ChemicalBook > CAS DataBase List > Teprenone

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

Less

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.
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
InChIKey: SBOCYPUKNYDTSX-DMLVRTFPSA-N
SMILES: CC(=O)CCC=C(C)CCC=C(C)CCC=C(C)CC/C=C(/C)\C
LogP: 8.200 (est)
CAS DataBase Reference: 6809-52-5(CAS DataBase Reference)

Less

Safety

WGK Germany: 3
RTECS: RA5391300
HS Code: 2914.19.0000

Less

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.

Less

N-Bromosuccinimide Price

Sigma-Aldrich

Product number: G5048
Product name: Geranylgeranylacetone
Packaging: 10mg
Price: $88.4
Updated: 2025/07/31

Sigma-Aldrich

Product number: G5048
Product name: Geranylgeranylacetone
Packaging: 50mg
Price: $249.9
Updated: 2025/07/31

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: $94
Updated: 2025/07/31

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: $281
Updated: 2025/07/31

Cayman Chemical

Product number: 20218
Product name: Geranylgeranylacetone
Purity: ≥98% (mixture of isomers)
Packaging: 5mg
Price: $32
Updated: 2024/03/01

Less

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.

Synthesis

71668-81-0

6809-52-5

The 3-racemic-keto ester 11 (0.07 g, 0.174 mmol) was used as a raw material, which was mixed with MeOH (0.3 mL) and 5N KOH aqueous solution (0.15 mL), and heated to react at 80-85 °C for 2 h. The progress of the reaction was monitored by TLC. Upon completion of the reaction, the reaction mixture was cooled and acidified with 2N HCl, followed by extraction with ether, ethyl acetate or hexane (3 x 400 mL). The organic layers were combined and washed sequentially with water, aqueous NaHCO3 and brine, and then dried with anhydrous MgSO4. After removing the solvent under reduced pressure, the oily crude product obtained was purified by silica gel column chromatography with a gradient elution of hexane to 1-2% EtOAc in hexane solution as eluent to end up with the colorless liquid 5-trans-GGA 12. Yield: 0.028 g (50%). TLC Rf value: 0.45 (5% EtOAc/hexane); LCMS data: MS (m/z): 333 (MH+); 353 (M+Na).

References

[1] MANAL M. KAMAL Ola M O. The role of heat shock protein 70 induced by geranylgeranylacetone in carbon tetrachloride-exposed adult rat testes[J]. Pathophysiology, 2013, 20 2: Pages 139-146. DOI:10.1016/j.pathophys.2013.03.003
[2] ANTON LENNIKOV. Induction of heat shock protein 70 ameliorates ultraviolet-induced photokeratitis in mice.[J]. International Journal of Molecular Sciences, 2013, 14 1: 2175-2189. DOI:10.3390/ijms14012175
[3] HIRONORI ADACHI. An acylic polyisoprenoid derivative, geranylgeranylacetone protects against visceral adiposity and insulin resistance in high-fat-fed mice.[J]. American journal of physiology. Endocrinology and metabolism, 2010: E764-71. DOI:10.1152/ajpendo.00075.2010
[4] TETSURO MARUNOUCHI . Protective effect of geranylgeranylacetone via enhanced induction of HSPB1 and HSPB8 in mitochondria of the failing heart following myocardial infarction in rats[J]. European journal of pharmacology, 2014, 730: Pages 140-147. DOI:10.1016/j.ejphar.2014.02.037

Teprenone Preparation Products And Raw materials

Raw materials

Preparation Products

Less

Teprenone Suppliers

Canada 1 China 196 Europe 2 Germany 1 India 5 Japan 2 United Kingdom 4 United States 23 Global 234

Shanghai Zhen Li Biological Technology Co., Ltd

Tel: 021-16621358918; 18516310516
Fax: 13045646768
Email: zhenlipharma888@163.com
Country: China
ProdList: 19035
Advantage: 58

TLC Pharmaceutical Standards Ltd.

Tel: 18012923235; 18012923235
Email: chinasales04@tlcstandards.com.cn
Country: China
ProdList: 7975
Advantage: 58

DELIGHTSEN

Tel: 17695819959
Email: 2567267341@qq.com
Country: China
ProdList: 117
Advantage: 58

J & K SCIENTIFIC LTD.

