CHEBI:145012 - rebaudioside A

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ChEBI Name rebaudioside A
ChEBI ID CHEBI:145012
Definition A rebaudioside that is rubusoside in which the hydroxy groups at positions 3 and 4 of the β-D-glucopyranosyloxy group at the 13α position have both been converted to the corresponding β-D-glucopyranoside.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Kristian Axelsen
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Formula C44H70O23
Net Charge 0
Average Mass 967.021
Monoisotopic Mass 966.43079
InChI InChI=1S/C44H70O23/c1-17-11-43-9-5-22-41(2,7-4-8-42(22,3)40(59)66-38-33(58)30(55)26(51)20(14-47)62-38)23(43)6-10-44(17,16-43)67-39-35(65-37-32(57)29(54)25(50)19(13-46)61-37)34(27(52)21(15-48)63-39)64-36-31(56)28(53)24(49)18(12-45)60-36/h18-39,45-58H,1,4-16H2,2-3H3/t18-,19-,20-,21-,22+,23+,24-,25-,26-,27-,28+,29+,30+,31-,32-,33-,34+,35-,36+,37+,38+,39+,41-,42-,43-,44+/m1/s1
InChIKey HELXLJCILKEWJH-NCGAPWICSA-N
SMILES [C@]123[C@]([C@]4([C@@]([C@](CCC4)(C)C(O[C@@H]5O[C@@H]([C@@H](O)[C@@H]([C@H]5O)O)CO)=O)(CC1)[H])C)(CC[C@@](C2)(O[C@H]6[C@H](O[C@@H]7O[C@@H]([C@@H](O)[C@@H]([C@H]7O)O)CO)[C@H]([C@H](O)[C@H](O6)CO)O[C@@H]8O[C@@H]([C@@H](O)[C@@H]([C@H]8O)O)CO)C(C3)=C)[H]
Roles Classification
Biological Role(s): sweetening agent
Substance that sweeten food, beverages, medications, etc.
(via steviol glycoside )
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
(via rebaudioside )
Application(s): sweetening agent
Substance that sweeten food, beverages, medications, etc.
(via steviol glycoside )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing rebaudioside A (CHEBI:145012) has functional parent β-D-Glcp-(1→2)-[β-D-Glcp-(1→3)]-β-D-Glcp (CHEBI:146806)
rebaudioside A (CHEBI:145012) has functional parent rubusoside (CHEBI:145021)
rebaudioside A (CHEBI:145012) has role sweetening agent (CHEBI:50505)
rebaudioside A (CHEBI:145012) is a β-D-glucoside (CHEBI:22798)
rebaudioside A (CHEBI:145012) is a rebaudioside (CHEBI:145023)
Incoming rebaudioside D (CHEBI:145022) has functional parent rebaudioside A (CHEBI:145012)
rebaudioside M (CHEBI:145019) has functional parent rebaudioside A (CHEBI:145012)
IUPAC Name
1-O-(13α-{[β-D-glucopyranosyl-(1→2)-[β-D-glucopyranosyl-(1→3)]-β-D-glucopyranosyl]oxy}-18-oxo-5β,8α,9β,10α-kaur-16-en-18-yl)-β-D-glucopyranose
Synonyms Sources
13-[(2-O-β-D-glucopyranosyl-3-O-β-D-glucopyranosyl-β-D-glucopyranosyl)oxy]-ent-kaur-16-en-19-oic acid β-D-glucopyranosyl ester IUPAC
19-O-β-glucopyranosyl-13-O-(β-glucopyranosyl(1-2)-β-glucopyranosyl(1-3))-β-glucopyranosyl-13-hydroxykaur-16-en-19-oic acid ChemIDplus
19-O-β-glucopyranosyl-13-O-(β-glucopyranosyl(1-2)-β-glucopyranosyl(1-3))-β-glucopyranosylsteviol ChemIDplus
Reb A ChemIDplus
Reb-A ChemIDplus
rebaudioside A UniProt
rebaudioside-A ChemIDplus
Sweetener 4G-S ChemIDplus
Brand Name Source
Stevia ChEBI
Manual Xrefs Databases
C00023175 KNApSAcK
CPD-14506 MetaCyc
FDB013543 FooDB
HMDB0034950 HMDB
Rebaudioside_A Wikipedia
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Registry Number Type Source
58543-16-1 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
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Last Modified
06 March 2024