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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2022-03-07 02:49:10 UTC

HMDB ID

HMDB0001514

Secondary Accession Numbers

HMDB0006479
HMDB0015410
HMDB01514
HMDB06479
HMDB15410

Metabolite Identification

Common Name

Glucosamine

Description

Glucosamine (C6H13NO5) is an amino sugar and a prominent precursor in the biochemical synthesis of glycosylated proteins and lipids. Glucosamine is part of the structure of two polysaccharides, chitosan and chitin. Glucosamine is one of the most abundant monosaccharides. Produced commercially by the hydrolysis of shellfish exoskeletons or, less commonly, by fermentation of a grain such as corn or wheat, glucosamine has many names depending on country. Although a common dietary supplement, there is little evidence that it is effective for relief of arthritis or pain, and is not an approved prescription drug. In the United States, glucosamine is not approved by the Food and Drug Administration for medical use in humans. Since glucosamine is classified as a dietary supplement, evidence of safety and efficacy is not required as long as it is not advertised as a treatment for a medical condition. Nevertheless, glucosamine is a popular alternative medicine used by consumers for the treatment of osteoarthritis. Glucosamine is also extensively used in veterinary medicine as an unregulated but widely accepted supplement. Treatment with oral glucosamine is commonly used for the treatment of osteoarthritis. Since glucosamine is a precursor for glycosaminoglycans, and glycosaminoglycans are a major component of joint cartilage, supplemental glucosamine may help to rebuild cartilage and treat arthritis. However, there is little evidence that any clinical effect of glucosamine works this way. Its use as a therapy for osteoarthritis appears safe but there is conflicting evidence as to its effectiveness. Glucosamine is naturally present in the shells of shellfish, animal bones, bone marrow, and fungi. D-Glucosamine is made naturally in the form of glucosamine-6-phosphate, and is the biochemical precursor of all nitrogen-containing sugars. Specifically in humans, glucosamine-6-phosphate is synthesized from fructose 6-phosphate and glutamine by glutamine—fructose-6-phosphate transaminase as the first step of the hexosamine biosynthesis pathway. The end-product of this pathway is uridine diphosphate N-acetylglucosamine (UDP-GlcNAc), which is then used for making glycosaminoglycans, proteoglycans, and glycolipids. As the formation of glucosamine-6-phosphate is the first step for the synthesis of these products, glucosamine may be important in regulating their production; however, the way that the hexosamine biosynthesis pathway is actually regulated, and whether this could be involved in contributing to human disease remains unclear.

Structure

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

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 1296                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  O   UNK     0       7.908  -0.146   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       3.907   2.164   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       3.907  -0.916   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       9.242   2.164   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       7.908  -3.226   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0       6.574   3.704   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       5.241   1.394   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.241  -0.146   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.574   2.164   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.574  -0.916   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.908   1.394   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.574  -2.456   0.000  0.00  0.00           C+0
CONECT    1   10   11                                                       
CONECT    2    7                                                            
CONECT    3    8                                                            
CONECT    4   11                                                            
CONECT    5   12                                                            
CONECT    6    9                                                            
CONECT    7    2    8    9                                                  
CONECT    8    3    7   10                                                  
CONECT    9    6    7   11                                                  
CONECT   10    1    8   12                                                  
CONECT   11    1    4    9                                                  
CONECT   12    5   10                                                       
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2-Amino-2-deoxy-D-glucose	ChEBI
Chitosamine	ChEBI
D-Glucosamine	ChEBI
(+)-2-Amino-2-deoxy-D-glucopyranose	HMDB
(3R,4R,5S,6R)-3-Amino-6-(hydroxymethyl)oxane-2,4,5-triol	HMDB
2-Amino-2-deoxy-D-glucopyranose	HMDB
2-Amino-2-deoxyglucose	HMDB
2-Aminoglucose	HMDB
2-Deoxy-2-amino-D-glucose	HMDB
2-Deoxy-2-aminoglucose	HMDB
Cosamin	HMDB
D-(+)-Glucosamine	HMDB
Dona	HMDB
Fides ecopharma brand OF glucosamine sulfate	HMDB
Rottapharm brand OF glucosamine sulfate	HMDB
Xicil	HMDB
2 Amino 2 deoxyglucose	HMDB
Glucosamine sulfate	HMDB
Sulfate, glucosamine	HMDB
Dona S	HMDB
Opfermann brand OF glucosamine sulfate	HMDB
Hespercorbin	HMDB

Chemical Formula

C₆H₁₃NO₅

Average Molecular Weight

179.1711

Monoisotopic Molecular Weight

179.079372531

IUPAC Name

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

Traditional Name

glucosamine

CAS Registry Number

3416-24-8

SMILES

N[C@H]1C(O)O[C@H](CO)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C6H13NO5/c7-3-5(10)4(9)2(1-8)12-6(3)11/h2-6,8-11H,1,7H2/t2-,3-,4-,5-,6?/m1/s1

InChI Key

MSWZFWKMSRAUBD-IVMDWMLBSA-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
Amino saccharide
Oxane
1,2-aminoalcohol
Hemiacetal
Secondary alcohol
Polyol
Organoheterocyclic compound
Oxacycle
Primary amine
Primary alcohol
Organopnictogen compound
Organonitrogen compound
Primary aliphatic amine
Organic nitrogen compound
Alcohol
Amine
Hydrocarbon derivative
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

