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11α-HYDROXYSHIDASTERONE

Year of first report:2008
Formula:C27H42O7
Molecular weight:478
Occurence in plants:
Serratula wolffii [Asteraceae] » Images of Serratula wolffii Wikipedia: <br />
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Occurence in animals:
 
11α-HYDROXYSHIDASTERONE

MASS SPECTRUM

ESI-MS m/z (relative intensity %)517 (15) [M+K]+, 501 (25) [M+Na]+, 479 (15) [M+H]+, 461 (5) [M+H-H2O]+, 443 (20) [M+H-2H2O]+, 425 (20) [M+H-3H2O]+, 407 (100) [M+H-4H2O]+
CI-MS (NH3) m/z
HR-ESI-MS478.2925, calculated 478.2919 for C27H42O7+

CARBON NMR

PROTON NMR

CD3OD
0139.3
0269.1
0368.7
0433.5
0552.9
06
07122.9
08165.9
0943.1
10
1169.7
1243.8
1348.5
1485.0
1532.0
1621.9
1751.8
1819.1
1924.8
2077.4
2120.9
2285.7
2328.63
2439.8
2582.0
2628.54
2729.1
CD3OD
01-Ha1.34-1.40
01-He2.58 (ddd, 12.8, 4.5, 0.7)
02-Ha4.01 (ddd, 12.1, 4.2, 3.3)
03-He3.95 (q, 2.7)
04-Ha1.75-1.81 (m)
04-He1.69 (dt, 14.2, 3.6)
05-H2.33 (dd, 13.1, 3.7)
07-H5.80 (dd, 2.7, 0.7)
09-H3.145 (dd, 8.8, 2.7)
11-Ha4.05-4.13 (m)
12-Ha2.23 (dd, 12.5, 10.4)
12-He2.13 (dd, 12.4, 6.0)
15-Ha1.56-1.62 (m)
15-Hb1.97-2.00 (m)
16-Ha1.80-1.83 (m)
16-Hb1.96-1.98 (m)
17-H2.40 (dd, 9.6, 8.6)
18-Me0.83 (s)
19-Me1.05 (s)
21-Me1.235 (s)
22-H3.92 (dd, 8.2, 6.1)
23-Ha1.74-1.78 (m)
23-Hb1.89-1.93 (m)
24-Ha1.71-1.78 (m)
24-Hb1.71-1.78 (m)
26-Me1.248 (s)
27-Me1.252 (s)

PHYSICAL PROPERTIES

M.P.°C ;
[α]D25.5+7 ° (c 0.1; MeOH)
IR (KBr) ν max (cm-1)
UV (EtOH) λ max (log ε)249 (3.543)

CHROMATOGRAPHY

HPLC
GLC
HPTLC
TLC

BIOLOGICAL ACTIVITIES

 

REFERENCES

First isolationSIMON, A. et al. (2008) Helv. Chim. Acta 91, 1640-1645 Search more

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© 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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