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Key Documents

157678

Sigma-Aldrich

3,7-Dimethyl-2,6-octadienenitrile

97%, mixture of isomers

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About This Item

Linear Formula:
(CH3)2C=CHCH2CH2C(CH3)=CHCN
CAS Number:
Molecular Weight:
149.23
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

assay

97%

form

liquid

refractive index

n20/D 1.475 (lit.)

bp

110 °C/1.3 mmHg (lit.)

density

0.853 g/mL at 25 °C (lit.)

SMILES string

C\C(C)=C\CC\C(C)=C\C#N

InChI

1S/C10H15N/c1-9(2)5-4-6-10(3)7-8-11/h5,7H,4,6H2,1-3H3/b10-7+

InChI key

HLCSDJLATUNSSI-JXMROGBWSA-N

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General description

3,7-Dimethyl-2,6-octadienenitrile is also refereed as citralva. 3,7-Dimethyl-2,6-octadienenitrile, a substituted terpenoid odorant, having a fruity odor quality, is one of the most potent cyclase stimulators.

Application

3,7-Dimethyl-2,6-octadienenitrile was employed as odorant in the pharmacological analysis of olfactory generator currents induced by IP3-odors.

pictograms

Health hazardEnvironment

signalword

Danger

hcodes

Hazard Classifications

Aquatic Chronic 2 - Muta. 1B

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 2

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


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P B Sklar et al.
The Journal of biological chemistry, 261(33), 15538-15543 (1986-11-25)
We have characterized odorant-stimulated adenylate cyclase activity in isolated chemosensory cilia prepared from frog and rat olfactory epithelium. Cilia from both species exhibit high levels of adenylate cyclase activity. Basal activity is stimulated approximately 2-fold by GTP and approximately 5-fold
S Chen et al.
Journal of neurophysiology, 84(1), 575-580 (2000-07-19)
Vertebrate olfactory receptor neurons (ORNs) transduce odor stimuli into electrical signals by means of an adenylyl cyclase/cAMP second messenger cascade, but it remains widely debated whether this cAMP cascade mediates transduction for all odorants or only certain odor classes. To
Tetyana Kobets et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 115, 228-243 (2018-03-20)
Genotoxicity of flavor and fragrance materials was assessed in Turkey Egg Genotoxicity Assay (TEGA) using 32P-nucleotide postlabeling (NPL) and comet assays to detect hepatic DNA adducts and strand breaks. Twenty materials having results in GADD45a-Gluc 'BlueScreen HC' genotoxicity assay, and

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