Juvabione

Juvabione
Names
	Preferred IUPAC name Methyl (4R)-4-[(2R)-6-methyl-4-oxoheptan-2-yl]cyclohex-1-ene-1-carboxylate
Identifiers
CAS Number	17904-27-7 ;
3D model (JSmol)	Interactive image; Interactive image;
ChemSpider	390830 ;
PubChem CID	442381;
CompTox Dashboard (EPA)	DTXSID30858798 ;
	InChI InChI=1S/C16H26O3/c1-11(2)9-15(17)10-12(3)13-5-7-14(8-6-13)16(18)19-4/h7,11-13H,5-6,8-10H2,1-4H3/t12-,13+/m1/s1 Key: IIWNDLDEVPJIBT-OLZOCXBDSA-N ; InChI=1/C16H26O3/c1-11(2)9-15(17)10-12(3)13-5-7-14(8-6-13)16(18)19-4/h7,11-13H,5-6,8-10H2,1-4H3/t12-,13+/m1/s1 Key: IIWNDLDEVPJIBT-OLZOCXBDBI;
	SMILES O=C(C[C@@H](C)[C@]1([H])CCC(C(OC)=O)=CC1)CC(C)C; C[C@H](CC(=O)CC(C)C)[C@@H]1CCC(=CC1)C(=O)OC;
Properties
Chemical formula	C16H26O3
Molar mass	266.381 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Juvabione, historically known as the paper factor, is the methyl ester of todomatuic acid. Both are sesquiterpenes (C₁₅) found in the wood of true firs of the genus Abies. They occur naturally as part of a mixture of sesquiterpenes based upon the bisabolane scaffold. Sesquiterpenes of this family are known as insect juvenile hormone analogues (IJHA) because of their ability to mimic juvenile activity in order to stifle insect reproduction and growth. These compounds play important roles in conifers as the second line of defense against insect induced trauma and fungal pathogens.