Bovine Metabolome Database: Showing metabocard for beta-1,4-Mannosyl-N-acetylglucosamine (BMDB0006535)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-09-30 23:23:08 UTC

Update Date

2020-04-22 15:17:46 UTC

BMDB ID

BMDB0006535

Secondary Accession Numbers

BMDB0095940
BMDB06535
BMDB95940

Metabolite Identification

Common Name

beta-1,4-Mannosyl-N-acetylglucosamine

Description

beta-1,4-Mannosyl-N-acetylglucosamine, also known as beta-D-man-(1→4)-beta-D-glcnac or manb1-4glcnacb, belongs to the class of organic compounds known as acylaminosugars. These are organic compounds containing a sugar linked to a chain through N-acyl group. Based on a literature review a significant number of articles have been published on beta-1,4-Mannosyl-N-acetylglucosamine.

Structure

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

Synonyms

Value	Source
2-Acetamido-2-deoxy-4-O-beta-D-mannopyranosyl-beta-D-glucopyranose	ChEBI
beta-D-Man-(1->4)-beta-D-glcnac	ChEBI
beta-D-Mannosyl-(1->4)-N-acetyl-beta-D-glucosamine	ChEBI
Manb1-4glcnacb	ChEBI
Manbeta1-4glcnacbeta	ChEBI
WURCS=2.0/2,2,1/[a2122h-1b_1-5_2*ncc/3=o][a1122h-1b_1-5]/1-2/a4-b1	ChEBI
2-Acetamido-2-deoxy-4-O-b-D-mannopyranosyl-b-D-glucopyranose	Generator
2-Acetamido-2-deoxy-4-O-β-D-mannopyranosyl-β-D-glucopyranose	Generator
b-D-Man-(1->4)-b-D-glcnac	Generator
Β-D-man-(1->4)-β-D-glcnac	Generator
b-D-Mannosyl-(1->4)-N-acetyl-b-D-glucosamine	Generator
Β-D-mannosyl-(1->4)-N-acetyl-β-D-glucosamine	Generator
b-1,4-Mannosyl-N-acetylglucosamine	Generator
Β-1,4-mannosyl-N-acetylglucosamine	Generator
2-(Acetylamino)-2-deoxy-4-O-beta-D-mannopyranosyl-beta-D-glucopyranose	HMDB
2-(Acetylamino)-2-deoxy-4-O-β-D-mannopyranosyl-β-D-glucopyranose	HMDB
4-O-Mannopyranosyl-N-acetylglucosamine	HMDB
4-O-beta-D-Mannopyranosyl-N-acetyl-D-glucosamine	HMDB
4-O-Β-D-mannopyranosyl-N-acetyl-D-glucosamine	HMDB
Man(beta1-4)glcnac	HMDB
Man(β1-4)glcnac	HMDB
Man-glcnac	HMDB
Man-beta-1,4-glcnac	HMDB
Man-β-1,4-glcnac	HMDB
Manp(beta1-4)glcpnac	HMDB
Manp(β1-4)glcpnac	HMDB
Manp-glcpnac	HMDB
Manp-beta-1,4-glcpnac	HMDB
Manp-β-1,4-glcpnac	HMDB
beta-1,4-D-Mannosyl-N-acetyl-D-glucosamine	HMDB
beta-D-Man-(1→4)-beta-D-glcnac	HMDB
beta-D-Mannopyranosyl-(1→4)-2-acetamido-2-deoxy-beta-D-glucopyranose	HMDB
beta-D-Mannosyl-(1→4)-N-acetyl-beta-D-glucosamine	HMDB
beta-D-Manp-(1→4)-beta-D-glcpnac	HMDB
Β-1,4-D-mannosyl-N-acetyl-D-glucosamine	HMDB
Β-D-man-(1→4)-β-D-glcnac	HMDB
Β-D-mannopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranose	HMDB
Β-D-mannosyl-(1→4)-N-acetyl-β-D-glucosamine	HMDB
Β-D-manp-(1→4)-β-D-glcpnac	HMDB
beta-1,4-Mannosyl-N-acetylglucosamine	HMDB
b-D-Manp-(1->4)-b-D-glcpnac	Generator
Β-D-manp-(1->4)-β-D-glcpnac	Generator

Chemical Formula

C₁₄H₂₅NO₁₁

Average Molecular Weight

383.35

Monoisotopic Molecular Weight

383.142760629

IUPAC Name

N-[(2R,3R,4R,5S,6R)-2,4-dihydroxy-6-(hydroxymethyl)-5-{[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-3-yl]acetamide

Traditional Name

N-[(2R,3R,4R,5S,6R)-2,4-dihydroxy-6-(hydroxymethyl)-5-{[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-3-yl]acetamide

CAS Registry Number

Not Available

SMILES

CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]2O)[C@@H]1O

InChI Identifier

InChI=1S/C14H25NO11/c1-4(18)15-7-9(20)12(6(3-17)24-13(7)23)26-14-11(22)10(21)8(19)5(2-16)25-14/h5-14,16-17,19-23H,2-3H2,1H3,(H,15,18)/t5-,6-,7-,8-,9-,10+,11+,12-,13-,14+/m1/s1

InChI Key

KFEUJDWYNGMDBV-JVHZDDNZSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as acylaminosugars. These are organic compounds containing a sugar linked to a chain through N-acyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Acylaminosugars

Alternative Parents

Substituents

Acylaminosugar
N-acyl-alpha-hexosamine
Disaccharide
Glycosyl compound
O-glycosyl compound
Oxane
Acetamide
Carboxamide group
Hemiacetal
Secondary carboxylic acid amide
Secondary alcohol
Acetal
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Polyol
Hydrocarbon derivative
Organic oxide
Organic nitrogen compound
Organopnictogen compound
Alcohol
Primary alcohol
Organonitrogen compound
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

beta-D-Manp-(1->4)-D-GlcpNAc (CHEBI:71553 )

Ontology

Status

Expected but not Quantified

Origin

Endogenous

Biofunction

Not Available

Application

Not Available

Cellular locations

Cytoplasm
Lysosome

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-2.8	ALOGPS
logP	-5	ChemAxon
logS	-0.17	ALOGPS
pKa (Strongest Acidic)	11.5	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	198.4 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	79.44 m³·mol⁻¹	ChemAxon
Polarizability	36.17 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-003r-1169000000-37af2930ba0a18fdfe2d	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0bu3-9317000000-05676e3bb792b14a9ea9	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-9410000000-9f5dbeeb51b744740d72	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0f8a-0659000000-98f0c5a2f817d77728ac	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0uk9-0951000000-f475151e03af91aeeac3	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-006w-9410000000-abd7ef88c6f0a3d44980	View in MoNA
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer

Biological Properties

Cellular Locations

Cytoplasm
Lysosome

Biospecimen Locations

Not Available

Pathways

Not Available

Name	SMPDB/Pathwhiz	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

External Links

HMDB ID

HMDB0006535

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB111641

KNApSAcK ID

Not Available

Chemspider ID

28533652

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

70698368

PDB ID

Not Available

ChEBI ID

71553

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for beta-1,4-Mannosyl-N-acetylglucosamine (BMDB0006535)

Structure for BMDB0006535 (beta-1,4-Mannosyl-N-acetylglucosamine)