Tel: 18210857532; 18210857532
Fax: 86-10-82849933
Email: jkinfo@jkchemical.com
Country: China
ProdList: 96815
Advantage: 76

Meryer (Shanghai) Chemical Technology Co., Ltd.

Tel: 4006356688 18621169109
Fax: 86-21-61259102
Email: market03@meryer.com
Country: China
ProdList: 40228
Advantage: 62

TCI (Shanghai) Development Co., Ltd.

Tel: 021-67121386
Fax: 021-67121385
Email: Sales-CN@TCIchemicals.com
Country: China
ProdList: 24529
Advantage: 81

Energy Chemical

Tel: 021-021-58432009 400-005-6266
Fax: 021-58436166
Email: sales8178@energy-chemical.com
Country: China
ProdList: 44801
Advantage: 61

Shijiazhuang Sdyano Fine Chemical Co., Ltd.

Tel: 0311-89250318 031166536426
Fax: 4000311741
Email: master@sjzsdyn.com
Country: China
ProdList: 2803
Advantage: 65

Chemsky（shanghai）International Co.,Ltd.

Tel: 021-50135380
Email: shchemsky@sina.com
Country: China
ProdList: 32321
Advantage: 50

Hunan Hui Bai Shi Biotechnology Co., Ltd.

Tel: 0731-85526065 13308475853
Email: ivy@hnhbsj.com
Country: China
ProdList: 7247
Advantage: 62

Wisdom Pharmaceutical Co., Ltd.

Tel: 0086-15189180296
Fax: 0086-513-81292226
Email: l_xu@wisdompharma.com
Country: China
ProdList: 221
Advantage: 60

Beijing HuaMeiHuLiBiological Chemical

Tel: 010-56205725
Fax: 010-65763397
Email: waley188@sohu.com
Country: China
ProdList: 12335
Advantage: 58

Shanghai T&W Pharmaceutical Co., Ltd.

Tel: +86 21 61551611
Fax: +86 21 50676805
Country: China
ProdList: 9891
Advantage: 58

Haoyuan Chemexpress Co., Ltd.

Tel: 021-58950125
Fax: (86) 21-58955996
Email: info@chemexpress.com
Country: China
ProdList: 7552
Advantage: 61

9ding chemical ( Shanghai) Limited

Tel: 4009209199
Fax: 86-021-52271987
Email: sales@9dingchem.com
Country: China
ProdList: 22514
Advantage: 55

Shanghai Aladdin Bio-Chem Technology Co.,LTD

Tel: 400-6206333 13167063860
Fax: 021-50323701
Email: anhua.mao@aladdin-e.com
Country: China
ProdList: 25003
Advantage: 65

Hunan Furui Biopharma Technology Co., Ltd.

Tel: 1822-2954721 15901640172
Fax: 0731-57805668
Email: sales03@hn-furui.com
Country: China
ProdList: 421
Advantage: 55

TargetMol Chemicals Inc.

Tel: 021-021-33632979 15002134094
Fax: 021-33632979
Email: marketing@targetmol.com
Country: China
ProdList: 7783
Advantage: 58

3B Scientific (Wuhan) Corporation Limited

Tel: 027-88063677 18971314022;
Fax: 027-88063656
Email: sales@3bsc.com
Country: China
ProdList: 294
Advantage: 58

Hunan HuaTeng Pharmaceutical Co., Ltd.,

Tel: 400-8592883
Fax: 0731-82251112
Email: sales@huatengsci.com
Country: China
ProdList: 5872
Advantage: 58

Wuhan Dahua Pharmaceutical Co., Ltd.

Tel: 027-59262863 13277907145 3091977954
Fax: 027-59420980
Country: China
ProdList: 4942
Advantage: 58

Shanghai Macklin Biochemical Co.,Ltd.

Tel: 15221275939
Fax: 021-50706099
Email: shenlinxing@macklin.cn
Country: China
ProdList: 15873
Advantage: 55

Shanghai Kewel Chemical Co., Ltd.

