1.0 2010-04-08 22:06:38 UTC 2025-11-18 22:58:54 UTC FDB005324 5-Hydroxyprocurcumenol 5-hydroxyprocurcumenol is a member of the class of compounds known as guaianes. Guaianes are sesquiterpenoids with a structure based on the guaiane skeleton. Guaiane is a bicyclic compound consisting of a decahydroazulene moiety, substituted with two methyl groups and a 1-methylethyl group at the 1-, 4-, and 7-position, respectively. 5-hydroxyprocurcumenol is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). 5-hydroxyprocurcumenol can be found in turmeric, which makes 5-hydroxyprocurcumenol a potential biomarker for the consumption of this food product. C15H22O3 250.3334 250.15689457 (3S,3aR,8aS)-3,3a-dihydroxy-3,8-dimethyl-5-(propan-2-ylidene)-1,2,3,3a,4,5,6,8a-octahydroazulen-6-one (1S,3aS,8aR)-1,8a-dihydroxy-1,4-dimethyl-7-(propan-2-ylidene)-2,3,3a,8-tetrahydroazulen-6-one [H][C@@]12CC[C@](C)(O)[C@@]1(O)CC(=C(C)C)C(=O)C=C2C InChI=1S/C15H22O3/c1-9(2)11-8-15(18)12(5-6-14(15,4)17)10(3)7-13(11)16/h7,12,17-18H,5-6,8H2,1-4H3/t12-,14-,15+/m0/s1 MBUWIGIPGMJVMN-AEGPPILISA-N belongs to the class of organic compounds known as guaianes. These are sesquiterpenoids with a structure based on the guaiane skeleton. Guaiane is a bicyclic compound consisting of a decahydroazulene moiety, substituted with two methyl groups and a 1-methylethyl group at the 1-, 4-, and 7-position, respectively. Guaianes Organic compounds Lipids and lipid-like molecules Prenol lipids Sesquiterpenoids Aliphatic homopolycyclic compounds 1,2-diols Cyclic alcohols and derivatives Cyclic ketones Hydrocarbon derivatives Organic oxides Tertiary alcohols 1,2-diol Alcohol Aliphatic homopolycyclic compound Carbonyl group Cyclic alcohol Cyclic ketone Guaiane sesquiterpenoid Hydrocarbon derivative Ketone Organic oxide Organic oxygen compound Organooxygen compound Tertiary alcohol logp 1.18 ALOGPS logs -2.34 ALOGPS solubility 1.16e+00 g/l ALOGPS logp 1.78 ChemAxon pka_strongest_acidic 13.22 ChemAxon pka_strongest_basic -3.3 ChemAxon iupac (3S,3aR,8aS)-3,3a-dihydroxy-3,8-dimethyl-5-(propan-2-ylidene)-1,2,3,3a,4,5,6,8a-octahydroazulen-6-one ChemAxon average_mass 250.3334 ChemAxon mono_mass 250.15689457 ChemAxon smiles [H][C@@]12CC[C@](C)(O)[C@@]1(O)CC(=C(C)C)C(=O)C=C2C ChemAxon formula C15H22O3 ChemAxon inchi InChI=1S/C15H22O3/c1-9(2)11-8-15(18)12(5-6-14(15,4)17)10(3)7-13(11)16/h7,12,17-18H,5-6,8H2,1-4H3/t12-,14-,15+/m0/s1 ChemAxon inchikey MBUWIGIPGMJVMN-AEGPPILISA-N ChemAxon polar_surface_area 57.53 ChemAxon refractivity 72.06 ChemAxon polarizability 27.73 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 3 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 73038 Specdb::MsMs 73039 Specdb::MsMs 73040 Specdb::MsMs 132117 Specdb::MsMs 132118 Specdb::MsMs 132119 Specdb::MsMs 3601676 Specdb::MsMs 3601677 Specdb::MsMs 3601678 Specdb::MsMs 3601679 Specdb::MsMs 3601680 Specdb::MsMs 3601681 Turmeric Type 1 specific Curcuma longa 136217