1.02010-04-08 22:05:28 UTC2019-11-26 02:57:48 UTCFDB002680HesperidinFound in most citrus fruits and other members of the Rutaceae, also in Mentha longifolia
Hesperidin is a flavanone glycoside (flavonoid) (C28H34O15) found abundantly in citrus fruits. Its aglycone form is called hesperetin.(2S)-Hesperidin(S)-(-)-Hesperidin4H-1-Benzopyran-4-one, 7-[[6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl]oxy]-2,3-dihydro-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-, (2S)-Atripliside BCirantinCiratinCirontinFlavanone, 3',5,7-trihydroxy-4'-methoxy-, 7-(6-O-a-L-rhamnosyl-D-glucoside) (7ci)Flavanone, 3',5,7-trihydroxy-4'-methoxy-, 7-(6-O-alpha-L-rhamnosyl-delta-glucoside) (7ci)Hesper bitabsHesperetin 7-O-rhamnoglucosideHesperetin 7-O-rutinosideHesperetin 7-rhamnoglucosideHesperetin 7-rutinosideHesperetin-7-rutinosideHesperetin-rutinosideHesperidinHesperidin, (2S)-Hesperidin, (S)-(-)-HesperidineHesperidosideHesperitin-7-rhamnoglucosideC28H34O15610.5606610.189770418(2S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-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}-3,4-dihydro-2H-1-benzopyran-4-onehesperidin520-26-3COC1=CC=C(C=C1O)[C@@H]1CC(=O)C2=C(O1)C=C(O[C@@H]1O[C@H](CO[C@@H]3O[C@@H](C)[C@H](O)[C@@H](O)[C@H]3O)[C@@H](O)[C@H](O)[C@H]1O)C=C2OInChI=1S/C28H34O15/c1-10-21(32)23(34)25(36)27(40-10)39-9-19-22(33)24(35)26(37)28(43-19)41-12-6-14(30)20-15(31)8-17(42-18(20)7-12)11-3-4-16(38-2)13(29)5-11/h3-7,10,17,19,21-30,32-37H,8-9H2,1-2H3/t10-,17-,19+,21-,22+,23+,24-,25+,26+,27+,28+/m0/s1QUQPHWDTPGMPEX-QJBIFVCTSA-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 benzenoids3'-hydroxyflavonoids4'-O-methylated flavonoids5-hydroxyflavonoidsAcetalsAlkyl aryl ethersAnisolesAryl alkyl ketonesChromonesDisaccharidesFlavanonesHydrocarbon derivativesMethoxybenzenesMethoxyphenolsO-glycosyl compoundsOrganic oxidesOxacyclic compoundsOxanesPhenolic glycosidesPhenoxy compoundsPolyolsSecondary alcoholsVinylogous acids1-benzopyran1-hydroxy-2-unsubstituted benzenoid1-hydroxy-4-unsubstituted benzenoid3'-hydroxyflavonoid4p-methoxyflavonoid-skeleton5-hydroxyflavonoidAcetalAlcoholAlkyl aryl etherAnisoleAromatic heteropolycyclic compoundAryl alkyl ketoneAryl ketoneBenzenoidBenzopyranChromaneChromoneDisaccharideEtherFlavanFlavanoneFlavonoid-7-o-glycosideGlycosyl compoundHydrocarbon derivativeHydroxyflavonoidKetoneMethoxybenzeneMethoxyphenolMonocyclic benzene moietyO-glycosyl compoundOrganic oxideOrganic oxygen compoundOrganoheterocyclic compoundOrganooxygen compoundOxacycleOxanePhenolPhenol etherPhenolic glycosidePhenoxy compoundPolyolSecondary alcoholVinylogous acid3'-hydroxyflavanonesdihydroxyflavanonedisaccharide derivativeflavanone glycosideflavanonesmonomethoxyflavanonerutinosideSolidlogp-0.27logs-2.36solubility2.69e+00 g/lmelting_pointMp 258-262° (softens at 250°)logp-0.31pka_strongest_acidic8.61pka_strongest_basic-3.6iupac(2S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-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}-3,4-dihydro-2H-1-benzopyran-4-oneaverage_mass610.5606mono_mass610.189770418smilesCOC1=CC=C(C=C1O)[C@@H]1CC(=O)C2=C(O1)C=C(O[C@@H]1O[C@H](CO[C@@H]3O[C@@H](C)[C@H](O)[C@@H](O)[C@H]3O)[C@@H](O)[C@H](O)[C@H]1O)C=C2OformulaC28H34O15inchiInChI=1S/C28H34O15/c1-10-21(32)23(34)25(36)27(40-10)39-9-19-22(33)24(35)26(37)28(43-19)41-12-6-14(30)20-15(31)8-17(42-18(20)7-12)11-3-4-16(38-2)13(29)5-11/h3-7,10,17,19,21-30,32-37H,8-9H2,1-2H3/t10-,17-,19+,21-,22+,23+,24-,25+,26+,27+,28+/m0/s1inchikeyQUQPHWDTPGMPEX-QJBIFVCTSA-Npolar_surface_area234.29refractivity140.77polarizability58.87rotatable_bond_count7acceptor_count15donor_count8physiological_charge0formal_charge0Specdb::NmrOneD4164Specdb::MsMs63777Specdb::MsMs63778Specdb::MsMs63779Specdb::MsMs120780Specdb::MsMs120781Specdb::MsMs120782Specdb::MsMs285743Specdb::MsMs285744Specdb::MsMs285745Specdb::MsMs285746Specdb::MsMs285747Specdb::MsMs285748Specdb::MsMs373896Specdb::MsMs373897Specdb::MsMs373898Specdb::MsMs373899Specdb::MsMs373900Specdb::MsMs373901Specdb::MsMs374891Specdb::MsMs436998Specdb::MsMs436999Specdb::MsMs437000Specdb::MsMs437001Specdb::MsMs437002Specdb::MsMs439218HMDB0326528775#<Reference:0x0000555673480610>#<Reference:0x0000555673480188>#<Reference:0x0000555673497db0>#<Reference:0x0000555673497838>#<Reference:0x0000555673497428>CitrusUnknowngenericCornmintType 