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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).

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
093M4728V

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Xia Li et al.
European journal of obstetrics, gynecology, and reproductive biology, 159(2), 375-380 (2011-10-28)
To determine the effect of leonurine hydrochloride (LH) on abnormal bleeding induced by medical abortion. Rats had incomplete abortions induced in early pregnancy using mifepristone in combination with misoprostol. After abortion, rats were treated with LH for 7 days, and
Xin-Hua Liu et al.
Clinical and experimental pharmacology & physiology, 36(7), 696-703 (2009-07-15)
1. Previous studies have shown that extracts of Herba leonuri, predominantly containing the phytochemical components leonurine and stachydrine, provide protective effects in the ischaemic myocardium by acting as free radical scavengers and inhibiting the formation of reactive oxygen species. 2.
Maneewan Suwatronnakorn et al.
Journal of advanced pharmaceutical technology & research, 12(3), 291-297 (2021-08-05)
The quality parameters of Leonurus sibiricus L. aerial part crude drugs were evaluated. Fifteen crude drugs were collected from various locations throughout Thailand. The transverse section of the stem of L. sibiricus showed quadrangular character highlighted the ribs with angular
Leonurine: a new comer in the natural compounds affecting atherosclerosis.
Giuseppe Danilo Norata et al.
Atherosclerosis, 224(1), 37-38 (2012-05-09)
Xin-hua Liu et al.
Journal of cardiovascular pharmacology, 54(5), 437-444 (2009-11-27)
In the present study, we examined the ability of a chemically synthesized compound based on the structure of leonurine, a phytochemical component of Herba leonuri, to protect H9c2 rat ventricular cells from apoptosis induced by hypoxia and serum deprivation, as
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