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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-11 18:48:15 UTC
Update Date2021-10-13 06:37:52 UTC
HMDB IDHMDB0034029
Secondary Accession Numbers
  • HMDB34029
Metabolite Identification
Common NameIsopropylbenzene
DescriptionIsopropylbenzene, also known as 2-phenylpropane or benzene, isopropyl, belongs to the class of organic compounds known as cumenes. These are aromatic compounds containing a prop-2-ylbenzene moiety. Isopropylbenzene is found, on average, in the highest concentration within ceylon cinnamons and gingers. Isopropylbenzene has also been detected, but not quantified, in several different foods, such as celery stalks, cumins , herbs and spices, and sweet cherries. Isopropylbenzene is formally rated as a possible carcinogen (by IARC 2B) and is also a potentially toxic compound. Isopropylbenzene is a component of petroleum destillates. Petroleum distillate poisoning may cause nausea, vomiting, cough, pulmonary irritation progressing to pulmonary edema, bloody sputum, and bronchial pneumonia. Petroleum distillates are also irritating to the skin. Petroleum distillates are aspiration hazards and may cause pulmonary damage, central nervous system depression, and cardiac effects such as cardiac arrhythmias. They may also affect the blood, immune system, liver, and kidney. At high amounts, central nervous system depression may also occur, with symptoms such as weakness, dizziness, slow and shallow respiration, unconsciousness, and convulsions. Gastric lavage, emesis, and the administration of activated charcoal should be avoided, as vomiting increases the risk of aspiration. Treatment is mainly symptomatic and supportive. Volatile hydrocarbons are absorbed mainly through the lungs, and may also enter the body after ingestion via aspiration.
Structure
Data?1563862498
Synonyms
ValueSource
(1-Methylethyl)benzeneChEBI
2-PhenylpropaneChEBI
CumolMeSH
(1-Methylethyl)-benzeneHMDB
(1-Methylethyl)benzene (cumene)HMDB
(Methylethyl)benzeneHMDB
(Propan-2-yl)benzeneHMDB
1-Methylethyl-benzeneHMDB
1-Methylethylbenzene, 9ciHMDB
2-FenilpropanoHMDB
2-Fenyl-propaanHMDB
2-Phenyl-propaneHMDB
Benzene, (1-methylethyl)-, oxidized, polyphenyl residuesHMDB
Benzene, (1-methylethyl)-, oxidized, sulfurized by-productsHMDB
Benzene, isopropylHMDB
Benzene,isopropyl cumolHMDB
CumeenHMDB
CumeneHMDB
CUMENE (cumene hydroperoxide (80-15-9))HMDB
I-propyl-benzeneHMDB
I-propylbenzeneHMDB
iso-Propylbenzene (cumene)HMDB
IsopropilbenzeneHMDB
Isopropyl-benzeneHMDB
Isopropyl-benzolHMDB
IsopropylbenzeenHMDB
IsopropylbenzenHMDB
IsopropylbenzolHMDB
Oxidized cumene polyphenyl residuesHMDB
Phenol bottomsHMDB
Polyphenyl residueHMDB
Propane, 2-phenylHMDB
Sulfurized by-product OF cumene oxidationHMDB
IsopropylbenzeneChEBI
Chemical FormulaC9H12
Average Molecular Weight120.1916
Monoisotopic Molecular Weight120.093900384
IUPAC Name(propan-2-yl)benzene
Traditional Namecumene
CAS Registry Number98-82-8
SMILES
CC(C)C1=CC=CC=C1
InChI Identifier
InChI=1S/C9H12/c1-8(2)9-6-4-3-5-7-9/h3-8H,1-2H3
InChI KeyRWGFKTVRMDUZSP-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as cumenes. These are aromatic compounds containing a prop-2-ylbenzene moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassCumenes
Direct ParentCumenes
Alternative Parents
Substituents
  • Phenylpropane
  • Cumene
  • Aromatic hydrocarbon
  • Unsaturated hydrocarbon
  • Hydrocarbon
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Biological location

