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21-HYDROXYSHIDASTERONE

Year of first report:2013
Formula:C27H42O7
Molecular weight:478
Occurence in plants:
Vitex doniana [Lamiaceae] » Images of Vitex doniana Wikipedia: <br />
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Occurence in animals:
 
21-HYDROXYSHIDASTERONE

MASS SPECTRUM

HR-ESI-MS (ToF) m/z 501.2096, calc. 501.2189 [M+Na] +
ESI-MS m/z (relative intensity %) 479 [M+H]+ (50), 461 [M+H-H2O]+ (40), 443 [M+H-2H2O]+ (40),425 [M+H-3H2O]+ (35), 407 [M+H-4H2O]+ (100), 380 [M+H-C22-C27]+ (60), 362 [M+H-C22-C27-H2O]+ (30), 344 [M+H-C22-C27-2H2O]+ (65), 326 [M+H-C22-C27-3H2O]+ (35), 308 [M+H-C22-C27-4H2O]+ (30)

CARBON NMR

PROTON NMR

C5D5N
0137.3
0268.7
0368.0
0435.1
0552.2
06207.0
07122.6
08168.5
0939.2
10
1122.7
1232.9
13
1485.3
1531.6
1621.4
1750.8
1818.5
1923.6
2076.3
2171.9
2284.0
2326.1
2442.4
2582.5
2628.9
2728.1
C5D5N
01-Ha1.99 (m)
01-He2.07 (m)
02-Ha4.62 (br, s)
03-He4.04 (d, 1.1)
04-Ha2.14 (m)
04-He2.04 (m)
05-H2.49 (d, 5)
07-H5.90 (d, 2.2)
09-H3.24 (m, w1/2=6)
11-Ha1.71 (m)
11-He1.89 (m)
12-Ha1.76 (m)
12-He2.03 (m)
15-Ha1.86-1.88 (m)
15-Hb1.86-1.88 (m)
16-Ha2.04-2.06 (m)
16-Hb2.04-2.06 (m)
17-H2.47 (dd, 12.8, 4.6)
18-Me0.98 (s)
19-Me1.05 (s)
21-CH2OH3.54 (d, 12)
22-H3.90 (m, w1/2=11.3)
23-Ha2.03 (m)
23-Hb1.81 (m)
24-Ha1.68-1.70 (m)
24-Hb1.68-1.70 (m)
26-Me1.28 (s)
27-Me1.28 (s)

PHYSICAL PROPERTIES

M.P.232-234 ░C ;
[α]D25+ 13 ░ (c 0.1; MeOH)
IR (KBr) ν max (cm-1)3448, 2968, 1652, 1514, 1057
UV (MeOH) λ max (log ε)249 (2.34) ;

CHROMATOGRAPHY

HPLC
GLC
HPTLC
TLC

BIOLOGICAL ACTIVITIES

 

REFERENCES

First isolationOCHIENG, C.O. et al. (2013) Planta Med. 79, 52-59 Search more

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© Institute of Organic Chemistry and Biochemistry, Academy of Sciences, Prague, Czech Republic
© Institut National de la Recherche Agronomique, Versailles, France
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