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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

SMILES string

NC(=NCCCCOC(=O)c1cc(c(c(c1)OC)O)OC)N

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).
Leonurine is an antioxidant, anti-inflammatory cardioprotective agent.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000245922
0000245922
0000135138
0000135139
0000130843

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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
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
Xin Hua Liu et al.
European journal of pharmacology, 680(1-3), 108-114 (2012-02-07)
Leonurine, an active alkaloid of Traditional Chinese Medicine Herba leonuri, displayed cardioprotective effects by anti-oxidative and anti-apoptotic activities in vitro and in vivo. Herein, we explored the effects and possible mechanisms of leonurine on lipopolysaccharide (LPS)-induced inflammatory responses in human
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
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