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Merck

SML3048

Sigma-Aldrich

Tetrandrine

≥98% (HPLC)

Sinónimos:

(+)-Tetrandrine, (4aS,16aS)-3,4,4a,5,16a,17,18,19-Octahydro-12,21,22,26-tetramethoxy-4,17-dimethyl-16H-1,24:6,9-dietheno-11,15-metheno-2H-pyrido[2′,3′:17,18][1,11]dioxacycloeicosino[2,3,4-ij]isoquinoline, (S,S)-Tetrandrine, NSC 77037, Tetrandrin, (1β)-6,6′,7,12-Tetramethoxy-2,2′-dimethylberbaman

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About This Item

Fórmula empírica (notación de Hill):
C38H42N2O6
Número de CAS:
Peso molecular:
622.75
Número MDL:
Código UNSPSC:
12352200
NACRES:
NA.77

Nivel de calidad

Análisis

≥98% (HPLC)

formulario

powder

color

white to beige

solubilidad

DMSO: 2 mg/mL, clear

temp. de almacenamiento

2-8°C

cadena SMILES

COc1ccc2C[C@@H]3N(C)CCc4cc(OC)c(OC)c(Oc5cc6[C@H](Cc7ccc(Oc1c2)cc7)N(C)CCc6cc5OC)c34

InChI

1S/C38H42N2O6/c1-39-15-13-25-20-32(42-4)34-22-28(25)29(39)17-23-7-10-27(11-8-23)45-33-19-24(9-12-31(33)41-3)18-30-36-26(14-16-40(30)2)21-35(43-5)37(44-6)38(36)46-34/h7-12,19-22,29-30H,13-18H2,1-6H3/t29-,30-/m0/s1

Clave InChI

WVTKBKWTSCPRNU-KYJUHHDHSA-N

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Acciones bioquímicas o fisiológicas

Tetrandrine is bisbenzylisoquinoline alkaloid extracted from isolated from Stephania tetrandra S Moore that exhibits numerous pharmacological activities including anti-cancer, anti-inflammatory, negative ionotropic and chronotropic effects on myocardium, immunologic and antiallergenic effects. It has been used for treatment of tuberculosis, hyperglycemia, malaria, cancer and fever. Tetrandrine is potent calcium channel blocker. Tetrandrine targets multiple signaling pathways controlling cell cycle, apoptosis. Tetrandrine is an inhibitor of efflux pumps that reversed the clarithromycin resistance phenotype of some Mycobacterium avium complex clinical isolates.

Pictogramas

Skull and crossbones

Palabra de señalización

Danger

Frases de peligro

Clasificaciones de peligro

Acute Tox. 2 Oral

Código de clase de almacenamiento

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable


Certificados de análisis (COA)

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Ting Liu et al.
Oncotarget, 7(26), 40800-40815 (2016-10-27)
Cancer is a disease caused by the abnormal proliferation and differentiation of cells governed by tumorigenic factors. Chemotherapy is one of the major cancer treatment strategies, and it functions by targeting the physiological capabilities of cancer cells, including sustained proliferation
Bhagya N et al.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie, 97, 624-632 (2017-11-05)
Tetrandrine has been known in the treatment of tuberculosis, hyperglycemia, negative ionotropic and chronotropic effects on myocardium, malaria, cancer and fever since years together. It has been known that, tetrandrine could modulate multiple signaling molecules such as kinases of cell
Kai Guo et al.
Journal of investigative surgery : the official journal of the Academy of Surgical Research, 34(7), 695-702 (2019-11-07)
We aimed at investigating the effects of Dipeptidyl peptidase-4 (DPP-4) inhibitor saxagliptin (Saxa) on mouse acute lung injury (ALI)-induced by lipopolysaccharide (LPS) and the potential mechanisms. Animals were divided into four groups: control, Saxa, LPS, and LPS + Saxa. Histopathology changes of
Melissa Menichini et al.
The Journal of antibiotics, 73(2), 128-132 (2019-10-19)
In this study we aimed to evaluate the effect of the combination of clarithromycin and four inhibitors of efflux pumps (EPIs), including berberine (BER), carbonyl cyanide m-chlorophenylhydrazone (CCCP), piperine (PIP) and tetrandrine (TET), against 12 Mycobacterium avium complex clinical isolates.

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