ardisimamiloside E (CHEBI:69612)

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CHEBI:69612 - ardisimamiloside E

ChEBI ID	CHEBI:69612
ChEBI Name	ardisimamiloside E
Stars
Definition	A triterpenoid saponin that is (3β,16α)-13,28-epoxyoleanane-3,16,29-triol 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	20 January 2014
Downloads	Molfile

Formula	C53H88O22
Net Charge	0
Average Mass	1077.265
Monoisotopic Mass	1076.57672
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(CC[C@@](C)(CO)C[C@]75[H])[C@H](O)C[C@@]6(C)[C@]4(C)CC[C@@]3([H])C2(C)C)O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
InChI	InChI=1S/C53H88O22/c1-23-32(58)36(62)39(65)43(69-23)75-42-38(64)34(60)25(19-55)71-46(42)72-26-20-67-45(41(35(26)61)74-44-40(66)37(63)33(59)24(18-54)70-44)73-31-10-11-49(5)27(47(31,2)3)8-12-50(6)28(49)9-13-53-29-16-48(4,21-56)14-15-52(29,22-68-53)30(57)17-51(50,53)7/h23-46,54-66H,8-22H2,1-7H3/t23-,24+,25+,26-,27-,28+,29+,30+,31-,32-,33+,34+,35-,36+,37-,38-,39+,40+,41+,42+,43-,44-,45-,46-,48+,49-,50+,51-,52+,53-/m0/s1
InChIKey	LTTSWSWZQNISIB-MAFYLMBFSA-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)
	ardisimamiloside E (CHEBI:69612) has parent hydride oleanane (CHEBI:36481)
	ardisimamiloside E (CHEBI:69612) has role plant metabolite (CHEBI:76924)
	ardisimamiloside E (CHEBI:69612) is a cyclic ether (CHEBI:37407)
	ardisimamiloside E (CHEBI:69612) is a diol (CHEBI:23824)
	ardisimamiloside E (CHEBI:69612) is a hexacyclic triterpenoid (CHEBI:70994)
	ardisimamiloside E (CHEBI:69612) is a tetrasaccharide derivative (CHEBI:63567)
	ardisimamiloside E (CHEBI:69612) is a triterpenoid saponin (CHEBI:61778)

IUPAC Name
(3β,16α)-16,29-dihydroxy-13,28-epoxyoleanan-3-yl 6-deoxy-α-L-mannopyranosyl-(1→2)-β-D-glucopyranosyl-(1→4)-[β-D-glucopyranosyl-(1→2)]-α-L-arabinopyranoside

Registry Numbers	Sources
Reaxys:8894540	Reaxys

Citations