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W230308

Sigma-Aldrich

Citral

mixture of cis and trans, ≥96%, FG

Synonym(s):

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
FEMA Number:
2303
Beilstein/REAXYS Number:
1721871
EC Number:
226-394-6
Council of Europe no.:
109
MDL number:
MFCD00006997
UNSPSC Code:
12164502
PubChem Substance ID:
24900965
Flavis number:
5.020
NACRES:
NA.21

biological source

synthetic

Quality Level

400

grade

FG
Halal
Kosher

reg. compliance

EU Regulation 1334/2008 & 178/2002
FDA 21 CFR 117
FDA 21 CFR 182.60

vapor density

5 (vs air)

vapor pressure

0.2 mmHg ( 200 °C)

assay

≥96%

color

colorless to light yellow

refractive index

n20/D 1.488 (lit.)

bp

229 °C (lit.)

density

0.888 g/mL at 25 °C (lit.)

application(s)

flavors and fragrances

documentation

see Safety & Documentation for available documents

food allergen

no known allergens

organoleptic

fresh; lemon; sweet

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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Application


  • Screening and In Silico Analyses of the Yeast Saccharomyces cerevisiae Σ1278b Bank Mutants Using Citral as a Natural Antimicrobial.: This study evaluates the antimicrobial properties of citral using yeast mutants, highlighting its potential as a natural antimicrobial agent in food safety applications (El Harati et al., 2024).

  • Exploring the binding affinity and characteristics of DcitOBP9 in citrus psyllids.: This research investigates the interaction between citral and the DcitOBP9 protein in citrus psyllids, offering insights into pest control strategies for citrus crops (Pei et al., 2024).

  • Synergistic anti-virulence efficacy of citral and carvacrol against mixed vaginitis causing Candida albicans and Gardnerella vaginalis: An in vitro and in vivo study.: The study demonstrates the enhanced anti-virulence effects of citral combined with carvacrol against pathogens causing mixed vaginitis, providing a basis for potential therapeutic applications (Jothi & Gowrishankar, 2024).

  • Effect of polyethoxylated flavonoids (PMFs)-loaded citral and chitosan composite coatings on citrus preservation: From the perspective of fruit resistance.: This research highlights the efficacy of citral in composite coatings to improve citrus fruit preservation by enhancing resistance against spoilage (Li et al., 2024).

pictograms

Exclamation mark
GHS07

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

Certificates of Analysis (COA)

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Jon Lalko et al.
Regulatory toxicology and pharmacology : RTP, 52(1), 62-73 (2008-03-21)
Citral [CAS# 5392-40-5; EINECS# 226-394-6; RIFM # 116; cis- and trans-3,7-dimethyl-2,6-Octadienal] is an important fragrance ingredient appreciated for its powerful lemon-aroma. It is widely used in fragrance formulations and incorporated into numerous consumer products. A comprehensive review of the dermal
Lawrence E Marks et al.
Physiology & behavior, 105(2), 443-450 (2011-09-21)
Stimulus context affects judgments of intensity of both gustatory and olfactory flavors, and the contextual effects are modality-specific. Does context also exert separate effects on the gustatory and olfactory components of flavor mixtures? To answer this question, in each of
Xiaoqing Yang et al.
Journal of agricultural and food chemistry, 60(1), 402-409 (2011-12-14)
Multilayer emulsions containing citral were prepared by the layer-by-layer deposition technique based on the electrostatic interaction between negatively charged emulsion droplets and two positively charged biopolymer coatings, chitosan (CS) and ε-polylysine (EPL). The optimum concentrations of both CS and EPL
Ina Strate et al.
Development (Cambridge, England), 136(3), 461-472 (2009-01-15)
Retinoic acid (RA) is an important morphogen that regulates many biological processes, including the development of the central nervous system (CNS). Its synthesis from vitamin A (retinol) occurs in two steps, with the second reaction--catalyzed by retinal dehydrogenases (RALDHs)--long considered
Cailin M Rothwell et al.
Neurobiology of learning and memory, 114, 127-140 (2014-06-14)
Retinoic acid, a metabolite of vitamin A, is proposed to play an important role in vertebrate learning and memory, as well as hippocampal-dependent synaptic plasticity. However, it has not yet been determined whether retinoic acid plays a similar role in
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