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Record Information
Version4.0
StatusDetected but not Quantified
Creation Date2012-09-11 19:16:58 UTC
Update Date2019-07-30 21:50:21 UTC
HMDB IDHMDB0034437
Secondary Accession Numbers
  • HMDB34437
Metabolite Identification
Common NameBiphenyl
DescriptionBiphenyl, also known as 1,1'-diphenyl or phenylbenzene, belongs to the class of organic compounds known as biphenyls and derivatives. These are organic compounds containing to benzene rings linked together by a C-C bond. The metabolites of diphenyl, mainly 4-hydroxybiphenyl, are excreted rapidly and almost exclusively in the urine. Biphenyl is possibly neutral. Biphenyl is a geranium, green, and pungent tasting compound. Outside of the human body, Biphenyl is found, on average, in the highest concentration within wild carrots and carrots. Biphenyl has also been detected, but not quantified in, several different foods, such as nuts, root vegetables, garden tomato, cereals and cereal products, and cocoa and cocoa products. This could make biphenyl a potential biomarker for the consumption of these foods. Biphenyl is a potentially toxic compound. Symptoms of Biphenyl poisoning include headache, fatigue, abdominal pain with nausea or diarrhea and various symptoms, vomiting and bronchitis (T48). If cough or difficulty breathing develops, evaluate for respiratory tract irritation, bronchitis, or pneumonitis. Consider gastric lavage, after ingestion of a potentially life-threatening amount of poison if it can be performed soon after ingestion. Treat bronchospasm with inhaled beta2 agonist and oral or parenteral corticosteroids. Acute oral toxicity is moderate. In case of inhalation exposure, move patient to fresh air and monitor for respiratory distress. I f the exposure occurred through dermal contact, remove contaminated clothing and wash exposed area thoroughly with soap and water. It is rapidly metabolized to 4-hydroxybiphenyl, 4-phenyl-catechol and 4,4'-dihydroxyphenyl, which are excreted in urine and bile as glucuronide and mercapturic conjugates. Exposure to Biphenyl can cause necrosis in the liver and kidney, with regions of cirrhosis in liver; also, degenerative changes in heart muscle, damage to the central and peripheral nervous systems, as well as death can result from Biphenyl poisoning (T48). Biphenyl is well absorbed through the gastrointestinal tract.
Structure
Data?1563862563
Synonyms
ValueSource
1,1'-BiphenylChEBI
1,1'-DiphenylChEBI
e230ChEBI
PhenylbenzeneChEBI
1, 1'-DiphenylHMDB
1,1'-Biphenyl, 9ciHMDB
1,1'-Biphenyl, butenylatedHMDB
1,1-BiphenylHMDB
Aromatic hydrocarbons, biphenyl-richHMDB
BibenzeneHMDB
Biphenyl-ul-14CHMDB
BNLHMDB
Butenylated 1,1'-biphenylHMDB
Carolid alHMDB
DiphenylHMDB
Diphenyl, 14C-labeledHMDB
FEMA 3129HMDB
LemoneneHMDB
Phenador-XHMDB
PHPHHMDB
Tetrosin lyHMDB
XeneneHMDB
Chemical FormulaC12H10
Average Molecular Weight154.2078
Monoisotopic Molecular Weight154.07825032
IUPAC Name1,1'-biphenyl
Traditional Namediphenyl
CAS Registry Number92-52-4
SMILES
C1=CC=C(C=C1)C1=CC=CC=C1
InChI Identifier
InChI=1S/C12H10/c1-3-7-11(8-4-1)12-9-5-2-6-10-12/h1-10H
InChI KeyZUOUZKKEUPVFJK-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as biphenyls and derivatives. These are organic compounds containing to benzene rings linked together by a C-C bond.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBiphenyls and derivatives
Direct ParentBiphenyls and derivatives
Alternative Parents
Substituents
  • Biphenyl
  • Aromatic hydrocarbon
  • Unsaturated hydrocarbon
  • Hydrocarbon
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

Biological location:

Source:

Process

Naturally occurring process:

Role

Industrial application:

Environmental role:

