643-12-9
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].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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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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neo-Inositol | 98.0% | neo-Inositol, a stereoisomer of inositol, has been isolated from calf brain. | ||||||||||||||||||||
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i-Inositol | 98.0% | i-Inositol (myo-Inositol) is a compound of sugar alcohols. i-Inositol is involved in a series of biological processes such as insulin signal transduction and cytoskeletal transduction. i-Inositol mainly exists in glial cells and plays an osmotic role. | ||||||||||||||||||||
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D-Pinitol (Standard) | ≥98% | D-Pinitol (Standard) is the analytical standard of D-Pinitol. This product is intended for research and analytical applications. D-pinitol (3-O-Methyl-D-chiro-inositol) is a natural compound presented in several plants, like Pinaceae and Leguminosae plants. D-pinitol exerts hypoglycemic activity and protective effects in the cardiovascular system. D-pinitol has antiviral and larvicidal activities. | ||||||||||||||||||||
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Bornesitol | Bornesitol is a natural cytotoxic agent found in Michelia compressa var. lanyuensis. Bornesitol exhibits cytotoxic and antiproliferative activities, and can be used in melanoma research. | |||||||||||||||||||||
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L-Quebrachitol | 99.51% | L-Quebrachitol is a methoxy analog of inositol that can be isolated from plants. L-Quebrachitol has free-radical scavenging, gastroprotection, anti-platelet aggregation and anti-diabetic activity. L-Quebrachitol promotes osteoblastogenesis by uppregulation of BMP-2, runt-related transcription factor-2 (Runx2), MAPK (ERK, JNK, p38α), and Wnt/β-catenin signaling pathway. | ||||||||||||||||||||
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Sequoyitol | 98.0% | Sequoyitol (5-O-Methyl-myo-inositol) is an orally active hypoglycemic agent and antioxidant. Sequoyitol can be isolated from herbaceous plants. Sequoyitol downregulates the expression of NF-κB and TGF-β1, reduces ROS production and malondialdehyde levels, and enhances total antioxidant capacity. Sequoyitol activates the insulin signaling pathway, including the phosphorylation of IR, IRS1 and Akt. Sequoyitol increases serum insulin levels, inhibits hepatic glucose production, and promotes cellular glucose uptake. Sequoyitol antagonizes TNFα-induced inhibition of the insulin signaling pathway, and decreases blood urea nitrogen and serum creatinine levels. Sequoyitol elicits potential peaks in the chemosensors of adult and larval Atrophaneura alcinous, and acts as an oviposition stimulant for female Atrophaneura alcinous. Sequoyitol can be used in research related to type 2 diabetes, insulin resistance, hyperglycemia, impaired glucose tolerance and diabetic nephropathy. | ||||||||||||||||||||
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Scyllo-Inositol | 99.99% | Scyllo-Inositol is an inhibitor that targets the aggregation of misfolded proteins (such as α-synuclein and Amyloid-β), is orally effective, and can cross the blood-brain barrier. Scyllo-Inositol can selectively bind to and stabilize non-toxic oligomers, preventing them from converting into toxic fibers, exerting protein homeostasis regulation and neuroprotective activity. Scyllo-Inositol binds to the hydrophobic region of pathogenic proteins, inhibits protein aggregation, and promotes lysosome- and proteasome-mediated degradation pathways, thereby reducing neurotoxicity. Scyllo-Inositol can be used in the study of neurodegenerative diseases such as Parkinson's disease, Alzheimer's disease, and Huntington's disease. | ||||||||||||||||||||
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epi-Inositol (Standard) | ≥98% | epi-Inositol (Standard) is the analytical standard of epi-Inositol (HY-W016509). This product is intended for research and analytical applications. epi-Inositol, a inositol analog, is an antidepressant agent. epi-Inositol shows regulatory effects on expression of the most highly regulated gene in the inositol biosynthetic pathway. epi-Inositol shows antiepileptic effect. | ||||||||||||||||||||
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Cyclohexane-1,2,3,4,5,6-hexaol | 98.0% | Cyclohexane-1,2,3,4,5,6-hexaol, also known as inositol or inositol, is a cyclic sugar alcohol consisting of a six-carbon ring with six hydroxyl groups. This compound is important for its biological activity and is widely distributed in nature, especially in plant and animal tissues. It plays a role in various physiological processes such as signal transduction, osmoregulation and lipid metabolism. In addition, Cyclohexane-1,2,3,4,5,6-hexaol has potential investigational effects, including improving conditions related to insulin resistance, polycystic ovary syndrome, and mental health conditions. It can also be used as a supplement in animal feed and human nutritional products. | ||||||||||||||||||||
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Allo-inositol | allo-Inositol is a biochemical reagent that can be used as a biological material or organic compound for life science related research. | |||||||||||||||||||||
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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]