D-glucosamine (CHEBI:47977 )
Amino sugars (C00329 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 17353133)
Saliva (HMDB: HMDB0001514)

Tissue

Connective tissue

Cartilage (HMDB: HMDB0001514)

Epithelium

Epidermis (HMDB: HMDB0001514)

Cell

Fibroblasts (HMDB: HMDB0001514)

Hematocyte

Platelet (HMDB: HMDB0001514)

Organ

Intestine (HMDB: HMDB0001514)

Excreta

Biofluid or Excreta

Urine (PMID: 19309105)
Feces (PMID: 27275383)

Cellular substructure

Source

Exogenous

Exogenous (HMDB: HMDB0001514)

Food

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Pulse

Bean

Common bean (FooDB: FOOD00134)

Soy

Soy bean (FooDB: FOOD00085)

Vegetable

Root vegetable

Carrot (FooDB: FOOD00245)

Fruit vegetable

Milk and milk product

Unfermented milk

Milk (Cow) (FooDB: FOOD00618)

Herb and spice

Herb

German camomile (FooDB: FOOD00107)

Endogenous

Endogenous (HMDB: HMDB0001514)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Amino Sugar Metabolism (PathBank: SMP0063580)
Chitobiose Degradation (PathBank: SMP0002056)

Disease pathway

Salla Disease/Infantile Sialic Acid Storage Disease (PathBank: SMP0120524)
G(M2)-Gangliosidosis: Variant B, Tay-Sachs Disease (PathBank: SMP0120599)
Sialuria or French Type Sialuria (PathBank: SMP0000216)
Tay-Sachs Disease (PathBank: SMP0120545)

Role

Industrial application

Antiviral agent (HMDB: HMDB0001514)

Biological role

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	88 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	330 mg/mL	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	Astarita_pos	134.7	30932474
[M+H]+	Not Available	135.592	http://allccs.zhulab.cn/database/detail?ID=AllCCS00002000

Predicted Molecular Properties

Property	Value	Source
Water Solubility	551 g/L	ALOGPS
logP	-2.7	ALOGPS
logP	-3	ChemAxon
logS	0.49	ALOGPS
pKa (Strongest Acidic)	11.73	ChemAxon
pKa (Strongest Basic)	8.23	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	116.17 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	37.58 m³·mol⁻¹	ChemAxon
Polarizability	16.87 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 Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	140.533	31661259
DarkChem	[M-H]-	133.929	31661259
AllCCS	[M+H]+	140.572	32859911
AllCCS	[M-H]-	132.031	32859911
DeepCCS	[M+H]+	140.812	30932474
DeepCCS	[M-H]-	138.429	30932474
DeepCCS	[M-2H]-	172.806	30932474
DeepCCS	[M+Na]+	147.131	30932474
AllCCS	[M+H]+	140.6	32859911
AllCCS	[M+H-H2O]+	136.4	32859911
AllCCS	[M+NH4]+	144.4	32859911
AllCCS	[M+Na]+	145.5	32859911
AllCCS	[M-H]-	132.0	32859911
AllCCS	[M+Na-2H]-	133.0	32859911
AllCCS	[M+HCOO]-	134.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Glucosamine	N[C@H]1C(O)O[C@H](CO)[C@@H](O)[C@@H]1O	3080.8	Standard polar	33892256
Glucosamine	N[C@H]1C(O)O[C@H](CO)[C@@H](O)[C@@H]1O	1991.7	Standard non polar	33892256
Glucosamine	N[C@H]1C(O)O[C@H](CO)[C@@H](O)[C@@H]1O	1725.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Glucosamine,1TMS,isomer #1	C[Si](C)(C)OC1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1N	1764.1	Semi standard non polar	33892256
Glucosamine,1TMS,isomer #2	C[Si](C)(C)OC[C@H]1OC(O)[C@H](N)[C@@H](O)[C@@H]1O	1786.0	Semi standard non polar	33892256
Glucosamine,1TMS,isomer #3	C[Si](C)(C)O[C@@H]1[C@@H](CO)OC(O)[C@H](N)[C@H]1O	1785.5	Semi standard non polar	33892256
Glucosamine,1TMS,isomer #4	C[Si](C)(C)O[C@@H]1[C@@H](N)C(O)O[C@H](CO)[C@H]1O	1779.1	Semi standard non polar	33892256
Glucosamine,1TMS,isomer #5	C[Si](C)(C)N[C@H]1C(O)O[C@H](CO)[C@@H](O)[C@@H]1O	1814.2	Semi standard non polar	33892256
Glucosamine,2TMS,isomer #1	C[Si](C)(C)OC[C@H]1OC(O[Si](C)(C)C)[C@H](N)[C@@H](O)[C@@H]1O	1769.5	Semi standard non polar	33892256
Glucosamine,2TMS,isomer #10	C[Si](C)(C)N[C@H]1C(O)O[C@H](CO)[C@@H](O)[C@@H]1O[Si](C)(C)C	1797.4	Semi standard non polar	33892256
Glucosamine,2TMS,isomer #11	C[Si](C)(C)N([C@H]1C(O)O[C@H](CO)[C@@H](O)[C@@H]1O)[Si](C)(C)C	1906.7	Semi standard non polar	33892256
Glucosamine,2TMS,isomer #2	C[Si](C)(C)OC1O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1N	1760.0	Semi standard non polar	33892256
Glucosamine,2TMS,isomer #3	C[Si](C)(C)OC1O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1N	1755.7	Semi standard non polar	33892256
Glucosamine,2TMS,isomer #4	C[Si](C)(C)N[C@H]1C(O[Si](C)(C)C)O[C@H](CO)[C@@H](O)[C@@H]1O	1803.1	Semi standard non polar	33892256
Glucosamine,2TMS,isomer #5	C[Si](C)(C)OC[C@H]1OC(O)[C@H](N)[C@@H](O[Si](C)(C)C)[C@@H]1O	1777.9	Semi standard non polar	33892256
Glucosamine,2TMS,isomer #6	C[Si](C)(C)OC[C@H]1OC(O)[C@H](N)[C@@H](O)[C@@H]1O[Si](C)(C)C	1768.3	Semi standard non polar	33892256
Glucosamine,2TMS,isomer #7	C[Si](C)(C)N[C@H]1C(O)O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@@H]1O	1812.2	Semi standard non polar	33892256
Glucosamine,2TMS,isomer #8	C[Si](C)(C)O[C@@H]1[C@@H](CO)OC(O)[C@H](N)[C@H]1O[Si](C)(C)C	1733.1	Semi standard non polar	33892256
Glucosamine,2TMS,isomer #9	C[Si](C)(C)N[C@H]1C(O)O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@@H]1O	1808.6	Semi standard non polar	33892256
Glucosamine,3TMS,isomer #1	C[Si](C)(C)OC[C@H]1OC(O[Si](C)(C)C)[C@H](N)[C@@H](O[Si](C)(C)C)[C@@H]1O	1821.1	Semi standard non polar	33892256
Glucosamine,3TMS,isomer #10	C[Si](C)(C)N[C@H]1C(O)O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O	1837.1	Semi standard non polar	33892256
Glucosamine,3TMS,isomer #11	C[Si](C)(C)OC[C@H]1OC(O)[C@H](N([Si](C)(C)C)[Si](C)(C)C)[C@@H](O)[C@@H]1O	1950.7	Semi standard non polar	33892256
Glucosamine,3TMS,isomer #12	C[Si](C)(C)N[C@H]1C(O)O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	1832.4	Semi standard non polar	33892256
Glucosamine,3TMS,isomer #13	C[Si](C)(C)O[C@@H]1[C@@H](CO)OC(O)[C@H](N([Si](C)(C)C)[Si](C)(C)C)[C@H]1O	1929.2	Semi standard non polar	33892256
Glucosamine,3TMS,isomer #14	C[Si](C)(C)O[C@H]1[C@H](O)[C@@H](CO)OC(O)[C@@H]1N([Si](C)(C)C)[Si](C)(C)C	1912.4	Semi standard non polar	33892256
Glucosamine,3TMS,isomer #2	C[Si](C)(C)OC[C@H]1OC(O[Si](C)(C)C)[C@H](N)[C@@H](O)[C@@H]1O[Si](C)(C)C	1800.0	Semi standard non polar	33892256
Glucosamine,3TMS,isomer #3	C[Si](C)(C)N[C@H]1C(O[Si](C)(C)C)O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@@H]1O	1807.1	Semi standard non polar	33892256
Glucosamine,3TMS,isomer #4	C[Si](C)(C)OC1O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1N	1807.3	Semi standard non polar	33892256
Glucosamine,3TMS,isomer #5	C[Si](C)(C)N[C@H]1C(O[Si](C)(C)C)O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@@H]1O	1833.9	Semi standard non polar	33892256
Glucosamine,3TMS,isomer #6	C[Si](C)(C)N[C@H]1C(O[Si](C)(C)C)O[C@H](CO)[C@@H](O)[C@@H]1O[Si](C)(C)C	1829.2	Semi standard non polar	33892256
Glucosamine,3TMS,isomer #7	C[Si](C)(C)OC1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1N([Si](C)(C)C)[Si](C)(C)C	1937.2	Semi standard non polar	33892256
Glucosamine,3TMS,isomer #8	C[Si](C)(C)OC[C@H]1OC(O)[C@H](N)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	1786.8	Semi standard non polar	33892256
Glucosamine,3TMS,isomer #9	C[Si](C)(C)N[C@H]1C(O)O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C	1834.8	Semi standard non polar	33892256
Glucosamine,4TMS,isomer #1	C[Si](C)(C)OC[C@H]1OC(O[Si](C)(C)C)[C@H](N)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	1841.3	Semi standard non polar	33892256
Glucosamine,4TMS,isomer #10	C[Si](C)(C)OC[C@H]1OC(O)[C@H](N([Si](C)(C)C)[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C	1954.4	Semi standard non polar	33892256
Glucosamine,4TMS,isomer #11	C[Si](C)(C)O[C@@H]1[C@@H](CO)OC(O)[C@H](N([Si](C)(C)C)[Si](C)(C)C)[C@H]1O[Si](C)(C)C	1932.1	Semi standard non polar	33892256
Glucosamine,4TMS,isomer #2	C[Si](C)(C)N[C@H]1C(O[Si](C)(C)C)O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C	1906.9	Semi standard non polar	33892256
