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Record Information
Version5.0
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. Biphenyl is a geranium, green, and pungent tasting compound. Biphenyl is found, on average, in the highest concentration within wild carrots (Daucus carota) and carrots (Daucus carota ssp. sativus). Biphenyl has also been detected, but not quantified in, several different foods, such as cocoa and cocoa products, milk and milk products, cocoa beans (Theobroma cacao), lovages (Levisticum officinale), and breakfast cereal. This could make biphenyl a potential biomarker for the consumption of these foods. Biphenyl is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a small amount of articles have been published on Biphenyl.
Structure
Data?1563862563
Synonyms
ValueSource
1,1'-BiphenylChEBI
1,1'-DiphenylChEBI
e230ChEBI
PhenylbenzeneChEBI
DiphenylMeSH
Diphenyl, 14C-labeledMeSH
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
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 Molecular Properties
PropertyValueReference
Melting Point71 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.0075 mg/mL at 25 °CNot Available
LogP4.01Not Available
Predicted Molecular 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
Predicted Spectral Properties

Collision Cross Sections

NameAdductTypeData SourceValueReference
DarkChem[M+H]+PredictedNot Available133.35331661259
DarkChem[M-H]-PredictedNot Available131.27831661259

Retention Indices

Underivatized

Not Available

Derivatized

Not Available
Spectra

GC-MS

Spectrum TypeDescriptionSplash KeyDeposition DateView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0udi-8900000000-e5b4f289ac40ae7f058d2017-09-12View Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0udi-3900000000-11fa850b6e97cb680edd2017-09-12View Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0udi-2900000000-59a470228d72016ea76f2017-09-12View Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0udi-0900000000-01b08aa1cb97e4f8749a2017-09-12View Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0udi-1900000000-4ed186df67a09ce0650f2017-09-12View Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0udi-3900000000-b083707713188a3b56af2017-09-12View Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0udi-2900000000-931304319dd9f132e1182017-09-12View Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0udi-6900000000-f9f4bb759b70237cae7b2017-09-12View Spectrum
GC-MSGC-MS Spectrum - CI-B (Non-derivatized)splash10-0a4i-0900000000-5043f3793673c0f94d672017-09-12View Spectrum
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-0udi-0900000000-77f5c79fcaa35c93a5b82017-09-12View Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0udi-8900000000-e5b4f289ac40ae7f058d2018-05-18View Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0udi-3900000000-11fa850b6e97cb680edd2018-05-18View Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0udi-2900000000-59a470228d72016ea76f2018-05-18View Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0udi-0900000000-01b08aa1cb97e4f8749a2018-05-18View Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0udi-1900000000-4ed186df67a09ce0650f2018-05-18View Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0udi-3900000000-b083707713188a3b56af2018-05-18View Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0udi-2900000000-931304319dd9f132e1182018-05-18View Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0udi-6900000000-f9f4bb759b70237cae7b2018-05-18View Spectrum
GC-MSGC-MS Spectrum - CI-B (Non-derivatized)splash10-0a4i-0900000000-5043f3793673c0f94d672018-05-18View Spectrum
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-0udi-0900000000-77f5c79fcaa35c93a5b82018-05-18View Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0udi-1900000000-56e5bf47be0405d6836b2016-09-22View Spectrum
MSMass Spectrum (Electron Ionization)splash10-0udi-3900000000-92b73f1f35424a0fd73d2014-09-20View Spectrum

LC-MS/MS

Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0900000000-edde0dcdd8d1f58669322016-06-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-0900000000-e45b080cc4494ae7ace32016-06-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0pdr-3900000000-eeea5f59ba3188214b772016-06-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0900000000-f405b638fff04b7f3ea62016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0900000000-f405b638fff04b7f3ea62016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0udi-0900000000-5347e97776fd824732632016-08-03View Spectrum

NMR

Spectrum TypeDescriptionDeposition DateView
1D NMR1H NMR Spectrum (1D, 400 MHz, CDCl3, experimental)2014-09-20View Spectrum
1D NMR13C NMR Spectrum (1D, 100.41 MHz, CDCl3, experimental)2014-09-23View Spectrum
1D NMR1H NMR Spectrum (1D, CDCl3, experimental)2016-10-22View Spectrum
1D NMR13C NMR Spectrum (1D, CDCl3, experimental)2016-10-22View Spectrum
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 IDC00014866
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 IDNot Available
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.. .