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Inositol

Inositol Structure
CAS No.
87-89-8
Chemical Name:
Inositol
Synonyms
MYO-INOSITOL;I-INOSITOL;D-MYO-INOSITOL;CYCLOHEXANEHEXOL;MYO-INOSITOL, FCC;(1R,2r,3S,4R,5s,6S)-cyclohexane-1,2,3,4,5,6-hexaol;INOSITE;INOSITOL;Inossitol;INOSITOLUM
CBNumber:
CB0332590
Molecular Formula:
C6H12O6
Molecular Weight:
180.16
MOL File:
87-89-8.mol
MSDS File:
SDS
Modify Date:
2024/6/27 13:31:27

Inositol Properties

Melting point 222-227 °C (lit.)
Boiling point 232.96°C (rough estimate)
Density 1.75
vapor density 6.2 (vs air)
refractive index 1.6170 (estimate)
storage temp. 2-8°C
solubility H2O: 0.5 M at 20 °C, clear, colorless
pka 12.63±0.70(Predicted)
form Crystalline Powder
color White
PH 5-7 (100g/l, H2O, 20℃)
Odor odorless
Water Solubility 14 g/100 mL (25 ºC)
Merck 14,4978
BRN 1907328
Stability Stable. Combustible. Incompatible with strong oxidizing agents.
InChIKey CDAISMWEOUEBRE-GPIVLXJGSA-N
LogP -2.08
CAS DataBase Reference 87-89-8(CAS DataBase Reference)
NIST Chemistry Reference Hexahydroxycyclohexane(87-89-8)
EPA Substance Registry System myo-Inositol (87-89-8)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H317-H319-H412
Precautionary statements  P261-P273-P280-P333+P313-P337+P313-P362+P364
Safety Statements  22-24/25
WGK Germany  2
RTECS  NM7520800
TSCA  Yes
HS Code  29061390
NFPA 704
1
1 0

Inositol price More Price(32)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) I7508 myo-Inositol BioReagent, suitable for cell culture, suitable for insect cell culture, suitable for plant cell culture 87-89-8 50G ₹6040.35 2022-06-14 Buy
Sigma-Aldrich(India) I7508 myo-Inositol BioReagent, suitable for cell culture, suitable for insect cell culture, suitable for plant cell culture 87-89-8 100G ₹9634.25 2022-06-14 Buy
Sigma-Aldrich(India) PHR1351 Inositol Pharmaceutical Secondary Standard; Certified Reference Material 87-89-8 1G ₹8919.8 2022-06-14 Buy
Sigma-Aldrich(India) I7508 myo-Inositol BioReagent, suitable for cell culture, suitable for insect cell culture, suitable for plant cell culture 87-89-8 500G ₹32096.13 2022-06-14 Buy
Sigma-Aldrich(India) I7508 myo-Inositol BioReagent, suitable for cell culture, suitable for insect cell culture, suitable for plant cell culture 87-89-8 1KG ₹58920.48 2022-06-14 Buy
Product number Packaging Price Buy
I7508 50G ₹6040.35 Buy
I7508 100G ₹9634.25 Buy
PHR1351 1G ₹8919.8 Buy
I7508 500G ₹32096.13 Buy
I7508 1KG ₹58920.48 Buy

Inositol Chemical Properties,Uses,Production

Description

Inositol (hexahydroxycyclohexane) is a widely distributed natural constituent of plant and animal tissues. The animal tissues richest in inositol are brain, heart, stomach, kidney, spleen, and liver, where it occurs free or as a component of phospholipids. Among plants, cereals are rich sources of inositol, particularly in the form of polyphosphoric acid esters, called phytic acids. Although there are several possible optically active and inactive isomers, considerations of inositol as a food additive refer specifically to optically inactive cis-1,2,3,5-trans-4,6-cyclohexanehexol, which is preferably designated myo-inositol. Pure inositol is a stable, white, sweet, crystalline compound. The Food Chemicals Codex specifies that it assay not less than 97.0 percent, melt between 224 and 227°, and contain not more than 3 ppm arsenic, 10 ppm lead, 20 ppm heavy metals (as Pb), 60 ppm sulfate, and 50 ppm chloride. Inositol was thought for a time to be a vitamin because experimental animals on a synthetic diet developed clinical signs that were corrected by inositol supplementation. However, no cofactor or catalytic function for inositol has been found; it can be synthesized and occurs in relatively high concentration in animal tissues. These factors argue against its classification as a vitamin. A dietary requirement in man has not been established.

Chemical Properties

white powder

Uses

Myo-Inositol is a growth factor for animals and microorganisms. It is the most abundant form of polyols that serves as a structural element of secondary messengers in eukaryotic cells. It is used as an adulterant in many illegal drugs like cocaine and methamphetamine. Further, it is used as a stand-in for cocaine on television and film.

Definition

ChEBI: Inositol is an inositol having myo-configuration. It is a natural sugar found in cell membrane phospholipids, plasma lipoproteins, and (as the phosphate form) in the nucleus with potential chemopreventive properties. As one of a number of intracellular phosphate compounds, inositol is involved in cell signaling and may stimulate tumor cell differentiation.

General Description

Myoinositol is a stereoisomeric form of inositol, and is very often found in many plants and in tissues of animals and plants. It acts as a second messenger, thereby is very important for the signal pathways of cells. It generally finds application in being used as a natural insulin sensitizer in PCOS (Polycystic Ovarian Syndrome) patients. Myoinositol acts in a PCOS pathway by improving insulin sensitivity, thereby sequentially increasing intracellular glucose uptake.

Side effects

Mild side effects have been reported with doses of 12 grams per day or higher. These include nausea, gas, difficulty sleeping, headache, dizziness and tiredness.

Purification Methods

Recrystallise myo-inositol from aqueous 50% ethanol or H2O forming a dihydrate, or anhydrous crystals from AcOH. The dihydrate is efflorescent and becomes anhydrous when heated at 100o . The anhydrous crystals are not hygroscopic. Its solubility in H2O at 25o is 14%, at 60o it is 28%; it is slightly soluble in EtOH but insoluble in Et2O. [Ballou & Anderson J Am Chem Soc 7 5 748 1953, Anderson & Wallis J Am Chem Soc 70 2931 1948, Beilstein 6 II 1157, 6 IV 7919.]

Clinical claims and research

Some researches have found that inositol enhanced cisplatin-induced histopathological improvements in the uterus and ovaries, raising progesterone and estradiol serum levels. Hence,  Inositol shield against cisplatin-related infertility by reducing oxidative stress and apoptosis in the uterus and ovaries. Inositol stereoisomers are naturally occurring molecules that readily cross the blood-brain barrier . It may represent a viable treatment for AD through the complexation of Abeta and attenuation of Abeta neurotoxic effects[1-2].

References

[1] Moslehi A, et al. Fertility-enhancing effects of inositol & vitamin C on cisplatin induced ovarian and uterine toxicity in rats via suppressing oxidative stress and apoptosis. Food and Chemical Toxicology, 2023; 179: 113995.
[2] McLaurin J, et al. Inositol stereoisomers stabilize an oligomeric aggregate of Alzheimer amyloid beta peptide and inhibit abeta -induced toxicity. Journal of Biological Chemistry, 2000; 275: 18495-18502.

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