1. Metabolic Enzyme/Protease NF-κB Apoptosis Cell Cycle/DNA Damage Cytoskeleton
  2. Endogenous Metabolite NF-κB TNF Receptor FOXO Microtubule/Tubulin
  3. D-chiro-Inositol

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.

For research use only. We do not sell to patients.

D-chiro-Inositol Chemical Structure

D-chiro-Inositol Chemical Structure

CAS No. : 643-12-9

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Based on 1 publication(s) in Google Scholar

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  • Biological Activity

  • Purity & Documentation

  • References

  • Customer Review

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[1][2][3][4][5][6][7][8][9].

IC50 & Target

Human Endogenous Metabolite

 

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].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Real Time qPCR[3]

Cell Line: PA-treated HepG2 cells
Concentration: 0.1-10 μmol
Incubation Time: 3 h
Result: Increased the mRNA expression levels of PEPCK and G6 Pase in HepG2 cells.

Western Blot Analysis[3]

Cell Line: PA-treated HepG2 cells
Concentration: 0.1-10 μmol
Incubation Time: 3 h
Result: Inhibited the downregulation of IR β and p85 subunit expression levels and restored the phosphorylation levels of IRS-2, AKT and FOXO1.

Cell Proliferation Assay[4]

Cell Line: MDA-MB-231 cells
Concentration: 1, 5, 10, 20 and 40 mM
Incubation Time: 48 h
Result: The cell proliferation abilities decreased by 18.3%, 17.2%, 17.5%, 18.4% and 24.9%, respectively.
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].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Animal Model: Rat model of cholestasis induced by bile duct ligation [2]
Dosage: 150 mg/kg
Administration: Oral gavage (p.o.) Once a day for 2 weeks
Result: Reduced serum alanine aminotransferase (ALT) and aspartate aminotransferase (AST) levels in rats, and alleviates bile duct hyperplasia, parenchymal necrosis and fibrosis.
Increased total bile acid (TBA) levels in serum and bile and decreased total bile acid (TBA) levels in the liver.
Increased the expression of genes encoding bile acid transporters BSEP (Abcb11) and MRP2 (Abcc2) in liver tissue.
Decreased liver CD68 and NF-κB levels, serum and liver MDA levels, and significantly increased serum and liver superoxide dismutase activity.
Animal Model: High-fat diet mice [3]
Dosage: 50 mg/kg
Administration: i.g.; once a day for 8 weeks
Result: Reduces hepatic DAG production and prevents PKCε ectopic translocation to the membrane, thereby inhibiting PKCε activation.
Increased the low levels of IRβ and PI3Kp85 and reversed the downregulation of IRS-2 and AKT phosphorylation levels.
Animal Model: Female nude mice xenograft tumor model[4]
Dosage: 500 和 1000 mg/kg
Administration: p.o.; once a day for 45 days
Result: The tumor growth inhibition rates were 22.1% and 67.6%, respectively.
Molecular Weight

180.16

Formula

C6H12O6

CAS No.
Appearance

Solid

Color

White to off-white

SMILES

O[C@H]1[C@@H]([C@@H]([C@H]([C@@H]([C@H]1O)O)O)O)O

Structure Classification
Initial Source
Shipping

Room temperature in continental US; may vary elsewhere.

Storage

4°C, protect from light

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

Solvent & Solubility
In Vitro: 

H2O : 75 mg/mL (416.30 mM; Need ultrasonic)

Preparing
Stock Solutions
Concentration Solvent Mass 1 mg 5 mg 10 mg
1 mM 5.5506 mL 27.7531 mL 55.5062 mL
5 mM 1.1101 mL 5.5506 mL 11.1012 mL
View the Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.

  • Molarity Calculator

  • Dilution Calculator

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

Mass
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Concentration
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Volume
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Molecular Weight *

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

Concentration (start)

C1

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Volume (start)

V1

=
Concentration (final)

C2

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Volume (final)

V2

In Vivo:

For the following dissolution methods, please prepare the working solution directly. It is recommended to prepare fresh solutions and use them promptly within a short period of time.
The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.

  • Protocol 1

    Add each solvent one by one:  PBS

    Solubility: 100 mg/mL (555.06 mM); Clear solution; Need ultrasonic

In Vivo Dissolution Calculator
Please enter the basic information of animal experiments:

Dosage

mg/kg

Animal weight
(per animal)

g

Dosing volume
(per animal)

μL

Number of animals

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.
Calculation results:
Working solution concentration: mg/mL
This product has good water solubility, please refer to the measured solubility data in water/PBS/Saline for details.
The concentration of the stock solution you require exceeds the measured solubility. The following solution is for reference only.If necessary, please contact MedChemExpress (MCE).
Purity & Documentation

Purity: ≥98.0%

References

Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

Optional Solvent Concentration Solvent Mass 1 mg 5 mg 10 mg 25 mg
H2O 1 mM 5.5506 mL 27.7531 mL 55.5062 mL 138.7655 mL
5 mM 1.1101 mL 5.5506 mL 11.1012 mL 27.7531 mL
10 mM 0.5551 mL 2.7753 mL 5.5506 mL 13.8766 mL
15 mM 0.3700 mL 1.8502 mL 3.7004 mL 9.2510 mL
20 mM 0.2775 mL 1.3877 mL 2.7753 mL 6.9383 mL
25 mM 0.2220 mL 1.1101 mL 2.2202 mL 5.5506 mL
30 mM 0.1850 mL 0.9251 mL 1.8502 mL 4.6255 mL
40 mM 0.1388 mL 0.6938 mL 1.3877 mL 3.4691 mL
50 mM 0.1110 mL 0.5551 mL 1.1101 mL 2.7753 mL
60 mM 0.0925 mL 0.4626 mL 0.9251 mL 2.3128 mL
80 mM 0.0694 mL 0.3469 mL 0.6938 mL 1.7346 mL
100 mM 0.0555 mL 0.2775 mL 0.5551 mL 1.3877 mL

* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.

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  • Do most proteins show cross-species activity?

    Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

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D-chiro-Inositol
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