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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:
5146-66-7
Molecular Weight:
149.23
EC Number:
225-918-0
MDL number:
MFCD00001926
UNSPSC Code:
12352100
PubChem Substance ID:
24849692

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
GHS08,GHS09

Signal Word

Danger

Hazard Statements

H340,H411

Hazard Classifications

Aquatic Chronic 2 - Muta. 1B

Storage Class Code

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

WGK

WGK 2

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 3 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

157678-100G:
157678-25G:
157678-VAR:
157678-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
MKBN3408V
MKBH9270V
MKAA3356
13323AQ
03904MI

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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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