NAV

4-Methyl-1,2-Benzenediol

Identification

Generic Name
4-Methyl-1,2-Benzenediol
DrugBank Accession Number
DB04120
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 124.1372
Monoisotopic: 124.0524295
Chemical Formula
C7H8O2
Synonyms
Not Available
External IDs
  • HMDB00873
  • NSC-17489
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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
UNicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferaseNot AvailableSalmonella typhimurium (strain LT2 / SGSC1412 / ATCC 700720)
UCatechol 1,2-dioxygenaseNot AvailableAcinetobacter sp. (strain ADP1)
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
Para 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 / Organic oxygen compound / Organooxygen compound / P-cresol
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
methylcatechol (CHEBI:17254) / a catechol (4-METHYLCATECHOL)
Affected organisms
Not Available

Chemical Identifiers

UNII
12GLI7JGB3
CAS number
452-86-8
InChI Key
ZBCATMYQYDCTIZ-UHFFFAOYSA-N
InChI
InChI=1S/C7H8O2/c1-5-2-3-6(8)7(9)4-5/h2-4,8-9H,1H3
IUPAC Name
4-methylbenzene-1,2-diol
SMILES
CC1=CC=C(O)C(O)=C1

References

General References
Not Available
Human Metabolome Database
HMDB0000873
KEGG Compound
C06730
PubChem Compound
9958
PubChem Substance
46507108
ChemSpider
9564
ChEBI
17254
ChEMBL
CHEMBL158766
ZINC
ZINC000013512210
PDBe Ligand
MCT
PDB Entries
1dmh / 1l4g / 2ehz / 3fw5 / 3hpy / 4k7n / 5znh

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)65 °CPhysProp
boiling point (°C)251 °CPhysProp
logP1.37HANSCH,C ET AL. (1995)
Predicted Properties
PropertyValueSource
Water Solubility37.9 mg/mLALOGPS
logP1.02ALOGPS
logP1.88Chemaxon
logS-0.52ALOGPS
pKa (Strongest Acidic)9.55Chemaxon
pKa (Strongest Basic)-6.2Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count2Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area40.46 Å2Chemaxon
Rotatable Bond Count0Chemaxon
Refractivity35.06 m3·mol-1Chemaxon
Polarizability12.82 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-4900000000-2d8d69f64905f6f9396e
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-014i-1930000000-6225053efa0739efca3d
MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)LC-MS/MSsplash10-0a6r-1900000000-9045a710867168d6cc51
MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)LC-MS/MSsplash10-004i-9000000000-0e20b47a091c0b3e39ab
MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)LC-MS/MSsplash10-004i-9000000000-0e20b47a091c0b3e39ab
MS/MS Spectrum - , negativeLC-MS/MSsplash10-00di-0900000000-7db9fcc9e56ad8a39080
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-004i-9400000000-6a850d530bb1204101b8
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-00di-0900000000-8a70d7fe81b584d12338
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-00xr-9500000000-dab7b23b1aab89c932ed
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-056r-9400000000-c3c89871e48c4408df14
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0fvi-9000000000-c9dba158cba495c60246
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-00kf-9000000000-c854960e38914bdbd115
1H NMR Spectrum1D NMRNot Applicable
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
[1H,13C] 2D NMR Spectrum2D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-123.486964
predicted
DarkChem Lite v0.1.0
[M-H]-123.533764
predicted
DarkChem Lite v0.1.0
[M-H]-123.573864
predicted
DarkChem Lite v0.1.0
[M-H]-120.495804
predicted
DeepCCS 1.0 (2019)
[M+H]+125.121564
predicted
DarkChem Lite v0.1.0
[M+H]+124.589564
predicted
DarkChem Lite v0.1.0
[M+H]+125.047164
predicted
DarkChem Lite v0.1.0
[M+H]+124.32765
predicted
DeepCCS 1.0 (2019)
[M+Na]+123.588864
predicted
DarkChem Lite v0.1.0
[M+Na]+123.508164
predicted
DarkChem Lite v0.1.0
[M+Na]+123.675264
predicted
DarkChem Lite v0.1.0
[M+Na]+133.32965
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase
Kind
Protein
Organism
Salmonella typhimurium (strain LT2 / SGSC1412 / ATCC 700720)
Pharmacological action
Unknown
General Function
Nicotinate-nucleotide-dimethylbenzimidazole phosphoribosyltransferase activity
Specific Function
Catalyzes the synthesis of alpha-ribazole-5'-phosphate from nicotinate mononucleotide (NAMN) and 5,6-dimethylbenzimidazole (DMB).
Gene Name
cobT
Uniprot ID
Q05603
Uniprot Name
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase
Molecular Weight
36612.305 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. Catechol 1,2-dioxygenase
Kind
Protein
Organism
Acinetobacter sp. (strain ADP1)
Pharmacological action
Unknown
General Function
Ferric iron binding
Specific Function
Not Available
Gene Name
catA
Uniprot ID
P07773
Uniprot Name
Catechol 1,2-dioxygenase
Molecular Weight
34347.02 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