β-Cyclocitral

Names

[ CAS No. ]:
432-25-7

[ Name ]:
β-Cyclocitral

[Synonym ]:
MFCD00079078
2,6,6-Trimethyl-1-cyclohexene-1-carboxaldehyde
BETA-CYCLOCITRAL
2,6,6-trimethylcyclohexene-1-carbaldehyde
EINECS 207-081-3

Biological Activity

[Description]:

β-Cyclocitral, a volatile oxidized derivative of β-carotene, is a grazer defence signal unique to the Cyanobacterium Microcystis. β-Cyclocitral, one of the predominant volatile terpenoid compounds, can upregulate the expression of defence genes to enhance excess light (EL) acclimation. β-Cyclocitral is a powerful repellent[1][2][3].

[Related Catalog]:

Research Areas >> Others

Signaling Pathways >> Others >> Others

[In Vitro]

β-Cyclocitral is derived from the catalytic breakdown of β-carotene, and evidence indicates that it is produced by the activation of a specific carotene oxygenase by all species of the bloom-forming cyanobacterium Microcystis. β-cyclocitral affects grazer behavior[3].

[References]

[1]. Alexandra J Dickinson, et al. β-Cyclocitral Is a Conserved Root Growth Regulator. Proc Natl Acad Sci U S A. 2019 May 21;116(21):10563-10567.

[2]. Feifei Lv, et al. β-Cyclocitral Upregulates Salicylic Acid Signalling to Enhance Excess Light Acclimation in Arabidopsis. J Exp Bot. 2015 Aug;66(15):4719-32.

[3]. Friedrich Jüttner, et al. β-Cyclocitral, a Grazer Defence Signal Unique to the Cyanobacterium Microcystis. J Chem Ecol. 2010 Dec;36(12):1387-97.

Chemical & Physical Properties

[ Density]:
0.947g/cm3

[ Boiling Point ]:
212.1ºC at 760mmHg

[ Melting Point ]:
62-63ºC

[ Molecular Formula ]:
C₁₀H₁₆O

[ Molecular Weight ]:
152.23300

[ Flash Point ]:
76.9ºC

[ Exact Mass ]:
152.12000

[ PSA ]:
17.07000

[ LogP ]:
2.71190

[ Vapour Pressure ]:
0.176mmHg at 25°C

[ Index of Refraction ]:
n20/D 1.497(lit.)

[ Storage condition ]:
2-8°C

[ Water Solubility ]:
Soluble in chloroform, dichloromethane, ethyl acetate and methanol. Insoluble in water.

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302 + H312 + H332-H315-H319-H335

[ Precautionary Statements ]:
P261-P280-P305 + P351 + P338

[ Personal Protective Equipment ]:
Eyeshields;Faceshields;full-face respirator (US);Gloves;multi-purpose combination respirator cartridge (US);type ABEK (EN14387) respirator filter

[ Hazard Codes ]:
Xn: Harmful;

[ Risk Phrases ]:
20/21/22-36/37/38

[ Safety Phrases ]:
26-36

[ RIDADR ]:
UN 1760

[ WGK Germany ]:
3

[ Packaging Group ]:
III

[ HS Code ]:
2912299000

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2912299000

[ Summary ]:
2912299000. other cyclic aldehydes without other oxygen function. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:5.5%. General tariff:30.0%