Glucosamine,4TMS,isomer #3	C[Si](C)(C)N[C@H]1C(O[Si](C)(C)C)O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O	1907.1	Semi standard non polar	33892256
Glucosamine,4TMS,isomer #4	C[Si](C)(C)OC[C@H]1OC(O[Si](C)(C)C)[C@H](N([Si](C)(C)C)[Si](C)(C)C)[C@@H](O)[C@@H]1O	1926.5	Semi standard non polar	33892256
Glucosamine,4TMS,isomer #5	C[Si](C)(C)N[C@H]1C(O[Si](C)(C)C)O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	1891.7	Semi standard non polar	33892256
Glucosamine,4TMS,isomer #6	C[Si](C)(C)OC1O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1N([Si](C)(C)C)[Si](C)(C)C	1964.0	Semi standard non polar	33892256
Glucosamine,4TMS,isomer #7	C[Si](C)(C)OC1O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1N([Si](C)(C)C)[Si](C)(C)C	1964.7	Semi standard non polar	33892256
Glucosamine,4TMS,isomer #8	C[Si](C)(C)N[C@H]1C(O)O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	1906.7	Semi standard non polar	33892256
Glucosamine,4TMS,isomer #9	C[Si](C)(C)OC[C@H]1OC(O)[C@H](N([Si](C)(C)C)[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O	1946.8	Semi standard non polar	33892256
Glucosamine,5TMS,isomer #1	C[Si](C)(C)N[C@H]1C(O[Si](C)(C)C)O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	1959.8	Semi standard non polar	33892256
Glucosamine,5TMS,isomer #1	C[Si](C)(C)N[C@H]1C(O[Si](C)(C)C)O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2002.9	Standard non polar	33892256
Glucosamine,5TMS,isomer #1	C[Si](C)(C)N[C@H]1C(O[Si](C)(C)C)O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	1968.0	Standard polar	33892256
Glucosamine,5TMS,isomer #2	C[Si](C)(C)OC[C@H]1OC(O[Si](C)(C)C)[C@H](N([Si](C)(C)C)[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O	2015.4	Semi standard non polar	33892256
Glucosamine,5TMS,isomer #2	C[Si](C)(C)OC[C@H]1OC(O[Si](C)(C)C)[C@H](N([Si](C)(C)C)[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O	2057.0	Standard non polar	33892256
Glucosamine,5TMS,isomer #2	C[Si](C)(C)OC[C@H]1OC(O[Si](C)(C)C)[C@H](N([Si](C)(C)C)[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O	2025.4	Standard polar	33892256
Glucosamine,5TMS,isomer #3	C[Si](C)(C)OC[C@H]1OC(O[Si](C)(C)C)[C@H](N([Si](C)(C)C)[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C	2020.4	Semi standard non polar	33892256
Glucosamine,5TMS,isomer #3	C[Si](C)(C)OC[C@H]1OC(O[Si](C)(C)C)[C@H](N([Si](C)(C)C)[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C	2066.7	Standard non polar	33892256
Glucosamine,5TMS,isomer #3	C[Si](C)(C)OC[C@H]1OC(O[Si](C)(C)C)[C@H](N([Si](C)(C)C)[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C	2080.0	Standard polar	33892256
Glucosamine,5TMS,isomer #4	C[Si](C)(C)OC1O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1N([Si](C)(C)C)[Si](C)(C)C	2015.6	Semi standard non polar	33892256
Glucosamine,5TMS,isomer #4	C[Si](C)(C)OC1O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1N([Si](C)(C)C)[Si](C)(C)C	2044.8	Standard non polar	33892256
Glucosamine,5TMS,isomer #4	C[Si](C)(C)OC1O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1N([Si](C)(C)C)[Si](C)(C)C	1971.7	Standard polar	33892256
Glucosamine,5TMS,isomer #5	C[Si](C)(C)OC[C@H]1OC(O)[C@H](N([Si](C)(C)C)[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2003.9	Semi standard non polar	33892256
Glucosamine,5TMS,isomer #5	C[Si](C)(C)OC[C@H]1OC(O)[C@H](N([Si](C)(C)C)[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2050.4	Standard non polar	33892256
Glucosamine,5TMS,isomer #5	C[Si](C)(C)OC[C@H]1OC(O)[C@H](N([Si](C)(C)C)[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2000.2	Standard polar	33892256
Glucosamine,6TMS,isomer #1	C[Si](C)(C)OC[C@H]1OC(O[Si](C)(C)C)[C@H](N([Si](C)(C)C)[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2084.2	Semi standard non polar	33892256
Glucosamine,6TMS,isomer #1	C[Si](C)(C)OC[C@H]1OC(O[Si](C)(C)C)[C@H](N([Si](C)(C)C)[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2111.9	Standard non polar	33892256
Glucosamine,6TMS,isomer #1	C[Si](C)(C)OC[C@H]1OC(O[Si](C)(C)C)[C@H](N([Si](C)(C)C)[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	1955.2	Standard polar	33892256
Glucosamine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1N	2014.1	Semi standard non polar	33892256
Glucosamine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@H]1OC(O)[C@H](N)[C@@H](O)[C@@H]1O	2058.6	Semi standard non polar	33892256
Glucosamine,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)OC(O)[C@H](N)[C@H]1O	2034.5	Semi standard non polar	33892256
Glucosamine,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](N)C(O)O[C@H](CO)[C@H]1O	2026.4	Semi standard non polar	33892256
Glucosamine,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N[C@H]1C(O)O[C@H](CO)[C@@H](O)[C@@H]1O	2109.7	Semi standard non polar	33892256
Glucosamine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1OC(O[Si](C)(C)C(C)(C)C)[C@H](N)[C@@H](O)[C@@H]1O	2237.4	Semi standard non polar	33892256
Glucosamine,2TBDMS,isomer #10	CC(C)(C)[Si](C)(C)N[C@H]1C(O)O[C@H](CO)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	2272.1	Semi standard non polar	33892256
Glucosamine,2TBDMS,isomer #11	CC(C)(C)[Si](C)(C)N([C@H]1C(O)O[C@H](CO)[C@@H](O)[C@@H]1O)[Si](C)(C)C(C)(C)C	2368.2	Semi standard non polar	33892256
Glucosamine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1N	2244.4	Semi standard non polar	33892256
Glucosamine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1N	2228.7	Semi standard non polar	33892256
Glucosamine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@H]1C(O[Si](C)(C)C(C)(C)C)O[C@H](CO)[C@@H](O)[C@@H]1O	2280.3	Semi standard non polar	33892256
Glucosamine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC[C@H]1OC(O)[C@H](N)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	2257.8	Semi standard non polar	33892256
Glucosamine,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC[C@H]1OC(O)[C@H](N)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	2237.1	Semi standard non polar	33892256
Glucosamine,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N[C@H]1C(O)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O	2300.9	Semi standard non polar	33892256
