Record Information
Version1.0
Creation date2010-04-08 22:10:59 UTC
Update date2019-11-26 03:09:18 UTC
Primary IDFDB013929
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name4-Isopropylbenzoic acid
Description4-Isopropylbenzoic acid, also known as cumic acid or 4-(1-methylethyl)benzoate, belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring. Based on a literature review a significant number of articles have been published on 4-Isopropylbenzoic acid.
CAS Number536-66-3
Structure
Thumb
Synonyms
SynonymSource
4-(1-Methylethyl)benzoic acidChEBI
4-Propan-2-ylbenzoic acidChEBI
Cumic acidChEBI
Cuminic acidChEBI
p-Isopropylbenzoic acidChEBI
4-(1-Methylethyl)benzoateGenerator
4-Propan-2-ylbenzoateGenerator
CumateGenerator
CuminateGenerator
p-IsopropylbenzoateGenerator
4-IsopropylbenzoateGenerator
4-(1-Methylethyl)-benzoic acidHMDB
4-(1-Methylethyl)benzoic acid, 9ciHMDB
4-(Propan-2-yl)benzoic acidHMDB
Benzoic acid, P-isopropyl- (8ci)HMDB
P-CumateHMDB, Generator, MeSH
P-Cumic acidHMDB
P-Isopropyl-benzoic acidHMDB
4-Isopropylbenzoic acidChEBI
4-(1-Methylethyl)benzoic acid, 9CIdb_source
4-(propan-2-yl)benzoic acidbiospider
Benzoic acid, 4-(1-methylethyl)-biospider
Benzoic acid, p-isopropyl-biospider
Benzoic acid, p-isopropyl- (8CI)biospider
P-cumatebiospider
P-cumic acidbiospider
P-IsopropylbenzoateGenerator
P-isopropylbenzoic acidbiospider
Predicted Properties
PropertyValueSource
Water Solubility0.28 g/LALOGPS
logP2.86ALOGPS
logP2.88ChemAxon
logS-2.8ALOGPS
pKa (Strongest Acidic)4.23ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity47.51 m³·mol⁻¹ChemAxon
Polarizability18.08 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC10H12O2
IUPAC name4-(propan-2-yl)benzoic acid
InChI IdentifierInChI=1S/C10H12O2/c1-7(2)8-3-5-9(6-4-8)10(11)12/h3-7H,1-2H3,(H,11,12)
InChI KeyCKMXAIVXVKGGFM-UHFFFAOYSA-N
Isomeric SMILESCC(C)C1=CC=C(C=C1)C(O)=O
Average Molecular Weight164.204
Monoisotopic Molecular Weight164.083729626
Classification
Description Belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassMonoterpenoids
Direct ParentAromatic monoterpenoids
Alternative Parents
Substituents
  • P-cymene
  • Aromatic monoterpenoid
  • Monocyclic monoterpenoid
  • Benzoic acid or derivatives
  • Benzoic acid
  • Cumene
  • Phenylpropane
  • Benzoyl
  • Monocyclic benzene moiety
  • Benzenoid
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxide
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Process

Naturally occurring process:

Role

Industrial application:

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 73.15%; H 7.37%; O 19.49%DFC
Melting PointMp 117-118°DFC
Boiling PointNot Available
Experimental Water Solubility0.151 mg/mL at 25 oCSTEPHEN,H & STEPHEN,T (1963)
Experimental logP3.40HANSCH,C ET AL. (1995)
Experimental pKapKa1 4.36 (25°)DFC
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
Densityd4 1.16DFC
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MS4-Isopropylbenzoic acid, non-derivatized, GC-MS Spectrumsplash10-0fmm-1920000000-9ba5c2ba437afcaccb5cSpectrum
GC-MS4-Isopropylbenzoic acid, non-derivatized, GC-MS Spectrumsplash10-0fmm-1920000000-9ba5c2ba437afcaccb5cSpectrum
Predicted GC-MS4-Isopropylbenzoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0002-2900000000-cea1ff1e3c33d541d0a3Spectrum
Predicted GC-MS4-Isopropylbenzoic acid, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00di-9630000000-a3b0b91819234895d2fdSpectrum
Predicted GC-MS4-Isopropylbenzoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS4-Isopropylbenzoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-03di-0900000000-7c3ba8dd3d96d5068414Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-014i-0900000000-f75e646d4bf6e224878bSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-014i-0900000000-ed664f66377664324445Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-001i-9000000000-a302fe096dbf58098b85Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014j-0900000000-e762053fdf0cef76811cSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014j-0900000000-515bab2d5d7f08893797Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0gbd-4900000000-6159ae29376d553623eeSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0900000000-072170d646d6f1372fb2Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-02t9-0900000000-b93b896ef35b4c1ede9eSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014i-3900000000-c6ecb319a8a4661f78c3Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0900000000-798f83fde0f53d0b19d0Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-066r-2900000000-cc737492d35c24e923a7Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00mo-9500000000-b97df83159f595b8acd0Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0900000000-8db47caa9667c101bd0fSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-02t9-0900000000-b58ee206173547f641f3Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0ufr-9600000000-2e53de283919c1fb5931Spectrum
NMRNot Available
ChemSpider ID10363
ChEMBL IDCHEMBL116158
KEGG Compound IDC06578
Pubchem Compound ID10820
Pubchem Substance IDNot Available
ChEBI ID28122
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB35268
CRC / DFC (Dictionary of Food Compounds) IDJKB80-N:JKB80-N
EAFUS IDNot Available
Dr. Duke IDCUMINIC-ACID
BIGG IDNot Available
KNApSAcK IDC00036581
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).