Structure via PubChem · Public domain (PubChem)
tetrandrine
Sign in to saveAlso known as (+)-Tetrandrine, (S,S)-Tetrandrine, D-Tetrandrine, Fanchinine, Sinomenine A, Hanjisong
Tetrandrine, a bis-benzylisoquinoline alkaloid, is a calcium channel blocker. It is isolated from the plant Stephania tetrandra, and other Chinese and Japanese herbs.
Chemical data
- Formula
- C38H42N2O6
- Molecular weight
- 622.7 g/mol
- IUPAC name
- (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(36),4,6(35),8,10,12(34),18,20,22(33),24,26,31-dodecaene
- SMILES
- CN1CCC2=CC(=C3C=C2[C@@H]1CC4=CC=C(C=C4)OC5=C(C=CC(=C5)C[C@H]6C7=C(O3)C(=C(C=C7CCN6C)OC)OC)OC)OC
- InChIKey
- WVTKBKWTSCPRNU-KYJUHHDHSA-N
- XLogP
- 6.4
- Polar surface area
- 61.9 Ų
- H-bond donors
- 0
- H-bond acceptors
- 8
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Subclass of
- isoquinoline alkaloid
- Mass
- 622.304
Show 4 more facts
- found in taxon
- Thalictrum
- chemical formula
- C₃₈H₄₂N₂O₆
- isomeric SMILES
- CN1CCC2=CC(=C3C=C2[C@@H]1CC4=CC=C(C=C4)OC5=C(C=CC(=C5)C[C@H]6C7=C(O3)C(=C(C=C7CCN6C)OC)OC)OC)OC
- canonical SMILES
- CN1CCC2=CC(=C3C=C2C1CC4=CC=C(C=C4)OC5=C(C=CC(=C5)CC6C7=C(O3)C(=C(C=C7CCN6C)OC)OC)OC)OC
via Wikidata · CC0
~2 min read
Encyclopedic overview
4 sectionsContents
- Pharmacology
- Biosynthesis
- Synonyms
- References
Tetrandrine, a bis-benzylisoquinoline alkaloid, is a calcium channel blocker. It is isolated from the plant Stephania tetrandra, and other Chinese and Japanese herbs.
== Pharmacology == It has anti-inflammatory, immunologic and antiallergenic effects. It inhibits the degranulation of mast cells. It has a quinidine-like anti-arrhythmic effect. It has vasodilatory properties and can therefore reduce blood pressure. Tetrandrine may have potential use for the treatment of liver disease and liver cancer. Tetrandrine has potential therapeutic value to prevent excess scarring/fibrosis in conjunctiva following trabeculectomy or in patients with severe conjunctival inflammation. Tetrandrine has anti-inflammatory and anti-fibrogenic actions, which make tetrandrine and related compounds potentially useful in the treatment of lung silicosis, liver cirrhosis, and rheumatoid arthritis. Tetrandrine has also been shown to inhibit entry of Ebola virus into host cells in vitro and showed therapeutic efficacy against Ebola in preliminary studies on mice. Tetrandrine has also been studied and patented as a possible treatment for tinnitus.
Excerpted from Wikipedia’s “tetrandrine” article, available under the CC BY-SA 4.0 licence.