rebaudioside M (CHEBI:145019)

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CHEBI:145019 - rebaudioside M

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ChEBI ID	CHEBI:145019
ChEBI Name	rebaudioside M
Stars
Definition	A rebaudioside that is rebaudioside A in which the the hydroxy groups at positions 2 and 3 of the β-D-glucosyl ester moiety have both been converted to the corresponding β-D-glucoside. Found in very low concentraitions in the leaves of Stevia Rebaudiana, it is more than 200 times sweeter than sucrose.
Last Modified	6 March 2024
Submitter	Kristian Axelsen
Downloads	Molfile

Formula	C56H90O33
Net Charge	0
Average Mass	1291.303
Monoisotopic Mass	1290.53644
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]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H]1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C4
InChI	InChI=1S/C56H90O33/c1-19-11-55-9-5-26-53(2,7-4-8-54(26,3)52(77)88-50-44(86-48-40(75)36(71)30(65)22(14-59)80-48)42(32(67)24(16-61)82-50)84-46-38(73)34(69)28(63)20(12-57)78-46)27(55)6-10-56(19,18-55)89-51-45(87-49-41(76)37(72)31(66)23(15-60)81-49)43(33(68)25(17-62)83-51)85-47-39(74)35(70)29(64)21(13-58)79-47/h20-51,57-76H,1,4-18H2,2-3H3/t20-,21-,22-,23-,24-,25-,26+,27+,28-,29-,30-,31-,32-,33-,34+,35+,36+,37+,38-,39-,40-,41-,42+,43+,44-,45-,46+,47+,48+,49+,50+,51+,53-,54-,55-,56+/m1/s1
InChIKey	GSGVXNMGMKBGQU-PHESRWQRSA-N

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 M (CHEBI:145019) has functional parent rebaudioside A (CHEBI:145012)
	rebaudioside M (CHEBI:145019) has functional parent rebaudioside D (CHEBI:145022)
	rebaudioside M (CHEBI:145019) has functional parent β-D-Glcp-(1→2)-[β-D-Glcp-(1→3)]-β-D-Glcp (CHEBI:146806)
	rebaudioside M (CHEBI:145019) has role sweetening agent (CHEBI:50505)
	rebaudioside M (CHEBI:145019) is a rebaudioside (CHEBI:145023)
	rebaudioside M (CHEBI:145019) is a β-D-glucoside (CHEBI:22798)

IUPAC Name
β-D-glucopyranosyl-(1→2)-[β-D-glucopyranosyl-(1→3)]-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-M	ChEBI
Reb M	ChEBI
rebaudioside X	ChEBI
Reb-X	ChEBI
Reb X	ChEBI

UniProt Name	Source
rebaudioside M	UniProt

Registry Numbers	Sources
CAS:1220616-44-3	ChEBI

Citations