β-Ionone

Names

[ Name ]:
β-Ionone

[Synonym ]:
3-Buten-2-one,4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-
(3E)-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-3-en-2-one
Beta-Ionone
MFCD00001549
β-Ionone
EINECS 201-224-3
trans-4-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-3-buten-2-one
beta-Ionone,synthetic
trans-b-Ionone
(3E)-4-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-3-buten-2-one
3-Buten-2-one, 4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-, (E)-
(E)-b-Ionone
3-Buten-2-one, 4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-, (3E)-
3-Buten-2-one, 4- (2,6,6-trimethyl-1-cyclohexen-1-yl)-
trans-β-Ionone

Biological Activity

[Description]:

β-Ionone, isolated from plant oils, is effective in the induction of apoptosis in gastric adenocarcinoma SGC7901 cells. Anti-cancer activity[1].

[Related Catalog]:

Signaling Pathways >> Apoptosis >> Apoptosis

Research Areas >> Cancer

[In Vitro]

β-Ionone is an analog of β-carotenoids which widely distributed in fruit and vegetables[1]. β-ionone (25, 50, 100 and 200 μM; for 24 and 48 h) inhibits SGC-7901 cell line growth. The measured IC50 value is 89 μM[1].

[References]

[1]. Mahsa Ansari, et al. β-Ionone and Its Analogs as Promising Anticancer Agents. Eur J Med Chem. 2016 Nov 10;123:141-154.

Chemical & Physical Properties

[ Density]:
0.9±0.1 g/cm3

[ Boiling Point ]:
254.8±0.0 °C at 760 mmHg

[ Melting Point ]:
-49ºC

[ Molecular Formula ]:
C₁₃H₂₀O

[ Molecular Weight ]:
192.297

[ Flash Point ]:
121.3±11.9 °C

[ Exact Mass ]:
192.151413

[ PSA ]:
17.07000

[ LogP ]:
3.85

[ Vapour Pressure ]:
0.0±0.5 mmHg at 25°C

[ Index of Refraction ]:
1.518

[ Storage condition ]:
2-8°C

[ Water Solubility ]:
SLIGHTLY SOLUBLE

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: EN0350000

CHEMICAL NAME :: 3-Buten-2-one, 4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-

CAS REGISTRY NUMBER :: 14901-07-6

LAST UPDATED :: 199701

DATA ITEMS CITED :: 4

MOLECULAR FORMULA :: C13-H20-O

MOLECULAR WEIGHT :: 192.33

WISWESSER LINE NOTATION :: L6UTJ A1U1V1 B1 F1 F1

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 :: 4590 mg/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Behavioral - tremor

REFERENCE :: FCTXAV Food and Cosmetics Toxicology. (London, UK) V.1-19, 1963-81. For publisher information, see FCTOD7. Volume(issue)/page/year: 2,327,1964

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

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 2277 mg/kg

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

REFERENCE :: FAONAU FAO Nutrition Meetings Report Series. (Rome, Italy) No.?-57, 1948-77. Discontinued. Volume(issue)/page/year: 44A,48,1967 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X6663 No. of Facilities: 1930 (estimated) No. of Industries: 18 No. of Occupations: 19 No. of Employees: 27288 (estimated) No. of Female Employees: 7053 (estimated)

Safety Information

[ Hazard Codes ]:
Xi: Irritant;N: Dangerous for the environment;

[ Risk Phrases ]:
R38;R51/53

[ Safety Phrases ]:
61-36/37/39-27-26

[ RIDADR ]:
UN 3082

[ WGK Germany ]:
2

[ RTECS ]:
EN0500000

[ Packaging Group ]:
II; III

[ Hazard Class ]:
4.1

[ HS Code ]:
2914399090

Customs

[ HS Code ]: 2914399090

[ Summary ]:
2914399090. other aromatic ketones without other oxygen function. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:5.5%. General tariff:30.0%