Ribitol (original) (raw)

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Ribitol
Names
IUPAC name D-Ribitol[1]
Systematic IUPAC name (2_R_,3_S_,4_S_)-Pentane-1,2,3,4,5-pentol
Other names(2_R_,3_S_,4_S_)-Pentane-1,2,3,4,5-pentaol (not recommended)AdonitAdoniteAdonitolAdonitrolPentitol1,2,3,4,5-Pentanepentol1,2,3,4,5-PentanolPentane-1,2,3,4,5-pentol
Identifiers
CAS Number 488-81-3 checkY
3D model (JSmol) Interactive image
Beilstein Reference 1720524
ChEBI CHEBI:15963 checkY
ChEMBL ChEMBL3137744
ChemSpider 10254628 checkY
ECHA InfoCard 100.006.987 Edit this at Wikidata
EC Number 207-685-7
Gmelin Reference 82894
KEGG C00474 checkY
PubChem CID 827
UNII 353ZQ9TVDA checkY
CompTox Dashboard (EPA) DTXSID601032335 Edit this at Wikidata
InChI InChI=1S/C5H12O5/c6-1-3(8)5(10)4(9)2-7/h3-10H,1-2H2/t3-,4+,5- checkYKey: HEBKCHPVOIAQTA-ZXFHETKHSA-N checkYInChI=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). checkY verify (what is checkY☒N ?) Infobox references

Chemical compound

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]

  1. ^ "2-Carb-19".
  2. ^ Advances in Applied Microbiology. Academic Press. 28 October 1997. ISBN 9780080564586.
  3. ^ Seltmann, Guntram; Holst, Otto (9 March 2013). The Bacterial Cell Wall. Springer Science & Business Media. ISBN 9783662048788.
  4. ^ Mathews, Christopher K. (2000). Biochemistry. Van Holde, K. E. (Kensal Edward), 1928-, Ahern, Kevin G. (3rd ed.). San Francisco, Calif.: Benjamin Cummings. p. 492. ISBN 0805330666. OCLC 42290721.