Compound: D-mannitol
SMILES: O[C@@H]([C@H](O)[C@H](O)CO)[C@H](O)CO
InChIKey: FBPFZTCFMRRESA-KVTDHHQDSA-N
Synonyms: D-mannitol, mannitol, 69-65-8, Mannite, Osmitrol, Manna sugar, Cordycepic acid, Diosmol, Resectisol, Mannidex, Mannigen, Osmosal, Mannit, D-(-)-Mannitol, Mannazucker, Mannistol, Invenex, Isotol, Mannitol, D-, Marine Crystal, Maniton-S, Mannogem 2080, Bronchitol, (2R,3R,4R,5R)-Hexane-1,2,3,4,5,6-hexaol, (2R,3R,4R,5R)-hexane-1,2,3,4,5,6-hexol, Mannitol 5%, Aridol, Mannitol 10%, Mannitol 15%, Mannitol 20%, Osmitrol 5% In Water, Osmitrol 10% In Water, Osmitrol 15% In Water, Osmitrol 20% In Water, MANNITOL 25%, Resectisol In Plastic Container, Mannitol (USP), Mannitol 5% In Plastic Container, NCI-C50362, Mannitol 10% In Plastic Container, Mannitol 15% In Plastic Container, Mannitol 20% In Plastic Container, Mannitolum, DTXSID1023235, Mannitol [USP], 3OWL53L36A, INS NO.421, OSMITROL 5% IN WATER IN PLASTIC CONTAINER, OSMITROL 10% IN WATER IN PLASTIC CONTAINER, OSMITROL 15% IN WATER IN PLASTIC CONTAINER, OSMITROL 20% IN WATER IN PLASTIC CONTAINER, CHEBI:16899, INS-421, MANNITOL 10% W/ DEXTROSE 5% IN DISTILLED WATER, E-421, NSC-407017, E421, DTXCID603235, MANNITOL 5% W/ DEXTROSE 5% IN SODIUM CHLORIDE 0.12%, MANNITOL 15% W/ DEXTROSE 5% IN SODIUM CHLORIDE 0.45%, manita, NSC407017, ARIDOL KIT, RefChem:5985, GlyTouCan:G51661YR, GD11 Rx SCM C5, CHEBI:29864, CURESTEM CELL HEALER C20, Aridol Bronchial Challenge Test Kit, G51661YR, 200-711-8, 201-770-2, 87-78-5, DL-Mannitol, Osmofundin, Mannitol (VAN), D-Mannit, Hexahydroxyhexane, MFCD00064287, Mannitol;Mannite, BRN 1721898, 133-43-7, mannitol-d, rel-(2R,3R,4R,5R)-Hexane-1,2,3,4,5,6-hexaol, Mannitol [USAN], NCGC00164246-01, Mannidex 16700, MTL, Manitol, CAS-69-65-8, Osmitrol (TN), SMR000857324, CCRIS 369, D-Mannitol - EP, HSDB 714, SR-01000838849, NSC 9256, EINECS 200-711-8, EINECS 201-770-2, NSC 407017, hexanehexol, UNII-3OWL53L36A, Cordycepate, D-mitobronitol, AI3-19511, Maniton s, Mannit p, Mannitol CRS, D-?Mannitol, Bronchitol (TN), (D)-mannitol, Mannitol 25, Mannitol 35, Mannitol 60, D(-)Mannitol, Pearlitol 25 c, Pearlitol 50 c, Mannitol m300, Pearlitol 160 c, Mannitol 200, Mannitol 300, Pearlitol 200 sd, Pearlitol 300 dc, Mannitol 2080, D-Mannit 1000 microg/mL in Methanol, D-Mannitol (Osmitrol), D-Mannitol (JP18), MANNITOL [HSDB], MANNITOL [FCC], Crystalline mannitol fine, MANNITOL [II], MANNITOL [MI], CCFD200109Mannitol, MANNITOL [VANDF], D-Mannitol, ACS reagent, D-Mannitol, >=98%, M0044, D-MANNITOL [JAN], MANNITOL [MART.], SCHEMBL919, bmse000099, CHEMBL689, Epitope ID:114705, MANNITOL [USP-RS], MANNITOL [WHO-DD], Isomalt impurity, mannitol-, Crystalline mannitol standard, D-MANNITOL [WHO-IP], 4-01-00-02841 (Beilstein Handbook Reference), ED1D1E61-FEFB-430A-AFDC-D1F4A957FC3D, MLS001335977, MLS001335978, D-Mannitol, Biochemical grade, Crystalline mannitol extra-fine, MANNITOL [EP IMPURITY], MANNITOL [ORANGE BOOK], D-Mannitol, AR, >=99%, D-Mannitol, LR, >=99%, orb1302416, orb1310638, orb3025617, orb3139589, MANNITOL [EP MONOGRAPH], MANNITOL [USP MONOGRAPH], SCHEMBL19304988, DTXSID30858955, MSK3101, MANNITOLUM [WHO-IP LATIN], HMS2230N11, HY-N0378, Tox21_112092, Tox21_201487, Tox21_300483, EBC-11056, AKOS006280947, D-Mannitol, plant cell culture tested, Tox21_112092_1, CCG-266445, D-Mannitol, BioXtra, >=98% (GC), DB00742, MM02190, MM63310, D-Mannitol tested according to Ph.Eur., D-Mannitol, NIST(R) SRM(R) 920, ISOMALT IMPURITY B [EP IMPURITY], NCGC00164246-03, NCGC00164246-04, NCGC00164246-05, NCGC00164246-18, NCGC00254277-01, NCGC00259038-01, 