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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:47:24 UTC
Update Date2019-07-23 06:10:10 UTC
HMDB IDHMDB0032040
Secondary Accession Numbers
  • HMDB32040
Metabolite Identification
Common NameBenzoyl peroxide
DescriptionBenzoyl peroxide is found in cereals and cereal products. Added to bread and cheese as bleaching agent Benzoyl peroxide is an organic compound in the organic peroxide family. It consists of two benzoyl groups joined by a peroxide group. Its structural formula is [C6H5-C(O)]2O2. It is one of the most important organic peroxides in terms of applications and the scale of its production. Benzoyl peroxide is used as an acne treatment, for improving flour, for bleaching hair and teeth, for polymerising polyester and many other uses. In the U. S., the typical concentration for benzoyl peroxide is 2.5% to 10% for both prescription and over the counter preparations that are used in treatment for acne. Higher concentrations are used for hair bleach and teeth whitening. Benzoyl peroxide, like most peroxides, is a powerful bleaching agent. Contact with fabrics or hair can cause permanent color dampening almost immediately. Even secondary contact can cause bleaching. For example, contact with a towel that has been used to wash off benzoyl peroxide-containing hygiene products.[citation needed
Structure
Data?1563862210
Synonyms
ValueSource
BepioKegg
Abcat 40HMDB
Abcure S-40-25HMDB
AcetoxylHMDB
AcetOxyl 2.5 and 5HMDB
AcnegelHMDB
Akneroxid 5HMDB
Akneroxid LHMDB
Akneroxide LHMDB
Aksil 5HMDB
AsidopanHMDB
Aztec benzoyl peroxide-70-77HMDB
Aztec benzoyl peroxide-dryHMDB
Aztec bpoHMDB
Benbel cHMDB
Benox 50HMDB
BenoxylHMDB
Benoxyl (5&10) lotionHMDB
BenzacHMDB
Benzac WHMDB
BenzagelHMDB
Benzagel 10HMDB
BenzaknenHMDB
BenzaknewHMDB
BenzamycinHMDB
BenzashaveHMDB
Benzoic acid, peroxideHMDB
Benzol peroxideHMDB
BenzoperoxideHMDB
BenzoylHMDB
Benzoyl peroideHMDB
Benzoyl peroxide (luperox(R) a70S)HMDB
Benzoyl peroxide (luperox(R) a75)HMDB
Benzoyl peroxide (luperox(R) a75fp)HMDB
Benzoyl peroxide (luperox(R) a98)HMDB
Benzoyl peroxide(usan)HMDB
Benzoyl peroxide, blend in dibutyl phthalateHMDB
Benzoyl peroxide, blend in tricresyl phosphateHMDB
Benzoyl peroxide, usanHMDB
Benzoyl superoxideHMDB
BenzoylperoxidHMDB
BenzoylperoxydeHMDB
BPOHMDB
BrevoxylHMDB
Cadat bpoHMDB
CadetHMDB
Cadet bpo-70WHMDB
CadoxHMDB
Cadox 40EHMDB
Cadox bHMDB
Cadox b 40EHMDB
Cadox b 50PHMDB
Cadox b 70WHMDB
Cadox b-CH 50HMDB
Cadox bpo-w40HMDB
Cadox BSHMDB
Cadox btaHMDB
Cadox BTW-50HMDB
Chaloxyd BP 50FTHMDB
Clear by designHMDB
Clearasil antibacterial acne lotionHMDB
Clearasil benzoyl peroxide lotionHMDB
Clearasil BP acne treatmentHMDB
DebroxideHMDB
DermoxylHMDB
DesandenHMDB
Desquam eHMDB
Desquam XHMDB
Desquam-XHMDB
DibenzoylperoxidHMDB
DibenzoylperoxydeHMDB
Diphenylglyoxal peroxideHMDB
Diphenylglyoxal superoxideHMDB
DiphenylperoxyanhydrideHMDB
DRY and clearHMDB
Duresthin 5HMDB
EloxylHMDB
Epi clear antiseptic lotionHMDB
Epi-clearHMDB
FloroxHMDB
Fostex bpoHMDB
GaroxHMDB
IncidolHMDB
LoroxideHMDB
LucidolHMDB
Lucidol (peroxide)HMDB
Lucidol 50PHMDB
Lucidol 75fpHMDB
Lucidol b 50HMDB
Lucidol g 20HMDB
Lucidol GSHMDB
Lucidol KL 50HMDB
Lucidol RMHMDB
Lucidol-70HMDB
Lucidol-78HMDB
LuciliteHMDB
LucipalHMDB
LupercoHMDB
Luperco aHMDB
Luperco aaHMDB
Luperco acHMDB
Luperco afrHMDB
Luperco afr-250HMDB
Luperco astHMDB
Luperox a98HMDB
Luperox FLHMDB
LuzidolHMDB
Mixture OF dibenzoyl peroxide and calcium sulfateHMDB
Mixture OF dibenzoyl peroxide and calcium sulphateHMDB
MytolacHMDB
Nayper b and boHMDB
Nayper boHMDB
NericurHMDB
Norox BZP-250HMDB
Norox BZP-C-35HMDB
NovadeioxHMDB
NovadeloxHMDB
NSC 675HMDB
Oxy 5HMDB
Oxy washHMDB
Oxy-10 coverHMDB
Oxy-5HMDB
Oxy-LHMDB
OxyliteHMDB
PanoxylHMDB
PeriygelHMDB
Perossido di benzoileHMDB
Peroxide, benzoylHMDB
Peroxide, dibenzoylHMDB
Peroxyde de benzoyleHMDB
PeroxydermHMDB