Glucosamine,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)OC(O)[C@H](N)[C@H]1O[Si](C)(C)C(C)(C)C	2222.0	Semi standard non polar	33892256
Glucosamine,2TBDMS,isomer #9	CC(C)(C)[Si](C)(C)N[C@H]1C(O)O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	2289.1	Semi standard non polar	33892256
Glucosamine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1OC(O[Si](C)(C)C(C)(C)C)[C@H](N)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	2477.7	Semi standard non polar	33892256
Glucosamine,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)N[C@H]1C(O)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	2539.2	Semi standard non polar	33892256
Glucosamine,3TBDMS,isomer #11	CC(C)(C)[Si](C)(C)OC[C@H]1OC(O)[C@H](N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O	2630.2	Semi standard non polar	33892256
Glucosamine,3TBDMS,isomer #12	CC(C)(C)[Si](C)(C)N[C@H]1C(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	2524.9	Semi standard non polar	33892256
Glucosamine,3TBDMS,isomer #13	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)OC(O)[C@H](N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H]1O	2610.6	Semi standard non polar	33892256
Glucosamine,3TBDMS,isomer #14	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)[C@@H](CO)OC(O)[C@@H]1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2594.1	Semi standard non polar	33892256
Glucosamine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@H]1OC(O[Si](C)(C)C(C)(C)C)[C@H](N)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	2464.5	Semi standard non polar	33892256
Glucosamine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@H]1C(O[Si](C)(C)C(C)(C)C)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O	2505.1	Semi standard non polar	33892256
Glucosamine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1O[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]1N	2461.7	Semi standard non polar	33892256
Glucosamine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N[C@H]1C(O[Si](C)(C)C(C)(C)C)O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	2525.8	Semi standard non polar	33892256
Glucosamine,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N[C@H]1C(O[Si](C)(C)C(C)(C)C)O[C@H](CO)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	2513.2	Semi standard non polar	33892256
Glucosamine,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2595.4	Semi standard non polar	33892256
Glucosamine,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC[C@H]1OC(O)[C@H](N)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	2467.2	Semi standard non polar	33892256
Glucosamine,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)N[C@H]1C(O)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	2536.3	Semi standard non polar	33892256
Glucosamine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1OC(O[Si](C)(C)C(C)(C)C)[C@H](N)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	2694.8	Semi standard non polar	33892256
Glucosamine,4TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC[C@H]1OC(O)[C@H](N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	2873.5	Semi standard non polar	33892256
Glucosamine,4TBDMS,isomer #11	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)OC(O)[C@H](N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C	2839.1	Semi standard non polar	33892256
Glucosamine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@H]1C(O[Si](C)(C)C(C)(C)C)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	2731.4	Semi standard non polar	33892256
Glucosamine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@H]1C(O[Si](C)(C)C(C)(C)C)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	2739.5	Semi standard non polar	33892256
Glucosamine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC[C@H]1OC(O[Si](C)(C)C(C)(C)C)[C@H](N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O	2829.0	Semi standard non polar	33892256
Glucosamine,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N[C@H]1C(O[Si](C)(C)C(C)(C)C)O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	2716.1	Semi standard non polar	33892256
Glucosamine,4TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2857.2	Semi standard non polar	33892256
Glucosamine,4TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC1O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2842.7	Semi standard non polar	33892256
Glucosamine,4TBDMS,isomer #8	CC(C)(C)[Si](C)(C)N[C@H]1C(O)O[C@H](CO[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	2750.9	Semi standard non polar	33892256
Glucosamine,4TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC[C@H]1OC(O)[C@H](N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	2845.1	Semi standard non polar	33892256
Glucosamine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@H]1C(O[Si](C)(C)C(C)(C)C)O[C@H](CO[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	2935.6	Semi standard non polar	33892256
Glucosamine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@H]1C(O[Si](C)(C)C(C)(C)C)O[C@H](CO[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	2901.5	Standard non polar	33892256
Glucosamine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@H]1C(O[Si](C)(C)C(C)(C)C)O[C@H](CO[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	2578.9	Standard polar	33892256
Glucosamine,5TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@H]1OC(O[Si](C)(C)C(C)(C)C)[C@H](N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3067.5	Semi standard non polar	33892256
Glucosamine,5TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@H]1OC(O[Si](C)(C)C(C)(C)C)[C@H](N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	2952.7	Standard non polar	33892256
Glucosamine,5TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@H]1OC(O[Si](C)(C)C(C)(C)C)[C@H](N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	2578.7	Standard polar	33892256
Glucosamine,5TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@H]1OC(O[Si](C)(C)C(C)(C)C)[C@H](N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3069.4	Semi standard non polar	33892256
