1.0 2011-09-21 00:26:24 UTC 2018-05-28 18:36:14 UTC FDB023213 alpha-Pinene-oxide Alpha-pinene oxide is cheap monoterpene, which is important compound for the fragnance industry. Biocatalytic method is used to convert monoterpenes into terpenoids. The biotransformation of alpha-pinene oxide using resting cells of Pseudomonas fluorescens NCIMB 11671 produces isonovalal (cis-2-methyl-5-isopropylhexa-2,5-dienal), which is a fragrance. However, this biotransformation has technical problems including the following: alpha-pinene oxide undergoes autoxidation in water and light; it is hydrophobic and relatively toxic to the biocatalyst; and it suffers from product inhibition. the influence of other terpene byproducts on the flux of alpha-pinene oxide was investigated and found to decrease the flux into the organic phase by up to 10%. (PMID: 16321051) [HMDB] 2-Pinene oxide 2,3-Epoxy-pinane 2,3-Epoxypinane 2,7,7-Trimethyl-3-oxatricyclo[4.1.1.0(2,4)]octane a-Pinene epoxide a-Pinene-oxide alpha-Pinene 2,3-oxide alpha-Pinene epoxide alpha-Pinene oxide alpha-Pinene-oxide Pinene oxide α-pinene epoxide α-pinene-oxide C10H16O 152.2334 152.120115134 2,7,7-trimethyl-3-oxatricyclo[4.1.1.0²,⁴]octane α-pinene oxide 1686-14-2 CC12OC1CC1CC2C1(C)C InChI=1S/C10H16O/c1-9(2)6-4-7(9)10(3)8(5-6)11-10/h6-8H,4-5H2,1-3H3 NQFUSWIGRKFAHK-UHFFFAOYSA-N belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other. Bicyclic monoterpenoids Organic compounds Lipids and lipid-like molecules Prenol lipids Monoterpenoids Aliphatic heteropolycyclic compounds Dialkyl ethers Epoxides Hydrocarbon derivatives Oxacyclic compounds Oxepanes Aliphatic heteropolycyclic compound Dialkyl ether Ether Hydrocarbon derivative Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxepane Oxirane Pinane monoterpenoid a small molecule epoxide pinane monoterpenoid Solid logp 2.77 ALOGPS logs -3.25 ALOGPS solubility 8.55e-02 g/l ALOGPS logp 1.98 ChemAxon pka_strongest_basic -4.2 ChemAxon iupac 2,7,7-trimethyl-3-oxatricyclo[4.1.1.0²,⁴]octane ChemAxon average_mass 152.2334 ChemAxon mono_mass 152.120115134 ChemAxon smiles CC12OC1CC1CC2C1(C)C ChemAxon formula C10H16O ChemAxon inchi InChI=1S/C10H16O/c1-9(2)6-4-7(9)10(3)8(5-6)11-10/h6-8H,4-5H2,1-3H3 ChemAxon inchikey NQFUSWIGRKFAHK-UHFFFAOYSA-N ChemAxon polar_surface_area 12.53 ChemAxon refractivity 43.41 ChemAxon polarizability 17.88 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 1 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 16494 Specdb::CMs 28421 Specdb::CMs 99822 Specdb::CMs 151552 Specdb::MsMs 302443 Specdb::MsMs 302444 Specdb::MsMs 302445 Specdb::MsMs 345175 Specdb::MsMs 345176 Specdb::MsMs 345177 Specdb::MsMs 2688959 Specdb::MsMs 2688960 Specdb::MsMs 2688961 Specdb::MsMs 2993537 Specdb::MsMs 2993538 Specdb::MsMs 2993539 HMDB03667 29060 #<Reference:0x00005612735c5f68> #<Reference:0x00005612735c5db0> Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823