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Merck
CN

SMB00377

Magnoflorine

≥98% (HPLC)

Synonym(s):

(6aS)-2,10-dimethoxy-6,6-dimethyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-6-ium-1,11-diol

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About This Item

Empirical Formula (Hill Notation):
C20H24NO4
CAS Number:
2141-09-5
Molecular Weight:
342.41
NACRES:
NA.25
PubChem Substance ID:
329824978
UNSPSC Code:
12352205
MDL number:
MFCD09031380

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InChI

1S/C20H23NO4/c1-21(2)8-7-12-10-15(25-4)20(23)18-16(12)13(21)9-11-5-6-14(24-3)19(22)17(11)18/h5-6,10,13H,7-9H2,1-4H3,(H-,22,23)/p+1/t13-/m0/s1

SMILES string

OC1=C(OC)C=C2CC[N+](C)(C)[C@@]3([H])CC4=CC=C(OC)C(O)=C4C1=C32

InChI key

YLRXAIKMLINXQY-ZDUSSCGKSA-O

assay

≥98% (HPLC)

form

powder

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

2-8°C

Quality Level

200

Related Categories

General description

Magnoflorine is a secondary metabolite and an alkaloid with a quaternary aporphine configuration. It can be found in roots, rhizomes, stems, barks, or seeds of many herbal plants such as Caulophyllum thalictroides (blue cohosh), Arisolochai bracteate, P. amurense, S. acutum, Tinospora crispa, Coptidis rhizome, etc. Magnoflorine constitutes approximately 65 % of the total alkaloids in roots and rhizomes of blue cohosh. It is also known as thalictrine and escholine.

Application

Magnoflorin has been used to test its contractile effects on isolated mouse uterine smooth muscle tissues and on isolated strips of Mus musculus distal colon smooth muscle tissues.

Biochem/physiol Actions

Magnoflorine possesses several biochemical and pharmacological properties such as antioxidant, anti-inflammatory, immunomodulatory, anti-diabetic, anti-fungal, cardiovascular protective, and neuropsychological. It also acts as an α-tyrosinase inhibitor. It helps to increase pro-inflammatory responses induced by lipopolysaccharide (LPS). It exerts antitumor, anti-cancer activities by inhibiting gastric cancer progression gastric cancer cell xenograft mouse model.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

涉药品监管产品
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Certificates of Analysis (COA)

Lot/Batch Number
0000406861
0000406861
0000291935
0000252830
0000252830

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Alkaloids
Lead Compounds from Medicinal Plants for the Treatment of Neurodegenerative Diseases (2014)
Magnoflorine enhances LPS-activated pro-inflammatory responses via MyD88-dependent pathways in U937 macrophages
Haque MdA, et al.
Planta Medica, 84(17), 1255-1264 (2018)
Quillaja saponins are a potent contractor of uterine smooth muscle tissue in vitro
Bristol, Brian and Degolier, Teresa
Journal of Pharmacognosy and Phytochemistry, 7(5), 1252-1258 (2018)
Tong Xu et al.
Pharmacological research, 152, 104632-104632 (2020-01-09)
Magnoflorine is an important quaternary aporphine alkaloid that is isolated from some commonly used herbal medicines (e.g., Sinomenium acutum (Thunb.) Rehder & E.H.Wilson and Coptis chinensis Franch.). In recent years, magnoflorine has received increasing attention due to its multiple pharmacological
Potential biological activities of magnoflorine: a compound from Aristolochia debilis Sieb. et Zucc
Li C and Wang MH
The Korean Journal of Plant Resources, 27(3), 223-228 (2014)
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