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
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
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 |
DescriptionSources: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=16cc9d47-5382-4237-ab84-f22c5436fe2ehttps://www.drugbank.ca/drugs/DB00742 | https://www.accessdata.fda.gov/drugsatfda_docs/nda/2010/022368Orig1s000LBL.pdf | https://www.accessdata.fda.gov/drugsatfda_docs/label/2005/013684s091lbl.pdfCurator's Comment: description was created based on several sources, including:
http://www.sailhome.org/Concerns/Vaccines.html
Sources: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=16cc9d47-5382-4237-ab84-f22c5436fe2ehttps://www.drugbank.ca/drugs/DB00742 | https://www.accessdata.fda.gov/drugsatfda_docs/nda/2010/022368Orig1s000LBL.pdf | https://www.accessdata.fda.gov/drugsatfda_docs/label/2005/013684s091lbl.pdf
Curator's Comment: description was created based on several sources, including:
http://www.sailhome.org/Concerns/Vaccines.html
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
Sources: https://www.ncbi.nlm.nih.gov/pubmed/?term=26035307https://www.anaesthesiamcq.com/FluidBook/fl8_5.php
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
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Preventing | Osmitrol Approved UseOsmitrol 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 Date1964 |
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Primary | Osmitrol Approved UseOsmitrol 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 Date1964 |
|||
Primary | Osmitrol Approved UseOsmitrol 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 Date1964 |
|||
Diagnostic | ARIDOL Approved UseMannitol, 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 Date2010 |
|||
Palliative | Bronchitol Approved UseBronchitol 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 Date2012 |
|||
Primary | SORBITOL 3.3% IN PLASTIC CONTAINER Approved UseRenagel 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 Date1978 |
|||
Primary | Unknown Approved UseUnknown |
PubMed
Title | Date | PubMed |
---|---|---|
Effect of sodium polystyrene sulfonate on lithium bioavailability. | 1992 Nov |
|
TNF-alpha induction by LPS is regulated posttranscriptionally via a Tpl2/ERK-dependent pathway. | 2000 Dec 22 |
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Osmotherapy for elevated intracranial pressure: a critical reappraisal. | 2000 Jan |
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Intestinal permeability tests in coeliac disease. | 2001 |
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Mannitol for acute stroke. | 2001 |
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Hypertonicity stimulates Cl(-) transport in the intestine of fresh water acclimated eel, Anguilla anguilla. | 2001 |
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The effect of Celsior solution on 12-hour cardiac preservation in comparison with University of Wisconsin solution. | 2001 Apr |
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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 |
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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 |
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Effect of osmolytes and chaperone-like action of P-protein on folding of nucleocapsid protein of Chandipura virus. | 2001 Aug 17 |
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Membrane-bound quinoprotein D-arabitol dehydrogenase of Gluconobacter suboxydans IFO 3257: a versatile enzyme for the oxidative fermentation of various ketoses. | 2001 Dec |
|
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 |
|
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 |
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Pathophysiologic features and prevention of human and experimental acute tubular necrosis. | 2001 Feb |
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Mannitol-induced acute manic state. | 2001 Feb |
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The use of hypertonic saline in the treatment of traumatic brain injury. | 2001 Feb |
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Hyperosmotic stress induces a rapid and transient increase in inositol 1,4,5-trisphosphate independent of abscisic acid in Arabidopsis cell culture. | 2001 Feb |
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Celsior is superior to UW for graft preservation from non-heart-beating donors in a canine liver transplantation model. | 2001 Feb-Mar |
|
Pancreas preservation with Celsior solution in a pig autotransplantation model: comparative study with University of Wisconsin solution. | 2001 Feb-Mar |
|
Randomized clinical study comparing UW and Celsior solution in liver preservation for transplantation: preliminary results. | 2001 Feb-Mar |
|
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 |
|
Protective effects of fluvastatin against reactive oxygen species induced DNA damage and mutagenesis. | 2001 Jan |
|
A physiological analysis of hyponatremia: implications for patients on peritoneal dialysis. | 2001 Jan-Feb |
|
Identification of a mannitol transporter, AgMaT1, in celery phloem. | 2001 Mar |
|
Monosaccharide uptake in common carp (Cyprinus carpio) EPC cells is mediated by a facilitative glucose carrier. | 2001 Mar |
|
Modeling of supercritical extraction of mannitol from plane tree leaf. | 2001 Mar |
|
Mannitol-induced toxicity in a diabetic patient receiving losartan. | 2001 Mar |
|
Osmotherapy: a call to arms. | 2001 Mar |
|
Intraplatelet calcium levels in patients with acute renal failure before and after the administration of loop diuretics. | 2001 Mar |
|
Effects of early enteral feeding on the prevention of enterogenic infection in severely burned patients. | 2001 Mar |
|
Transport of poly amidoamine dendrimers across Madin-Darby canine kidney cells. | 2001 Mar 14 |
|
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 |
|
Escherichia coli O157 infections and unpasteurised milk. | 2001 Oct |
|
Irinotecan pharmacokinetics-pharmacodynamics: the clinical relevance of prolonged exposure to SN-38. | 2002 Jul 15 |
|
Salt-promoted protein folding, preferential binding, or electrostatic screening? | 2002 Nov 1 |
|
Demonstration of glycated insulin in human diabetic plasma and decreased biological activity assessed by euglycemic-hyperinsulinemic clamp technique in humans. | 2003 Feb |
|
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 |
|
Aeromonas spp. and infectious diarrhea, Hong Kong. | 2004 Aug |
|
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 |
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
Sources: https://www.ncbi.nlm.nih.gov/pubmed/17200660
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
Edited
Fri Dec 15 15:11:13 GMT 2023
by
admin
on
Fri Dec 15 15:11:13 GMT 2023
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Record UNII |
3OWL53L36A
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Record Status |
Validated (UNII)
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Record Version |
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-
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Classification Tree | Code System | Code | ||
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EMA ASSESSMENT REPORTS |
BRONCHITOL (AUTHORIZED: CYSTIC FIBROSIS)
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EU-Orphan Drug |
EU/3/05/325
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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
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FDA ORPHAN DRUG |
277009
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WHO-VATC |
QA06AD16
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CODEX ALIMENTARIUS (GSFA) |
INS-421
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JECFA EVALUATION |
INS-421
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WHO-VATC |
QR05CB16
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Code System | Code | Type | Description | ||
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87-78-5
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NON-SPECIFIC STEREOCHEMISTRY | |||
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3OWL53L36A
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PRIMARY | |||
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29864
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200-711-8
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SUB03087MIG
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D008353
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935
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69-65-8
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1375105
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6628
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CHEMBL689
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C625
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DB00742
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3OWL53L36A
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MANNITOL
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6251
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16899
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407017
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MANNITOL
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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. | ||
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SUB20970
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100000091382
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m7080
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PRIMARY | Merck Index |
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PARENT -> IMPURITY |
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
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PARENT -> IMPURITY |
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
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