Glucosamine,5TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@H]1OC(O[Si](C)(C)C(C)(C)C)[C@H](N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	2974.9	Standard non polar	33892256
Glucosamine,5TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@H]1OC(O[Si](C)(C)C(C)(C)C)[C@H](N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	2598.2	Standard polar	33892256
Glucosamine,5TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1O[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]1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3062.4	Semi standard non polar	33892256
Glucosamine,5TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1O[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]1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2938.3	Standard non polar	33892256
Glucosamine,5TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1O[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]1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2539.1	Standard polar	33892256
Glucosamine,5TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC[C@H]1OC(O)[C@H](N([Si](C)(C)C(C)(C)C)[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	3071.7	Semi standard non polar	33892256
Glucosamine,5TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC[C@H]1OC(O)[C@H](N([Si](C)(C)C(C)(C)C)[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	2965.7	Standard non polar	33892256
Glucosamine,5TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC[C@H]1OC(O)[C@H](N([Si](C)(C)C(C)(C)C)[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	2556.3	Standard polar	33892256
Glucosamine,6TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1OC(O[Si](C)(C)C(C)(C)C)[C@H](N([Si](C)(C)C(C)(C)C)[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	3313.8	Semi standard non polar	33892256
Glucosamine,6TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1OC(O[Si](C)(C)C(C)(C)C)[C@H](N([Si](C)(C)C(C)(C)C)[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	3163.2	Standard non polar	33892256
Glucosamine,6TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1OC(O[Si](C)(C)C(C)(C)C)[C@H](N([Si](C)(C)C(C)(C)C)[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	2633.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Glucosamine GC-MS (Non-derivatized) - 70eV, Positive	splash10-06tr-9300000000-7e2a89f48724cdda814c	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glucosamine GC-MS (4 TMS) - 70eV, Positive	splash10-0ul9-9847700000-b4779809586433e7ec78	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glucosamine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glucosamine 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 - Glucosamine Quattro_QQQ 10V, Positive-QTOF (Annotated)	splash10-03di-4900000000-364d52fc6e7e423f52bb	2018-05-25	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glucosamine Quattro_QQQ 25V, Positive-QTOF (Annotated)	splash10-00di-9000000000-762e016c89a40a9e3f49	2018-05-25	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glucosamine Quattro_QQQ 40V, Positive-QTOF (Annotated)	splash10-00di-9000000000-bd04d561d78f2abad229	2018-05-25	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glucosamine 10V, Positive-QTOF	splash10-03di-9500000000-9bfc2897a4b66f71c7a1	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glucosamine 40V, Positive-QTOF	splash10-0007-9000000000-f842b779439be8970cd9	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glucosamine 20V, Positive-QTOF	splash10-074i-9000000000-622ec0743231c0cbaca6	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glucosamine 10V, Positive-QTOF	splash10-03e9-9700000000-5087af92679b2640ba6c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glucosamine 40V, Positive-QTOF	splash10-0006-9000000000-b9ba212915cbdaed8628	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glucosamine 40V, Positive-QTOF	splash10-0006-9000000000-2d1825b518f09745e036	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glucosamine 20V, Positive-QTOF	splash10-03la-9100000000-3da7ee17d7512a59e3ef	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glucosamine 10V, Positive-QTOF	splash10-03e9-9400000000-cca17ef05a47a7be4d43	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glucosamine 10V, Positive-QTOF	splash10-01x0-9500000000-5fbd02d318d3ec58f98b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glucosamine 30V, Positive-QTOF	splash10-0abc-9000000000-11e86d324c183174364e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glucosamine 0V, Positive-QTOF	splash10-001i-0900000000-3ba18bb57823024db64e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glucosamine 10V, Positive-QTOF	splash10-03e9-9500000000-52f44695a6cfb6459105	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glucosamine 10V, Positive-QTOF	splash10-03di-9800000000-264ee54a99e01e0d4e30	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glucosamine 20V, Positive-QTOF	splash10-00dl-9000000000-08f87dc3e44979542ca2	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glucosamine 40V, Positive-QTOF	splash10-06r6-9000000000-635fa893be82ffdeca97	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glucosamine 35V, Positive-QTOF	splash10-03e9-9600000000-09232c8766303805f765	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glucosamine 10V, Positive-QTOF	splash10-01q9-0900000000-4c88765919efa0ec2d2d	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glucosamine 20V, Positive-QTOF	splash10-03ea-6900000000-301590fbe90692448d5e	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glucosamine 40V, Positive-QTOF	splash10-052g-9100000000-d6a51790ce1df14a067a	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glucosamine 10V, Negative-QTOF	splash10-002r-9400000000-e43a7a5cb44f6c461544	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glucosamine 20V, Negative-QTOF	splash10-053r-9800000000-56b95ef43b164db5524d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glucosamine 40V, Negative-QTOF	splash10-052f-9000000000-1434c5ce1e9649c1cbf1	2016-08-03	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	2018-05-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Blood
Feces
Saliva
Urine

