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SML0670

Sigma-Aldrich

Leonurine

≥98% (HPLC)

Synonym(s):

4-Guanidino-1-butanol syringate, 4-Guanidinobutyl 4-hydroxy-3,5-dimethoxybenzoate, SCM-198

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About This Item

Empirical Formula (Hill Notation):
C14H21N3O5
CAS Number:
24697-74-3
Molecular Weight:
311.33
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

DMSO: 2 mg/mL, clear (warmed)

storage temp.

2-8°C

InChI

1S/C14H21N3O5/c1-20-10-7-9(8-11(21-2)12(10)18)13(19)22-6-4-3-5-17-14(15)16/h7-8,18H,3-6H2,1-2H3,(H4,15,16,17)

InChI key

WNGSUWLDMZFYNZ-UHFFFAOYSA-N

Biochem/physiol Actions

Leonurine (SCM-198) is a natural product with antioxidant, anti-inflammatory, and cardioprotective activity being investigated for the treatment of cardiovascular disease and stroke. Leonurine suppresses inflammation and oxidative stress, decreasing a number of inflammatory factors, reducing cardiac Nox4 expression, ROS production, NF-KB activation, and plasma MMP-2 activity and increasing superoxide dismutase (SOD).

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315 - H319 - H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Chunhua Liu et al.
European journal of medicinal chemistry, 46(9), 3996-4009 (2011-07-05)
The design, synthesis and biological evaluation of novel Leonurine-cysteine analog conjugates 3,5-dimethoxy-4-(2-amino-3-prop-2-ynylsulfanyl-propionyl)-benzoic acid 4-guanidino-butyl ester (1a), 3,5-dimethoxy-4-(2-animo-3-allysulfanyl-propionyl)-benzoic acid 4-guanidino-butyl ester (1b) and 3,5-dimethoxy-4-(3-(2-chlorocarbonyl-ethyldisulfanyl)-propionyl)-benzoic acid 4-guanidino-butyl ester (2) were reported in this paper. We tested their effects on hypoxia-induced neonatal rat
Hui Huang et al.
Bioscience reports, 32(2), 185-195 (2011-08-24)
There are reports of early evidence that suggest the involvement of chronic low-grade inflammation in the pathogenesis of Type 2 diabetes. Thus, substances that have effects in reducing inflammation could be potential drugs for Type 2 diabetes. Leonurine (4-guanidino-n-butyl syringate; SCM-198) is
Xia Li et al.
European journal of obstetrics, gynecology, and reproductive biology, 169(2), 299-303 (2013-04-02)
Endothelin (ET) is involved in uterine contractions. Our previous study showed that leonurine hydrochloride (LH) inhibits abnormal bleeding caused by incomplete abortion through an increase in uterine contractions in rats. The present study was conducted to show that LH treatment
Kok Poh Loh et al.
Stroke, 41(11), 2661-2668 (2010-10-16)
Oxidative stress is known to be involved in ischemic stroke. Intense interest is drawn to the therapeutic potential of Chinese herbs on ischemic stroke because many of them contain antioxidant properties. Leonurine, 1 of the active compounds from purified Herba
XinHua Liu et al.
European journal of pharmacology, 649(1-3), 236-241 (2010-09-22)
Leonurine, an alkaloid typically found in Herba leonuri, is known to have both antioxidant and cardioprotective properties. In the present study, we investigated the cardioprotective mechanism of leonurine the in vivo rat model of chronic myocardial ischemia and in vitro
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