Anisatin

Names

[ Name ]:
Anisatin

[Synonym ]:
Fruit of illicium anisatum L.

Biological Activity

[Description]:

Anisatin, a pure toxic substance isolated from the seeds of a Japanese plant (Illicium anisatum) acts as a picrotoxin-like, non-competitive GABA antagonist. Anisatin suppresses GABA-induced currents in a concentration-dependent manner with an EC50 of ~1.10 μM[1].

[Related Catalog]:

Signaling Pathways >> Membrane Transporter/Ion Channel >> GABA Receptor

Research Areas >> Neurological Disease

Signaling Pathways >> Neuronal Signaling >> GABA Receptor

[In Vitro]

Anisatin inhibits [3H]diazepam binding enhanced by either GABA or pentobarbital, without affecting the basal specific binding to rat brain membranes[1].

[In Vivo]

In mice, the LD50 reported for anisatin ranges from 0.76 to 1 mg/kg (po and ip)[1].

[References]

[1]. Ikeda T, et al. Anisatin modulation of the gamma-aminobutyric acid receptor-channel in rat dorsal root ganglion neurons. Br J Pharmacol. 1999;127(7):1567-1576.

[2]. Bao X, et al. Bioavailability and Pharmacokinetics of Anisatin in Mouse Blood by Ultra-Performance Liquid Chromatography-Tandem Mass Spectrometry. Biomed Res Int. 2020;2020:8835447. Published 2020 Dec 23.

Chemical & Physical Properties

[ Density]:
1.149g/cm3

[ Boiling Point ]:
251.2ºC at 760 mmHg

[ Melting Point ]:
227-228ºC

[ Molecular Formula ]:
C₁₅H₂₀O₈

[ Molecular Weight ]:
328.31500

[ Flash Point ]:
106.7ºC

[ Exact Mass ]:
328.11600

[ PSA ]:
133.52000

[ Index of Refraction ]:
1.486

[ Storage condition ]:
?20°C

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: WH1314700

CHEMICAL NAME :: Spiro(6H-4,9a-methanocyclopent(d)oxocin-6,3'-oxetane) -2,2'(1H)-dione, 4a-beta,5,6a,7,8,9- hexahydro-5,9a-dimethyl-1-alpha,5-beta,6a-beta,7-beta -tetrahydroxy-

CAS REGISTRY NUMBER :: 5230-87-5

LAST UPDATED :: 199712

DATA ITEMS CITED :: 2

MOLECULAR FORMULA :: C15-H20-O8

MOLECULAR WEIGHT :: 328.35

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 1 mg/kg

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

REFERENCE :: CPBTAL Chemical and Pharmaceutical Bulletin. (Japan Pub. Trading Co., USA, 1255 Howard St., San Francisco, CA 94103) V.6- 1958- Volume(issue)/page/year: 44,1908,1996

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

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 700 ug/kg

TOXIC EFFECTS :: Behavioral - convulsions or effect on seizure threshold Behavioral - rigidity (including catalepsy) Skin and Appendages - hair

REFERENCE :: NYKZAU Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. (Nippon Yakuri Gakkai, c/o Kyoto Daigaku Igakubu Yakurigaku Kyoshitsu, Konoe-cho, Yoshida, Sakyo-ku, Kyoto 606, Japan) V.40- 1944- Volume(issue)/page/year: 55,524,1959

Safety Information

[ Symbol ]:

GHS06

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H300 + H330

[ Precautionary Statements ]:
P260-P264-P284-P301 + P310-P310

[ Hazard Codes ]:
T+

[ Risk Phrases ]:
26/28

[ Safety Phrases ]:
26-36/37/39-45

[ RIDADR ]:
UN 2811 6.1 / PGII

[ RTECS ]:
WH1314700

Related Compounds

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