Elisabethatriene
| Names | |
|---|---|
| Preferred IUPAC name
(1R,4S,4aR)-4-Methyl-1-[(2S)-6-methylhept-5-en-2-yl]-7-methylidene-1,2,3,4,4a,5,6,7-octahydronapthalene | |
| Identifiers | |
3D model (JSmol)
|
|
| ChemSpider | |
PubChem CID
|
|
CompTox Dashboard (EPA)
|
|
| |
| |
| Properties | |
| C20H32 | |
| Molar mass | 272.476 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
| |
Elisabethatriene is a bicyclic compound found in the marine octocoral Pseudopterogorgia elisabethae.[1] It is proposed to act as a intermediate in the synthesis of pseudopterosin or dehydrogenates into erogorgiaene.[2] It is the product of catalysis of geranylgeranyl diphosphate using the Elisabethatriene synthase enzyme.[3] Its stereochemistry is identical to the stereochemistry of elisabethatrienol.[1]
References
- ^ a b Nasuda M, Ohmori M, Ohyama K, Fujimoto Y (1 May 2012). "Revision of the stereochemistry of elisabethatriene, a putative biosynthetic intermediate of pseudopterosins". Chemical & Pharmaceutical Bulletin. 60 (5). The Pharmaceutical Society of Japan: 681–685. doi:10.1248/cpb.60.681. PMID 22689408. Archived from the original on 15 January 2017. Retrieved 15 January 2017.
- ^ Kohl AC, Kerr RG (2003-11-26). "Pseudopterosin Biosynthesis: Aromatization of the Diterpene Cyclase Product, Elisabethatriene". Marine Drugs. 1 (1): 54–65. doi:10.3390/md101054. ISSN 1660-3397.
- ^ Brück TB, Kerr RG (March 2006). "Purification and kinetic properties of elisabethatriene synthase from the coral Pseudopterogorgia elisabethae". Comparative Biochemistry and Physiology. Part B, Biochemistry & Molecular Biology. 143 (3): 269–278. doi:10.1016/j.cbpb.2005.11.016. PMID 16423548.