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Details

Stereochemistry ABSOLUTE
Molecular Formula C6H14O6
Molecular Weight 182.1718
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SORBITOL

SMILES

OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO

InChI

InChIKey=FBPFZTCFMRRESA-JGWLITMVSA-N
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

HIDE SMILES / InChI

Molecular Formula C6H14O6
Molecular Weight 182.1718
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Mannitol is an osmotic diuretic that is metabolically inert in humans and occurs naturally, as a sugar or sugar alcohol, in fruits and vegetables. Mannitol elevates blood plasma osmolality, resulting in enhanced flow of water from tissues, including the brain and cerebrospinal fluid, into interstitial fluid and plasma. As a result, cerebral edema, elevated intracranial pressure, and cerebrospinal fluid volume and pressure may be reduced. Mannitol (marketed under the brand Osmitrol) may also be used for the promotion of diuresis before irreversible renal failure becomes established; the promotion of urinary excretion of toxic substances; as an Antiglaucoma agent; and as a renal function diagnostic aid. Mannitol, the active ingredient in ARIDOL, is indicated for the assessment of bronchial hyperresponsiveness in patients 6 years of age or older who do not have clinically apparent asthma. Mannitol is an osmotic diuretic that is metabolically inert in humans and occurs naturally, as a sugar or sugar alcohol, in fruits and vegetables. Mannitol elevates blood plasma osmolality, resulting in enhanced flow of water from tissues, including the brain and cerebrospinal fluid, into interstitial fluid and plasma. As a result, cerebral edema, elevated intracranial pressure, and cerebrospinal fluid volume and pressure may be reduced. As a diurectic mannitol induces diuresis because it is not reabsorbed in the renal tubule, thereby increasing the osmolality of the glomerular filtrate, facilitating excretion of water, and inhibiting the renal tubular reabsorption of sodium, chloride, and other solutes. Mannitol promotes the urinary excretion of toxic materials and protects against nephrotoxicity by preventing the concentration of toxic substances in the tubular fluid. As an Antiglaucoma agent mannitol elevates blood plasma osmolarity, resulting in enhanced flow of water from the eye into plasma and a consequent reduction in intraocular pressure. As a renal function diagnostic aid mannitol is freely filtered by the glomeruli with less than 10% tubular reabsorption. Therefore, its urinary excretion rate may serve as a measurement of glomerular filtration rate (GFR).

CNS Activity

Originator

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Osmitrol
Primary
Diagnostic
ARIDOL
Primary
Osmitrol
Primary
SORBITOL 3.3% IN PLASTIC CONTAINER
Preventing
Osmitrol
Palliative
Bronchitol
PubMed

