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VERRUCULOGEN

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VERRUCULOGEN Basic information

Product Name:
VERRUCULOGEN
Synonyms:
  • VERRUCULOGEN
  • VERRUCULOGEN, PENICILLIUM VERRUCULOSUM
  • 3h)-dione,1,10,10a,14,14a,15b-hexahydro-10,10a-dihydroxy-7-methoxy-2,2-dimeth
  • 5h,12h-3,4-dioxa-5a,11a,15a-triazacyclooct(lm)indeno(5,6-b)fluorene-11,15(2h,1
  • tr1
  • verruculogentr1
  • yl-5-(2-methyl-1-propenyl)-,(5r-(5-alpha,10-alpha,10a-alpha,14a-alpha-15b-alp
  • verruculogen from penicillium*verruculosum
CAS:
12771-72-1
MF:
C27H35N3O7
MW:
513.58
EINECS:
634-189-1
Product Categories:
  • antibiotic
Mol File:
12771-72-1.mol
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VERRUCULOGEN Chemical Properties

Flash point:
2℃
storage temp. 
2-8°C
form 
buffered aqueous solution
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Safety Information

Hazard Codes 
T,Xn,F
Risk Statements 
23/24/25-36-20/21/22-11
Safety Statements 
36/37/39-45-36/37-26-16
RIDADR 
UN 2811 6.1/PG 2
WGK Germany 
3
RTECS 
JH4920000
HS Code 
38220090

MSDS

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VERRUCULOGEN Usage And Synthesis

Uses

Verruculogen is a tremorgenic mycotoxin, first isolated from Penicillium verruculosum in 1972. The structure was resolved as an indole alkaloid in 1974. Verruculogen is produced by several species of Penicillium and Aspergillus and its presence is a useful taxonomic phenotypic marker. The tremorgenic action of verruculogen is associated with increases in spontaneous glutamate and aspartate release, decreases in GABA levels and, at toxic doses, an increase in the number and decrease in the affinity of DHP receptors in rat cortex. In in vitro guinea pig ileum preparations, verruculogen causes an increase in contractile responses due to electrical field stimulation, attributed to enhancement of acetylcholine from presynaptic nerve terminals. Verruculogen also inhibits Ca2+-activated K+ channels, and is a cell cycle inhibitor blocking division at the M phase.

Uses

Verruculogen is a tremorgenic mycotoxin isolated from species of Penicillium, Aspergillus, and other fungi. It selectively inhibits the activation of Maxi-K potassium channels by charybdotoxin with a K1/2 value of 170 nM. Verruculogen also promotes the release of excitatory neurotransmitters when injected directly into the brain of rats and, at high doses, arrests mouse mammary carcinoma cells in M phase of the cell cycle (MIC = 12.2 μM).[Cayman Chemical]

Definition

ChEBI: An organic heterohexacyclic compound that is a mycotoxic indole alkaloid isolated from Penicillium and Aspergillus species.

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