Structure via PubChem · Public domain (PubChem)
jatrorrhizine
Sign in to saveJatrorrhizine is a protoberberine alkaloid found in some plant species, such as Enantia chlorantha (Annonaceae). Synonyms that may be encountered include jateorrhizine, neprotin, jatrochizine, jatrorhizine, and yatrorizine.
Chemical data
- Formula
- C20H20NO4+
- Molecular weight
- 338.4 g/mol
- IUPAC name
- 2,9,10-trimethoxy-5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium-3-ol
- SMILES
- COC1=C(C2=C[N+]3=C(C=C2C=C1)C4=CC(=C(C=C4CC3)O)OC)OC
- InChIKey
- MXTLAHSTUOXGQF-UHFFFAOYSA-O
- XLogP
- 3.4
- Polar surface area
- 51.8 Ų
- H-bond donors
- 1
- H-bond acceptors
- 4
- Formal charge
- 1
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Mass
- 338.139
Show 4 more facts
- found in taxon
- Nandina domestica
- canonical SMILES
- COC1=C(C2=C[N+]3=C(C=C2C=C1)C4=CC(=C(C=C4CC3)O)OC)OC
- Commons category
- Jatrorrhizine
- chemical formula
- C₂₀H₂₀NO₄⁺
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- Bioactive effects
- References
Jatrorrhizine is a protoberberine alkaloid found in some plant species, such as Enantia chlorantha (Annonaceae). Synonyms that may be encountered include jateorrhizine, neprotin, jatrochizine, jatrorhizine, and yatrorizine.
== Bioactive effects == Jatrorrhizine has been reported to have antiinflammatory effect, and to improve blood flow and mitotic activity in thioacetamide-traumatized rat livers. It was found to have antimicrobial and antifungal activity. It binds and noncompetitively inhibits monoamine oxidase (IC50 = 4 μM for MAO-A and 62 μM for MAO-B) It interferes with multidrug resistance by cancer cells in vitro when exposed to a chemotherapeutic agent. Large doses (50–100 mg/kg) reduced blood sugar levels in mice by increasing aerobic glycolysis.
Excerpted from Wikipedia’s “jatrorrhizine” article, available under the CC BY-SA 4.0 licence.