Isosteviol

Modify Date: 2024-01-02 17:11:45

Isosteviol Structure
Isosteviol structure
 Common Name Isosteviol
CAS Number 27975-19-5 Molecular Weight 318.450
Density 1.2±0.1 g/cm3 Boiling Point 455.6±38.0 °C at 760 mmHg
Molecular Formula C20H30O3 Melting Point 228.0 to 232.0 °C
MSDS Chinese USA Flash Point 243.5±23.3 °C

 Use of Isosteviol


Isosteviol is a derivative of stevioside, a constituent of Stevia rebaudiana, which is commonly used as a noncaloric sugar substitute in Japan and Brazil.Target:Isosteviol dose-dependently relaxed the vasopressin (10-8 M)-induced vasoconstriction in isolated aortic rings with or without endothelium. However, in the presence of potassium chloride (3×10-2 M), the vasodilator effect of isosteviol on arterial strips disappeared. Only the inhibitors specific for the ATP-sensitive potassium (KATP) channel or small conductance calcium-activated potassium (SKCa) channel inhibited the vasodilator effect of isosteviol in isolated aortic rings contracted with 10-8 M vasopressin [1]. The attenuation by isosteviol of the vasopressin- and phenylephrine-induced increase in [Ca (2+)]i was inhibited by glibenclamide, apamin and 4-aminopyridine but not by charybdotoxin. Furthermore, the inhibitory action of isosteviol on [Ca (2+)]i was blocked when A7r5 cells co-treated with glibenclamide and apamin in conjunction with 4-aminopyridine were present [2]. Isosteviol (1-100 micromol/l) inhibits angiotensin-II-induced DNA synthesis and endothelin-1 secretion. Measurements of 2'7'-dichlorofluorescin diacetate, a redox-sensitive fluorescent dye, showed an isosteviol-mediated inhibition of intracellular reactive oxygen species generated by the effects of angiotensin II [3].

 Names

Name Isosteviol
Synonym More Synonyms

 Isosteviol Biological Activity

Description Isosteviol is a derivative of stevioside, a constituent of Stevia rebaudiana, which is commonly used as a noncaloric sugar substitute in Japan and Brazil.Target:Isosteviol dose-dependently relaxed the vasopressin (10-8 M)-induced vasoconstriction in isolated aortic rings with or without endothelium. However, in the presence of potassium chloride (3×10-2 M), the vasodilator effect of isosteviol on arterial strips disappeared. Only the inhibitors specific for the ATP-sensitive potassium (KATP) channel or small conductance calcium-activated potassium (SKCa) channel inhibited the vasodilator effect of isosteviol in isolated aortic rings contracted with 10-8 M vasopressin [1]. The attenuation by isosteviol of the vasopressin- and phenylephrine-induced increase in [Ca (2+)]i was inhibited by glibenclamide, apamin and 4-aminopyridine but not by charybdotoxin. Furthermore, the inhibitory action of isosteviol on [Ca (2+)]i was blocked when A7r5 cells co-treated with glibenclamide and apamin in conjunction with 4-aminopyridine were present [2]. Isosteviol (1-100 micromol/l) inhibits angiotensin-II-induced DNA synthesis and endothelin-1 secretion. Measurements of 2'7'-dichlorofluorescin diacetate, a redox-sensitive fluorescent dye, showed an isosteviol-mediated inhibition of intracellular reactive oxygen species generated by the effects of angiotensin II [3].
Related Catalog
References

[1]. Wong KL, et al. Isosteviol acts on potassium channels to relax isolated aortic strips of Wistar rat. Life Sci. 2004 Mar 26;74(19):2379-87.

[2]. Wong KL, et al. Isosteviol as a potassium channel opener to lower intracellular calcium concentrations in cultured aortic smooth muscle cells. Planta Med. 2004 Feb;70(2):108-12.

[3]. Wong KL, et al. Antiproliferative effect of isosteviol on angiotensin-II-treated rat aortic smooth muscle cells. Pharmacology. 2006;76(4):163-9.

 Chemical & Physical Properties

Density 1.2±0.1 g/cm3
Boiling Point 455.6±38.0 °C at 760 mmHg
Melting Point 228.0 to 232.0 °C
Molecular Formula C20H30O3
Molecular Weight 318.450
Flash Point 243.5±23.3 °C
Exact Mass 318.219482
PSA 54.37000
LogP 4.13
Vapour Pressure 0.0±2.4 mmHg at 25°C
Index of Refraction 1.551
Storage condition -20°C

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
RC5532500
CHEMICAL NAME :
17-Norkauran-18-oic acid, 13-methyl-16-oxo-, (4-alpha,8-beta,13-beta)-
CAS REGISTRY NUMBER :
27975-19-5
LAST UPDATED :
199703
DATA ITEMS CITED :
6
MOLECULAR FORMULA :
C20-H30-O3
MOLECULAR WEIGHT :
318.50

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
3160 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
ZYYZEW Zhongguo Yaolixue Yu Dulixue Zazhi. (Chinese Pharmacological Society, 27 Tai-Ping Road, Beijing 100850, China) V.1- 1986- Volume(issue)/page/year: 8,33,1994
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
671 mg/kg
TOXIC EFFECTS :
Vascular - regional or general arteriolar or venous dilation Liver - other changes Kidney, Ureter, Bladder - changes in tubules (including acute renal failure, acute tubular necrosis)
REFERENCE :
ZYYZEW Zhongguo Yaolixue Yu Dulixue Zazhi. (Chinese Pharmacological Society, 27 Tai-Ping Road, Beijing 100850, China) V.1- 1986- Volume(issue)/page/year: 8,33,1994
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
503 mg/kg
TOXIC EFFECTS :
Vascular - regional or general arteriolar or venous dilation Liver - other changes Kidney, Ureter, Bladder - changes in tubules (including acute renal failure, acute tubular necrosis)
REFERENCE :
ZYYZEW Zhongguo Yaolixue Yu Dulixue Zazhi. (Chinese Pharmacological Society, 27 Tai-Ping Road, Beijing 100850, China) V.1- 1986- Volume(issue)/page/year: 8,33,1994
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
5060 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
ZYYZEW Zhongguo Yaolixue Yu Dulixue Zazhi. (Chinese Pharmacological Society, 27 Tai-Ping Road, Beijing 100850, China) V.1- 1986- Volume(issue)/page/year: 8,33,1994
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1070 mg/kg
TOXIC EFFECTS :
Vascular - regional or general arteriolar or venous dilation Liver - other changes Kidney, Ureter, Bladder - changes in tubules (including acute renal failure, acute tubular necrosis)
REFERENCE :
ZYYZEW Zhongguo Yaolixue Yu Dulixue Zazhi. (Chinese Pharmacological Society, 27 Tai-Ping Road, Beijing 100850, China) V.1- 1986- Volume(issue)/page/year: 8,33,1994
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
612 mg/kg
TOXIC EFFECTS :
Vascular - regional or general arteriolar or venous dilation Liver - other changes Kidney, Ureter, Bladder - changes in tubules (including acute renal failure, acute tubular necrosis)
REFERENCE :
ZYYZEW Zhongguo Yaolixue Yu Dulixue Zazhi. (Chinese Pharmacological Society, 27 Tai-Ping Road, Beijing 100850, China) V.1- 1986- Volume(issue)/page/year: 8,33,1994

 Safety Information

RIDADR NONH for all modes of transport

 Synthetic Route

Stevioside structure

Stevioside

CAS#:57817-89-7

~10%

Isosteviol Structure

Isosteviol

CAS#:27975-19-5

Literature: Ukiya, Motohiko; Sawada, Shingo; Kikuchi, Takashi; Kushi, Yasunori; Fukatsu, Makoto; Akihisa, Toshihiro Chemistry and Biodiversity, 2013 , vol. 10, # 2 p. 177 - 188
13-methyl-16-oxo-17-nor-ent-kauran-19-oic acid-β-D-glucopyranosyl ester structure

13-methyl-16-ox...

CAS#:1347574-22-4

~%

Isosteviol Structure

Isosteviol

CAS#:27975-19-5

Literature: Chaturvedula, Venkata Sai Prakash; Upreti, Mani; Prakash, Indra Molecules, 2011 , vol. 16, # 5 p. 3552 - 3562
(5β,8α,9β,10α,13α)-13-hydroxykaur-16-en-18-oic acid structure

(5β,8α,9β,10α,1...

CAS#:29584-19-8

~%

Isosteviol Structure

Isosteviol

CAS#:27975-19-5

Literature: Mosettig; Nes Journal of Organic Chemistry, 1955 , vol. 20, p. 884,895 Full Text Show Details Bridel; Lavieille Journal de Pharmacie et de Chimie, 1931 , vol. <8> 14, p. 321,325, 369, 372 Bulletin de la Societe de Chimie Biologique, 1931 , vol. 13, p. 781,785, 790
Sulfuric acid structure

Sulfuric acid

CAS#:7664-93-9

(5β,8α,9β,10α,13α)-13-hydroxykaur-16-en-18-oic acid structure

(5β,8α,9β,10α,1...

CAS#:29584-19-8

~%

Isosteviol Structure

Isosteviol

CAS#:27975-19-5

Literature: Bridel; Lavieille Journal de Pharmacie et de Chimie, 1931 , vol. <8> 14, p. 321,325, 369, 372 Bulletin de la Societe de Chimie Biologique, 1931 , vol. 13, p. 781,785, 790
D-(+)-Glucose structure

D-(+)-Glucose

CAS#:50-99-7

Sulfuric acid structure

Sulfuric acid

CAS#:7664-93-9

Stevioside structure

Stevioside

CAS#:57817-89-7

~%

Isosteviol Structure

Isosteviol

CAS#:27975-19-5

Literature: Bridel; Lavieille Journal de Pharmacie et de Chimie, 1931 , vol. <8> 14, p. 99,100 Bulletin de la Societe de Chimie Biologique, 1931 , vol. 13, p. 636,645, 656

 Synonyms

16-oxo-ent-beyeran-19-oic acid
iso-Steviol
ent-16-oxobeyeran-19-oic acid
16-oxobeyeran-19-oic acid
16-Oxobeyeran-18-oic acid
ent-16-ketobeyeran-19-oic acid
Top Suppliers:I want be here

Get all suppliers and price by the below link:

Isosteviol suppliers

Price: $132/10mM*1mLinDMSO

Reference only. check more Isosteviol price

Related Compounds: More...
Isosteviol
1080018-94-5
Isosteviol-d3
216150-83-3
isosteviol lactone
23963-60-2
4-((Cyclohexylamino)methyl)benzoic acid hydrochloride
1158522-08-7
1-[(2,4-Dichlorophenyl)methyl]-N-(1,1-dimethylethyl)-2-methyl-1H-indole-3-methanamine
940364-43-2
2-Methoxy-6-(pyrazol-1-yl)-benzonitrile
134104-43-1
1H-3-Benzazepin-7-ol, 8-chloro-2,3,4,5-tetrahydro-5-(3-iodophenyl)-3-methyl-, (S)-
131615-57-1
(2-Hydroxy-4-methoxyphenyl)-naphthalen-2-ylmethanone
628315-70-8
(4-Methyl-tetrahydro-furan-2-yl)-methanol
6906-52-1
N-(1-cyanocyclopentyl)-2-[4-(4-fluorobenzenesulfonyl)-1,4-diazepan-1-yl]acetamide
930439-75-1
4,5,6,7-Tetrahydrobenzo[d]isoxazole-3-carbaldehyde
1018584-77-4
tert-Butyl-DL-alanine
1375289-11-4
4-amino-N-[2-tert-butyl-1-(tetrahydro-2H-pyran-4-ylmethyl)-1H-benzimidazol-5-yl]-N-ethylbenzenesulfonamide
849349-65-1
Chemsrc provides Isosteviol(CAS#:27975-19-5) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of Isosteviol are included as well.>> amp version: Isosteviol

Home | MSDS/SDS Database Search | Journals | Product Classification | Biologically Active Compounds | Selling Leads | About Us | Disclaimer

Copyright © 2024 ChemSrc All Rights Reserved