1specificMentha arvensis292239Fruit juiceType 2specificGrapefruitType 1specificCitrus X paradisi376561.1012121.5499999810.652424233mg/100 gGrapefruit/Pummelo hybridType 1specificCitrus paradisi X Citrus maxima376560.00.00.0mg/100 gGreen bell pepperType 1specificCapsicum annuum4072HyssopType 1specificHyssopus officinalis393245500.05500.05500.0mg/100 gLemonType 1specificCitrus limon270821.39660724.98571420917.807500064mg/100 gLimeType 1specificCitrus aurantiifolia15903313.40857213.40857206113.408572061mg/100 gLindenType 1specificTilia64580Mandarin orange (Clementine, Tangerine)Type 1specificCitrus reticulata8557136.10749936.10749936136.107499361mg/100 gMenthaType 1specificMentha21819Orange bell pepperType 1specificCapsicum annuum4072PepperType 1specificCapsicum annuum4072Pepper (C. frutescens)Type 1specificCapsicum annuum var. annuum40321PeppermintType 1specificMentha X piperita34256480.650185480.650185196480.650185196mg/100 gPummeloType 1specificCitrus maxima373340.00.00.0mg/100 gRed bell pepperType 1specificCapsicum annuum4072RosemaryType 1specificRosmarinus officinalis39367SpearmintType 1specificMentha spicata29719Sweet orangeType 1specificCitrus sinensis271143.35889852.67666668425.850592099mg/100 gWelsh onionType 1specificAllium fistulosum358750.01890.01890.0189mg/100 gYellow bell pepperType 1specificCapsicum annuum4072analgesic56An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms.anti allergenic102A drug used to treat allergic reactions.anti bradykinic153anti capillary-fragility160anti flu284A substance that destroys or inhibits replication of viruses.anti histaminic331Histamine antagonists are the drugs that bind to but do not activate histamine receptors, thereby blocking the actions of histamine or histamine agonists.anti inflammatory370A substance that reduces or suppresses inflammation.anti LDL74A substance that diminishes the rate of a chemical reaction.anti leukotriene399A substance that diminishes the rate of a chemical reaction.anti prostaglandin550A chemical substance which inhibits the function of the endocrine glands, the biosynthesis of their secreted hormones, or the action of hormones upon their specific sites.anti stomatitic630anti triglyceride668A substance that diminishes the rate of a chemical reaction.anti ulcer676One of various classes of drugs with different action mechanisms used to treat or ameliorate peptic ulcer or irritation of the gastrointestinal tract.anti vaccinia685A substance that destroys or inhibits replication of viruses.anti viral689A substance that destroys or inhibits replication of viruses.anti-DNA234anti-RNA590antioxidant502A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. In European countries, E-numbers for permitted antioxidant food additives are from E 300 to E 324.anxiolytic698Anxiolytic drugs are agents that alleviate anxiety, tension, and anxiety disorders, promote sedation, and have a calming effect without affecting clarity of consciousness or neurologic conditions.calcium antagonist748Substance that attaches to and blocks cell receptors that normally bind naturally occurring substances.capillariprotective760catabolic780central nervous system depressant812A class of drugs producing both physiological and psychological effects through a variety of mechanisms involving the central nervous system.choleretic801cyclooxygenase inhibitor849A compound or agent that combines with cyclooxygenases (EC 1.14.99.1) and thereby prevents its substrate-enzyme combination with arachidonic acid and the formation of icosanoids, prostaglandins, and thromboxanes.hypolipidemic1020lipoxygenase inhibitor1077A compound or agent that combines with lipoxygenase and thereby prevents its substrate-enzyme combination with arachidonic acid and the formation of the icosanoid products hydroxyicosatetraenoic acid and various leukotrienes.pesticide1210Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.pro HLDL1249vasopressor1415