leucospiroside A (CHEBI:66574)

EMBL-EBI | Chemical Biology | ChEBI

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

CHEBI:66574 - leucospiroside A

Take structure to advanced search

ChEBI ID	CHEBI:66574
ChEBI Name	leucospiroside A
Stars
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.
Last Modified	22 March 2013
Downloads	Molfile

Formula	C57H94O30
Net Charge	0
Average Mass	1259.349
Monoisotopic Mass	1258.58299
SMILES	[H][C@@]1(O[C@H]2[C@H](O)[C@@H](CO)O[C@@]([H])(O[C@@H]3[C@@H](O[C@]4([H])O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)[C@H](O)[C@@H](CO)O[C@@]3([H])O[C@@H]3[C@H](O)[C@@H](O)[C@]([H])(O[C@@H]4C[C@]5([H])[C@H](O)C[C@@]6([H])[C@]7([H])C[C@]8([H])O[C@]9(CC[C@@H](C)CO9)[C@@H](C)[C@]8([H])[C@@]7(C)CC[C@]6([H])[C@@]5(C)C[C@H]4O)O[C@@H]3CO)[C@@H]2O)O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
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

Species of Metabolite	Component	Source	Comments
Allium leucanthum (ncbitaxon:546491)	flower (BTO:0000469)	PubMed (19037184)

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. metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:	antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms.

ChEBI Ontology

Outgoing Relation(s)
	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 Numbers	Sources
Reaxys:18866621	Reaxys

Citations