Safranal

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Safranal
Safranal
Names
Preferred IUPAC name
2,6,6-Trimethylcyclohexa-1,3-diene-1-carbaldehyde
Identifiers
3D model (
JSmol
)
ChEBI
ChemSpider
ECHA InfoCard
100.003.758 Edit this at Wikidata
UNII
  • InChI=1S/C10H14O/c1-8-5-4-6-10(2,3)9(8)7-11/h4-5,7H,6H2,1-3H3 checkY
    Key: SGAWOGXMMPSZPB-UHFFFAOYSA-N checkY
  • O=C\C1=C(\C=C/CC1(C)C)C
Properties
C10H14O
Molar mass 150.21 g/mol
Density 0.9734 g/cm3
Boiling point 70 °C (158 °F; 343 K) at 1 mmHg
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Safranal is an

stigmas of crocus
flowers (Crocus sativus). It is the constituent primarily responsible for the aroma of saffron.

It is believed that safranal is a degradation product of the carotenoid zeaxanthin via the intermediate picrocrocin.

Pharmacology

Safranal is an effective anticonvulsant in animal models, shown to act as an agonist at GABAA receptors.[1][2] Safranal also exhibits high antioxidant and free radical scavenging activity,[3][4] along with cytotoxicity towards cancer cells in vitro.[5] One of its anticancer mechanisms of action involves disruption of the normal assembly dynamics of cellular microtubules.[6] It has also been shown to have antidepressant properties in animals and pilot studies in humans.[7][8]

Natural sources

Natural sources of safranal include:[9][unreliable source?]

References