CHEBI:69602 - clethroidoside B

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ChEBI Name clethroidoside B
ChEBI ID CHEBI:69602
Definition A triterpenoid saponin that is barringtogenol C which is acetylated at position 28 and attached to a β-D-glucopyranosyl-(1→2)-[β-D-glucopyranosyl-(1→4)]-α-L-arabinopyranosyl residue at position 3 via a glycosidic linkage. It has been isolated from the aerial parts of Lysimachia clethroides.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C49H80O20
Net Charge 0
Average Mass 989.14750
Monoisotopic Mass 988.52429
InChI InChI=1S/C49H80O20/c1-21(52)64-20-49-23(15-44(2,3)39(61)40(49)62)22-9-10-28-46(6)13-12-30(45(4,5)27(46)11-14-47(28,7)48(22,8)16-29(49)53)68-43-38(69-42-37(60)35(58)32(55)25(18-51)66-42)33(56)26(19-63-43)67-41-36(59)34(57)31(54)24(17-50)65-41/h9,23-43,50-51,53-62H,10-20H2,1-8H3/t23-,24+,25+,26-,27-,28+,29+,30-,31+,32+,33-,34-,35-,36+,37+,38+,39-,40-,41-,42-,43-,46-,47+,48+,49-/m0/s1
InChIKey WJBKGNOXYGTIHU-FTWMTZRVSA-N
SMILES CC(=O)OC[C@@]12[C@H](O)C[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@H](O[C@@H]6OC[C@H](O[C@@H]7O[C@H](CO)[C@@H](O)[C@H](O)[C@H]7O)[C@H](O)[C@H]6O[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)C(C)(C)[C@@H]5CC[C@@]34C)[C@@H]1CC(C)(C)[C@@H](O)[C@@H]2O
Metabolite of Species Details
Lysimachia clethroides (NCBI:txid167892) Found in aerial part (BTO:0001658). Air-dried, powdered aerial parts were extracted with 70% aqueous ethyl alcohol. See: PubMed
Roles Classification
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.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via saponin )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing clethroidoside B (CHEBI:69602) has functional parent barringtogenol C (CHEBI:2994)
clethroidoside B (CHEBI:69602) has parent hydride oleanane (CHEBI:36481)
clethroidoside B (CHEBI:69602) has role plant metabolite (CHEBI:76924)
clethroidoside B (CHEBI:69602) is a acetate ester (CHEBI:47622)
clethroidoside B (CHEBI:69602) is a pentacyclic triterpenoid (CHEBI:25872)
clethroidoside B (CHEBI:69602) is a triol (CHEBI:27136)
clethroidoside B (CHEBI:69602) is a trisaccharide derivative (CHEBI:63571)
clethroidoside B (CHEBI:69602) is a triterpenoid saponin (CHEBI:61778)
IUPAC Name
(3β,16α,21β,22α)-3-{[β-D-glucopyranosyl-(1→2)-[β-D-glucopyranosyl-(1→4)]-α-L-arabinopyranosyl]oxy}-16,21,22-trihydroxyolean-12-en-28-yl acetate
Synonym Source
3-O-β-D-glucopyranosyl-(1→2)-[β-D-glucopyranosyl-(1→4)]-α-L-arabinopyranosyl-28-acetyl-3β,16α,21β,22α,28-pentahydroxyolean-12-ene ChEBI
Registry Number Type Source
22007802 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21928797 PubMed citation Europe PMC
Last Modified
20 January 2014