FComEx: Scyllitol (PC000796)

Record Information

Version

1.0

Creation date

2015-10-09 22:32:42 UTC

Update date

2017-01-19 02:36:36 UTC

FoodComEx ID

PC000796

FoodDB Record

FDB023828

Chemical Information

Name

Scyllitol

Description

Scyllitol is an isomer of cyclohexanehexol or inositol. It was first isolated from the kidneys of fish in 1858 by Staedeler and Freierchs. Scyllitol is a naturally occurring plant sugar alcohol found most abundantly in the coconut palm. It appears to accumulate in a number of human tissues and biofluids through dietary consumption. It 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). Results reported by Viola et al (PMID: 15340856) suggest that high CSF concentrations of scyllo-inositol can be induced by chronic alcoholism. scyllo-Inositol (also called "scyllitol") when fed to transgenic mice that exhibit a memory disease very similar to human Alzheimer's disease, can block the accumulation of soluble amyloid-beta (Aβ) plaques in the brain. Scyllitol was found to reverse memory deficits in the mice, reduce the amount of Aβ plaque in the brains of the mice, and reversed other symptoms associated with the presence of Aβ in the brain (PMID: 16767098). [HMDB]

CAS Number

488-59-5

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
(1r,2r,3r,4r,5r,6r)-cyclohexane-1,2,3,4,5,6-hexol	hmdb
(1R,2R,3R,4S,5S,6S)-Cyclohexane-1,2,3,4,5,6-hexol	ChEBI
1,2,3,4,5/6-cyclohexanehexol	ChEBI
1,3,5/2,4,6-cyclohexanehexol	hmdb
Cocositol	hmdb
cyclohexane-1,2,3,4,5,6-hexol	hmdb
epi-inositol	hmdb
Quercinitol	hmdb
scyllo-Inositol	hmdb

Chemical Formula

C6H12O6

IUPAC name

(1R,2S,3r,4R,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-NIPYSYMMSA-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