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enzymes (50) Show 50 proteins

Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2021-09-14 15:44:47 UTC

HMDB ID

HMDB0000169

Secondary Accession Numbers

HMDB00169

Metabolite Identification

Common Name

D-Mannose

Description

D-Mannose (also called Mannose or D-mannopyranose) is a hexose or a six-carbon sugar. It is also classified as an aldohexose. It is fermentable monosaccharide and an isomer of glucose. Mannose commonly exists as two different-sized rings, the pyranose (six-membered) form and the furanose (five-membered) form. Formally, D-Mannose is the 2-epimer of glucose and exists primarily as sweet-tasting alpha- (67%) or as a bitter-tasting beta- (33%) anomer of the pyranose form (PMID: 24931670 ). Mannose is not an essential nutrient, meaning that it can be produced in the human body from glucose or converted into glucose. Mannose is ~5x as active as glucose in non-enzyamtic glycation, which may explain why evolution did not favor it as a biological energy source (PMID: 24931670 ). Mannose occurs in microbes, plants and animals. Free mannose is found in small amounts in many fruits such as oranges, apples and peaches and in mammalian plasma at 50‚Äì100 uM (PMID: 24931670 ). More often, mannose occurs in homo-or hetero-polymers such as yeast mannans (alpha-mannose) where it can account for nearly 16% of dry weight or in galactomannans. Coffee beans, fenugreek and guar gums are rich sources of galactomannans. However, these plant polysaccharides are not degraded in the mammalian GI tract and, therefore, provide very little bio-available mannose for glycan synthesis. The digestion of many polysaccharides and glycoproteins also yields mannose. Once mannose is released, it is phosphorylated by hexokinase to generate mannose-6-phosphate. Mannose-6-phosphate is then converted to fructose-6-phosphate, by the enzyme phosphomannose isomerase, whereupon it enters the glycolytic pathway or is converted to glucose-6-phosphate by the gluconeogenic pathway. Mannose is a dominant monosaccharide in N-linked glycosylation, which is a post-translational modification of proteins. N-linked glycosylation is initiated by the transfer of Glc3Man9GlcNAc2 to nascent glycoproteins in the endoplasmic reticulum in a co-translational manner as the protein enters the transport system. Typically, mature human glycoproteins only contain three mannose residues buried under sequential modification by GlcNAc, galactose, and sialic acid. High-mannose-type oligosaccharides have been shown to play important roles in protein quality control. Several intracellular proteins such as lectins, chaperones, and glycan-processing enzymes, are involved in this process. These include calnexin/calreticulin, UDP-glucose:glycoprotein glucosyltransferase (UGGT), cargo receptors (such as VIP36 and ERGIC-53), mannosidase-like proteins (e.g. EDEM and Htm1p) and ubiquitin ligase (Fbs). They are thought to recognize high-mannose-type glycans with subtly different structures. Mannose-binding lectin (MBL) is an important constituent of the innate immune system. This protein binds through multiple lectin domains to the repeating sugar arrays that decorate many microbial surfaces and is then able to activate the complement system through a specific protease called MBL-associated protease-2. Mannose (D-mannose) is used as a nutritional supplement, packaged as "D-mannose", to prevent recurrent urinary tract infections (PMID: 21105658 ). D-mannose prevents FimH-mediated bacterial adhesion in the urinary tract through a competitive inhibition mechanism. This mechanism is based on the structural similarity between D-mannose and urothelial mannosylated receptors exposed by the epithelium of the urinary tract (PMID: 21105658 ). When D-mannose is administered in sufficient amounts, it is rapidly absorbed and then excreted by the urinary tract where it saturates bacterial FimH, thereby preventing bacterial binding to urothelial cells.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HEADER    PROTEIN                                 03-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-20         0                                  
HETATM    1  C   UNK     0       0.667  -0.770   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.667  -2.310   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -0.667   0.000   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -2.000  -0.770   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -0.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.001   1.540   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       3.334   2.310   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       3.334  -0.770   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       0.667   2.310   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.001   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.000   2.310   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -3.334   1.540   0.000  0.00  0.00           O+0
CONECT    1    3   10    2                                                  
CONECT    2    1                                                            
CONECT    3    5    1    4                                                  
CONECT    4    3                                                            
CONECT    5    3    9   11                                                  
CONECT    6    9   10    7                                                  
CONECT    7    6                                                            
CONECT    8   10                                                            
CONECT    9    5    6                                                       
CONECT   10    1    6    8                                                  
CONECT   11    5   12                                                       
CONECT   12   11                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
alpha-D-Man	ChEBI
a-D-Man	Generator
α-D-Man	Generator
a-D-Mannose	Generator
α-D-Mannose	Generator
alpha-D-Mannopyranose	ChEBI
a-D-Mannopyranose	Generator
α-D-Mannopyranose	Generator
(+)-Mannose	HMDB
Carubinose	HMDB
D(+)-Mannose	HMDB
Mannose	HMDB
Seminose	HMDB
alpha-D-Mannose	HMDB
alpha-Mannose	HMDB
α-Mannose	HMDB

