C83007

Sigma-Aldrich

Citral

95%

Synonym(s):
3,7-Dimethyl-2,6-octadienal, Lemonal, 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
Pricing and availability is not currently available.

vapor density

5 (vs air)

Quality Level

vapor pressure

0.2 mmHg ( 200 °C)

assay

95%

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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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.

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.

Packaging

5, 100, 500 mL in glass bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 1

Flash Point(F)

208.4 °F - DIN 51758

Flash Point(C)

98 °C - DIN 51758

  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  4. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  5. What is the apparent molarity of Citral, Products W230316, C83007, and W230308?

    The apparent molarity of a neat liquid may be calculated from the density and molecular weight.  In the case of citral, the density is 0.888 g/mL and the molecular weight is 152.23 g/mole. By writing the density as 888 g/L, the calculation is 888 g/L divided by 152.23 g/mole = 5.83 mole/L, or 5.83 M.

  6. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

  7. My question is not addressed here, how can I contact Technical Service for assistance?

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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)
Citral induced apoptosis in MDA-MB-231 spheroid cells
Nigjeh SE, et al.
BMC Complementary and Alternative Medicine, 18(1), 56-56 (2018)
Antipyretic effects of citral and possible mechanisms of action
Emilio-Silva MT, et al.
Inflammation, 40(5), 1735-1741 (2017)
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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