Scopoletin

Modify Date: 2024-01-02 10:57:11

Scopoletin structure	Common Name	Scopoletin
	CAS Number	92-61-5	Molecular Weight	192.168
	Density	1.4±0.1 g/cm3	Boiling Point	413.5±45.0 °C at 760 mmHg
	Molecular Formula	C₁₀H₈O₄	Melting Point	203-205 °C(lit.)
	MSDS	Chinese USA	Flash Point	172.4±22.2 °C
	Symbol	GHS07	Signal Word	Warning

Use of Scopoletin

Scopoletin is an inhibitor of acetylcholinesterase (AChE).

Name	scopoletin
Synonym	More Synonyms

Description	Scopoletin is an inhibitor of acetylcholinesterase (AChE).
Related Catalog	Signaling Pathways >> Neuronal Signaling >> AChE Natural Products >> Phenylpropanoids Research Areas >> Inflammation/Immunology
Target	AChE[1]
In Vitro	Scopoletin (SCT) is identified as a putative inhibitor of acetylcholinesterase (AChE). Scopoletin enhances the K+-stimulated release of ACh from rat frontal cortex synaptosomes, showing a bell-shaped dose effect curve (Emax: 4 μM) [1]. Scopoletin inhibits PC3 proliferation by inducing apoptosis of PC3 cells. The IC50 of Scopoletin for inhibiting PC3, PAA (human lung cancer cell), and Hela cell proliferation is (157±25), (154±51), and (294±100) mg/L, respectively. Scopoletin induces a marked time- and concentration-dependent inhibition of PC3 cell proliferation. Scopoletin reduces the protein content and decreases the acid phosphatase activity (ACP) level in PC3 cells in a concentration-dependent manner. Cells treated by Scopoletin show typical morphologic changes of apoptosis by light microscope, fluorescence microscope, and transmission electronmicroscope. Apoptosis rate is 0.3 %, 2.1 %, 9.3 % and 35 % for Scopoletin 0, 100, 200, and 400 mg/L, respectively, and cells in G2 phase decrease markedly after being treated with Scopoletin[2].
In Vivo	Scopoletin (2 μg, i.c.v.) increases T-maze alternation and ameliorated novel object recognition of mice with scopolamine-induced cholinergic deficit. It also reduces age-associated deficits in object memory of 15-18-month-old mice (2 mg/kg sc). Mice injected with 2 μg Scopoletin show an increased alternation rate of 71.3±2.5%[1].
Cell Assay	PC3 cells (5×107/L) 1 mL in exponential growth are seeded into four 24-well plates. The plates are incubated at 37°C in a humidified 5% CO2 atmospbee. After 24h, Scopoletin 33, 66, 133, 266, and 533 mg/L are added to wells (3 wells for each concentration for each plate). For control cells (3 wells foreach plate),only DMEM was added. The plates are incubated continually. The viable cells are counted by hemocytometer every day in the frist 4 d by Trypan blue dye exclusion method[2].
Animal Admin	Mice[1] C56BL/6N male, 4-6-month-old and 16-18-month-old mice are used in the behavioral studies. The mice are housed in groups of four in cages at constant humidity (50-55%) and temperature (22±1°C) on a 12:12 h light/dark cycle (7:00–19:00 h), with food and water ad libitum. Younger mice (4-6 months) are implanted with i.c.v. cannulas for application of Scopolamine (SCOP) and Scopoletin. The aged mice are injected with Scopoletin by the s.c. route. Experiments are conducted between 8:00 and 16:00 h. Mice with i.c.v. cannulas are randomly divided into four experimental groups: vehicle; SCOP 20 μg; Scopoletin 2 μg; and SCOP 20 μg plus Scopoletin 2 μg. The drugs are applied in 1 μL of vehicle solution (SCOP: saline, Scopoletin: 3 DMSO: 7 sterile water). I.c.v. injections are carried out 15 min before the start of the tests. Aged mice obtained Scopoletin s.c. 30 min prior to object memory test (vehicle: 1 DMSO: 1 EtOH, diluted with olive oil as required)[1].
References	[1]. Hornick A, et al. The coumarin Scopoletin potentiates acetylcholine release from synaptosomes, amplifies hippocampal long-term potentiation and ameliorates anticholinergic- and age-impaired memory. Neuroscience. 2011 Dec 1;197:280-92. [2]. Liu XL, et al. Effect of Scopoletin on PC3 cell proliferation and apoptosis. Acta Pharmacol Sin. 2001 Oct;22(10):929-33.

