NAV

Uridine-Diphosphate-N-Acetylgalactosamine

Identification

Generic Name
Uridine-Diphosphate-N-Acetylgalactosamine
DrugBank Accession Number
DB02196
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
 3D
Similar Structures
Weight
Average: 607.3537
Monoisotopic: 607.081569477
Chemical Formula
C17H27N3O17P2
Synonyms
Not Available

Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
Target Actions Organism
UUDP-N-acetylhexosamine pyrophosphorylase Not Available Humans
UUDP-glucose 4-epimerase Not Available Humans
UUDP-N-acetylglucosamine 2-epimerase Not Available Escherichia coli (strain K12)
UHisto-blood group ABO system transferase Not Available Humans
UUDP-N-acetylglucosamine--N-acetylmuramyl-(pentapeptide) pyrophosphoryl-undecaprenol N-acetylglucosamine transferase Not Available Escherichia coli (strain K12)
UExostosin-like 2 Not Available Humans
UWbpP Not Available Pseudomonas aeruginosa
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRsBrowse all" title="" id="snp-actions-info" class="drug-info-popup" href="javascript:void(0);">
Not Available

的相互作用

Drug InteractionsLearn More" title="" id="structured-interactions-info" class="drug-info-popup" href="javascript:void(0);">
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Not Available
Chemical TaxonomyProvided byClassyfire
Description
这种化合物属于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
Pyrimidine ribonucleoside diphosphates/Pentose phosphates/N-acyl-alpha-hexosamines/Glycosylamines/Monosaccharide phosphates/Organic pyrophosphates/Monoalkyl phosphates/Pyrimidones/Hydropyrimidines/Oxanes
show 16 more
Substituents
Acetamide/Alcohol/Alkyl phosphate/Aromatic heteromonocyclic compound/Azacycle/Carbonyl group/Carboxamide group/Carboxylic acid derivative/Glycosyl compound/Heteroaromatic compound
show 32 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
UDP-N-acetyl-D-galactosamine (CHEBI:67168)
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
LFTYTUAZOPRMMI-NESSUJCYSA-N
InChI
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)/t7-,8-,10-,11+,12-,13-,14-,15-,16-/m1/s1
IUPAC Name
{[(2R,3S,4R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}[({[(2R,3R,4R,5R,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}(hydroxy)phosphoryl)oxy]phosphinic acid
SMILES
CC(=O)N[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@@H]1O[P@](O)(=O)O[P@](O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(=O)NC1=O

References

一般References
Not Available
Human Metabolome Database
HMDB0060522
PubChem Compound
23700
PubChem Substance
46508676
ChemSpider
22161
ChEBI
67168
ZINC
ZINC000008551132
PDBe Ligand
UD2
PDB Entries
1jv3/1jvg/1omz/1oqm/1r81/1sb8/2z87/3lu1/3ruc/3swi…
show 11 more

Clinical Trials

Clinical TrialsLearn More" title="" id="clinical-trials-info" class="drug-info-popup" href="javascript:void(0);">
Phase Status Purpose Conditions Count

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
Property Value Source
Water Solubility 11.4 mg/mL ALOGPS
logP -1.4 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 51.05 Å3 ChemAxon
Number of Rings 3 ChemAxon
Bioavailability 0 ChemAxon
Rule of Five No ChemAxon
Ghose Filter No ChemAxon
Veber's Rule No ChemAxon
MDDR-like Rule Yes ChemAxon
Predicted ADMET Features
Property Value Probability
Human Intestinal Absorption - 0.9428
Blood Brain Barrier - 0.6722
Caco-2 permeable - 0.8058
P-glycoprotein substrate Non-substrate 0.6736
P-glycoprotein inhibitor I Non-inhibitor 0.8213
P-glycoprotein inhibitor II Non-inhibitor 0.9728
Renal organic cation transporter Non-inhibitor 0.9423
CYP450 2C9 substrate Non-substrate 0.5768
CYP450 2D6 substrate Non-substrate 0.8558
CYP450 3A4 substrate Non-substrate 0.5166
CYP450 1A2 substrate Non-inhibitor 0.8604
CYP450 2C9 inhibitor Non-inhibitor 0.8426
CYP450 2D6 inhibitor Non-inhibitor 0.8425
CYP450 2C19 inhibitor Non-inhibitor 0.7877
CYP450 3A4 inhibitor Inhibitor 0.5327
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.7107
Ames test Non AMES toxic 0.7602
Carcinogenicity Non-carcinogens 0.8747
Biodegradation Not ready biodegradable 0.6335
Rat acute toxicity 2.3962 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.9511
hERG inhibition (predictor II) Non-inhibitor 0.5183
ADMET data is predicted usingadmetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
Spectrum Spectrum Type Splash Key
Predicted GC-MS Spectrum - GC-MS Predicted GC-MS Not Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS Not Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS Not Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS Not Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS Not Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS Not Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS Not Available
LC-MS/MS Spectrum - LC-ESI-QTOF , negative LC-MS/MS splash10-0a4i-5332109000-51407a00f408770ec019
LC-MS/MS Spectrum - LC-ESI-QTOF , negative LC-MS/MS splash10-05cr-5796100000-28a7cdf50cd872a70c19
LC-MS/MS Spectrum - LC-ESI-QTOF , positive LC-MS/MS splash10-0udr-1960000000-6ceaa442b144ea3c15f7

