U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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
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

Curator's Comment: Mannitol does not cross the blood-brain barrier so an elevated plasma osmolality due to an infusion of hypertonic mannitol is effective in removing fluid from the brain.

Originator

Sources: Alternative Sweeteners, Third Edition, Revised and Expanded. Ed. Lyn O'Brien-Nabors. CRC Press, 2001 . - pp. 572https://books.google.ru/books?id=_F1YSezlIzwC&pg=PA268&lpg=PA268&dq=mannitol retrieved from Carbohydrates, p.268
Curator's Comment: The first sugar alcohol isolated was mannitol from manna of ash (Fraxinus sp.) by Proust in 1806

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Preventing
Osmitrol

Approved Use

Osmitrol Injection (Mannitol Injection, USP) is indicated for: The promotion of diuresis, in the prevention and/or treatment of the oliguric phase of acute renal failure before irreversible renal failure becomes established; The reduction of intracranial pressure and treatment of cerebral edema by reducing brain mass; The reduction of elevated intraocular pressure when the pressure cannot be lowered by other means, and promoting the urinary excretion of toxic substances.

Launch Date

1964
Primary
Osmitrol

Approved Use

Osmitrol Injection (Mannitol Injection, USP) is indicated for: The promotion of diuresis, in the prevention and/or treatment of the oliguric phase of acute renal failure before irreversible renal failure becomes established; The reduction of intracranial pressure and treatment of cerebral edema by reducing brain mass; The reduction of elevated intraocular pressure when the pressure cannot be lowered by other means, and promoting the urinary excretion of toxic substances.

Launch Date

1964
Primary
Osmitrol

Approved Use

Osmitrol Injection (Mannitol Injection, USP) is indicated for: The promotion of diuresis, in the prevention and/or treatment of the oliguric phase of acute renal failure before irreversible renal failure becomes established; The reduction of intracranial pressure and treatment of cerebral edema by reducing brain mass; The reduction of elevated intraocular pressure when the pressure cannot be lowered by other means, and promoting the urinary excretion of toxic substances.

Launch Date

1964
Diagnostic
ARIDOL

Approved Use

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.

Launch Date

2010
Palliative
Bronchitol

Approved Use

Bronchitol is indicated for the treatment of cystic fibrosis (CF) in adults aged 18 years and above as an add-on therapy to best standard of care.

Launch Date

2012
Primary
SORBITOL 3.3% IN PLASTIC CONTAINER

Approved Use

Renagel Capsules are indicated for the reduction of serum phosphorus in patients with end-stage renal disease (ESRD). The safety and efficacy of Renagel Capsules in ESRD patients who are not on hemodialysis have not been studied. In hemodialysis patients, Renagel decreases the incidence of hypercalcemic episodes relative to patients on calcium acetate treatment.