Density	1.4±0.1 g/cm3
Boiling Point	413.5±45.0 °C at 760 mmHg
Melting Point	203-205 °C(lit.)
Molecular Formula	C₁₀H₈O₄
Molecular Weight	192.168
Flash Point	172.4±22.2 °C
Exact Mass	192.042252
PSA	59.67000
LogP	1.28
Vapour Pressure	0.0±1.0 mmHg at 25°C
Index of Refraction	1.609
Storage condition	-20°C Freezer
Water Solubility	Slightly soluble

Scopoletin MSDS(Chinese)

CHEMICAL IDENTIFICATION

RTECS NUMBER :: GN6930000

CHEMICAL NAME :: Coumarin, 7-hydroxy-6-methoxy-

CAS REGISTRY NUMBER :: 92-61-5

BEILSTEIN REFERENCE NO. :: 0156296

LAST UPDATED :: 199612

DATA ITEMS CITED :: 2

MOLECULAR FORMULA :: C10-H8-O4

MOLECULAR WEIGHT :: 192.18

WISWESSER LINE NOTATION :: T66 BOVJ HO1 IQ

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 :: 3800 mg/kg

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

REFERENCE :: AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium) V.4- 1898- Volume(issue)/page/year: 210,27,1974

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

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 350 mg/kg

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

REFERENCE :: ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 18,1330,1968

Symbol	GHS07
Signal Word	Warning
Hazard Statements	H315-H319-H335
Precautionary Statements	P261-P305 + P351 + P338
Personal Protective Equipment	dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes	Xi: Irritant;
Risk Phrases	R36/37/38
Safety Phrases	S26-S36-S37/39
RIDADR	NONH for all modes of transport
WGK Germany	2
RTECS	GN6930000
HS Code	2932209090

Precursor 8
CAS#:56795-51-8 Scopoletin acetate CAS#:305-01-1 6,7-Dihydroxyco... CAS#:74-88-4 methyl iodide CAS#:73490-50-3 Z-4,5-dimethoxy...
CAS#:531-44-2 scopolin CAS#:51061-83-7 2,4-dihydroxy-5... CAS#:1099-45-2 Ethyl 2-(triphe... CAS#:4460-86-0 2,4,5-Trimethox...
DownStream 9
CAS#:531-44-2 scopolin CAS#:574-84-5 Fraxetin CAS#:305-01-1 6,7-Dihydroxyco... CAS#:74-88-4 methyl iodide
CAS#:120-08-1 Scoparone CAS#:67370-98-3 2,4-dihydroxy-5... CAS#:78876-49-0 7-[(3,3-dimethy... CAS#:90843-91-7 7-hydroxy-6-met...
CAS#:6054-10-0 Braylin

HS Code	2932209090
Summary	2932209090. other lactones. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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MFCD00006872

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EINECS 202-171-9

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BioBioPha
China
Product Name: Scopoletin
Price: ￥Inquiry/50mg
Purity: 98.0%
Stocking Period: 1 Day
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Shanghai Jizhi Biochemical Technology Co., Ltd
China
Product Name: Scopoletin
Price: ￥238.0/20mg ￥348.0/20mg ￥1618.0/250mg ￥588.0/50mg
Purity: 98.0%
Stocking Period: 1 Day
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DC Chemicals Limited
China
Product Name: Scopoletin
Price: $400.0/100mg $700.0/250mg $1300.0/1g
Purity: 98.0%
Stocking Period: 3 Day
Contact: Tony Cao

Zhejiang Hangyu API Co., Ltd
China
Product Name: 7-Hydroxy-6-methoxycoumarin
Price: ￥Inquiry/1kg
Purity: 99.5%
Stocking Period: Inquiry
Contact: Vinnie

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Scopoletin

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