Amorphadiene

CAS: 92692-39-2

Ref. TR-A634365

Product Information

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

Description

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).

• Brand: TRC

Chemical properties

• Molecular weight: 204.35
• Formula: C₁₅H₂₄
• Color/Form: Neat
• 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-MCBWDKPDSA-N
• SMILES: C=C(C)[C@H]1CC[C@H](C)C2CCC(C)=C[C@@H]21