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20,26-DIHYDROXYECDYSONE 20,22-ACETONIDE

Year of first report:2008
Formula:C30H48O8
Molecular weight:536
Occurence in plants:
Silene viridiflora [Caryophyllaceae] » Images of Silene viridiflora Wikipedia: <br />
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Occurence in animals:
 
20,26-DIHYDROXYECDYSONE 20,22-ACETONIDE

MASS SPECTRUM

HRESI-MS m/z537.3418 [M+H]+ (calc. for C30H49O8, 537.3414)
ESI-MS m/z (relative intensity %)575 [M+K]+ (14), 560 [M+H+Na]+ (6), 559 [M+Na]+ (5), 542 (100), 521[M-CH3]+ (23), 519 [M+H-H2O]+ (2), 503 [M-H2O-CH3]+ (7), 501 [M+H-H2O]+ (23), 478 [M-acetone]+ (4), 445 (14), 413 (6), 314 (1à), 304 (55)

CARBON NMR

PROTON NMR

CD3OD
01
02
03
04
05
06
07121.8
08
09
10
11
1232.55
1349.3
1485.5
15
16
1750.5
1817.8
1924.4
2085.9
2122.7
2283.6
23
2437.1
2573.2
2670.7
2723.7
28-C 
29-Me27.3
30-Me29.4
CD3OD
01-Ha 
01-He 
02-Ha 
03-He 
04-Ha 
04-He 
05-H2.42 (dd, 12.6, 4.0)
07-H5.86 (d, 2.6)
09-H 
11-Ha 
11-He 
12-Ha 
12-He 
15-Ha 
15-Hb 
16-Ha 
16-Hb 
17-H2.33 (dd, 9.2, 8.6)
18-Me0.83 (s)
19-Me0.96 (s)
21-Me1.18 (s)
22-H3.70 (m)
23-Ha 
23-Hb 
24-Ha 
24-Hb 
26-CH2OH3.38 (d, 10.9), 3.36 (d, 11.0)
27-Me1.15 (s)
[Me2CO]1.39 (s), 1.32 (s)

PHYSICAL PROPERTIES

M.P.°C ;
[α]D25+ 145 ° (c 0.005; MeOH)
IR (KBr) ν max (cm-1)
UV (MeOH) λ max (log ε)242 (4.01) ;

CHROMATOGRAPHY

HPLC
GLC
HPTLC
TLC

BIOLOGICAL ACTIVITIES

 

REFERENCES

First isolationTÓTH, N. et al. (2008) J. Nat. Prod. 71, 1461-1463 Search more

see Important notice
© Université 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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