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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

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

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Certificates of Analysis (COA)

Lot/Batch Number
0000245922
0000245922
0000135138
0000135139
0000130843

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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
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
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
Bo Hou et al.
Folia neuropathologica, 60(1), 76-91 (2022-04-02)
Atherosclerosis (AS) is a chronic inflammatory disease with high morbidity and mortality worldwide and is the pathologic basis of cerebral-cardiovascular disease. Cerebral infarction is caused by cerebral ischemia in the deep brain stem or cerebral hemisphere, and small vessel atherosclerosis
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