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 ( - )
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MANNITOL

SMILES

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

InChI

InChIKey=FBPFZTCFMRRESA-KVTDHHQDSA-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 No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

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
Intestinal permeability tests in coeliac disease.
2001
[Production of vitamin C precursor--2-keto-L-gulonic acid from D-sorbitol by mixed culture of microorganisms].
2001 Dec
[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 combined hydrolysis and hydrogenation of inulin catalyzed by bifunctional Ru/C.
2001 Feb 15
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
Gluconobacter oxydans: its biotechnological applications.
2001 Jul
Routes for fructose utilization by Escherichia coli.
2001 Jul
Detection and characterization of verotoxin-producing strains among sorbitol non-fermenting Escherichia coli.
2001 Jul-Sep
Cytochrome c release occurs via Ca2+-dependent and Ca2+-independent mechanisms that are regulated by Bax.
2001 Jun 1
Melatonin counteracts potentiation by lysophosphatidylcholine of serotonin-induced vasoconstriction in human umbilical artery: relation to calcium influx.
2001 Mar
Roles of glucitol in the GutR-mediated transcription activation process in Bacillus subtilis: tight binding of GutR to tis binding site.
2001 Mar 30
Design and validation of an annular shear cell for pharmaceutical powder testing.
2001 May
Determination of D-sorbitol in human erythrocytes by an enzymatic fluorometric method with an improved deproteinization procedure.
2001 Nov
The solvent-free thermal dehydration of hexitols on zeolites.
2002 Aug 16
Effect of replacing the general energy-coupling proteins of the PEP:sugar phosphotransferase system of Salmonella typhimurium with their fructose-inducible counterparts on utilization of the PTS sugar glucitol.
2002 Dec
Molecular cloning and functional expression of D-sorbitol dehydrogenase from Gluconobacter suboxydans IF03255, which requires pyrroloquinoline quinone and hydrophobic protein SldB for activity development in E. coli.
2002 Feb
Purification and properties of membrane-bound D-sorbitol dehydrogenase from Gluconobacter suboxydans IFO 3255.
2002 Jan
Main polyol dehydrogenase of Gluconobacter suboxydans IFO 3255, membrane-bound D-sorbitol dehydrogenase, that needs product of upstream gene, sldB, for activity.
2002 Nov
Salt-promoted protein folding, preferential binding, or electrostatic screening?
2002 Nov 1
Staphylococcus succinus subsp. casei subsp. nov., a dominant isolate from a surface ripened cheese.
2002 Oct
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
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
[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
New developments in oxidative fermentation.
2003 Feb
Demonstration of glycated insulin in human diabetic plasma and decreased biological activity assessed by euglycemic-hyperinsulinemic clamp technique in humans.
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
Peracetylated 1,6-dibromo-D-glucitol as efficient precursor of 1,6-diiodo and some mono-, disubstituted and heterocyclic D-glucitol derivatives.
2003 Jan 20
[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
Autodisplay of active sorbitol dehydrogenase (SDH) yields a whole cell biocatalyst for the synthesis of rare sugars.
2004 Apr 2
Growth and characterisation of primary bovine colon epithelial cells in vitro.
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
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
Water T2 relaxation in sugar solutions.
2005 Apr 11
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)
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:11:13 GMT 2023
Edited
by admin
on Fri Dec 15 15:11:13 GMT 2023
Record UNII
3OWL53L36A
Record Status Validated (UNII)
Record Version
  • Download
Related Record Type
Name Type Language
MANNITOL
EP   FCC   HSDB   II   INCI   MART.   MI   ORANGE BOOK   USP   USP-RS   VANDF   WHO-DD   WHO-IP  
INCI  
Official Name English
MANNITOL [EP MONOGRAPH]
Common Name English
MANNITOL [HSDB]
Common Name English
MANNITOL [USP-RS]
Common Name English
ISOMALT IMPURITY, MANNITOL- [USP IMPURITY]
Common Name English
INS NO.421
Code English
D-MANNITOL [WHO-IP]
Common Name English
OSMITROL
Brand Name English
E-421
Code English
MANNITE
Common Name English
Mannitol [WHO-DD]
Common Name English
D-(-)-MANNITOL
Common Name English
D-MANNITOL
WHO-IP  
Common Name English
MANNITOL [ORANGE BOOK]
Common Name English
MANNITOL [FCC]
Common Name English
MANNITOL [EP IMPURITY]
Common Name English
RESECTISOL
Brand Name English
D-MANNITOL [JAN]
Common Name English
MANNITOL [INCI]
Common Name English
MANNITOL [VANDF]
Common Name English
ISOMALT IMPURITY B [EP IMPURITY]
Common Name English
SORBITOL-MANNITOL COMPONENT MANNITOL
Common Name English
MANNITOL COMPONENT OF SORBITOL-MANNITOL
Common Name English
CORDYCEPIC ACID
Common Name English
NSC-407017
Code English
MANNITOL [USP MONOGRAPH]
Common Name English
BRONCHITOL
Brand Name English
MANNITOL, D-
Common Name English
MANNITOLUM [WHO-IP LATIN]
Common Name English
MANNITOL [MART.]
Common Name English
LACTITOL MONOHYDRATE IMPURITY C [EP IMPURITY]
