sitoindoside I (CHEBI:67595)

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CHEBI:67595 - sitoindoside I

ChEBI ID	CHEBI:67595
ChEBI Name	sitoindoside I
Stars
Definition	A steroid saponin that is sitosterol attached to a 6-O-hexadecanoyl-β-D-glucopyranosyl residue at position 3 via a glycosidic linkage. It has been isolated from Breynia fruticosa.
Last Modified	11 May 2016
Downloads	Molfile

Formula	C51H90O7
Net Charge	0
Average Mass	815.274
Monoisotopic Mass	814.66866
SMILES	[H][C@@]1(O[C@H]2CC[C@@]3(C)C(=CC[C@@]4([H])[C@]5([H])CC[C@]([H])([C@H](C)CC[C@@H](CC)C(C)C)[C@@]5(C)CC[C@@]43[H])C2)O[C@H](COC(=O)CCCCCCCCCCCCCCC)[C@@H](O)[C@H](O)[C@H]1O
InChI	InChI=1S/C51H90O7/c1-8-10-11-12-13-14-15-16-17-18-19-20-21-22-45(52)56-34-44-46(53)47(54)48(55)49(58-44)57-39-29-31-50(6)38(33-39)25-26-40-42-28-27-41(51(42,7)32-30-43(40)50)36(5)23-24-37(9-2)35(3)4/h25,35-37,39-44,46-49,53-55H,8-24,26-34H2,1-7H3/t36-,37-,39+,40+,41-,42+,43+,44-,46-,47+,48-,49-,50+,51-/m1/s1
InChIKey	JCLYMCVRBRHEHI-TWDDPRSNSA-N

Species of Metabolite	Component	Source	Comments
Breynia fruticosa (ncbitaxon:296042)	root (BTO:0001188)	PubMed (21428418)	90% Methanolic extract of air-dried, crushed roots.

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)
	sitoindoside I (CHEBI:67595) has functional parent hexadecanoic acid (CHEBI:15756)
	sitoindoside I (CHEBI:67595) has functional parent sitosterol (CHEBI:27693)
	sitoindoside I (CHEBI:67595) has parent hydride stigmastane (CHEBI:26773)
	sitoindoside I (CHEBI:67595) has role plant metabolite (CHEBI:76924)
	sitoindoside I (CHEBI:67595) is a fatty acid ester (CHEBI:35748)
	sitoindoside I (CHEBI:67595) is a monosaccharide derivative (CHEBI:63367)
	sitoindoside I (CHEBI:67595) is a steroid saponin (CHEBI:61655)
	sitoindoside I (CHEBI:67595) is a β-D-glucoside (CHEBI:22798)

IUPAC Name
(3β)-stigmast-5-en-3-yl 6-O-hexadecanoyl-β-D-glucopyranoside

Synonyms	Source
(3β)-stigmast-5-en-3-yl 6-O-palmitoyl-β-D-glucopyranoside	ChEBI
β-sitosteryl-3-O-β-D-glucopyranosyl-6'-O-palmitate	ChEBI
6'-(β-sitosteryl-3-O-β-D-glucopyranosidyl)hexadecanoate	ChEBI
ASGlu	ChEBI

Registry Numbers	Sources
Reaxys:6766436	Reaxys

Citations