Structure via PubChem · Public domain (PubChem)
(+)-matrine
Sign in to saveAlso known as matrine, (7aS,13aR,13bR,13cS)-dodecahydro-1H,5H,10H-dipyrido[2,1-f:3′,2′,1′-ij][1,6]naphthyridin-10-one
Matrine is an alkaloid found in plants from the family Fabaceae. It has a variety of pharmacological effects, including in-vitro anti-cancer effects, as well as κ-opioid and μ-opioid receptor agonism.
Chemical data
- Formula
- C15H24N2O
- Molecular weight
- 248.36 g/mol
- IUPAC name
- (1R,2R,9S,17S)-7,13-diazatetracyclo[7.7.1.02,7.013,17]heptadecan-6-one
- SMILES
- C1C[C@@H]2[C@H]3CCCN4[C@H]3[C@@H](CCC4)CN2C(=O)C1
- InChIKey
- ZSBXGIUJOOQZMP-JLNYLFASSA-N
- XLogP
- 1.6
- Polar surface area
- 23.6 Ų
- H-bond donors
- 0
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Mass
- 248.188863388
Show 6 more facts
- Commons category
- Matrine
- found in taxon
- Sophora davidii
- chemical formula
- C₁₅H₂₄N₂O
- canonical SMILES
- C1CC2C3CCCN4C3C(CCC4)CN2C(=O)C1
- isomeric SMILES
- O=C1CCC[C@@H]2[C@H]3CCCN4CCC[C@@H](CN12)[C@@H]34
- has characteristic
- bitterness
via Wikidata · CC0
~2 min read
Encyclopedic overview
3 sectionsContents
- References
- See also
- External links
Matrine is an alkaloid found in plants from the family Fabaceae. It has a variety of pharmacological effects, including in-vitro anti-cancer effects, as well as κ-opioid and μ-opioid receptor agonism.
Matrine possesses strong antitumor activities in vitro and in vivo. Inhibition of cell proliferation and induction of apoptosis are the likely mechanisms responsible for matrine's antitumor activities. Matrine can be commercially extracted from the traditional Chinese medical herb Sophora flavescens Ait.
Excerpted from Wikipedia’s “(+)-matrine” article, available under the CC BY-SA 4.0 licence.