Junenol

Junenol
Identifiers
	IUPAC name (1S,2S,4aR,8aS)-2-isopropyl-4a-methyl-8-methylene-decalin-1-ol;
CAS Number	472-07-1;
PubChem CID	6452077;
ChemSpider	4954519;
UNII	Z3209PC5TC;
CompTox Dashboard (EPA)	DTXSID60963763 ;
Chemical and physical data
Formula	C15H26O
Molar mass	222.372 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC(C)[C@@H]1CC[C@]2(CCCC(=C)[C@@H]2[C@H]1O)C;
	InChI InChI=InChI=1S/C15H26O/c1-10(2)12-7-9-15(4)8-5-6-11(3)13(15)14(12)16/h10,12-14,16H,3,5-9H2,1-2,4H3/t12-,13+,14-,15+/m0/s1; Key:MSJJKJCIFIGTJY-LJISPDSOSA-N;

Junenol is a sesquiterpene alcohol that has garnered interest in the field of natural product chemistry and essential oil research. This compound, along with its isomers like 10-epi-junenol, has been identified in various plant species and is known for its potential biological activities.^[1]^[2]

Junenol and its derivatives have been subjects of synthetic studies, with researchers developing efficient routes for their preparation from natural precursors.^[1] The presence of junenol and related compounds in essential oils contributes to the chemical variability observed in plant species, influencing their aromatic profiles and potential applications.^[3]^[4] As a sesquiterpene, junenol plays a role in the complex mixture of volatile organic compounds found in essential oils, which are known for their diverse biological activities.^[3]

References

^ ^a ^b Cardona L, García B, Giménez JE, Pedro JR (January 1992). "A shorter route to the synthesis of (+)-junenol isojunenol, and their coumarate esters from (−)-santonin". Tetrahedron. 48 (5): 851–860. doi:10.1016/S0040-4020(01)88189-8.
^ Gou JB, Li ZQ, Li CF, Chen FF, Lv SY, Zhang YS (September 2016). "Molecular cloning and functional analysis of a 10-epi-junenol synthase from Inula hupehensis". Plant Physiology and Biochemistry. 106: 288–294. Bibcode:2016PlPB..106..288G. doi:10.1016/j.plaphy.2016.05.023. PMID 27231873.
^ ^a ^b Romero D, Cartuche L, Valarezo E, Cumbicus N, Morocho V (March 2023). "Chemical Profiling, Anticholinesterase, Antioxidant, and Antibacterial Potential of the Essential Oil from Myrcianthes discolor (Kunth) McVaugh, an Aromatic Tree from Southern Ecuador". Antibiotics. 12 (4): 677. doi:10.3390/antibiotics12040677. PMC 10135086. PMID 37107039.
^ Costa JS, Freitas JJ, Setzer WN, da Silva JK, Maia JG, Figueiredo PL (December 2022). "Variability in the Chemical Composition of Myrcia sylvatica (G. Mey) DC. Essential Oils Growing in the Brazilian Amazon". Molecules. 27 (24): 8975. doi:10.3390/molecules27248975. PMC 9783174. PMID 36558108.

[Cardona_1992-1] Cardona L, García B, Giménez JE, Pedro JR (January 1992). "A shorter route to the synthesis of (+)-junenol isojunenol, and their coumarate esters from (−)-santonin". Tetrahedron. 48 (5): 851–860. doi:10.1016/S0040-4020(01)88189-8.

[Gou_2016-2] Gou JB, Li ZQ, Li CF, Chen FF, Lv SY, Zhang YS (September 2016). "Molecular cloning and functional analysis of a 10-epi-junenol synthase from Inula hupehensis". Plant Physiology and Biochemistry. 106: 288–294. Bibcode:2016PlPB..106..288G. doi:10.1016/j.plaphy.2016.05.023. PMID 27231873.

[Romero_2023-3] Romero D, Cartuche L, Valarezo E, Cumbicus N, Morocho V (March 2023). "Chemical Profiling, Anticholinesterase, Antioxidant, and Antibacterial Potential of the Essential Oil from Myrcianthes discolor (Kunth) McVaugh, an Aromatic Tree from Southern Ecuador". Antibiotics. 12 (4): 677. doi:10.3390/antibiotics12040677. PMC 10135086. PMID 37107039.

[Costa_2022-4] Costa JS, Freitas JJ, Setzer WN, da Silva JK, Maia JG, Figueiredo PL (December 2022). "Variability in the Chemical Composition of Myrcia sylvatica (G. Mey) DC. Essential Oils Growing in the Brazilian Amazon". Molecules. 27 (24): 8975. doi:10.3390/molecules27248975. PMC 9783174. PMID 36558108.

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