ChemFOnt: Showing chemical card for UDP-N-acetyl-alpha-D-glucosamine(2-) (CFc000043172)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:46:06 UTC

Chemfont ID

CFc000043172

Molecule Identification

Common Name

UDP-N-acetyl-alpha-D-glucosamine(2-)

Definition

UDP-N-acetyl-alpha-D-glucosamine(2-) is also known as UDP-N-Acetyl-a-D-glucosamine. UDP-N-acetyl-alpha-D-glucosamine(2-) is considered to be soluble (in water) and acidic

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Uridine diphosphoric acid-N-acetylgalactosamine	Generator
UDP-N-Acetyl-D-galactosamine	HMDB
UDP-N-Acetyl-delta-galactosamine	HMDB
UDP-N-Acetylgalactosamine	HMDB
Uridine 5'-diphospho-N-acetylgalactosamine	HMDB
Uridine diphosphate-N-acetyl-D-galactosamine	HMDB
Uridine diphosphate-N-acetyl-delta-galactosamine	HMDB
Uridine diphospho-2-acetamido-2-deoxy-D-galactose	HMDB
Uridine diphospho-2-acetamido-2-deoxy-delta-galactose	HMDB
Uridine diphospho-N-acetylgalactosamine	HMDB
Uridine diphosphoacetylgalactosamine	HMDB
Uridine pyrophosphate 2-acetamido-2-deoxy-a-D-galactopyranosyl ester	HMDB
Uridine pyrophosphate 2-acetamido-2-deoxy-alpha-D-galactopyranosyl ester	HMDB
Uridine pyrophosphate 2-acetamido-2-deoxy-alpha-delta-galactopyranosyl ester	HMDB
Uridine pyrophosphate N-acetyl-a-D-chondrosamine ester	HMDB
Uridine pyrophosphate N-acetyl-alpha-D-chondrosamine ester	HMDB
Uridine pyrophosphate N-acetyl-alpha-delta-chondrosamine ester	HMDB
Uridine pyrophosphoacetylgalactosamine	HMDB
Pyrophosphoacetylglucosamine, uridine	MeSH, HMDB
UDP Acetylglucosamine	MeSH, HMDB
Uridine diphospho-N-acetylglucosamine	MeSH, HMDB
Acetylgalactosamine, UDP	MeSH, HMDB
diphospho-N-Acetylglucosamine, uridine	MeSH, HMDB
Uridine diphosphate N acetylgalactosamine	MeSH, HMDB
Uridine diphosphate N acetylglucosamine	MeSH, HMDB
Uridine diphosphate N-acetylglucosamine	MeSH, HMDB
Diphosphate N-acetylglucosamine, uridine	MeSH, HMDB
UDPGNAc	MeSH, HMDB
Uridine diphosphate N-acetylgalactosamine	MeSH, HMDB
Acetylglucosamine, UDP	MeSH, HMDB
N-Acetylgalactosamine, uridine diphosphate	MeSH, HMDB
UDP Acetylgalactosamine	MeSH, HMDB
Uridine pyrophosphoacetylglucosamine	MeSH, HMDB
Uridine diphospho N acetylglucosamine	MeSH, HMDB
Diphosphate N-acetylgalactosamine, uridine	MeSH, HMDB
N-Acetylglucosamine, uridine diphosphate	MeSH, HMDB
N-[2-({[({[3,4-dihydroxy-5-(4-hydroxy-2-oxo-1,2-dihydropyrimidin-1-yl)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]ethanimidate	Generator, HMDB

Chemical Formula

C₁₇H₂₇N₃O₁₇P₂

Average Molecular Weight

607.3537

Monoisotopic Molecular Weight

607.081569477

IUPAC Name

[({[5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]({[3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})phosphinic acid

Traditional Name

{[5-(2,4-dioxo-3H-pyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy([3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy)phosphinic acid

CAS Registry Number

7277-98-7

SMILES

CC(O)=NC1C(OP(O)(=O)OP(O)(=O)OCC2OC(C(O)C2O)N2C=CC(O)=NC2=O)OC(CO)C(O)C1O

InChI Identifier

InChI=1S/C17H27N3O17P2/c1-6(22)18-10-13(26)11(24)7(4-21)35-16(10)36-39(31,32)37-38(29,30)33-5-8-12(25)14(27)15(34-8)20-3-2-9(23)19-17(20)28/h2-3,7-8,10-16,21,24-27H,4-5H2,1H3,(H,18,22)(H,29,30)(H,31,32)(H,19,23,28)

InChI Key

LFTYTUAZOPRMMI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrimidine nucleotide sugars. These are pyrimidine nucleotides bound to a saccharide derivative through the terminal phosphate group.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Pyrimidine nucleotides

Sub Class

Pyrimidine nucleotide sugars

Direct Parent

Pyrimidine nucleotide sugars

Alternative Parents

Substituents

Pyrimidine nucleotide sugar
Pyrimidine ribonucleoside diphosphate
Pentose phosphate
Pentose-5-phosphate
N-acyl-alpha-hexosamine
Glycosyl compound
N-glycosyl compound
Monosaccharide phosphate
Organic pyrophosphate
Pyrimidone
Monoalkyl phosphate
Hydropyrimidine
Monosaccharide
Organic phosphoric acid derivative
Oxane
Phosphoric acid ester
Pyrimidine
Alkyl phosphate
Vinylogous amide
Acetamide
Tetrahydrofuran
Heteroaromatic compound
Urea
Secondary carboxylic acid amide
Secondary alcohol
Carboxamide group
Lactam
Azacycle
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Organopnictogen compound
Organooxygen compound
Alcohol
Primary alcohol
Organic nitrogen compound
Organic oxygen compound
Organic oxide
Carbonyl group
Hydrocarbon derivative
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0062760)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	13 g/L	ALOGPS
logP	-1.7	ALOGPS
logP	-5.3	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	1.74	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	300.41 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	117.56 m³·mol⁻¹	ChemAxon
Polarizability	51.59 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0259722

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB021933

KNApSAcK ID

Not Available

Chemspider ID

1134

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

1167

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for UDP-N-acetyl-alpha-D-glucosamine(2-) (CFc000043172)

MOL for CFc000043172 (UDP-N-acetyl-alpha-D-glucosamine(2-))

3D MOL for CFc000043172 (UDP-N-acetyl-alpha-D-glucosamine(2-))

3D SDF for CFc000043172 (UDP-N-acetyl-alpha-D-glucosamine(2-))

3D-SDF for CFc000043172 (UDP-N-acetyl-alpha-D-glucosamine(2-))

PDB for CFc000043172 (UDP-N-acetyl-alpha-D-glucosamine(2-))

3D PDB for CFc000043172 (UDP-N-acetyl-alpha-D-glucosamine(2-))

SMILES for CFc000043172 (UDP-N-acetyl-alpha-D-glucosamine(2-))

INCHI for CFc000043172 (UDP-N-acetyl-alpha-D-glucosamine(2-))

Structure for CFc000043172 (UDP-N-acetyl-alpha-D-glucosamine(2-))

3D Structure for CFc000043172 (UDP-N-acetyl-alpha-D-glucosamine(2-))