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Tetrandrine structure, CAS 518-34-3

Tetrandrine

CAS Number518-34-3

SynonymsTetrandrine; Trandrine; Conba; MFCD08689909; (1β)-6,6',7,12-Tetramethoxy-2,2'-dimethylberbaman; sinomeninea; 6,6',7,12-Tetramethoxy-2,2'-dimethylberbaman; hanfangchin A; TETRANDRIN; fanchinine; Jinake; 6,6',7,12-tetramethoxy-2,2'-dimethyl-berbaman; (1b)-6,6',7,12-Tetramethoxy-2,2'-dimethylberbaman; (S,S)-(+)-Tetrandrine; iso-tetrandrine; (1β,1'β)-6,6',7,12-Tetramethoxy-2,2'-dimethylberbaman

Molecular FormulaC38H42N2O6

Molecular Weight622.76

Purity98%

Density1.2±0.1 g/cm3

Boiling Point710.5±60.0 °C at 760 mmHg

Melting Point219-222ºC

Flash Point

Appearancewhite solid

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Cat. No.: 2A-9012665 Purity: 98%
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Quality Control of [ 518-34-3 ] Purity: 98% SDS Specification MoL

COA NMR CNMR HPLC LC-MS
Chemical & Physical Properties
CAS Number518-34-3
Catalog No.2A-9012665
Chinese Name汉防己甲素； 粉防己碱
SynonymsTetrandrine; Trandrine; Conba; MFCD08689909; (1β)-6,6',7,12-Tetramethoxy-2,2'-dimethylberbaman; sinomeninea; 6,6',7,12-Tetramethoxy-2,2'-dimethylberbaman; hanfangchin A; TETRANDRIN; fanchinine; Jinake; 6,6',7,12-tetramethoxy-2,2'-dimethyl-berbaman; (1b)-6,6',7,12-Tetramethoxy-2,2'-dimethylberbaman; (S,S)-(+)-Tetrandrine; iso-tetrandrine; (1β,1'β)-6,6',7,12-Tetramethoxy-2,2'-dimethylberbaman
Molecular FormulaC38H42N2O6
Molecular Weight622.76
Purity98
Density1.2±0.1 g/cm3
Boiling Point710.5±60.0 °C at 760 mmHg
Melting Point219-222ºC
Appearancewhite solid
Water SolubilityWater solubility: insoluble; soluble in: ether
Storage ConditionRoom Temperature
ApplicationTetrandrine is a diphenylisoquinoline alkaloid that inhibits voltage-gated calcium channels (ICa) and Ca2+-activated potassium channels.
HTC2942000000
MDL NumberC38H42N2O6
SMILESCOc1ccc2cc1Oc1ccc(cc1)CC1c3cc(c(OC)cc3CCN1C)Oc1c(OC)c(OC)cc3c1C(C2)N(C)CC3
InChIInChI=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 KeyWVTKBKWTSCPRNU-KYJUHHDHSA-N
MSDSmsds/12665_1_518_34_3.pdf
Use ofTetrandrine is a bis-benzyl-isoquinoline alkaloid, which inhibits voltage-gated Ca2+ current (ICa) and Ca2+-activated K+ current. Properties Articles55 Name D-Tetrandrine Synonym More Synonyms Tetrandrine Biological Activity Description Tetrandrine is a bis-benzyl-isoquinoline alkaloid, which inhibits voltage-gated Ca2+ current (ICa) and Ca2+-activated K+ current. Related Catalog Signaling Pathways >> Membrane Transporter/Ion Channel >> Calcium Channel Signaling Pathways >> Membrane Transporter/Ion Channel >> Potassium Channel Research Areas >> Cancer Research Areas >> Inflammation/Immunology Ca2+ current[1] K+ current[1] In Vitro The effects of Tetrandrine, a bis-benzyl-isoquinoline alkaloid, on voltage-gated Ca2+ currents (ICa) and on Ca2+-activated K+ current (IK(Ca)) and channels in isolated nerve terminals of the rat neurohypophysis are investigated using patch-clamp techniques. The non-inactivating component of ICa is inhibited by external Tetrandrine in a voltage- and dose-dependent manner, with