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CHEBI:168822 - oleoside 11-methyl ester

ChEBI IDCHEBI:168822
ChEBI Nameoleoside 11-methyl ester
Stars
DefinitionA secoiridoid glycoside that is [(2R,3E,4S)-3-ethylidene-2-hydroxy-5-(methoxycarbonyl)-3,4-dihydro-2H-pyran-4-yl]acetic acid in which the anometric hydroxy group has been converted to the corresponding β-D-glucoside. It has been isolated from several plant species including Olea europaea.
Last Modified14 July 2021
SubmitterMetaboLights
DownloadsMolfile
FormulaC17H24O11
Net Charge0
Average Mass404.368
Monoisotopic Mass404.13186
SMILESC/C=C1/[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)OC=C(C(=O)OC)[C@H]1CC(=O)O
InChIInChI=1S/C17H24O11/c1-3-7-8(4-11(19)20)9(15(24)25-2)6-26-16(7)28-17-14(23)13(22)12(21)10(5-18)27-17/h3,6,8,10,12-14,16-18,21-23H,4-5H2,1-2H3,(H,19,20)/b7-3+/t8-,10+,12+,13-,14+,16-,17-/m0/s1
InChIKeyXSCVKBFEPYGZSL-JYVCFIOWSA-N
Species of MetaboliteComponentSourceComments
Malus domestica (ncbitaxon:3750) exocarp (BTO:0000733) MetaboLights (MTBLS2384) Strain: Malus x domestica Borkh. cv. Ruixue
Rattus norvegicus (ncbitaxon:10116) blood plasma (BTO:0000118) PubMed (32864882)
Olea europaea (ncbitaxon:4146) - PubMed (31523827)
Osmanthus fragrans (ncbitaxon:93977) - DOI (10.1016/j.sajb.2015.03.180) Isolated from pulp.
Jasminum tortuosum (ncbitaxon:1548298) bark (BTO:0001301) PubMed (29140106) Isolated from stem bark.
Syringa vulgaris (ncbitaxon:34270) flower (BTO:0000469) PubMed (28728914)
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
ChEBI Ontology
Outgoing Relation(s)
oleoside 11-methyl ester (CHEBI:168822) has role plant metabolite (CHEBI:76924)
oleoside 11-methyl ester (CHEBI:168822) is a dicarboxylic acid monoester (CHEBI:36244)
oleoside 11-methyl ester (CHEBI:168822) is a enoate ester (CHEBI:51702)
oleoside 11-methyl ester (CHEBI:168822) is a methyl ester (CHEBI:25248)
oleoside 11-methyl ester (CHEBI:168822) is a monosaccharide derivative (CHEBI:63367)
oleoside 11-methyl ester (CHEBI:168822) is a pyrans (CHEBI:26407)
oleoside 11-methyl ester (CHEBI:168822) is a secoiridoid glycoside (CHEBI:50274)
oleoside 11-methyl ester (CHEBI:168822) is a β-D-glucoside (CHEBI:22798)
IUPAC Name 
[(2S,3E,4S)-3-ethylidene-2-(β-D-glucopyranosyloxy)-5-(methoxycarbonyl)-3,4-dihydro-2H-pyran-4-yl]acetic acid
Synonyms  Source
11-methyloleosideChEBI
methyloleosideChEBI
(−)-oleoside 11-methyl esterKNApSAcK
Manual XrefsDatabases
8867908ChemSpider
FDB021533FooDB
C00037580KNApSAcK
HMDB0041550HMDB
Registry NumbersSources
CAS:60539-23-3KNApSAcK
Citations