Toxol

Toxol
Names
	Preferred IUPAC name 1-[(2S,3R)-3-Hydroxy-2-(prop-1-en-2-yl)-2,3-dihydro-1-benzofuran-5-yl]ethan-1-one
Identifiers
CAS Number	26296-56-0 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:9645;
ChemSpider	390520;
KEGG	C08979;
PubChem CID	441948;
UNII	YQX3QAA4JL ;
CompTox Dashboard (EPA)	DTXSID70949159 ;
	InChI InChI=1S/C13H14O3/c1-7(2)13-12(15)10-6-9(8(3)14)4-5-11(10)16-13/h4-6,12-13,15H,1H2,2-3H3/t12-,13+/m1/s1 Key: KWZYQHQNOWRQRG-OLZOCXBDSA-N; InChI=1/C13H14O3/c1-7(2)13-12(15)10-6-9(8(3)14)4-5-11(10)16-13/h4-6,12-13,15H,1H2,2-3H3/t12-,13+/m1/s1 Key: KWZYQHQNOWRQRG-OLZOCXBDBE;
	SMILES O=C(c2cc1c(O[C@@H](\C(=C)C)[C@@H]1O)cc2)C;
Properties
Chemical formula	C13H14O3
Molar mass	218.252 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

Toxol is a toxic organic compound classified as a benzofuran derivative with the molecular formula C₁₃H₁₄O₃.^[1] It is naturally found in plants such as Aplopappus heterophyllus^[2]^[3] and Werneria ciliolata^[4]. Its IUPAC name is 1-[(2S,3R)-3-hydroxy-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-5-yl]ethanone. This compound is toxic and related chemically to tremetone

References

↑ PubChem. "Toxol". pubchem.ncbi.nlm.nih.gov. Retrieved 2025-04-28.
↑ Zalkow, L.H.; Burke, N. (1963). "Constitution of toxol: a toxic constituent of Aplopappus heterophyllus". Chemistry & Industry: 292–293.
↑ "Absolute configuration of toxol at C-3. Vicinal H-H coupling constants in 2-alkyl-3-hydroxydihydrobenzofurans". Tetrahedron Letters. 28: 2873–6. 1972. doi:10.1016/s0040-4039(01)84960-1.
↑ Jakupovic, J.; Warning, U.; Bohlmann, F.; King, R. M. (1987). "New coumaric acid derivatives and other constituents from Argentinian Baccharis species". Revista Latinoamericana de Química. 18 (2): 75–76.

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[1] PubChem. "Toxol". pubchem.ncbi.nlm.nih.gov. Retrieved 2025-04-28.

[2] Zalkow, L.H.; Burke, N. (1963). "Constitution of toxol: a toxic constituent of Aplopappus heterophyllus". Chemistry & Industry: 292–293.

[3] "Absolute configuration of toxol at C-3. Vicinal H-H coupling constants in 2-alkyl-3-hydroxydihydrobenzofurans". Tetrahedron Letters. 28: 2873–6. 1972. doi:10.1016/s0040-4039(01)84960-1.

[4] Jakupovic, J.; Warning, U.; Bohlmann, F.; King, R. M. (1987). "New coumaric acid derivatives and other constituents from Argentinian Baccharis species". Revista Latinoamericana de Química. 18 (2): 75–76.

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Toxol

See also

References