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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2012-09-11 17:47:27 UTC
Update Date2022-03-07 02:53:13 UTC
HMDB IDHMDB0032049
Secondary Accession Numbers
  • HMDB32049
Metabolite Identification
Common NameBenzophenone
DescriptionBenzophenone is the organic compound with the formula (C6H5)2CO, generally abbreviated Ph2CO. It is a widely used building block in organic chemistry, being the parent diarylketone. Benzophenone is found in fruits. Benzophenone is present in grapes and it is also used as a flavouring agent. Benzophenone is a common photosensitizer in photochemistry. It crosses from the S1 state into the triplet state with nearly 100% yield. The resulting diradical will abstract a hydrogen atom from a suitable hydrogen donor to form a ketyl radical.
Structure
Data?1563862212
Synonyms
ValueSource
alpha-OxodiphenylmethaneChEBI
alpha-OxoditaneChEBI
BenzoylbenzeneChEBI
Diphenyl ketoneChEBI
DIPHENYLMETHANONEChEBI
PH2COChEBI
a-OxodiphenylmethaneGenerator
Α-oxodiphenylmethaneGenerator
a-OxoditaneGenerator
Α-oxoditaneGenerator
1DZPHMDB
Adjutan 6016HMDB
ADK stab 1413HMDB
alpha -OxodiphenylmethaneHMDB
alpha -OxoditaneHMDB
BenzopheneoneHMDB
BENZOPHENONE (8ci)HMDB
Benzophenone (diphenyl-ketone)HMDB
Benzoyl-benzeneHMDB
BZQHMDB
Di(phenyl)methanoneHMDB
Diphenyl-methanonHMDB
Diphenyl-methanoneHMDB
DiphenylketoneHMDB
Diphenylmethanone, 9ciHMDB
FEMA 2134HMDB
Kayacure BPHMDB
Ketone, diphenylHMDB
METHANONE, diphenyl- (9ci)HMDB
Phenyl ketoneHMDB
Chemical FormulaC13H10O
Average Molecular Weight182.2179
Monoisotopic Molecular Weight182.073164942
IUPAC Namediphenylmethanone
Traditional Namebenzophenone
CAS Registry Number119-61-9
SMILES
O=C(C1=CC=CC=C1)C1=CC=CC=C1
InChI Identifier
InChI=1S/C13H10O/c14-13(11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10H
InChI KeyRWCCWEUUXYIKHB-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as benzophenones. These are organic compounds containing a ketone attached to two phenyl groups.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzophenones
Direct ParentBenzophenones
Alternative Parents
Substituents
  • Benzophenone
  • Aryl-phenylketone
  • Diphenylmethane
  • Aryl ketone
  • Benzoyl
  • Ketone
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Biological location

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point26 °CNot Available
Boiling Point305.00 to 307.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility0.14 mg/mL at 25 °CNot Available
LogP3.18Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.04 g/LALOGPS
logP3.03ALOGPS
logP3.43ChemAxon
logS-3.7ALOGPS
pKa (Strongest Basic)-7.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity56.63 m³·mol⁻¹ChemAxon
Polarizability20.19 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+140.76431661259
DarkChem[M-H]-139.99331661259
DeepCCS[M+H]+139.85530932474
DeepCCS[M-H]-137.4630932474
DeepCCS[M-2H]-172.29330932474
DeepCCS[M+Na]+146.75230932474
AllCCS[M+H]+138.332859911
AllCCS[M+H-H2O]+133.732859911
AllCCS[M+NH4]+142.732859911
AllCCS[M+Na]+143.932859911
AllCCS[M-H]-139.532859911
AllCCS[M+Na-2H]-139.432859911
AllCCS[M+HCOO]-139.432859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
BenzophenoneO=C(C1=CC=CC=C1)C1=CC=CC=C12395.0Standard polar33892256
BenzophenoneO=C(C1=CC=CC=C1)C1=CC=CC=C11568.0Standard non polar33892256
BenzophenoneO=C(C1=CC=CC=C1)C1=CC=CC=C11636.1Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Benzophenone EI-B (Non-derivatized)splash10-0a6r-6900000000-b948527870febd59c85e2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Benzophenone EI-B (Non-derivatized)splash10-0a6r-4900000000-93e6c7526327719d728d2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Benzophenone EI-B (Non-derivatized)splash10-0a4i-3900000000-23d78741cacbe9443a572017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Benzophenone EI-B (Non-derivatized)splash10-0a6r-6900000000-eb0842414a2a12ff24b32017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Benzophenone EI-B (Non-derivatized)splash10-0a6r-7900000000-95f4bdf3395ce8c0bc202017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Benzophenone EI-B (Non-derivatized)splash10-0a6r-6900000000-7c028c0aa3b44d2ee6be2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Benzophenone EI-B (Non-derivatized)splash10-0a6r-6900000000-b948527870febd59c85e2018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Benzophenone EI-B (Non-derivatized)splash10-0a6r-4900000000-93e6c7526327719d728d2018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Benzophenone EI-B (Non-derivatized)splash10-0a4i-3900000000-23d78741cacbe9443a572018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Benzophenone EI-B (Non-derivatized)splash10-0a6r-6900000000-eb0842414a2a12ff24b32018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Benzophenone EI-B (Non-derivatized)splash10-0a6r-7900000000-95f4bdf3395ce8c0bc202018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Benzophenone EI-B (Non-derivatized)splash10-0a6r-6900000000-7c028c0aa3b44d2ee6be2018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Benzophenone GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a59-3900000000-94e3675023c8e5cf8b462016-09-22Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Benzophenone GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
MSMass Spectrum (Electron Ionization)splash10-0a6r-6900000000-e66f1faddf56bc55ae472014-09-20Not AvailableView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Benzophenone ESI-ITFT , positive-QTOFsplash10-0a4i-0900000000-1f9db6636ef926e9a8222017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Benzophenone APCI-ITFT , positive-QTOFsplash10-0a4i-0900000000-c08dc4bd854f23a10ab62017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Benzophenone 35V, Positive-QTOFsplash10-0a4i-0900000000-1f9db6636ef926e9a8222021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzophenone 10V, Positive-QTOFsplash10-001i-0900000000-f048592c39e6448959f32016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzophenone 20V, Positive-QTOFsplash10-053r-0900000000-35d1d32df051465b36182016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzophenone 40V, Positive-QTOFsplash10-0a4i-3900000000-4e792aa67452f41d4fd02016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzophenone 10V, Negative-QTOFsplash10-001i-0900000000-2ea2893ee5ce1f2035892016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzophenone 20V, Negative-QTOFsplash10-001i-1900000000-fb40d9e5c26915affa0d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzophenone 40V, Negative-QTOFsplash10-004i-7900000000-d9d95ec382ac97a7af662016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzophenone 10V, Positive-QTOFsplash10-001i-0900000000-052cd8aa2cc34939880f2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzophenone 20V, Positive-QTOFsplash10-053r-0900000000-f0b9223dd578ae5d011f2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzophenone 40V, Positive-QTOFsplash10-0fb9-9200000000-4239c3243d5a26b7658f2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzophenone 10V, Negative-QTOFsplash10-001i-0900000000-2aea314e447f6c21a0a52021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzophenone 20V, Negative-QTOFsplash10-001i-1900000000-81ba80bd5ec599f309802021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzophenone 40V, Negative-QTOFsplash10-0059-2900000000-2142e08d17da4d6f92a32021-09-22Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Biological Properties
Cellular Locations
  • Membrane
Biospecimen Locations
  • Feces
  • Saliva
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Not Specified
Normal
details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Not SpecifiedNormal details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
UrineDetected and Quantified0.0141 (0.0110-0.0181) umol/mmol creatinineAdult (>18 years old)Not SpecifiedNormal
    • National Health a...
details
UrineDetected and Quantified0.0160 (0.0121-0.0212) umol/mmol creatinineChildren (1-13 years old)Not SpecifiedNormal
    • National Health a...
details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB01878
Phenol Explorer Compound IDNot Available
FooDB IDFDB008753
KNApSAcK IDC00055728
Chemspider ID2991
KEGG Compound IDC06354
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkBenzophenone
METLIN IDNot Available
PubChem Compound3102
PDB IDBZQ
ChEBI ID41308
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1016331
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Vigorita MG, Previtera T, Trovato A, Monforte MT, Barbera R, Bisignano G: N-trifluoroacetyl derivatives as pharmacological agents. IV--Antiinflammatory and related properties; antimicrobial activity of some polyaromatic trifluoroacetamides. Farmaco. 1989 Feb;44(2):173-84. [PubMed:2775414 ]
  2. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .