ISOSTEVIOL

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C20H30O3
Molecular Weight	318.4504
Optical Activity	UNSPECIFIED
Defined Stereocenters	6 / 6
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C[C@]12C[C@@]3(CC1=O)CC[C@H]4[C@@](C)(CCC[C@@]4(C)C(O)=O)[C@@H]3CC2

InChI

InChIKey=KFVUFODCZDRVSS-XGBBNYNSSA-N

InChI=1S/C20H30O3/c1-17-9-5-14-18(2)7-4-8-19(3,16(22)23)13(18)6-10-20(14,12-17)11-15(17)21/h13-14H,4-12H2,1-3H3,(H,22,23)/t13-,14-,17-,18+,19+,20-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C20H30O3
Molecular Weight	318.4504
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	6 / 6
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/19000919
Curator's Comment: description was created based on several sources, including: https://examine.com/supplements/stevia/ | https://www.ncbi.nlm.nih.gov/pubmed/15935396 | https://www.ncbi.nlm.nih.gov/pubmed/26712732

Stevia is the common word to refer to the plant stevia rebaudiana which is the sweetest of the stevia species of plants and historically used as a sweetening agent. Several studies have suggested that in addition to their sweetness, steviosides and their related compounds, including rebaudioside A and isosteviol, may offer additional therapeutic benefits. These benefits include anti-hyperglycaemic, anti-hypertensive, anti-inflammatory, anti-tumor, anti-diarrheal, diuretic, and immunomodulatory actions. Isosteviol inhibits DNA polymerases and human DNA topoisomerase II. It also retards growth of three different types of human cancer cells and inhibits inflammation induced by TPA. Isosteviol had been in phase II clinical trials for the treatment of Type 2 diabetes mellitus.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Potency
DNA polymerase alpha subunit 9 Target ID: CHEMBL1828 Sources: https://www.ncbi.nlm.nih.gov/pubmed/15935396	Inhibitor 8504	27.5 µM [Ki]
DNA polymerase lambda 4 Target ID: CHEMBL5367 Sources: https://www.ncbi.nlm.nih.gov/pubmed/15935396	Inhibitor 8504	103.0 µM [IC50]
DNA polymerase beta 5 Target ID: CHEMBL4343 Sources: https://www.ncbi.nlm.nih.gov/pubmed/15935396	Inhibitor 8504	177.0 µM [IC50]
DNA topoisomerase II 66 Target ID: CHEMBL2094255 Sources: https://www.ncbi.nlm.nih.gov/pubmed/15935396	Inhibitor 8504

Conditions

Condition	Modality	Highest Phase	Product
Acute focal cerebral ischemia 1 Sources: https://www.ncbi.nlm.nih.gov/pubmed/27047634	Primary	Preclinical	Unknown Approved Use Unknown
Type 2 diabetes mellitus 262 Sources: https://www.ncbi.nlm.nih.gov/pubmed/22479612 https://www.ncbi.nlm.nih.gov/pubmed/18201205	Primary	Phase II 1147	Unknown Approved Use Unknown
Cancer 609 Sources: https://www.ncbi.nlm.nih.gov/pubmed/26101532 https://www.ncbi.nlm.nih.gov/pubmed/15935396	Primary	Basic research	Unknown Approved Use Unknown

C_max

Value	Dose	Co-administered	Analyte	Population
4.24 μg/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/18701231	4 mg/kg single, oral dose: 4 mg/kg route of administration: Oral experiment type: SINGLE co-administered:		ISOSTEVIOL plasma	Rattus norvegicus population: HEALTHY age: ADULT sex: UNKNOWN food status: FASTED

AUC

Value	Dose	Co-administered	Analyte	Population
1046.2 μg × min/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/18701231	4 mg/kg single, intravenous dose: 4 mg/kg route of administration: Intravenous experiment type: SINGLE co-administered:		ISOSTEVIOL plasma	Rattus norvegicus population: HEALTHY age: ADULT sex: UNKNOWN food status: FASTED
632.3 μg × min/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/18701231	4 mg/kg single, oral dose: 4 mg/kg route of administration: Oral experiment type: SINGLE co-administered:		ISOSTEVIOL plasma	Rattus norvegicus population: HEALTHY age: ADULT sex: UNKNOWN food status: FASTED