Chemical Formula

C₆H₁₂O₆

Average Molecular Weight

180.1559

Monoisotopic Molecular Weight

180.063388116

IUPAC Name

(2S,3S,4S,5S,6R)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol

Traditional Name

α-D-mannose

CAS Registry Number

3458-28-4

SMILES

OC[C@H]1O[C@H](O)[C@@H](O)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4+,5+,6+/m1/s1

InChI Key

WQZGKKKJIJFFOK-PQMKYFCFSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hexoses. These are monosaccharides in which the sugar unit is a is a six-carbon containing moeity.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Hexoses

Alternative Parents

Substituents

Hexose monosaccharide
Oxane
Secondary alcohol
Hemiacetal
Oxacycle
Organoheterocyclic compound
Polyol
Hydrocarbon derivative
Primary alcohol
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

D-mannopyranose (CHEBI:28729 )

Ontology

Physiological effect

Adverse health effect

Digestive system disorder

Gastrointestinal disorder

Upper GI Disorder

Eosinophilic esophagitis

Genetic disorder

Inborn errors of metabolism

Galactosemia

Ingestion

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	132 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	713 mg/mL at 17 °C	Not Available
LogP	Not Available	Not Available

Experimental Spectral Properties

Experimental Collision Cross Sections

Predictor	Adduct Type	Data Source	CCS Value (Å²)	Reference
DeepCCS	[M-H]-	Astarita_neg	130.3	30932474

Predicted Molecular Properties

Property	Value	Source
Water Solubility	782 g/L	ALOGPS
logP	10^(-2.6) g/L	ALOGPS
logP	10^(-2.9) g/L	ChemAxon
logS	10^(0.64) g/L	ALOGPS
pKa (Strongest Acidic)	11.3	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	110.38 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	35.92 m³·mol⁻¹	ChemAxon
Polarizability	16.13 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Spectral Properties

