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CHEBI:132853 - acteoside

ChEBI IDCHEBI:132853
ChEBI Nameacteoside
Stars
DefinitionA glycoside that is the α-L-rhamnosyl-(1→3)-β-D-glucoside of hydroxytyrosol in which the hydroxy group at position 4 of the glucopyranosyl moiety has undergone esterification by formal condensation with trans-caffeic acid.
Secondary ChEBI IDCHEBI:9953
Last Modified15 August 2016
Submitterliuqingping
DownloadsMolfile
FormulaC29H36O15
Net Charge0
Average Mass624.592
Monoisotopic Mass624.20542
SMILESC[C@@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@H](OCCc3ccc(O)c(O)c3)O[C@H](CO)[C@H]2OC(=O)/C=C/c2ccc(O)c(O)c2)[C@H](O)[C@H](O)[C@H]1O
InChIInChI=1S/C29H36O15/c1-13-22(36)23(37)24(38)29(41-13)44-27-25(39)28(40-9-8-15-3-6-17(32)19(34)11-15)42-20(12-30)26(27)43-21(35)7-4-14-2-5-16(31)18(33)10-14/h2-7,10-11,13,20,22-34,36-39H,8-9,12H2,1H3/b7-4+/t13-,20+,22-,23+,24+,25+,26+,27+,28+,29-/m0/s1
InChIKeyFBSKJMQYURKNSU-ZLSOWSIRSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Cistanche deserticola (ncbitaxon:161395) - PubMed (25900014)
Roles Classification
Biological Roles:
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
antileishmanial agent  An antiprotozoal drug used to treat or prevent infections caused by protozoan parasites that belong to the genus Leishmania.
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Applications:
neuroprotective agent  Any compound that can be used for the treatment of neurodegenerative disorders.
antileishmanial agent  An antiprotozoal drug used to treat or prevent infections caused by protozoan parasites that belong to the genus Leishmania.
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
ChEBI Ontology
Outgoing Relation(s)
acteoside (CHEBI:132853) has functional parent trans-caffeic acid (CHEBI:16433)
acteoside (CHEBI:132853) has functional parent hydroxytyrosol (CHEBI:68889)
acteoside (CHEBI:132853) has role anti-inflammatory agent (CHEBI:67079)
acteoside (CHEBI:132853) has role antibacterial agent (CHEBI:33282)
acteoside (CHEBI:132853) has role antileishmanial agent (CHEBI:70868)
acteoside (CHEBI:132853) has role neuroprotective agent (CHEBI:63726)
acteoside (CHEBI:132853) has role plant metabolite (CHEBI:76924)
acteoside (CHEBI:132853) is a catechols (CHEBI:33566)
acteoside (CHEBI:132853) is a cinnamate ester (CHEBI:36087)
acteoside (CHEBI:132853) is a disaccharide derivative (CHEBI:63353)
acteoside (CHEBI:132853) is a glycoside (CHEBI:24400)
acteoside (CHEBI:132853) is a polyphenol (CHEBI:26195)
IUPAC Name 
2-(3,4-dihydroxyphenyl)ethyl 3-O-(6-deoxy-α-L-mannopyranosyl)-4-O-[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]-β-D-glucopyranoside
Synonyms  Source
verbascosideChemIDplus
kusagininChemIDplus
2-(3,4-dihydroxyphenyl)ethyl 3-O-(α-L-rhamnopyranosyl)-4-O-[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]-β-D-glucopyranosideChEBI
Manual XrefsDatabases
C10501KEGG COMPOUND
C00002783KNApSAcK
HMDB0034843HMDB
VerbascosideWikipedia
Registry NumbersSources
Reaxys:1278646Reaxys
CAS:61276-17-3KEGG COMPOUND
CAS:61276-17-3ChemIDplus
Citations