Tel: 021-64609169 18901607656
Fax: 021-64609160
Email: greensnown@163.com
Country: China
ProdList: 9906
Advantage: 50

Hangzhou J&H Chemical Co., Ltd.

Tel: 0571-87396432
Fax: 0571-87396431
Email: sales@jhechem.com
Country: China
ProdList: 14912
Advantage: 59

AdooQ Bioscience CHINA

Tel: 025-58849295 18951903616;
Fax: 025-68650336
Email: info@adooq.cn
Country: China
ProdList: 2990
Advantage: 60

Credit Asia Chemical Co., Ltd.

Tel: +86 (21) 61124340
Fax: +86 (21) 6129-4103
Country: China
ProdList: 9756
Advantage: 58

Hubei Jusheng Technology Co.,Ltd

Tel: 027-59599241 18871490274
Fax: 027-59599241
Email: 1400878000@qq.com
Country: China
ProdList: 9858
Advantage: 58

Chizhou Kailong Import and Export Trade Co., Ltd.

Tel
Fax: -
Email: xg01_gj@163.com
Country: China
ProdList: 9484
Advantage: 50

Sigma-Aldrich

Tel: 021-61415566 800-8193336
Email: orderCN@merckgroup.com
Country: China
ProdList: 51395
Advantage: 80

Shanghai Synchem Pharma Co., ltd

Tel: 21-619849051-1 18521059765
Email: synchempharma@aliyun.com
Country: China
ProdList: 6468
Advantage: 55

Hangzhou Dingyan Chem Co., LTD

Tel: 0571-87157530-8008 17369838938
Fax: 0571-87156470
Email: sales@dingyanchem.com
Country: China
ProdList: 2386
Advantage: 58

Artis Biotech Co. Ltd.

Tel: 028-67271278 18628360895
Fax: 0575-89298961
Email: sales@artisbio.com
Country: China
ProdList: 1960
Advantage: 58

Shijiazhuang Sdyano Fine Chemical Co., Ltd.

Tel: 0311-89250318 031166536426
Fax: 4000311741
Email: master@sjzsdyn.com
Country: China
ProdList: 3495
Advantage: 58

Guangzhou QiYun Biotechnology Co., Ltd.

Tel: 020-61288194 61288195
Fax: 020-61288700
Email: 505721671@qq.com
Country: China
ProdList: 3866
Advantage: 58

Puripharm Co., Ltd.

Tel: 0572-2745768-1 13167223168
Fax: 13167223168
Email: sales@puripharm.com
Country: China
ProdList: 296
Advantage: 65

Shanghai YuanYe Biotechnology Co., Ltd.

Tel: 021-61312847; 18021002903
Fax: QQ:3008007432
Email: 3008007409@qq.com
Country: China
ProdList: 71826
Advantage: 60

Lancrix Chemicals

Tel: 86-21-50817262
Fax: 86-21-57712035
Email: sales@lancrix.com
Country: China
ProdList: 1502
Advantage: 55

Cangzhou Enke Pharma-tech Co., Ltd.

Tel: 0317-5296180 15533709196
Fax: 0317-5106596
Email: sale@enkepharma.com
Country: China
ProdList: 2267
Advantage: 55

Raw material medicin reagent co.,Ltd

Tel
Email: sales@njromanme.com
Country: China
ProdList: 4529
Advantage: 58

Chengdu Huachun Technology Co., Ltd

Tel: 400-1166-196 15982826727
Fax: QQ：800101999
Email: cdhxsj@163.com
Country: China
ProdList: 14603
Advantage: 60

ShangHai Biochempartner Co.,Ltd

Tel: 177-54423994 17754423994
Fax: QQ:2853530913
Email: 2853530910@QQ.com
Country: China
ProdList: 8000
Advantage: 62

Amadis Chemical Company Limited

Tel: 571-89925085
Fax: 0086-571-89925065
Email: sales@amadischem.com
Country: China
ProdList: 131957
Advantage: 58

Guangzhou Kafen Biotech Co.,Ltd

Tel: 18029243487 2355327168
Fax: 020-31121510
Email: gy@yccreate.com
Country: China
ProdList: 4749
Advantage: 55

Wellman Pharmaceutical Group Limited

Tel: 027-027-83778875 15807197853
Fax: 027-83991220
Email: 15807197853@163.com
Country: China
ProdList: 3932
Advantage: 58

Shanghai Orgchem Co.,Ltd.

