1.0 2010-04-08 22:04:59 UTC 2025-11-18 22:31:28 UTC FDB001469 Stemar-13-ene Stemar-13-ene is a member of the class of compounds known as stemarane diterpenoids. Stemarane diterpenoids are diterpenoids with a structure characterized by a stemarane skeleton. Some characteristics include the bicyclic system C/D that is constituted by a bicyclo[3.2.1]octane fused to the bicyclic A/B system in a different fashion with respect to other tetracyclic diterpenes possessing the bicyclo[3.2.1]octane system. Moreover, the two contiguous quaternary carbon atoms, C(9) and C(10), are present, the former being a spirocyclic atom. Oxygenation can happen at positions C(2), C(7), C(13), C(17), C(18), and C(19). Thus, stemar-13-ene is considered to be an isoprenoid lipid molecule. Stemar-13-ene can be found in rice, which makes stemar-13-ene a potential biomarker for the consumption of this food product. C20H32 272.4681 272.250401024 (1R,2S,7S,10S,13R)-2,6,6,12-tetramethyltetracyclo[11.2.1.0¹,¹⁰.0²,⁷]hexadec-11-ene stemar-13-ene 138883-56-4 CC1=C[C@@H]2CC[C@H]3C(C)(C)CCC[C@]3(C)[C@@]22CC[C@@H]1C2 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 MCRAOCBPZAIHJQ-QBYKVAOYSA-N belongs to the class of organic compounds known as stemarane diterpenoids. These are diterpenoids with a structure characterized by a stemarane skeleton. Some characteristics include the bicyclic system C/D that is constituted by a bicyclo[3.2.1]octane fused to the bicyclic A/B system in a different fashion with respect to other tetracyclic diterpenes possessing the bicyclo[3.2.1]octane system. Moreover, the two contiguous quaternary carbon atoms, C(9) and C(10), are present, the former being a spirocyclic atom. Oxygenation can happen at positions C(2), C(7), C(13), C(17), C(18), and C(19). Stemarane diterpenoids Organic compounds Lipids and lipid-like molecules Prenol lipids Diterpenoids Aliphatic homopolycyclic compounds Branched unsaturated hydrocarbons Cyclic olefins Polycyclic hydrocarbons Unsaturated aliphatic hydrocarbons Aliphatic homopolycyclic compound Branched unsaturated hydrocarbon Cyclic olefin Hydrocarbon Olefin Polycyclic hydrocarbon Stemarane diterpenoid Unsaturated aliphatic hydrocarbon Unsaturated hydrocarbon Labdane and halimane diterpenoids diterpene logp 6.02 ALOGPS logs -6.46 ALOGPS solubility 9.46e-05 g/l ALOGPS logp 5.56 ChemAxon iupac (1R,2S,7S,10S,13R)-2,6,6,12-tetramethyltetracyclo[11.2.1.0¹,¹⁰.0²,⁷]hexadec-11-ene ChemAxon average_mass 272.4681 ChemAxon mono_mass 272.250401024 ChemAxon smiles CC1=C[C@@H]2CC[C@H]3C(C)(C)CCC[C@]3(C)[C@@]22CC[C@@H]1C2 ChemAxon formula C20H32 ChemAxon inchi 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 ChemAxon inchikey MCRAOCBPZAIHJQ-QBYKVAOYSA-N ChemAxon polar_surface_area 0 ChemAxon refractivity 86.72 ChemAxon polarizability 34.47 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 0 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 92646 Specdb::MsMs 92647 Specdb::MsMs 92648 Specdb::MsMs 156309 Specdb::MsMs 156310 Specdb::MsMs 156311 Specdb::MsMs 3597478 Specdb::MsMs 3597479 Specdb::MsMs 3597480 Specdb::MsMs 3597481 Specdb::MsMs 3597482 Specdb::MsMs 3597483 50069 Rice Type 1 specific Oryza sativa 4530