Inositol

*myo*-Inositol
Names


IUPAC name (1R,2R,3S,4S,5R,6S)-cyclohexane-1,2,3,4,5,6-hexol
Other names cis-1,2,3,5-trans-4,6-Cyclohexanehexol , Cyclohexanehexol, Mouse antialopecia factor, Nucite, Phaseomannite, Phaseomannitol, Rat antispectacled eye factor, and Scyllite (for the structural isomer scyllo-Inositol)
Identifiers
CAS Number	87-89-8^Y
3D model (Jmol)	Interactive image
ChEBI	CHEBI:17268^Y
ChemSpider	10239179^Y
IUPHAR/BPS	4495
KEGG	D08079^Y
PubChem CID	892
UNII	4L6452S749^Y
InChI InChI=1S/C6H12O6/c7-1-2(8)4(10)6(12)5(11)3(1)9/h1-12H/t1-,2-,3-,4+,5-,6-^Y Key: CDAISMWEOUEBRE-GPIVLXJGSA-N^Y InChI=1/C6H12O6/c7-1-2(8)4(10)6(12)5(11)3(1)9/h1-12H/t1-,2-,3-,4+,5-,6- Key: CDAISMWEOUEBRE-GPIVLXJGBG
SMILES [C@@H]1([C@@H]([C@@H]([C@@H]([C@H]([C@@H]1O)O)O)O)O)O
Properties
Chemical formula	C₆H₁₂O₆
Molar mass	180.16 g/mol
Density	1.752 g/cm³
Melting point	225 to 227 °C (437 to 441 °F; 498 to 500 K)
Pharmacology
ATC code	A11HA07 (WHO)
Hazards
NFPA 704	0 1 0
Flash point	143 °C (289 °F; 416 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y (what is ^YN ?)
Infobox references

Inositol or cyclohexane-1,2,3,4,5,6-hexol is a chemical compound with formula C₆H₁₂O₆ or (-CHOH-)₆, a six-fold alcohol (polyol) of cyclohexane. It exists in nine possible stereoisomers, of which the most prominent form, widely occurring in nature, is cis-1,2,3,5-trans-4,6-cyclohexanehexol, or myo-inositol (former names meso-inositol or i-inositol). Inositol is a sugar alcohol. Its taste has been assayed at half the sweetness of table sugar (sucrose).

myo-Inositol plays an important role as the structural basis for a number of secondary messengers in eukaryotic cells, the various inositol phosphates. In addition, inositol serves as an important component of the structural lipids phosphatidylinositol (PI) and its various phosphates, the (PIP) lipids.

Inositol or its phosphates and associated lipids are found in many foods, in particular fruit, especially cantaloupe and oranges. In plants, the hexaphosphate of inositol, phytic acid or its salts, the phytates, are found. These serve as phosphate stores in the seed. Phytic acid occurs also in cereals with high bran content and also nuts and beans. Yet, inositol, when present as phytate, is not directly bioavailable to humans in the diet, since it is not digestible. Some food preparation techniques partly break down phytates to change this. Inositol as it occurs in certain plant-derived substances such as lecithins, however, is well-absorbed and relatively bioavailable.

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