CAS 12771-72-1|Verruculogen

Introduction：Basic information about CAS 12771-72-1|Verruculogen, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. Verruculogen BiologicalActivity
3. Chemical & Physical Properties
4. Safety Information
5. Articles35
6. Synonyms

Common Name	Verruculogen
CAS Number	12771-72-1	Molecular Weight	511.567
Density	1.5±0.1 g/cm3	Boiling Point	738.4±60.0 °C at 760 mmHg
Molecular Formula	C₂₀H₂₄BrN₃O₄	Melting Point	233ºC
MSDS	/	Flash Point	400.3±32.9 °C
Symbol	GHS02, GHS07	Signal Word	Danger

Names

Name	verruculogen
Synonym	More Synonyms

Verruculogen BiologicalActivity

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 >>InfectionSignaling 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.

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 >>InfectionSignaling 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
InChIKey	LRXYHMMJJCTUMY-GWXUGYLUSA-N
SMILES	COc1ccc2c3c4n(c2c1)C(C=C(C)C)OOC(C)(C)CC4N1C(=O)C2CCCN2C(=O)C1(O)C3O
Storage condition	2-8°C

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

Articles35

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...

Synonyms

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

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