Safranal

Chemical compound From Wikipedia, the free encyclopedia

Safranal is an organic compound isolated from saffron, the spice consisting of the stigmas of crocus flowers (Crocus sativus). It is the constituent primarily responsible for the aroma of saffron.

Quick facts Names, Identifiers ...
Safranal
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 150.221 g·mol−1
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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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 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

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