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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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Xin H Liu et al.
Clinical and experimental pharmacology & physiology, 39(3), 274-282 (2011-10-19)
1. Herba Leonuri, a traditional Chinese medicine, has a long history of development and application in China. In particular, Herba Leonuri has been widely used in the treatment of gynaecological and obstetric disorders for thousands of years. Recent studies have shown
Xin Hua Liu et al.
Current pharmaceutical biotechnology, 11(8), 895-905 (2010-09-30)
Apoptosis of cardiomyocytes induced by oxidative stress play a critical role in cardiac dysfunction associated with ventricular remodeling and heart failure. We recently reported that leonurine attenuated hypoxia-induced cardiomyocyte damage. In this study, we investigated the mechanism of leonurine (originally
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
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
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
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