CHEBI:69601 - clethroidoside A

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ChEBI Name clethroidoside A
ChEBI ID CHEBI:69601
Definition A triterpenoid saponin that is primulagenin A 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
Download Molfile XML SDF
Formula C47H78O17
Net Charge 0
Average Mass 915.11200
Monoisotopic Mass 914.52390
InChI InChI=1S/C47H78O17/c1-42(2)14-15-47(21-50)23(16-42)22-8-9-28-44(5)12-11-30(43(3,4)27(44)10-13-45(28,6)46(22,7)17-29(47)51)63-41-38(64-40-37(58)35(56)32(53)25(19-49)61-40)33(54)26(20-59-41)62-39-36(57)34(55)31(52)24(18-48)60-39/h8,23-41,48-58H,9-21H2,1-7H3/t23-,24+,25+,26-,27-,28+,29+,30-,31+,32+,33-,34-,35-,36+,37+,38+,39-,40-,41-,44-,45+,46+,47+/m0/s1
InChIKey KDMNJNSCPQVDIN-JYBDQZIRSA-N
SMILES CC1(C)CC[C@]2(CO)[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]2C1
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 A (CHEBI:69601) has functional parent primulagenin A (CHEBI:70978)
clethroidoside A (CHEBI:69601) has parent hydride oleanane (CHEBI:36481)
clethroidoside A (CHEBI:69601) has role plant metabolite (CHEBI:76924)
clethroidoside A (CHEBI:69601) is a diol (CHEBI:23824)
clethroidoside A (CHEBI:69601) is a pentacyclic triterpenoid (CHEBI:25872)
clethroidoside A (CHEBI:69601) is a trisaccharide derivative (CHEBI:63571)
clethroidoside A (CHEBI:69601) is a triterpenoid saponin (CHEBI:61778)
IUPAC Name
(3β,16α)-16,28-dihydroxyolean-12-en-3-yl β-D-glucopyranosyl-(1→2)-[β-D-glucopyranosyl-(1→4)]-α-L-arabinopyranoside
Synonym Source
3-O-β-D-glucopyranosyl-(1→2)-[β-D-glucopyranosyl-(1→4)]-α-L-arabinopyranosyl-3β,16α,28-trihydroxyolean-12-ene ChEBI
Registry Number Type Source
22007800 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21928797 PubMed citation Europe PMC
Last Modified
09 January 2014