:Cuminaldehyde
{{chembox
| Watchedfields = changed
| Reference=Merck Index, 11th Edition, 2623
| verifiedrevid = 414086788
| Name = Cuminaldehyde
| ImageFileL1 = Cuminaldehyde.png
| ImageSizeL1 = 60px
| ImageFileR1 = Cuminal-3d-balls.png
| ImageSizeR1 = 150px
| ImageName = Cuminaldehyde
| PIN= 4-Isopropylbenzaldehyde
| SystematicName = 4-(1-Methylethyl)benzenecarbaldehyde
| OtherNames = p-Isopropylbenzaldehyde
4-(1-Methylethyl)benzaldehyde
Cuminal
Cumaldehyde
|Section1={{Chembox Identifiers
| SMILES = CC(C)c1ccc(C=O)cc1
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 21106431
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = O0893NC35F
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = C06577
| InChI = 1/C10H12O/c1-8(2)10-5-3-9(7-11)4-6-10/h3-8H,1-2H3
| InChIKey = WTWBUQJHJGUZCY-UHFFFAOYAP
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 28671
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 161577
| PubChem = 326
| EC_number = 204-516-9
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C10H12O/c1-8(2)10-5-3-9(7-11)4-6-10/h3-8H,1-2H3
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = WTWBUQJHJGUZCY-UHFFFAOYSA-N
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo = 122-03-2
| RTECS = CU7000000
}}
|Section2={{Chembox Properties
| C=10 | H=12 | O=1
| Appearance = Colorless oil
| Density = 0.978 g/cm3
| Solubility = Insoluble
| MeltingPtC =
| BoilingPtC = 235.5
| Viscosity =
}}
|Section7={{Chembox Hazards
| ExternalSDS =
| MainHazards =
| NFPA-H = 1
| NFPA-F = 2
| NFPA-R =
| FlashPtC = 93
| GHSPictograms = {{GHS07}}
| GHSSignalWord = Warning
| HPhrases = {{H-phrases|302|317}}
| PPhrases = {{P-phrases|261|264|270|272|280|301+312|302+352|321|330|333+313|363|501}}
}}
|Section8={{Chembox Related
| OtherCompounds = Benzaldehyde
Cumene
Cuminol
}}
}}
Cuminaldehyde (4-isopropylbenzaldehyde) is a natural organic compound with the molecular formula C10H12O. It is a benzaldehyde with an isopropyl group substituted in the 4-position.
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.
It has been shown that cuminaldehyde, as a small molecule, inhibits the fibrillation of alpha-synuclein,{{cite journal | author = Morshedi D | author2 = Aliakbari F | author3 = Tayaranian-Marvian, Fassihi | author4 = Pan-Montojo, Pérez-Sánchez |title = Cuminaldehyde as the Major Component of Cuminum cyminum, a Natural Aldehyde with Inhibitory Effect on Alpha-Synuclein Fibrillation and Cytotoxicity. | journal = Journal of Food Science | volume = 80 | issue = 10 | pages = H2336–H2345 |date=Sep 2015 | pmid = 26351865 | doi = 10.1111/1750-3841.13016 }} which, if aggregated, forms insoluble fibrils in pathological conditions characterized by Lewy bodies, such as Parkinson's disease, dementia with Lewy bodies{{cite journal | vauthors = Arima K, Uéda K, Sunohara N, Hirai S, Izumiyama Y, Tonozuka-Uehara H, Kawai M | title = Immunoelectron-microscopic demonstration of NACP/alpha-synuclein-epitopes on the filamentous component of Lewy bodies in Parkinson's disease and in dementia with Lewy bodies | journal = Brain Res. | volume = 808 | issue = 1 | pages = 93–100 |date=October 1998 |pmid = 9795161 | doi = 10.1016/S0006-8993(98)00734-3 | s2cid = 42611668 }} and multiple system atrophy.{{cite journal | vauthors = Arima K, Uéda K, Sunohara N, Arakawa K, Hirai S, Nakamura M, Tonozuka-Uehara H, Kawai M | title = NACP/alpha-synuclein immunoreactivity in fibrillary components of neuronal and oligodendroglial cytoplasmic inclusions in the pontine nuclei in multiple system atrophy | journal = Acta Neuropathol. | volume = 96 | issue = 5 | pages = 439–44 |date=November 1998 |pmid = 9829806 | doi = 10.1007/s004010050917| s2cid = 10804119 }}
Cuminaldehyde can be prepared synthetically by the reduction of 4-isopropylbenzoyl chloride or by the formylation of cumene.
The thiosemicarbazone of cuminaldehyde has antiviral properties.{{medcn|date=October 2019}}