1.0 2011-09-21 01:54:05 UTC 2015-07-21 06:59:41 UTC FDB029328 5-Hydroxytryptophol glucuronide 5-Hydroxytryptophol glucuronide (GTOL) is the major excretion form of 5-hydroxytryptophol (5-HTOL), a minor serotonin metabolite under normal conditions. Because the concentration of 5-HTOL is markedly increased following consumption of alcohol, measurement of 5-HTOL is used as a sensitive biomarker for detection of recent alcohol intake. PMID: 15664340 5-Hydroxytryptophol glucuronide provided higher diagnostic specificity and sensitivity than 5-hydroxytryptophol. PMID: 17112495 [HMDB] 5 hydroxytryptophol glucuronide C16H21NO7 339.3404 339.131802031 (2R,3R,4S,5S,6R)-2-{[3-(2-hydroxyethyl)-1H-indol-5-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol (2R,3R,4S,5S,6R)-2-{[3-(2-hydroxyethyl)-1H-indol-5-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol OCCC1=CNC2=C1C=C(O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C=C2 InChI=1S/C16H21NO7/c18-4-3-8-6-17-11-2-1-9(5-10(8)11)23-16-15(22)14(21)13(20)12(7-19)24-16/h1-2,5-6,12-22H,3-4,7H2/t12-,13-,14+,15-,16+/m1/s1 MYNVMBICAGQOMG-LJIZCISZSA-N belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. Phenolic glycosides Organic compounds Organic oxygen compounds Organooxygen compounds Carbohydrates and carbohydrate conjugates Aromatic heteropolycyclic compounds 3-alkylindoles Acetals Azacyclic compounds Benzenoids Heteroaromatic compounds Hexoses Hydrocarbon derivatives O-glycosyl compounds Organonitrogen compounds Organopnictogen compounds Oxacyclic compounds Oxanes Polyols Primary alcohols Secondary alcohols Substituted pyrroles 3-alkylindole Acetal Alcohol Aromatic heteropolycyclic compound Azacycle Benzenoid Heteroaromatic compound Hexose monosaccharide Hydrocarbon derivative Indole Indole or derivatives Monosaccharide O-glycosyl compound Organic nitrogen compound Organoheterocyclic compound Organonitrogen compound Organopnictogen compound Oxacycle Oxane Phenolic glycoside Polyol Primary alcohol Pyrrole Secondary alcohol Substituted pyrrole Solid logp -0.52 ALOGPS logs -1.92 ALOGPS solubility 4.05e+00 g/l ALOGPS logp -0.98 ChemAxon pka_strongest_acidic 12.2 ChemAxon pka_strongest_basic -2.4 ChemAxon iupac (2R,3R,4S,5S,6R)-2-{[3-(2-hydroxyethyl)-1H-indol-5-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol ChemAxon average_mass 339.3404 ChemAxon mono_mass 339.131802031 ChemAxon smiles OCCC1=CNC2=C1C=C(O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C=C2 ChemAxon formula C16H21NO7 ChemAxon inchi InChI=1S/C16H21NO7/c18-4-3-8-6-17-11-2-1-9(5-10(8)11)23-16-15(22)14(21)13(20)12(7-19)24-16/h1-2,5-6,12-22H,3-4,7H2/t12-,13-,14+,15-,16+/m1/s1 ChemAxon inchikey MYNVMBICAGQOMG-LJIZCISZSA-N ChemAxon polar_surface_area 135.4 ChemAxon refractivity 82.84 ChemAxon polarizability 34.06 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 7 ChemAxon donor_count 6 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 14978 Specdb::CMs 40082 Specdb::CMs 169225 Specdb::MsMs 299176 Specdb::MsMs 299177 Specdb::MsMs 299178 Specdb::MsMs 341113 Specdb::MsMs 341114 Specdb::MsMs 341115 Specdb::MsMs 2400372 Specdb::MsMs 2400373 Specdb::MsMs 2400374 Specdb::MsMs 2539241 Specdb::MsMs 2539242 Specdb::MsMs 2539243 Specdb::NmrOneD 99138 Specdb::NmrOneD 99139 Specdb::NmrOneD 99140 Specdb::NmrOneD 99141 Specdb::NmrOneD 99142 Specdb::NmrOneD 99143 Specdb::NmrOneD 99144 Specdb::NmrOneD 99145 Specdb::NmrOneD 99146 Specdb::NmrOneD 99147 Specdb::NmrOneD 99148 Specdb::NmrOneD 99149 Specdb::NmrOneD 99150 Specdb::NmrOneD 99151 Specdb::NmrOneD 99152 Specdb::NmrOneD 99153 Specdb::NmrOneD 99154 Specdb::NmrOneD 99155 Specdb::NmrOneD 99156 Specdb::NmrOneD 99157 HMDB13200 32649 #<Reference:0x000055ce31fee6d8> #<Reference:0x000055ce31fee520>