CAS 92692-39-2

(-)-Amorpha-4,11-diene

Description:

(-)-Amorpha-4,11-diene is a naturally occurring sesquiterpene, primarily derived from various plant species, particularly those in the Fabaceae family. It is characterized by its unique bicyclic structure, which contributes to its distinct chemical properties. This compound is known for its potential biological activities, including anti-inflammatory and antimicrobial effects, making it of interest in pharmacological research. The molecular formula of (-)-Amorpha-4,11-diene reflects its composition of carbon and hydrogen atoms, typical of terpenes. Its stereochemistry is significant, as the (-) designation indicates its specific optical activity, which can influence its interaction with biological systems. Additionally, this compound is often studied for its role in the biosynthesis of other natural products and its potential applications in herbal medicine. Due to its complex structure and biological relevance, (-)-Amorpha-4,11-diene continues to be a subject of interest in both organic chemistry and natural product research.

Formula: C₁₅H₂₄

InChI: InChI=1S/C15H24/c1-10(2)13-8-6-12(4)14-7-5-11(3)9-15(13)14/h9,12-15H,1,5-8H2,2-4H3/t12-,13+,14+,15-/m1/s1

InChI key: InChIKey=HMTAHNDPLDKYJT-CBBWQLFWSA-N

SMILES: C(C)(=C)[C@H]1[C@@]2([C@]([C@H](C)CC1)(CCC(C)=C2)[H])[H]

Synonyms:

• Amorpha-4,11-diene
• Naphthalene, 1,2,3,4,4a,5,6,8a-octahydro-4,7-dimethyl-1-(1-methylethenyl)-, (1R,4R,4aS,8aR)-
• (-)-Amorpha-4,11-diene
• (1R,4R,4aS,8aR)-1,2,3,4,4a,5,6,8a-Octahydro-4,7-dimethyl-1-(1-methylethenyl)naphthalene
• Naphthalene, 1,2,3,4,4a,5,6,8a-octahydro-4,7-dimethyl-1-(1-methylethenyl)-, [1R-(1α,4β,4aβ,8aβ)]-

Amorphadiene

CAS: 92692-39-2

Amorphadiene

Purity: 98%

Ref: 54-OR1076459

Amorphadiene

CAS: 92692-39-2

Formula: C₁₅H₂₄

Color and Shape: Colorless Liquid

Molecular weight: 204.36

Ref: 4Z-A-3015

Amorphadiene

Controlled Product

CAS: 92692-39-2

Applications Amorphadiene is a sesquiterpene synthesized via the cyclization of farnesyl pyrophosphate and a precursor in the biosynthesis of Artemisinin (A777500), which is an effective antimalarial agent used to treat malaria. Genetically modified Saccharomyces cerevisiae can be utilized as an alternative semisynthetic strategy to produce artemisinin from amorphadiene.
References Wallaart, T. E., et al.: Planta 212, 460 (2001); Westfall, P. J. et al.: Proc. Natl. Acad. Sci. USA 109, E111 (2012); Shiba, Y., et al.: Metab. Eng 9, 160 (2007).

Formula: C₁₅H₂₄

Color and Shape: Neat

Molecular weight: 204.35

Ref: TR-A634365

Amorphadiene

CAS: 92692-39-2

Amorphadiene is a sesquiterpene hydrocarbon, which is a naturally occurring organic compound produced through the mevalonate pathway in plants, particularly in Artemisia annua. It is derived from the enzymatic cyclization of farnesyl diphosphate, mediated by amorphadiene synthase. This compound plays a pivotal role as a precursor molecule in the biosynthesis of artemisinin, an effective antimalarial agent.

Formula: C₁₅H₂₄

Purity: Min. 95 Area-%

Color and Shape: Colorless Clear Liquid

Molecular weight: 204.35 g/mol

Ref: 3D-XA164865

Amorphadiene

CAS: 92692-39-2

Formula: C₁₅H₂₄

Molecular weight: 204.36

Ref: ST-EA-CP-A132012

Amorphadiene

CAS: 92692-39-2

Amorphadiene serves as a precursor to the antimalarial drug artemisinin, generated via the cyclization of farnesyl pyrophosphate (FPP) in yeast, catalyzed by amorphadiene synthase (ADS).

Formula: C₁₅H₂₄

Color and Shape: Solid

Molecular weight: 204.35

Ref: TM-T201715