Verrucarin A

Modulates Amyloid-beta production in Alzheimer’s neurons

Catalog No. SIH-614

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CAS No. 3148-09-2
Molecular Formula C27H34O9
SKU: SIH-614 Categories: ,

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SIH-614-Verrucarin-A-Chemical-Structure.png
Product Name Verrucarin A
Description

Modulates Amyloid-beta production in Alzheimer’s neurons

Purity >98% (HPLC); NMR (conforms)
CAS No. 3148-09-2
Molecular Formula C27H34O9
Molecular Weight 502.6
Field of Use Not for use in humans. Not for use in diagnostics or therapeutics. For in vitro research use only.

Properties

Storage Temperature -20ºC
Shipping Temperature Shipped Ambient
Product Type Inhibitor
Solubility May be dissolved in DMSO (25 mg/ml)
Source Synthetic
Appearance Off-white powder
SMILES CC1CCOC(=O)C=CC=CC(=O)OC2CC3OC4C=C(C)CCC4(COC(=O)C1O)C2(C)C35CO5
InChI 1S/C27H34O9/c1-16-8-10-26-14-33-24(31)23(30)17(2)9-11-32-21(28)6-4-5-7-22(29)36-18-13-20(35-19(26)12-16)27(15-34-27)25(18,26)3/h4-7,12,17-20,23,30H,8-11,13-15H2,1-3H3/b6-4+,7-5+
InChIKey NLUGUZJQJYVUHS-YDFGWWAZSA-N
Safety Phrases Classification: Danger. Hazard Statements
H300 (100%): Fatal if swallowed [Danger Acute toxicity, oral]
H310 (100%): Fatal in contact with skin [Danger Acute toxicity, dermal]
H330 (100%): Fatal if inhaled [Danger Acute toxicity, inhalation]
Precautionary Statement Codes:,
P260 - P262 - P264 - P280 - P302 + P352 + P310 - P304 + P340 + P310
Cite This Product Verrucarin A (StressMarq Biosciences Inc., Victoria BC CANADA, Catalog # SIH-614)

Biological Description

Alternative Names Muconomycin-A; 379-Y; Glutinosin-I; Myrothecin-I; NSC-126728
Research Areas Alzheimer's Disease, Cancer, Cell Signaling, Growth Factors, Neurodegeneration, Neuroscience, TNF
PubChem ID 6326658
Scientific Background Verrucarin A is a macrocyclic trichothecene mycotoxin from Myrothecium sp. It is being investigated as it modulates amyloid-beta production in Alzheimer's patients neurons (1). It is a potent and selective inhibitor of the steroid receptor coactivator-3 and selectively down-regulates its expression (2). It is cytotoxic to multiple types of cancer cells at low nM concentrations (IC50=4.9 nM for HepG2 cells) but not toward normal liver cells (2,3). It enhances TNFα-induced (4) and TRAIL-induced apoptosis (5). It reduces phosphorylation of IREα and inhibits tunicamycin-induced ER stress in FaO rat liver cells (6).
References 1. Kondo T., et al. (2022) Sci Rep. 12(1): 2690: https://pubmed.ncbi.nlm.nih.gov/35236875/
2. F Yan et al. PLOS One 2014 9(4):e95243
3. K Palanivel et al. Tumour Biol. 2014 35:10159
4. RG Jayasooriya et al. Environ. Toxicol. Pharmacol. 2013 36:303
5. D-O Moon et al. Toxicol. In Vitro 2013 27:257 6. EY Bae et al. Molecules 2015 20:8988

Product Images

<p>Chemical structure of Verrucarin A (SIH-614), a Modulates Amyloid-beta production in Alzheimer’s neurons. CAS #: 3148-09-2. Molecular Formula: C27H34O9. Molecular Weight: 502.6 g/mol.</p>

Chemical structure of Verrucarin A (SIH-614), a Modulates Amyloid-beta production in Alzheimer’s neurons. CAS #: 3148-09-2. Molecular Formula: C27H34O9. Molecular Weight: 502.6 g/mol.

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