Stemarene is a diterpene hydrocarbon can be produced biosynthetically through enzyme extracts from rice.[1]

Stemarene
Names
IUPAC name
13-Methyl-9,12β-ethano-9β-podocarp-13-ene
Systematic IUPAC name
(4aS,6aS,9R,11aR,11bS)-4,4,8,11b-Tetramethyl-1,2,3,4,4a,5,6,6a,9,10,11,11b-dodecahydro-9,11a-methanocyclohepta[a]naphthalene
Other names
(+)-Stemar-13-ene
Identifiers
3D model (JSmol)
5334696
ChEBI
ChemSpider
KEGG
  • InChI=1S/C20H32/c1-14-12-16-6-7-17-18(2,3)9-5-10-19(17,4)20(16)11-8-15(14)13-20/h12,15-17H,5-11,13H2,1-4H3/t15-,16+,17+,19+,20-/m1/s1
    Key: MCRAOCBPZAIHJQ-QBYKVAOYSA-N
  • InChI=1/C20H32/c1-14-12-16-6-7-17-18(2,3)9-5-10-19(17,4)20(16)11-8-15(14)13-20/h12,15-17H,5-11,13H2,1-4H3/t15-,16+,17+,19+,20-/m1/s1
    Key: MCRAOCBPZAIHJQ-QBYKVAOYBI
  • CC1=CC2CCC3C(CCCC3(C24CCC1C4)C)(C)C
Properties
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).

References

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  1. ^ Mohan, Ram S.; Yee, Nathan K.N.; Coates, Robert M.; Ren, Yue-Ying; Stamenkovic, Predrag; Mendez, Irena; West, Charles A. (1996). "Biosynthesis of Cyclic Diterpene Hydrocarbons in Rice Cell Suspensions: Conversion of 9,10-syn-Labda-8(17),13-dienyl Diphosphate to 9β-Pimara-7,15-diene and Stemar-13-ene". Archives of Biochemistry and Biophysics. 330 (1): 33–47. doi:10.1006/abbi.1996.0223. PMID 8651702.