PubMed

TitleDatePubMed
[Production of vitamin C precursor--2-keto-L-gulonic acid from D-sorbitol by mixed culture of microorganisms].
2001 Dec
Detection and characterization of verotoxin-producing strains among sorbitol non-fermenting Escherichia coli.
2001 Jul-Sep
Application of NAD-dependent polyol dehydrogenases for enzymatic mannitol/sorbitol production with coenzyme regeneration.
2003
Physiological characterization of osmotolerant yeast Pichia sorbitophila and comparison with a putative synonym Pichia farinosa.
2003
Membrane-bound D-sorbitol dehydrogenase of Gluconobacter suboxydans IFO 3255--enzymatic and genetic characterization.
2003 Apr 11
New quinoproteins in oxidative fermentation.
2003 Apr 11
[Spinal anesthesia in a patient with hemiparesis after poliomyelitis].
2003 Dec
Elimination of oxidative degradation during the per-O-methylation of carbohydrates.
2003 Dec 31
Attenuated total reflectance Fourier transform mid-infrared spectroscopic quantification of sorbitol and sorbose during a Gluconobacter biotransformation process.
2003 Feb
New developments in oxidative fermentation.
2003 Feb
Crystal structure of Pseudomonas fluorescens mannitol 2-dehydrogenase: evidence for a very divergent long-chain dehydrogenase family.
2003 Feb 1
Characterization of recombinant xylitol dehydrogenase from Galactocandida mastotermitis expressed in Escherichia coli.
2003 Feb 1
Genetic relationships among avian isolates classified as Pasteurella haemolytica, 'Actinobacillus salpingitidis' or Pasteurella anatis with proposal of Gallibacterium anatis gen. nov., comb. nov. and description of additional genomospecies within Gallibacterium gen. nov.
2003 Jan
Effect of glucose on assimilatory sulphate reduction in Arabidopsis thaliana roots.
2003 Jul
[Evaluating liver functional reserve by combining D-sorbitol with indocyanine green measurement].
2003 Jun
A new endoscopic ureteral reimplantation for primary vesicoureteral reflux (endoscopic trigonoplasty II).
2003 Mar
Escherichia albertii sp. nov., a diarrhoeagenic species isolated from stool specimens of Bangladeshi children.
2003 May
Enterococcus phoeniculicola sp. nov., a novel member of the enterococci isolated from the uropygial gland of the Red-billed Woodhoopoe, Phoeniculus purpureus.
2003 May
Evaluation of the site(s) of glycation in human proinsulin by ion-trap LCQ electrospray ionization mass spectrometry.
2003 May 15
Nucleation of one polymorph by another.
2003 May 28
D-xylose metabolism in Hypocrea jecorina: loss of the xylitol dehydrogenase step can be partially compensated for by lad1-encoded L-arabinitol-4-dehydrogenase.
2003 Oct
In vitro cytotoxic effects of stabilizing sugars within human intravenous immunoglobulin preparations against the human macrophage THP-1 cell-line.
2003 Oct
Home-prepared hamburger and sporadic hemolytic uremic syndrome, Argentina.
2003 Sep
Evaluation of liver functional reserve by combining D-sorbitol clearance rate and CT measured liver volume.
2003 Sep
The heat shock protein 90 of Plasmodium falciparum and antimalarial activity of its inhibitor, geldanamycin.
2003 Sep 15
[Comparative analysis of dependence of saliva sorbitol and fructosamine levels on blood glucose level in patients with diabetes].
2004
Autodisplay of active sorbitol dehydrogenase (SDH) yields a whole cell biocatalyst for the synthesis of rare sugars.
2004 Apr 2
Aeromonas spp. and infectious diarrhea, Hong Kong.
2004 Aug
Growth and characterisation of primary bovine colon epithelial cells in vitro.
2004 Dec
Effect of physical exercise on human preference for solutions of various sweet substances.
2004 Dec
Polyol pathway along the bovine epididymis.
2004 Dec
A novel UBA and UBX domain protein that binds polyubiquitin and VCP and is a substrate for SAPKs.
2004 Dec 1
Gelation behaviors of schizophyllan-sorbitol aqueous solutions.
2004 Jan
Exploration of essential gene functions via titratable promoter alleles.
2004 Jul 9
[Changes in serum Na+ and blood hemoglobin levels during three types of transurethral procedures for the treatment of benign prostatic hypertrophy].
2004 Jun
Johari-Goldstein relaxation and crystallization of sorbitol to ordered and disordered phases.
2004 Mar 15
Functional hepatic flow in patients with liver cirrhosis.
2004 Mar 15
The metabolic role and evolution of L-arabinitol 4-dehydrogenase of Hypocrea jecorina.
2004 May
[Sorbitol].
2004 Nov
Mycobacterium cosmeticum sp. nov., a novel rapidly growing species isolated from a cosmetic infection and from a nail salon.
2004 Nov
Mild detergent treatment of Candida tropicalis reveals a NADPH-dependent reductase in the crude membrane fraction, which enables the production of pure bicyclic exo-alcohol.
2004 Nov
Anaphylaxis to excipient mannitol: evidence for an immunoglobulin E-mediated mechanism.
2004 Oct
C2-symmetric diphosphinite ligands derived from carbohydrates. The strong influence of remote stereocenters on asymmetric rhodium-catalyzed hydrogenation.
2004 Oct 29
Detection of RNA in purified cytomegalovirus virions.
2004 Sep 1
Characterization of the AXDH gene and the encoded xylitol dehydrogenase from the dimorphic yeast Arxula adeninivorans.
2005 Apr
A potent sorbitol dehydrogenase inhibitor exacerbates sympathetic autonomic neuropathy in rats with streptozotocin-induced diabetes.
2005 Apr
A sensitive assay of red blood cell sorbitol level by high performance liquid chromatography: potential for diagnostic evaluation of diabetes.
2005 Apr
Water T2 relaxation in sugar solutions.
2005 Apr 11
Oral contrast agents for small bowel distension in MRI: influence of the osmolarity for small bowel distention.
2005 Jul
Microbial production of L-ascorbic acid from D-sorbitol, L-sorbose, L-gulose, and L-sorbosone by Ketogulonicigenium vulgare DSM 4025.
2005 Mar
Patents