Tel: +86-21-5877 1921
Fax: +86-21-5877 1925
Email: info@chemofchina.com
Country: China
ProdList: 9653
Advantage: 55

9ding chemical ( Shanghai) Limited

Tel: 021-021-52271985 17721149837
Fax: +86 (21) 52271987
Email: sales@9dingchem.com
Country: China
ProdList: 19800
Advantage: 60

Sichuan mokai Technology Co., Ltd

Tel
Fax: -
Email: 1770279793@qq.com
Country: China
ProdList: 88
Advantage: 58

Zhuhai JiaYi Biological Technology Co., Ltd.

Tel: 18578209868 2355327026
Fax: 18578209868 QQ：2355327026
Email: steroidbest@hotmail.com
Country: China
ProdList: 6501
Advantage: 58

Aikon International Limited

Tel: 025-58851090 15955137747
Fax: (6)02557626880
Email: sales01@aikonchem.com
Country: China
ProdList: 15949
Advantage: 58

Wuhan FengyaoTonghui Chemical Products Co., Ltd.

Tel: 027-87466105 15377573527
Email: 2678564200@qq.com
Country: China
ProdList: 17987
Advantage: 58

Less

View Lastest Price from Teprenone manufacturers

Sinoway Industrial co., ltd.

Product: Teprenone 6809-52-5
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 20tons
Release date: 2024-12-13

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

6809-52-5, TeprenoneRelated Search:

Androstenedione Allyl methacrylate Gestrinone Zearalenone Norandrostenedione METHYLCYCLOPENTADIENE DIMER Quinocetone 1,3-Cyclopentadiene Dicyclopentadiene Clethodim Cefoxitin Impurity 3 Mosapride Rabeprazole Tetraphenylcyclopentadienone Tenofovir Impurity 92 2-(2-Aminothiazole-4-yl)-2-methoxyiminoacetic acid (5E,9E)-6,10,14-Trimethylpentadeca-5,9,13-trien-2-one NERYLACETONE

All trans-Teprenone

(5Z,9Z,13Z)-6,10,14,18-tetramethyl-2-nonadeca-5,9,13,17-tetraenone

6,10,14,18-tetramethyl-5,9,13,17-nonadecatetraen-2-one

TEPRENONE

13,17-nonadecatetraen-2-one,6,10,14,18-tetramethyl-9

geranylgeranylacetone

6,10,14,18-Tetramethyl-5,9,13,17-nonadecatetren-2-one

Selbex

Tetraprenylacetone

Teprenone(mixture of isomers)

Teprenone [mixture of (5E,9E,13E)- and (5Z,9E,13E)- isomers]

6,10,14,18-TetraMethyl-

Geranylgeranylacetone 6,10,14,18-Tetramethyl-5,9,13,17-nonadecatetraen-2-one

5,9,13,17-Nonadecatetraen-2-one,6,10,14,18-tetraMethyl-

6,10,14,18-Tetramethyl-5,9,13,17-nonadecatetraen-2-one, mixture of (5E,9E,13E) and (5Z,9E,13E) isomers

UNII-S8S8451A4O

Teprenone, >=98%

Teprenone (trans,trans)

Teprenone RS

Teprenone USP/EP/BP

6,10,14,18-Tetramethylnonadeca-5,9,13,17-tetraen-2-one

TeprenoneQ: What is Teprenone Q: What is the CAS Number of Teprenone Q: What is the storage condition of Teprenone Q: What are the applications of Teprenone

NanoLiposomal Teprenone , Water-Soluble Teprenone

eprenone

Teprenone（Z/Emixture）

Teprenone, mixture of (5E,9E,13E)- and (5Z,9E,13E)- isomers，≥ 95.0%

Tepronone

Teprenone (Geranylgeranylacetone), HSP70, HSPB8, and HSPB1 expression inducer

Teprenone, 10 mM in DMSO

6809-52-5

2C23H38O

Aliphatics

Intermediates & Fine Chemicals

Pharmaceuticals

6809-52-5