Identification
- Generic Name
- Uridine-Diphosphate-N-Acetylgalactosamine
- DrugBank Accession Number
- DB02196
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for Uridine-Diphosphate-N-Acetylgalactosamine (DB02196)
- Weight
- Average: 607.3537
Monoisotopic: 607.081569477 - Chemical Formula
- C17H27N3O17P2
- Synonyms
- Not Available
Pharmacology
- Indication
Not Available
Reduce drug development failure ratesBuild, train, & validate machine-learning modelswith evidence-based and structured datasets.Build, train, & validate predictive machine-learning models with structured datasets.- Contraindications & Blackbox Warnings
Prevent Adverse Drug Events TodayTap into our Clinical API for life-saving information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.Avoid life-threatening adverse drug events with our Clinical API- 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
Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!Improve decision support & research outcomes with our structured adverse effects data.- Toxicity
Not Available
- Pathways
- Not Available
- Pharmacogenomic Effects/ADRs
- Not Available
Interactions
- Drug Interactions
- 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 by Classyfire
- Description
- This compound 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
- 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
- General References
- Not Available
- External Links
- 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 14 more
Clinical Trials
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
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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Use our structured and evidence-based datasets to unlock newinsights and accelerate drug research.
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- 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
- Molecular Weight
- 58768.705 Da
References
- 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
- Molecular Weight
- 38281.435 Da
References
- 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
- Molecular Weight
- 42244.235 Da
References
- 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
- Molecular Weight
- 40933.555 Da
References
Details5. 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
- Molecular Weight
- 37814.49 Da
References
- 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
- Molecular Weight
- 37465.365 Da
References
- Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
- 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]
- 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]
Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52