VERRUCULOGEN
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:
- C27H33N3O7
- MW:
- 511.57
- EINECS:
- 634-189-1
- Product Categories:
-
- antibiotic
- Mol File:
- 12771-72-1.mol
VERRUCULOGEN Chemical Properties
- Flash point:
- 2℃
- storage temp.
- 2-8°C
- form
- buffered aqueous solution
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
- Language:English Provider:SigmaAldrich
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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