CHEBI:66574 - leucospiroside A

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ChEBI Name leucospiroside A
ChEBI ID CHEBI:66574
Definition A spirostanyl glycoside that is agigenin attached to a pentasaccharide unit via a glycosidic linkage. Isolated from the flowers of Allium leucanthum, it exhibits antineoplastic activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C57H94O30
Net Charge 0
Average Mass 1259.33830
Monoisotopic Mass 1258.58299
InChI InChI=1S/C57H94O30/c1-19-5-8-57(76-18-19)20(2)34-28(87-57)10-23-21-9-25(63)24-11-27(26(64)12-56(24,4)22(21)6-7-55(23,34)3)77-50-44(74)41(71)46(33(17-62)82-50)83-54-49(48(38(68)32(16-61)81-54)85-52-43(73)40(70)36(66)30(14-59)79-52)86-53-45(75)47(37(67)31(15-60)80-53)84-51-42(72)39(69)35(65)29(13-58)78-51/h19-54,58-75H,5-18H2,1-4H3/t19-,20+,21-,22+,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-/m1/s1
InChIKey PYMZXFZCGMNRKJ-MUNRAQMESA-N
SMILES [H][C@@]1(O[C@@H]2C[C@]3([H])[C@H](O)C[C@]4([H])[C@]([H])(CC[C@@]5(C)[C@@]4([H])C[C@]4([H])O[C@]6(CC[C@@H](C)CO6)[C@@H](C)[C@]54[H])[C@@]3(C)C[C@H]2O)O[C@H](CO)[C@H](O[C@]2([H])O[C@H](CO)[C@@H](O)[C@H](O[C@]3([H])O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@H]2O[C@]2([H])O[C@H](CO)[C@@H](O)[C@H](O[C@]3([H])O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@H]2O)[C@H](O)[C@H]1O
Metabolite of Species Details
Allium leucanthum (NCBI:txid546491) Found in flower (BTO:0000469). See: PubMed
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via saponin )
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing leucospiroside A (CHEBI:66574) has functional parent agigenin (CHEBI:72849)
leucospiroside A (CHEBI:66574) has role antineoplastic agent (CHEBI:35610)
leucospiroside A (CHEBI:66574) has role metabolite (CHEBI:25212)
leucospiroside A (CHEBI:66574) is a 2α-hydroxy steroid (CHEBI:36858)
leucospiroside A (CHEBI:66574) is a pentasaccharide derivative (CHEBI:63566)
leucospiroside A (CHEBI:66574) is a spirostanyl glycoside (CHEBI:38091)
IUPAC Name
(2α,3β,5α,6β,25R)-2,6-dihydroxyspirostan-3-yl β-D-glucopyranosyl-(1→3)-[β-D-glucopyranosyl-(1→3)-β-D-glucopyranosyl-(1→2)]-β-D-glucopyranosyl-(1→4)-β-D-galactopyranoside
Synonym Source
(25R)-5α-spirostane-2α,3β,6β-triol 3-O-glucopyranosyl-(1→3)-β-glucopyranosyl-(1→2)-[β-glucopyranosyl-(1→3)]-β-glucopyranosyl-(1→4)-β-galactopyranoside ChEBI
Registry Number Type Source
18866621 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
19037184 PubMed citation Europe PMC
Last Modified
22 March 2013