clethroidoside E (CHEBI:69605)

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CHEBI:69605 - clethroidoside E

ChEBI ID	CHEBI:69605
ChEBI Name	clethroidoside E
Stars
Definition	A triterpenoid saponin that is (3β,16α)-13,28-epoxyoleanane-3,16-diol attached to a tetrasaccharide residue at position 3 via a glycosidic linkage. It has been isolated from the aerial parts of Lysimachia clethroides.
Last Modified	9 January 2014
Downloads	Molfile

Formula	C55H90O22
Net Charge	0
Average Mass	1103.303
Monoisotopic Mass	1102.59237
SMILES	[H][C@@]1(O[C@@H]2[C@@H](O)[C@@]([H])(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@]3([H])O[C@@H]3O[C@@H](C)[C@H](O)[C@@H](O)[C@H]3O)CO[C@@]2([H])O[C@H]2CC[C@]3(C)[C@@]4([H])CC[C@]56OC[C@@]7(CCC(C)(C)C[C@]75[H])[C@H](O)C[C@@]6(C)[C@]4(C)CC[C@@]3([H])C2(C)C)O[C@H](COC(C)=O)[C@@H](O)[C@H](O)[C@H]1O
InChI	InChI=1S/C55H90O22/c1-24-34(59)38(63)41(66)45(71-24)77-44-40(65)35(60)26(20-56)72-48(44)74-28-22-69-47(43(37(28)62)76-46-42(67)39(64)36(61)27(73-46)21-68-25(2)57)75-33-12-13-51(7)29(50(33,5)6)10-14-52(8)30(51)11-15-55-31-18-49(3,4)16-17-54(31,23-70-55)32(58)19-53(52,55)9/h24,26-48,56,58-67H,10-23H2,1-9H3/t24-,26+,27+,28-,29-,30+,31+,32+,33-,34-,35+,36+,37-,38+,39-,40-,41+,42+,43+,44+,45-,46-,47-,48-,51-,52+,53-,54+,55-/m0/s1
InChIKey	KEJKWEZYXBTIOG-AAALSCGBSA-N

Species of Metabolite	Component	Source	Comments
Lysimachia clethroides (ncbitaxon:167892)	aerial part (BTO:0001658)	PubMed (21928797)	Air-dried, powdered aerial parts were extracted with 70% aqueous ethyl alcohol.

Roles Classification

Biological Roles:

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.

ChEBI Ontology

Outgoing Relation(s)
	clethroidoside E (CHEBI:69605) has parent hydride oleanane (CHEBI:36481)
	clethroidoside E (CHEBI:69605) has role plant metabolite (CHEBI:76924)
	clethroidoside E (CHEBI:69605) is a acetate ester (CHEBI:47622)
	clethroidoside E (CHEBI:69605) is a cyclic ether (CHEBI:37407)
	clethroidoside E (CHEBI:69605) is a hexacyclic triterpenoid (CHEBI:70994)
	clethroidoside E (CHEBI:69605) is a secondary alcohol (CHEBI:35681)
	clethroidoside E (CHEBI:69605) is a tetrasaccharide derivative (CHEBI:63567)
	clethroidoside E (CHEBI:69605) is a triterpenoid saponin (CHEBI:61778)

IUPAC Name
(3β,16α)-16-hydroxy-13,28-epoxyoleanan-3-yl 6-O-acetyl-β-D-glucopyranosyl-(1→2)-[6-deoxy-α-L-mannopyranosyl-(1→2)-β-D-glucopyranosyl-(1→4)]-α-L-arabinopyranoside

Synonym	Source
3-O-β-D-6-acetylglucopyranosyl-(1→2)-[α-L-rhamnopyranosyl-(1→2)-β-D-glucopyranosyl-(1→4)]-α-L-arabinopyranosyl-13β,28-epoxy-3β,16α-dihydroxyoleanane	ChEBI

Registry Numbers	Sources
Reaxys:22007806	Reaxys

Citations