NAV

3-methyl-benzene-1,2-diol

Identification

Generic Name
3-methyl-benzene-1,2-diol
DrugBank Accession Number
DB03454
Background

3-methyl-benzene-1,2-diol is a solid. This compound belongs to the catechols. These are compounds containing a 1,2-benzenediol moeity. 3-methyl-benzene-1,2-diol targets the protein biphenyl-2,3-diol 1,2-dioxygenase.

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 124.1372
Monoisotopic: 124.0524295
Chemical Formula
C7H8O2
Synonyms
Not Available
External IDs
  • NSC-66523
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UBiphenyl-2,3-diol 1,2-dioxygenaseNot AvailableBurkholderia xenovorans (strain LB400)
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 catechols. These are compounds containing a 1,2-benzenediol moiety.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Phenols
Sub Class
Benzenediols
Direct Parent
Catechols
Alternative Parents
Ortho cresols / Meta cresols / Toluenes / 1-hydroxy-4-unsubstituted benzenoids / 1-hydroxy-2-unsubstituted benzenoids / Organooxygen compounds / Hydrocarbon derivatives
Substituents
1-hydroxy-2-unsubstituted benzenoid / 1-hydroxy-4-unsubstituted benzenoid / Aromatic homomonocyclic compound / Catechol / Hydrocarbon derivative / M-cresol / Monocyclic benzene moiety / O-cresol / Organic oxygen compound / Organooxygen compound
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
methylcatechol (CHEBI:18404) / a catechol (CPD-111)
Affected organisms
Not Available

Chemical Identifiers

UNII
0HUZ4Q9R8C
CAS number
488-17-5
InChI Key
PGSWEKYNAOWQDF-UHFFFAOYSA-N
InChI
InChI=1S/C7H8O2/c1-5-3-2-4-6(8)7(5)9/h2-4,8-9H,1H3
IUPAC Name
3-methylbenzene-1,2-diol
SMILES
CC1=CC=CC(O)=C1O

References

General References
Not Available
KEGG Compound
C02923
PubChem Compound
340
PubChem Substance
46506813
ChemSpider
333
ChEBI
18404
ChEMBL
CHEMBL1173328
ZINC
ZINC000013512198
PDBe Ligand
MBD
PDB Entries
1knf / 2wl9

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)68 °CPhysProp
boiling point (°C)241 °CPhysProp
Predicted Properties
PropertyValueSource
Water Solubility36.7 mg/mLALOGPS
logP1.03ALOGPS
logP1.88Chemaxon
logS-0.53ALOGPS
pKa (Strongest Acidic)9.59Chemaxon
pKa (Strongest Basic)-6.3Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count2Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area40.46 Å2Chemaxon
Rotatable Bond Count0Chemaxon
Refractivity35.06 m3·mol-1Chemaxon
Polarizability12.73 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9874
Blood Brain Barrier-0.5746
Caco-2 permeable+0.8697
P-glycoprotein substrateNon-substrate0.6474
P-glycoprotein inhibitor INon-inhibitor0.9675
P-glycoprotein inhibitor IINon-inhibitor0.9921
Renal organic cation transporterNon-inhibitor0.9182
CYP450 2C9 substrateNon-substrate0.7676
CYP450 2D6 substrateNon-substrate0.8059
CYP450 3A4 substrateNon-substrate0.6902
CYP450 1A2 substrateNon-inhibitor0.8081
CYP450 2C9 inhibitorNon-inhibitor0.8843
CYP450 2D6 inhibitorNon-inhibitor0.9635
CYP450 2C19 inhibitorNon-inhibitor0.9398
CYP450 3A4 inhibitorNon-inhibitor0.9502
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.7503
Ames testNon AMES toxic0.8067
CarcinogenicityNon-carcinogens0.8529
BiodegradationReady biodegradable0.5769
Rat acute toxicity2.4133 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9229
hERG inhibition (predictor II)Non-inhibitor0.8822
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-MSsplash10-00di-6900000000-0b15087afad3efcb530f
GC-MS Spectrum - EI-BGC-MSsplash10-00di-7900000000-30c68a9fce29834d697d
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-0gb9-1930000000-0e12a5db56662ebc8b3c
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a6r-2900000000-21ec02cd52fcd09121cc
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-00di-0900000000-be7819770024b27c2cac
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-00xr-9500000000-f4895f3d652ae157b2ae
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-056r-9600000000-9527a36f8af4ff981ceb
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0gdi-9000000000-1929548646f6e846a454
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-014i-9000000000-484450614d3a34c96dcc
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]-122.234264
predicted
DarkChem Lite v0.1.0
[M-H]-122.201064
predicted
DarkChem Lite v0.1.0
[M-H]-125.89752
predicted
DeepCCS 1.0 (2019)
[M+H]+123.844864
predicted
DarkChem Lite v0.1.0
[M+H]+123.300164
predicted
DarkChem Lite v0.1.0
[M+H]+128.00362
predicted
DeepCCS 1.0 (2019)
[M+Na]+122.504964
predicted
DarkChem Lite v0.1.0
[M+Na]+136.85109
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Biphenyl-2,3-diol 1,2-dioxygenase
Kind
Protein
Organism
Burkholderia xenovorans (strain LB400)
Pharmacological action
Unknown
General Function
Ferrous iron binding
Specific Function
Shows a preference for catechols with groups immediately adjacent to the hydroxyl substituents.
Gene Name
bphC
Uniprot ID
P47228
Uniprot Name
Biphenyl-2,3-diol 1,2-dioxygenase
Molecular Weight
32470.515 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 June 12, 2020 16:52