INTRODUCTION
Teprenone (Geranylgeranylacetone, GGA) is a mixture of the all-trans and mono-cis isomers of 6,10,14,18-tetramethyl-5,9,13,17-nonadecatetraen-2-one (in a weight ratio of 3:2). It is an acyclic isoprenoid compound with a structure like retinoids and is widely used for the treatment of gastrointestinal ulcers.
MANUFACTURE
Geraniol is first transformed into geranyl acetone through a two-step process involving in-situ bromination and substitution followed by decarboxylation. The resulting geranyl acetone is then converted to trans-farnesol via a Wittig reaction, followed by reduction of the corresponding ester. Subsequently, trans-farnesol undergoes a series of controlled reactions, including tosylation, substitution, decarboxylation, Grignard reaction, and oxidation, ultimately yielding teprenone.
| Synonyms | 6,10,14,18-Tetramethyl-5,9,13,17-nonadecatetraen-2-one; Selbex |
| CAS no. | 6809-52-5 |
| EC no. | 614-276-0 |
| Molecular formula | C23H38O |
| Molecular weight | 330.55 |
| Structure |  |
APPLICATIONS
Geranylgeranylacetone has several industrial and pharmaceutical applications due to its low toxicity and strong cytoprotective effects
| Pharmaceuticals |
| Marketed as Teprenone serves as an important isoprenoid intermediate in pharmaceutical synthesis. |
| • Used for treatment of gastric ulcers and protection of gastric mucosa. |
| • Prevention and treatment of viral hepatitis, particularly in the prevention and treatment of hepatitis B and hepatitis C. |
| Skin Protection, Cytoprotective & Anti-Aging applications |
| • It is known to induce heat shock proteins (HSP70) and enhances cellular protection against stress. |
| • Teprenone can protect cells in various organs, such as the eye, brain, and heart. |
| • Protection against oxidative stress. |
| Potential Therapeutic Areas (Research Stage) |
| Used for: |
| • Treatment of neurodegenerative diseases (e.g., Alzheimer’s, Parkinson’s) |
| • Cardiovascular protection |
| • Liver protection. |
| Industrial / Chemical Use |
| • Intermediate in terpenoid chemistry research |
| • Used in biochemical studies involving isoprenoid pathways. |
SPECIFICATIONS
| Test | Unit | Specification |
|---|---|---|
| Appearance | – | Colorless to light yellow or orange oily liquid |
| Purity (GC) (Two isomers) | % area | Not less than 99.0 |
| Identification by IR | – | Should Conform to structure of the molecule |
| Water content (KF) | % w/w | Not more than 0.50 |
| n-Heptane (GC-RS) | ppm | Not more than 5000 |
STORAGE & PRECAUTION
Store at 2-8 °C in a well closed container.
PACKING
Globally compliant packaging
REACH Status
Not registered
ExSyn offers Teprenone on commercial scales and welcomes enquiries. No matter the quantity you need, our exceptional quality and service will make ExSyn your supplier of choice! If you need any additional information or SDS, please contact us.
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