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SML3048

Sigma-Aldrich

Tetrandrine

≥98% (HPLC)

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Synonym(s):
(+)-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
Empirical Formula (Hill Notation):
C38H42N2O6
CAS Number:
Molecular Weight:
622.75
MDL number:

Quality Level

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

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

InChI key

WVTKBKWTSCPRNU-KYJUHHDHSA-N

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Biochem/physiol Actions

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.

pictograms

Skull and crossbones

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 2 Oral

Storage Class

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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