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(24R)-11α,20,24-TRIHYDROXYECDYSONE

Year of first report:2000
Formula:C27H44O9
Molecular weight:512
Occurence in plants:
Vitex canescens [Lamiaceae] » Images of Vitex canescens Wikipedia: <br />
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Occurence in animals:
 
(24R)-11α,20,24-TRIHYDROXYECDYSONE

MASS SPECTRUM

CI-MS (NH3) m/z 
EI-MS m/z (relative intensity %) 
FAB-HR-MS(negative mode): 511.2912, [M-H]- (calc. 511.2907 for C27H44O9 -H)

CARBON NMR

PROTON NMR

C5D5N
0139.64
0268.19
0367.94
0432.61
0552.25
06203.73
07122.00
08164.11
0942.54
1039.31
1168.63
1243.96
1348.00
1484.06
1531.64
1621.18
1749.73
1818.72
1924.65
2076.62
2121.47
2273.53*
2335.00
2475.73*
2572.40
2625.85
2725.92
Note* assignments can be reversed,
C5D5N
01-Ha ?3.43 (dd, 12.5, 3.8)
01-He 
02-Ha4.57 (m)
03-He4.20 (br, s)
04-Ha 
04-He 
05-H3.00 (dd, 12.7, 3.2)
07-H6.25 (d, ca. 2)
09-H3.84 (br, d, 7)
11-Ha4.60 (m)
12-Ha3.04*
12-He 
15-Ha 
15-Hb 
16-Ha 
16-Hb 
17-H3.16 (t, 9.1)*
18-Me1.26 (s)
19-Me1.29 (s)
21-Me1.61 (s)
22-H4.50 (br, d, 8.6)**
23-Ha 
23-Hb 
24-H4.35 (br, d, 8.8)**
26-Me1.45 (s)
27-Me1.45 (s)

PHYSICAL PROPERTIES

M.P. 
[α]D20 
IR (KBr) ν max (cm-1)3408, 2967, 1654, 1384, 1052
UV (EtOH) λ max (log ε)? (?);

CHROMATOGRAPHY

TLC 
GLC 
RP-HPLCcolumn ?Bondapak C18, 10 ?m, 300x3.9 mm, solvent MeOH-H2O (18:82), flow-rate 1.0 ml.min-1, Ret 26.6 min.
NP-HPLCcolumn Hypersil Si, 5 ?m, 250x4.6 mm; solvent CHCl3-MeOH (90:10), flow-rate 1.2 ml.min-1, Ret 13.0 min.

BIOLOGICAL ACTIVITIES

 

REFERENCES

First isolationSUKSAMRARN, A. et al. (2000) Phytochemistry 53, 921-924 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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