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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-11 19:16:58 UTC
Update Date2021-10-13 06:41:18 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
Disposition

Source

Route of exposure

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point71 °CNot Available
Boiling Point256.10 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility0.0075 mg/mL at 25 °CNot Available
LogP4.01Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.015 g/LALOGPS
logP10(4.02) g/LALOGPS
logP10(3.62) g/LChemAxon
logS10(-4) g/LALOGPS
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 Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+133.35331661259
DarkChem[M-H]-131.27831661259
DeepCCS[M+H]+136.38630932474
DeepCCS[M-H]-133.89230932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
BiphenylC1=CC=C(C=C1)C1=CC=CC=C11966.7Standard polar33892256
BiphenylC1=CC=C(C=C1)C1=CC=CC=C11354.1Standard non polar33892256
BiphenylC1=CC=C(C=C1)C1=CC=CC=C11377.1Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Biphenyl EI-B (Non-derivatized)splash10-0udi-8900000000-e5b4f289ac40ae7f058d2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Biphenyl EI-B (Non-derivatized)splash10-0udi-3900000000-11fa850b6e97cb680edd2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Biphenyl EI-B (Non-derivatized)splash10-0udi-2900000000-59a470228d72016ea76f2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Biphenyl EI-B (Non-derivatized)splash10-0udi-0900000000-01b08aa1cb97e4f8749a2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Biphenyl EI-B (Non-derivatized)splash10-0udi-1900000000-4ed186df67a09ce0650f2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Biphenyl EI-B (Non-derivatized)splash10-0udi-3900000000-b083707713188a3b56af2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Biphenyl EI-B (Non-derivatized)splash10-0udi-2900000000-931304319dd9f132e1182017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Biphenyl EI-B (Non-derivatized)splash10-0udi-6900000000-f9f4bb759b70237cae7b2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Biphenyl CI-B (Non-derivatized)splash10-0a4i-0900000000-5043f3793673c0f94d672017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Biphenyl GC-EI-TOF (Non-derivatized)splash10-0udi-0900000000-77f5c79fcaa35c93a5b82017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Biphenyl EI-B (Non-derivatized)splash10-0udi-8900000000-e5b4f289ac40ae7f058d2018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Biphenyl EI-B (Non-derivatized)splash10-0udi-3900000000-11fa850b6e97cb680edd2018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Biphenyl EI-B (Non-derivatized)splash10-0udi-2900000000-59a470228d72016ea76f2018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Biphenyl EI-B (Non-derivatized)splash10-0udi-0900000000-01b08aa1cb97e4f8749a2018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Biphenyl EI-B (Non-derivatized)splash10-0udi-1900000000-4ed186df67a09ce0650f2018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Biphenyl EI-B (Non-derivatized)splash10-0udi-3900000000-b083707713188a3b56af2018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Biphenyl EI-B (Non-derivatized)splash10-0udi-2900000000-931304319dd9f132e1182018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Biphenyl EI-B (Non-derivatized)splash10-0udi-6900000000-f9f4bb759b70237cae7b2018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Biphenyl CI-B (Non-derivatized)splash10-0a4i-0900000000-5043f3793673c0f94d672018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Biphenyl GC-EI-TOF (Non-derivatized)splash10-0udi-0900000000-77f5c79fcaa35c93a5b82018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Biphenyl GC-MS (Non-derivatized) - 70eV, Positivesplash10-0udi-1900000000-56e5bf47be0405d6836b2016-09-22Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Biphenyl GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
MSMass Spectrum (Electron Ionization)splash10-0udi-3900000000-92b73f1f35424a0fd73d2014-09-20Not AvailableView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Biphenyl 10V, Positive-QTOFsplash10-0a4i-0900000000-edde0dcdd8d1f58669322016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Biphenyl 20V, Positive-QTOFsplash10-0a4i-0900000000-e45b080cc4494ae7ace32016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Biphenyl 40V, Positive-QTOFsplash10-0pdr-3900000000-eeea5f59ba3188214b772016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Biphenyl 10V, Negative-QTOFsplash10-0udi-0900000000-f405b638fff04b7f3ea62016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Biphenyl 20V, Negative-QTOFsplash10-0udi-0900000000-f405b638fff04b7f3ea62016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Biphenyl 40V, Negative-QTOFsplash10-0udi-0900000000-5347e97776fd824732632016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Biphenyl 10V, Positive-QTOFsplash10-0a4i-0900000000-4be39230312831d721f72021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Biphenyl 20V, Positive-QTOFsplash10-0a4i-0900000000-49244566d5b6e3ac17e62021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Biphenyl 40V, Positive-QTOFsplash10-0ufr-0900000000-d41e8809ac37a183033c2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Biphenyl 10V, Negative-QTOFsplash10-0udi-0900000000-8b214a52c8e78f3210f42021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Biphenyl 20V, Negative-QTOFsplash10-0udi-0900000000-8b214a52c8e78f3210f42021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Biphenyl 40V, Negative-QTOFsplash10-0udi-0900000000-43cb10c15248f4da21d02021-09-22Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
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
Good Scents IDrw1012421
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.. .