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About This Item
Linear Formula:
(CH3)2C=CHCH2CH2C(CH3)=CHCHO
CAS Number:
Molecular Weight:
152.23
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
226-394-6
Beilstein/REAXYS Number:
1721871
MDL number:
Assay:
95%
Form:
liquid
vapor density
5 (vs air)
Quality Level
vapor pressure
0.2 mmHg ( 200 °C)
assay
95%
form
liquid
refractive index
n20/D 1.488 (lit.)
bp
229 °C (lit.)
density
0.888 g/mL at 25 °C (lit.)
SMILES string
[H]C(=O)C=C(C)CC\C=C(\C)C
InChI
1S/C10H16O/c1-9(2)5-4-6-10(3)7-8-11/h5,7-8H,4,6H2,1-3H3
InChI key
WTEVQBCEXWBHNA-UHFFFAOYSA-N
Gene Information
human ... CYP1A2(1544)
General description
Citral is a mixture of neral (cis isomer of 3,7-dimethyl-2,6-octadienal) and geranial (trans isomer of 3,7-dimethyl-2,6-octadienal). It exhibits antimicrobial activity and pheromonal effects and is generally used for the synthesis of vitamin A and ionones.
Citral is a monoterpene aldehyde used as an aromatic ingredient in food and cosmetic industry.
Citral is a monoterpene aldehyde used as an aromatic ingredient in food and cosmetic industry.
Application
- Citral has been used as an anti-tumor agent against breast cancer cell lines (MCF-7 and MDA-MB-231).
- It shows antipyretic effects which can be studied by systemic administration of lipopolysaccharide (LPS) to rats.
- It can undergo 1,3-dipolar cycloaddition reaction with trimethylsilylazide to form 1,2,3-triazolines which possess pharmaceutical properties.
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signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1
Storage Class
10 - Combustible liquids
wgk
WGK 1
flash_point_f
208.4 °F - DIN 51758
flash_point_c
98 °C - DIN 51758
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
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Theoretical and experimental studies of 1, 3-dipolar cycloaddition reactions between trimethylsilylazide and citral (geranial and neral)
Taban S and Taherpour AA
Indian Journal of Chemistry, 55(B), 1400-1414 (2016)
Chemical and antimicrobial studies of monoterpene: Citral
Saddiq, Amna A and Khayyat, et al.
Pesticide Biochemistry and Physiology, 98, 89-93 (2010)
Citral induced apoptosis in MDA-MB-231 spheroid cells
Nigjeh SE, et al.
BMC Complementary and Alternative Medicine, 18(1), 56-56 (2018)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| C83007-5ML | 04061833522127 |
| C83007-500ML | 04061833522110 |
| C83007-100ML | 04061833522103 |
