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VENUSTONE

Year of first isolation:	1995
Formula:	C₃₁H₅₀O₉
Molecular weight:	566
Occurence in plants:
Penstemon venustus [Scrophulariaceae] »
Occurence in animals:

VENUSTONE

MASS SPECTRUM

CI-MS (NH₃) m/z
FAB-MS (negative-ion mode) m/z (relative intensity %)	565 [M-H]^- (7), 479 (12), 183 (100), 103 (20), 91 (43)
EI-MS m/z (relative intensity %)	530 [M-2H₂O]⁺ (0.5), 512 (0.9), 494 (1), 468 (2), 444 (2), 426 (11), 387 (6), 363 (32), 345 (100), 327 (40), 285 (18), 269 (16), 215 (16), 173 (19), 99 (51), 81 (28), 69 (40).
HR-MS

CARBON NMR

PROTON NMR

CD₃OD
01	37.4
02	68.7
03	68.5
04	32.8
05	51.8
06	206.4
07	122.2
08	167.8
09	35.1
10	39.3
11	21.5
12	32.6
13	48.7
14	85.2
15	31.8
16	21.5
17	50.8
18	18.1
19	24.4
20	77.6
21	21.9
22	80.8
23	26.1
24	41.5
25	71.0
26	29.5
27	28.9
ac1'	173.5
ac2'	45.2
ac3'	65.6
ac4'	23.2

CD₃OD
01-Ha	1.42
01-He	1.79
02-Ha	3.83
03-He	3.94
04-Ha	1.70
04-He	1.70
05-H	2.38
07-H	5.80 (d, 2)
09-Ha	3.15
11-Ha	1.69
11-He	1.81
12-Ha	2.15 (ddd, 13.1, 13.1, 4.9)
12-He	1.86
15-Ha	1.95
15-Hb	1.61
16-Ha	2.03
16-Hb	1.75
17-H	2.38
18-Me	0.87 (s )
19-Me	0.95 (s )
21-Me	1.28 (s )
22-H	4.92
23-Ha	1.14
23-Hb	1.47
24-Ha	1.77
24-Hb	1.42
26-Me	1.17 (s )
27-Me	1.15 (s )
H-2'a	2.43 (dd, 15.1, 8.3)
H-2'b	2.57 (dd, 15.1, 4.8)
H-3'	4.23
H4'-Me	1.23 (d, 6.2)

PHYSICAL PROPERTIES

M.P.
[α]_D²⁰	+ 57 ° (c 0.2; MeOH)
IR (KBr) ν _max (cm^-1)
UV (EtOH) λ _max (log ε)

CHROMATOGRAPHY

HPTLC
TLC
GLC
HPLC	RP-HPLC : Lichrosorb RP-18 (H₂O-MeOH), gradient (0-32 min) : 10-93% MeOH, flow-rate 2 ml.min-1.

BIOLOGICAL ACTIVITIES

REFERENCES

First isolation

ROTH, U. et al. (1995) Phytochemistry 39, 941-942

Permanent link to this datasheet: VENUSTONE

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