Common Name English
INS-421
Code English
MANNITOL [MI]
Common Name English
MANNITOL [II]
Common Name English
Classification Tree Code System Code
EMA ASSESSMENT REPORTS BRONCHITOL (AUTHORIZED: CYSTIC FIBROSIS)
Created by admin on Fri Dec 15 15:11:13 GMT 2023 , Edited by admin on Fri Dec 15 15:11:13 GMT 2023
EU-Orphan Drug EU/3/05/325
Created by admin on Fri Dec 15 15:11:13 GMT 2023 , Edited by admin on Fri Dec 15 15:11:13 GMT 2023
WHO-ATC R05CB16
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WHO-ATC B05BC01
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WHO-ESSENTIAL MEDICINES LIST 16
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WHO-VATC QB05CX04
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NCI_THESAURUS C49187
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NDF-RT N0000175359
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LOINC 55941-9
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DSLD 1364 (Number of products:8)
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NDF-RT N0000010288
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WHO-ATC A06AD16
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NDF-RT N0000175810
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WHO-ATC B05CX04
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FDA ORPHAN DRUG 198704
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WHO-VATC QB05BC01
Created by admin on Fri Dec 15 15:11:13 GMT 2023 , Edited by admin on Fri Dec 15 15:11:13 GMT 2023
FDA ORPHAN DRUG 277009
Created by admin on Fri Dec 15 15:11:13 GMT 2023 , Edited by admin on Fri Dec 15 15:11:13 GMT 2023
WHO-VATC QA06AD16
Created by admin on Fri Dec 15 15:11:13 GMT 2023 , Edited by admin on Fri Dec 15 15:11:13 GMT 2023
CODEX ALIMENTARIUS (GSFA) INS-421
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JECFA EVALUATION INS-421
Created by admin on Fri Dec 15 15:11:13 GMT 2023 , Edited by admin on Fri Dec 15 15:11:13 GMT 2023
WHO-VATC QR05CB16
Created by admin on Fri Dec 15 15:11:13 GMT 2023 , Edited by admin on Fri Dec 15 15:11:13 GMT 2023
Code System Code Type Description
CAS
87-78-5
Created by admin on Fri Dec 15 15:11:13 GMT 2023 , Edited by admin on Fri Dec 15 15:11:13 GMT 2023
NON-SPECIFIC STEREOCHEMISTRY
DAILYMED
3OWL53L36A
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PRIMARY
CHEBI
29864
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PRIMARY
ECHA (EC/EINECS)
200-711-8
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PRIMARY
EVMPD
SUB03087MIG
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PRIMARY
MESH
D008353
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PRIMARY
DRUG CENTRAL
935
Created by admin on Fri Dec 15 15:11:13 GMT 2023 , Edited by admin on Fri Dec 15 15:11:13 GMT 2023
PRIMARY
CAS
69-65-8
Created by admin on Fri Dec 15 15:11:13 GMT 2023 , Edited by admin on Fri Dec 15 15:11:13 GMT 2023
PRIMARY
RS_ITEM_NUM
1375105
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PRIMARY
RXCUI
6628
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PRIMARY RxNorm
ChEMBL
CHEMBL689
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PRIMARY
NCI_THESAURUS
C625
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PRIMARY
DRUG BANK
DB00742
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PRIMARY
FDA UNII
3OWL53L36A
Created by admin on Fri Dec 15 15:11:13 GMT 2023 , Edited by admin on Fri Dec 15 15:11:13 GMT 2023
PRIMARY
WIKIPEDIA
MANNITOL
Created by admin on Fri Dec 15 15:11:13 GMT 2023 , Edited by admin on Fri Dec 15 15:11:13 GMT 2023
PRIMARY
PUBCHEM
6251
Created by admin on Fri Dec 15 15:11:13 GMT 2023 , Edited by admin on Fri Dec 15 15:11:13 GMT 2023
PRIMARY
CHEBI
16899
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PRIMARY
NSC
407017
Created by admin on Fri Dec 15 15:11:13 GMT 2023 , Edited by admin on Fri Dec 15 15:11:13 GMT 2023
PRIMARY
WHO INTERNATIONAL PHARMACOPEIA
MANNITOL
Created by admin on Fri Dec 15 15:11:13 GMT 2023 , Edited by admin on Fri Dec 15 15:11:13 GMT 2023
PRIMARY Description: A white, crystalline powder; odourless. Solubility: Freely soluble in water; very slightly soluble in ethanol (~750 g/l) TS: practically insoluble in ether R. Category: Diuretic. Storage: Mannitol should be kept in a well-closed container. Additional information: Mannitol has a sweet taste. Definition: Mannitol contains not less than 98.0% and not more than 102.0% of C6H14O6, calculated with reference to the driedsubstance.
EVMPD
SUB20970
Created by admin on Fri Dec 15 15:11:13 GMT 2023 , Edited by admin on Fri Dec 15 15:11:13 GMT 2023
PRIMARY
SMS_ID
100000091382
Created by admin on Fri Dec 15 15:11:13 GMT 2023 , Edited by admin on Fri Dec 15 15:11:13 GMT 2023
PRIMARY
MERCK INDEX
m7080
Created by admin on Fri Dec 15 15:11:13 GMT 2023 , Edited by admin on Fri Dec 15 15:11:13 GMT 2023
PRIMARY Merck Index
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SUB_CONCEPT->SUBSTANCE
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SUB_CONCEPT->SUBSTANCE
SUB_CONCEPT->SUBSTANCE
SUB_CONCEPT->SUBSTANCE
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PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
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CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
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ACTIVE MOIETY