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D-chiro-Inositol

MCE China：D-chiro-Inositol

Brand：MedChemExpress (MCE)

Cat. No.HY-N3021

CAS：643-12-9

Purity：98.0%

Storage：4°C, protect from light *In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)

Shipping：Room temperature in continental US; may vary elsewhere.

Description：D-chiro-Inositol is a stereoisomer of inositol that exhibits activities such as improving glucose metabolism, anti-tumor effects, anti-inflammatory properties, and antioxidant activity. D-chiro-Inositol effectively alleviates cholestasis by enhancing bile acid secretion and reducing oxidative stress. D-chiro-Inositol improves insulin resistance, lowers hyperglycemia and circulating insulin levels, reduces serum androgen levels, and ameliorates some metabolic abnormalities associated with X syndrome by mimicking the action of insulin. Additionally, D-chiro-Inositol can induce a reduction in pro-inflammatory factors (such as Nf-κB) and cytokines (such as TNF-α), thereby exerting anti-inflammatory effects. D-chiro-Inositol may be used in the study of liver cirrhosis, breast cancer, type 2 diabetes, and polycystic ovary syndrome.

In Vitro：D-chiro-Inositol (0.1-10 μmol, 3 h) improves glucose metabolism in HepG2 cells treated with Palmitoleic acid (HY-W011873) and inhibited the activity of FOXO1[3]. D-chiro-Inositol (1-40 mM, 48 h) inhibites the growth of breast cancer cells MDA-MB-231[4]. D-chiro-Inositol (0.125-1 mM, 24 and 48 h) regulates the GSH/GSSG ratio of 3T3-L1 adipocytes and reduces the pro-inflammatory state of cells[9].

In Vivo：D-chiro-Inositol (150 mg/kg; p.o.; once daily for 2 weeks) reduces hepatic bile acid accumulation and reduces the severity of liver damage and fibrosis in rats with cholestasis model[2]. D-chiro-Inositol (50 mg/kg; i,g.; once daily for 8 weeks) enhances glucose tolerance and reduces lipid accumulation in the liver in mice fed a high-fat diet[3]. D-chiro-Inositol (500 and 1000 mg/kg; p.o.; once daily for 45 days) inhibits tumor growth in a mouse xenograft tumor model[4].

IC50 & Target：Human Endogenous Metabolite

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References：

[1]. Ostlund RE Jr, et al. A stereospecific myo-inositol/D-chiro-inositol transporter in HepG2 liver cells. Identification with D-chiro-[3-3H]inositol. J Biol Chem. 1996 Apr 26;271(17):10073-8.  [Content Brief]

[2]. Zhao SS, et al. D-chiro-inositol effectively attenuates cholestasis in bile duct ligated rats by improving bile acidsecretion and attenuating oxidative stress. Acta Pharmacol Sin. 2018 Feb;39(2):213-221.  [Content Brief]

[3]. Cheng F, et al. chiro-Inositol Ameliorates High Fat Diet-Induced Hepatic Steatosis and Insulin Resistance viaPKCε-PI3K/AKT Pathway. J Agric Food Chem. 2019 May 29;67(21):5957-5967.  [Content Brief]

[4]. Kim Y, et al. Inhibitory effect of D-chiro-inositol on both growth and recurrence of breast tumor from MDA-MB-231 cancer cells[J]. Natural Product Sciences, 2017, 23(1): 35-39.

[5]. Gambioli R, et al. New insights into the activities of D-chiro-inositol: a narrative review[J]. Biomedicines, 2021, 9(10): 1378.  [Content Brief]

[6]. Iuorno M J, et al. Effects of d-chiro-inositol in lean women with the polycystic ovary syndrome[J]. Endocrine Practice, 2002, 8(6): 417-423.  [Content Brief]

[7]. Pintaudi B, et al. The effectiveness of Myo‐inositol and D‐chiro inositol treatment in type 2 diabetes[J]. International journal of endocrinology, 2016, 2016(1): 9132052.  [Content Brief]

[8]. Larner J, et al. D‐chiro‐inositol–its functional role in insulin action and its deficit in insulin resistance[J]. Journal of Diabetes Research, 2002, 3(1): 47-60.  [Content Brief]

[9]. Fortis-Barrera Á, et al. C ucurbita ficifolia Bouché (Cucurbitaceae) and D-chiro-inositol modulate the redox state and inflammation in 3T3-L1 adipocytes[J]. Journal of Pharmacy and Pharmacology, 2013, 65(10): 1563-1576.  [Content Brief]