Verruculogen

Names

[ Name ]:
Verruculogen

[Synonym ]:
Verruculogen
VERRUCULOGEN FROM PENICILLIUM VERRUCULOS
VERRUCOLOGEN
tr1
Verruculogenresearch grade
(5R,10S,10aR,14aS,15bS)-10,10a-Dihydroxy-7-methoxy-2,2-dimethyl-5-(2-methylprop-1-en-1-yl)-1,10,10a,14,14a,15b-hexahydro-12H-3,4-dioxa-5a,11a,15a-triazacycloocta[1,2,3-lm]indeno[5,6-b]fluorene-11,15(2H,13H)-dione
5H,12H-3,4-Dioxa-5a,11a,15a-triazacyclooct[lm]indeno[5,6-b]fluorene-11,15(2H,13H)-dione, 1,10,10a,14,14a,15b-hexahydro-10,10a-dihydroxy-7-methoxy-2,2-dimethyl-5-(2-methyl-1-propen-1-yl)-, (5R,10S,10aR,14aS,15bS)-
3h)-dione,1,10,10a,14,14a,15b-hexahydro-10,10a-dihydroxy-7-methoxy-2,2-dimeth
(5R,10S,10aR,14aS,15bS)-10,10a-Dihydroxy-7-methoxy-2,2-dimethyl-5-(2-methyl-1-propen-1-yl)-1,10,10a,14,14a,15b-hexahydro-12H-3,4-dioxa-5a,11a,15a-triazacycloocta[1,2,3-lm]indeno[5,6-b]fluorene-11,15(2H,13H)-dione
TR-1TOXIN

Biological Activity

[Description]:

Verruculogen is a toxin produced mainly by Penicillium and Aspergillus spp. and causes severe tremors in affected animals. Verruculogen inhibits Ca2+-activated K+ channels. Verruculogen is an M phase inhibitor of the mammalian cell cycle[1][2][3].

[Related Catalog]:

Research Areas >> Infection

Signaling Pathways >> Others >> Others

[References]

[1]. Luciane M. Kawashima, et al. The development of an analytical method for two mycotoxins, patulin and verruculogen, and survey of their presence in commercial tomato pulp. Brazilian Journal of Microbiology

[2]. Knaus HG, et al. Tremorgenic indole alkaloids potently inhibit smooth muscle high-conductance calcium-activated potassium channels. Biochemistry. 1994 May 17;33(19):5819-28.

[3]. Cui CB, et al. Novel mammalian cell cycle inhibitors, tryprostatins A, B and other diketopiperazines produced by Aspergillus fumigatus. II. Physico-chemical properties and structures. J Antibiot (Tokyo). 1996 Jun;49(6):534-40.

Chemical & Physical Properties

[ Density]:
1.5±0.1 g/cm3

[ Boiling Point ]:
738.4±60.0 °C at 760 mmHg

[ Melting Point ]:
233ºC

[ Molecular Formula ]:
C₂₀H₂₄BrN₃O₄

[ Molecular Weight ]:
511.567

[ Flash Point ]:
400.3±32.9 °C

[ Exact Mass ]:
511.231842

[ PSA ]:
112.01000

[ LogP ]:
2.60

[ Vapour Pressure ]:
0.0±2.6 mmHg at 25°C

[ Index of Refraction ]:
1.691

[ Storage condition ]:
2-8°C

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS02, GHS07

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H225-H302 + H312 + H332-H319

[ Precautionary Statements ]:
P210-P280-P305 + P351 + P338

[ Hazard Codes ]:
T: Toxic;

[ Risk Phrases ]:
R23/24/25

[ Safety Phrases ]:
36/37/39-45

[ RIDADR ]:
UN 2811 6.1/PG 2

[ WGK Germany ]:
3

[ RTECS ]:
JH4920000

[ HS Code ]:
38220090

Precursor & DownStream

Precursor

DownStream

Articles

Verruculogen production in airborne and clinical isolates of Aspergillus fumigatus Fres.

Acta. Pharm. 55(4) , 357-64, (2005)

Among airborne aspergilli sampled in outdoor air of the Zagreb area (2002/2003), Aspergillus niger (v. Teigh.) and A. fumigatus (Fres.) were the most abundant species (20-30%), with low mean annual co...

Actions of tremorgenic fungal toxins on neurotransmitter release.

J. Neurochem. 34(1) , 33-42, (1980)

The neurochemical effects of the tremorgenic mycotoxins Verruculogen and Penitrem A, which produce a neurotoxic syndrome characterised by sustained tremors, were studied using sheep and rat synaptosom...

A comparative study of sheep and pigs given the tremorgenic mycotoxins verruculogen and penitrem A.

Res. Vet. Sci. 33(2) , 183-7, (1982)

The moulds Penicillium simplicissimum and P crustosum and the tremorgenic mycotoxins, verruculogen and penitrem A, isolated from them, were given to sheep and pigs to compare their potencies. Pigs wer...