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magnoflorine
Sign in to save(S)-Magnoflorine is a quaternary benzylisoquinoline alkaloid (BIA) of the aporphine structural subgroup which has been isolated from various species of the family Menispermaceae, such as Pachygone ovata, Sinomenium acutum, and Cissampelos pareira.
Chemical data
- Formula
- C20H24NO4+
- Molecular weight
- 342.4 g/mol
- IUPAC name
- (6aS)-2,10-dimethoxy-6,6-dimethyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-6-ium-1,11-diol
- SMILES
- C[N+]1(CCC2=CC(=C(C3=C2[C@@H]1CC4=C3C(=C(C=C4)OC)O)O)OC)C
- InChIKey
- YLRXAIKMLINXQY-ZDUSSCGKSA-O
- XLogP
- 2.7
- Polar surface area
- 58.9 Ų
- H-bond donors
- 2
- H-bond acceptors
- 4
- Formal charge
- 1
via PubChem
Wikidata facts
- Subclass of
- aporphine alkaloids
- Mass
- 342.16998466809
Show 5 more facts
- found in taxon
- Thalictrum tuberiferum
- canonical SMILES
- C[N+]1(CCC2=CC(=C(C3=C2C1CC4=C3C(=C(C=C4)OC)O)O)OC)C
- isomeric SMILES
- C[N+]1(CCc2cc(c(c-3c2[C@@H]1Cc4c3c(c(cc4)OC)O)O)OC)C
- Commons category
- Magnoflorine
- chemical formula
- C₂₀H₂₄NO₄⁺
via Wikidata · CC0
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Encyclopedic overview
1 sectionsContents
- References
(S)-Magnoflorine is a quaternary benzylisoquinoline alkaloid (BIA) of the aporphine structural subgroup which has been isolated from various species of the family Menispermaceae, such as Pachygone ovata, Sinomenium acutum, and Cissampelos pareira.
It was identified among the verified anti-inflammatory components in an extract of Sinomenii caulis and has been proposed to have other potential physiological effects, such as sedative and anxiolytic, reduction of erythrocyte hemolysis, antifungal activity, improvement of LPS-induced acute lung injury, and protection against muscle atrophy. Furthermore, magnoflorine has been identified to be an inhibitor of NF-κB activation and to be an agonist at the β2 -adrenergic receptor.
Excerpted from Wikipedia’s “magnoflorine” article, available under the CC BY-SA 4.0 licence.