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
D-Mannose,1TMS,#1	C[Si](C)(C)OC[C@H]1O[C@H](O)[C@@H](O)[C@@H](O)[C@@H]1O	1738.4	Semi standard non polar	https://arxiv.org/abs/1905.12712
D-Mannose,1TMS,#2	C[Si](C)(C)O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]1O	1673.8	Semi standard non polar	https://arxiv.org/abs/1905.12712
D-Mannose,1TMS,#3	C[Si](C)(C)O[C@@H]1[C@@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O	1683.6	Semi standard non polar	https://arxiv.org/abs/1905.12712
D-Mannose,1TMS,#4	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](O)O[C@H](CO)[C@H]1O	1688.3	Semi standard non polar	https://arxiv.org/abs/1905.12712
D-Mannose,1TMS,#5	C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@H](O)[C@@H](O)[C@H]1O	1678.0	Semi standard non polar	https://arxiv.org/abs/1905.12712
D-Mannose,2TMS,#1	C[Si](C)(C)OC[C@H]1O[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H](O)[C@@H]1O	1722.4	Semi standard non polar	https://arxiv.org/abs/1905.12712
D-Mannose,2TMS,#2	C[Si](C)(C)OC[C@H]1O[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O	1737.0	Semi standard non polar	https://arxiv.org/abs/1905.12712
D-Mannose,2TMS,#3	C[Si](C)(C)OC[C@H]1O[C@H](O)[C@@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O	1742.6	Semi standard non polar	https://arxiv.org/abs/1905.12712
D-Mannose,2TMS,#4	C[Si](C)(C)OC[C@H]1O[C@H](O)[C@@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C	1712.2	Semi standard non polar	https://arxiv.org/abs/1905.12712
D-Mannose,2TMS,#5	C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@H](O[Si](C)(C)C)[C@@H](O)[C@H]1O	1701.4	Semi standard non polar	https://arxiv.org/abs/1905.12712
D-Mannose,2TMS,#6	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](O[Si](C)(C)C)O[C@H](CO)[C@H]1O	1703.5	Semi standard non polar	https://arxiv.org/abs/1905.12712
D-Mannose,2TMS,#7	C[Si](C)(C)O[C@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[Si](C)(C)C	1679.6	Semi standard non polar	https://arxiv.org/abs/1905.12712
D-Mannose,2TMS,#8	C[Si](C)(C)O[C@@H]1[C@@H](O)O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@@H]1O	1697.1	Semi standard non polar	https://arxiv.org/abs/1905.12712
D-Mannose,2TMS,#9	C[Si](C)(C)O[C@@H]1[C@@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O[Si](C)(C)C	1692.2	Semi standard non polar	https://arxiv.org/abs/1905.12712
D-Mannose,2TMS,#10	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](O)O[C@H](CO)[C@H]1O[Si](C)(C)C	1681.6	Semi standard non polar	https://arxiv.org/abs/1905.12712
D-Mannose,3TMS,#1	C[Si](C)(C)OC[C@H]1O[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O	1703.6	Semi standard non polar	https://arxiv.org/abs/1905.12712
D-Mannose,3TMS,#2	C[Si](C)(C)OC[C@H]1O[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O	1753.4	Semi standard non polar	https://arxiv.org/abs/1905.12712
D-Mannose,3TMS,#3	C[Si](C)(C)OC[C@H]1O[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C	1717.5	Semi standard non polar	https://arxiv.org/abs/1905.12712
D-Mannose,3TMS,#4	C[Si](C)(C)OC[C@H]1O[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O	1748.2	Semi standard non polar	https://arxiv.org/abs/1905.12712
D-Mannose,3TMS,#5	C[Si](C)(C)OC[C@H]1O[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C	1766.0	Semi standard non polar	https://arxiv.org/abs/1905.12712
D-Mannose,3TMS,#6	C[Si](C)(C)OC[C@H]1O[C@H](O)[C@@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	1701.0	Semi standard non polar	https://arxiv.org/abs/1905.12712
D-Mannose,3TMS,#7	C[Si](C)(C)O[C@H]1[C@H](O)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)O[C@@H]1CO	1733.4	Semi standard non polar	https://arxiv.org/abs/1905.12712
D-Mannose,3TMS,#8	C[Si](C)(C)O[C@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H]1O	1739.0	Semi standard non polar	https://arxiv.org/abs/1905.12712
D-Mannose,3TMS,#9	C[Si](C)(C)O[C@H]1[C@@H](O[Si](C)(C)C)[C@H](O)[C@@H](CO)O[C@@H]1O[Si](C)(C)C	1725.4	Semi standard non polar	https://arxiv.org/abs/1905.12712
D-Mannose,3TMS,#10	C[Si](C)(C)O[C@@H]1[C@@H](O)O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	1736.7	Semi standard non polar	https://arxiv.org/abs/1905.12712
D-Mannose,4TMS,#1	C[Si](C)(C)OC[C@H]1O[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O	1815.5	Semi standard non polar	https://arxiv.org/abs/1905.12712
D-Mannose,4TMS,#2	C[Si](C)(C)OC[C@H]1O[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C	1815.2	Semi standard non polar	https://arxiv.org/abs/1905.12712
D-Mannose,4TMS,#3	C[Si](C)(C)OC[C@H]1O[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	1820.5	Semi standard non polar	https://arxiv.org/abs/1905.12712
D-Mannose,4TMS,#4	C[Si](C)(C)OC[C@H]1O[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	1819.4	Semi standard non polar	https://arxiv.org/abs/1905.12712
D-Mannose,4TMS,#5	C[Si](C)(C)O[C@H]1[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](CO)O[C@@H]1O[Si](C)(C)C	1800.9	Semi standard non polar	https://arxiv.org/abs/1905.12712
D-Mannose,5TMS,#1	C[Si](C)(C)OC[C@H]1O[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	1877.4	Semi standard non polar	https://arxiv.org/abs/1905.12712
D-Mannose,1TBDMS,#1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@H](O)[C@@H](O)[C@@H](O)[C@@H]1O	2002.6	Semi standard non polar	https://arxiv.org/abs/1905.12712
D-Mannose,1TBDMS,#2	CC(C)(C)[Si](C)(C)O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]1O	1940.1	Semi standard non polar	https://arxiv.org/abs/1905.12712
D-Mannose,1TBDMS,#3	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O	1940.5	Semi standard non polar	https://arxiv.org/abs/1905.12712
D-Mannose,1TBDMS,#4	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](O)O[C@H](CO)[C@H]1O	1947.1	Semi standard non polar	https://arxiv.org/abs/1905.12712
D-Mannose,1TBDMS,#5	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@H](O)[C@@H](O)[C@H]1O	1943.8	Semi standard non polar	https://arxiv.org/abs/1905.12712
D-Mannose,2TBDMS,#1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H](O)[C@@H]1O	2208.7	Semi standard non polar	https://arxiv.org/abs/1905.12712
D-Mannose,2TBDMS,#2	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O	2210.9	Semi standard non polar	https://arxiv.org/abs/1905.12712
D-Mannose,2TBDMS,#3	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@H](O)[C@@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	2219.8	Semi standard non polar	https://arxiv.org/abs/1905.12712
D-Mannose,2TBDMS,#4	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@H](O)[C@@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	2197.5	Semi standard non polar	https://arxiv.org/abs/1905.12712
D-Mannose,2TBDMS,#5	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O	2193.9	Semi standard non polar	https://arxiv.org/abs/1905.12712
D-Mannose,2TBDMS,#6	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO)[C@H]1O	2195.0	Semi standard non polar	https://arxiv.org/abs/1905.12712
D-Mannose,2TBDMS,#7	CC(C)(C)[Si](C)(C)O[C@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[Si](C)(C)C(C)(C)C	2180.7	Semi standard non polar	https://arxiv.org/abs/1905.12712
D-Mannose,2TBDMS,#8	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](O)O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	2190.8	Semi standard non polar	https://arxiv.org/abs/1905.12712
D-Mannose,2TBDMS,#9	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	2192.8	Semi standard non polar	https://arxiv.org/abs/1905.12712
D-Mannose,2TBDMS,#10	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](O)O[C@H](CO)[C@H]1O[Si](C)(C)C(C)(C)C	2181.6	Semi standard non polar	https://arxiv.org/abs/1905.12712
D-Mannose,3TBDMS,#1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O	2441.4	Semi standard non polar	https://arxiv.org/abs/1905.12712
D-Mannose,3TBDMS,#2	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	2449.6	Semi standard non polar	https://arxiv.org/abs/1905.12712
D-Mannose,3TBDMS,#3	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	2445.1	Semi standard non polar	https://arxiv.org/abs/1905.12712
D-Mannose,3TBDMS,#4	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	2466.7	Semi standard non polar	https://arxiv.org/abs/1905.12712
D-Mannose,3TBDMS,#5	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	2468.7	Semi standard non polar	https://arxiv.org/abs/1905.12712
D-Mannose,3TBDMS,#6	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@H](O)[C@@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	2439.7	Semi standard non polar	https://arxiv.org/abs/1905.12712
D-Mannose,3TBDMS,#7	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)O[C@@H]1CO	2451.3	Semi standard non polar	https://arxiv.org/abs/1905.12712
D-Mannose,3TBDMS,#8	CC(C)(C)[Si](C)(C)O[C@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	2451.2	Semi standard non polar	https://arxiv.org/abs/1905.12712
D-Mannose,3TBDMS,#9	CC(C)(C)[Si](C)(C)O[C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H](CO)O[C@@H]1O[Si](C)(C)C(C)(C)C	2454.9	Semi standard non polar	https://arxiv.org/abs/1905.12712
D-Mannose,3TBDMS,#10	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](O)O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	2455.2	Semi standard non polar	https://arxiv.org/abs/1905.12712
D-Mannose,4TBDMS,#1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	2671.4	Semi standard non polar	https://arxiv.org/abs/1905.12712
D-Mannose,4TBDMS,#2	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	2668.4	Semi standard non polar	https://arxiv.org/abs/1905.12712
D-Mannose,4TBDMS,#3	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	2664.4	Semi standard non polar	https://arxiv.org/abs/1905.12712
D-Mannose,4TBDMS,#4	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	2681.0	Semi standard non polar	https://arxiv.org/abs/1905.12712
D-Mannose,4TBDMS,#5	CC(C)(C)[Si](C)(C)O[C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO)O[C@@H]1O[Si](C)(C)C(C)(C)C	2669.4	Semi standard non polar	https://arxiv.org/abs/1905.12712
D-Mannose,5TBDMS,#1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	2890.3	Semi standard non polar	https://arxiv.org/abs/1905.12712