Biological role:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point71 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.0075 mg/mL at 25 °CNot Available
LogP4.01Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.015 g/LALOGPS
logP4.02ALOGPS
logP3.62ChemAxon
logS-4ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity51.19 m³·mol⁻¹ChemAxon
Polarizability17.96 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0udi-8900000000-e5b4f289ac40ae7f058dSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0udi-3900000000-11fa850b6e97cb680eddSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0udi-2900000000-59a470228d72016ea76fSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0udi-0900000000-01b08aa1cb97e4f8749aSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0udi-1900000000-4ed186df67a09ce0650fSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0udi-3900000000-b083707713188a3b56afSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0udi-2900000000-931304319dd9f132e118Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0udi-6900000000-f9f4bb759b70237cae7bSpectrum
GC-MSGC-MS Spectrum - CI-B (Non-derivatized)splash10-0a4i-0900000000-5043f3793673c0f94d67Spectrum
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-0udi-0900000000-77f5c79fcaa35c93a5b8Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0udi-8900000000-e5b4f289ac40ae7f058dSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0udi-3900000000-11fa850b6e97cb680eddSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0udi-2900000000-59a470228d72016ea76fSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0udi-0900000000-01b08aa1cb97e4f8749aSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0udi-1900000000-4ed186df67a09ce0650fSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0udi-3900000000-b083707713188a3b56afSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0udi-2900000000-931304319dd9f132e118Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0udi-6900000000-f9f4bb759b70237cae7bSpectrum
GC-MSGC-MS Spectrum - CI-B (Non-derivatized)splash10-0a4i-0900000000-5043f3793673c0f94d67Spectrum
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-0udi-0900000000-77f5c79fcaa35c93a5b8Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0udi-1900000000-56e5bf47be0405d6836bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0900000000-edde0dcdd8d1f5866932Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-0900000000-e45b080cc4494ae7ace3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0pdr-3900000000-eeea5f59ba3188214b77Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0900000000-f405b638fff04b7f3ea6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0900000000-f405b638fff04b7f3ea6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0udi-0900000000-5347e97776fd82473263Spectrum
MSMass Spectrum (Electron Ionization)splash10-0udi-3900000000-92b73f1f35424a0fd73dSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
Biological Properties
Cellular Locations
  • Membrane
Biospecimen Locations
  • Breath
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BreathDetected but not QuantifiedNot QuantifiedChildren (1-13 years old)Both
Normal
details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BreathDetected but not QuantifiedNot QuantifiedChildren (1-13 years old)Both
Transient wheezing
details
BreathDetected but not QuantifiedNot QuantifiedChildren (1-13 years old)Both
Asthma
details
Associated Disorders and Diseases
Disease References
Asthma
  1. Smolinska A, Klaassen EM, Dallinga JW, van de Kant KD, Jobsis Q, Moonen EJ, van Schayck OC, Dompeling E, van Schooten FJ: Profiling of volatile organic compounds in exhaled breath as a strategy to find early predictive signatures of asthma in children. PLoS One. 2014 Apr 21;9(4):e95668. doi: 10.1371/journal.pone.0095668. eCollection 2014. [PubMed:24752575 ]
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB012838
KNApSAcK IDNot Available
Chemspider ID6828
KEGG Compound IDC06588
BioCyc IDBIPHENYL
BiGG IDNot Available
Wikipedia LinkBiphenyl
METLIN IDNot Available
PubChem Compound7095
PDB IDBNL
ChEBI ID17097
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB ID
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Jia ZJ, Wu Y, Huang W, Zhang P, Clizbe LA, Goldman EA, Sinha U, Arfsten AE, Edwards ST, Alphonso M, Hutchaleelaha A, Scarborough RM, Zhu BY: 1-(2-Naphthyl)-1H-pyrazole-5-carboxylamides as potent factor Xa inhibitors. Part 2: A survey of P4 motifs. Bioorg Med Chem Lett. 2004 Mar 8;14(5):1221-7. [PubMed:14980670 ]
  2. Kosono S, Maeda M, Fuji F, Arai H, Kudo T: Three of the seven bphC genes of Rhodococcus erythropolis TA421, isolated from a termite ecosystem, are located on an indigenous plasmid associated with biphenyl degradation. Appl Environ Microbiol. 1997 Aug;63(8):3282-5. [PubMed:9251216 ]
  3. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .