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Details

Stereochemistry ABSOLUTE
Molecular Formula C6H12O6
Molecular Weight 180.1559
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Demannose

SMILES

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

InChI

InChIKey=GZCGUPFRVQAUEE-KVTDHHQDSA-N
InChI=1S/C6H12O6/c7-1-3(9)5(11)6(12)4(10)2-8/h1,3-6,8-12H,2H2/t3-,4-,5-,6-/m1/s1

HIDE SMILES / InChI

Molecular Formula C6H12O6
Molecular Weight 180.1559
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

D-mannose is a simple sugar found naturally in fruits such as cranberries and pineapples. Unlike many sugars, it is not metabolised or stored in the liver. Much of it is excreted in the urine, where it interferes with particle attachment and prevents certain kind of bacteria from sticking to the walls and causing infection. Mannose supplement is also indicated for treatment of carbohydrate-deficient glycoprotein syndrome, however clinical trials failed to prove its efficacy.

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
2300.0 nM [Kd]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
D-MANNOSE
Primary
D-MANNOSE

PubMed

Sample Use Guides

In Vivo Use Guide
3 x 1000mg tablets every three hours for a couple of days plus a middle of the night dose is a good guide for most people who need urgent support. Reduce slowly as symptoms improve.
Route of Administration: Oral
In Vitro Use Guide
Two rows of serial two fold dilutions of bacterial suspension in PBS were dispensed in microtiter plates. To each well in the first row an aliquot of a yeast suspension was added; to each raw in the second row an aliquote of washed 3% human group A erythrocytes was added. The plates were gently shaken. Yeast agglutination was scored after 30 min at room temperature, hemagglutination was assessed after the plates were kept overnight at 4°C. To establish whether the agglutination was mannose sensitive or mannose resistant, the bacteria 10^9 cells/ml were suspended in PBS containing 2.5 % methyl alpha-D-mannoside prior to the assay.
Substance Class Chemical
Record UNII
PHA4727WTP
Record Status Validated (UNII)
Record Version