Stevioside hydrate

AdipoGen Life Sciences
Product Code: AG-CN2-0077
CodeSizePrice
AG-CN2-0077-M01010 mg£60.00
Quantity:
AG-CN2-0077-M05050 mg£210.00
Quantity:
Prices exclude any Taxes / VAT

Overview

Regulatory Status: RUO
Shipping:
Ambient
Storage:
+4°C

Images

1 / 1
Chemical Structure

Chemical Structure

Further Information

Alternate Names/Synonyms:
BRN 0077427; CCRIS 6116
Appearance:
White solid.
CAS:
57817-89-7 (anhydrous)
EClass:
32160000
Form (Short):
liquid
Handling Advice:
Hygroscopic.
InChi:
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
InChiKey:
UEDUENGHJMELGK-ZBVPAOMMSA-N
Long Description:
Chemical. CAS: 57817-89-7 (anhydrous). Formula: C38H60O18 . xH2O. MW: 804.9 (anhydrous basis). Isolated from Stevia rebaudiana. Noncaloric natural sweetener, 300 times more potent than sucrose. Antidiabetic. Antihyperglycaemic and antihypoglycaemic. Potentiates insulin secretion. Enhances acetyl-CoA carboxylase (ACC) gene expression. Increases insulin sensitivity. Antihypertensive. Ca2+ influx inhibitor. Anticancer compound. Chemopreventive. Anti-inflammatory. IKKbeta, NF-kappaB and MAPK signaling inhibitor. Induces TNF-alpha, IL-1beta and nitric oxide release. Immunomodulator. Increasees phagocytic activity, haemagglutination antibody titre, delayed type hypersensitivity. Increased proliferation in LPS and Con A stimulated B and T cells. Peripheral µ-opioid receptors activator. Important for regulation of glucose homeostasis. Anti-atherosclerotic. Review.
MDL:
MFCD00079561
Molecular Formula:
C38H60O18 . xH2O
Molecular Weight:
804.9 (anhydrous basis)
Other data:
Water content: 2-5%
Package Type:
Vial
Product Description:
Noncaloric natural sweetener, 300 times more potent than sucrose [1]. Antidiabetic. Antihyperglycaemic and antihypoglycaemic. Potentiates insulin secretion. Enhances acetyl-CoA carboxylase (ACC) gene expression. Increases insulin sensitivity. [2, 4, 6-9, 11]. Antihypertensive. Ca2+ influx inhibitor [3, 6]. Anticancer compound [5]. Chemopreventive [14]. Anti-inflammatory. IKKbeta, NF-kappaB and MAPK signaling inhibitor. Induces TNF-alpha, IL-1beta and nitric oxide release [10, 17, 18]. Immunomodulator. Increasees phagocytic activity, haemagglutination antibody titre, delayed type hypersensitivity. Increased proliferation in LPS and Con A stimulated B and T cells [12]. Peripheral µ-opioid receptors activator. Important for regulation of glucose homeostasis [15]. Anti-atherosclerotic [16]. Review [13].
Purity:
>95% (HPLC)
SMILES:
[H][C@@]12CC[C@@]3(C[C@]1(CC3=C)CC[C@]1([H])[C@@](C)(CCC[C@@]21C)C(=O)O[C@@H]1OC(CO)[C@@H](O)[C@@H](O)C1O)O[C@@H]1OC(CO)[C@@H](O)[C@@H](O)C1O[C@@H]1OC(CO)[C@@H](O)[C@@H](O)C1O
Solubility Chemicals:
Soluble in water.
Source / Host:
Isolated from Stevia rebaudiana.
Transportation:
Non-hazardous
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at +4°C.

References

Letter to the editor: stevioside, a natural sweetening agent: C. Taylor; Am. J. Clin. Nutr. 22, 4 (1969) | Stevioside acts directly on pancreatic beta cells to secrete insulin: actions independent of cyclic adenosine monophosphate and adenosine triphosphate-sensitive K+-channel activity: P.B. Jeppesen, et al.; Metabolism 49, 208 (2000) | Inhibitory effect of stevioside on calcium influx to produce antihypertension: C.N. Lee, et al.; Planta Med. 67, 796 (2001) | Stevioside induces antihyperglycaemic, insulinotropic and glucagonostatic effects in vivo: studies in the diabetic Goto-Kakizaki (GK) rats: P.B. Jeppesen, et al.; Phytomedicine 9, 9 (2002) | Inhibitory effect of stevioside on tumor promotion by 12-O-tetradecanoylphorbol-13-acetate in two-stage carcinogenesis in mouse skin: K. Yasukawa, et al.; Biol. Pharm. Bull. 25, 1488 (2002) | Antihyperglycemic and blood pressure-reducing effects of stevioside in the diabetic Goto-Kakizaki rat: P.B. Jeppesen, et al.; Metabolism 52, 372 (2003) | Antihyperglycemic effects of stevioside in type 2 diabetic subjects: S. Gregersen, et al.; Metabolism 53, 73 (2004) | Effects of stevioside on glucose transport activity in insulin-sensitive and insulin-resistant rat skeletal muscle: N. Lailerd, et al.; Metabolism 53, 101 (2004) | Mechanism of the hypoglycemic effect of stevioside, a glycoside of Stevia rebaudiana: T.H. Chen, et al.; Planta Med. 71, 108 (2005) | Anti-Inflammatory and Immunomodulatory Activities of Stevioside and Its Metabolite Steviol on THP-1 Cells: C. Boonkaewwan, et al.; J. Agric. Food Chem. 54, 785 (2006) | Stevioside improves pancreatic beta-cell function during glucotoxicity via regulation of acetyl-CoA carboxylase: J. Chen, et al.; Am. J. Physiol. Endocrinol. Metab. 292, E1906 (2007) | Immune up regulatory response of a non-caloric natural sweetener, stevioside: I. Sehar, et al.; Chem. Biol. Interact. 173, 115 (2008) | Stevioside and related compounds: therapeutic benefits beyond sweetness: V. Chatsudthipong & C. Muanprasat; Pharmacol. Ther. 121, 41 (2009) (Review) | Cancer preventive agents. Part 8: Chemopreventive effects of stevioside and related compounds: M. Takasaki, et al.; Bioorg. Med. Chem. 17, 600 (2009) | Stimulatory effect of stevioside on peripheral mu opioid receptors in animals: P.S. Yang, et al.; Neurosci. Lett. 454, 72 (2009) | Stevioside inhibits atherosclerosis by improving insulin signaling and antioxidant defense in obese insulin-resistant mice: B. Geeraert, et al.; Int. J. Obes. 34, 569 (2010) | Stevioside ameliorates high-fat diet-induced insulin resistance and adipose tissue inflammation by downregulating the NF-kappaB pathway: Z. Wang, et al.; BBRC 417, 1280 (2012) | Stevioside Suppressed Inflammatory Cytokine Secretion by Downregulation of NF-kappaB and MAPK Signaling Pathways in LPS-Stimulated RAW264.7 Cells: L. Fengyang, et al.; Inflammation 35, 1669 (2012)