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Allo-inositol (isoinositol)

Cat No.:V66676 Purity: ≥98%
allo-Inositol is a biochemical compound that may be utilized as a biomaterial or organic/chemical reagent for biomedical research.
Allo-inositol (isoinositol)
Allo-inositol (isoinositol) Chemical Structure CAS No.: 643-10-7
Product category: Biochemical Assay Reagents
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5mg
10mg
Other Sizes
Official Supplier of:
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Product Description
allo-Inositol is a biochemical compound that may be utilized as a biomaterial or organic/chemical reagent for biomedical research.
Biological Activity I Assay Protocols (From Reference)
ADME/Pharmacokinetics
Absorption, Distribution and Excretion
Myo-inositol is absorbed via the small intestine. In patients with Myo-inositol deficiency, peak plasma concentrations occur at 4 hours after oral administration. Myo-inositol is absorbed by tissues via a sodium-dependent Myo-inositol cotransporter, which also participates in glucose absorption. The maximum plasma concentration of Myo-inositol after oral administration can reach 36-45 μg. Most of the administered dose is excreted in the urine. Pharmacokinetics of Myo-inositol were studied in preterm infants, with an estimated volume of distribution of 0.5115 L/kg. Pharmacokinetics of Myo-inositol were also studied in preterm infants, with an estimated clearance of 0.0679 L/kg/h. Metabolism/Metabolites It is believed that Myo-inositol is metabolized to phosphoMyo-inositol, which is then converted to phosphatidylMyo-inositol-4,5-bisphosphate, a precursor to a second messenger molecule. Myo-inositol can be converted to D-chiral Myo-inositol by epimerase activity. Normal modifications to the Myo-inositol structure appear to exist across all the different isomers.
Biological half-life
The pharmacokinetic characteristics of Myo-inositol in preterm infants were studied, and the elimination half-life was estimated to be 5.22 hours.
Toxicity/Toxicokinetics
Protein Binding
It is believed that Myo-inositol can bind to plasma proteins.
Additional Infomation
Myo-inositol is an Myo-inositol with the Myo-inositol-configuration. It functions as a compatibility osmotic regulator, a nutrient, an EC 3.1.4.11 (phosphatidylMyo-inositol phospholipase C) inhibitor, a human metabolite, a Daphnia magna metabolite, a Saccharomyces cerevisiae metabolite, an Escherichia coli metabolite, and a mouse metabolite. Myo-inositol is an isomer of glucose and has traditionally been considered a B vitamin, but its status as a vitamin is uncertain, and no deficiency has been found in humans. (From Martindale, The Extra Pharmacopoeia, 30th edition, p. 1379) Myo-inositol phospholipids play an important role in signal transduction. Myo-inositol has been investigated for the treatment of Alzheimer's disease. Myo-inositol is a collection of nine different stereoisomers, but usually refers only to the most common type of Myo-inositol—Myo-inositol. Myo-inositol is cis-1,2,3,5-trans-4,6-cyclohexanehexanol, prepared by precipitation and hydrolysis of crude phytic acid in a water extract of corn kernels. These molecules are structurally similar to glucose and are involved in cell signaling. It is considered a pseudovitamin because it does not meet the criteria for an essential vitamin; although it is vital in the body, a deficiency of this molecule does not cause disease. Myo-inositol was once listed as an ingredient in over-the-counter medications by Health Canada, but all products with Myo-inositol as a primary ingredient have been discontinued. Under the U.S. Food and Drug Administration (FDA), Myo-inositol is listed as a Generally Recognized As Safe (GRAS) substance. D-chiral Myo-inositol is being investigated in the clinical trial NCT03201601 (evaluating the efficacy of an Myo-inositol:D-chiral Myo-inositol 3.6:1 mixture in women with polycystic ovary syndrome). Myo-inositol is a metabolite found in or produced by Escherichia coli (K12 strain, MG1655 strain). Myo-inositol is a metabolite found in or produced by Escherichia coli (K12 strain, MG1655 strain). It has also been reported to be present in tea trees, apple trees, and other organisms with relevant data. Coconut alcohol, a stereoisomer of Myo-inositol, is a plant sugar alcohol primarily found in coconut trees and possesses potential amyloid activity. It exhibits plaque formation inhibitory activity. After oral administration, coconut alcohol can cross the blood-brain barrier and inhibit the formation of β-amyloid plaques in the