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Sigma-Aldrich

Cuminaldehyde

98%

Synonym(s):

4-Isopropylbenzaldehyde

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About This Item

Linear Formula:
(CH3)2CHC6H4CHO
CAS Number:
122-03-2
Molecular Weight:
148.20
Beilstein:
636547
EC Number:
204-516-9
MDL number:
MFCD00006953
UNSPSC Code:
12352100
PubChem Substance ID:
24848203
NACRES:
NA.22

Quality Level

100

Assay

98%

form

liquid

refractive index

n20/D 1.529 (lit.)

bp

235-236 °C (lit.)

solubility

H2O: insoluble
alcohol: soluble
diethyl ether: soluble

density

0.981 g/mL at 20 °C
0.977 g/mL at 25 °C (lit.)

SMILES string

[H]C(=O)c1ccc(cc1)C(C)C

InChI

1S/C10H12O/c1-8(2)10-5-3-9(7-11)4-6-10/h3-8H,1-2H3

InChI key

WTWBUQJHJGUZCY-UHFFFAOYSA-N

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Application

Cuminaldehyde has been used to study larvicidal and adulticidal toxicity of monoterpenes against Culex pipiens. It has been used in evaluation of chemical composition, antimicrobial and antioxidant activities of essential oil and various extracts of Eucalyptus gilii.

Biochem/physiol Actions

Cuminaldehyde increases the insulin secretion in streptozotocin-induced diabetic rats. It suppresses melanin formation in cultured murine B16-F10 melanoma cells.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point(F)

199.4 °F

Flash Point(C)

93 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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LARVICIDAL, ADULTICIDAL AND GROWTH INHIBITORY EFFECTS OF MONOTERPENES ON CULEX PIPIENS L.(DIPTERA: CULICIDAE).
Zahran HE-DM, et al.
Journal of Agricultural Research Kafer El-Sheikh Univ, 36(4), 385-341 (2010)
Dorsaf Ben Hassine et al.
Molecules (Basel, Switzerland), 17(8), 9540-9558 (2012-08-11)
In this study, essential oil and various extracts (hexane, petroleum ether, acetone, ethanol, methanol and water) of Eucalyptus gilii were screened for their chemical composition, antimicrobial and antioxidant activities. The essential oil chemical composition was analyzed by gas chromatography-mass spectrometry
Teruhiko Nitoda et al.
Phytotherapy research : PTR, 22(6), 809-813 (2008-04-17)
Cuminaldehyde (4-isopropylbenzaldehyde) suppressed melanin formation in cultured murine B16-F10 melanoma cells in a dose-dependent decrease up to 0.25 mm without affecting cell growth. Approximately 30% suppression in melanin production resulted when the cells were cultured with 0.25 mm of cuminaldehyde.
Hoi-Seon Lee
Journal of agricultural and food chemistry, 53(7), 2446-2450 (2005-03-31)
The inhibitory activity of Cuminum cyminum seed-isolated component was evaluated against lens aldose reductase and alpha-glucosidase isolated from Sprague-Dawley male rats and compared to that of 11 commercially available components derived from C. cyminum seed oil, as well as quercitrin
Qinqin Chen et al.
Analytica chimica acta, 689(1), 149-154 (2011-02-23)
High-speed counter-current chromatography (HSCCC) technique in semi-preparative scale was successfully used in isolation and purification of cuminaldehyde and p-menta-1,4-dien-7-al from the essential oil of Cuminum cyminum L. by using a two-phase solvent system composed of n-hexane-methanol-water (5:4:1, v/v/v). The targeted
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