1.0 2012-01-20 01:16:40 UTC 2025-11-19 03:00:04 UTC FDB029985 Paeoniflorin A polyphenol metabolite detected in biological fluids [PhenolExplorer] C23H28O11 480.4618 480.163161738 [(1R,2S,3R,5R,6R,8S)-6-hydroxy-8-methyl-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-9,10-dioxatetracyclo[4.3.1.0²,⁵.0³,⁸]decan-2-yl]methyl benzoate paeoniflorin 23180-57-6 [H][C@@]12C[C@@]3(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)[C@]1(COC(=O)C1=CC=CC=C1)[C@@]1([H])O[C@]2(O)C[C@]3(C)O1 InChI=1S/C23H28O11/c1-20-9-22(29)13-7-23(20,32-18-16(27)15(26)14(25)12(8-24)31-18)21(13,19(33-20)34-22)10-30-17(28)11-5-3-2-4-6-11/h2-6,12-16,18-19,24-27,29H,7-10H2,1H3/t12-,13-,14-,15+,16-,18+,19-,20+,21+,22-,23+/m1/s1 YKRGDOXKVOZESV-WRJNSLSBSA-N belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone. Terpene glycosides Organic compounds Lipids and lipid-like molecules Prenol lipids Terpene glycosides Aromatic heteropolycyclic compounds 1,3-dioxanes Acetals Aromatic monoterpenoids Benzoic acid esters Benzoyl derivatives Bicyclic monoterpenoids Carboxylic acid esters Cyclic alcohols and derivatives Furofurans Hemiacetals Hexoses Hydrocarbon derivatives Monocarboxylic acids and derivatives O-glycosyl compounds Organic oxides Oxacyclic compounds Oxanes Oxepanes Polyols Primary alcohols Secondary alcohols Tetrahydrofurans Acetal Alcohol Aromatic heteropolycyclic compound Aromatic monoterpenoid Benzenoid Benzoate ester Benzoic acid or derivatives Benzoyl Carboxylic acid derivative Carboxylic acid ester Cyclic alcohol Furofuran Glycosyl compound Hemiacetal Hexose monosaccharide Hydrocarbon derivative Meta-dioxane Monocarboxylic acid or derivatives Monocyclic benzene moiety Monosaccharide Monoterpenoid Nopinane monoterpenoid O-glycosyl compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Oxepane Pinane monoterpenoid Polyol Primary alcohol Secondary alcohol Terpene glycoside Tetrahydrofuran terpene glycoside logp -0.74 ALOGPS logs -1.96 ALOGPS solubility 5.32e+00 g/l ALOGPS logp -0.39 ChemAxon pka_strongest_acidic 11.54 ChemAxon pka_strongest_basic -3 ChemAxon iupac [(1R,2S,3R,5R,6R,8S)-6-hydroxy-8-methyl-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-9,10-dioxatetracyclo[4.3.1.0²,⁵.0³,⁸]decan-2-yl]methyl benzoate ChemAxon average_mass 480.4618 ChemAxon mono_mass 480.163161738 ChemAxon smiles [H][C@@]12C[C@@]3(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)[C@]1(COC(=O)C1=CC=CC=C1)[C@@]1([H])O[C@]2(O)C[C@]3(C)O1 ChemAxon formula C23H28O11 ChemAxon inchi InChI=1S/C23H28O11/c1-20-9-22(29)13-7-23(20,32-18-16(27)15(26)14(25)12(8-24)31-18)21(13,19(33-20)34-22)10-30-17(28)11-5-3-2-4-6-11/h2-6,12-16,18-19,24-27,29H,7-10H2,1H3/t12-,13-,14-,15+,16-,18+,19-,20+,21+,22-,23+/m1/s1 ChemAxon inchikey YKRGDOXKVOZESV-WRJNSLSBSA-N ChemAxon polar_surface_area 164.37 ChemAxon refractivity 109.3 ChemAxon polarizability 63.3 ChemAxon rotatable_bond_count 7 ChemAxon acceptor_count 10 ChemAxon donor_count 5 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 1322539 Specdb::MsMs 1322540 Specdb::MsMs 1322541 Specdb::MsMs 1436914 Specdb::MsMs 1436915 Specdb::MsMs 1436916