Identification

Generic Name
4-Nitrocatechol
DrugBank Accession Number
DB03407
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Thumb
Weight
Average: 155.1082
Monoisotopic: 155.021857653
Chemical Formula
C6H5NO4
Synonyms
Not Available

Pharmacology

Indication

Not Available

Pharmacology
Reduce drug development failure rates
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Contraindications & Blackbox Warnings
Contraindications
Avoid life-threatening adverse drug events
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Avoid life-threatening adverse drug events & improve clinical decision support.
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Pharmacodynamics

Not Available

Mechanism of action
Not Available
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
Adverseeffects
Improve decision support & research outcomes
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Improve decision support & research outcomes with our structured adverse effects data.
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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
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as nitrophenols. These are compounds containing a nitrophenol moiety, which consists of a benzene ring bearing both a hydroxyl group and a nitro group on two different ring carbon atoms.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Phenols
Sub Class
Nitrophenols
Direct Parent
Nitrophenols
Alternative Parents
Nitrobenzenes / Nitroaromatic compounds / Catechols / 1-hydroxy-4-unsubstituted benzenoids / 1-hydroxy-2-unsubstituted benzenoids / Propargyl-type 1,3-dipolar organic compounds / Organic oxoazanium compounds / Organopnictogen compounds / Organooxygen compounds / Organonitrogen compounds
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Substituents
1-hydroxy-2-unsubstituted benzenoid / 1-hydroxy-4-unsubstituted benzenoid / Allyl-type 1,3-dipolar organic compound / Aromatic homomonocyclic compound / C-nitro compound / Catechol / Hydrocarbon derivative / Monocyclic benzene moiety / Nitroaromatic compound / Nitrobenzene
show 11 more
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
C-nitro compound, catechols (CHEBI:16318) / a catechol, a nitroaromatic compound (CPD-158)
Affected organisms
Not Available

Chemical Identifiers

UNII
SW60NG75EN
CAS number
3316-09-4
InChI Key
XJNPNXSISMKQEX-UHFFFAOYSA-N
InChI
InChI=1S/C6H5NO4/c8-5-2-1-4(7(10)11)3-6(5)9/h1-3,8-9H
IUPAC Name
4-nitrobenzene-1,2-diol
SMILES
OC1=CC=C(C=C1O)[N+]([O-])=O

References

General References
Not Available
Human Metabolome Database
HMDB0002916
KEGG Compound
C02235
PubChem Compound
3505109
PubChem Substance
46507363
ChemSpider
2745027
ChEBI
16318
ChEMBL
CHEMBL42423
ZINC
ZINC000034800312
PDBe Ligand
4NC
PDB Entries
1eoc / 1no3 / 2buu / 2buz / 3lxv / 3ojk / 3vsi / 4ghe / 4ghf / 4ghh
show 10 more

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
PropertyValueSource
melting point (°C)174-176 °CPhysProp
logP1.66HANSCH,C ET AL. (1995)
Predicted Properties
PropertyValueSource
Water Solubility7.76 mg/mLALOGPS
logP1.26ALOGPS
logP1.31ChemAxon
logS-1.3ALOGPS
pKa (Strongest Acidic)7.17ChemAxon
pKa (Strongest Basic)-6.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area86.28 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity37.34 m3·mol-1ChemAxon
Polarizability13.07 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.7727
Blood Brain Barrier-0.7894
Caco-2 permeable-0.5138
P-glycoprotein substrateNon-substrate0.8146
P-glycoprotein inhibitor INon-inhibitor0.8139
P-glycoprotein inhibitor IINon-inhibitor0.9912
Renal organic cation transporterNon-inhibitor0.9325
CYP450 2C9 substrateNon-substrate0.7829
CYP450 2D6 substrateNon-substrate0.8455
CYP450 3A4 substrateNon-substrate0.5104
CYP450 1A2 substrateNon-inhibitor0.8764
CYP450 2C9 inhibitorInhibitor0.694
CYP450 2D6 inhibitorNon-inhibitor0.9372
CYP450 2C19 inhibitorNon-inhibitor0.8907
CYP450 3A4 inhibitorNon-inhibitor0.8514
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.8
Ames testNon AMES toxic0.5344
CarcinogenicityNon-carcinogens0.6818
BiodegradationNot ready biodegradable0.7337
Rat acute toxicity2.3991 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.7996
hERG inhibition (predictor II)Non-inhibitor0.8547
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-MSNot Available
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-001s-1950000000-faaf15fd1ec113f2b54e
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

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