NAV

4-NITROPHENYL-(6-S-ALPHA-D-XYLOPYRANOSYL)-BETA-D-GLUCOPYRANOSIDE

Identification

Generic Name
4-NITROPHENYL-(6-S-ALPHA-D-XYLOPYRANOSYL)-BETA-D-GLUCOPYRANOSIDE
DrugBank Accession Number
DB04807
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 449.43
Monoisotopic: 449.099181273
Chemical Formula
C17H23NO11S
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UAlpha-xylosidaseNot AvailableEscherichia coli (strain K12)
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 phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.
Kingdom
Organic compounds
Super Class
Organic oxygen compounds
Class
Organooxygen compounds
Sub Class
Carbohydrates and carbohydrate conjugates
Direct Parent
Phenolic glycosides
Alternative Parents
Thio-linked disaccharides / O-glycosyl compounds / Nitrobenzenes / Nitroaromatic compounds / Phenoxy compounds / Phenol ethers / Oxanes / Monothioacetals / Secondary alcohols / Acetals
show 10 more
Substituents
Acetal / Alcohol / Allyl-type 1,3-dipolar organic compound / Aromatic heteromonocyclic compound / Benzenoid / C-nitro compound / Disaccharide / Hydrocarbon derivative / Monocyclic benzene moiety / Monothioacetal
show 23 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
HQYVHBCTLFPWRQ-ZMFOIVQCSA-N
InChI
InChI=1S/C17H23NO11S/c19-9-5-27-17(15(24)11(9)20)30-6-10-12(21)13(22)14(23)16(29-10)28-8-3-1-7(2-4-8)18(25)26/h1-4,9-17,19-24H,5-6H2/t9-,10-,11+,12-,13+,14-,15-,16-,17-/m1/s1
IUPAC Name
(2S,3R,4S,5S,6S)-2-(4-nitrophenoxy)-6-({[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]sulfanyl}methyl)oxane-3,4,5-triol
SMILES
O[C@@H]1CO[C@H](SC[C@H]2O[C@@H](OC3=CC=C(C=C3)[N+]([O-])=O)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H]1O

References

General References
Not Available
PubChem Compound
6102810
PubChem Substance
46509046
ChemSpider
4810311
ZINC
ZINC000012504521
PDBe Ligand
XTG
PDB Entries
2f2h

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 Solubility14.0 mg/mLALOGPS
logP-0.85ALOGPS
logP-1.3Chemaxon
logS-1.5ALOGPS
pKa (Strongest Acidic)12.04Chemaxon
pKa (Strongest Basic)-3.5Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count11Chemaxon
Hydrogen Donor Count6Chemaxon
Polar Surface Area192.21 Å2Chemaxon
Rotatable Bond Count6Chemaxon
Refractivity99.28 m3·mol-1Chemaxon
Polarizability41.54 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption-0.9685
Blood Brain Barrier-0.6379
Caco-2 permeable-0.607
P-glycoprotein substrateNon-substrate0.6192
P-glycoprotein inhibitor INon-inhibitor0.5258
P-glycoprotein inhibitor IINon-inhibitor0.9198
Renal organic cation transporterNon-inhibitor0.8501
CYP450 2C9 substrateNon-substrate0.7851
CYP450 2D6 substrateNon-substrate0.8194
CYP450 3A4 substrateSubstrate0.5225
CYP450 1A2 substrateNon-inhibitor0.6155
CYP450 2C9 inhibitorNon-inhibitor0.7216
CYP450 2D6 inhibitorNon-inhibitor0.8325
CYP450 2C19 inhibitorNon-inhibitor0.6493
CYP450 3A4 inhibitorNon-inhibitor0.9251
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.7376
Ames testNon AMES toxic0.5766
CarcinogenicityNon-carcinogens0.8458
BiodegradationNot ready biodegradable0.9811
Rat acute toxicity2.5345 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8598
hERG inhibition (predictor II)Non-inhibitor0.6975
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 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-190.08516
predicted
DeepCCS 1.0 (2019)
[M+H]+191.91005
predicted
DeepCCS 1.0 (2019)
[M+Na]+197.51588
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Alpha-xylosidase
Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
Unknown
General Function
Xyloglucan 1,6-alpha-xylosidase activity
Specific Function
Can catalyze the transfer of alpha-xylosyl residue from alpha-xyloside to xylose, glucose, mannose, fructose, maltose, isomaltose, nigerose, kojibiose, sucrose and trehalose.
Gene Name
yicI
Uniprot ID
P31434
Uniprot Name
Alpha-xylosidase
Molecular Weight
88078.905 Da

Drug created at September 11, 2007 17:49 / Updated at June 12, 2020 16:52