clethroidoside A (CHEBI:69601)

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:69601 - clethroidoside A

ChEBI ID	CHEBI:69601
ChEBI Name	clethroidoside A
Stars
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.
Last Modified	9 January 2014
Downloads	Molfile

Formula	C47H78O17
Net Charge	0
Average Mass	915.124
Monoisotopic Mass	914.52390
SMILES	[H][C@@]1(O[C@H]2CO[C@@]([H])(O[C@H]3CC[C@]4(C)[C@@]5([H])CC=C6[C@]7([H])CC(C)(C)CC[C@]7(CO)[C@H](O)C[C@@]6(C)[C@]5(C)CC[C@@]4([H])C3(C)C)[C@H](O[C@]3([H])O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@H]2O)O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
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

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 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 Numbers	Sources
Reaxys:22007800	Reaxys

Citations