PeroxydexHMDB
Persa-gelHMDB
PersadoxHMDB
Phisoac BPHMDB
PreoxydexHMDB
PresadoxHMDB
Quinolor compoundHMDB
Resdan akneHMDB
SanoxitHMDB
Silica hydrogelHMDB
Stri-dex b.pHMDB
Stri-dex b.p.HMDB
SulfoxylHMDB
SuperoxHMDB
Superox 744HMDB
Superoxide, benzoylHMDB
Superoxide, diphenylglyoxalHMDB
ThermadermHMDB
TopexHMDB
VanoxideHMDB
XeracHMDB
Xerac BPHMDB
Xerac BP 10HMDB
Xerac BP 5HMDB
Dibenzoyl peroxideMeSH
Chemical FormulaC14H10O4
Average Molecular Weight242.2268
Monoisotopic Molecular Weight242.057908808
IUPAC Namebenzoyl benzenecarboperoxoate
Traditional Namefostex
CAS Registry Number94-36-0
SMILES
O=C(OOC(=O)C1=CC=CC=C1)C1=CC=CC=C1
InChI Identifier
InChI=1S/C14H10O4/c15-13(11-7-3-1-4-8-11)17-18-14(16)12-9-5-2-6-10-12/h1-10H
InChI KeyOMPJBNCRMGITSC-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as benzoyl peroxides. These are organic compounds containing two benzoyl groups O-linked to each other via a peroxide group. Their skeleton has the general formula [C6H5C(O)]2O2.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzoyl peroxides
Direct ParentBenzoyl peroxides
Alternative Parents
Substituents
  • Benzoyl peroxide
  • Peroxybenzoate
  • Benzoic acid or derivatives
  • Benzoyl
  • Dicarboxylic acid or derivatives
  • Peroxycarboxylic acid or derivatives
  • Carboxylic acid salt
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organic salt
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Role

Industrial application:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point106 - 108 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.0091 mg/mL at 25 °CNot Available
LogP3.46Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.029 g/LALOGPS
logP2.75ALOGPS
logP3.95ChemAxon
logS-3.9ALOGPS
pKa (Strongest Basic)-7.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area52.6 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity64.77 m³·mol⁻¹ChemAxon
Polarizability24.16 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4i-0900000000-423d9df6ef4f9ce5a079Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-0390000000-50998e66fa2f7bef20e1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-0920000000-e7246fd3375ad32b63a9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-4900000000-584b69634dd12fe901d3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0090000000-31279cde2ca79ff16285Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-0290000000-9bcc1591e9874715a701Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0udi-3930000000-ac2e3837cbd47bd6015dSpectrum
Biological Properties
Cellular Locations
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB09096
Phenol Explorer Compound IDNot Available
FooDB IDFDB008743
KNApSAcK IDNot Available
Chemspider ID6919
KEGG Compound IDC19346
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkBenzoyl peroxide
METLIN IDNot Available
PubChem Compound7187
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Welch SL: Oral toxicity of topical preparations. Vet Clin North Am Small Anim Pract. 2002 Mar;32(2):443-53, vii. [PubMed:12012746 ]
  2. Nacht S, Gans EH, McGinley KJ, Kligman AM: Comparative activity of benzoyl peroxide and hexachlorophene. In vivo studies against propionibacterium acnes in humans. Arch Dermatol. 1983 Jul;119(7):577-9. [PubMed:6222704 ]
  3. Angelini G, Vena GA, Meneghini CL: Allergic contact dermatitis to some medicaments. Contact Dermatitis. 1985 May;12(5):263-9. [PubMed:4028702 ]
  4. Hegemann L, Toso SM, Kitay K, Webster GF: Anti-inflammatory actions of benzoyl peroxide: effects on the generation of reactive oxygen species by leucocytes and the activity of protein kinase C and calmodulin. Br J Dermatol. 1994 May;130(5):569-75. [PubMed:8204465 ]
  5. Dreno B: Topical antibacterial therapy for acne vulgaris. Drugs. 2004;64(21):2389-97. [PubMed:15481998 ]
  6. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .