Verruculogen
Molecular Formula
C27H33N3O7
M.W.
511.57
CAS number
12771-72-1
Source
Penicillium simplicissimum
Fermentek product Code
VRR-001
Brand/grade
For research
Appearance
White powder
Purity by HPLC
≥97% ; refer to CoA for more data
Purity By TLC
≥98% ; refer to CoA for more data
Melting point
227°C -233°C
Names and identifiers

IUPAC NAME:

(5S,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(2 H,13H)-dione

 

EU number
634-189-1
Description

Verruculogen is a tremorgenic mycotoxin, affecting CNS functions, arresting mammary carcinoma cells in vitro, affecting potassium channels. Verruculogen decreases GABA levels in CNS. Tremorgenic doses of verruculogen increase the number and decrease the affinity of DHP receptors in rat cortex. Verruculogen is a potent inhibitor of high conductance Ca activated K (maxi-K) channel.

InChl Key
LRXYHMMJJCTUMY-KZXQSYCZSA-N
Canonical SMILES
CC(=CC1N2C3=C(C=CC(=C3)OC)C4=C2C(CC(OO1)(C)C)N5C(=O)C6CCCN6C(=O)C5(C4O)O)C
Isomeric SMILES
CC(=C[C@H]1N2C3=C(C=CC(=C3)OC)C4=C2[C@H](CC(OO1)(C)C)N5C(=O)[C@@H]6CCCN6C(=O)[C@@]5([C@H]4O)O)C
Solubility ( literature )

Soluble in benzene, ethyl acetate, and acetone; slightly soluble in ethanol; very soluble in CHCI;

Compound Classification

Tremorgenic neurotoxin affecting central neural system.

Storage, handling
Store in a freezer upon arrival, at -10°C to -25°C
Use the original container to store the product.
Keep the lid tightly closed.
Avoid exposing to strong direct light.
Protect from moisture! Hygroscopic substance.
Applications

Verruculogen decreases GABA levels in CNS. Tremorgenic doses of verruculogen increase the number and decrease the affinity of DHP receptors in rat cortex.Verruculogen is a potent inhibitor of high conductance Ca activated K (maxi-K) channel.

Disclaimer
For Research use only.
Warnings

Warning or harmful

  • Acute toxicity (oral, dermal, inhalation), category 4
  • Skin irritation, categories 2, 3
  • Eye irritation, category 2A
  • Skin sensitization, category 1
  • Specific target organ toxicity following single exposure, category 3
    • Respiratory tract irritation
    • Narcotic effects
Ingredient type
Fermentek product
Available since
Title
Transport information
Value
Not hazardous for transport
Fermentek Product Category
Signal to sort
V