643-12-9
Chemical Structure
D-chiro-Inositol
- CAS No.: 643-12-9
- Formula:C6H12O6
- Molecular Weight:180.16
IUPAC Name: (1R,2R,3S,4S,5S,6S)-cyclohexane-1,2,3,4,5,6-hexaol
InChIKey: CDAISMWEOUEBRE-LKPKBOIGSA-N
SMILES: O[C@H]1[C@@H]([C@@H]([C@H]([C@@H]([C@H]1O)O)O)O)O
Biological Activity: 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[1][2][3][4][5][6][7][8][9].
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D-chiro-Inositol | 98.0% | 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. | ||||||||||||||||||||
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D-chiro-Inositol (Standard) | ≥98% | 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. | ||||||||||||||||||||
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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]