Source

Route of exposure

Physical Properties
StateLiquid
Experimental Molecular Properties
PropertyValueReference
Melting Point-96.9 °CNot Available
Boiling Point152.00 to 153.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility0.061 mg/mL at 25 °CNot Available
LogP3.66Not Available
Experimental Spectral PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.037 g/LALOGPS
logP10(3.67) g/LALOGPS
logP10(3.22) g/LChemAxon
logS10(-3.5) g/LALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity40.25 m³·mol⁻¹ChemAxon
Polarizability14.82 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Spectral Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+125.15931661259
DarkChem[M-H]-121.7131661259

Predicted Kovats Retention Indices

Not Available
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Isopropylbenzene EI-B (Non-derivatized)splash10-0a4i-5900000000-d7826e94822da05cb9c22017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Isopropylbenzene EI-B (Non-derivatized)splash10-0a4i-5900000000-656039b1dd961fda49042017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Isopropylbenzene EI-B (Non-derivatized)splash10-0a4i-5900000000-b19bd34b1ebead05ac652017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Isopropylbenzene EI-B (Non-derivatized)splash10-0a4i-1900000000-97ac180f6d1c8c215ca12017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Isopropylbenzene CI-B (Non-derivatized)splash10-05fr-2900000000-39c80e40c5435cf053942017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Isopropylbenzene EI-B (Non-derivatized)splash10-0a4i-5900000000-d7826e94822da05cb9c22018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Isopropylbenzene EI-B (Non-derivatized)splash10-0a4i-5900000000-656039b1dd961fda49042018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Isopropylbenzene EI-B (Non-derivatized)splash10-0a4i-5900000000-b19bd34b1ebead05ac652018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Isopropylbenzene EI-B (Non-derivatized)splash10-0a4i-1900000000-97ac180f6d1c8c215ca12018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Isopropylbenzene CI-B (Non-derivatized)splash10-05fr-2900000000-39c80e40c5435cf053942018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isopropylbenzene GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4i-9800000000-4282a3b73324784a40882016-09-22Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isopropylbenzene GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
MSMass Spectrum (Electron Ionization)splash10-0a4i-7900000000-34bd38a75dcd3bb2fb0e2014-09-20Not AvailableView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isopropylbenzene 10V, Positive-QTOFsplash10-00di-0900000000-de6900b5ecae080c15b22016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isopropylbenzene 20V, Positive-QTOFsplash10-00di-2900000000-280ab4235a4dffc8044f2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isopropylbenzene 40V, Positive-QTOFsplash10-0pi3-9400000000-58e470689f0010348e802016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isopropylbenzene 10V, Negative-QTOFsplash10-014i-0900000000-8bb4d370a977170617542016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isopropylbenzene 20V, Negative-QTOFsplash10-014i-0900000000-92886075d0b76e117cc72016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isopropylbenzene 40V, Negative-QTOFsplash10-014i-5900000000-375849fd3939bf16ab912016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isopropylbenzene 10V, Positive-QTOFsplash10-00dl-7900000000-835f64dfcaef3b8ebf302021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isopropylbenzene 20V, Positive-QTOFsplash10-004l-9300000000-278676596fcf4bda2bb52021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isopropylbenzene 40V, Positive-QTOFsplash10-004i-9000000000-557a5342da32a2dd8a612021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isopropylbenzene 10V, Negative-QTOFsplash10-014i-0900000000-794ffb5dd5f7d8f3ef502021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isopropylbenzene 20V, Negative-QTOFsplash10-014i-0900000000-28d8a72cb103dbe313792021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isopropylbenzene 40V, Negative-QTOFsplash10-004i-9100000000-b5563824f402728d2a262021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Biological Properties
Cellular Locations
  • Membrane
Biospecimen Locations
  • Feces
  • Saliva
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
    • Zerihun T. Dame, ...
details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB012268
KNApSAcK IDC00053958
Chemspider ID7128
KEGG Compound IDC14396
BioCyc IDCPD0-2360
BiGG IDNot Available
Wikipedia LinkCumene
METLIN IDNot Available
PubChem Compound7406
PDB IDNot Available
ChEBI ID34656
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1232071
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Eaton RW, Timmis KN: Characterization of a plasmid-specified pathway for catabolism of isopropylbenzene in Pseudomonas putida RE204. J Bacteriol. 1986 Oct;168(1):123-31. [PubMed:3019995 ]
  2. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .