Verruculogen

Molecular Formula

C27H33N3O7

M.W.

511.57

CAS number

12771-72-1

Details

Source

Penicillium simplicissimum

Fermentek product Code

VRR-001

Brand/grade

For research

Specifications

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

Chemical identification

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

Further Information

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.

Retest time

3 Years

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