rebaudioside A (CHEBI:145012)

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CHEBI:145012 - rebaudioside A

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ChEBI ID	CHEBI:145012
ChEBI Name	rebaudioside A
Stars
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.
Last Modified	6 March 2024
Submitter	Kristian Axelsen
Downloads	Molfile

Formula	C44H70O23
Net Charge	0
Average Mass	967.021
Monoisotopic Mass	966.43079
SMILES	[H][C@]12CC[C@]34CC(=C)[C@](O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)[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
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

Wikipedia

Roles Classification

Biological Roles:	sweetening agent Substance that sweeten food, beverages, medications, etc. 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. sweetening agent Substance that sweeten food, beverages, medications, etc.
Applications:	sweetening agent Substance that sweeten food, beverages, medications, etc. sweetening agent Substance that sweeten food, beverages, medications, etc. sweetening agent Substance that sweeten food, beverages, medications, etc.

ChEBI Ontology

Outgoing Relation(s)
	rebaudioside A (CHEBI:145012) has functional parent rubusoside (CHEBI:145021)
	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 role sweetening agent (CHEBI:50505)
	rebaudioside A (CHEBI:145012) is a rebaudioside (CHEBI:145023)
	rebaudioside A (CHEBI:145012) is a β-D-glucoside (CHEBI:22798)
Incoming Relation(s)
	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	Source
Reb A	ChemIDplus
rebaudioside-A	ChemIDplus
Sweetener 4G-S	ChemIDplus
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

Brand Name	Source
Stevia	ChEBI

UniProt Name	Source
rebaudioside A	UniProt

Manual Xrefs	Databases
CPD-14506	MetaCyc
Rebaudioside_A	Wikipedia
HMDB0034950	HMDB
FDB013543	FooDB
C00023175	KNApSAcK

Registry Numbers	Sources
CAS:58543-16-1	ChemIDplus

Citations