Teprenone, also known as tetraprenylacetone or geranylgeranylacetone, is an anti-ulcer drug used clinically to treat gastritis.

 

Brand: BCM

 

Target: HSP

 

Signaling Pathways: Cytoskeletal Signaling; Metabolism

 

In Vitro: Teprenone is an HSPs inducer. Teprenone (Geranylgeranylacetone, 1 μM) significantly prevents ethanol-induced exfoliation and reduces lactate dehydrogenase (LDH) release in gastric mucosal cells. Teprenone (1 μM) gradually increases HSC70 level, and rapidly accumulates the stress-inducible HSP90, HSP70, and HSP60 concentrations within 30-60 min. Teprenone also activates the heat shock factor 1. Teprenone (0-20 µM) slightly increases human umbilical vein endothelial cell (HUVEC) viability following irradiation (IR). Teprenone (10 µM) exhibits no effects on HUVEC migration and invasion, but enhances HUVEC tube formation and wound healing both with and without IR. Teprenone (10 µM) also promotes angiogenesis via inducing VEGF and eNOS expression in HUVECs.

 

Solubility: Soluble in DMSO.

 

GHS: GHS07

 

Isomeric SMILES: CC(=CCC/C(=C/CC/C(=C/CC/C(=C/CCC(=O)C)/C)/C)/C)C  

 

InChIKey: HUCXKZBETONXFO-NJFMWZAGSA-N  

 

InChI: InChI=1S/C23H38O/c1-19(2)11-7-12-20(3)13-8-14-21(4)15-9-16-22(5)17-10-18-23(6)24/h11,13,15,17H,7-10,12,14,16,18H2,1-6H3/b20-13+,21-15+,22-17+

 

Attribute
[Chem Name]	(5E,9E,13E)-6,10,14,18-tetramethylnonadeca-5,9,13,17-tetraen-2-one
[Synonym]	Teprenone; Geranylgeranylacetone; Tetraprenylacetone
[CAS No.]	6809-52-5
[EINECS]	614-276-0
[MDL No.]	MFCD00866901
[Formula]	C23H38O
[Molecular]	330.55
[Form]	Clear liquid
[Storage]	Keep in dark place. Inert atmosphere. Store in freezer, under -20°C

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