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Key Documents

V7755

Sigma-Aldrich

Verruculogen from Penicillium verruculosum

~95%

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About This Item

Empirical Formula (Hill Notation):
C27H33N3O7
CAS Number:
Molecular Weight:
511.57
MDL number:
UNSPSC Code:
12352200

assay

~95%

storage temp.

2-8°C

SMILES string

COc1ccc2c3[C@H](O)[C@]4(O)N([C@H]5CC(C)(C)OO[C@H](\C=C(\C)C)n(c35)c2c1)C(=O)[C@@H]6CCCN6C4=O

Biochem/physiol Actions

A neurotoxin produced as a secondary metabolite of Aspergillus fumigatus. Inhibits Ca2+-activated K+ channels. Arrests the cell cycle in M phase.

pictograms

Skull and crossbones

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

6.1B - Non-combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges


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C B Cui et al.
The Journal of antibiotics, 49(6), 534-540 (1996-06-01)
Two novel diketopiperazines named tryprostatins A and B and a new natural product belonging to the diketopiperazine series, designated as demethoxyfumitremorgin C, together with four known diketopiperazines, fumitremorgin C, 12,13-dihydroxyfumitremorgin C, fumitremorgin B and verruculogen, are new M phase inhibitors
C B Cui et al.
The Journal of antibiotics, 49(6), 527-533 (1996-06-01)
Two novel diketopiperazines named tryprostatins A (1) and B (2) and a new natural product belonging to the diketopiperazine series, designated as demethoxyfumitremorgin C (3), together with four known diketopiperazines, fumitremorgin C (4), 12,13-dihydroxyfumitremorgin C (5), fumitremorgin B (6) and
H G Knaus et al.
Biochemistry, 33(19), 5819-5828 (1994-05-17)
Tremorgenic indole alkaloids produce neurological disorders (e.g., staggers syndromes) in ruminants. The mode of action of these fungal mycotoxins is not understood but may be related to their known effects on neurotransmitter release. To determine whether these effects could be

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