1.02010-04-08 22:11:12 UTC2019-11-26 03:09:49 UTCFDB014309MonotropeinConstituent of Liquidambar styraciflua (sweet gum) and Liquidambar orientalis (oriental sweet gum). Food flavouring agent. Stabiliser. Monotropein is found in bilberry.Monotropein (8CI)MonotropeineC16H22O11390.3393390.1162115467-hydroxy-7-(hydroxymethyl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,7H,7aH-cyclopenta[c]pyran-4-carboxylic acid7-hydroxy-7-(hydroxymethyl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,7aH-cyclopenta[c]pyran-4-carboxylic acid5945-50-6OCC1OC(OC2OC=C(C3C=CC(O)(CO)C23)C(O)=O)C(O)C(O)C1OInChI=1S/C16H22O11/c17-3-8-10(19)11(20)12(21)15(26-8)27-14-9-6(1-2-16(9,24)5-18)7(4-25-14)13(22)23/h1-2,4,6,8-12,14-15,17-21,24H,3,5H2,(H,22,23)HPWWQPXTUDMRBI-UHFFFAOYSA-N belongs to the class of organic compounds known as iridoid o-glycosides. These are iridoid monoterpenes containing a glycosyl (usually a pyranosyl) moiety linked to the iridoid skeleton.Iridoid O-glycosidesOrganic compoundsLipids and lipid-like moleculesPrenol lipidsTerpene glycosidesAliphatic heteropolycyclic compoundsAcetalsBicyclic monoterpenoidsCarbonyl compoundsCarboxylic acidsHexosesHydrocarbon derivativesIridoids and derivativesMonocarboxylic acids and derivativesO-glycosyl compoundsOrganic oxidesOxacyclic compoundsOxanesPolyolsPrimary alcoholsSecondary alcoholsTertiary alcoholsVinylogous estersAcetalAlcoholAliphatic heteropolycyclic compoundBicyclic monoterpenoidCarbonyl groupCarboxylic acidCarboxylic acid derivativeGlycosyl compoundHexose monosaccharideHydrocarbon derivativeIridoid o-glycosideIridoid-skeletonMonocarboxylic acid or derivativesMonosaccharideMonoterpenoidO-glycosyl compoundOrganic oxideOrganic oxygen compoundOrganoheterocyclic compoundOrganooxygen compoundOxacycleOxanePolyolPrimary alcoholSecondary alcoholTertiary alcoholVinylogous esterlogp-1.91logs-0.89solubility5.02e+01 g/lmelting_pointMp 175° dec.logp-3.3pka_strongest_acidic4.14pka_strongest_basic-3iupac7-hydroxy-7-(hydroxymethyl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,7H,7aH-cyclopenta[c]pyran-4-carboxylic acidaverage_mass390.3393mono_mass390.116211546smilesOCC1OC(OC2OC=C(C3C=CC(O)(CO)C23)C(O)=O)C(O)C(O)C1OformulaC16H22O11inchiInChI=1S/C16H22O11/c17-3-8-10(19)11(20)12(21)15(26-8)27-14-9-6(1-2-16(9,24)5-18)7(4-25-14)13(22)23/h1-2,4,6,8-12,14-15,17-21,24H,3,5H2,(H,22,23)inchikeyHPWWQPXTUDMRBI-UHFFFAOYSA-Npolar_surface_area186.37refractivity85.02polarizability36.41rotatable_bond_count5acceptor_count11donor_count7physiological_charge-1formal_charge0Specdb::NmrOneD132118Specdb::NmrOneD132119Specdb::NmrOneD132120Specdb::NmrOneD132121Specdb::NmrOneD132122Specdb::NmrOneD132123Specdb::NmrOneD132124Specdb::NmrOneD132125Specdb::NmrOneD132126Specdb::NmrOneD132127Specdb::NmrOneD132128Specdb::NmrOneD132129Specdb::NmrOneD132130Specdb::NmrOneD132131Specdb::NmrOneD132132Specdb::NmrOneD132133Specdb::NmrOneD132134Specdb::NmrOneD132135Specdb::NmrOneD132136Specdb::NmrOneD132137Specdb::CMs14295Specdb::CMs44446Specdb::CMs151723Specdb::CMs156321Specdb::CMs279859Specdb::MsMs8432Specdb::MsMs8433Specdb::MsMs8434Specdb::MsMs13097Specdb::MsMs13098Specdb::MsMs13099Specdb::MsMs15104Specdb::MsMs15105Specdb::MsMs15106Specdb::MsMs19769Specdb::MsMs19770Specdb::MsMs19771Specdb::MsMs2364202Specdb::MsMs2364203Specdb::MsMs2364204Specdb::MsMs2602250Specdb::MsMs2602251Specdb::MsMs2602252HMDB35608#<Reference:0x0000555675db3ac8>#<Reference:0x0000555675db38c0>American cranberryType 1specificVaccinium macrocarpon13750BilberryType 1specificVaccinium myrtillus180763cathartic784Any substance that accelerates defecation. Compare with laxatives, which are substances that ease defecation (usually by softening faeces). A substance can be both a laxative and a cathartic.laxative1065An agent that produces a soft formed stool, and relaxes and loosens the bowels, typically used over a protracted period, to relieve constipation. Compare with cathartic, which is a substance that accelerates defecation. A substances can be both a laxative and a cathartic.