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20,22-O-(R-3-METHOXYCARBONYL) PROPYLIDENE-20-HYDROXYECDYSONE

Year of first report:2012
Formula:C32H50O9
Molecular weight:578
Occurence in plants:
Achyranthes bidentata [Amaranthaceae] » Images of Achyranthes bidentata Wikipedia: <br />
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Occurence in animals:
 
20,22-O-(R-3-METHOXYCARBONYL) PROPYLIDENE-20-HYDROXYECDYSONE

MASS SPECTRUM

EIS-MS (-) m/z 577 [M-H]-
ESI-MS (+) m/z 601 [M+Na]+, 579 [M+H]+
HREI-MS m/z578.3450 [M]+ (calcd. for C32H50O9, 578.3449)
CI-MS (NH3) m/z 

CARBON NMR

PROTON NMR

CD3OD
0137.3 (t)
0268.7 (d)
0368.5 (d)
0432.8 (t)
0551.8 (d)
06206.5 (s)
07122.2 (d)
08167.6 (s)
0935.1 (d)
1039.2 (s)
1121.5 (t)
1232.2 (t)
1349.0 (s)*
1485.2 (s)
1531.7 (t)
1622.6 (t)
1751.4 (d)
1817.6 (q)
1924.4 (q)
2085.3 (s)
2123.4 (q)
2286.6 (d)
2324.6 (t)
2442.2 (t)
2571.1 (s)
2629.5 (q)
2728.9 (q)
[MCP]-1'103.9 (d)
[MCP]-2'31.0 (t)
[MCP]-3'29.2 (t)
[MCP]-4'175.6 (s)
[MC]-OMe52.1 (q)
CD3OD
01-Ha1.41 (m)
01-He1.78 (m)
02-Ha3.82 (m)
03-He3.94 ((m)
04-Ha1.71 (m)
04-He1.71 (m)
05-H2.36 (m)
07-H5.81 (s)
09-H3.13 m)
11-Ha1.68 (m)
11-He1.79 (m)
12-Ha2.09 (m)
12-He1.83 (m)
15-Ha1.61 (m)
15-Hb1.91 (m)
16-Ha1.92 (m)
16-Hb1.92 (m)
17-H2.34 (m)
18-Me0.84 (s)
19-Me0.95 (s)
21-Me1.15 (s)
22-H3.64 (m)
23-Ha1.54 (m)
23-Hb1.54 (m)
24-Ha1.72 (m)
24-Hb1.45 (m)
26-Me1.19 (s)
27-Me1.20 (s)
[MCP]-H1'4.97 (t, 4.0)
[MCP]-H2'1.90 (m)
[MCP]-H3'2.41 (t, 7.2)
[MC]-OMe3.65 (s)

PHYSICAL PROPERTIES

M.P.░C ;
[α]D20+ 34.0 ░ (c = 0.20 ; MeOH)
IR (KBr) ν max (cm-1)3423, 2964, 1737, 1654, 1382, 1139, 1058
UV (MeOH) λ max (log ε) nm242 (3.75) ;

CHROMATOGRAPHY

RP-HPLCColumn Fuji-C18 10 m, mobile phase MeOH-H20 (70:30 v/v), flow rate 10 mL/min, Ret 41 min
GLC
HPTLC
TLC

BIOLOGICAL ACTIVITIES

 

REFERENCES

First isolationZHANG, M. et al. (2012) Molecules 17, 3324-3332 Search more
GeneralZHANG, M. et al. (2012) Personal communication to Ecdybase editors Search more

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© Institute of Organic Chemistry and Biochemistry, Academy of Sciences, Prague, Czech Republic
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