FComEx: Myo-Inositol (PC000033)

Record Information

Version

1.0

Creation date

2015-10-09 22:27:35 UTC

Update date

2017-01-19 02:36:10 UTC

FoodComEx ID

PC000033

FoodDB Record

FDB010547

Chemical Information

Name

Myo-Inositol

Description

Myo-Inositol is an inositol isoform. Inositol is a derivative of cyclohexane with six hydroxyl groups, making it a polyol. It also is known as a sugar alcohol, having the same molecular formula as glucose or other hexoses. Inositol exists in nine possible stereoisomers, including scyllo-inositol, myo-inositol (the most abundant), muco-inositol, D-chiro-inositol, L-chiro-inositol, neo-inositol, allo-inositol, epi-inositol, and cis-inositol. In humans, most inositol is synthesized in the kidneys, typically in amounts of a few grams per day. It is found in many foods, particularly in cereals with high bran content. It is an isomer of glucose that has traditionally been a B vitamin although it has an uncertain status as a vitamin and a deficiency syndrome has not been identified in humans. Inositol is a cyclic polyalcohol that plays an important role as a second messenger in a cell, in the form of inositol phosphates. Inositol phospholipids are important in signal transduction. A possible health effect of inositols, including myo-inositol, was recently reviewed. The review concluded that myo-inositol, together with chiro-inositol, at a 40:1 ratio, were an important therapeutic strategy for the improvement of metabolic, hormonal, and reproductive aspects of polycystic ovarian syndrome (PMID: 29309199).

CAS Number

87-89-8

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
(1a,2a,3a,4b,5a,6b)-Cyclohexanehexol	db_source
(1R,2R,3S,4S,5R,6S)-Cyclohexane-1,2,3,4,5,6-hexol	ChEBI
1,2,3,4,5,6-HEXAHYDROXY-cyclohexane	ChEBI
1,2,3,5/4,6-cyclohexanehexol	ChEBI
1,2,3,5/4,6-Inositol	db_source
1D-myo-Inositol	ChEBI
1L-myo-Inositol	ChEBI
Bios I	ChEBI
cis-1,2,3,5-trans-4,6-Cyclohexanehexol	ChEBI
Cyclohexitol	ChEBI
D-myo-Inositol	ChEBI
Dambose	ChEBI
i-Inositol	db_source
Inosite	ChEBI
Inositol	ChEBI
Ins	ChEBI
Iso-inositol	HMDB
L-myo-Inositol	ChEBI
Meat sugar	ChEBI
meso-Inositol	db_source
MI	HMDB
Myoinosite	HMDB
Myoinositol	ChEBI
Nucitol	db_source
Phaseomannite	HMDB
Rat antispectacled eye factor	HMDB

Chemical Formula

C6H12O6

IUPAC name

(1R,2R,3r,4S,5S,6s)-cyclohexane-1,2,3,4,5,6-hexol

InChI Identifier

InChI=1S/C6H12O6/c7-1-2(8)4(10)6(12)5(11)3(1)9/h1-12H/t1-,2-,3-,4+,5-,6-

InChI Key

CDAISMWEOUEBRE-GPIVLXJGSA-N

Isomeric SMILES

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

Average Molecular Weight

180.1559

Monoisotopic Molecular Weight

180.063388116

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclohexanols. Cyclohexanols are compounds containing an alcohol group attached to a cyclohexane ring.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Alcohols and polyols

Direct Parent

Cyclohexanols

Alternative Parents

Substituents