22alpha-methoxy-3-beta-O-{beta-D-Xylp(1->3)-[beta-D-Glcp-(1->2)]-beta-D-Glcp-(1->4)-beta-D-Glcp}-furost-3beta,26-diol 26-O-beta-D-Glcp (CHEBI:65534)

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CHEBI:65534 - 22α-methoxy-3-β-O-{β-D-Xylp(1→3)-[β-D-Glcp-(1→2)]-β-D-Glcp-(1→4)-β-D-Glcp}-furost-3β,26-diol 26-O-β-D-Glcp

ChEBI ID	CHEBI:65534
ChEBI Name	22α-methoxy-3-β-O-{β-D-Xylp(1→3)-[β-D-Glcp-(1→2)]-β-D-Glcp-(1→4)-β-D-Glcp}-furost-3β,26-diol 26-O-β-D-Glcp
Stars
ASCII Name	22alpha-methoxy-3-beta-O-{beta-D-Xylp(1->3)-[beta-D-Glcp-(1->2)]-beta-D-Glcp-(1->4)-beta-D-Glcp}-furost-3beta,26-diol 26-O-beta-D-Glcp
Definition	A steroid saponin that consists of (3β,22R)-22-methoxyfurostan-3,26-diol attached to a β-D-glucopyranosyl residue at position 26 and a β-D-glucopyranosyl-(1→2)-[β-D-xylopyranosyl-(1→3)]-β-D-glucopyranosyl-(1→4)-β-D-glucopyranosyl residue at position 3 via a glycosidic linkage. Isolated from Brunfelsia grandiflora, it exhibits antileishmanial activity.
Last Modified	12 July 2016
Downloads	Molfile

Formula	C57H96O28
Net Charge	0
Average Mass	1229.367
Monoisotopic Mass	1228.60881
SMILES	[H][C@@]12CCC3C[C@@H](O[C@@H]4O[C@H](CO)[C@@H](O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O[C@@H]6OC[C@@H](O)[C@H](O)[C@H]6O)[C@H]5O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)[C@H](O)[C@H]4O)CC[C@]3(C)[C@@]1([H])CC[C@@]1(C)[C@@]2([H])C[C@]2([H])O[C@@](CCC(C)CO[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)(OC)[C@@H](C)[C@]12[H]
InChI	InChI=1S/C57H96O28/c1-22(20-75-50-44(71)40(67)37(64)31(16-58)78-50)8-13-57(74-5)23(2)35-30(85-57)15-28-26-7-6-24-14-25(9-11-55(24,3)27(26)10-12-56(28,35)4)77-52-46(73)42(69)47(34(19-61)81-52)82-54-49(84-53-45(72)41(68)38(65)32(17-59)79-53)48(39(66)33(18-60)80-54)83-51-43(70)36(63)29(62)21-76-51/h22-54,58-73H,6-21H2,1-5H3/t22?,23-,24?,25-,26+,27-,28-,29+,30-,31+,32+,33+,34+,35-,36-,37+,38+,39+,40-,41-,42+,43+,44+,45+,46+,47+,48-,49+,50+,51-,52+,53-,54-,55-,56-,57+/m0/s1
InChIKey	QOKZNLCOQRNCTQ-XFBOQIBUSA-N

Species of Metabolite	Component	Source	Comments
Brunfelsia grandiflora (ncbitaxon:1035550)	leaf (BTO:0000713)	PubMed (18175984)

Roles Classification

Biological Roles:

metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.

antileishmanial agent An antiprotozoal drug used to treat or prevent infections caused by protozoan parasites that belong to the genus Leishmania.

metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.

Application:

antileishmanial agent An antiprotozoal drug used to treat or prevent infections caused by protozoan parasites that belong to the genus Leishmania.

ChEBI Ontology

Outgoing Relation(s)
	22α-methoxy-3-β-O-{β-D-Xylp(1→3)-[β-D-Glcp-(1→2)]-β-D-Glcp-(1→4)-β-D-Glcp}-furost-3β,26-diol 26-O-β-D-Glcp (CHEBI:65534) has parent hydride furostan (CHEBI:24130)
	22α-methoxy-3-β-O-{β-D-Xylp(1→3)-[β-D-Glcp-(1→2)]-β-D-Glcp-(1→4)-β-D-Glcp}-furost-3β,26-diol 26-O-β-D-Glcp (CHEBI:65534) has role antileishmanial agent (CHEBI:70868)
	22α-methoxy-3-β-O-{β-D-Xylp(1→3)-[β-D-Glcp-(1→2)]-β-D-Glcp-(1→4)-β-D-Glcp}-furost-3β,26-diol 26-O-β-D-Glcp (CHEBI:65534) has role metabolite (CHEBI:25212)
	22α-methoxy-3-β-O-{β-D-Xylp(1→3)-[β-D-Glcp-(1→2)]-β-D-Glcp-(1→4)-β-D-Glcp}-furost-3β,26-diol 26-O-β-D-Glcp (CHEBI:65534) is a steroid saponin (CHEBI:61655)

IUPAC Name
(3β,22R)-26-(β-D-glucopyranosyloxy)-22-methoxyfurostan-3-yl β-D-glucopyranosyl-(1→2)-[β-D-xylopyranosyl-(1→3)]-β-D-glucopyranosyl-(1→4)-β-D-glucopyranoside

Synonym	Source
26-O-β-D-glucopyranosyl 22α-methoxyfurost-3β,26-diol 3-O-β-D-xylopyranosyl(1→3)-{β-D-glucopyranosyl(1→2)}-β-D-glucopyranosyl(1→4)-β-D-glucopyranoside	ChEBI

Citations