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honokiol

Structure via PubChem · Public domain (PubChem)

EntityQ5896650· pop 6· linked from 913 articles

Honokiol is a lignan isolated from the bark, seed cones, and leaves of trees belonging to the genus Magnolia. It has been identified as one of the chemical compounds in some traditional Eastern herbal medicines along with magnolol, 4-O-methylhonokiol, and obovatol.

Chemical data

Formula
C18H18O2
Molecular weight
266.3 g/mol
IUPAC name
2-(4-hydroxy-3-prop-2-enylphenyl)-4-prop-2-enylphenol

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
266.131
Show 3 more facts
chemical formula
C₁₈H₁₈O₂
canonical SMILES
C=CCC1=CC(=C(C=C1)O)C2=CC(=C(C=C2)O)CC=C
found in taxon
Torreya nucifera
Sources (3)

via Wikidata · CC0

~12 min read

Encyclopedic overview

23 sections
Contents
  • Biology
  • Chemistry
  • Structure
  • Purification
  • History
  • Traditional medicine
  • Western medical research
  • Side effects and contraindications
  • Pharmacology
  • Antitumorigenic activities
  • Neurotrophic activity
  • Antithrombotic activity
  • Anti-inflammatory activity
  • Antioxidant activity
  • Cytotoxicity inhibition
  • GABA<sub>A</sub> modulation
  • Ca<sup>2+</sup> inhibition
  • Antiviral activity
  • Metabolic activity
  • Pharmacokinetics
  • Delivery methods
  • References
  • External links

Honokiol is a lignan isolated from the bark, seed cones, and leaves of trees belonging to the genus Magnolia. It has been identified as one of the chemical compounds in some traditional Eastern herbal medicines along with magnolol, 4-O-methylhonokiol, and obovatol.

Honokiol, a compound with a spicy odor extracted from various Magnolia species worldwide, including those native to the Southeastern United States and Mexico, can readily cross the blood-brain and cerebrospinal fluid barriers, making it a highly bioavailable and potentially effective therapeutic agent. Honokiol is a small, hydrophobic neolignan biphenol structurally similar to propofol that can be purified efficiently from its isomer magnolol using advanced chromatography techniques such as magnolol acetonide protection followed by flash chromatography or high-capacity high-speed countercurrent chromatography.

Excerpted from Wikipedia’s “honokiol” article, available under the CC BY-SA 4.0 licence.

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