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Details

Stereochemistry ABSOLUTE
Molecular Formula C38H60O18
Molecular Weight 804.8722
Optical Activity UNSPECIFIED
Defined Stereocenters 21 / 21
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of STEVIOSIDE

SMILES

[H][C@@]7(O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@]1([H])O[C@@]23C[C@]4(CC2=C)CC[C@]5([H])[C@@](C)(CCC[C@@]5(C)[C@]4([H])CC3)C(=O)O[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)O[C@H](CO)[C@@H](O)[C@H](O)[C@H]7O

InChI

InChIKey=UEDUENGHJMELGK-HYDKPPNVSA-N
InChI=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

HIDE SMILES / InChI

Molecular Formula C38H60O18
Molecular Weight 804.8722
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 21 / 21
E/Z Centers 0
Optical Activity UNSPECIFIED

Stevioside is an ent-kaurene type diterpenoid glycoside isolated from leaves of Stevia rebaudiana (Bertoni) Bertoni, a perennial herb of the asteraceae (compositae) family. Stevioside and related compounds are responsible for the sweet taste of Stevia leaves. Stevioside is an intense sweetener and the extract of its source (S. rebaudiana) finds extensive use in countries like Japan, China, Russia, Korea, Paraguay, Argentina, Indonesia, Malaysia, Australia, New Zealand, South America, and others, to sweeten local teas, medicines, food, and beverages. Stevia leaves are also in use for their medicinal benefits in hypertension, obesity, topical dressing for wounds, and other skin disorders. Oral stevioside is not taken up by the human body (or the uptake is extremely low) and none of the digestive enzymes from the gastro-intestinal tract of different animals and human body are able to degrade stevioside into steviol. A number of studies have suggested that, beside sweetness, stevioside along with related compounds, which include rebaudioside A, steviol and isosteviol may also offer therapeutic benefits, as they have anti-hyperglycemic, anti-hypertensive, anti-inflammatory, anti-tumor, anti-diarrheal, diuretic, and immunomodulatory actions.

Originator

Curator's Comment: Stevioside and rebaudioside were first isolated by two French chemists, Bridel and Lavielle.

Approval Year

Targets

Targets

Conditions
Doses

Doses

DosePopulationAdverse events​
500 mg 3 times / day multiple, oral
Studied dose
Dose: 500 mg, 3 times / day
Route: oral
Route: multiple
Dose: 500 mg, 3 times / day
Sources:
unhealthy
n = 168
Health Status: unhealthy
Condition: essential hypertension
Sex: M+F
Food Status: UNKNOWN
Population Size: 168
Sources:
Disc. AE: Nausea alone, Dizziness...
AEs leading to
discontinuation/dose reduction:
Nausea alone (1 pt)
Dizziness (1 pt)
Sources:
AEs

AEs

AESignificanceDosePopulation
Dizziness 1 pt
Disc. AE
500 mg 3 times / day multiple, oral
Studied dose
Dose: 500 mg, 3 times / day
Route: oral
Route: multiple
Dose: 500 mg, 3 times / day
Sources:
unhealthy
n = 168
Health Status: unhealthy
Condition: essential hypertension
Sex: M+F
Food Status: UNKNOWN
Population Size: 168
Sources:
Nausea alone 1 pt
Disc. AE
500 mg 3 times / day multiple, oral
Studied dose
Dose: 500 mg, 3 times / day
Route: oral
Route: multiple
Dose: 500 mg, 3 times / day
Sources:
unhealthy
n = 168
Health Status: unhealthy
Condition: essential hypertension
Sex: M+F
Food Status: UNKNOWN
Population Size: 168
Sources:
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG
Drug as perpetrator​Drug as victim
PubMed

PubMed

TitleDatePubMed
Evaluation of natural products as inhibitors of human immunodeficiency virus type 1 (HIV-1) reverse transcriptase.
1991 Jan-Feb
Antiamnesic effect of stevioside in scopolamine-treated rats.
2010 Jun
Stevia-derived compounds attenuate the toxic effects of ectopic lipid accumulation in the liver of obese mice: a transcriptomic and metabolomic study.
2015 Mar
Patents

