CHEBI:17558 - quercitrin

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ChEBI Name quercitrin
ChEBI ID CHEBI:17558
Definition A quercetin O-glycoside that is quercetin substituted by a α-L-rhamnosyl moiety at position 3 via a glycosidic linkage.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter qingping liu
Secondary ChEBI IDs CHEBI:8705, CHEBI:14996, CHEBI:26485, CHEBI:132834
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Formula C21H20O11
Net Charge 0
Average Mass 448.37690
Monoisotopic Mass 448.101
InChI InChI=1S/C21H20O11/c1-7-15(26)17(28)18(29)21(30-7)32-20-16(27)14-12(25)5-9(22)6-13(14)31-19(20)8-2-3-10(23)11(24)4-8/h2-7,15,17-18,21-26,28-29H,1H3/t7-,15-,17+,18+,21-/m0/s1
InChIKey OXGUCUVFOIWWQJ-HQBVPOQASA-N
SMILES C[C@@H]1O[C@@H](Oc2c(oc3cc(O)cc(O)c3c2=O)-c2ccc(O)c(O)c2)[C@H](O)[C@H](O)[C@H]1O
Metabolite of Species Details
Melastoma candidum (NCBI:119954) Found in leaf (BTO:0000713). See: PubMed
Malpighia emarginata (NCBI:151847) Found in fruit (BTO:0000486). See: PubMed
Rhododendron yedoense var. poukhanense (NCBI:224354) Found in flower (BTO:0000469). See: PubMed
Zanthoxylum piperitum (NCBI:354529) Found in leaf (BTO:0000713). See: PubMed
Acanthopanax senticosus (NCBI:82096) Found in leaf (BTO:0000713). See: PubMed
Roles Classification
Chemical Role(s): antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Role(s): EC 1.1.1.184 [carbonyl reductase (NADPH)] inhibitor
An EC 1.1.1.* (oxidoreductase acting on donor CH-OH group, NAD+ or NADP+ acceptor) inhibitor that interferes with the action of carbonyl reductase (NADPH), EC 1.1.1.184.
EC 1.1.1.21 (aldehyde reductase) inhibitor
An EC 1.1.1.* (oxidoreductase acting on donor CH-OH group, NAD+ or NADP+ acceptor) inhibitor that interferes with the action of aldehyde reductase (EC 1.1.1.21).
EC 1.14.18.1 (tyrosinase) inhibitor
Any EC 1.14.18.* (oxidoreductase acting on paired donors, miscellaneous compound as one donor, incorporating 1 atom of oxygen) inhibitor that interferes with the action of tyrosinase (monophenol monooxygenase), EC 1.14.18.1, an enzyme that catalyses the oxidation of phenols (such as tyrosine) and is widespread in plants and animals.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
antileishmanial agent
An antiprotozoal drug used to treat or prevent infections caused by protozoan parasites that belong to the genus Leishmania.
Application(s): antileishmanial agent
An antiprotozoal drug used to treat or prevent infections caused by protozoan parasites that belong to the genus Leishmania.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing quercitrin (CHEBI:17558) has role antileishmanial agent (CHEBI:70868)
quercitrin (CHEBI:17558) has role antioxidant (CHEBI:22586)
quercitrin (CHEBI:17558) has role EC 1.1.1.184 [carbonyl reductase (NADPH)] inhibitor (CHEBI:73136)
quercitrin (CHEBI:17558) has role EC 1.1.1.21 (aldehyde reductase) inhibitor (CHEBI:48550)
quercitrin (CHEBI:17558) has role EC 1.14.18.1 (tyrosinase) inhibitor (CHEBI:59997)
quercitrin (CHEBI:17558) has role plant metabolite (CHEBI:76924)
quercitrin (CHEBI:17558) is a α-L-rhamnoside (CHEBI:27848)
quercitrin (CHEBI:17558) is a monosaccharide derivative (CHEBI:63367)
quercitrin (CHEBI:17558) is a quercetin O-glycoside (CHEBI:76424)
quercitrin (CHEBI:17558) is a tetrahydroxyflavone (CHEBI:38684)
quercitrin (CHEBI:17558) is conjugate acid of quercitrin-7-olate (CHEBI:58192)
Incoming quercitrin-7-olate (CHEBI:58192) is conjugate base of quercitrin (CHEBI:17558)
IUPAC Name
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 6-deoxy-α-L-mannopyranoside
Synonyms Sources
3,3',4',5,7-Pentahydroxyflavone-3-L-rhamnoside ChemIDplus
3-((6-Deoxy-alpha-L-mannopyranosyl)-oxy)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one ChemIDplus
luteolin 6-deoxy-α-L-mannopyranoside ChEBI
Quercetin 3-L-rhamnoside KEGG COMPOUND
Quercetin 3-O-alpha-L-rhamnopyranoside KEGG COMPOUND
quercetin 3-O-α-L-rhamnopyranoside ChEBI
Quercetin 3-O-rhamnoside ChEBI
quercetin-3-L-rhamnoside ChEBI
Quercimelin HMDB
Quercitrin KEGG COMPOUND
Quercitronic acid HMDB
Quercitroside HMDB
Database Links Databases
C00005374 KNApSAcK
C01750 KEGG COMPOUND
HMDB0033751 HMDB
LMPK12112171 LIPID MAPS
Quercitrin Wikipedia
QUERCITRIN MetaCyc
View more database links
Registry Numbers Types Sources
522-12-3 CAS Registry Number KEGG COMPOUND
522-12-3 CAS Registry Number ChemIDplus
68135 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
10963295 PubMed citation Europe PMC
11714358 PubMed citation Europe PMC
11816040 PubMed citation Europe PMC
12008093 PubMed citation Europe PMC
15388977 PubMed citation Europe PMC
15725651 PubMed citation Europe PMC
16806328 PubMed citation Europe PMC
17366733 PubMed citation Europe PMC
19928818 PubMed citation Europe PMC
21834636 PubMed citation Europe PMC
22327179 PubMed citation Europe PMC
22379948 PubMed citation Europe PMC
23138875 PubMed citation Europe PMC
23291772 PubMed citation Europe PMC
Last Modified
27 September 2016