an IC50=10.1μM. Tetrandrine decreases the channel-open probability, within bursts, with an IC50=0.21 μM[1]. To evaluate the effects of Tetrandrine on HCC cells, Huh7, HCCLM9 and Hep3B cells are treated with 0 (DMSO), 0.5, 1, 2 or 4 μM of Tetrandrine for 24 h. The cell proliferation assay indicates that Tetrandrine exhibits almost no effect on the inhibition of HCC cell proliferation at 0.5-2 μM. However, Tetrandrine inhibits HCC cell migration in a dose-dependent manner. Furthermore, a wound-healing and transwell assay shows that 2 μM Tetrandrine significantly inhibits HCC cell migration and invasion[2]. References [1]. Wang G, et al. Tetrandrine blocks a slow, large-conductance, Ca(2+)-activated potassium channel besides inhibiting a non-inactivating Ca2+ current in isolated nerve terminals of the rat neurohypophysis. Pflugers Arch. 1992 Sep;421(6):558-65. [2]. Zhang Z, et al. The plant alkaloid tetrandrine inhibits metastasis via autophagy-dependent Wnt/β-catenin and metastatic tumor antigen 1 signaling in human liver cancer cells. J Exp Clin Cancer Res. 2018 Jan 15;37(1):7. Chemical & Physical Properties Molecular Formula C38H42N2O6 Exact Mass 622.304260 PSA 61.86000 Index of Refraction 1.586 InChIKey WVTKBKWTSCPRNU-KYJUHHDHSA-N Toxicological Information CHEMICAL IDENTIFICATION RTECS NUMBER : CHEMICAL NAME : Tetrandrine CAS REGISTRY NUMBER : BEILSTEIN REFERENCE NO. : LAST UPDATED : DATA ITEMS CITED : MOLECULAR FORMULA : C38-H42-N2-O6 MOLECULAR WEIGHT : HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 41300 ug/kg TOXIC EFFECTS : Behavioral - convulsions or effect on seizure threshold TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 37500 ug/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Mammal - cat DOSE/DURATION : TOXIC EFFECTS : Behavioral - tremor Cardiac - other changes Lungs, Thorax, or Respiration - other changes TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - rabbit DOSE/DURATION : TOXIC EFFECTS : Behavioral - convulsions or effect on seizure threshold Cardiac - other changes Lungs, Thorax, or Respiration - other changes TYPE OF TEST : Sister chromatid exchange MUTATION DATA TYPE OF TEST : Sister chromatid exchange TEST SYSTEM : Rodent - hamster Lung DOSE/DURATION : REFERENCE : MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 224,5,1989 Safety Information Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter Hazard Codes Xi RIDADR NONH for all modes of transport WGK Germany 3 RTECS XE9350000 HS Code 2942000000 Synthetic Route Total: 1 Page diazomethane CAS#:186581-53-3 Penduline (Cocculus) CAS#:26137-45-1 Tetrandrine CAS#:518-34-3 Literature: Kashiwaba, Noriaki; Morooka, Shigeo; Kimura, Michiko; Ono, Minoru; Murakoshi, Yoshie; et al. Heterocycles, 1995 , vol. 41, # 9 p. 2043 - 2048 Precursor & DownStream Precursor 2 CAS#:186581-53-3 diazomethane CAS#:26137-45-1 Penduline (Cocculus) DownStream 9 CAS#:83113-25-1 Tetrakis-(O-dem... CAS#:83087-72-3 6',7-Bis-(O-dem... CAS#:436-77-1 Fangchinoline CAS#:26137-45-1 Penduline (Cocculus)
Transport InfoProduct Name: Tetrandrine
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