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

Modify Date: 2025-09-12 13:25:25

(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
InChIKey HUCXKZBETONXFO-NJFMWZAGSA-N
SMILES CC(=O)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)C

 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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