Structure via PubChem · Public domain (PubChem)
oxymatrine
Sign in to saveOxymatrine (matrine oxide, 'matrine N-oxide, matrine 1-oxide') is one of many quinolizidine alkaloid compounds extracted from the root of Sophora flavescens, a Chinese herb. It is very similar in structure to matrine, which has one less oxygen atom, and oxymatrine is partially metabolized to matrine in the human gut. Oxymatrine has a variety of effects in vitro and in animal models, including protection against apoptosis, tumor and fibrotic tissue development, and inflammation. Furthermore, oxymatrine has been shown to decrease cardiac ischemia (decreased blood perfusion), myocardial injury, a
Chemical data
- Formula
- C15H24N2O2
- Molecular weight
- 264.36 g/mol
- IUPAC name
- (1R,2R,9S,13R,17S)-13-oxido-7-aza-13-azoniatetracyclo[7.7.1.02,7.013,17]heptadecan-6-one
- SMILES
- C1C[C@@H]2[C@H]3CCC[N@+]4([C@H]3[C@@H](CCC4)CN2C(=O)C1)[O-]
- InChIKey
- XVPBINOPNYFXID-JARXUMMXSA-N
- XLogP
- 1
- Polar surface area
- 38.4 Ų
- H-bond donors
- 0
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
787 papers- Oxymatrine: A current overview of its health benefits.Fitoterapia · 2023
- Oxymatrine attenuates oxidized low‑density lipoprotein‑induced HUVEC injury by inhibiting NLRP3 inflammasome‑mediated pyroptosis via the activation of the SIRT1/Nrf2 signaling pathway.International journal of molecular medicine · 2021
- Beneficial effects of oxymatrine from Sophora flavescens on alleviating Ulcerative colitis by improving inflammation and ferroptosis.Journal of ethnopharmacology · 2024
- Oxymatrine exerts organ- and tissue-protective effects by regulating inflammation, oxidative stress, apoptosis, and fibrosis: From bench to bedside.Pharmacological research · 2020
- Oxymatrine and insulin resistance: Focusing on mechanistic intricacies involve in diabetes associated cardiomyopathy via SIRT1/AMPK and TGF-β signaling pathway.Journal of biochemical and molecular toxicology · 2023
via PubMed
Wikidata facts
- Mass
- 264.183778008
Show 5 more facts
- isomeric SMILES
- C1C[C@@H]2[C@H]3CCC[N@+]4([C@H]3[C@@H](CCC4)CN2C(=O)C1)[O-]
- chemical formula
- C₁₅H₂₄N₂O₂
- found in taxon
- Sophora davidii
- canonical SMILES
- O=C1N2CC3CCC[N+]4([O-])CCCC(C2CCC1)C34
- Commons category
- Oxymatrine
Sources (2)
via Wikidata · CC0
~3 min read
Encyclopedic overview
3 sectionsContents
- Role in cardiac fibrosis
- Future studies
- References
Oxymatrine (matrine oxide, 'matrine N-oxide, matrine 1-oxide') is one of many quinolizidine alkaloid compounds extracted from the root of Sophora flavescens, a Chinese herb. It is very similar in structure to matrine, which has one less oxygen atom, and oxymatrine is partially metabolized to matrine in the human gut. Oxymatrine has a variety of effects in vitro and in animal models, including protection against apoptosis, tumor and fibrotic tissue development, and inflammation. Furthermore, oxymatrine has been shown to decrease cardiac ischemia (decreased blood perfusion), myocardial injury, arrhythmias (irregular heartbeats), and improve heart failure by increasing cardiac function.
==Role in cardiac fibrosis==
Excerpted from Wikipedia’s “oxymatrine” article, available under the CC BY-SA 4.0 licence.