Structure via PubChem · Public domain (PubChem)
boldine
Sign in to saveBoldine is an alkaloid of the aporphine class that is characteristic of the boldo tree Peumus boldus Molina. It is the most abundant alkaloid found in boldo bark, although it is not present in the leaves. Boldine is also found in Lindera aggregata.
Chemical data
- Formula
- C19H21NO4
- Molecular weight
- 327.4 g/mol
- IUPAC name
- (6aS)-1,10-dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-2,9-diol
- SMILES
- CN1CCC2=CC(=C(C3=C2[C@@H]1CC4=CC(=C(C=C43)OC)O)OC)O
- InChIKey
- LZJRNLRASBVRRX-ZDUSSCGKSA-N
- XLogP
- 2.7
- Polar surface area
- 62.2 Ų
- H-bond donors
- 2
- H-bond acceptors
- 5
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
263 papers- Boldine: a narrative review of the bioactive compound with versatile biological and pharmacological potential.Journal of complementary & integrative medicine · 2024
- Pharmacology of boldine: summary of the field and update on recent advances.Frontiers in pharmacology · 2024
- Semisynthetic Transformations on (+)-Boldine Reveal a 5-HT(2A/2C)R Antagonist.Journal of natural products · 2022
- Boldine Ameliorates Vascular Oxidative Stress and Endothelial Dysfunction: Therapeutic Implication for Hypertension and Diabetes.Journal of cardiovascular pharmacology · 2015
- Boldine and its antioxidant or health-promoting properties.Chemico-biological interactions · 2006
via PubMed
Wikidata facts
- Subclass of
- aporphine alkaloids
- Mass
- 327.147
Show 3 more facts
- chemical formula
- C₁₉H₂₁NO₄
- canonical SMILES
- CN1CCC2=CC(=C(C3=C2C1CC4=CC(=C(C=C43)OC)O)OC)O
- isomeric SMILES
- CN1CCC2=CC(=C(C3=C2[C@@H]1CC4=CC(=C(C=C43)OC)O)OC)O
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
1 sectionsContents
- References
Boldine is an alkaloid of the aporphine class that is characteristic of the boldo tree Peumus boldus Molina. It is the most abundant alkaloid found in boldo bark, although it is not present in the leaves. Boldine is also found in Lindera aggregata.
== References ==
Excerpted from Wikipedia’s “boldine” article, available under the CC BY-SA 4.0 licence.