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C83007

Sigma-Aldrich

Citral

95%

Sinonimo/i:

Lemonal, 3,7-Dimethyl-2,6-octadienal, Geranial and neral mixture

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About This Item

Formula condensata:
(CH3)2C=CHCH2CH2C(CH3)=CHCHO
Numero CAS:
5392-40-5
Peso molecolare:
152.23
Beilstein:
1721871
Numero CE:
226-394-6
Numero MDL:
MFCD00006997
Codice UNSPSC:
12352100
ID PubChem:
24893046
NACRES:
NA.22

Densità del vapore

5 (vs air)

Tensione di vapore

0.2 mmHg ( 200 °C)

Saggio

95%

Forma fisica

liquid

Indice di rifrazione

n20/D 1.488 (lit.)

P. eboll.

229 °C (lit.)

Densità

0.888 g/mL at 25 °C (lit.)

Stringa SMILE

[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
WTEVQBCEXWBHNA-UHFFFAOYSA-N

Informazioni sul gene

human ... CYP1A2(1544)

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Descrizione generale

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.

Applicazioni

  • 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.

Pittogrammi

Exclamation mark
GHS07

Avvertenze

Warning

Indicazioni di pericolo

H315,H317,H319

Classi di pericolo

Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1

Codice della classe di stoccaggio

10 - Combustible liquids

Classe di pericolosità dell'acqua (WGK)

WGK 1

Punto d’infiammabilità (°F)

208.4 °F - DIN 51758

Punto d’infiammabilità (°C)

98 °C - DIN 51758

Dispositivi di protezione individuale

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Certificati d'analisi (COA)

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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)
Clarissa M D Mota et al.
Journal of ethnopharmacology, 250, 112486-112486 (2019-12-18)
Citral (3,7-dimethyl-2,6-octadienal) is the main component of Cymbopogon citratus (DC) Stapf, an herb with analgesic properties. Arthritic pain is the main unpleasant component of rheumatoid arthritis. The pharmacological approaches used to treat arthritic pain are often accompanied by adjuvant drugs
Citral induced apoptosis in MDA-MB-231 spheroid cells
Nigjeh SE, et al.
BMC Complementary and Alternative Medicine, 18(1), 56-56 (2018)
Chemical and antimicrobial studies of monoterpene: Citral
Saddiq, Amna A and Khayyat, et al.
Pesticide Biochemistry and Physiology, 98, 89-93 (2010)
Daniel Berdejo et al.
Molecules (Basel, Switzerland), 24(1) (2019-01-10)
Increased bacterial resistance to food preservation technologies represents a risk for food safety and shelf-life. The use of natural antimicrobials, such as essential oils (EOs) and their individual constituents (ICs), has been proposed to avoid the generation of antimicrobial resistance.
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