EMBL-EBI | Chemical Biology | ChEBI

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

CHEBI:9271 - stevioside

ChEBI IDCHEBI:9271
ChEBI Namestevioside
Stars
DefinitionA diterpene glycoside that is rubusoside in which the hydroxy group at position 2 of the allylic β-D-glucoside has been converted to the corresponding β-D-glucoside. It is a natural herbal sweetener that is 250-300 times sweeter than sucrose (though with a bitter aftertaste), extracted from the Stevia rebaudiana plant native to South America.
Last Modified8 October 2019
DownloadsMolfile
FormulaC38H60O18
Net Charge0
Average Mass804.880
Monoisotopic Mass804.37797
SMILES[H][C@]12CC[C@]34CC(=C)[C@](O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)(CC[C@@]3([H])[C@]1(C)CCC[C@@]2(C)C(=O)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C4
InChIInChI=1S/C38H60O18/c1-16-11-37-9-5-20-35(2,7-4-8-36(20,3)34(50)55-32-29(49)26(46)23(43)18(13-40)52-32)21(37)6-10-38(16,15-37)56-33-30(27(47)24(44)19(14-41)53-33)54-31-28(48)25(45)22(42)17(12-39)51-31/h17-33,39-49H,1,4-15H2,2-3H3/t17-,18-,19-,20+,21+,22-,23-,24-,25+,26+,27+,28-,29-,30-,31+,32+,33+,35-,36-,37-,38+/m1/s1
InChIKeyUEDUENGHJMELGK-HYDKPPNVSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Stevia rebaudiana (ncbitaxon:55670) leaf (BTO:0000713) PubMed (15610349)
Roles Classification
Chemical Role:
antioxidant  A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Roles:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
sweetening agent  Substance that sweeten food, beverages, medications, etc.
Applications:
hypoglycemic agent  A drug which lowers the blood glucose level.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
sweetening agent  Substance that sweeten food, beverages, medications, etc.
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
ChEBI Ontology
Outgoing Relation(s)
stevioside (CHEBI:9271) has functional parent rubusoside (CHEBI:145021)
stevioside (CHEBI:9271) has functional parent steviol (CHEBI:145024)
stevioside (CHEBI:9271) has role anti-inflammatory agent (CHEBI:67079)
stevioside (CHEBI:9271) has role antineoplastic agent (CHEBI:35610)
stevioside (CHEBI:9271) has role antioxidant (CHEBI:22586)
stevioside (CHEBI:9271) has role hypoglycemic agent (CHEBI:35526)
stevioside (CHEBI:9271) has role plant metabolite (CHEBI:76924)
stevioside (CHEBI:9271) has role sweetening agent (CHEBI:50505)
stevioside (CHEBI:9271) is a ent-kaurane diterpenoid (CHEBI:36760)
stevioside (CHEBI:9271) is a bridged compound (CHEBI:35990)
stevioside (CHEBI:9271) is a diterpene glycoside (CHEBI:71939)
stevioside (CHEBI:9271) is a tetracyclic diterpenoid (CHEBI:52557)
stevioside (CHEBI:9271) is a β-D-glucoside (CHEBI:22798)
Incoming Relation(s)
rebaudioside E (CHEBI:145018) has functional parent stevioside (CHEBI:9271)
IUPAC Name 
1-O-{13α-[(2-O-β-D-glucopyranosyl-β-D-glucopyranosyl)oxy]-18-oxo-5β,8α,9β,10α-kaur-16-en-18-yl}-β-D-glucopyranose
Synonyms  Source
steviosideKEGG COMPOUND
steviosinChemIDplus
13-[(2-O-β-D-glucopyranosyl-β-D-glucopyranosyl)oxy]kaur-16-en-18-oic acid β-D-glucopyranosyl esterChEBI
UniProt Name  Source
steviosideUniProt
Manual XrefsDatabases
C09189KEGG COMPOUND
C00003485KNApSAcK
SteviosideWikipedia
HMDB0034945HMDB
FDB013538FooDB
CPD-14504MetaCyc
Registry NumbersSources
CAS:57817-89-7KEGG COMPOUND
CAS:57817-89-7ChemIDplus
Citations