2-Diethyl-1,3-propanediol

1118

       

4 ± 0.3

 

Aldehydes

2-Butenal

651

      

1 ± 0.1

  

2-Pentenal#

754

     

1 ± 0.1a

12 ± 0.9c

10 ± 0.8c

6 ± 0.3b

4-Methyl-3-pentenal#

791

      

7 ± 0.5c

4 ± 0.3b

2 ± 0.2a

Hexanal

800

       

2 ± 0.1

 

2-Ethyl-3-methyl-butanal#

847

   

5 ± 0.3b

  

7 ± 0.6d

6 ± 0.5c

2 ± 0.1a

2-Methyl-2-hexenal

891

      

2 ± 0.2a

2 ± 0.1a

 

Heptanal

901

 

2 ± 0.1a

  

4 ± 0.2c

3 ± 0.1a

 

3 ± 0.2b

5 ± 0.3c

3,3-Dimethylhexanal

915

      

5 ± 0.3

  

Octanal

1004

       

2 ± 0.1a

6 ± 0.4b

2-Ethylhexenal#

1011

      

9 ± 0.7c

3 ± 0.1b

2 ± 0.1a

Nonanal

1106

 

9 ± 0.3d

  

9 ± 0.5d

4 ± 0.2b

 

1 ± 0.1a

7 ± 0.4c

Decanal

1207

 

2 ± 0.1c

  

1 ± 0.1b

  

0.±0.1a

 

2-Decenal

1250

     

2 ± 0.1a

  

1 ± 0.1a

Ketones

Acetone

511

        

4 ± 0.3

2-Methyl-3-pentanone#

765

42 ± 2.3c

  

6 ± 2.1a

  

7 ± 0.5a

10 ± 0.8b

7 ± 0.4a

3-Hexanone

784

 

13 ± 0.8c

  

13 ± 0.9c

1 ± 0.1b

  

0 ± 0.1a

2-Hexanone

803

 

11 ± 0.8b

  

11 ± 0.7b

1 ± 0.1a

 

2 ± 0.1a

2 ± 0.1a

2-Heptanone

889

     

1 ± 0.1a

  

4 ± 0.2b

Cyclohexanone

894

 

30 ± 1.2b

  

25 ± 1.7a

27 ± 1.9a

   

2-Methylcyclohexanone

937

     

8 ± 0.6

   

2-Octanone

988

     

1 ± 0.1a

 

2 ± 0.1a

3.±0.2b

3-Methyl-3-cyclohexen-1-one

1010

      

2 ± 0.2a

3 ± 0.2b

2 ± 0.1a

2-Nonanone

1091

     

2 ± 0.1a

  

1 ± 0.1a

5-Ethyl-6-methyl-3-hepten-2-one#

1143

   

3 ± 0.2a

  

24 ± 1.8c

13 ± 1.0b

11 ± 0.8b

Acids

Octanoic Acid

1212

 

2 ± 0.2c

  

1 ± 0.1b

  

1 ± 0.1a

1 ± 0.1b

Nonanoic acid

1267

 

1 ± 0.1c

  

1 ± 0.1b

  

0 ± 0.1a

 

Others

   

11 ± 0.7c

 

4 ± 0.2b

2 ± 0.2a

15 ± 1.1d

20 ± 1.3e

18 ± 1.2e

28 ± 1.4f

  1. *: Volatile compounds which possess an odor are shown in bold (based on https://pubchem.ncbi.nlm.nih.gov); #: compounds detected in samples heated at 180 °C; a, b,c... - values marked with the same letter in a rows do not differ statistically at the significance level α = 0.05; St: stigmasterol; St-P: stigmasteryl palmitate; St-O: stigmasteryl oleate.