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16,22-EPOXY-3,14,23,25-TERAHYDROXY-ERGOST-7-EN-6-ONE [= POLYPORUSTERONE H]

Year of first report:2007
Formula:C28H44O6
Molecular weight:476
Occurence in plants:
Polyporus umbellatus [Fungi] » Images of Polyporus umbellatus Wikipedia: <br />
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Occurence in animals:
 
16,22-EPOXY-3,14,23,25-TERAHYDROXY-ERGOST-7-EN-6-ONE [= POLYPORUSTERONE H]

MASS SPECTRUM

EI-MS m/z (relative intensity %)458 [M-H2O]+ (8), 440 (10), 425 (4), 359 (39), 342 (63), 341 (100), 300 (12), 286 (66), 285 (71), 263 (20), 95 (66), 79 (25)
CI-MS (NH3) m/z
HR-FAB-MS (positive)499.3030 [M+Na]+ (calculated for C28H44O6Na : 499.3030)

CARBON NMR

PROTON NMR

C5D5N
0136.5
0229.6
0363.8
0434.2
0551.6
06202.9
07120.9
08165.1
0935.2
1037.0
1122.0
1232.9
1349.1
1484.9
1541.0
1682.8
1761.4
1817.8
1924.0
2037.0
2117.0
2284.1
2369.8
2443.1
2573.3
2629.5
2728.9
287.8
C5D5N
01-Ha 
01-He 
02-Ha 
03-He4.13 (br, s)
04-Ha 
04-He 
05-H2.97 (m)
07-H6.18 (br, s)
09-H3.54 (br, s)
11-Ha 
11-He 
12-Ha 
12-He 
15-Ha 
15-Hb 
16-H5.29 (m)
17-H2.85 (d, 8.0)
18-Me0.97 (s)
19-Me1.04 (s)
20-H2.70 (m)
21-Me1.39 (d, 7.1)
22-H4.44 (dd, 5.6, 9.2)
23-H4.69 (br, d, 9.1)
24-H2.21 (m)
26-Me1.47 (s)
27-Me1.56 (s)
28-Me1.45 (d, 7.0)

PHYSICAL PROPERTIES

M.P.░C ;
[α]D20+ 65.7 ░ (c 0.39; MeOH)
IR (KBr) ν max (cm-1)3350 (OH), 1650 (C=O)
UV (MeOH) λ max (log ε)242 (4.01) ;

CHROMATOGRAPHY

HPLCRP-HPLC column Phenomenex ODS (250 x 10 mm), solvent 30% MeCN, Flow-rate 2 ml/min, Ret 11.8 min.
GLC
HPTLC
TLC

BIOLOGICAL ACTIVITIES

 

REFERENCES

First isolationZHOU, W.W. et al. (2007) Chem. Pharm. Bull. 55, 1148-1150 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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