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - D-Mannose GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (5 TMS)	splash10-0mi2-0931000000-96f0cf3c2d4a8bea25b9	2020-03-26	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - D-Mannose GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (5 TMS)	splash10-00kb-1931000000-ec423f92582012821c6a	2020-03-26	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - D-Mannose GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (5 TMS)	splash10-0fr2-1920000000-b6be17dc79a948dfe5fa	2020-03-26	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - D-Mannose GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (5 TMS; 1 MEOX)	splash10-00di-9831000000-409527d22fb759cb628f	2020-03-26	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - D-Mannose GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (5 TMS; 1 MEOX)	splash10-00di-9621000000-34b421fd962840bfbaec	2020-03-26	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - D-Mannose GC-MS (1 MEOX; 5 TMS)	splash10-066r-1942000000-1c8164b54d2d16c782c3	2020-03-26	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - D-Mannose GC-MS (1 MEOX; 5 TMS)	splash10-0ldi-1942000000-c68a088eba727f3a4ada	2020-03-26	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - D-Mannose GC-EI-TOF (Non-derivatized)	splash10-0mi2-0931000000-96f0cf3c2d4a8bea25b9	2020-03-26	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - D-Mannose GC-EI-TOF (Non-derivatized)	splash10-00kb-1931000000-ec423f92582012821c6a	2020-03-26	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - D-Mannose GC-EI-TOF (Non-derivatized)	splash10-0fr2-1920000000-b6be17dc79a948dfe5fa	2020-03-26	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - D-Mannose GC-EI-TOF (Non-derivatized)	splash10-00di-9831000000-409527d22fb759cb628f	2020-03-26	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - D-Mannose GC-EI-TOF (Non-derivatized)	splash10-00di-9621000000-34b421fd962840bfbaec	2020-03-26	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - D-Mannose GC-MS (Non-derivatized)	splash10-066r-1942000000-1c8164b54d2d16c782c3	2020-03-26	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - D-Mannose GC-MS (Non-derivatized)	splash10-0ldi-1942000000-c68a088eba727f3a4ada	2020-03-26	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - D-Mannose GC-MS (Non-derivatized) - 70eV, Positive	splash10-0np0-9700000000-e8d638dc817e46b97d7b	2016-09-22	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - D-Mannose GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - D-Mannose Quattro_QQQ 10V, Positive-QTOF (Annotated)	splash10-01pc-6900000000-0ef33e32ee16b7803f1b	2020-03-26	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - D-Mannose Quattro_QQQ 25V, Positive-QTOF (Annotated)	splash10-00kr-9000000000-27e169c1df0c3ee59806	2020-03-26	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - D-Mannose LC-ESI-ITFT , positive-QTOF	splash10-03ea-0900000000-9fb0e8db39598c7a269b	2020-03-26	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-Mannose 10V, Positive-QTOF	splash10-01q9-0900000000-b0bc47623e7b2ca31c02	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-Mannose 20V, Positive-QTOF	splash10-03ea-3900000000-648e1637af29cf2a3518	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-Mannose 40V, Positive-QTOF	splash10-0007-9200000000-9e6f46a1cbf52d6e347a	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-Mannose 10V, Negative-QTOF	splash10-004i-2900000000-a4ec4f0b1e29e360a952	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-Mannose 20V, Negative-QTOF	splash10-01t9-6900000000-7b3ea9c64ecc8d4ac867	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-Mannose 40V, Negative-QTOF	splash10-052f-9100000000-ec2bf4918640a0a36398	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-Mannose 10V, Negative-QTOF	splash10-004i-2900000000-2448926b508622464fe7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-Mannose 20V, Negative-QTOF	splash10-056r-8900000000-4c073cb93b78120113e6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-Mannose 40V, Negative-QTOF	splash10-0a4l-9000000000-ece70093ab5d3c331ac4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-Mannose 10V, Positive-QTOF	splash10-01qa-0900000000-04ceb34d441ff6a75763	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-Mannose 20V, Positive-QTOF	splash10-03dl-9400000000-a8f1ceab155611f949c1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-Mannose 40V, Positive-QTOF	splash10-01ow-9000000000-358f68fc2b7a72c27546	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Experimental 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, experimental)	2021-10-10	Wishart Lab	View Spectrum
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	2020-03-26	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Lysosome
Endoplasmic reticulum
Golgi apparatus