Tissue Locations

Cartilage
Epidermis
Fibroblasts
Intestine
Platelet

Pathways

Name	SMPDB/PathBank	KEGG
Amino Sugar Metabolism
Sialuria or French Type Sialuria		Not Available
Salla Disease/Infantile Sialic Acid Storage Disease		Not Available
Tay-Sachs Disease		Not Available
G(M2)-Gangliosidosis: Variant B, Tay-sachs disease		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.29 (0.0-0.6) uM	Adult (>18 years old)	Both	Normal	17353133	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details
Saliva	Detected and Quantified	3.02 +/- 4.13 uM	Adult (>18 years old)	Male	Normal	Sugimoto et al. (...	details
Urine	Detected and Quantified	1.45 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	19309105	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	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	25037050	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal Cancer	27275383	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 ]
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 ]

Associated OMIM IDs

114500 (Colorectal cancer)

External Links

DrugBank ID

DB01296

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022668

KNApSAcK ID

Not Available

Chemspider ID

388352

KEGG Compound ID

C00329

BioCyc ID

Not Available

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

PDB ID

Not Available

ChEBI ID

47977

Food Biomarker Ontology

Not Available

VMH ID

GAM

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Li, Nan; Li, Jiheng. Preparation of D-glucosamine hydrochloride. Zhongguo Yaoke Daxue Xuebao (1997), 28(1), 56-58.

Material Safety Data Sheet (MSDS)

Not Available

General References

Thatte HS, Zagarins S, Khuri SF, Fischer TH: Mechanisms of poly-N-acetyl glucosamine polymer-mediated hemostasis: platelet interactions. J Trauma. 2004 Jul;57(1 Suppl):S13-21. [PubMed:15280745 ]
Ruoslahti E, Engvall E, Hayman EG, Spiro RG: Comparative studies on amniotic fluid and plasma fibronectins. Biochem J. 1981 Jan 1;193(1):295-9. [PubMed:7305927 ]
Rhodes M, Allen A, Dowling RH, Murphy G, Lennard TW: Inhibition of human gall bladder mucus synthesis in patients undergoing cholecystectomy. Gut. 1992 Aug;33(8):1113-7. [PubMed:1398238 ]
Cibere J, Thorne A, Kopec JA, Singer J, Canvin J, Robinson DB, Pope J, Hong P, Grant E, Lobanok T, Ionescu M, Poole AR, Esdaile JM: Glucosamine sulfate and cartilage type II collagen degradation in patients with knee osteoarthritis: randomized discontinuation trial results employing biomarkers. J Rheumatol. 2005 May;32(5):896-902. [PubMed:15868627 ]
Morita H, Kettlewell MG, Jewell DP, Kent PW: Glycosylation and sulphation of colonic mucus glycoproteins in patients with ulcerative colitis and in healthy subjects. Gut. 1993 Jul;34(7):926-32. [PubMed:8344580 ]
Zhang LJ, Huang TM, Fang XL, Li XN, Wang QS, Zhang ZW, Sha XY: Determination of glucosamine sulfate in human plasma by precolumn derivatization using high performance liquid chromatography with fluorescence detection: its application to a bioequivalence study. J Chromatogr B Analyt Technol Biomed Life Sci. 2006 Sep 14;842(1):8-12. Epub 2006 Jun 5. [PubMed:16740419 ]
Hoffer LJ, Kaplan LN, Hamadeh MJ, Grigoriu AC, Baron M: Sulfate could mediate the therapeutic effect of glucosamine sulfate. Metabolism. 2001 Jul;50(7):767-70. [PubMed:11436179 ]
Huang TM, Cai L, Yang B, Zhou MX, Shen YF, Duan GL: Liquid chromatography with electrospray ionization mass spectrometry method for the assay of glucosamine sulfate in human plasma: validation and application to a pharmacokinetic study. Biomed Chromatogr. 2006 Mar;20(3):251-6. [PubMed:16145658 ]
Biggee BA, Blinn CM, McAlindon TE, Nuite M, Silbert JE: Low levels of human serum glucosamine after ingestion of glucosamine sulphate relative to capability for peripheral effectiveness. Ann Rheum Dis. 2006 Feb;65(2):222-6. Epub 2005 Aug 3. [PubMed:16079170 ]
McCarty MF: Enhanced synovial production of hyaluronic acid may explain rapid clinical response to high-dose glucosamine in osteoarthritis. Med Hypotheses. 1998 Jun;50(6):507-10. [PubMed:9710325 ]
Uitterlinden EJ, Jahr H, Koevoet JL, Jenniskens YM, Bierma-Zeinstra SM, Degroot J, Verhaar JA, Weinans H, van Osch GJ: Glucosamine decreases expression of anabolic and catabolic genes in human osteoarthritic cartilage explants. Osteoarthritis Cartilage. 2006 Mar;14(3):250-7. Epub 2005 Nov 18. [PubMed:16300972 ]
Cope GF, Heatley RV, Kelleher J, Axon AT: In vitro mucus glycoprotein production by colonic tissue from patients with ulcerative colitis. Gut. 1988 Feb;29(2):229-34. [PubMed:3345934 ]
McCarty MF: Glucosamine may retard atherogenesis by promoting endothelial production of heparan sulfate proteoglycans. Med Hypotheses. 1997 Mar;48(3):245-51. [PubMed:9140889 ]
Cheung HS, Nicoloff JT, Kamiel MB, Spolter L, Nimni ME: Stimulation of fibroblast biosynthetic activity by serum of patients with pretibial myxedema. J Invest Dermatol. 1978 Jul;71(1):12-7. [PubMed:355562 ]
Valeri CR, Srey R, Tilahun D, Ragno G: In vitro effects of poly-N-acetyl glucosamine on the activation of platelets in platelet-rich plasma with and without red blood cells. J Trauma. 2004 Jul;57(1 Suppl):S22-5; discussion S25. [PubMed:15280746 ]
Roseman S: Reflections on glycobiology. J Biol Chem. 2001 Nov 9;276(45):41527-42. Epub 2001 Sep 11. [PubMed:11553646 ]
GHOSH S, BLUMENTHAL HJ, DAVIDSON E, ROSEMAN S: Glucosamine metabolism. V. Enzymatic synthesis of glucosamine 6-phosphate. J Biol Chem. 1960 May;235:1265-73. [PubMed:13827775 ]
Laverty S, Sandy JD, Celeste C, Vachon P, Marier JF, Plaas AH: Synovial fluid levels and serum pharmacokinetics in a large animal model following treatment with oral glucosamine at clinically relevant doses. Arthritis Rheum. 2005 Jan;52(1):181-91. [PubMed:15641100 ]
Towheed TE, Maxwell L, Anastassiades TP, Shea B, Houpt J, Robinson V, Hochberg MC, Wells G: Glucosamine therapy for treating osteoarthritis. Cochrane Database Syst Rev. 2005 Apr 18;(2):CD002946. [PubMed:15846645 ]
Buse MG: Hexosamines, insulin resistance, and the complications of diabetes: current status. Am J Physiol Endocrinol Metab. 2006 Jan;290(1):E1-E8. [PubMed:16339923 ]

