Phytochemical description

50-55% jojoba oil

 

Jojoba ‘oil’ is not exactly an oil, it is as a matter of fact a liquid wax (mono-ester), but however, commonly referred to as ‘oil’.

Max. 70-80% of the oil can be obtained through cold pressing. In the press cake remaining oil can be recuperated by solvent extraction.

55-60% press cake

 

This press cake still contains about 15% residual oil and approx.20% peel fragments. Both fractions should be removed in order to get a useful and commercially interesting jojoba flour as a source of simmondsins. However, the currently used method to produce oil yields a press cake which is very difficult for further processing. An alternative pathway in order to obtain both oil and useful jojoba flour is described in technics/economics .

The refined, de-oiled press cake (flour) contains :

  • Ça. 50% sugars (3 hexoses & 2 pentoses)

  • Ça. 30% proteins (low in methionin)

  • Ça. 10% moisture

  • Up to 10% bulk Simmondsins (55% Dimethylsimmondsin and his ferulate, 45% minor Simmondsins and their ferulates)

 

The bulk Simmondsins can easely be extracted using a polar solvent. This polar extract contains of all natural occuring Simmondsins and its derivates, averaging :

Simmondsin glucosides

Simmondsin glucoside ferulates

Dimethylsimmondsin ça. 40% Dimethylsimmondsin ferulate ça. 16%
4,5-Didesmethylsimmondsin ça. 16%

4-Desmethyl-, 5-Desmethyl- and 4,5-Didesmethylsimmondsin ferulates

(all together) ça 8%

5-Desmethylsimmondsin ça. 13%
4-Desmethylsimmondsin ça. 10%

Figure 1: HPLC Chromatogram of total polar extract from refined de-oiled jojoba flour

Figure 2: Structural formula of the different simmondsin molecules present in the total polar extract from refined, de-oiled jojoba flour.

Notes :

All ferulates do have cis/trans isomers

  1. Ferulates do have the same biological activity as the unferulated molecule on an equimolar basis

  2. When using for eg. the term ‘Dimethylsimmondsins’, all natural occuring derivates such as ferulates are comprised. Otherwise, the term ‘pure dimethylsimmondsin’ is used.

Table: Average composition of jojoba seed

TOTAL seed

PRESS CAKE

FLOUR (deolied and refined)

POLAR EXTRACT

oil

50

13

<1

<0,1

peel fragments

10

17

<2%

0

sugars

19

37,5

>50%

<0,1

proteins

12

16

20

0

moisture

>4

>4

>6

<3%

bulk simmondsins

6

8,2

12

> 95%

other compounds (*)

<2

<2

<2,0

<0,1

(*) phospholipiden, xyloglucan, oligosacchariden, phosphatidilcholine, inositol, sucrose, pinitol, galactosiden a.o..

dimethylsimmondsin (major)

2,5

3,4

4,8

40%

dimethylsimmondsin ferulate

1,0

1,3

1,8

15%

4,5-desmethylsimmondsin

1,3

1,8

2,7

23

4,5-didesmethylsimmondsin

0,5

0,7

1,0

11

ferulates of minor simmondsins

0,7

1,0

1,4

11