brain through an undefined mechanism. This may help slow disease progression and improve cognitive function in Alzheimer's patients. Myo-inositol is a natural sugar found in cell membrane phospholipids, plasma lipoproteins, and the cell nucleus (in phosphate form), possessing potential chemopreventive properties. As one of many intracellular phosphorylated compounds, Myo-inositol participates in cell signaling and may stimulate tumor cell differentiation. (NCI04) D-chiral Myo-inositol, an isomer of Myo-inositol, may be used to improve insulin sensitivity and reproductive function. Oral administration of D-chiral Myo-inositol can improve insulin sensitivity, enhance glucose tolerance, affect reproductive hormones and function, and may regulate certain neurotransmitters. Myo-inositol is a metabolite of Saccharomyces cerevisiae. Pharmacological Indications: Myo-inositol can be used in unlimited quantities in food. As a drug, Myo-inositol can be used as a nutritional supplement in special dietary foods and infant formula. Because Myo-inositol plays an important role in ensuring egg fertilization, its application in the treatment of polycystic ovary syndrome (PCOS) has been investigated. Myo-inositol is currently being investigated for the treatment of diabetes, prevention of metabolic syndrome, weight loss assistance, treatment of depression, mental illness and anxiety, and cancer prevention. Mechanism of Action: The mechanism of action of Myo-inositol in brain diseases is not fully understood, but it is generally believed that it may be involved in the synthesis of neurotransmitters and is a precursor to the phosphatidylMyo-inositol cycle. Changes occurring in this cycle mimic the situation where postsynaptic receptors are activated but not truly activated. This activity triggers a pseudoactivation, thereby regulating the activity of monoamines and other neurotransmitters. Reports indicate that insulin resistance plays a crucial role in the clinical development of polycystic ovary syndrome (PCOS). Hyperinsulinemia can induce excessive androgen production by stimulating the ovaries to produce androgens and reducing serum levels of sex hormone-binding globulin. One mechanism of insulin deficiency is thought to be related to the lack of Myo-inositol in Myo-inositol phosphoglycans. Myo-inositol supplementation can enable it to act as a direct messenger of insulin signals and improve tissue glucose uptake. This mechanism is thought to be related to the role of Myo-inositol in diabetes treatment, metabolic syndrome, and weight loss. In cancer, the mechanism of action of Myo-inositol is not fully elucidated. It is hypothesized that Myo-inositol supplementation can increase the level of low-phosphate Myo-inositol phosphate, thereby affecting cell cycle regulation, growth, and differentiation of malignant cells. On the other hand, Myo-inositol hexaphosphate, generated after Myo-inositol supplementation, can exert antioxidant effects by chelating iron ions and inhibiting hydroxyl radicals.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C6H12O6
Molecular Weight
180.16
Exact Mass
180.063
CAS #
643-10-7
PubChem CID
892
Appearance
Typically exists as solid at room temperature
Density
2.0±0.1 g/cm3
Boiling Point
291.3±40.0 °C at 760 mmHg
Melting Point
270-280ºC (dec.)(lit.)
Flash Point
143.4±21.9 °C
Vapour Pressure
0.0±1.4 mmHg at 25°C
Index of Refraction
1.784
LogP
-2.11
Hydrogen Bond Donor Count
6
Hydrogen Bond Acceptor Count
6
Rotatable Bond Count
0
Heavy Atom Count
12
Complexity
104
Defined Atom Stereocenter Count
0
SMILES
O([H])C1([H])C([H])(C([H])(C([H])(C([H])(C1([H])O[H])O[H])O[H])O[H])O[H]
InChi Key
CDAISMWEOUEBRE-UHFFFAOYSA-N
InChi Code
InChI=1S/C6H12O6/c7-1-2(8)4(10)6(12)5(11)3(1)9/h1-12H
Chemical Name
cyclohexane-1,2,3,4,5,6-hexol
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
Solubility (In Vivo)
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
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Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)


Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
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Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 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
10 mM 0.5551 mL 2.7753 mL 5.5506 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
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  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

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  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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