Sample Use Guides

Stevioside was administered at a dose of 250 mg thrice a day for 1 year to 60 hypertensive volunteers. After 3 months the systolic and diastolic blood pressure decreased significantly and the effect was also found to be persisting.
Route of Administration: Oral
High concentrations of stevioside (2–5 uM) and steviol (0.2–0.8 uM) were observed to decrease cell viability in T84, Caco-2, and HT29 cells (assayed by MTT method).
Substance Class Chemical
Created
by admin
on Fri Dec 15 19:19:21 GMT 2023
Edited
by admin
on Fri Dec 15 19:19:21 GMT 2023
Record UNII
0YON5MXJ9P
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
STEVIOSIDE
INCI   MART.   MI   USP-RS  
INCI  
Official Name English
INS NO.960
Code English
.ALPHA.-G-SWEET
Common Name English
STEVIAN 50
Common Name English
(4.ALPHA.)-13-((2-O-.BETA.-D-GLUCOPYRANOSYL-.BETA.-D-GLUCOPYRANOSYL)OXY)KAUR-16-EN-18-OIC ACID .BETA.-D-GLUCOPYRANOSYL ESTER
Common Name English
INS-960
Code English
E-960
Code English
FEMA NO. 4763
Code English
(-)-STEVIOSIDE
Common Name English
STEVIOSIDE [INCI]
Common Name English
STEVIOSIDE [USP-RS]
Common Name English
STEVIBIOSIDE
Common Name English
STEVIOSIN
Common Name English
STEVIOSIDE [MI]
Common Name English
STEVIOSIDE [MART.]
Common Name English
KAUR-16-EN-18-OIC ACID, 13-((2-O-.BETA.-D-GLUCOPYRANOSYL-.BETA.-D-GLUCOPYRANOSYL)OXY)-, .BETA.-D-GLUCOPYRANOSYL ESTER, (4.ALPHA.)-
Common Name English
Classification Tree Code System Code
JECFA EVALUATION INS-960
Created by admin on Fri Dec 15 19:19:21 GMT 2023 , Edited by admin on Fri Dec 15 19:19:21 GMT 2023
DSLD 2560 (Number of products:5)
Created by admin on Fri Dec 15 19:19:21 GMT 2023 , Edited by admin on Fri Dec 15 19:19:21 GMT 2023
CODEX ALIMENTARIUS (GSFA) INS-960
Created by admin on Fri Dec 15 19:19:21 GMT 2023 , Edited by admin on Fri Dec 15 19:19:21 GMT 2023
Code System Code Type Description
SMS_ID
100000176630
Created by admin on Fri Dec 15 19:19:21 GMT 2023 , Edited by admin on Fri Dec 15 19:19:21 GMT 2023
PRIMARY
DAILYMED
0YON5MXJ9P
Created by admin on Fri Dec 15 19:19:21 GMT 2023 , Edited by admin on Fri Dec 15 19:19:21 GMT 2023
PRIMARY
EPA CompTox
DTXSID7021281
Created by admin on Fri Dec 15 19:19:21 GMT 2023 , Edited by admin on Fri Dec 15 19:19:21 GMT 2023
PRIMARY
MESH
C012043
Created by admin on Fri Dec 15 19:19:21 GMT 2023 , Edited by admin on Fri Dec 15 19:19:21 GMT 2023
PRIMARY
EVMPD
SUB191567
Created by admin on Fri Dec 15 19:19:21 GMT 2023 , Edited by admin on Fri Dec 15 19:19:21 GMT 2023
PRIMARY
CAS
57817-89-7
Created by admin on Fri Dec 15 19:19:21 GMT 2023 , Edited by admin on Fri Dec 15 19:19:21 GMT 2023
PRIMARY
FDA UNII
0YON5MXJ9P
Created by admin on Fri Dec 15 19:19:21 GMT 2023 , Edited by admin on Fri Dec 15 19:19:21 GMT 2023
PRIMARY
RXCUI
37106
Created by admin on Fri Dec 15 19:19:21 GMT 2023 , Edited by admin on Fri Dec 15 19:19:21 GMT 2023
PRIMARY RxNorm
ECHA (EC/EINECS)
260-975-5
Created by admin on Fri Dec 15 19:19:21 GMT 2023 , Edited by admin on Fri Dec 15 19:19:21 GMT 2023
PRIMARY
CHEBI
9271
Created by admin on Fri Dec 15 19:19:21 GMT 2023 , Edited by admin on Fri Dec 15 19:19:21 GMT 2023
PRIMARY
RS_ITEM_NUM
1622408
Created by admin on Fri Dec 15 19:19:21 GMT 2023 , Edited by admin on Fri Dec 15 19:19:21 GMT 2023
PRIMARY
PUBCHEM
442089
Created by admin on Fri Dec 15 19:19:21 GMT 2023 , Edited by admin on Fri Dec 15 19:19:21 GMT 2023
PRIMARY
WIKIPEDIA
Stevioside
Created by admin on Fri Dec 15 19:19:21 GMT 2023 , Edited by admin on Fri Dec 15 19:19:21 GMT 2023
PRIMARY
MERCK INDEX
m10209
Created by admin on Fri Dec 15 19:19:21 GMT 2023 , Edited by admin on Fri Dec 15 19:19:21 GMT 2023
PRIMARY Merck Index
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MIC value of the in vitro growth of Mycobacterium Tuberculosis (H37RV strain) of the new anti-tuberculosis terpenoid derived agent tested was 7.5 ug/ml.
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ACTIVE MOIETY