1.0 2010-04-08 22:06:10 UTC 2020-09-17 15:31:51 UTC FDB004281 (-)-Bornesitol D-Bornesitol or bornesitol is the methyl ether dervative of myo-Inositol. Myo-Inositol is a cyclitol and an inositol isoform. Inositol is a derivative of cyclohexane with six hydroxyl groups, making it a polyol. It is also known as a sugar alcohol, having exactly the same molecular formula as glucose or other hexoses. Inositol exists in nine possible stereoisomers, including scyllo-inositol, myo-inositol (the most abundant), muco-inositol, D-chiro-inositol, L-chiro-inositol, neo-inositol, allo-inositol, epi-inositol and cis-inositol. In humans, most inositol is synthesized in the kidneys, typically in amounts of a few grams per day. Levoinositol is found in dandelion and is widely distributed in higher plants predominantly as its monomethyl ether. Inositol is a cyclic polyalcohol that plays an important role as a second messenger in the cells, in the form of inositol phosphates. It is found in many foods, particularly in cereals with high bran content. It is an isomer of glucose that has traditionally been considered to be a B vitamin although it has an uncertain status as a vitamin and a deficiency syndrome has not been identified in humans. Inositol phospholipids are important in signal transduction. (1R,2R,3S,4S,5R,6S)-6-Methoxycyclohexane-1,2,3,4,5-pentol 1-O-Methyl-myo-inositol 1D-1-O-Methyl-myo-inositol Bornesitol D-(-)-Bornesitol D-1-O-Methyl-myo-inositol D-Bornesitol C7H14O6 194.1825 194.07903818 (1R,2R,3S,4S,5R,6S)-6-methoxycyclohexane-1,2,3,4,5-pentol (-)-bornesitol 484-71-9 CO[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)[C@H]1O InChI=1S/C7H14O6/c1-13-7-5(11)3(9)2(8)4(10)6(7)12/h2-12H,1H3/t2-,3-,4+,5-,6-,7-/m1/s1 DSCFFEYYQKSRSV-AGZHHQKVSA-N belongs to the class of organic compounds known as cyclohexanols. Cyclohexanols are compounds containing an alcohol group attached to a cyclohexane ring. Cyclohexanols Organic compounds Organic oxygen compounds Organooxygen compounds Alcohols and polyols Aliphatic homomonocyclic compounds Cyclitols and derivatives Dialkyl ethers Hydrocarbon derivatives Polyols Aliphatic homomonocyclic compound Cyclic alcohol Cyclitol or derivatives Cyclohexanol Dialkyl ether Ether Hydrocarbon derivative Polyol methyl myo-inositols logp -2.67 ALOGPS logs 0.45 ALOGPS solubility 5.44e+02 g/l ALOGPS logp -3.1 ChemAxon pka_strongest_acidic 12.36 ChemAxon pka_strongest_basic -3.6 ChemAxon iupac (1R,2R,3S,4S,5R,6S)-6-methoxycyclohexane-1,2,3,4,5-pentol ChemAxon average_mass 194.1825 ChemAxon mono_mass 194.07903818 ChemAxon smiles CO[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)[C@H]1O ChemAxon formula C7H14O6 ChemAxon inchi InChI=1S/C7H14O6/c1-13-7-5(11)3(9)2(8)4(10)6(7)12/h2-12H,1H3/t2-,3-,4+,5-,6-,7-/m1/s1 ChemAxon inchikey DSCFFEYYQKSRSV-AGZHHQKVSA-N ChemAxon polar_surface_area 110.38 ChemAxon refractivity 40.53 ChemAxon polarizability 18.18 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 6 ChemAxon donor_count 5 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsIr 4453 Specdb::MsIr 4454 Specdb::MsIr 4455 Specdb::MsMs 80712 Specdb::MsMs 80713 Specdb::MsMs 80714 Specdb::MsMs 141645 Specdb::MsMs 141646 Specdb::MsMs 141647 Specdb::MsMs 2774078 Specdb::MsMs 2774079 Specdb::MsMs 2774080 Specdb::MsMs 2904306 Specdb::MsMs 2904307 Specdb::MsMs 2904308 Specdb::CMs 18954 Specdb::CMs 42484 Specdb::CMs 169325 Specdb::NmrOneD 163869 Specdb::NmrOneD 163870 Specdb::NmrOneD 163871 Specdb::NmrOneD 163872 Specdb::NmrOneD 163873 Specdb::NmrOneD 163874 Specdb::NmrOneD 163875 Specdb::NmrOneD 163876 Specdb::NmrOneD 163877 Specdb::NmrOneD 163878 Specdb::NmrOneD 163879 Specdb::NmrOneD 163880 Specdb::NmrOneD 163881 Specdb::NmrOneD 163882 Specdb::NmrOneD 163883 Specdb::NmrOneD 163884 Specdb::NmrOneD 163885 Specdb::NmrOneD 163886 Specdb::NmrOneD 163887 Specdb::NmrOneD 163888 HMDB31437 18427 #<Reference:0x000055ce3231c260> Borage Type 1 specific Borago officinalis 13363 Soy bean Type 1 specific Glycine max 3847