Record Information
Version1.0
StatusDetected and Quantified
Creation Date2022-04-29 22:47:27 UTC
Update Date2022-12-15 22:52:20 UTC
Metabolite IDMMDBc0049976
Metabolite Identification
Common NameD-Mannitol
DescriptionMannitol, or hexan-1,2,3,4,5,6-hexol (C6H8(OH)6), is an alcohol and a sugar (sugar alcohol), or a polyol, it is a stereoisomer of sorbitol and is similar to the C5 xylitol. The structure of mannitol is made of a straight chain of six carbon atoms, each of which is substituted with a hydroxyl group. Mannitol is one of the most abundant energy and carbon storage molecules in nature, it is produced by a wide range of organisms such as bacteria, fungi and plants (PMID: 19578847 ). In medicine, mannitol is used as a diuretic and renal diagnostic aid. Mannitol has little significant energy value as it is largely eliminated from the body before any metabolism can take place. It can be used to treat oliguria associated with kidney failure or other manifestations of inadequate renal function and has been used for determination of glomerular filtration rate. Mannitol is also commonly used as a research tool in cell biological studies, usually to control osmolarity. Mannitol has a tendency to lose a hydrogen ion in aqueous solutions, which causes the solution to become acidic. For this, it is not uncommon to add a weak base, such as sodium bicarbonate, to the solution to adjust its pH. Mannitol is a non-permeating molecule i.e., it cannot cross biological membranes. Mannitol is an osmotic diuretic agent and a weak renal vasodilator. Mannitol is found to be associated with cytochrome c oxidase deficiency and ribose-5-phosphate isomerase deficiency, which are inborn errors of metabolism. Mannitol is also a microbial metabolite found in Aspergillus, Candida, Clostridium, Gluconobacter, Lactobacillus, Lactococcus, Leuconostoc, Pseudomonas, Rhodobacteraceae, Saccharomyces, Streptococcus, Torulaspora and Zymomonas (PMID: 15240312 ; PMID: 29480337 ).
Structure
Synonyms
ValueSource
(2R,3R,4R,5R)-Hexane-1,2,3,4,5,6-hexaolChEBI
(2R,3R,4R,5R)-Hexane-1,2,3,4,5,6-hexolChEBI
D-(-)-MannitolChEBI
DulciteChEBI
e 421ChEBI
e-421ChEBI
e421ChEBI
Manna sugarChEBI
ManniteChEBI
OsmitrolChEBI
D-MannitolKegg
TobrexKegg
BronchitolKegg
1,2,3,4,5,6-HexanehexolHMDB
CordycepateHMDB
Cordycepic acidHMDB
DiosmolHMDB
HexahydroxyhexaneHMDB
HexanhexolHMDB
InvenexHMDB
IsotolHMDB
ManicolHMDB
Maniton SHMDB
Maniton-SHMDB
MannazuckerHMDB
MannidexHMDB
MannigenHMDB
MannistolHMDB
MannitHMDB
Mannit pHMDB
Mannogem 2080HMDB
Marine crystalHMDB
Mushroom sugarHMDB
OsmofundinHMDB
OsmosalHMDB
ResectisolHMDB
SDM No. 35HMDB
(L)-MannitolHMDB
MannitolChEBI
Molecular FormulaC6H14O6
Average Mass182.1718
Monoisotopic Mass182.07903818
IUPAC Name(2R,3R,4R,5R)-hexane-1,2,3,4,5,6-hexol
Traditional Namemannitol
CAS Registry NumberNot Available
SMILES
OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO
InChI Identifier
InChI=1S/C6H14O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3-12H,1-2H2/t3-,4-,5-,6-/m1/s1
InChI KeyFBPFZTCFMRRESA-KVTDHHQDSA-N