Record Information
Version1.0
Creation date2010-04-08 22:08:13 UTC
Update date2015-07-20 22:25:22 UTC
Primary IDFDB008724
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameCuminaldehyde
DescriptionFound in many essential oils, including eucalyptus, cumin and cassia. Also present in grilled or roast beef and cognac. Flavouring agent Cuminaldehyde is a constituent of the essential oils of eucalyptus, myrrh, cassia, cumin and others. It has a pleasant smell and contributes to the aroma of these oils. It is used commercially in perfumes and other cosmetics.; Cuminaldehyde is the biologically active constituent of Cuminum cyminum seed oil. C. cyminum seed-derived materials have an inhibitory effect in vitro against rat lens aldose reductase and alpha-glucosidase. This inhibitory action cuminaldehyde suggest a potential utility as an antidiabetic therapeutic. (PMID: 15796577) ; Cuminaldehyde is a volatile compound representative of cumin aroma present in trace amounts in the blood and milk of ewes fed with cumin seed. (PMID: 8738023); The terpenoid cuminaldehyde, undergoes reduction biotransformation in mammals, but not oxidation. (PMID: 2815827); Cuminaldehyde, or 4-isopropylbenzaldehyde, is a natural organic compound with the molecular formula C10 H12O. It is a benzaldehyde with an isopropyl group substituted in the 4-position.
CAS Number122-03-2
Structure
Thumb
Synonyms
SynonymSource
4-(1-Methylethyl)benzaldehydebiospider
4-(1-Methylethyl)benzaldehyde, 9CIdb_source
4-iPr-Benzaldehydebiospider
4-Isopropyl benzaldehydebiospider
4-IsopropylbenzaldehydeChEBI
4-Isopropylbenzenecarboxylatebiospider
Benzaldehyde, 4-(1-methylethyl)-biospider
Benzaldehyde, p-isopropyl-biospider
Cumalbiospider
Cumaldehydedb_source
Cumic aldehydebiospider
Cuminaldb_source
Cuminal P-(1-methylethyl)benzaldehydeHMDB
Cuminal p-(1-methylethyl)benzaldehydebiospider
Cuminaldehydedb_source
Cuminic aldehydedb_source
Cuminyl aldehydebiospider
FEMA 2341db_source
p-(1-methylethyl)benzaldehydebiospider
P-cumic aldehydebiospider
P-cuminic aldehydebiospider
P-isopropyl benzaldehydebiospider
P-isopropyl-benzaldehydebiospider
P-isopropylbenzaldehydebiospider
P-isopropylbenzenecarboxaldehydebiospider
p-Mentha-1,3,5-trien-1-aldb_source
Predicted Properties
PropertyValueSource
Water Solubility0.15 g/LALOGPS
logP2.73ALOGPS
logP2.93ChemAxon
logS-3ALOGPS
pKa (Strongest Basic)-7.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity46.83 m³·mol⁻¹ChemAxon
Polarizability17.06 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC10H12O
IUPAC name4-(propan-2-yl)benzaldehyde
InChI IdentifierInChI=1S/C10H12O/c1-8(2)10-5-3-9(7-11)4-6-10/h3-8H,1-2H3
InChI KeyInChIKey=WTWBUQJHJGUZCY-UHFFFAOYSA-N
Isomeric SMILESCC(C)C1=CC=C(C=O)C=C1
Average Molecular Weight148
Monoisotopic Molecular Weight148
Classification
DescriptionThis compound belongs to the class of chemical entities known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring.
KingdomChemical entities
Super ClassOrganic compounds
ClassLipids and lipid-like molecules
Sub ClassPrenol lipids
Direct ParentAromatic monoterpenoids
Alternative Parents
Substituents
  • P-cymene
  • Aromatic monoterpenoid
  • Monocyclic monoterpenoid
  • Cumene
  • Phenylpropane
  • Benzaldehyde
  • Benzoyl
  • Aryl-aldehyde
  • Benzenoid
  • Monocyclic benzene moiety
  • Hydrocarbon derivative
  • Aldehyde
  • Organic oxide
  • Organic oxygen compound
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionC 81.04%; H 8.16%; O 10.80%DFC
Melting PointNot Available
Boiling PointBp10 103-104°DFC
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
Densityd254 0.98DFC
Refractive Indexn20D 1.5301DFC
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0561-6900000000-5b0379bb7c7e6a17d117View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-053r-3900000000-c02dbd8bf81f7768fc26View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0900000000-7f1cf4b9bc08e5776672View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-1900000000-46a2d5a1f371a61f108eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0ldl-8900000000-60bce59455892fc6d3d9View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0900000000-36f6419f699e5430f11eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-0900000000-9449fabcebe90dca9d03View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0002-4900000000-bbbb090a22b8e62ed75fView in MoNA
MSMass Spectrum (Electron Ionization)splash10-0561-4900000000-eb2b3a37266bfb581bb3View in MoNA
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
ChemSpider ID21106431
ChEMBL IDCHEMBL161577
KEGG Compound IDC06577
Pubchem Compound ID326
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB02214
CRC / DFC (Dictionary of Food Compounds) IDDTC96-Y:DTC96-Y
EAFUS ID778
Dr. Duke IDCUMINALDEHYDE
BIGG IDNot Available
KNApSAcK IDC00003039
HET IDNot Available
Flavornet ID122-03-2
GoodScent IDrw1004031
SuperScent ID326
Wikipedia IDCuminaldehyde
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / Bioactivities
DescriptorIDDefinitionReference
anti bacterial33282 A substance that kills or slows the growth of bacteria.DUKE
flavor48318 A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.DUKE
fungicide24127 A substance used to destroy fungal pests.DUKE
irritantDUKE
larvicideDUKE
perfumery48318 A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.DUKE
pesticide25944 Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.DUKE
sedative35717 A central nervous system depressant used to induce drowsiness or sleep or to reduce psychological excitement or anxiety.DUKE
tyrosinase inhibitor59997 Any EC 1.14.18.* (oxidoreductase acting on paired donors, miscellaneous compound as one donor, incorporating 1 atom of oxygen) inhibitor that interferes with the action of tyrosinase (monophenol monooxygenase), EC 1.14.18.1, an enzyme that catalyses the oxidation of phenols (such as tyrosine) and is widespread in plants and animals.DUKE
ulcerogenicDUKE
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
acid
  1. Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
sharp
  1. Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
oily
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
spicy
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
cumin
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
green
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
herbal
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSshow
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).
— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.