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(5E,9E,13E)-Teprenone

Names

[ CAS No. ]:
3796-63-2

[ Name ]:
(5E,9E,13E)-Teprenone

[Synonym ]:
6,10,14,18-tetramethyl-nonadeca-5t,9t,13t,17-tetraen-2-one
E-0671
6,10,14,18-Tetramethyl-nonadeca-5t,9t,13t,17-tetraen-2-on
(5E,9E,13E)-6,10,14,18-Tetramethyl-5,9,13,17-nonadecatetren-2-one
(5E,9E,13E)-6,10,14,18-tetramethyl-nonadeca-5,9,13,17-tetraen-2-one
5,9,13,17-Nonadecatetraen-2-one,6,10,14,18-tetramethyl-,(E,E,E)
2-Oxo-6,10,14,18-tetramethyl-nonadecatetraen-(5.9.13.17)
(E,E,E)-geranylgeranylacetone
E,E,E-geranylgeranylacetyl

Biological Activity

[Description]:

(5E,9E,13E)-Teprenone ((5E,9E,13E)-Geranylgeranylacetone) is an isomer of Teprenone with antiulcer activity. (5E,9E,13E)-Teprenone induces transcriptional activation of HSP genes that may increase gastric mucosal defense at conditions of stress[1].

[Related Catalog]:

Signaling Pathways >> Others >> Others
Research Areas >> Metabolic Disease

[In Vitro]

(5E,9E,13E)-Teprenone might transiently activate the transcription of HSP70 gene[1]. The heat shock element–binding activity reflects the activation of heat shock factor 1 in response to (5E,9E,13E)-Teprenone[1].

[In Vivo]

(5E,9E,13E)-Teprenone induces hat sock proteins accumulations in rat gastric mucosa[1]. Animal Model: Male Wister strain rats (≈250 g)[1] Dosage: 200 mg/kg Administration: Oral administration Result: Caused accumulations of all of HSP90, HSP70, HSC70 and HSP60 within 60 minutes.

[References]

[1]. 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.

Chemical & Physical Properties

[ Density]:
0.871g/cm3

[ Boiling Point ]:
438.2ºC at 760 mmHg

[ Molecular Formula ]:
C23H38O

[ Molecular Weight ]:
661.09400

[ Flash Point ]:
166.5ºC

[ Exact Mass ]:
660.58500

[ PSA ]:
34.14000

[ LogP ]:
15.00260

[ Index of Refraction ]:
1.482

Synthetic Route

Precursor & DownStream


Related Compounds