Biospecimen Locations

Blood
Breast Milk
Cerebrospinal Fluid (CSF)
Feces
Saliva
Urine

Tissue Locations

Adrenal Medulla
Bladder
Epidermis
Fibroblasts
Intestine
Kidney
Neuron
Pancreas
Placenta
Prostate
Skeletal Muscle
Spleen
Testis

Pathways

Name	SMPDB/PathBank	KEGG
Fructose and mannose metabolism	Not Available
Galactose Metabolism
Fructosuria		Not Available
Fructose intolerance, hereditary		Not Available
Galactosemia		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	39.0 +/- 7.0 uM	Adult (>18 years old)	Both	Normal	Geigy Scientific ...	details
Blood	Detected and Quantified	64.0 +/- 12.0 uM	Adult (>18 years old)	Male	Normal	Geigy Scientific ...	details
Breast Milk	Detected and Quantified	66.4 +/- 2.3 uM	Adult (>18 years old)	Female	Normal	16456418	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	64.0 (56.0-72.0) uM	Adult (>18 years old)	Both	Normal	Geigy Scientific ...	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	24 +/- 13 uM	Adult (>18 years old)	Both	Normal	18502700	details
Feces	Detected but not Quantified	Not Quantified	Infant (0-1 year old)	Both	Normal	22411374	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details
Feces	Detected and Quantified	1010.236 +/- 542.863 nmol/g wet feces	Not Specified	Not Specified	Normal	20669995	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	29808030	details
Feces	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	20669995	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	Zerihun T. Dame, ...	details
Urine	Detected and Quantified	2.357 +/- 0.311 umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Normal	Mordechai, Hien, ...	details
Urine	Detected and Quantified	11.65 +/- 15.42 umol/mmol creatinine	Infant (0-1 year old)	Both	Normal	2026685	details
Urine	Detected and Quantified	2.5 (0.0-12.6) umol/mmol creatinine	Newborn (0-30 days old)	Both	Normal	Geigy Scientific ...	details
Urine	Detected and Quantified	1.25 (0.0-2.5) umol/mmol creatinine	Adult (>18 years old)	Both	Normal	Geigy Scientific ...	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal Cancer	27275383	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	27015276	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	25037050	details
Feces	Detected but not Quantified	Not Quantified	Children (1-13 years old)	Both	Enthesitis-related arthritis	27786174	details
Urine	Detected and Quantified	23.466 +/- 26.455 umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Eosinophilic esophagitis	Mordechai, Hien, ...	details

Associated Disorders and Diseases

Disease References

Colorectal cancer
Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ] Sinha R, Ahn J, Sampson JN, Shi J, Yu G, Xiong X, Hayes RB, Goedert JJ: Fecal Microbiota, Fecal Metabolome, and Colorectal Cancer Interrelations. PLoS One. 2016 Mar 25;11(3):e0152126. doi: 10.1371/journal.pone.0152126. eCollection 2016. [PubMed:27015276 ] Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]
Eosinophilic esophagitis
(). Mordechai, Hien, and David S. Wishart. .

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Mannose

METLIN ID

Not Available

PubChem Compound

185698

PDB ID

Not Available

ChEBI ID

28729

Food Biomarker Ontology

Not Available

VMH ID

MAN

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Sowden, John C.; Fischer, Hermann O. L. Condensation of nitromethane with D- and L-arabinose: preparation of L-glucose and L-mannose. Journal of the American Chemical Society (1947), 69 1963-5.

