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NUSILSTERONE

Year of first report:1985
Formula:C27H44O9
Molecular weight:512
Occurence in plants:
Silene nutans [Caryophyllaceae] » Images of Silene nutans Wikipedia: <br />
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Occurence in animals:
 
NUSILSTERONE

MASS SPECTRUM

CI-MS (NH3) m/z 
EI-MS m/z (relative intensity %)512 (M)+(0), 495 (M+H - 18)+(1), 476 (2), 458 (10), 440 (4), 425 (6), 391 (3), 379 (M - C22-C27)+ (4), 369 (2), 368 (M - C24-C27 - 3x18)+ (5), 367 (2), 361 (15), 360 (11), 344 (25), 343 (24), 326 (35), 325 (27), 316 (M - C20-C27 - 18)+ (25), 301 (17), 300 (23), 299 (15), 283 (21), 281 (21), 115 (C22-C27-18)+ (60), 97 (100).
HR-MS 

CARBON NMR

PROTON NMR

C5D5N
01 
02 
03 
04 
05 
06 
07 
08 
09 
10 
11 
12 
13 
14 
15 
16 
17 
18 
19 
20 
21 
22 
23 
24 
25 
26 
27 
C5D5N
01-Ha4.10 (m )
02-Ha4.10 (m )
03-He4.10 (m )
04-Ha 
04-He 
05-H 
07-H6.12
09-Ha3.51 (m )
11-Ha 
11-He 
12-Ha 
12-He 
15-Ha 
15-Hb 
16-Ha 
16-Hb 
17-H 
18-Me0.91 (s )
19-Me1.32 (s )
21-Me1.42 (s )
22-H3.69-3.74 (m )
23-Ha 
23-Hb 
24-H3.69-3.74 (m )
26-Me0.98 (s )*
27-Me1.04 (s )*

PHYSICAL PROPERTIES

M.P.218-219 ░C
[α]D28+111.2 ? 2 ░ (c 0.37; MeOH)
IR (KBr) ν max (cm-1)3350-3450 (OH), 1660 (cyclohexenone)
UV (EtOH) λ max (log ε)244 (4.09)

CHROMATOGRAPHY

HPTLC 
TLC 
GLC 
HPLC 

BIOLOGICAL ACTIVITIES

Galleria mellonella in vivo assay: ED50 = 12.5 ug/g
Sarcophaga bullata in vivo assay: ED50 = 52.0 ug/g

REFERENCES

First isolationBALTAYEV, U.A. et al. (1985) Khim. Prir. Soedin., 522-525 Search more
BioactivitiesSLAMA, K. et al. (1993) Insect Biochem. Molec. Biol. 23, 181-185 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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