NAV

N-acetyl-beta-D-galactosamine 6-sulfate

Identification

Generic Name
N-acetyl-beta-D-galactosamine 6-sulfate
DrugBank Accession Number
DB02186
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 301.271
Monoisotopic: 301.046751773
Chemical Formula
C8H15NO9S
Synonyms
  • 2-(acetylamino)-2-deoxy-6-O-sulfo-β-D-galactopyranose
  • N-Acetyl-D-galactosamine 6-sulfate
  • N-acetyl-β-D-galactosamine 6-sulfate
  • β-D-GalpNAc6S
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UChondroitinase-ACNot AvailablePedobacter heparinus (strain ATCC 13125 / DSM 2366 / NCIB 9290)
UHyaluronate lyaseNot AvailableStreptococcus pneumoniae serotype 4 (strain ATCC BAA-334 / TIGR4)
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/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 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
N-acyl-alpha-hexosamines / Hexoses / Monosaccharide sulfates / Sulfuric acid monoesters / Alkyl sulfates / Oxanes / Acetamides / 1,2-diols / Secondary carboxylic acid amides / Secondary alcohols
show 7 more
Substituents
1,2-diol / Acetamide / Acylaminosugar / Alcohol / Aliphatic heteromonocyclic compound / Alkyl sulfate / Carbonyl group / Carboxamide group / Carboxylic acid derivative / Hemiacetal
show 19 more
Molecular Framework
Aliphatic heteromonocyclic compounds
External Descriptors
galactosamine sulfate (CHEBI:44395)
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
157296-99-6
InChI Key
WJFVEEAIYIOATH-JAJWTYFOSA-N
InChI
InChI=1S/C8H15NO9S/c1-3(10)9-5-7(12)6(11)4(18-8(5)13)2-17-19(14,15)16/h4-8,11-13H,2H2,1H3,(H,9,10)(H,14,15,16)/t4-,5-,6+,7-,8-/m1/s1
IUPAC Name
{[(2R,3R,4R,5R,6R)-5-acetamido-3,4,6-trihydroxyoxan-2-yl]methoxy}sulfonic acid
SMILES
CC(=O)N[C@H]1[C@H](O)O[C@H](COS(O)(=O)=O)[C@H](O)[C@@H]1O

References

General References
Not Available
KEGG Compound
C04255
PubChem Compound
440271
PubChem Substance
46506362
ChemSpider
389247
ChEBI
44395
ZINC
ZINC000004096360
PDBe Ligand
NG6
PDB Entries
1hmw / 1ojn / 1ojp / 3ank / 5gx7 / 6s20 / 7eir

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

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
PropertyValueSource
Water Solubility44.5 mg/mLALOGPS
logP-2ALOGPS
logP-5Chemaxon
logS-0.83ALOGPS
pKa (Strongest Acidic)-2.1Chemaxon
pKa (Strongest Basic)-1.4Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count8Chemaxon
Hydrogen Donor Count5Chemaxon
Polar Surface Area162.62 Å2Chemaxon
Rotatable Bond Count4Chemaxon
Refractivity57.02 m3·mol-1Chemaxon
Polarizability26.56 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption-0.9424
Blood Brain Barrier-0.7136
Caco-2 permeable-0.6529
P-glycoprotein substrateNon-substrate0.8184
P-glycoprotein inhibitor INon-inhibitor0.6984
P-glycoprotein inhibitor IINon-inhibitor0.9795
Renal organic cation transporterNon-inhibitor0.9593
CYP450 2C9 substrateNon-substrate0.7607
CYP450 2D6 substrateNon-substrate0.8222
CYP450 3A4 substrateNon-substrate0.5578
CYP450 1A2 substrateNon-inhibitor0.8257
CYP450 2C9 inhibitorNon-inhibitor0.8332
CYP450 2D6 inhibitorNon-inhibitor0.9039
CYP450 2C19 inhibitorNon-inhibitor0.8099
CYP450 3A4 inhibitorNon-inhibitor0.9659
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9537
Ames testNon AMES toxic0.5764
CarcinogenicityNon-carcinogens0.7477
BiodegradationReady biodegradable0.6562
Rat acute toxicity2.2514 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9532
hERG inhibition (predictor II)Non-inhibitor0.8513
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-001i-4930000000-68022d4d29179e0c8e16
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-0udi-0009000000-6933d971a60fc898dc0a
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-0udi-0219000000-55c3aac4c604be5f3480
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-0002-6900000000-0b66df1afee876f53414
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-0002-9500000000-ed9b91582dc0c0984995
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-0002-9200000000-243a4bcb2c54d82f6d4c
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0ue9-0096000000-0a0e98c709e97509603d
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0f7k-5594000000-bc70c1fca9a3ab7e4771
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0w29-0970000000-a4876f3ce21070eb3360
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0002-9110000000-9f7d80e324dc7bfeb033
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0f89-9610000000-26b7110700f33125f280
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0002-9500000000-c1c3c15f8abdffeee87d
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-169.0594961
predicted
DarkChem Lite v0.1.0
[M-H]-163.3268
predicted
DeepCCS 1.0 (2019)
[M+H]+169.2497961
predicted
DarkChem Lite v0.1.0
[M+H]+165.68481
predicted
DeepCCS 1.0 (2019)
[M+Na]+168.7149961
predicted
DarkChem Lite v0.1.0
[M+Na]+173.14597
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Chondroitinase-AC
Kind
Protein
Organism
Pedobacter heparinus (strain ATCC 13125 / DSM 2366 / NCIB 9290)
Pharmacological action
Unknown
General Function
Metal ion binding
Specific Function
Not Available
Gene Name
cslA
Uniprot ID
Q59288
Uniprot Name
Chondroitinase-AC
Molecular Weight
79693.285 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]
Details2. Hyaluronate lyase
Kind
Protein
Organism
Streptococcus pneumoniae serotype 4 (strain ATCC BAA-334 / TIGR4)
Pharmacological action
Unknown
General Function
Hyaluronate lyase activity
Specific Function
Not Available
Gene Name
Not Available
Uniprot ID
Q54873
Uniprot Name
Hyaluronate lyase
Molecular Weight
120770.645 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]

Drug created at June 13, 2005 13:24 / Updated at December 11, 2021 01:26