Ribitol

Ribitol, or adonitol, is a crystalline pentose alcohol (C₅H₁₂O₅) formed by the reduction of ribose. It occurs naturally in the plant Adonis vernalis^[2] as well as in the cell walls of some Gram-positive bacteria, in the form of ribitol phosphate, in teichoic acids.^[3] It also forms part of the chemical structure of riboflavin and flavin mononucleotide (FMN), which is a nucleotide coenzyme used by many enzymes, the so-called flavoproteins.^[4]

Ribitol

Names
IUPAC name D-Ribitol[1]
Systematic IUPAC name (2R,3S,4S)-Pentane-1,2,3,4,5-pentol
Other names (2R,3S,4S)-Pentane-1,2,3,4,5-pentaol (not recommended) Adonit Adonite Adonitol Adonitrol Pentitol 1,2,3,4,5-Pentanepentol 1,2,3,4,5-Pentanol Pentane-1,2,3,4,5-pentol
Identifiers
CAS Number	488-81-3 Y
3D model (JSmol)	Interactive image
Beilstein Reference	1720524
ChEBI	CHEBI:15963 Y
ChEMBL	ChEMBL3137744
ChemSpider	10254628 Y
ECHA InfoCard	100.006.987
EC Number	207-685-7
Gmelin Reference	82894
KEGG	C00474 Y
PubChem CID	827
UNII	353ZQ9TVDA Y
CompTox Dashboard (EPA)	DTXSID601032335
InChI InChI=1S/C5H12O5/c6-1-3(8)5(10)4(9)2-7/h3-10H,1-2H2/t3-,4+,5- Y Key: HEBKCHPVOIAQTA-ZXFHETKHSA-N Y InChI=1/C5H12O5/c6-1-3(8)5(10)4(9)2-7/h3-10H,1-2H2/t3-,4+,5-
SMILES O[C@H](CO)[C@@H](O)[C@@H](O)CO
Properties
Chemical formula	C5H12O5
Molar mass	152.146 g·mol−1
Melting point	102 °C (216 °F; 375 K)
Magnetic susceptibility (χ)	−91.30·10−6 cm3/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is YN ?) Infobox references