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D-Mannose

D-Mannose structure

CAS No:
3458-28-4
Formula:
C6H12O6
Chemical Name:
D-Mannose
Synonyms:
DL-allo-2,3,4,5,6-Pentahydroxy-hexanal;d-[1,2,3-13C3]Mannose;d-[1-12C]Mannose (13C depleted at C1);d-[1-13C:1-2H]Mannose;d-[1-18O]Mannose;d-[2,3,4,5,6-13C5]Mannose;d-[3,4-13C2]Mannose;d-[UL-12C6]Mannose (13C depleted)
Categories:
Cosmetic Ingredient > Humectant

Description

White crystalline powder

Aldehydo-D-mannose is the D-enantiomer of aldehydo-mannose. It is a D-mannose and an aldehydo-mannose. It is an enantiomer of an aldehydo-L-mannose.|Mannose is under investigation for the basic science of IUGR and Pregnancy.

D-Mannose is a nutritional supplement that can be found in cranberries, peaches, apples, other berries, and some plants. D-mannose is a sugar that has an important role in human metabolism, especially in the glycosylation of certain proteins. D-mannose functionalizes by the inhibition of bacterial adherence to uroepithelial cells.More than 90 percent of recurrent urinary tract infections (UTIs) are caused by Escherichia coli (E. coli), which is normally found in the intestinal tract. The cell walls of each E. coli are covered with tiny fingerlike projections called fimbria. Mannose can bind to the lectin on the bacteria’s fimbria so that the bacteria can be effectively rinsed out by urination.D-Mannose is by far the most effective supplement for both treatment and prevention of UTIs. And it is used for the treating carbohydrate-deficient glycoprotein syndrome, an inherited metabolic disorder.

ChEBI: D-Mannopyranose having alpha-configuration at the anomeric centre.

Mannose is a monosaccharide.

D-Mannose Basic Attributes

Molecular Weight：

180.16

Exact Mass：

180.16

BRN：

1564373

EC Number：

222-392-4

UNII：

PHA4727WTP

TSCA：

TSCA listed

DSSTox ID：

DTXSID10184224

Color/Form：

White

HScode：

29400010

Characteristics

λmax：

λ: 260 nm Amax: 0.1λ: 280 nm Amax: 0.1

PSA：

110

XLogP3：

-3.37880

Appearance：

White powder

Density：

1,539 g/cm3

Melting Point：

133-140 °C(lit.)

Boiling Point：

232.96°C (rough estimate)

Flash Point：

202.2ºC

Refractive Index：

1.5730 (estimate)

Water Solubility：

2480 g/L (17 ºC)

Storage Conditions：

Store at RT.

Flammability characteristics：

Not classified

Specific rotation：

14 º (589nm, c=10, H2O)

PKA：

12.08(at 25℃)

Henrys Law Constant：

1.2×109mol/(m3Pa) at 25℃, Qin et al. (2021)

Critical Temperature & Pressure：

room temp

Safety Information

wgk germany：

hazard class code：

safety instructions：

24/25-36-26

Marks：

Stability/Shelf Life：

Stable. Combustible. Incompatible with strong oxidizing agents.

Hazard Statements：

36/37/38

Drug Information

MeSH Entry Terms：

mannose homopolymer

D-Mannose Use and Manufacturing

Methods of Manufacturing

The coconut shell is hydrolyzed with sulfuric acid to obtain α-mannose.

Uses

It has been used in a study to assess the synthesis of a family of amphiphilic glycopolymers. It has also been used in a study to investigate the early detection of bronchiolitis obliterans after lung transplantation.

D-Mannose is a carbohydrate that is important in the glycosylation of molecules in a variety of cellular processes. It is involved in N and O glycosylation of bovine why protein products, used in inf ant formulas. It is also responsible for the O-glycosylation of the T helper cell-derived cytokine interlukin-17A, an important cell-signaling molecule.

D-mannose acts as an alternative energy source utilized by brain. It is used in the study of assessing the synthesis of amphiphilic glycopolymers and investigating early detection of bronchiolitis obliterans.It may be useful in the treatment of urinary tract infections (UTIs) and carbohydrate-deficient glycoprotein syndrome type 1b. It is also useful in the formation of glycan structure and glycosylation.

Computed Properties

Molecular Weight:180.16
XLogP3:-2.9
Hydrogen Bond Donor Count:5
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:5
Exact Mass:180.06338810
Monoisotopic Mass:180.06338810
Topological Polar Surface Area:118
Heavy Atom Count:12
Complexity:138
Defined Atom Stereocenter Count:4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

Glucose

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