Targets

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Details 1.UDP-N-acetylhexosamine pyrophosphorylase
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Udp-n-acetylglucosamine diphosphorylase activity
Specific Function
Converts UDP and GlcNAc-1-P into UDP-GlcNAc, and UDP and GalNAc-1-P into UDP-GalNAc. Isoform AGX1 has 2 to 3 times higher activity towards GalNAc-1-P, while isoform AGX2 has 8 times more activity t...
Gene Name
UAP1
Uniprot ID
Q16222
Uniprot Name
UDP-N-acetylhexosamine pyrophosphorylase
分子量
58768.705 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
  2. 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. [Article]
Details 2.UDP-glucose 4-epimerase
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Udp-n-acetylglucosamine 4-epimerase activity
Specific Function
Catalyzes two distinct but analogous reactions: the reversible epimerization of UDP-glucose to UDP-galactose and the reversible epimerization of UDP-N-acetylglucosamine to UDP-N-acetylgalactosamine...
Gene Name
GALE
Uniprot ID
Q14376
Uniprot Name
UDP-glucose 4-epimerase
分子量
38281.435 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
  2. 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. [Article]
Details 3.UDP-N-acetylglucosamine 2-epimerase
Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
Unknown
General Function
Udp-n-acetylglucosamine 2-epimerase activity
Specific Function
Catalyzes the reversible epimerization at C-2 of UDP-N-acetylglucosamine (UDP-GlcNAc) and thereby provides bacteria with UDP-N-acetylmannosamine (UDP-ManNAc), the activated donor of ManNAc residues...
Gene Name
wecB
Uniprot ID
P27828
Uniprot Name
UDP-N-acetylglucosamine 2-epimerase
分子量
42244.235 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
  2. 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. [Article]
Details 4.Histo-blood group ABO system transferase
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Metal ion binding
Specific Function
This protein is the basis of the ABO blood group system. The histo-blood group ABO involves three carbohydrate antigens: A, B, and H. A, B, and AB individuals express a glycosyltransferase activity...
Gene Name
ABO
Uniprot ID
P16442
Uniprot Name
Histo-blood group ABO system transferase
分子量
40933.555 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
  2. 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. [Article]
Details 5.UDP-N-acetylglucosamine--N-acetylmuramyl-(pentapeptide) pyrophosphoryl-undecaprenol N-acetylglucosamine transferase
Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
Unknown
General Function
Undecaprenyldiphospho-muramoylpentapeptide beta-n-acetylglucosaminyltransferase activity
Specific Function
Cell wall formation. Catalyzes the transfer of a GlcNAc subunit on undecaprenyl-pyrophosphoryl-MurNAc-pentapeptide (lipid intermediate I) to form undecaprenyl-pyrophosphoryl-MurNAc-(pentapeptide)Gl...
Gene Name
murG
Uniprot ID
P17443
Uniprot Name
UDP-N-acetylglucosamine--N-acetylmuramyl-(pentapeptide) pyrophosphoryl-undecaprenol N-acetylglucosamine transferase
分子量
37814.49 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
  2. 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. [Article]
Details 6.Exostosin-like 2
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Metal ion binding
Specific Function
Glycosyltransferase required for the biosynthesis of heparan-sulfate and responsible for the alternating addition of beta-1-4-linked glucuronic acid (GlcA) and alpha-1-4-linked N-acetylglucosamine ...
Gene Name
EXTL2
Uniprot ID
Q9UBQ6
Uniprot Name
Exostosin-like 2
分子量
37465.365 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
  2. 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. [Article]
  3. 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. [Article]
Details 7.WbpP
Kind
Protein
Organism
Pseudomonas aeruginosa
Pharmacological action
Unknown
General Function
Racemase and epimerase activity, acting on carbohydrates and derivatives
Specific Function
Not Available
Gene Name
Not Available
Uniprot ID
Q8KN66
Uniprot Name
WbpP
分子量
37748.31 Da

Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52