1.0 2010-04-08 22:06:38 UTC 2019-11-26 03:00:30 UTC FDB005323 5-Hydroxy-4-methoxybisabola-2,10-dien-9-one 5-hydroxy-4-methoxybisabola-2,10-dien-9-one is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. 5-hydroxy-4-methoxybisabola-2,10-dien-9-one is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 5-hydroxy-4-methoxybisabola-2,10-dien-9-one can be found in turmeric, which makes 5-hydroxy-4-methoxybisabola-2,10-dien-9-one a potential biomarker for the consumption of this food product. C16H26O3 266.3758 266.188194698 (6S)-6-[(1R,4S,5S)-5-hydroxy-4-methoxy-4-methylcyclohex-2-en-1-yl]-2-methylhept-2-en-4-one (6S)-6-[(1R,4S,5S)-5-hydroxy-4-methoxy-4-methylcyclohex-2-en-1-yl]-2-methylhept-2-en-4-one [H][C@@]1(C[C@H](O)[C@@](C)(OC)C=C1)[C@@H](C)CC(=O)C=C(C)C InChI=1S/C16H26O3/c1-11(2)8-14(17)9-12(3)13-6-7-16(4,19-5)15(18)10-13/h6-8,12-13,15,18H,9-10H2,1-5H3/t12-,13+,15-,16-/m0/s1 XQXANAYBQDKOBU-XRGAULLZSA-N belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Sesquiterpenoids Organic compounds Lipids and lipid-like molecules Prenol lipids Sesquiterpenoids Aliphatic homomonocyclic compounds Acryloyl compounds Dialkyl ethers Enones Hydrocarbon derivatives Ketones Organic oxides Secondary alcohols Acryloyl-group Alcohol Aliphatic homomonocyclic compound Alpha,beta-unsaturated ketone Bisabolane sesquiterpenoid Carbonyl group Dialkyl ether Enone Ether Hydrocarbon derivative Ketone Organic oxide Organic oxygen compound Organooxygen compound Secondary alcohol Sesquiterpenoid logp 2.32 ALOGPS logs -3.01 ALOGPS solubility 2.58e-01 g/l ALOGPS logp 2.78 ChemAxon pka_strongest_acidic 13.93 ChemAxon pka_strongest_basic -3.3 ChemAxon iupac (6S)-6-[(1R,4S,5S)-5-hydroxy-4-methoxy-4-methylcyclohex-2-en-1-yl]-2-methylhept-2-en-4-one ChemAxon average_mass 266.3758 ChemAxon mono_mass 266.188194698 ChemAxon smiles [H][C@@]1(C[C@H](O)[C@@](C)(OC)C=C1)[C@@H](C)CC(=O)C=C(C)C ChemAxon formula C16H26O3 ChemAxon inchi InChI=1S/C16H26O3/c1-11(2)8-14(17)9-12(3)13-6-7-16(4,19-5)15(18)10-13/h6-8,12-13,15,18H,9-10H2,1-5H3/t12-,13+,15-,16-/m0/s1 ChemAxon inchikey XQXANAYBQDKOBU-XRGAULLZSA-N ChemAxon polar_surface_area 46.53 ChemAxon refractivity 79.11 ChemAxon polarizability 31 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 62514 Specdb::MsMs 62515 Specdb::MsMs 62516 Specdb::MsMs 119256 Specdb::MsMs 119257 Specdb::MsMs 119258 Specdb::MsMs 3601673 Specdb::MsMs 3601674 Specdb::MsMs 3601675 Specdb::MsMs 3602600 Specdb::MsMs 3602601 Specdb::MsMs 3602602 Turmeric Type 1 specific Curcuma longa 136217