CHEBI:168822 - oleoside 11-methyl ester

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ChEBI Name oleoside 11-methyl ester
ChEBI ID CHEBI:168822
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter MetaboLights
Supplier Information
Download Molfile XML SDF
Formula C17H24O11
Net Charge 0
Average Mass 404.368
Monoisotopic Mass 404.13186
InChI InChI=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
InChIKey XSCVKBFEPYGZSL-JYVCFIOWSA-N
SMILES COC(=O)C1=CO[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)\C(=C\C)[C@@H]1CC(O)=O
Metabolite of Species Details
Rattus norvegicus (NCBI:txid10116) Found in blood plasma (BTO:0000118). See: PubMed
Jasminum tortuosum (NCBI:txid1548298) Found in bark (BTO:0001301). Isolated from stem bark. See: PubMed
Syringa vulgaris (NCBI:txid34270) Found in flower (BTO:0000469). See: PubMed
Malus domestica (NCBI:txid3750) Found in exocarp (BTO:0000733). of strain Malus x domestica Borkh. cv. Ruixue See: MetaboLights Study
Olea europaea (NCBI:txid4146) See: PubMed
Osmanthus fragrans (NCBI:txid93977) Isolated from pulp. See: DOI
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing oleoside 11-methyl ester (CHEBI:168822) has role plant metabolite (CHEBI:76924)
oleoside 11-methyl ester (CHEBI:168822) is a β-D-glucoside (CHEBI:22798)
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)
IUPAC Name
[(2S,3E,4S)-3-ethylidene-2-(β-D-glucopyranosyloxy)-5-(methoxycarbonyl)-3,4-dihydro-2H-pyran-4-yl]acetic acid
Synonyms Sources
(−)-oleoside 11-methyl ester KNApSAcK
11-methyloleoside ChEBI
methyloleoside ChEBI
Manual Xrefs Databases
8867908 ChemSpider
C00037580 KNApSAcK
FDB021533 FooDB
HMDB0041550 HMDB
View more database links
Registry Number Type Source
60539-23-3 CAS Registry Number KNApSAcK
Citations Waiting for Citations Types Sources
10820069 PubMed citation Europe PMC
11561446 PubMed citation Europe PMC
25650173 PubMed citation Europe PMC
27375250 PubMed citation Europe PMC
28097900 PubMed citation Europe PMC
28728914 PubMed citation Europe PMC
29140106 PubMed citation Europe PMC
30342966 PubMed citation Europe PMC
31142034 PubMed citation Europe PMC
31523827 PubMed citation Europe PMC
31578603 PubMed citation Europe PMC
32864882 PubMed citation Europe PMC
33124697 PubMed citation Europe PMC
34214834 PubMed citation Europe PMC
IND605263692 Agricola citation Europe PMC
IND605414831 Agricola citation Europe PMC
IND605760412 Agricola citation Europe PMC
Last Modified
14 July 2021