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Epimagnolin A

CAT: 0013-GTR19156644-02Size: 500 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19156644-02Size:500 mg
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Description
Epimagnolin A is a lignan obtained from the flower buds of Magnolia fargesii, which is traditionally used in Asian medicine for treating headache and nasal congestion. A herbal compound fargesin obtained from M. fargesii, has exerted anti-inflammatory effects in human monocytic THP-1 cells in the previous study. it was demonstrated that epimagnolin A reduced phorbol-12-myristate-13-acetate (PMA) -induced IL-6 promoter activity and IL-6 production in human monocytic THP-1 cells. Furthermore, it was investigated the modulating effects of epimagnolin A on mitogen-activated protein kinase, nuclear factor-kappa B (NF-κB), and activator protein 1 (AP-1) activities. Phosphorylation of p38 and nuclear translocation of p50 and c-Jun were down-regulated by epimagnolin A in the PMA-stimulated THP-1 cell. The results revealed that epimagnolin A attenuated the binding affinity of NF-κB and AP-1 transcription factors to IL-6 promoter and IL-6 production through p38/NF-kB and AP-1 signaling pathways in the PMA-stimulated THP-1 cells. These results suggest that epimagnolin A can be a useful drug for the treatment of inflammatory diseases.
CAS Number
41689-51-4
Purity
>98% (HPLC)
Solubility
In Vitro: DMSO : 100 mg/mL (240.12 mM)
Smiles
COC1=C (OC) C (OC) =CC ([C@H]2OC[C@]3 ([H]) [C@@H] (C4=CC=C (OC) C (OC) =C4) OC[C@@]32[H]) =C1
Molecular Formula
C23H28O7
Molecular Weight
416.46
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.

Chemical Information

Epimagnolin A

(1S,3aR,4R,6aR)-1-(3,4-Dimethoxyphenyl)-4-(3,4,5-trimethoxyphenyl)hexahydrofuro[3,4-c]furan has been reported in Hernandia guianensis, Hernandia ovigera, and other organisms with data available.

CAS Number41689-51-4
PubChem CID13889713
IUPAC Name(3S,3aR,6R,6aR)-3-(3,4-dimethoxyphenyl)-6-(3,4,5-trimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan
Molecular FormulaC23H28O7
Molecular Weight416.5
XLogP2.9
Topological Polar Surface Area64.6
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count7
Rotatable Bond Count7
Heavy Atom Count30
Formal Charge0
Complexity532
SMILES
COC1=C(C=C(C=C1)[C@@H]2[C@H]3CO[C@H]([C@H]3CO2)C4=CC(=C(C(=C4)OC)OC)OC)OC
InChI
InChI=1S/C23H28O7/c1-24-17-7-6-13(8-18(17)25-2)21-15-11-30-22(16(15)12-29-21)14-9-19(26-3)23(28-5)20(10-14)27-4/h6-10,15-16,21-22H,11-12H2,1-5H3/t15-,16-,21+,22-/m0/s1
InChIKey
MFIHSKBTNZNJIK-FRMGNDQPSA-N
Chemical Structure
2D Structure
2D structure of Epimagnolin A
CAS: 41689-51-4
CID: 13889713
Formula: C23H28O7
MW: 416.5
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight416.5
XLogP32.9
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count7
Rotatable Bond Count7
Exact Mass416.18350323
Monoisotopic Mass416.18350323
Topological Polar Surface Area64.6 Ų
Heavy Atom Count30
Formal Charge0
Complexity532
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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