Benzophenone

Identification

Name
Benzophenone
Accession Number
DB01878  (EXPT00794)
Type
Small Molecule
Groups
Approved
Description

Benzophenone is the organic compound. Substituted benzophenones such as oxybenzone and dioxybenzone are used in sunscreen.

Structure
Thumb
Synonyms
  • Benzoylbenzene
  • Diphenyl ketone
  • Diphenylmethanone
  • Phenyl ketone
External IDs
FEMA NO. 2134 / NSC-8077
Mixture Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing End
Daily Moisturizing SPF 15Benzophenone (30 mg/mL) + Octinoxate (75 mg/mL) + Octisalate (30 mg/mL)CreamTopicalVivier Pharma2015-10-26Not applicableUs
MetasolBenzophenone (.05 g/50g) + Hydroquinone (1 g/50g)GelTopicalInternational Beauty Exchange2011-01-01Not applicableUs
Moisturizing SunblockBenzophenone (3 g/100g) + Octinoxate (6 g/100g) + Titanium dioxide (8 g/100g)LotionTopicalVienna Health And Beauty Corporation2010-07-01Not applicableUs
Nanocare Moisturizing Sunscreen SPF 50Benzophenone (60 mg/mL) + Avobenzone (30 mg/mL) + Homosalate (100 mg/mL) + Octisalate (50 mg/mL) + Octocrylene (80 mg/mL)LotionTopicalDeramzone Solutions, Inc.2012-10-15Not applicableUs
Sun Defense SPF 30Benzophenone (3.0 %) + Octinoxate (7.5 %) + Octisalate (3.0 %) + Titanium dioxide (4.0 %)CreamTopicalKeyano International Inc.2006-08-182014-08-26Canada
Sunscreen SPF30Benzophenone (.5 g/100g) + Avobenzone (.75 g/100g) + Ethylhexyl methoxycrylene (1.25 g/100g) + Peg-100 stearate (2.5 g/100g) + Titanium dioxide (4 g/100g)LiquidTopicalNINGBO JIANGBEI OCEAN STAR TRADING CO.,LTD2015-02-20Not applicableUs
Categories
UNII
701M4TTV9O
CAS number
119-61-9
Weight
Average: 182.2179
Monoisotopic: 182.073164942
Chemical Formula
C13H10O
InChI Key
RWCCWEUUXYIKHB-UHFFFAOYSA-N
InChI
InChI=1S/C13H10O/c14-13(11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10H
IUPAC Name
diphenylmethanone
SMILES
O=C(C1=CC=CC=C1)C1=CC=CC=C1

Pharmacology

Indication
Not Available
Structured Indications
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UEstrogen receptor alphaNot AvailableHuman
UEstrogen receptor betaNot AvailableHuman
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
DrugInteractionDrug group
Porfimer sodiumBenzophenone may increase the photosensitizing activities of Porfimer sodium.Approved, Investigational
VerteporfinBenzophenone may increase the photosensitizing activities of Verteporfin.Approved, Investigational
Food Interactions
Not Available

References

Synthesis Reference

Mitsuru Kondo, Hiroshi Iwasaki, Kiyoshi Yasui, Makoto Miyake, "Process for preparing benzophenone derivatives." U.S. Patent US4323700, issued September, 1963.

US4323700
General References
Not Available
External Links
Human Metabolome Database
HMDB32049
KEGG Compound
C06354
PubChem Compound
3102
PubChem Substance
46507784
ChemSpider
2991
BindingDB
22726
ChEBI
41308
ChEMBL
CHEMBL90039
HET
BZQ
Wikipedia
Benzophenone
ATC Codes
Not Available
AHFS Codes
Not Available
PDB Entries
FDA label
Not Available
MSDS
Not Available

