1.0 2010-04-08 22:05:00 UTC 2019-11-26 02:56:33 UTC FDB001521 Verbenalin Verbenalin, also known as cornin (glycoside) or cornin iridoid, is a member of the class of compounds known as iridoid o-glycosides. Iridoid o-glycosides are iridoid monoterpenes containing a glycosyl (usually a pyranosyl) moiety linked to the iridoid skeleton. Thus, verbenalin is considered to be an isoprenoid lipid molecule. Verbenalin is soluble (in water) and a very weakly acidic compound (based on its pKa). Verbenalin is a bitter tasting compound found in common verbena, which makes verbenalin a potential biomarker for the consumption of this food product. Verbenalin is a chemical compound, classified as an iridoid glucoside, that is found in Verbena officinalis. It is one of the sleep-promoting (soporific) components in Verbena officinalis . C17H24O10 388.3665 388.136946988 methyl (1S,4aS,7S,7aR)-7-methyl-5-oxo-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,5H,6H,7H,7aH-cyclopenta[c]pyran-4-carboxylate cornin 548-37-8 COC(=O)C1=CO[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H]2[C@@H](C)CC(=O)[C@H]12 InChI=1S/C17H24O10/c1-6-3-8(19)11-7(15(23)24-2)5-25-16(10(6)11)27-17-14(22)13(21)12(20)9(4-18)26-17/h5-6,9-14,16-18,20-22H,3-4H2,1-2H3/t6-,9+,10+,11-,12+,13-,14+,16-,17-/m0/s1 HLXRWTJXGMHOFN-XJSNKYLASA-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-glycosides Organic compounds Lipids and lipid-like molecules Prenol lipids Terpene glycosides Aliphatic heteropolycyclic compounds Acetals Bicyclic monoterpenoids Enoate esters Hexoses Hydrocarbon derivatives Iridoids and derivatives Ketones Methyl esters Monocarboxylic acids and derivatives O-glycosyl compounds Organic oxides Oxacyclic compounds Oxanes Polyols Primary alcohols Secondary alcohols Vinylogous esters Acetal Alcohol Aliphatic heteropolycyclic compound Alpha,beta-unsaturated carboxylic ester Bicyclic monoterpenoid Carbonyl group Carboxylic acid derivative Carboxylic acid ester Enoate ester Glycosyl compound Hexose monosaccharide Hydrocarbon derivative Iridoid o-glycoside Iridoid-skeleton Ketone Methyl ester Monocarboxylic acid or derivatives Monosaccharide Monoterpenoid O-glycosyl compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Polyol Primary alcohol Secondary alcohol Vinylogous ester Iridoid, 10-alkyliridoid and secoiridoid monoterpenoids Iridoid, 10-alkyliridoid and secoiridoid monoterpenoids Iridoids terpene glycoside logp -0.93 ALOGPS logs -1.07 ALOGPS solubility 3.30e+01 g/l ALOGPS logp -1.5 ChemAxon pka_strongest_acidic 10.23 ChemAxon pka_strongest_basic -3 ChemAxon iupac methyl (1S,4aS,7S,7aR)-7-methyl-5-oxo-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,5H,6H,7H,7aH-cyclopenta[c]pyran-4-carboxylate ChemAxon average_mass 388.3665 ChemAxon mono_mass 388.136946988 ChemAxon smiles COC(=O)C1=CO[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H]2[C@@H](C)CC(=O)[C@H]12 ChemAxon formula C17H24O10 ChemAxon inchi InChI=1S/C17H24O10/c1-6-3-8(19)11-7(15(23)24-2)5-25-16(10(6)11)27-17-14(22)13(21)12(20)9(4-18)26-17/h5-6,9-14,16-18,20-22H,3-4H2,1-2H3/t6-,9+,10+,11-,12+,13-,14+,16-,17-/m0/s1 ChemAxon inchikey HLXRWTJXGMHOFN-XJSNKYLASA-N ChemAxon polar_surface_area 151.98 ChemAxon refractivity 86.55 ChemAxon polarizability 37.7 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 9 ChemAxon donor_count 4 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 65841 Specdb::MsMs 65842 Specdb::MsMs 65843 Specdb::MsMs 123288 Specdb::MsMs 123289 Specdb::MsMs 123290 Specdb::MsMs 3597655 Specdb::MsMs 3597656 Specdb::MsMs 3597657 Specdb::MsMs 3597658 Specdb::MsMs 3597659 Specdb::MsMs 3597660 Common verbena Type 1 specific Verbena officinalis 79772 400.0 500.0 300.0 mg/100 g bitter abortifacient 13 A chemical substance that interrupts pregnancy after implantation. cathartic 784 Any 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. central nervous system stimulant 816 A class of drugs producing both physiological and psychological effects through a variety of mechanisms involving the central nervous system. coagulant 818 parasympathicomimetic 1199 purgative 1275 An 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. utero tonic 1405 Any substance introduced into a living organism with therapeutic or diagnostic purpose.