1.02010-04-08 22:11:34 UTC2020-09-17 15:33:02 UTCFDB014957beta-BisabololBeta-bisabolol, also known as B-bisabolol, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. These are terpenes that contain 15 carbon atoms and are comprised of three isoprene units. The biosynthesis of sesquiterpenes is known to occur mainly through the mevalonic acid pathway (MVA), in the cytosol (PMID: 7640522). However, recent studies have found evidence of pathway crosstalk with the methyl-erythritol-phosphate (MEP) pathway in the cytosol. Farnesyl diphosphate (FPP) is a key intermediate in the biosynthesis of cyclic sesquiterpenes. FPP undergoes several cyclization reactions to yield a diverse number of cyclic arrangements. There are two known Bisabolol isomers including Alpha and Beta-bisabolol, which differ in the position of the tertiary alcohol functional group. Beta-bisabolol is a neutral, hydrophobic molecule that is insoluble in water. Beta-bisabolol has a sweet, citrus, floral aroma and a lemon or grapefruit like taste. Industrially, it is used in various fragrances. It has also been used for hundreds of years in cosmetics because of its perceived skin healing properties. Beta-bisabolol is found in a number of plant foods, essential oils and spices including ginger, lemon, black pepper, lavender, and curcumin. Bisabolol has been shown to sensitize pathogenic bacteria to the effects of conventional antibiotics by enhancing the permeability of the bacterial membrane (PMID: 14506058).β-bisabolol1-[(1S)-1,5-Dimethyl-4-hexen-1-yl]-4-methyl-(1S)-3-cyclohexen-1-ol3-Cyclohexen-1-ol, 1-(1,5-dimethyl-4-hexenyl)-4-methyl- (8CI)3-Cyclohexen-1-ol, 1-[(1S)-1,5-dimethyl-4-hexen-1-yl]-4-methyl-, (1S)-b-Bisabololbeta -Bisabololbeta-BisabololC15H26O222.3663222.198365454(1S)-4-methyl-1-[(2S)-6-methylhept-5-en-2-yl]cyclohex-3-en-1-ol(1S)-4-methyl-1-[(2S)-6-methylhept-5-en-2-yl]cyclohex-3-en-1-ol15352-77-9C[C@@H](CCC=C(C)C)[C@]1(O)CCC(C)=CC1InChI=1S/C15H26O/c1-12(2)6-5-7-14(4)15(16)10-8-13(3)9-11-15/h6,8,14,16H,5,7,9-11H2,1-4H3/t14-,15+/m0/s1WTVHAMTYZJGJLJ-LSDHHAIUSA-N belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.SesquiterpenoidsOrganic compoundsLipids and lipid-like moleculesPrenol lipidsSesquiterpenoidsAliphatic homomonocyclic compoundsHydrocarbon derivativesTertiary alcoholsAlcoholAliphatic homomonocyclic compoundBisabolane sesquiterpenoidHydrocarbon derivativeOrganic oxygen compoundOrganooxygen compoundSesquiterpenoidTertiary alcohollogp4.77logs-3.46solubility7.68e-02 g/llogp3.99pka_strongest_basic-0.49iupac(1S)-4-methyl-1-[(2S)-6-methylhept-5-en-2-yl]cyclohex-3-en-1-olaverage_mass222.3663mono_mass222.198365454smilesC[C@@H](CCC=C(C)C)[C@]1(O)CCC(C)=CC1formulaC15H26OinchiInChI=1S/C15H26O/c1-12(2)6-5-7-14(4)15(16)10-8-13(3)9-11-15/h6,8,14,16H,5,7,9-11H2,1-4H3/t14-,15+/m0/s1inchikeyWTVHAMTYZJGJLJ-LSDHHAIUSA-Npolar_surface_area20.23refractivity72.11polarizability27.96rotatable_bond_count4acceptor_count1donor_count1physiological_charge0formal_charge0Specdb::CMs16712Specdb::CMs44730Specdb::CMs136481Specdb::CMs144215Specdb::MsMs61176Specdb::MsMs61177Specdb::MsMs61178Specdb::MsMs117660Specdb::MsMs117661Specdb::MsMs117662Specdb::MsMs2325423Specdb::MsMs2325424Specdb::MsMs2325425Specdb::MsMs2610194Specdb::MsMs2610195Specdb::MsMs2610196HMDB36111#<Reference:0x00005556761cfc38>Fats and oilsUnknowngenericGingerType 1specificZingiber officinale9432815.015.015.0mg/100 gPepper (Spice)Type 1specificPiper nigrum13216citrusfloralfreshherbherballemonsweettangy