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magnolin

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magnolin Basic information

Product Name:
magnolin
Synonyms:
  • 1H,3H-Furo[3,4-c]furan, 1-(3,4-dimethoxyphenyl)
  • Medioresinol dimethyl ether
  • tetrahydro-4-(3,4,5-trimethoxyphenyl)-,(1S,3aR,4S,6aR)-
  • Magnolin
  • Maglin
  • Magnolin, 98%, from Magnolia liliflora Desr.
  • (1S,3aR,4S,6aR)-1-(3,4-dimethoxyphenyl)-4-(3,4,5-trimethoxyphenyl)tetrahydro-1H,3H-furo[3,4-c]furan
  • 1H,3H-Furo[3,4-c]furan, 1-(3,4-dimethoxyphenyl)tetrahydro-4-(3,4,5-trimethoxyphenyl)-, (1S,3aR,4S,6aR)-
CAS:
31008-18-1
MF:
C23H28O7
MW:
416.46
EINECS:
202-110-6
Product Categories:
  • Miscellaneous Natural Products
Mol File:
31008-18-1.mol
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magnolin Chemical Properties

Melting point:
91.4-92.9 °C
Boiling point:
536.9±50.0 °C(Predicted)
Density 
1.178±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2–8 °C
solubility 
Chloroform (Slightly), Ethyl Acetate (Slightly)
form 
Solid
color 
White to Off-White
optical activity
[α]/D +46 to +56°, c =0.5 in chloroform-d
InChIKey
MFIHSKBTNZNJIK-RZTYQLBFSA-N
SMILES
O1C[C@]2([H])[C@@H](C3=CC(OC)=C(OC)C(OC)=C3)OC[C@]2([H])[C@H]1C1=CC=C(OC)C(OC)=C1
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Safety Information

Safety Statements 
24/25
WGK Germany 
WGK 3
HS Code 
29329990
Storage Class
11 - Combustible Solids
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magnolin Usage And Synthesis

Description

Magnolin, a major component of Magnolia flos (Shin-Yi), inhibits the Ras/ERKs/RSK2 signaling axis by targeting the active pocket of ERK1 and ERK2 with IC50s of 87 nM and 16.5 nM, respectively.

Chemical Properties

White crystalline powder, soluble in chloroform, derived from the flower buds of Magnolia denudata Desr., Magnoliaceae.

Uses

Magnolin is a lignan extract from Magnoliae Flos, displaying anti-asthma and anti-inflammatory activity.

in vitro

Magnolin is a natural compound abundantly found in Magnolia flos, which has been traditionally used in oriental medicine to treat headaches, nasal congestion and anti-inflammatory reactions. Magnolin targets the active pockets of ERK1 and ERK2, which are important signaling molecules in cancer cell metastasis. Magnolin inhibits NF-κB transactivation activity by suppressing the ERKs/RSK2 signaling pathway. Magnolin inhibits the production of tumor necrosis factor-α (TNF-α) and prostaglandin E2 (PGE2) by inhibiting extracellular signal-regulated kinases (ERKs), which are key signaling molecules in the regulation of cell proliferation, transformation and cancer cell metastasis. JB6 Cl41 cell migration enhanced by EGF treatment is dramatically suppressed by Magnolin treatment in a dose-dependent manner. Magnolin inhibits ERK1/2/RSK2 signaling-mediated IκBα phosphorylation at Ser32, resulting in the inhibition of NF-κB activation and cell migration.

IC 50

ERK2: 16.5 nM (IC50); ERK1: 87 nM (IC50)

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