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20,26-DIHYDROXYECDYSONE 22-ACETATE

Year of first report:1986
Formula:C29H46O9
Molecular weight:538
Occurence in plants:
 
Occurence in animals:
Pycnogonum litorale [pantopod] » Images of Pycnogonum litorale Wikipedia: <br />
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20,26-DIHYDROXYECDYSONE 22-ACETATE

MASS SPECTRUM

CI-MS (NH3) m/z556 (M+H+NH3)+, 539 (MH)+, 521, 503, 485, 479 (MH- acetic acid)+, 461, 443, 425, 407, 363, 345 ...
EI-MS m/z (relative intensity %) 

CARBON NMR

PROTON NMR

C5D5N
01 
02 
03 
04 
05 
06 
07 
08 
09 
10 
11 
12 
13 
14 
15 
16 
17 
18 
19 
20 
21 
22 
23 
24 
25 
26 
27 
28 
29 
D2O
01-Ha 
01-He 
02-Ha3.98 (m, w1/2=21)
03-He4.06 (m, w1/2=8)
04-Ha 
04-He 
05-H 
07-H5.97 (d, 2.5)
09-Ha3.10 (m, w1/2=22)
11-Ha 
11-He 
12-Ha 
12-He 
15-Ha 
15-Hb 
16-Ha 
16-Hb 
17-H 
18-Me0.86 (s )
19-Me1.00 (s )
21-Me1.34 (s )
22-H4.82 (d, at 80░C)
23-Ha 
23-Hb 
24-Ha 
24-Hb 
26-CH2-OH3.42 (s )
27-Me1.14 (s )

PHYSICAL PROPERTIES

M.P. 
[α]D20 
IR (KBr) ν max (cm-1) 
UV (EtOH) λ max (log ε) 

CHROMATOGRAPHY

HPTLC 
TLC 
GLC 
HPLC1- Retention time 19.4 and 30.8 min [ Lichrosorb Si 60, 125 mm x 4 mm i.d., solvent CH2Cl2-iPrOH-H2O 125:30:2 v/v/v, flow-rate 2 ml.min-1] (20E : 13.8 min)2-Retention time 8.8 and 10.0 min [ RP-18 Supersphere Merck, 150 mm x 4 mm i.d., solvent ACN in 0.1% TFA in H2O, 16:84 isocratic for 10 min, then linear gradient (in 25 min) to 40:60 v/v, flow-rate 1 ml.min-1] (20E 7.3 min).

BIOLOGICAL ACTIVITIES

 

REFERENCES

First isolationB▄CKMANN, D. et al. (1986) J. Comp. Physiol., B 156, 759-765 Search more

see Important notice
© UniversitÚ Pierre & Marie Curie, Paris 6, France
© Institute of Organic Chemistry and Biochemistry, Academy of Sciences, Prague, Czech Republic
© Institut National de la Recherche Agronomique, Versailles, France
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