1.0 2010-04-08 22:05:00 UTC 2025-11-18 22:31:53 UTC FDB001528 Geranylgeraniol Geranylgeraniol, 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)-geranylgeraniol 2,6,10,14-hexadecatetraen-1-ol, 3,7,11,15-tetramethyl- All-trans-geranylgeraniol Gernaylgeraniol Tetraprenol Trans-geranylgeraniol Trans,trans,trans-geranylgeraniol C20H34O 290.4834 290.26096571 (2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-ol geranylgeraniol 24034-73-9 [H]\C(CO)=C(\C)CC\C([H])=C(/C)CC\C([H])=C(/C)CCC=C(C)C InChI=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 diterpenoids Organic compounds Lipids and lipid-like molecules Prenol lipids Diterpenoids Aliphatic acyclic compounds Hydrocarbon derivatives Long-chain fatty alcohols Primary alcohols Acyclic diterpenoid Alcohol Aliphatic acyclic compound Fatty acyl Fatty alcohol Hydrocarbon derivative Long chain fatty alcohol Organic oxygen compound Organooxygen compound Primary alcohol Acyclic diterpenoids Acyclic diterpenoids Linear diterpenes geranylgeraniol logp 6.06 ALOGPS logs -4.73 ALOGPS solubility 5.43e-03 g/l ALOGPS logp 5.82 ChemAxon pka_strongest_acidic 16.33 ChemAxon pka_strongest_basic -2.2 ChemAxon iupac (2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-ol ChemAxon average_mass 290.4834 ChemAxon mono_mass 290.26096571 ChemAxon smiles [H]\C(CO)=C(\C)CC\C([H])=C(/C)CC\C([H])=C(/C)CCC=C(C)C ChemAxon formula C20H34O ChemAxon inchi InChI=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+ ChemAxon inchikey OJISWRZIEWCUBN-QIRCYJPOSA-N ChemAxon polar_surface_area 20.23 ChemAxon refractivity 98.79 ChemAxon polarizability 38.18 ChemAxon rotatable_bond_count 10 ChemAxon acceptor_count 1 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::EiMs 1823 Specdb::CMs 80382 Specdb::MsMs 43308 Specdb::MsMs 43309 Specdb::MsMs 43310 Specdb::MsMs 152379 Specdb::MsMs 152380 Specdb::MsMs 152381 46762 Flaxseed Type 1 specific Linum usitatissimum 4006 Anti adenomic 86 A substance that inhibits or prevents the proliferation of neoplasms. Anti carcinomic 162 A substance that inhibits or prevents the proliferation of neoplasms. Anti leukemic 393 A substance that inhibits or prevents the proliferation of neoplasms. Anti proliferant 547 Anti-cancer 159 A substance that inhibits or prevents the proliferation of neoplasms. Apoptotic 704 Cancer preventive 754 A substance that inhibits or prevents the proliferation of neoplasms. Pesticide 1210 Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests. Protisticide 1266 Schistosomicide 1303