NAV

4,4'-Dihydroxybenzophenone

Identification

Generic Name
4,4'-Dihydroxybenzophenone
DrugBank Accession Number
DB07635
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 214.2167
Monoisotopic: 214.062994186
Chemical Formula
C13H10O3
Synonyms
  • 4,4-Dihydroxybenzophenone
  • 4,4'-Dihydroxydiphenyl ketone
  • Bis(4-hydroxyphenyl) ketone
  • Bis(p-hydroxy)benzophenone
  • p,p'-Dihydroxybenzophenone
External IDs
  • NSC-2831
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
ULanosterol 14-alpha demethylaseNot AvailableMycobacterium tuberculosis
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 benzophenones. These are organic compounds containing a ketone attached to two phenyl groups.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Benzophenones
Direct Parent
Benzophenones
Alternative Parents
Diphenylmethanes / Aryl-phenylketones / Benzoyl derivatives / 1-hydroxy-2-unsubstituted benzenoids / Organic oxides / Hydrocarbon derivatives
Substituents
1-hydroxy-2-unsubstituted benzenoid / Aromatic homomonocyclic compound / Aryl ketone / Aryl-phenylketone / Benzophenone / Benzoyl / Diphenylmethane / Hydrocarbon derivative / Ketone / Organic oxide
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
benzophenones (CHEBI:34365)
Affected organisms
Not Available

Chemical Identifiers

UNII
HZR7D31SBY
CAS number
611-99-4
InChI Key
RXNYJUSEXLAVNQ-UHFFFAOYSA-N
InChI
InChI=1S/C13H10O3/c14-11-5-1-9(2-6-11)13(16)10-3-7-12(15)8-4-10/h1-8,14-15H
IUPAC Name
4-(4-hydroxybenzoyl)phenol
SMILES
OC1=CC=C(C=C1)C(=O)C1=CC=C(O)C=C1

References

General References
Not Available
KEGG Compound
C14220
PubChem Compound
69150
PubChem Substance
99444106
ChemSpider
62365
BindingDB
25807
ChEBI
34365
ChEMBL
CHEMBL194859
ZINC
ZINC000000028449
PDBe Ligand
DBE
Wikipedia
4,4%27-Dihydroxybenzophenone
PDB Entries
2vku

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 Solubility0.19 mg/mLALOGPS
logP2.77ALOGPS
logP2.83Chemaxon
logS-3ALOGPS
pKa (Strongest Acidic)7.55Chemaxon
pKa (Strongest Basic)-6.9Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area57.53 Å2Chemaxon
Rotatable Bond Count2Chemaxon
Refractivity60.6 m3·mol-1Chemaxon
Polarizability22.24 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9966
Blood Brain Barrier+0.555
Caco-2 permeable+0.9376
P-glycoprotein substrateNon-substrate0.6692
P-glycoprotein inhibitor INon-inhibitor0.9544
P-glycoprotein inhibitor IINon-inhibitor0.9613
Renal organic cation transporterNon-inhibitor0.8547
CYP450 2C9 substrateNon-substrate0.7728
CYP450 2D6 substrateNon-substrate0.9362
CYP450 3A4 substrateNon-substrate0.7241
CYP450 1A2 substrateInhibitor0.5098
CYP450 2C9 inhibitorNon-inhibitor0.6985
CYP450 2D6 inhibitorNon-inhibitor0.963
CYP450 2C19 inhibitorInhibitor0.5299
CYP450 3A4 inhibitorNon-inhibitor0.8104
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.5976
Ames testNon AMES toxic0.9417
CarcinogenicityNon-carcinogens0.7945
BiodegradationNot ready biodegradable0.6646
Rat acute toxicity1.2718 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9488
hERG inhibition (predictor II)Non-inhibitor0.9279
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 MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-03di-0090000000-83045c6ec550e38c9796
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-00xr-0970000000-80b93d7ef988ed4b0bad
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-03di-3090000000-5388c48a68056a27c2dd
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-00dl-8900000000-b9e7a44b1888fb5bf326
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-014l-4900000000-2a02185baf20fc8cb3de
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0006-9200000000-025fe9ac9e3b1a1f15bd
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]-158.1503239
predicted
DarkChem Lite v0.1.0
[M-H]-149.97609
predicted
DeepCCS 1.0 (2019)
[M+H]+158.7112239
predicted
DarkChem Lite v0.1.0
[M+H]+152.37167
predicted
DeepCCS 1.0 (2019)
[M+Na]+158.1089239
predicted
DarkChem Lite v0.1.0
[M+Na]+158.32187
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Lanosterol 14-alpha demethylase
Kind
Protein
Organism
Mycobacterium tuberculosis
Pharmacological action
Unknown
General Function
Sterol 14-demethylase activity
Specific Function
Catalyzes C14-demethylation of lanosterol which is critical for ergosterol biosynthesis. It transforms lanosterol into 4,4'-dimethyl cholesta-8,14,24-triene-3-beta-ol.
Gene Name
ERG11
Uniprot ID
P10614
Uniprot Name
Lanosterol 14-alpha demethylase
Molecular Weight
60719.765 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]

Drug created at September 15, 2010 21:24 / Updated at June 12, 2020 16:52