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Wu X, Rush JS, Karaoglu D, Krasnewich D, Lubinsky MS, Waechter CJ, Gilmore R, Freeze HH: Deficiency of UDP-GlcNAc:Dolichol Phosphate N-Acetylglucosamine-1 Phosphate Transferase (DPAGT1) causes a novel congenital disorder of Glycosylation Type Ij. Hum Mutat. 2003 Aug;22(2):144-50. [PubMed:12872255 ]
Thio CL, Mosbruger T, Astemborski J, Greer S, Kirk GD, O'Brien SJ, Thomas DL: Mannose binding lectin genotypes influence recovery from hepatitis B virus infection. J Virol. 2005 Jul;79(14):9192-6. [PubMed:15994813 ]
Sreekumar A, Poisson LM, Rajendiran TM, Khan AP, Cao Q, Yu J, Laxman B, Mehra R, Lonigro RJ, Li Y, Nyati MK, Ahsan A, Kalyana-Sundaram S, Han B, Cao X, Byun J, Omenn GS, Ghosh D, Pennathur S, Alexander DC, Berger A, Shuster JR, Wei JT, Varambally S, Beecher C, Chinnaiyan AM: Metabolomic profiles delineate potential role for sarcosine in prostate cancer progression. Nature. 2009 Feb 12;457(7231):910-4. doi: 10.1038/nature07762. [PubMed:19212411 ]
Lee SH, Nam SY, Chung BC: Altered profile of endogenous steroids in the urine of patients with prolactinoma. Clin Biochem. 1998 Oct;31(7):529-35. [PubMed:9812172 ]
Shoemaker JD, Elliott WH: Automated screening of urine samples for carbohydrates, organic and amino acids after treatment with urease. J Chromatogr. 1991 Jan 2;562(1-2):125-38. [PubMed:2026685 ]
Alton G, Hasilik M, Niehues R, Panneerselvam K, Etchison JR, Fana F, Freeze HH: Direct utilization of mannose for mammalian glycoprotein biosynthesis. Glycobiology. 1998 Mar;8(3):285-95. [PubMed:9451038 ]
Nakagawa F, Schulte BA, Spicer SS: Lectin cytochemical evaluation of somatosensory neurons and their peripheral and central processes in rat and man. Cell Tissue Res. 1986;245(3):579-89. [PubMed:3757018 ]
Otter M, Zockova P, Kuiper J, van Berkel TJ, Barrett-Bergshoeff MM, Rijken DC: Isolation and characterization of the mannose receptor from human liver potentially involved in the plasma clearance of tissue-type plasminogen activator. Hepatology. 1992 Jul;16(1):54-9. [PubMed:1618483 ]
Hu P, Parenti G, Keulemans J, Hoogeveen AT: Lysosomal tartrate sensitive acid phosphatase deficiency in cells which contain lysosomal "high uptake forms". Biochem Biophys Res Commun. 1990 Mar 16;167(2):520-7. [PubMed:2322240 ]
Hermentin P, Witzel R, Kanzy EJ, Diderrich G, Hoffmann D, Metzner H, Vorlop J, Haupt H: The hypothetical N-glycan charge: a number that characterizes protein glycosylation. Glycobiology. 1996 Mar;6(2):217-30. [PubMed:8727793 ]
DeRossi C, Bode L, Eklund EA, Zhang F, Davis JA, Westphal V, Wang L, Borowsky AD, Freeze HH: Ablation of mouse phosphomannose isomerase (Mpi) causes mannose 6-phosphate accumulation, toxicity, and embryonic lethality. J Biol Chem. 2006 Mar 3;281(9):5916-27. Epub 2005 Dec 8. [PubMed:16339137 ]
Miras MT, Aunis D, Mandel P: Studies on the interaction of dopamine beta-hydroxylase from various sources with phytohaemagglutinins. Clin Chim Acta. 1975 Nov 3;64(3):293-302. [PubMed:1183043 ]
Van der Ploeg AT, Kroos MA, Willemsen R, Brons NH, Reuser AJ: Intravenous administration of phosphorylated acid alpha-glucosidase leads to uptake of enzyme in heart and skeletal muscle of mice. J Clin Invest. 1991 Feb;87(2):513-8. [PubMed:1991835 ]
Cavallone D, Malagolini N, Monti A, Wu XR, Serafini-Cessi F: Variation of high mannose chains of Tamm-Horsfall glycoprotein confers differential binding to type 1-fimbriated Escherichia coli. J Biol Chem. 2004 Jan 2;279(1):216-22. Epub 2003 Oct 21. [PubMed:14570881 ]
Adlerberth I, Ahrne S, Johansson ML, Molin G, Hanson LA, Wold AE: A mannose-specific adherence mechanism in Lactobacillus plantarum conferring binding to the human colonic cell line HT-29. Appl Environ Microbiol. 1996 Jul;62(7):2244-51. [PubMed:8779562 ]
Hung CS, Bouckaert J, Hung D, Pinkner J, Widberg C, DeFusco A, Auguste CG, Strouse R, Langermann S, Waksman G, Hultgren SJ: Structural basis of tropism of Escherichia coli to the bladder during urinary tract infection. Mol Microbiol. 2002 May;44(4):903-15. [PubMed:12010488 ]
Condaminet B, Peguet-Navarro J, Stahl PD, Dalbiez-Gauthier C, Schmitt D, Berthier-Vergnes O: Human epidermal Langerhans cells express the mannose-fucose binding receptor. Eur J Immunol. 1998 Nov;28(11):3541-51. [PubMed:9842897 ]