Sample Use Guides

In Vivo Use Guide
120 mL of a 25 to 30% w/v solution (Laxative)
Route of Administration: Rectal
In Vitro Use Guide
25 mM sorbitol for 7 days (effect of glucose free medium containing sorbitol on mouse retinal progenitor cells)
Substance Class Chemical
Created
by admin
on Mon Oct 21 20:29:53 UTC 2019
Edited
by admin
on Mon Oct 21 20:29:53 UTC 2019
Record UNII
506T60A25R
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SORBITOL
EP   FCC   HSDB   II   INCI   MART.   MI   ORANGE BOOK   USP   USP-RS   VANDF   WHO-DD  
INCI  
Official Name English
E 420
Code English
SORBITOL [MI]
Common Name English
NEOSORB P 60W
Brand Name English
D-SORBITOL
FHFI  
Common Name English
7B5697N
Code English
SORBITOL [ORANGE BOOK]
Common Name English
INS-420(I)
Common Name English
SORBITOL [INCI]
Common Name English
SORBITOL COMPONENT OF SORBITOL-MANNITOL
Common Name English
SORBITOL [USP]
Common Name English
SORBITOL [FCC]
Common Name English
SORBITOL [MART.]
Common Name English
SORBITOL [WHO-DD]
Common Name English
SORBITOL [HSDB]
Common Name English
GLUCITOL, D-
Common Name English
SORBITOL [EP]
Common Name English
SORBITOL [USP-RS]
Common Name English
D-GLUCITOL
Common Name English
ISOMALT SPECIFIED IMPURITY C [EP]
Common Name English
NSC-25944
Code English
FEMA NO. 3029
Code English
D-SORBITOL [JAN]
Common Name English
ISOMALT IMPURITY, SORBITOL- [USP]
Common Name English
SORBITOL [II]
Common Name English
D-SORBITOL [FHFI]
Common Name English
SORBITOL (E420)
Common Name English
SORBITOL [VANDF]
Common Name English
E-420(I)
Common Name English
D-GLUCITOL SYRUP
Common Name English
SORBITOL-MANNITOL COMPONENT SORBITOL
Common Name English
INS NO.420(I)
Common Name English
1,2,3,4,5,6-HEXANEHEXOL
Systematic Name English
SORBIT
Systematic Name English
SORBITOL SOLUTIONS
Common Name English
Classification Tree Code System Code
WHO-VATC QV04CC01
Created by admin on Mon Oct 21 20:29:53 UTC 2019 , Edited by admin on Mon Oct 21 20:29:53 UTC 2019
EPA PESTICIDE CODE 8
Created by admin on Mon Oct 21 20:29:53 UTC 2019 , Edited by admin on Mon Oct 21 20:29:53 UTC 2019
FDA ORPHAN DRUG 422914
Created by admin on Mon Oct 21 20:29:54 UTC 2019 , Edited by admin on Mon Oct 21 20:29:54 UTC 2019
NCI_THESAURUS C218
Created by admin on Mon Oct 21 20:29:54 UTC 2019 , Edited by admin on Mon Oct 21 20:29:54 UTC 2019
WHO-ATC V04CC01
Created by admin on Mon Oct 21 20:29:53 UTC 2019 , Edited by admin on Mon Oct 21 20:29:53 UTC 2019
CFR 21 CFR 184.1835
Created by admin on Mon Oct 21 20:29:53 UTC 2019 , Edited by admin on Mon Oct 21 20:29:53 UTC 2019
WHO-VATC QB05CX02
Created by admin on Mon Oct 21 20:29:53 UTC 2019 , Edited by admin on Mon Oct 21 20:29:53 UTC 2019
WHO-ATC A06AD18
Created by admin on Mon Oct 21 20:29:53 UTC 2019 , Edited by admin on Mon Oct 21 20:29:53 UTC 2019
WHO-ATC A06AG07
