CHEBI:67595 - sitoindoside I

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ChEBI Name sitoindoside I
ChEBI ID CHEBI:67595
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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C51H90O7
Net Charge 0
Average Mass 815.25610
Monoisotopic Mass 814.66866
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
SMILES CCCCCCCCCCCCCCCC(=O)OC[C@H]1O[C@@H](O[C@H]2CC[C@]3(C)[C@H]4CC[C@]5(C)[C@H](CC[C@H]5[C@@H]4CC=C3C2)[C@H](C)CC[C@@H](CC)C(C)C)[C@H](O)[C@@H](O)[C@@H]1O
Metabolite of Species Details
Breynia fruticosa (NCBI:txid296042) Found in root (BTO:0001188). 90% Methanolic extract of air-dried, crushed roots. See: PubMed
Roles Classification
Biological Role(s): 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.
(via saponin )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 β-D-glucoside (CHEBI:22798)
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)
IUPAC Name
(3β)-stigmast-5-en-3-yl 6-O-hexadecanoyl-β-D-glucopyranoside
Synonyms Sources
(3β)-stigmast-5-en-3-yl 6-O-palmitoyl-β-D-glucopyranoside ChEBI
6'-(β-sitosteryl-3-O-β-D-glucopyranosidyl)hexadecanoate ChEBI
ASGlu ChEBI
β-sitosteryl-3-O-β-D-glucopyranosyl-6'-O-palmitate ChEBI
Registry Number Type Source
6766436 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
20496228 PubMed citation Europe PMC
21428418 PubMed citation Europe PMC
26884207 PubMed citation Europe PMC
352185 Chinese Abstracts citation Europe PMC
354359 Chinese Abstracts citation Europe PMC
379028 Chinese Abstracts citation Europe PMC
605834 Chinese Abstracts citation Europe PMC
Last Modified
11 May 2016