85085-15-0, AC-12776, AC-14054, AS-30501, D-Mannitol, tested according to Ph.Eur., DA-65240, D-Mannitol, p.a., 96.0-101.5%, D-Mannitol, SAJ first grade, >=99.0%, SORBITOL-MANNITOL COMPONENT MANNITOL, D-Mannitol, SAJ special grade, >=99.0%, E 421, NS00068035, S2381, SW220287-1, T0414, C00392, D00062, EN300-212188, AB00443917_06, F215993, ISOMALT IMPURITY, MANNITOL- [USP IMPURITY], Q407646, SR-01000838849-3, SR-01000838849-4, BRD-K30374899-001-09-3, D-Mannitol, ACS reagent, for microbiology, >=99.0%, LACTITOL MONOHYDRATE IMPURITY C [EP IMPURITY], D-Mannitol, meets EP, FCC, USP testing specifications, Mannitol, European Pharmacopoeia (EP) Reference Standard, Z1198149813, D-Mannitol, BioUltra, >=99.0% (sum of enantiomers, HPLC), Mannitol, United States Pharmacopeia (USP) Reference Standard, D-Mannitol, >=99.9999% (metals basis), for boron determination, Mannitol, Pharmaceutical Secondary Standard; Certified Reference Material, myo-Inositol EP Impurity A; Xylitol EP Impurity C; (2R,3R,4R,5R)-hexane-1,2,3,4,5,6-hexaol, NSC 9256; (2R,3R,4R,5R)-hexane-1,2,3,4,5,6-hexaol/(2S,3S,4S,5S)-hexane-1,2,3,4,5,6-hexaol
Theoretical properties:
molecular_formula: C6H14O6
molecular_weight: 182.17 g/mol
exact_mass: 182.07903816 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 6
hydrogen_bond_acceptor_count: 6
rotatable_bond_count: 5
heavy_atom_count: 12
topological_polar_surface_area: 121 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Orthorhombic needles from alc
color: Orthorhombic needles from alc
odor: Odorless
boiling_point: 563 °F at 3.5 mmHg (NTP, 1992)
melting_point: 331 to 334 °F (NTP, 1992)
density: 1.489 at 68 °F (NTP, 1992) - Denser than water; will sink
solubility: greater than or equal to 100 mg/mL at 68 °F (NTP, 1992)
flash_point: greater than 300 °F (NTP, 1992)
Descriptions:
pubchem: D-mannitol is the D-enantiomer of mannitol. It has a role as a member of compatible osmolytes, a metabolite, an antiglaucoma drug, an osmotic diuretic, a sweetening agent, an allergen, a hapten, an Escherichia coli metabolite, a food anticaking agent, a food stabiliser, a food humectant, a food thickening agent and a food bulking agent.
chebi: The <small>D</small>-enantiomer of mannitol.
chembl: MANNITOL is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Mannitol is a type of sugar alcohol used as a sweetener and medication. It is used as a low-calorie sweetener as it is poorly absorbed by the intestines. As a medication, it is used to decrease pressure in the eyes, as in glaucoma, and to lower increased intracranial pressure. Medically, it is given by injection or inhalation. Effects typically begin within 15 minutes and last up to 8 hours.
Common side effects from medical use include electrolyte problems and dehydration. Other serious side effects may include worsening heart failure and kidney problems. It is unclear if use is safe in pregnancy. Mannitol is in the osmotic diuretic family of medications and works by pulling fluid from the brain and eyes.
The discovery of mannitol is attributed to Joseph Louis Proust in 1806. It is on the World Health Organization's List of Essential Medicines. It was originally made from the flowering ash and called manna due to its supposed resemblance to the Biblical food. Mannitol is on the World Anti-Doping Agency's banned substances list due to concerns that it may mask prohibited drugs.
Mannitol is a natural constituent of most microorganisms and plants, having an essential role in maintaining cell and tissue water balance, and responding to environmental stresses, such as drought or low temperature.