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Teprenone

Catalog No. T5008   CAS 6809-52-5
Synonyms: Tetraprenylacetone, Geranylgeranylacetone

Teprenone (Geranylgeranylacetone) is a anti-ulcer drug, and works as an inducer of heat shock proteins (HSPs).

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Teprenone Chemical Structure
Teprenone, CAS 6809-52-5
Pack Size Availability Price/USD Quantity
50 mg In stock $ 46.00
100 mg In stock $ 62.00
500 mg In stock $ 143.00
1 mL * 10 mM (in DMSO) In stock $ 39.00
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Purity: 99.96%
Purity: 98.06%
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Biological Description
Chemical Properties
Storage & Solubility Information
Description Teprenone (Geranylgeranylacetone) is a anti-ulcer drug, and works as an inducer of heat shock proteins (HSPs).
In vitro Teprenone, known as Geranylgeranylacetone, is an inducer of Heat Shock Proteins (HSPs) and, at a concentration of 1 μM, notably mitigates ethanol-induced exfoliation and lowers lactate dehydrogenase (LDH) release in gastric mucosal cells. This compound elevates the HSC70 level over time and rapidly boosts stress-inducible HSP90, HSP70, and HSP60 concentrations within 30-60 minutes, also activating heat shock factor 1. At dosages ranging from 0 to 20 µM, Teprenone marginally increases the viability of human umbilical vein endothelial cells (HUVEC) post-irradiation (IR), and while 10 µM of Teprenone does not affect HUVEC migration and invasion, it notably promotes HUVEC tube formation and wound healing, with or without IR exposure. Furthermore, at this concentration, Teprenone fosters angiogenesis by inducing VEGF and eNOS expression in HUVECs.
In vivo Teprenone (200 mg/kg, p.o.) facilitates the upregulation of HSP70 mRNA in rats, a process further amplified by stress in the mucosa of Teprenone-pretreated rats compared to those pretreated with a vehicle. Moreover, Teprenone significantly mitigates ulcer formation following stress exposure for 2 and 4 hours in rats[1]. In a related study, Teprenone not only promotes the expression of HSP72 in rat retinal ganglion cells (RGCs) but also significantly ameliorates the loss of RGCs, optic nerve damage, and apoptosis in the RGC layer, while enhancing HSP72 levels in a rat model of glaucoma[2]. Additionally, Teprenone exhibits a protective effect against radiation-induced intestinal injury in mice.
Synonyms Tetraprenylacetone, Geranylgeranylacetone
Molecular Weight 330.55
Formula C23H38O
CAS No. 6809-52-5

Storage

Powder: -20°C for 3 years | In solvent: -80°C for 1 year

Solubility Information

DMSO: 32 mg/mL (96.81 mM)

TargetMolReferences and Literature

1. Caprioli J, et al. Retinal ganglion cell protection with geranylgeranylacetone, a heat shock protein inducer, in a rat glaucoma model. Trans Am Ophthalmol Soc. 2003;101:39-50; discussion 50-1. 2. Han NK, et al. Geranylgeranylacetone Ameliorates Intestinal Radiation Toxicity by Preventing Endothelial Cell Dysfunction. Int J Mol Sci. 2017 Oct 7;18(10). 3. Hirakawa T, et al. Geranylgeranylacetone induces heat shock proteins in cultured guinea pig gastric mucosal cells and rat gastric mucosa. Gastroenterology. 1996 Aug;111(2):345-57.

Related compound libraries

This product is contained In the following compound libraries:
Anti-Cancer Drug Library Anti-Cancer Clinical Compound Library Drug Repurposing Compound Library Anti-Cancer Active Compound Library Anti-Cancer Approved Drug Library Bioactive Compound Library Clinical Compound Library Anti-Cancer Compound Library Endoplasmic Reticulum Stress Compound Library NO PAINS Compound Library

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Keywords

Teprenone 6809-52-5 Cytoskeletal Signaling Metabolism HSP Inhibitor Tetraprenylacetone Geranylgeranylacetone Heat shock proteins inhibit inhibitor

 

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