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
FormRouteStrength
CreamTopical
GelTopical
LotionTopical
LiquidTopical
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
PropertyValueSource
melting point (°C)47.8 °CPhysProp
boiling point (°C)305.4 °CPhysProp
water solubility137 mg/L (at 25 °C)YALKOWSKY,SH & DANNENFELSER,RM (1992)
logP3.18HANSCH,C ET AL. (1995)
Predicted Properties
PropertyValueSource
Water Solubility0.0401 mg/mLALOGPS
logP3.03ALOGPS
logP3.43ChemAxon
logS-3.7ALOGPS
pKa (Strongest Basic)-7.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 Å2ChemAxon
Rotatable Bond Count2ChemAxon
Refractivity56.63 m3·mol-1ChemAxon
Polarizability20.19 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9974
Blood Brain Barrier+0.9841
Caco-2 permeable+0.9389
P-glycoprotein substrateNon-substrate0.7743
P-glycoprotein inhibitor INon-inhibitor0.8819
P-glycoprotein inhibitor IINon-inhibitor0.9486
Renal organic cation transporterNon-inhibitor0.7907
CYP450 2C9 substrateNon-substrate0.8005
CYP450 2D6 substrateNon-substrate0.9528
CYP450 3A4 substrateNon-substrate0.782
CYP450 1A2 substrateInhibitor0.8099
CYP450 2C9 inhibitorNon-inhibitor0.8791
CYP450 2D6 inhibitorNon-inhibitor0.9505
CYP450 2C19 inhibitorNon-inhibitor0.5414
CYP450 3A4 inhibitorNon-inhibitor0.9524
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.6136
Ames testNon AMES toxic0.9741
CarcinogenicityNon-carcinogens0.6164
BiodegradationReady biodegradable0.6106
Rat acute toxicity1.8492 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9253
hERG inhibition (predictor II)Non-inhibitor0.9292
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-MSsplash10-0a6r-6900000000-b948527870febd59c85e
GC-MS Spectrum - EI-BGC-MSsplash10-0a6r-4900000000-93e6c7526327719d728d
GC-MS Spectrum - EI-BGC-MSsplash10-0a4i-3900000000-23d78741cacbe9443a57
GC-MS Spectrum - EI-BGC-MSsplash10-0a6r-6900000000-eb0842414a2a12ff24b3
GC-MS Spectrum - EI-BGC-MSsplash10-0a6r-7900000000-95f4bdf3395ce8c0bc20
GC-MS Spectrum - EI-BGC-MSsplash10-0a6r-6900000000-7c028c0aa3b44d2ee6be
Mass Spectrum (Electron Ionization)MSsplash10-0a6r-6900000000-e66f1faddf56bc55ae47
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
MS/MS Spectrum - ESI-ITFT , positiveLC-MS/MSsplash10-0a4i-0900000000-1f9db6636ef926e9a822
MS/MS Spectrum - APCI-ITFT , positiveLC-MS/MSsplash10-0a4i-0900000000-c08dc4bd854f23a10ab6
1H NMR Spectrum1D NMRNot Applicable
13C NMR Spectrum1D NMRNot Applicable

Taxonomy

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 / Organic oxides / Hydrocarbon derivatives
Substituents
Benzophenone / Aryl-phenylketone / Diphenylmethane / Aryl ketone / Benzoyl / Ketone / Organic oxygen compound / Organic oxide / Hydrocarbon derivative / Organooxygen compound
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
benzophenones (CHEBI:41308 )

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
Nuclear hormone receptor. The steroid hormones and their receptors are involved in the regulation of eukaryotic gene expression and affect cellular proliferation and differentiation in target tissu...
Gene Name
ESR1
Uniprot ID
P03372
Uniprot Name
Estrogen receptor
Molecular Weight
66215.45 Da
References
  1. Matsumoto H, Adachi S, Suzuki Y: [Estrogenic activity of ultraviolet absorbers and the related compounds]. Yakugaku Zasshi. 2005 Aug;125(8):643-52. [PubMed:16079615 ]
Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
Nuclear hormone receptor. Binds estrogens with an affinity similar to that of ESR1, and activates expression of reporter genes containing estrogen response elements (ERE) in an estrogen-dependent m...
Gene Name
ESR2
Uniprot ID
Q92731
Uniprot Name
Estrogen receptor beta
Molecular Weight
59215.765 Da
References
  1. Matsumoto H, Adachi S, Suzuki Y: [Estrogenic activity of ultraviolet absorbers and the related compounds]. Yakugaku Zasshi. 2005 Aug;125(8):643-52. [PubMed:16079615 ]

Drug created on June 13, 2005 07:24 / Updated on October 02, 2017 05:04