Launch Date

1978
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Quinone reductase inhibitors block SAPK/JNK and NFkappaB pathways and potentiate apoptosis.
1999 Oct 29
Sorbitol as a marker for drug-induced decreases of variable duration in liver blood flow in healthy volunteers.
2000 Dec
Osmotherapy for elevated intracranial pressure: a critical reappraisal.
2000 Jan
Intestinal permeability tests in coeliac disease.
2001
Hypertonicity stimulates Cl(-) transport in the intestine of fresh water acclimated eel, Anguilla anguilla.
2001
The effect of Celsior solution on 12-hour cardiac preservation in comparison with University of Wisconsin solution.
2001 Apr
Effect of high glucose concentration on the synthesis of monocyte chemoattractant protein-1 in human peritoneal mesothelial cells: involvement of protein kinase C.
2001 Apr
Transcytosis of retinol-binding protein across renal proximal tubule cells after megalin (gp 330)-mediated endocytosis.
2001 Apr
Methemoglobin oxidation of N-acetylbenzidine to form a sulfinamide.
2001 Apr
Roles of glucitol in the GutR-mediated transcription activation process in Bacillus subtilis: glucitol induces GutR to change its conformation and to bind ATP.
2001 Aug 10
Comparison of culture, PCR and immunoassays for detecting Escherichia coli O157 following enrichment culture and immunomagnetic separation performed on naturally contaminated raw meat products.
2001 Aug 15
Effect of osmolytes and chaperone-like action of P-protein on folding of nucleocapsid protein of Chandipura virus.
2001 Aug 17
Permeability of the proximal and distal rat colon crypt and surface epithelium to hydrophilic molecules.
2001 Feb
Preferential induction of a 9-lipoxygenase by salt in salt-tolerant cells of Citrus sinensis L. Osbeck.
2001 Feb
[Intraoperative complications of 697 consecutive operative hysteroscopies].
2001 Feb
Intestinal permeability in adult patients with growth hormone deficiency.
2001 Feb
Improving water stress tolerance of the biocontrol yeast Candida sake grown in molasses-based media by physiological manipulation.
2001 Feb
The transmembrane protein occludin of epithelial tight junctions is a functional target for serine peptidases from faecal pellets of Dermatophagoides pteronyssinus.
2001 Feb
Membrane-bound sugar alcohol dehydrogenase in acetic acid bacteria catalyzes L-ribulose formation and NAD-dependent ribitol dehydrogenase is independent of the oxidative fermentation.
2001 Jan
Detection and characterization of verotoxin-producing strains among sorbitol non-fermenting Escherichia coli.
2001 Jul-Sep
Recombinant Microdochium nivale carbohydrate oxidase and its application in an amperometric glucose sensor.
2001 Jun
Melatonin counteracts potentiation by lysophosphatidylcholine of serotonin-induced vasoconstriction in human umbilical artery: relation to calcium influx.
2001 Mar
Identification of a mannitol transporter, AgMaT1, in celery phloem.
2001 Mar
Isolation and phenotypic characterization of Pseudomonas aeruginosa pseudorevertants containing suppressors of the catabolite repression control-defective crc-10 allele.
2001 Mar 15
Singlet oxygen generation from phosphatidylcholine hydroperoxide in the presence of copper.
2001 Mar 2
Crystal structures of the maltodextrin/maltose-binding protein complexed with reduced oligosaccharides: flexibility of tertiary structure and ligand binding.
2001 Mar 9
Effects of P-glycoprotein on cell volume regulation in mouse proximal tubule.
2001 May
Alveolar epithelial barrier functions in ventilated perfused rabbit lungs.
2001 May
Theoretical description of transdermal transport of hydrophilic permeants: application to low-frequency sonophoresis.
2001 May
Design and validation of an annular shear cell for pharmaceutical powder testing.
2001 May
The production of reactive oxygen species by irradiated camphorquinone-related photosensitizers and their effect on cytotoxicity.
2001 May
Determination of D-sorbitol in human erythrocytes by an enzymatic fluorometric method with an improved deproteinization procedure.
2001 Nov
p38 MAP kinase mediates stress-induced leukotriene synthesis in a human B-lymphocyte cell line.
2001 Nov
Cloning and expression of a fungal L-arabinitol 4-dehydrogenase gene.
2001 Nov 2
Synthesis of 3-hexuloses from 1,2:5,6-di-O-isopropylidenehexitols.
2001 Sep 28
Regulation of carbon utilization by sulfur availability in Escherichia coli and Salmonella typhimurium.
2002 Jan
Application of NAD-dependent polyol dehydrogenases for enzymatic mannitol/sorbitol production with coenzyme regeneration.
2003
Role of the different mitogen-activated protein kinase subfamilies in the stimulation of dog and human thyroid epithelial cell proliferation by cyclic adenosine 5'-monophosphate and growth factors.
2003 Apr
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
[Comparative analysis of dependence of saliva sorbitol and fructosamine levels on blood glucose level in patients with diabetes].
2004
Growth and characterisation of primary bovine colon epithelial cells in vitro.
2004 Dec
Exploration of essential gene functions via titratable promoter alleles.
