CAS 518-34-3|(1S,14S)-9,20,21,25-tetramethoxy-15,30-dimethyl-7,23-dioxa-15,30-diazaheptacyclo[22.6.2.2^{3,6}.1^{8,12}.1^{14,18}.0^{27,31}.0^{22,33}]hexatriaconta-3,5,8(34),9,11,18,20,22(33),24,26,31...

General Information

Structure

Molecular Formula

C₃₈H₄₂N₂O₆

Molecular Mass

622.74988

Exact Mass

622.30428707

Charge

InChI

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

InChIKey

WVTKBKWTSCPRNU-KYJUHHDHSA-N

Canonic Smiles

COc1c(OC)cc2c3c1Oc1cc4c(cc1OC)CCN([C@H]4Cc1ccc(Oc4cc(C[C@@H]3N(CC2)C)ccc4OC)cc1)C

Isomeric Smiles

c1c2c3c(c(c1OC)OC)Oc1c(cc4c(c1)[C@H](Cc1ccc(Oc5c(ccc(C[C@@H]3N(CC2)C)c5)OC)cc1)N(CC4)C)OC

Calculated Properties

JChem

H Acceptors

H Donor

LogD (pH = 5.5)

1.2245115

LogD (pH = 7.4)

4.760781

Log P

6.4782624

Molar Refractivity

180.1146

Polarizability

69.61369

Polar Surface Area

61.86

Rotatable Bonds

Lipinski's Rule of Five

false

Data Source

Names and Identifiers

Synonyms

FanchinineTetrandrine(Fanchinine)Hanfangchin ANSC 77037SS-(+)-Tetrandrine(1S,14S)-9,20,21,25-tetramethoxy-15,30-dimethyl-7,23-dioxa-15,30-diazaheptacyclo[22.6.2.2^{3,6}.1^{8,12}.1^{14,18}.0^{27,31}.0^{22,33}]hexatriaconta-3,5,8,10,12(34),18,20,22(33),24(32),25,27(31),35-do decaene(S,S)-(+)-粉防己碱(S,S)-(+)-Tetrandrine(1β)-6,6′,7,12-Tetramethoxy-2,2′-dimethylberbaman汉防己甲素倒地拱素Tetrandrine

IUPAC Traditional name

(1S,14S)-9,20,21,25-tetramethoxy-15,30-dimethyl-7,23-dioxa-15,30-diazaheptacyclo[22.6.2.2^{3,6}.1^{8,12}.1^{14,18}.0^{27,31}.0^{22,33}]hexatriaconta-3,5,8(34),9,11,18,20,22(33),24,26,31,35-dodecaene (1S,14S)-9,20,21,25-tetramethoxy-15,30-dimethyl-7,23-dioxa-15,30-diazaheptacyclo[22.6.2.2³,⁶.1⁸,¹².1¹⁴,¹⁸.0²⁷,³¹.0²²,³³]hexatriaconta-3,5,8(34),9,11,18,20,22(33),24,26,31,35-dodecaene (1S,14S)-9,20,21,25-tetramethoxy-15,30-dimethyl-7,23-dioxa-15,30-diazaheptacyclo[22.6.2.2³,⁶.1⁸,¹².1¹⁴,¹⁸.0²⁷,³¹.0²²,³³]hexatriaconta-3,5,8(34),9,11,18(33),19,21,24,26,31,35-dodecaene

IUPAC name

Names and Identifiers

Registration numbers

CAS Number

518-34-3

PubChem SID

2486254816203794324900066

MDL Number

MFCD08689909

Beilstein Number

877811

PubChem CID

73078

Registration numbers

Properties

Pharmacology Properties

Target

calcium channel

Safety Information

Storage Condition

-20°C

Personal Protective Equipment

Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

German water hazard class

MSDS Link

Download link

XE9350000

Physical Property

Optical Rotation

[α]20/D +285°, c = 1 in chloroform

[α]20/D +283±5°, c = 1% in chloroform

Melting Point

219-222 °C(lit.)

219-222 °C

Apperance

solid

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

Selleck Chemicals

S2403

Research Area: Cancer
Biological Activity:
Tetrandrine (Fanchinine; Hanfangchin A) is a calcium channel blocker with an IC50 of 38.23± 25.77 μM. Tetrandrine (Fanchinine; Hanfangchin A) has anti-inflammatory, immunologic and antiallergenic effects. Tetrandrine (Fanchinine; Hanfangchin A) inhibits the degranulation of mast cells. Tetrandrinehas a "Quinidine like" anti-arrhythmic effect. Tetrandrine (Fanchinine; Hanfangchin A) has been isolated from Stephania tetandra and other Chinese and Japanese Herbs. Tetrandrine (Fanchinine; Hanfangchin A) increased populations of both apoptotic sub-G1 and G1 phase. Tetrandrine-induced growth inhibition was associated with induction of Cdk inhibitor p21, inhibition of cyclin D1 and activation of caspase-3. Tetrandrine (Fanchinine; Hanfangchin A) also affected the expression patterns of cytoskeletons including distribution of F-actin and expression level of microtubule. [1][2][3]References on Tetrandrine(Fanchinine)[2] Int J Oncol., 2002 Dec, 21(6):1239-44.[3] http://en.wikipedia.org/wiki/Tetrandrine, , [1] Cancer Letters, 2008, 268:166–175

Sigma Aldrich

365629

Packaging
500 mg in glass bottle

T2695

Application
Analgesic, antipyretic
Packaging
1 g in poly bottle

Molecule Details

References

PubChem Literature

From Data Sources

• Lee JH et al. Int J Oncol. 2002 Dec;21(6):1239-44.

References

Bioactivity