Senkirkine

Names

[ Name ]:
Senkirkine

[Synonym ]:
renardin
12-Hydroxy-4-methyl-4,8-secosenecionan-8,11,16-trione,Renardine
RENARIDINE
Kushenin
Senkarkane
12-hydroxy-4-methyl-4,8-seco-senecionane-8,11,16-trione
SENKIKIN

Biological Activity

[Description]:

Senkirkin, a pyrrolizidine alkaloid, occured in the aerial parts of the medicinal plant Tussilago farfara, could induce chromosome damage in human lymphocytes[1].

[Related Catalog]:

Research Areas >> Others

Signaling Pathways >> Others >> Others

[References]

[1]. C Kraus, G Abel, et al. [Pyrrolizidine Alkaloids With Chromosome-Damaging Effects on Human Lymphocytes in Vitro]. Planta Med. 1985 Apr;(2):89-91.

Chemical & Physical Properties

[ Density]:
1.22g/cm3

[ Boiling Point ]:
604.9ºC at 760 mmHg

[ Melting Point ]:
198ºC

[ Molecular Formula ]:
C₁₉H₂₇NO₆

[ Molecular Weight ]:
365.42100

[ Flash Point ]:
319.6ºC

[ Exact Mass ]:
365.18400

[ PSA ]:
93.14000

[ LogP ]:
0.94740

[ Vapour Pressure ]:
3.72E-17mmHg at 25°C

[ Index of Refraction ]:
1.546

[ Storage condition ]:
?20°C

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: VT5960000

CHEMICAL NAME :: Senecionanium, 8,12-dihydroxy-4-methyl-11,16-dioxo-

CAS REGISTRY NUMBER :: 2318-18-5

LAST UPDATED :: 199510

DATA ITEMS CITED :: 13

MOLECULAR FORMULA :: C19-H27-N-O6

MOLECULAR WEIGHT :: 365.47

WISWESSER LINE NOTATION :: T55-12- 1A Q EK IOVY OVO BUTJ DQ E1 KU2 M1 NQ N1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 200 mg/kg

TOXIC EFFECTS :: Liver - other changes

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

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 220 mg/kg

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

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 1320 mg/kg/56W-I

TOXIC EFFECTS :: Tumorigenic - neoplastic by RTECS criteria Liver - tumors

TYPE OF TEST :: Sex chromosome loss and nondisjunction

MUTATION DATA

TYPE OF TEST :: Sister chromatid exchange

TEST SYSTEM :: Rodent - hamster Lung

DOSE/DURATION :: 600 ug/L

REFERENCE :: MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 142,209,1985 *** REVIEWS *** IARC Cancer Review:Animal Limited Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 31,231,1983 IARC Cancer Review:Animal Inadequate Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 10,327,1976 IARC Cancer Review:Group 3 IMSUDL IARC Monographs, Supplement. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) No.1- 1979- Volume(issue)/page/year: 7,56,1987 TOXICOLOGY REVIEW PPTCBY Proceedings of the International Symposium of the Princess Takamatsu Cancer Research Fund. (Japan Scientific Soc. Press, 6-2-10 Hongo, Bunkyo-ku, Tokyo 113, Japan) 1st- 1971- Volume(issue)/page/year: 9,79,1979

Safety Information

[ Symbol ]:

GHS06

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H301

[ Precautionary Statements ]:
P301 + P310

[ Hazard Codes ]:
Xn

[ Risk Phrases ]:
22

[ RIDADR ]:
UN 1544

[ Packaging Group ]:
III

[ Hazard Class ]:
6.1(b)

Articles

Diversity of pyrrolizidine alkaloids in native and invasive Senecio pterophorus (Asteraceae): implications for toxicity.

Phytochemistry 108 , 137-46, (2014)

Changes in plant chemical defenses after invasion could have consequences on the invaded ecosystems by modifying the interactions between plants and herbivores and facilitating invasion success. Howev...

Determination of senkirkine and senecionine in Tussilago farfara using microwave-assisted extraction and pressurized hot water extraction with liquid chromatography tandem mass spectrometry.

Talanta 79(2) , 539-46, (2009)

Tussilago farfara (Kuan Donghua) is an important Chinese herbal medicine which has been shown to contain many bioactive compounds and widely used to relieve cough and resolve phlegm. However, besides ...

Interplant alkaloid variation and Senecio vernalis toxicity in cattle.

Vet. Hum. Toxicol. 43(3) , 147-51, (2001)

Senecio vernalis and other plants containing pyrrolizidine alkaloids (PA) are implicated in the poisoning of cattle. The liver is a known target organ. In this study the content of the alkaloids senec...