16,23-epoxy-5beta-cholestane triglycoside (CHEBI:65855)

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CHEBI:65855 - 16,23-epoxy-5β-cholestane triglycoside

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ChEBI ID	CHEBI:65855
ChEBI Name	16,23-epoxy-5β-cholestane triglycoside
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ASCII Name	16,23-epoxy-5beta-cholestane triglycoside
Definition	A sterol 3-β-D-glucoside that is 16,23-epoxycholest-24-ene-3,22-diol substituted by a 6-deoxy-α-L-mannopyranosyl-(1→2)-β-D-glucopyranosyl-(1→2)-β-D-glucopyranosyl moiety at position 3 via a glycosidic linkage (the 3β,5β,16β,22R,23S stereoisomer). Isolated from bulbs of Ornithogalum saundersiae, it exhibits inhibitory activity on proliferation of human peripheral blood lymphocytes.
Last Modified	21 January 2013
Downloads	Molfile

Formula	C45H74O17
Net Charge	0
Average Mass	887.070
Monoisotopic Mass	886.49260
SMILES	[H][C@@]1(O[C@@H]2[C@@H](O)[C@H](O)[C@@H](CO)O[C@@]2([H])O[C@@H]2[C@@H](O)[C@H](O)[C@@H](CO)O[C@@]2([H])O[C@H]2CC[C@@]3(C)[C@]([H])(CC[C@]4([H])[C@]3([H])CC[C@@]3(C)[C@@]4([H])C[C@]4([H])O[C@@H](C=C(C)C)[C@H](O)[C@@H](C)[C@]34[H])C2)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O
InChI	InChI=1S/C45H74O17/c1-18(2)13-27-31(48)19(3)30-26(58-27)15-25-23-8-7-21-14-22(9-11-44(21,5)24(23)10-12-45(25,30)6)57-42-39(36(53)33(50)28(16-46)59-42)62-43-40(37(54)34(51)29(17-47)60-43)61-41-38(55)35(52)32(49)20(4)56-41/h13,19-43,46-55H,7-12,14-17H2,1-6H3/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-/m0/s1
InChIKey	AJNYRTVTKHEZMG-BYMWGYRGSA-N

Species of Metabolite	Component	Source	Comments
Ornithogalum saundersiae (ncbitaxon:484171)	bulb (BTO:0000159)	PubMed (7586067)

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)
	16,23-epoxy-5β-cholestane triglycoside (CHEBI:65855) has role antineoplastic agent (CHEBI:35610)
	16,23-epoxy-5β-cholestane triglycoside (CHEBI:65855) has role metabolite (CHEBI:25212)
	16,23-epoxy-5β-cholestane triglycoside (CHEBI:65855) is a 22-hydroxy steroid (CHEBI:36863)
	16,23-epoxy-5β-cholestane triglycoside (CHEBI:65855) is a cholestanoid (CHEBI:50401)
	16,23-epoxy-5β-cholestane triglycoside (CHEBI:65855) is a cyclic ether (CHEBI:37407)
	16,23-epoxy-5β-cholestane triglycoside (CHEBI:65855) is a sterol 3-β-D-glucoside (CHEBI:37424)
	16,23-epoxy-5β-cholestane triglycoside (CHEBI:65855) is a trisaccharide derivative (CHEBI:63571)

IUPAC Name
(3β,5β,16β,22R,23S)-22-hydroxy-16,23-epoxycholest-24-en-3-yl 6-deoxy-α-L-mannopyranosyl-(1→2)-β-D-glucopyranosyl-(1→2)-β-D-glucopyranoside

Registry Numbers	Sources
Reaxys:8184507	Reaxys

Citations