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C83007

Citral

Name: Citral
Brand: ALDRICH

95%

Synonym(s):

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

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About This Item

Linear Formula:

(CH₃)₂C=CHCH₂CH₂C(CH₃)=CHCHO

CAS Number:

5392-40-5

Molecular Weight:

152.23

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24893046

EC Number:

226-394-6

Beilstein/REAXYS Number:

1721871

MDL number:

MFCD00006997

Assay:

95%

Form:

liquid

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Properties

vapor density

5 (vs air)

Quality Level

100

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)

Description

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.

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pictograms

GHS07

signalword

Warning

hcodes

H315,H317,H319

pcodes

P261 - P264 - P272 - P280 - P302 + P352 - P305 + P351 + P338

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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Citral-induced analgesia is associated with increased spinal serotonin, reduced spinal nociceptive signaling, and reduced systemic oxidative stress in arthritis.

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)

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Global Trade Item Number

SKU	GTIN
C83007-5ML	04061833522127
C83007-500ML	04061833522110
C83007-100ML	04061833522103