2004 Jul 9
Anaphylaxis to excipient mannitol: evidence for an immunoglobulin E-mediated mechanism.
2004 Oct
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 sensitive assay of red blood cell sorbitol level by high performance liquid chromatography: potential for diagnostic evaluation of diabetes.
2005 Apr
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
Curator's Comment: 3% sorbitol solution is used as irrigation solution during urinary tract surgery https://dailymed.nlm.nih.gov/dailymed/getFile.cfm?setid=5f7be402-f25a-428e-b81f-6a4a00de894c&type=pdf&name=5f7be402-f25a-428e-b81f-6a4a00de894c
120 mL of a 25 to 30% w/v solution (Laxative)
Route of Administration: Rectal
In Vitro Use Guide
Curator's Comment: The effects of allopurinol (10(-6)-10(-5) M), deferoxamine (10(-4) M) and mannitol (10(-4)-5 x 10(-3) M) were tested on the transient contraction induced by nicotine. In conclusion, mannitol (5 x 10(-3) M) significantly reduced contractile response to nicotine on EFS only in high concentration. Whereas in small concentrations mannitol (10(-4) M) statistically did not cause any results. https://www.ncbi.nlm.nih.gov/pubmed/20085573
25 mM sorbitol for 7 days (effect of glucose free medium containing sorbitol on mouse retinal progenitor cells)
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
ISOMALT IMPURITY C [EP IMPURITY]
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
LACTITOL MONOHYDRATE IMPURITY E [EP IMPURITY]
Common Name English
SORBITOL [HSDB]
Common Name English
GLUCITOL, D-
Common Name English
ISOMALT IMPURITY, SORBITOL- [USP IMPURITY]
Common Name English
SORBITOL [USP-RS]
Common Name English
D-GLUCITOL
Common Name English
NSC-25944
Code English
SORBITOL [EP MONOGRAPH]
Common Name English
FEMA NO. 3029
Code English
D-SORBITOL [JAN]
Common Name English
SORBITOL [II]
Common Name English
D-SORBITOL [FHFI]
Common Name English
SORBITOL (E420)
Common Name English
SORBITOL [VANDF]
Common Name English
MALTITOL IMPURITY A [EP IMPURITY]
Common Name English
Sorbitol [WHO-DD]
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
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EPA PESTICIDE CODE 8
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FDA ORPHAN DRUG 422914
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DSLD 1712 (Number of products:9)
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NCI_THESAURUS C218
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WHO-ATC V04CC01
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CFR 21 CFR 184.1835
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WHO-VATC QB05CX02
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LOINC 48152-3
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WHO-ATC A06AD18
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WHO-ATC A06AG07
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CODEX ALIMENTARIUS (GSFA) INS-420(I)
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EU-Orphan Drug EU/3/14/1260
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JECFA EVALUATION INS-420(I)
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WHO-VATC QA06AG07
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WHO-VATC QA06AD18
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WHO-ATC B05CX02
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Code System Code Type Description
FDA UNII
506T60A25R
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PRIMARY
DAILYMED
506T60A25R
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PRIMARY
ChEMBL
CHEMBL1682
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PRIMARY
EPA CompTox
DTXSID5023588
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PRIMARY
MESH
D013012
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PRIMARY
CHEBI
17924
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PRIMARY
WIKIPEDIA
SORBITOL
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PRIMARY
RS_ITEM_NUM
1617000
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PRIMARY
EVMPD
SUB12594MIG
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PRIMARY
DRUG BANK
DB01638
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PRIMARY
NCI_THESAURUS
C29462
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PRIMARY
SMS_ID
100000092096
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PRIMARY
MERCK INDEX
m10121
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PRIMARY Merck Index
EVMPD
SUB20837
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PRIMARY
NSC
25944
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PRIMARY
DRUG CENTRAL
2462
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PRIMARY
PUBCHEM
5780
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PRIMARY
RXCUI
9945
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PRIMARY RxNorm
ECHA (EC/EINECS)
200-061-5
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PRIMARY
CAS
50-70-4
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PRIMARY
HSDB
801
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PRIMARY
CHEBI
30911
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