INOSITOL (HEXAHYDROCYCLOHEXANE)

INOSITOL

PRODUCT IDENTIFICATION

CAS NO.

87-89-8

Myo-INOSITOL

EINECS NO. 201-781-2

FORMULA C₆H₁₂O₆

MOL WT. 180.16

H.S. CODE

2906.13.1000

TOXICITY

SYNONYMS Inositol; Meat sugar; meso-Inositol; Dambose; Cyclohexanehexol;

Hexahydrocyclohexane; 1,2,3,4,5,6-hexahydroxycyclohexane; Inosital; Inositene; Inositina; Insitolum; Mesoinosite; Mesoinositol; Phaseomannite; Phaseomannitol; i-Inositol; Other RN: 53319-35-0

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

CLASSIFICATION

Vitamins / Inositol, Monosaccharide, Simple sugar

EXTRA NOTES

An isomer of glucose that has traditionally been considered to be a B vitamin although it has an uncertain status as a vitamin and a deficiency syndrome has not been identified in man. (From Martindale, The Extra Pharmacopoeia, 30th ed, p1379) Inositol phospholipids are important in signal transduction.
A component of membrane phospholipids, glycosylphosphatidylinositol anchors that bind glycoproteins to cell membranes, and inositol phosphate second messengers.

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE Odorless White crystals

MELTING POINT 224 C

BOILING POINT

SPECIFIC GRAVITY

SOLUBILITY IN WATER 14 gm/100 ml at 25C

VAPOR DENSITY

AUTOIGNITION

NFPA RATINGS

REFRACTIVE INDEX

FLASH POINT

STABILITY

Stable under ordinary conditions

EXTERNAL LINKS & GENERAL DESCRIPTION

Wikipedia Linking

Google Scholar Search

Drug Information Portal (U.S. National Library of Medicine) - Inositol

PubChem Compound Summary - Inositol

Drug Bank - Inositol

KEGG (Kyoto Encyclopedia of Genes and Genomes) - Inositol

http://www.ebi.ac.uk/ - Inositol

http://www.ncbi.nlm.nih.gov/ - Inositol

Human Metabolome Database - Inositol

Material Safety Data Sheet

http://naldc.nal.usda.gov/
Inositol (myo-inositol) has multifunctional roles in plant metabolism: cyclitol biosynthesis, storage of polyhydric compounds as reserves, seed germination, phytic acid synthesis, sugar transport, mineral nutrition, carbohydrate metabolism, membrane structure, cell wall formation, hormonal homeostasis, and stress physiology (Loewus and Loewus, 1983). Inositol is sequentially phosphorylated by kinases to generate phytic acid and is consumed in the process. Phytic acid comprises 75% of the total phosphorus in normal soybean [Glycine max (L.) Merr.] seed at maturity (Israel et al., 2007). Inositol carries galactose in the form of galactinol to sequentially add galactose to sucrose forming the raffi nose family of oligo saccharides. Addition of one, two, or three galactose moities to sucrose produces raffi nose, stachyose, or verbascose, respectively. Sucrose but not inositol is consumed in the synthesis of raffi nosaccharides (Saravitz et al., 1987). Thus, the inositol concentration in seed could infl uence the raffi nosaccharide concentrations through impacts on the synthesis of galactinol, one of the substrates for raffi nose synthase.

Local:
Inositol ,chemically hexahydroxycylohexane, is any of nine stereoisomeric alcohols that closely resemble glucose in structure. It is a constituent of many cell phosphoglycerides. Meso- or myoinositol, named for its presence in muscle tissue, is biologically the important isomer. Myo-Inositol is the precursor in the phosphatidylinositol cycle, a source of two second messengers (diacylglycerol and inositol triphosphate). Inositols and their phosphates lack a hydrolytically labile glycosidic linkage and are stable to degradative enzymes in vivo. They have been used in the stable insulin mediators, inhibitors, and modulators. It is known that Inositols are effective in relieving symptoms of depression. Though inositols are not regarded as an essential nutrient in humans, they are sometimes classified as a member of the vitamin B complex (thiamine, riboflavin, niacin, pantothenic acid, biotin, pyridoxine, folic acid, inositol, and vitamin B12). Inositol is essential for the growth of some yeasts and fungi.

INOSITOL ISOMERS


cis-INOSITOL	epi-INOSITOL	allo-INOSITOL (CAS RN: 643-10-7)	neo-INOSITOL (CAS RN: 488-54-0)

myo-INOSITOL (CAS RN: 87-89-8)	muco-INOSITOL (CAS RN: 41546-34-2)	scyllo-INOSITOL (CAS RN: 488-59-5)	L-(-)-chiro-INOSITOL (CAS RN: 551-72-4)

D-(+)-chiro-INOSITOL (CAS RN: 643-12-9)