Created by admin on Mon Oct 21 20:29:53 UTC 2019 , Edited by admin on Mon Oct 21 20:29:53 UTC 2019
CODEX ALIMENTARIUS (GSFA) INS-420(I)
Created by admin on Mon Oct 21 20:29:53 UTC 2019 , Edited by admin on Mon Oct 21 20:29:53 UTC 2019
EU-Orphan Drug EU/3/14/1260
Created by admin on Mon Oct 21 20:29:54 UTC 2019 , Edited by admin on Mon Oct 21 20:29:54 UTC 2019
JECFA EVALUATION INS-420(I)
Created by admin on Mon Oct 21 20:29:53 UTC 2019 , Edited by admin on Mon Oct 21 20:29:53 UTC 2019
WHO-VATC QA06AG07
Created by admin on Mon Oct 21 20:29:53 UTC 2019 , Edited by admin on Mon Oct 21 20:29:53 UTC 2019
WHO-VATC QA06AD18
Created by admin on Mon Oct 21 20:29:53 UTC 2019 , Edited by admin on Mon Oct 21 20:29:53 UTC 2019
WHO-ATC B05CX02
Created by admin on Mon Oct 21 20:29:53 UTC 2019 , Edited by admin on Mon Oct 21 20:29:53 UTC 2019
Code System Code Type Description
ChEMBL
CHEMBL1682
Created by admin on Mon Oct 21 20:29:54 UTC 2019 , Edited by admin on Mon Oct 21 20:29:54 UTC 2019
PRIMARY
EPA CompTox
50-70-4
Created by admin on Mon Oct 21 20:29:54 UTC 2019 , Edited by admin on Mon Oct 21 20:29:54 UTC 2019
PRIMARY
MESH
D013012
Created by admin on Mon Oct 21 20:29:53 UTC 2019 , Edited by admin on Mon Oct 21 20:29:53 UTC 2019
PRIMARY
WIKIPEDIA
SORBITOL
Created by admin on Mon Oct 21 20:29:53 UTC 2019 , Edited by admin on Mon Oct 21 20:29:53 UTC 2019
PRIMARY
EVMPD
SUB12594MIG
Created by admin on Mon Oct 21 20:29:54 UTC 2019 , Edited by admin on Mon Oct 21 20:29:54 UTC 2019
PRIMARY
DRUG BANK
DB01638
Created by admin on Mon Oct 21 20:29:54 UTC 2019 , Edited by admin on Mon Oct 21 20:29:54 UTC 2019
PRIMARY
NCI_THESAURUS
C29462
Created by admin on Mon Oct 21 20:29:54 UTC 2019 , Edited by admin on Mon Oct 21 20:29:54 UTC 2019
PRIMARY
MERCK INDEX
M10121
Created by admin on Mon Oct 21 20:29:54 UTC 2019 , Edited by admin on Mon Oct 21 20:29:54 UTC 2019
PRIMARY Merck Index
EVMPD
SUB20837
Created by admin on Mon Oct 21 20:29:54 UTC 2019 , Edited by admin on Mon Oct 21 20:29:54 UTC 2019
PRIMARY
JECFA MONOGRAPH
INS-420(I)
Created by admin on Mon Oct 21 20:29:54 UTC 2019 , Edited by admin on Mon Oct 21 20:29:54 UTC 2019
PRIMARY
PUBCHEM
5780
Created by admin on Mon Oct 21 20:29:54 UTC 2019 , Edited by admin on Mon Oct 21 20:29:54 UTC 2019
PRIMARY
RXCUI
9945
Created by admin on Mon Oct 21 20:29:54 UTC 2019 , Edited by admin on Mon Oct 21 20:29:54 UTC 2019
PRIMARY RxNorm
ECHA (EC/EINECS)
200-061-5
Created by admin on Mon Oct 21 20:29:54 UTC 2019 , Edited by admin on Mon Oct 21 20:29:54 UTC 2019
PRIMARY
CAS
50-70-4
Created by admin on Mon Oct 21 20:29:53 UTC 2019 , Edited by admin on Mon Oct 21 20:29:53 UTC 2019
PRIMARY
HSDB
50-70-4
Created by admin on Mon Oct 21 20:29:54 UTC 2019 , Edited by admin on Mon Oct 21 20:29:54 UTC 2019
PRIMARY
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USP
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