Go S, Sato C, Furuhata K, Kitajima K: Oral ingestion of mannose alters the expression level of deaminoneuraminic acid (KDN) in mouse organs. Glycoconj J. 2006 Jul;23(5-6):411-21. [PubMed:16897182 ]
Burk MR, Troeger C, Brinkhaus R, Holzgreve W, Hahn S: Severely reduced presence of tissue macrophages in the basal plate of pre-eclamptic placentae. Placenta. 2001 Apr;22(4):309-16. [PubMed:11286566 ]
Sarkar K, Das PK: Protective effect of neoglycoprotein-conjugated muramyl dipeptide against Leishmania donovani infection: the role of cytokines. J Immunol. 1997 Jun 1;158(11):5357-65. [PubMed:9164956 ]
Kusmierz J, DeGeorge JJ, Sweeney D, May C, Rapoport SI: Quantitative analysis of polyols in human plasma and cerebrospinal fluid. J Chromatogr. 1989 Dec 29;497:39-48. [PubMed:2625478 ]
Biessen EA, Noorman F, van Teijlingen ME, Kuiper J, Barrett-Bergshoeff M, Bijsterbosch MK, Rijken DC, van Berkel TJ: Lysine-based cluster mannosides that inhibit ligand binding to the human mannose receptor at nanomolar concentration. J Biol Chem. 1996 Nov 8;271(45):28024-30. [PubMed:8910412 ]
Smith ME: Phagocytic properties of microglia in vitro: implications for a role in multiple sclerosis and EAE. Microsc Res Tech. 2001 Jul 15;54(2):81-94. [PubMed:11455615 ]
Della Porta M, Danova M, Rigolin GM, Brugnatelli S, Rovati B, Tronconi C, Fraulini C, Russo Rossi A, Riccardi A, Castoldi G: Dendritic cells and vascular endothelial growth factor in colorectal cancer: correlations with clinicobiological findings. Oncology. 2005;68(2-3):276-84. Epub 2005 Jul 7. [PubMed:16015045 ]
Patnaik SK, Stanley P: Mouse large can modify complex N- and mucin O-glycans on alpha-dystroglycan to induce laminin binding. J Biol Chem. 2005 May 27;280(21):20851-9. Epub 2005 Mar 23. [PubMed:15788414 ]
Brysk MM, Miller J: Concanavalin A binding glycoprotein in human stratum corneum. J Invest Dermatol. 1984 Mar;82(3):280-2. [PubMed:6421939 ]
Takahashi I, Takahashi T, Mikami T, Komatsu M, Ohura T, Schuchman EH, Takada G: Acid sphingomyelinase: relation of 93lysine residue on the ratio of intracellular to secreted enzyme activity. Tohoku J Exp Med. 2005 Aug;206(4):333-40. [PubMed:15997205 ]
Akazawa S, Metzger BE, Freinkel N: Relationships between glucose and mannose during late gestation in normal pregnancy and pregnancy complicated by diabetes mellitus: concurrent concentrations in maternal plasma and amniotic fluid. J Clin Endocrinol Metab. 1986 May;62(5):984-9. [PubMed:3958133 ]
Blach-Olszewska Z: Innate immunity: cells, receptors, and signaling pathways. Arch Immunol Ther Exp (Warsz). 2005 May-Jun;53(3):245-53. [PubMed:15995585 ]
Pietila EM, Tuusa JT, Apaja PM, Aatsinki JT, Hakalahti AE, Rajaniemi HJ, Petaja-Repo UE: Inefficient maturation of the rat luteinizing hormone receptor. A putative way to regulate receptor numbers at the cell surface. J Biol Chem. 2005 Jul 15;280(28):26622-9. Epub 2005 May 18. [PubMed:15901736 ]
Carchon HA, Jaeken J: Determination of D-mannose in serum by capillary electrophoresis. Clin Chem. 2001;47(7):1319-21. [PubMed:11427470 ]
Park SH, Pastuszak I, Drake R, Elbein AD: Purification to apparent homogeneity and properties of pig kidney L-fucose kinase. J Biol Chem. 1998 Mar 6;273(10):5685-91. [PubMed:9488699 ]
Ito Y, Hagihara S, Matsuo I, Totani K: Structural approaches to the study of oligosaccharides in glycoprotein quality control. Curr Opin Struct Biol. 2005 Oct;15(5):481-9. [PubMed:16154739 ]
Jack DL, Klein NJ, Turner MW: Mannose-binding lectin: targeting the microbial world for complement attack and opsonophagocytosis. Immunol Rev. 2001 Apr;180:86-99. [PubMed:11414367 ]
Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]
Sharma V, Ichikawa M, Freeze HH: Mannose metabolism: more than meets the eye. Biochem Biophys Res Commun. 2014 Oct 17;453(2):220-8. doi: 10.1016/j.bbrc.2014.06.021. Epub 2014 Jun 12. [PubMed:24931670 ]
Klein T, Abgottspon D, Wittwer M, Rabbani S, Herold J, Jiang X, Kleeb S, Luthi C, Scharenberg M, Bezencon J, Gubler E, Pang L, Smiesko M, Cutting B, Schwardt O, Ernst B: FimH antagonists for the oral treatment of urinary tract infections: from design and synthesis to in vitro and in vivo evaluation. J Med Chem. 2010 Dec 23;53(24):8627-41. doi: 10.1021/jm101011y. Epub 2010 Nov 24. [PubMed:21105658 ]

