Stemodene

Stemodene

Names
IUPAC name (14S)-9,15:14,20-Dicyclo-8α-labd-13(16)-ene
Systematic IUPAC name (4aS,6aS,8S,11aR,11bS)-4,4,11b-Trimethyl-9-methylidenetetradecahydro-8,11a-methanocyclohepta[a]naphthalene
Identifiers
CAS Number	929635-55-2 checkY UNII_Ref =  checkY
3D model (JSmol)	Interactive image
Beilstein Reference	10812290
ChEBI	CHEBI:50068
ChemSpider	24785627
ECHA InfoCard
E number
KEGG	C18224
PubChem CID	24798689
UNII	B473VDT3WP
CompTox Dashboard (EPA)	{{#property:P3117}}
InChI InChI=1S/C20H32/c1-14-8-11-20-13-15(14)12-16(20)6-7-17-18(2,3)9-5-10-19(17,20)4/h15-17H,1,5-13H2,2-4H3/t15-,16-,17-,19-,20+/m0/s1 Key: GNNRCBBKCVNPSC-VDWQKOAOSA-N
SMILES [H][C@@]12CC[C@@]3([H])C(C)(C)CCC[C@]3(C)[C@]1(CCC4=C)C[C@@H]4C2
Properties
Chemical formula	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

Stemodene is a labdane-related diterpene whose corresponding class I terpene synthase has been discovered in rice and subsequently cloned and functionally characterized. The gene responsible for stemodene production has not been found in the completed rice genome, thus suggesting that perhaps other genes are as yet undiscovered in the "completed" genome. Stemarene synthase demonstrates high sequence homology with stemodene synthase, thus accounting for the latter's discovery by Dana Morrone in 2005. Additionally, the corresponding olefin produced by each cyclase shows structural similarities and is derived from the common precursor of syn-copalyl diphosphate.