Perillartine

Names

[ Name ]:
Perillartine

[Synonym ]:
4-Isopropenyl-1-cyclohexene-1-carbaldehyde oxime
1-Cyclohexene-1-carboxaldehyde, 4- (1-methylethenyl)-, oxime
Perillartin
1-perillaldehydealpha-antioxime
4-isopropenylcyclohex-1-enecarbaldehyde oxime
l-perillaldehydealpha-syn-oxime
1-Cyclohexene-1-carboxaldehyde, 4-isopropenyl-, oxime
(E)-N-Hydroxy-1-[4-(prop-1-en-2-yl)cyclohex-1-en-1-yl]methanimine
1-Cyclohexene-1-carboxaldehyde, 4-isopropenyl-, oxime (8CI)
UNII:46S302515I
1-PERILLALDEHYDE A-ANTIOXIME
4-(1-Methylethenyl)-1-cyclohexene-1-carboxaldehyde Oxime
Perillartine
1-Cyclohexene-1-carboxaldehyde, 4-(1-methylethenyl)-, oxime
Perilla sugar
Peryllartine
(E)-N-Hydroxy-1-(4-isopropenyl-1-cyclohexen-1-yl)methanimine

Biological Activity

[Description]:

Perillartine is a sweetener, which activates the taste receptor type 1 member 2 (Tas1r2) subunit in a species-dependent manner.

[Related Catalog]:

Signaling Pathways >> Others >> Others

Research Areas >> Others

[Target]

TAS1R2[1]

[In Vitro]

The responses of the monomeric Tas1r2 subunits of human, rhesus monkey, squirrel monkey and mouse to Perillartine are examined, respectively. The human, rhesus monkey and squirrel monkey Tas1r2 subunits can be activated by Perillartine, while mouse Tas1r2 can not. The insensitivity of human, rhesus monkey, squirrel monkey and mouse Tas1r2 subunits to cyclamate precludes the probable involvement of Tas1r3 subunit in the assay. Replacement of the mouse Tas1r2 with rhesus monkey Tas1r2 (rhTas1r2/mTas1r3) leads to a gain of response to Perillartine. The dose-response curve show the efficacy of responses of the Tas1r2 subunits among species: hTAS1R2>rhTas1r2>smTas1r2>mTas1r2. These results demonstrate that the monomeric Tas1r2 subunit can be activated by Perillartine in a species-dependent manner[1].

[References]

[1]. Cai C, et al. Characterization of the Sweet Taste Receptor Tas1r2 from an Old World Monkey Species Rhesus Monkey and Species-Dependent Activation of the Monomeric Receptor by an Intense SweetenerPerillartine. PLoS One. 2016 Aug 1;11(8):e0160079.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.0±0.1 g/cm3

[ Boiling Point ]:
271.4±40.0 °C at 760 mmHg

[ Melting Point ]:
102°C

[ Molecular Formula ]:
C₁₀H₁₅NO

[ Molecular Weight ]:
165.232

[ Flash Point ]:
158.3±16.6 °C

[ Exact Mass ]:
165.115356

[ PSA ]:
32.59000

[ LogP ]:
3.33

[ Vapour Pressure ]:
0.0±1.2 mmHg at 25°C

[ Index of Refraction ]:
1.513

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: GW2975000

CHEMICAL NAME :: 1-Cyclohexene-1-carboxaldehyde, 4-isopropenyl-, anti-oxime

CAS REGISTRY NUMBER :: 30950-27-7

LAST UPDATED :: 199701

DATA ITEMS CITED :: 3

MOLECULAR FORMULA :: C10-H15-N-O

MOLECULAR WEIGHT :: 165.26

WISWESSER LINE NOTATION :: L6UTJ A1UNQ DY1&U1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 2500 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: AFDOAQ Quarterly Bulletin--Association of Food and Drug Officials of the United States. (Denver, CO) V.3-38, 1939-74. Volume(issue)/page/year: 15,82,1951 *** REVIEWS *** TOXICOLOGY REVIEW IDJOAS International Dental Journal. (A. Sijthoff, 37 Wagenstr, The Hague, Netherlands) V.1- 1950- Volume(issue)/page/year: 23,328,1973

Safety Information

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
26-36/37/39