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C83007

Sigma-Aldrich

Citral

95%

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Synonym(s):
Lemonal, 3,7-Dimethyl-2,6-octadienal, Geranial and neral mixture
Linear Formula:
(CH3)2C=CHCH2CH2C(CH3)=CHCHO
CAS Number:
Molecular Weight:
152.23
Beilstein/REAXYS Number:
1721871
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

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)

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This Item
W230316W23030815861
Citral 95%

C83007

Citral

Citral natural, ≥96%, FCC, FG

W230316

Citral

Citral mixture of cis and trans, ≥96%, FG

W230308

Citral

Citral analytical standard

15861

Citral

Quality Level

100

Quality Level

400

Quality Level

400

Quality Level

100

form

liquid

form

-

form

-

form

-

refractive index

n20/D 1.488 (lit.)

refractive index

n20/D 1.488 (lit.)

refractive index

n20/D 1.488 (lit.)

refractive index

n20/D 1.487-1.489, n20/D 1.488 (lit.)

bp

229 °C (lit.)

bp

229 °C (lit.)

bp

229 °C (lit.)

bp

229 °C (lit.)

density

0.888 g/mL at 25 °C (lit.)

density

0.888 g/mL at 25 °C (lit.)

density

0.888 g/mL at 25 °C (lit.)

density

0.888 g/mL at 25 °C (lit.)

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.

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.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

Storage Class

10 - Combustible liquids

wgk_germany

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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Citral induced apoptosis in MDA-MB-231 spheroid cells
Nigjeh SE, et al.
BMC Complementary and Alternative Medicine, 18(1), 56-56 (2018)
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
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)
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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