T_1/2

Value	Dose	Co-administered	Analyte	Population
150.6 min EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/18701231	4 mg/kg single, intravenous dose: 4 mg/kg route of administration: Intravenous experiment type: SINGLE co-administered:		ISOSTEVIOL plasma	Rattus norvegicus population: HEALTHY age: ADULT sex: UNKNOWN food status: FASTED
169.9 min EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/18701231	4 mg/kg single, oral dose: 4 mg/kg route of administration: Oral experiment type: SINGLE co-administered:		ISOSTEVIOL plasma	Rattus norvegicus population: HEALTHY age: ADULT sex: UNKNOWN food status: FASTED

Sourcing

Vendor/Aggregator	ID	URL
AK Scientific	3749AH	https://aksci.com/item_detail.php?cat=3749AH
AstaTech	44265	http://astatechinc.com/CPSResult.php?CRNO=44265
Biopurify Phytochemicals	BP0801	https://www.phytopurify.com/search.do?a=s&searchtype=3&psize=10&q=BP0801&searchhtmp=simplesearch&t=1
BioSynth	Q-100355	https://www.biosynth.com/en/products/life-science/other-biochemicals/products/Q-100355
BOC Sciences	27975-19-5	http://www.bocsci.com/description.asp?cas=27975-19-5
Chem Scene	CS-3919	http://www.chemscene.com/goproductList/searchProductList?productObj=CS-3919
eMolecules	1320576	https://orderbb.emolecules.com/search/#?query=1320576
eMolecules	30082556	https://orderbb.emolecules.com/search/#?query=30082556
eMolecules	43446301	https://orderbb.emolecules.com/search/#?query=43446301
Hairui	HR143110	http://www.hairuichem.com/en/product/search.do?q=HR143110
Lab Network	LN00387584	https://labnetwork.com/frontend-app/p/#!/moleculedetails/LN00387584
Lab Seeker	SC-72881	http://www.labseeker.com/search.php?keywords=SC-72881&category=0
LabSeeker	SC-72881	http://www.labseeker.com/search.php?keywords=SC-72881&category=0
mcule	MCULE-9401527165	https://mcule.com/MCULE-9401527165/
MedChem Express	HY-N0872	https://www.medchemexpress.com/search.html?q=HY-N0872&ft=&fa=&fp=
Molnova	M18354	https://www.molnova.com/en/serch-list.html?keywords=M18354
MolPort	MolPort-002-517-360	https://www.molport.com/shop/molecule-link/MolPort-002-517-360
MolPort	MolPort-007-980-872	https://www.molport.com/shop/molecule-link/MolPort-007-980-872
Selleck Chemicals	S3905	http://www.selleckchem.com/search.html?searchDTO.searchParam=S3905
TargetMol	BBP04574	https://www.targetmol.com/search?keyword=BBP04574
TargetMol	N062-0006	https://www.targetmol.com/search?keyword=N062-0006
TargetMol	T3332	https://www.targetmol.com/search?keyword=T3332
Tetrahedron	TS61429	http://www.thsci.com/search.do?q=TS61429
TimTec	ST50743195	http://www.echemstore.com/catalogsearch/result/?q=ST50743195
Toronto Research Chemicals	I902200	https://www.trc-canada.com/product-detail/?CatNum=I902200
Vitas-M Laboratory	STL566083	http://www.vitasmlab.biz/search/STL566083

PubMed

Title	Date	PubMed
Isosteviol has beneficial effects on palmitate-induced α-cell dysfunction and gene expression.	2012	22479612

Patents

Sample Use Guides

In Vivo Use Guide

20 mg/kg of body weight

Route of Administration: Oral

In Vitro Use Guide

Isosteviol prevented the growth of human cancer cells, with LD50 values of 84-167 uM.

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:51:52 GMT 2025` Edited by `admin` on `Mon Mar 31 18:51:52 GMT 2025`
Record UNII	091QB7QO95
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NSC-231875

Preferred Name

English

ISOSTEVIOL

Common Name

English

ISO-STEVIOL

Common Name

English

(-)-ISOSTEVIOL

Common Name

English

KETOISOSTEVIC ACID

Common Name

English

17-NORKAURAN-18-OIC ACID, 13-METHYL-16-OXO-, (4.ALPHA.,8.BETA.,13.BETA.)-

Common Name

English

Code System Code Type Description

FDA UNII

091QB7QO95