1.02010-04-08 22:05:00 UTC2019-11-26 02:56:34 UTCFDB001528GeranylgeraniolGeranylgeraniol, also known as tetraprenol or (2e,6e,10e)-geranylgeraniol, is a member of the class of compounds known as acyclic diterpenoids. Acyclic diterpenoids are diterpenoids (compounds made of four consecutive isoprene units) that do not contain a cycle. Thus, geranylgeraniol is considered to be an isoprenoid lipid molecule. Geranylgeraniol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Geranylgeraniol can be found in flaxseed, which makes geranylgeraniol a potential biomarker for the consumption of this food product. Geranylgeraniol is a diterpene alcohol which plays a role in several important biological processes. It is an intermediate in the biosynthesis of other diterpenes and of vitamins E and K. It also used in the post-translational modification known as geranylgeranylation. Geranylgeraniol is a pheromone for bumblebees and a variety of other insects .(e,e,e)-geranylgeraniol2,6,10,14-hexadecatetraen-1-ol, 3,7,11,15-tetramethyl-All-trans-geranylgeraniolGernaylgeraniolTetraprenolTrans-geranylgeraniolTrans,trans,trans-geranylgeraniolC20H34O290.4834290.26096571(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-olgeranylgeraniol24034-73-9[H]\C(CO)=C(\C)CC\C([H])=C(/C)CC\C([H])=C(/C)CCC=C(C)CInChI=1S/C20H34O/c1-17(2)9-6-10-18(3)11-7-12-19(4)13-8-14-20(5)15-16-21/h9,11,13,15,21H,6-8,10,12,14,16H2,1-5H3/b18-11+,19-13+,20-15+OJISWRZIEWCUBN-QIRCYJPOSA-N belongs to the class of organic compounds known as acyclic diterpenoids. These are diterpenoids (compounds made of four consecutive isoprene units) that do not contain a cycle.Acyclic diterpenoidsOrganic compoundsLipids and lipid-like moleculesPrenol lipidsDiterpenoidsAliphatic acyclic compoundsHydrocarbon derivativesLong-chain fatty alcoholsPrimary alcoholsAcyclic diterpenoidAlcoholAliphatic acyclic compoundFatty acylFatty alcoholHydrocarbon derivativeLong chain fatty alcoholOrganic oxygen compoundOrganooxygen compoundPrimary alcoholAcyclic diterpenoidsAcyclic diterpenoidsLinear diterpenesgeranylgeraniollogp6.06logs-4.73solubility5.43e-03 g/llogp5.82pka_strongest_acidic16.33pka_strongest_basic-2.2iupac(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-olaverage_mass290.4834mono_mass290.26096571smiles[H]\C(CO)=C(\C)CC\C([H])=C(/C)CC\C([H])=C(/C)CCC=C(C)CformulaC20H34OinchiInChI=1S/C20H34O/c1-17(2)9-6-10-18(3)11-7-12-19(4)13-8-14-20(5)15-16-21/h9,11,13,15,21H,6-8,10,12,14,16H2,1-5H3/b18-11+,19-13+,20-15+inchikeyOJISWRZIEWCUBN-QIRCYJPOSA-Npolar_surface_area20.23refractivity98.79polarizability38.18rotatable_bond_count10acceptor_count1donor_count1physiological_charge0formal_charge0Specdb::EiMs1823Specdb::CMs80382Specdb::MsMs43308Specdb::MsMs43309Specdb::MsMs43310Specdb::MsMs152379Specdb::MsMs152380Specdb::MsMs15238146762FlaxseedType 1specificLinum usitatissimum4006anti adenomic86A substance that inhibits or prevents the proliferation of neoplasms.anti cancer159A substance that inhibits or prevents the proliferation of neoplasms.anti carcinomic162A substance that inhibits or prevents the proliferation of neoplasms.anti leukemic393A substance that inhibits or prevents the proliferation of neoplasms.anti proliferant547apoptotic704cancer preventive754A substance that inhibits or prevents the proliferation of neoplasms.pesticide1210Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.protisticide1266schistosomicide1303