1.02010-04-08 22:06:08 UTC2019-11-26 02:59:52 UTCFDB004204Apigenin 8-C-rhamnosyl-glucosideApigenin 8-c-rhamnosyl-glucoside, also known as isorhoifoline or apigenin-7-O-rutinoside, is a member of the class of compounds known as flavonoid-7-o-glycosides. Flavonoid-7-o-glycosides are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C7-position. Apigenin 8-c-rhamnosyl-glucoside is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Apigenin 8-c-rhamnosyl-glucoside can be found in oat, which makes apigenin 8-c-rhamnosyl-glucoside a potential biomarker for the consumption of this food product. C27H30O14578.5187578.1635556685-hydroxy-2-(4-hydroxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-4H-chromen-4-one5-hydroxy-2-(4-hydroxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-4-oneC[C@@H]1O[C@@H](OC[C@H]2O[C@@H](OC3=CC4=C(C(O)=C3)C(=O)C=C(O4)C3=CC=C(O)C=C3)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1OInChI=1S/C27H30O14/c1-10-20(31)22(33)24(35)26(38-10)37-9-18-21(32)23(34)25(36)27(41-18)39-13-6-14(29)19-15(30)8-16(40-17(19)7-13)11-2-4-12(28)5-3-11/h2-8,10,18,20-29,31-36H,9H2,1H3/t10-,18+,20-,21+,22+,23-,24+,25+,26+,27+/m0/s1FKIYLTVJPDLUDL-SLNHTJRHSA-N belongs to the class of organic compounds known as flavonoid-7-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C7-position.Flavonoid-7-O-glycosidesOrganic compoundsPhenylpropanoids and polyketidesFlavonoidsFlavonoid glycosidesAromatic heteropolycyclic compounds1-hydroxy-2-unsubstituted benzenoids1-hydroxy-4-unsubstituted benzenoids4'-hydroxyflavonoids5-hydroxyflavonoidsAcetalsBenzene and substituted derivativesChromonesDisaccharidesFlavonesHeteroaromatic compoundsHydrocarbon derivativesO-glycosyl compoundsOrganic oxidesOxacyclic compoundsOxanesPhenolic glycosidesPolyolsPyranones and derivativesSecondary alcoholsVinylogous acids1-benzopyran1-hydroxy-2-unsubstituted benzenoid1-hydroxy-4-unsubstituted benzenoid4'-hydroxyflavonoid5-hydroxyflavonoidAcetalAlcoholAromatic heteropolycyclic compoundBenzenoidBenzopyranChromoneDisaccharideFlavoneFlavonoid-7-o-glycosideGlycosyl compoundHeteroaromatic compoundHydrocarbon derivativeHydroxyflavonoidMonocyclic benzene moietyO-glycosyl compoundOrganic oxideOrganic oxygen compoundOrganoheterocyclic compoundOrganooxygen compoundOxacycleOxanePhenolPhenolic glycosidePolyolPyranPyranoneSecondary alcoholVinylogous acidlogp-0.00logs-2.48solubility1.91e+00 g/llogp-0.29pka_strongest_acidic7.3pka_strongest_basic-3.6iupac5-hydroxy-2-(4-hydroxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-4H-chromen-4-oneaverage_mass578.5187mono_mass578.163555668smilesC[C@@H]1O[C@@H](OC[C@H]2O[C@@H](OC3=CC4=C(C(O)=C3)C(=O)C=C(O4)C3=CC=C(O)C=C3)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1OformulaC27H30O14inchiInChI=1S/C27H30O14/c1-10-20(31)22(33)24(35)26(38-10)37-9-18-21(32)23(34)25(36)27(41-18)39-13-6-14(29)19-15(30)8-16(40-17(19)7-13)11-2-4-12(28)5-3-11/h2-8,10,18,20-29,31-36H,9H2,1H3/t10-,18+,20-,21+,22+,23-,24+,25+,26+,27+/m0/s1inchikeyFKIYLTVJPDLUDL-SLNHTJRHSA-Npolar_surface_area225.06refractivity135.93polarizability55.51rotatable_bond_count6acceptor_count14donor_count8physiological_charge0formal_charge0Specdb::CMs282479Specdb::CMs381968Specdb::CMs381969Specdb::CMs381970Specdb::CMs381971Specdb::CMs381972Specdb::CMs381973Specdb::CMs381974Specdb::CMs381975Specdb::CMs381976Specdb::CMs381977Specdb::CMs381978Specdb::CMs381979Specdb::CMs381980Specdb::CMs381981Specdb::CMs381982Specdb::CMs381983Specdb::CMs381984Specdb::CMs381985Specdb::CMs381986Specdb::CMs381987Specdb::CMs381988Specdb::CMs381989Specdb::CMs381990Specdb::CMs381991Specdb::NmrOneD140130Specdb::NmrOneD140131Specdb::NmrOneD140132Specdb::NmrOneD140133Specdb::NmrOneD140134Specdb::NmrOneD140135Specdb::NmrOneD140136Specdb::NmrOneD140137Specdb::NmrOneD140138Specdb::NmrOneD140139Specdb::NmrOneD140140Specdb::NmrOneD140141Specdb::NmrOneD140142Specdb::NmrOneD140143Specdb::NmrOneD140144Specdb::NmrOneD140145Specdb::NmrOneD140146Specdb::NmrOneD140147Specdb::NmrOneD140148Specdb::NmrOneD140149Specdb::MsMs82896Specdb::MsMs82897Specdb::MsMs82898Specdb::MsMs144384Specdb::MsMs144385Specdb::MsMs144386Specdb::MsMs285849Specdb::MsMs285850Specdb::MsMs285851Specdb::MsMs285852Specdb::MsMs285853Specdb::MsMs285854Specdb::MsMs2227815Specdb::MsMs2231505Specdb::MsMs2232666Specdb::MsMs2233957Specdb::MsMs2235001Specdb::MsMs2308131Specdb::MsMs2308132Specdb::MsMs2308133Specdb::MsMs2653676Specdb::MsMs2653677Specdb::MsMs2653678OatType 1specificAvena sativa4498