Benzophenone

Identification

Summary

Benzophenone is an ingredient used in sunscreens to absorb UV radiation.

Generic Name
Benzophenone
DrugBank Accession Number
DB01878
Background

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

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 182.2179
Monoisotopic: 182.073164942
Chemical Formula
C13H10O
Synonyms
  • Benzophenone
  • Benzoylbenzene
  • Diphenyl ketone
  • Diphenylmethanone
  • α-oxodiphenylmethane
  • α-oxoditane
External IDs
  • FEMA NO. 2134
  • NSC-8077

Pharmacology

Indication

Not Available

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Associated Conditions
Indication TypeIndicationCombined Product DetailsApproval LevelAge GroupPatient CharacteristicsDose Form
Used in combination for prophylaxis ofSunburn••• •••
Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UEstrogen receptor alphaNot AvailableHumans
UEstrogen receptor betaNot AvailableHumans
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.
DrugInteraction
PadeliporfinBenzophenone may increase the photosensitizing activities of Padeliporfin.
TretinoinThe risk or severity of adverse effects can be increased when Tretinoin is combined with Benzophenone.
Food Interactions
Not Available

Products

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Mixture Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing EndRegionImage
Complexion Protection Moisturizer SPFBenzophenone (3.6 mg/100mL) + Avobenzone (1 mg/100mL) + Octinoxate (7.5 mg/100mL) + Octisalate (5 mg/100mL)CreamTopicalUSRX LLC2019-07-08Not applicableUS flag
Daily Moisturizing SPF 15Benzophenone (30 mg/1mL) + Octinoxate (75 mg/1mL) + Octisalate (30 mg/1mL)CreamTopicalVivier Pharma Inc2017-11-112019-11-30US flag
MetasolBenzophenone (.05 g/50g) + Hydroquinone (1 g/50g)GelTopicalInternational Beauty Exchange2011-01-01Not applicableUS flag
Moisturizing SunblockBenzophenone (3 g/100g) + Octinoxate (6 g/100g) + Titanium dioxide (8 g/100g)LotionTopicalVienna Health And Beauty Corporation2010-07-01Not applicableUS flag
nanocare Moisturizing Sunscreen SPF 50Benzophenone (60 mg/1mL) + Avobenzone (30 mg/1mL) + Homosalate (100 mg/1mL) + Octisalate (50 mg/1mL) + Octocrylene (80 mg/1mL)LotionTopicalDeramzone Solutions, Inc.2012-10-15Not applicableUS flag

Categories

Drug Categories
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 / Organic oxides / Hydrocarbon derivatives
Substituents
Aromatic homomonocyclic compound / Aryl ketone / Aryl-phenylketone / Benzophenone / Benzoyl / Diphenylmethane / Hydrocarbon derivative / Ketone / Organic oxide / Organic oxygen compound
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
benzophenones (CHEBI:41308)
Affected organisms
Not Available

Chemical Identifiers

UNII
701M4TTV9O
CAS number
119-61-9
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

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
Human Metabolome Database
HMDB0032049
KEGG Compound
C06354
PubChem Compound
3102
PubChem Substance
46507784
ChemSpider
2991
BindingDB
22726
RxNav
18997
ChEBI
41308
ChEMBL
CHEMBL90039
ZINC
ZINC000000968233
PDBe Ligand
BZQ
Wikipedia
Benzophenone
PDB Entries
1dzp / 1gt5

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
Not AvailableCompletedDiagnosticDermatitis, Photocontact1

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-MSsplash10-0a59-3900000000-94e3675023c8e5cf8b46
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
MS/MS Spectrum - ESI-ITFT , positiveLC-MS/MSsplash10-0a4i-0900000000-1f9db6636ef926e9a822
MS/MS Spectrum - APCI-ITFT , positiveLC-MS/MSsplash10-0a4i-0900000000-c08dc4bd854f23a10ab6
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-053r-0900000000-251cec5dd6f1a7da6bda
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-001i-0900000000-41886d30bdf51fb36eb5
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-001i-3900000000-f0b6ab6d1b59ca89487a
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4i-0900000000-0c458bac589602a44b9f
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-5900000000-569514209ac749e6065c
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0udi-9200000000-3e89650a60bf98450d8d
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-053r-0900000000-251cec5dd6f1a7da6bda
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-001i-0900000000-41886d30bdf51fb36eb5
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4i-0900000000-0c458bac589602a44b9f
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-001i-3900000000-f0b6ab6d1b59ca89487a
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0udi-9200000000-3e89650a60bf98450d8d
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-5900000000-569514209ac749e6065c
1H NMR Spectrum1D NMRNot Applicable
13C NMR Spectrum1D NMRNot Applicable
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]-146.7935477
predicted
DarkChem Lite v0.1.0
[M-H]-146.5787477
predicted
DarkChem Lite v0.1.0
[M-H]-146.5865477
predicted
DarkChem Lite v0.1.0
[M-H]-137.45952
predicted
DeepCCS 1.0 (2019)
[M-H]-146.7935477
predicted
DarkChem Lite v0.1.0
[M-H]-146.5787477
predicted
DarkChem Lite v0.1.0
[M-H]-146.5865477
predicted
DarkChem Lite v0.1.0
[M-H]-137.45952
predicted
DeepCCS 1.0 (2019)
[M+H]+147.1604477
predicted
DarkChem Lite v0.1.0
[M+H]+147.4175477
predicted
DarkChem Lite v0.1.0
[M+H]+147.2872477
predicted
DarkChem Lite v0.1.0
[M+H]+139.85509
predicted
DeepCCS 1.0 (2019)
[M+H]+147.1604477
predicted
DarkChem Lite v0.1.0
[M+H]+147.4175477
predicted
DarkChem Lite v0.1.0
[M+H]+147.2872477
predicted
DarkChem Lite v0.1.0
[M+H]+139.85509
predicted
DeepCCS 1.0 (2019)
[M+Na]+146.6804477
predicted
DarkChem Lite v0.1.0
[M+Na]+146.8413477
predicted
DarkChem Lite v0.1.0
[M+Na]+146.7977477
predicted
DarkChem Lite v0.1.0
[M+Na]+146.75229
predicted
DeepCCS 1.0 (2019)
[M+Na]+146.6804477
predicted
DarkChem Lite v0.1.0
[M+Na]+146.8413477
predicted
DarkChem Lite v0.1.0
[M+Na]+146.7977477
predicted
DarkChem Lite v0.1.0
[M+Na]+146.75229
predicted
DeepCCS 1.0 (2019)

Targets

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insights and accelerate drug research.
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Kind
Protein
Organism
Humans
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. [Article]
Kind
Protein
Organism
Humans
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. [Article]

Drug created at June 13, 2005 13:24 / Updated at February 21, 2021 18:51