Showing Compound beta-D-Glucosamine (FDB001474)

Record Information

Version

1.0

Creation date

2010-04-08 22:04:59 UTC

Update date

2020-02-24 19:10:23 UTC

Primary ID

FDB001474

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

beta-D-Glucosamine

Description

Glucosamine is an amino sugar and a prominent precursor in the biochemical synthesis of glycosylated proteins and lipids. Glucosamine is part of the structure of the polysaccharides chitosan and chitin, which compose the exoskeletons of crustaceans and other arthropods, cell walls in fungi and many higher organisms. In the US it is one of the most common non-vitamin, non-mineral, dietary supplements used by adults. beta-D-Glucosamine is found in common bean, yellow wax bean, and green bean.

CAS Number

14257-69-3

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

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Search:

Synonym	Source
2 Amino 2 deoxyglucose	MeSH
2-amino-2-Deoxy-beta-D-glucopyranose	HMDB
2-Amino-2-deoxy-beta-D-glucopyranose	manual
2-Amino-2-deoxyglucose	MeSH
b-D-Glucosamine	Generator
beta-D-Glucosamine	manual
D-GLUCOSAMINE	ChEBI
Dona	MeSH
Dona S	MeSH
Glucosamine	MeSH

Showing 1 to 10 of 17 entries

Predicted 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	16.48 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

Chemical Formula

C6H13NO5

IUPAC name

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

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-QZABAPFNSA-N

Isomeric SMILES

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

Average Molecular Weight

179.1711

Monoisotopic Molecular Weight

179.079372531

Classification

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

2-amino-2-deoxy-D-glucopyranose (CHEBI:28393 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Plant:

Fabaceae

Biological location:

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Search:

Property	Value	Reference
Boiling Point	Not Available
Charge	Not Available
Density	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	Not Available
Melting Point	Not Available
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	beta-D-Glucosamine, non-derivatized, GC-MS Spectrum	splash10-0a4i-1930000000-641b9595094291e042bf	Spectrum
GC-MS	beta-D-Glucosamine, non-derivatized, GC-MS Spectrum	splash10-0a4i-1920000000-cc14b9deaf38bb2e7f0b	Spectrum
GC-MS	beta-D-Glucosamine, non-derivatized, GC-MS Spectrum	splash10-0a4i-0920000000-285efea59e96086f68a9	Spectrum
GC-MS	beta-D-Glucosamine, non-derivatized, GC-MS Spectrum	splash10-0udi-0890000000-ad3197a0f8e9df6ace0b	Spectrum
GC-MS	beta-D-Glucosamine, non-derivatized, GC-MS Spectrum	splash10-0udi-0890000000-d07dc76ed5b2a3a1fa73	Spectrum
GC-MS	beta-D-Glucosamine, non-derivatized, GC-MS Spectrum	splash10-00di-9820000000-b0321bba020e75223574	Spectrum
GC-MS	beta-D-Glucosamine, non-derivatized, GC-MS Spectrum	splash10-0a4i-1930000000-641b9595094291e042bf	Spectrum
GC-MS	beta-D-Glucosamine, non-derivatized, GC-MS Spectrum	splash10-0a4i-1920000000-cc14b9deaf38bb2e7f0b	Spectrum
GC-MS	beta-D-Glucosamine, non-derivatized, GC-MS Spectrum	splash10-0a4i-0920000000-285efea59e96086f68a9	Spectrum
GC-MS	beta-D-Glucosamine, non-derivatized, GC-MS Spectrum	splash10-0udi-0890000000-ad3197a0f8e9df6ace0b	Spectrum
GC-MS	beta-D-Glucosamine, non-derivatized, GC-MS Spectrum	splash10-0udi-0890000000-d07dc76ed5b2a3a1fa73	Spectrum
GC-MS	beta-D-Glucosamine, non-derivatized, GC-MS Spectrum	splash10-00di-9820000000-b0321bba020e75223574	Spectrum
Predicted GC-MS	beta-D-Glucosamine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0bvr-9300000000-3c6bb109320df13a5a49	Spectrum
Predicted GC-MS	beta-D-Glucosamine, 4 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0v0r-8679600000-e17d034e525997129c3d	Spectrum
Predicted GC-MS	beta-D-Glucosamine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	beta-D-Glucosamine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-03e9-0900000000-3e8831c89ee8d705db41	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-03l9-9500000000-35d8aa59734319e98c20	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-00di-9000000000-1440317d39cbf247d61a	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-006t-9000000000-3db0033f560f05d0137e	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0005-9000000000-87345e602c89eb5bd145	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-001i-0900000000-4ce3229d9ccd4fc5f76a	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-001i-1900000000-72244a903a1a0f35ac2a	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-001i-1900000000-0d3a44f2c574c72c5284	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-001i-1900000000-ee83224f103e5260cc04	2021-09-20	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-01q9-0900000000-4c88765919efa0ec2d2d	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03ea-6900000000-301590fbe90692448d5e	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052g-9100000000-d6a51790ce1df14a067a	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-002r-9400000000-e43a7a5cb44f6c461544	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-053r-9800000000-56b95ef43b164db5524d	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-052f-9000000000-1434c5ce1e9649c1cbf1	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-9300000000-6c60a7f332602832baaf	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-9200000000-77db29658fe1def3600e	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-9000000000-bd64268dc67588fc1969	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-01ox-0900000000-400a58d3fc54c3aaa598	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-022c-9100000000-a61fa7431c3bb2a108d9	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-9d850e653d9a1cc1e5ee	2021-09-22	View Spectrum