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20,26-DIHYDROXYECDYSONE 22,26-HEMIACETAL

Year of first report:2002
Formula:C27H42O8
Molecular weight:494
Occurence in plants:
 
Occurence in animals:
Chironomus tentans cell line [Diptera] » Images of Chironomus tentans cell line Wikipedia: <br />
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20,26-DIHYDROXYECDYSONE 22,26-HEMIACETAL

MASS SPECTRUM

HR-MS
APCI-MS (negative mode) m/z493 (M-1) (base peak), 476 (M-18)
EI-MS m/z (relative intensity %)

CARBON NMR

PROTON NMR

D2O
01
0267.9
0367.8
04
05
06
07
08
09
10
11
12
13
14
15
16
17
18
19
20
21
2282.0
23
24
25
2699.5
2717.8 (trans), 23.7 (cis)
D2O
01-Ha 
01-He 
02-Ha4.01
03-He4.09
04-Ha 
04-He 
05-H 
07-H 
09-H 
11-Ha 
11-He 
12-Ha 
12-He 
15-Ha 
15-Hb 
16-Ha 
16-Hb 
17-H 
18-Me0.84
19-Me1.02
21-Me1.29
22-H3.54 (trans), 3.86 (cis)
23-Ha 
23-Hb 
24-Ha 
24-Hb 
26-H4.60 (m)
27-Me1.23 (trans), 1.32 (cis)

PHYSICAL PROPERTIES

M.P.░C ;
[α]D20░ (c ; MeOH)
IR (KBr) ν max (cm-1)
UV (MeOH) λ max (log ε)248 nmp () ;

CHROMATOGRAPHY

HPLCRP-HPLC Nucleosil C18 5 ?m (250 x 4.6 mm), isocratic MeOH-water (33:67) for 60 min, then gradient to 62:38 over 3 min then 62:38 isocratic, retention time isomers elute at 49 and 69 min (20E 42 min, 2026E 19 min).
GLC
HPTLC
TLC

BIOLOGICAL ACTIVITIES

 

REFERENCES

First isolationKAYSER H., ERTL et al. (2002) Arch. Biochem. Biophys. 400, 180-187 Search more

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© 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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