Tremetone information

Tremetone
Names
	Preferred IUPAC name 1-[(2R)-2-(Prop-1-en-2-yl)-2,3-dihydro-1-benzofuran-5-yl]propan-1-one
Identifiers
CAS Number	4976-25-4 ;
3D model (JSmol)	Interactive image;
ChemSpider	71024;
PubChem CID	78673;
UNII	451MA27V7H ;
CompTox Dashboard (EPA)	DTXSID501031865 ;
	InChI InChI=1S/C13H14O2/c1-8(2)13-7-11-6-10(9(3)14)4-5-12(11)15-13/h4-6,13H,1,7H2,2-3H3/t13-/m1/s1 Key: UVYUUQGGBNKRFU-CYBMUJFWSA-N;
	SMILES O=C(C1=CC=C(O[C@@H](C(C)=C)C2)C2=C1)C;
Properties
Chemical formula	C13H14O2
Molar mass	202.253 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

Tremetone is a constituent of the toxic compound tremetol, found in snakeroot (Ageratina altissima), that causes milk sickness in humans and trembles in livestock.^[1]^[2]^[3]^[4] Tremetone is the main constituent of at least 11 chemically related substances in tremetol.^[4] Tremetone is toxic to fish, but not to chicken, and is therefore not the major toxic compound in tremetol.^[2] Tremetol can be found in a number of different species of the family Asteraceae, including snakeroot and rayless goldenrod (Isocoma pluriflora).^[5]

^ Bonner, W. A. (1962). "Ketones from "white snakeroot" Eupatorium urticaefolium". Tetrahedron. 18 (11): 1295–1309. doi:10.1016/0040-4020(62)80010-6.
^ ^a ^b Bowen, Douglas M.; Degraw, Joseph I.; Shah, Vinod R.; Bonner, William A. (1963). "The Synthesis and Pharmacological Action of Tremetone". Journal of Medicinal Chemistry. 6 (3): 315–9. doi:10.1021/jm00339a023. PMID 14185993.
^ Bonner, W. A. (1964). "The absolute configurations of tremetone and toxol". Tetrahedron. 20 (6): 1419–25. doi:10.1016/S0040-4020(01)99135-5.
^ ^a ^b Lee, Stephen T.; Davis, T. Zane; Gardner, Dale R.; Colegate, Steven M.; Cook, Daniel; Green, Benedict T.; Meyerholtz, Kimberly A.; Wilson, Christina R.; Stegelmeier, Bryan L.; Evans, Tim J. (2010). "Tremetone and Structurally Related Compounds in White Snakeroot (Ageratina altissima): A Plant Associated with Trembles and Milk Sickness". Journal of Agricultural and Food Chemistry. 58 (15): 8560–5. doi:10.1021/jf1012456. PMID 20681643.
^ "Metabolite Information: Tremetone".

[Bonner_1962-1] Bonner, W. A. (1962). "Ketones from "white snakeroot" Eupatorium urticaefolium". Tetrahedron. 18 (11): 1295–1309. doi:10.1016/0040-4020(62)80010-6.

[Bowen_1963-2] Bowen, Douglas M.; Degraw, Joseph I.; Shah, Vinod R.; Bonner, William A. (1963). "The Synthesis and Pharmacological Action of Tremetone". Journal of Medicinal Chemistry. 6 (3): 315–9. doi:10.1021/jm00339a023. PMID 14185993.

[Bonner_1964-3] Bonner, W. A. (1964). "The absolute configurations of tremetone and toxol". Tetrahedron. 20 (6): 1419–25. doi:10.1016/S0040-4020(01)99135-5.

[Lee_2010-4] Lee, Stephen T.; Davis, T. Zane; Gardner, Dale R.; Colegate, Steven M.; Cook, Daniel; Green, Benedict T.; Meyerholtz, Kimberly A.; Wilson, Christina R.; Stegelmeier, Bryan L.; Evans, Tim J. (2010). "Tremetone and Structurally Related Compounds in White Snakeroot (Ageratina altissima): A Plant Associated with Trembles and Milk Sickness". Journal of Agricultural and Food Chemistry. 58 (15): 8560–5. doi:10.1021/jf1012456. PMID 20681643.

[5] "Metabolite Information: Tremetone".

Tremetone information

and 4 Related for: Tremetone information

Tremetone

Ageratina altissima

Toxol

Trematon