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Teprenone

Product Name
Teprenone
CAS No.
6809-52-5
Chemical Name
Teprenone
Synonyms
geranylgeranylacetone;Selbex;eprenone;TEPRENONE;Tepronone;Teprenone RS;UNII-S8S8451A4O;Teprenone, >=98%;Tetraprenylacetone;All trans-Teprenone
CBNumber
CB8386175
Molecular Formula
C23H38O
Formula Weight
330.55
MOL File
6809-52-5.mol
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Teprenone Property

Boiling point:
bp0.01 155-160°
Density 
d420.5 0.9081
refractive index 
nD20 1.4947
storage temp. 
-20°C
solubility 
DMSO: >5mg/mL
form 
liquid
color 
clear
Merck 
14,9228
Stability:
Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 1 month.
InChIKey
SBOCYPUKNYDTSX-DMLVRTFPSA-N
LogP
8.200 (est)
CAS DataBase Reference
6809-52-5(CAS DataBase Reference)
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Safety

WGK Germany 
3
RTECS 
RA5391300
HS Code 
2914.19.0000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
G5048
Product name
Geranylgeranylacetone
Packaging
10mg
Price
$86
Updated
2024/03/01
Sigma-Aldrich
Product number
G5048
Product name
Geranylgeranylacetone
Packaging
50mg
Price
$347
Updated
2024/03/01
TCI Chemical
Product number
T2701
Product name
Teprenone [mixture of (5E,9E,13E)- and (5Z,9E,13E)- isomers]
Purity
>95.0%(GC)
Packaging
1g
Price
$84
Updated
2024/03/01
TCI Chemical
Product number
T2701
Product name
Teprenone [mixture of (5E,9E,13E)- and (5Z,9E,13E)- isomers]
Purity
>95.0%(GC)
Packaging
5g
Price
$250
Updated
2024/03/01
Cayman Chemical
Product number
20218
Product name
Geranylgeranylacetone
Purity
≥98% (mixture of isomers)
Packaging
5mg
Price
$32
Updated
2024/03/01
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Teprenone Chemical Properties,Usage,Production

Description

Teprenone (geranylgeranylacetone) is an antiulcer agent whose synthesis was inspired by the gastric protecting properties of Coenzyme Q10. Teprenone is reported to act via enhancement of gastric mucosal glycoprotein secretion.

Description

Geranylgeranylacetone is an inducer of heat shock protein (Hsp) expression that has been shown to increase Hsp70 (also known as Hsp72 and HspA1A), Hsp22 (HspB8), Hsp27 (HspB1), Hsp90 (HspC), and Hsp105 (HspH1) levels in various cells and tissues. It is orally bioavailable and has diverse effects in vivo, including hepatoprotective, neuroprotective, and antiulcerative effects. The effects of geranylgeranylacetone on Hsp expression are more pronounced under stress conditions.

Chemical Properties

Yellow Oil

Originator

Eisai (Japan)

Uses

An anti-ulcerative. Geranylgeranylacetone can induce expression of HSP70, HSPB8, and HSPB1. Induction of HSP70 expression is protective against the development of various diseases, such as inflammatory bowel disease, hypoxic/ischemic brain injury and spinal and bulbar muscular atrophy (cytoprotective and anti-inflammatory effects). Reports indicate that GGA protects against NSAID-induced gastric and intestinal lesions by induction of HSP70 expression. Other studies have shown that GGA induces expression of HSPB8 and HSPB1 and reduces the formation of amyloid oligomers as well as insoluble aggregates in HSPB5 R120G TG mice.

Uses

Geranylgeranylacetone has been used as an inducer of heat shock protein 70 (HSP70) to analyze its protective effects against cerebral ischemia/reperfusion (I/R).

Definition

ChEBI: A terpene ketone in which a (9E,13E)-geranylgernayl group is bonded to one of the alpha-methyls of acetone (it is a mixture of 5E- and 5Z-geoisomers in a 3:2 ratio).

brand name

SELBEX

Biochem/physiol Actions

Geranylgeranylacetone can induce expression of HSP70, HSPB8, and HSPB1. Induction of HSP70 expression is protective against the development of various diseases, such as inflammatory bowel disease, hypoxic/ischemic brain injury and spinal and bulbar muscular atrophy (cytoprotective and anti-inflammatory effects). Reports indicate that GGA protects against NSAID-induced gastric and intestinal lesions by induction of HSP70 expression. Other studies have shown that GGA induces expression of HSPB8 and HSPB1 and reduces the formation of amyloid oligomers as well as insoluble aggregates in HSPB5 R120G TG mice.

References

1) Kamal and Omran (2013) The role of heat shock protein 70 induced by geranylgeranylacetone in carbon tetrachloride-exposed adult rat testes; Pathophysiology, 20 139 2) Lennikov et al. (2013) Induction of heat chock protein 70 ameliorates ultraviolet-induced photokeratitis in mice; Int. J. Mol. Sci., 14 2175 3) Adache et al. (2010) An acyclic polyisoprenoid derivative, geranylgeranylacetone, protects against visceral adiposity and insulin resistance in high fat fed mice; Am. J. Physiol. Endocrinol. Metab., 299 E764 4) Marunouchi et al. (2014) Protective effect of geranylgeranylacetone via enhanced induction of HSPB1 and HSPB8 in mitochondria of the failing heart following myocardial infarction in rats; Eur. J. Pharmacol. 730 140

Teprenone Preparation Products And Raw materials

Raw materials

Preparation Products

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Teprenone Suppliers

TCI Chemicals (India) Pvt. Ltd.
Tel
--
Fax
--
Email
sales-in@tcichemicals.com
Country
India
ProdList
6768
Advantage
58
Pharma Affiliates
Tel
--
Fax
--
Email
@pharmaffiliates.com
Country
India
ProdList
6754
Advantage
58
Pharmaffiliates Analytics and Synthetics P. Ltd
Tel
--
Fax
--
Email
mktg@pharmaffiliates.com
Country
India
ProdList
6739
Advantage
58
A.J Chemicals
Tel
--
Fax
--
Email
sales@ajchem.in
Country
India
ProdList
6100
Advantage
58
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View Lastest Price from Teprenone manufacturers

Henan Fengda Chemical Co., Ltd
Product
Teprenone 6809-52-5
Price
US $35.00-1.20/kg
Min. Order
1kg
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2024-03-28
Henan Bao Enluo International TradeCo.,LTD
Product
Teprenone 6809-52-5
Price
US $100.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
500t/month
Release date
2023-07-28
LY Global chemicals co.,ltd .
Product
Teprenone 6809-52-5
Price
US $0.00/kg
Min. Order
1kg
Purity
98.0%min
Supply Ability
100kg
Release date
2023-03-19

6809-52-5, TeprenoneRelated Search:


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