1.02010-04-08 22:07:01 UTC2019-11-26 03:00:59 UTCFDB006174Lithospermic acidLithospermic acid, also known as lithospermate, is a member of the class of compounds known as 2-arylbenzofuran flavonoids. 2-arylbenzofuran flavonoids are phenylpropanoids containing the 2-phenylbenzofuran moiety. Lithospermic acid is practically insoluble (in water) and a moderately acidic compound (based on its pKa). Lithospermic acid can be found in common thyme and peppermint, which makes lithospermic acid a potential biomarker for the consumption of these food products. C27H22O12538.4564538.1111261684-[(1Z)-3-[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]-3-oxoprop-1-en-1-yl]-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-3-carboxylic acid4-[(1Z)-3-[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]-3-oxoprop-1-en-1-yl]-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-3-carboxylic acidOC(=O)C(CC1=CC(O)=C(O)C=C1)OC(=O)\C=C/C1=C2C(C(OC2=C(O)C=C1)C1=CC=C(O)C(O)=C1)C(O)=OInChI=1S/C27H22O12/c28-15-5-1-12(9-18(15)31)10-20(26(34)35)38-21(33)8-4-13-2-7-17(30)25-22(13)23(27(36)37)24(39-25)14-3-6-16(29)19(32)11-14/h1-9,11,20,23-24,28-32H,10H2,(H,34,35)(H,36,37)/b8-4-UJZQBMQZMKFSRV-YWEYNIOJSA-N belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety.2-arylbenzofuran flavonoidsOrganic compoundsPhenylpropanoids and polyketides2-arylbenzofuran flavonoidsAromatic heteropolycyclic compounds1-hydroxy-2-unsubstituted benzenoids1-hydroxy-4-unsubstituted benzenoidsAlkyl aryl ethersCarbonyl compoundsCarboxylic acidsCatecholsCoumaransCoumaric acids and derivativesEnoate estersFatty acid estersHydrocarbon derivativesOrganic oxidesOxacyclic compoundsPhenylpropanoic acidsStyrenesTricarboxylic acids and derivatives1-hydroxy-2-unsubstituted benzenoid1-hydroxy-4-unsubstituted benzenoid2-arylbenzofuran flavonoid3-phenylpropanoic-acidAlkyl aryl etherAlpha,beta-unsaturated carboxylic esterAromatic heteropolycyclic compoundBenzenoidCarbonyl groupCarboxylic acidCarboxylic acid derivativeCarboxylic acid esterCatecholCoumaranCoumaric acid or derivativesEnoate esterEtherFatty acid esterFatty acylHydrocarbon derivativeMonocyclic benzene moietyOrganic oxideOrganic oxygen compoundOrganoheterocyclic compoundOrganooxygen compoundOxacyclePhenolStyreneTricarboxylic acid or derivativeslogp3.58logs-4.41solubility2.10e-02 g/llogp3.75pka_strongest_acidic2.89pka_strongest_basic-5.1iupac4-[(1Z)-3-[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]-3-oxoprop-1-en-1-yl]-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-3-carboxylic acidaverage_mass538.4564mono_mass538.111126168smilesOC(=O)C(CC1=CC(O)=C(O)C=C1)OC(=O)\C=C/C1=C2C(C(OC2=C(O)C=C1)C1=CC=C(O)C(O)=C1)C(O)=OformulaC27H22O12inchiInChI=1S/C27H22O12/c28-15-5-1-12(9-18(15)31)10-20(26(34)35)38-21(33)8-4-13-2-7-17(30)25-22(13)23(27(36)37)24(39-25)14-3-6-16(29)19(32)11-14/h1-9,11,20,23-24,28-32H,10H2,(H,34,35)(H,36,37)/b8-4-inchikeyUJZQBMQZMKFSRV-YWEYNIOJSA-Npolar_surface_area211.28refractivity133.07polarizability50.14rotatable_bond_count9acceptor_count11donor_count7physiological_charge-2formal_charge0Specdb::MsMs88293Specdb::MsMs88294Specdb::MsMs88295Specdb::MsMs150990Specdb::MsMs150991Specdb::MsMs150992Common thymeType 1specificThymus vulgaris49992PeppermintType 1specificMentha X piperita34256anti gonadotrophic307anti thyroid654cardiotonic771A drug used for the treatment or prevention of cardiac arrhythmias. Anti-arrhythmia drugs may affect the polarisation-repolarisation phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibres.