stevioside

Stevioside is a glycoside derived from the stevia plant, which can be used as a sweetener.

Chemical data

Formula: C38H60O18
Molecular weight: 804.9 g/mol
IUPAC name: [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1R,4S,5R,9S,10R,13S)-13-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylate
SMILES: C[C@@]12CCC[C@@]([C@H]1CC[C@]34[C@H]2CC[C@](C3)(C(=C)C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)(C)C(=O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O
InChIKey: UEDUENGHJMELGK-HYDKPPNVSA-N
XLogP: -1.2
Polar surface area: 295 Å²
H-bond donors: 11
H-bond acceptors: 18
Formal charge: 0

via PubChem

Research

885 papers

Stevioside.Phytochemistry · 2003
Stevioside Improves Liver Insulin Resistance in Prediabetic Mice via IRS1/PI3K/AKT Signaling Pathway.Molecular nutrition & food research · 2025
Stevioside and related compounds: therapeutic benefits beyond sweetness.Pharmacology & therapeutics · 2009
Diterpenoid lead stevioside and its hydrolysis products steviol and isosteviol: Biological activity and structural modification.European journal of medicinal chemistry · 2018
Stevioside Ameliorates Prenatal Obesity Induced Postpartum Depression: The Potential Role of Gut Barrier Homeostasis.Molecular nutrition & food research · 2024

via PubMed

Wikidata facts

Mass: 804.377965

Show 4 more facts

chemical formula: C₃₈H₆₀O₁₈
isomeric SMILES: C[C@@]12CCC[C@@]([C@H]1CC[C@]34[C@H]2CC[C@](C3)(C(=C)C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)(C)C(=O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O
canonical SMILES: CC12CCCC(C1CCC34C2CCC(C3)(C(=C)C4)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)O)(C)C(=O)OC7C(C(C(C(O7)CO)O)O)O
Commons category: Stevioside

Sources (4)

via Wikidata · CC0

~2 min read

Article

4 sections

Contents

Origin
Safety
See also
References

{{Chembox | ImageFile = Stevioside.svg | ImageSize = 250px | ImageAlt = | IUPACName = β-D-Glucopyranosyl 13-[β-D-glucopyranosyl-(1→2)-β-D-glucopyranosyloxy]-5β,8α,9β,10α,13α-kaur-16-en-18-oate | SystematicName = (4R,4aS,6aR,9S,11aR,11bS)-9-{[(2S,3R,4S,5S,6R)-4,5-Dihydroxy-6-(hydroxymethyl)-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-4,11b-dimethyl-8-methylidenetetradecahydro-6a,9-methanocyclohepta[a]naphthalene-4-carboxylate | OtherNames = | Section1 = | Section2 = | Section3 = }}

Stevioside is a glycoside derived from the stevia plant, which can be used as a sweetener.