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

Modify Date: 2024-01-10 07:57:49

(5E,9E,13E)-Teprenone Structure
(5E,9E,13E)-Teprenone structure
 Common Name (5E,9E,13E)-Teprenone
CAS Number 3796-63-2 Molecular Weight 661.09400
Density 0.871g/cm3 Boiling Point 438.2ºC at 760 mmHg
Molecular Formula C23H38O Melting Point N/A
MSDS N/A Flash Point 166.5ºC

 Use of (5E,9E,13E)-Teprenone


(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].

 Names

Name Teprenone
Synonym More Synonyms

 (5E,9E,13E)-Teprenone 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
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

 Synonyms

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
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