Enzymes

Enzyme Details

1. 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

2. 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 + Glucosamine → ADP + Glucosamine 6-phosphate	details

Enzyme Details

3. 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 + Glucosamine → ADP + Glucosamine 6-phosphate	details

Enzyme Details

4. 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 + Glucosamine → ADP + Glucosamine 6-phosphate	details

Enzyme Details

5. N-sulphoglucosamine sulphohydrolase

General function:: Inorganic ion transport and metabolism
Specific function:: Not Available
Gene Name:: SGSH
Uniprot ID:: P51688
Molecular weight:: 56694.875

Reactions

N-Sulfo-D-glucosamine + Water → Glucosamine + Oat gum	details

Enzyme Details

6. Tumor necrosis factor

General function:: Involved in tumor necrosis factor receptor binding
Specific function:: Cytokine that binds to TNFRSF1A/TNFR1 and TNFRSF1B/TNFBR. It is mainly secreted by macrophages and can induce cell death of certain tumor cell lines. It is potent pyrogen causing fever by direct action or by stimulation of interleukin-1 secretion and is implicated in the induction of cachexia, Under certain conditions it can stimulate cell proliferation and induce cell differentiation
Gene Name:: TNF
Uniprot ID:: P01375
Molecular weight:: 25644.1

Enzyme Details

7. Di-N-acetylchitobiase

General function:: Involved in chitinase activity
Specific function:: Involved in the degradation of asparagine-linked glycoproteins. Hydrolyze of N-acetyl-beta-D-glucosamine (1-4)N- acetylglucosamine chitobiose core from the reducing end of the bond, it requires prior cleavage by glycosylasparaginase
Gene Name:: CTBS
Uniprot ID:: Q01459
Molecular weight:: 43759.4

Enzyme Details

8. Peptide-N(4)-(N-acetyl-beta-glucosaminyl)asparagine amidase

General function:: Involved in protein binding
Specific function:: Specifically deglycosylates the denatured form of N- linked glycoproteins in the cytoplasm and assists their proteasome-mediated degradation. Cleaves the beta-aspartyl- glucosamine (GlcNAc) of the glycan and the amide side chain of Asn, converting Asn to Asp. Prefers proteins containing high- mannose over those bearing complex type oligosaccharides. Can recognize misfolded proteins in the endoplasmic reticulun that are exported in the cytosol to be destroyed and deglycosylate them, while it has no activity toward native proteins. Deglycosylation is prerequisite for subsequent proteasome-mediated degradation of some, but not all, misfolded glycoproteins
Gene Name:: NGLY1
Uniprot ID:: Q96IV0
Molecular weight:: 74389.4

Enzyme Details

9. Putative hexokinase HKDC1

General function:: Not Available
Specific function:: Not Available
Gene Name:: HKDC1
Uniprot ID:: Q2TB90
Molecular weight:: 102513.88

Reactions

Adenosine triphosphate + Glucosamine → ADP + Glucosamine 6-phosphate	details

Showing metabocard for Glucosamine (HMDB0001514)

MOL for HMDB0001514 (Glucosamine)

3D MOL for HMDB0001514 (Glucosamine)

3D SDF for HMDB0001514 (Glucosamine)

3D-SDF for HMDB0001514 (Glucosamine)

PDB for HMDB0001514 (Glucosamine)

3D PDB for HMDB0001514 (Glucosamine)

SMILES for HMDB0001514 (Glucosamine)

INCHI for HMDB0001514 (Glucosamine)

Structure for HMDB0001514 (Glucosamine)

3D Structure for HMDB0001514 (Glucosamine)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

Reactions

Reactions

Reactions

Reactions

Reactions