Only showing the first 10 proteins. There are 50 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. Phospholipase A2

General function:: Involved in phospholipase A2 activity
Specific function:: PA2 catalyzes the calcium-dependent hydrolysis of the 2-acyl groups in 3-sn-phosphoglycerides.
Gene Name:: PLA2G1B
Uniprot ID:: P04054
Molecular weight:: 16359.535

References

Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235 ]

Enzyme Details

2. Prostatic acid phosphatase

General function:: Involved in acid phosphatase activity
Specific function:: A non-specific tyrosine phosphatase that dephosphorylates a diverse number of substrates under acidic conditions (pH 4-6) including alkyl, aryl, and acyl orthophosphate monoesters and phosphorylated proteins. Has lipid phosphatase activity and inactivates lysophosphatidic acid in seminal plasma. Isoform 2: the cellular form also has ecto-5'-nucleotidase activity in dorsal root ganglion (DRG) neurons. Generates adenosine from AMP which acts as a pain suppressor. Acts as a tumor suppressor of prostate cancer through dephosphorylation of ERBB2 and deactivation of MAPK-mediated signaling.
Gene Name:: ACPP
Uniprot ID:: P15309
Molecular weight:: 44565.715

References

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235 ]

Enzyme Details

3. Glucokinase

General function:: Involved in ATP binding
Specific function:: Catalyzes the initial step in utilization of glucose by the beta-cell and liver at physiological glucose concentration. Glucokinase has a high Km for glucose, and so it is effective only when glucose is abundant. The role of GCK is to provide G6P for the synthesis of glycogen. Pancreatic glucokinase plays an important role in modulating insulin secretion. Hepatic glucokinase helps to facilitate the uptake and conversion of glucose by acting as an insulin-sensitive determinant of hepatic glucose usage.
Gene Name:: GCK
Uniprot ID:: P35557
Molecular weight:: 52191.07

Enzyme Details

4. Hexokinase-3

General function:: Involved in ATP binding
Specific function:: Not Available
Gene Name:: HK3
Uniprot ID:: P52790
Molecular weight:: 99024.56

Reactions

Adenosine triphosphate + D-Mannose → ADP + Mannose 6-phosphate	details

Enzyme Details

5. Hexokinase-2

General function:: Involved in ATP binding
Specific function:: Not Available
Gene Name:: HK2
Uniprot ID:: P52789
Molecular weight:: 102379.06

Reactions

Adenosine triphosphate + D-Mannose → ADP + Mannose 6-phosphate	details

Enzyme Details

6. Hexokinase-1

General function:: Involved in ATP binding
Specific function:: Not Available
Gene Name:: HK1
Uniprot ID:: P19367
Molecular weight:: 102485.1

Reactions

Adenosine triphosphate + D-Mannose → ADP + Mannose 6-phosphate	details

Enzyme Details

7. Lactase-phlorizin hydrolase

General function:: Involved in hydrolase activity, hydrolyzing O-glycosyl compounds
Specific function:: LPH splits lactose in the small intestine.
Gene Name:: LCT
Uniprot ID:: P09848
Molecular weight:: 218584.77

References

Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235 ]

Enzyme Details

8. Deoxyribonuclease-1

General function:: Involved in deoxyribonuclease activity
Specific function:: Among other functions, seems to be involved in cell death by apoptosis. Binds specifically to G-actin and blocks actin polymerization
Gene Name:: DNASE1
Uniprot ID:: P24855
Molecular weight:: 31433.4

References

Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235 ]

Enzyme Details

9. Liver carboxylesterase 1

General function:: Lipid transport and metabolism
Specific function:: Involved in the detoxification of xenobiotics and in the activation of ester and amide prodrugs. Hydrolyzes aromatic and aliphatic esters, but has no catalytic activity toward amides or a fatty acyl-CoA ester. Hydrolyzes the methyl ester group of cocaine to form benzoylecgonine. Catalyzes the transesterification of cocaine to form cocaethylene. Displays fatty acid ethyl ester synthase activity, catalyzing the ethyl esterification of oleic acid to ethyloleate.
Gene Name:: CES1
Uniprot ID:: P23141
Molecular weight:: 62520.62

References

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235 ]

Enzyme Details

10. Cholinesterase

General function:: Involved in carboxylesterase activity
Specific function:: Esterase with broad substrate specificity. Contributes to the inactivation of the neurotransmitter acetylcholine. Can degrade neurotoxic organophosphate esters.
Gene Name:: BCHE
Uniprot ID:: P06276
Molecular weight:: 68417.575

References

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235 ]

Only showing the first 10 proteins. There are 50 proteins in total.

Show all enzymes and transporters

Showing metabocard for D-Mannose (HMDB0000169)

MOL for HMDB0000169 (D-Mannose)

3D MOL for HMDB0000169 (D-Mannose)

3D SDF for HMDB0000169 (D-Mannose)

3D-SDF for HMDB0000169 (D-Mannose)

PDB for HMDB0000169 (D-Mannose)

3D PDB for HMDB0000169 (D-Mannose)

SMILES for HMDB0000169 (D-Mannose)

INCHI for HMDB0000169 (D-Mannose)

Structure for HMDB0000169 (D-Mannose)

3D Structure for HMDB0000169 (D-Mannose)

Experimental Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

References

References

Reactions

Reactions

Reactions

References

References

References

References