cuminaldehyde

cuminaldehyde
Compound Structure:
Synonyms: 4-propan-2-ylbenzaldehyde; 4-isopropylbenzaldehyde; (4-isopropyl-phenyl)-methanone; 4-(1-Methylethyl)benzaldehyde; 4(2-propyl)-benzaldehyde; 4-(Methylethyl)benzaldehyde; 4-(Propan-2-Yl)Benzaldehyde; 4-iPr-Benzaldehyde; 4-i-propylbenzaldehyde; 4isopropylbe
Compound ID: NMPC-903
PubChem ID:

326

Molecular Formula: C10H12O
Canonical SMILES: CC(C)C1=CC=C(C=C1)C=O
InChIKey: WTWBUQJHJGUZCY-UHFFFAOYSA-N
About the compound:

Cuminaldehyde, a member of the benzaldehydes, is characterized as benzaldehyde substituted with an isopropyl group at the 4th position. It is a notable component of essential oils from cumin and exhibits insecticidal activities, playing roles as an insecticide, a volatile oil component, and a plant metabolite. This compound is a derivative of a hydride of cumene.With the chemical identity of 4-isopropylbenzaldehyde, cuminaldehyde is a natural organic compound with the molecular formula C10H12O. It is essentially a benzaldehyde with an isopropyl substitution in the 4-position. Found in the essential oils of eucalyptus, myrrh, cassia, cumin, and others, cuminaldehyde is known for its pleasant smell and contribution to the aroma of these oils. Due to its appealing scent, it is widely used in commercial perfumes and other cosmetic products. Cuminaldehyde has been identified to inhibit the fibrillation of alpha-synuclein, a protein that, when aggregated, forms insoluble fibrils associated with pathological conditions characterized by Lewy bodies. These conditions include Parkinson's disease, dementia with Lewy bodies, and multiple system atrophy. Synthetically, cuminaldehyde can be prepared through the reduction of 4-isopropylbenzoyl chloride or by the formylation of cumene. Additionally, the thiosemicarbazone derivative of cuminaldehyde has been found to possess antiviral properties.

GHS Hazard Statements

H302 (99.94%): Harmful if swallowed [Warning Acute toxicity, oral]

H317 (16.7%): May cause an allergic skin reaction [Warning Sensitization, Skin]

Properties:

Chemical and Physical Properties

Property Name

Property Value

Molecular Weight

148.20 g/mol

XLogP3

2.7

Hydrogen Bond Donor Count

0

Hydrogen Bond Acceptor Count

1

Rotatable Bond Count

2

Exact Mass

148.088815002 g/mol

Monoisotopic Mass

148.088815002 g/mol

Topological Polar Surface Area

17.1Ų

Heavy Atom Count

11

Formal Charge

0

Complexity

121

Isotope Atom Count

0

Defined Atom Stereocenter Count

0

Undefined Atom Stereocenter Count

0

Defined Bond Stereocenter Count

0

Undefined Bond Stereocenter Count

0

Covalently-Bonded Unit Count

1

Compound Is Canonicalized

Yes

Physical Description

colourless to pale yellow liquid with a strong, pungent, spicy, green, herbaceous odour

Boiling Point

235.5 °C

Density

0.973-0.981

Solubility 

insoluble in water; soluble in organic solvents, oils

Source: PubChem

Source Species: Eucalyptus cloeziana
Boswellia dalzielii
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