3-methyl-benzene-1,2-diol

Identification

Name
3-methyl-benzene-1,2-diol
Accession Number
DB03454  (EXPT02120)
Type
Small Molecule
Groups
Experimental
Description

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.

Structure
Thumb
Synonyms
Not Available
External IDs
NSC-66523
Categories
Not Available
UNII
0HUZ4Q9R8C
CAS number
488-17-5
Weight
Average: 124.1372
Monoisotopic: 124.0524295
Chemical Formula
C7H8O2
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

Pharmacology

Indication
Not Available
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
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
KEGG Compound
C02923
PubChem Compound
340
PubChem Substance
46506813
ChemSpider
333
ChEBI
18404
ChEMBL
CHEMBL1173328
HET
MBD
PDB Entries
1knf / 2wl9 / 3hjq

Clinical Trials

Clinical Trials
Not Available

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-MSNot Available
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/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

Taxonomy

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
O-cresol / M-cresol / Catechol / 1-hydroxy-4-unsubstituted benzenoid / 1-hydroxy-2-unsubstituted benzenoid / Toluene / Monocyclic benzene moiety / Organic oxygen compound / Hydrocarbon derivative / Organooxygen compound
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
methylcatechol (CHEBI:18404) / a catechol (CPD-111)

Targets

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. [PubMed:17139284]
  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. [PubMed:17016423]

Drug created on June 13, 2005 07:24 / Updated on November 02, 2018 05:35