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13060-14-5

13060-14-5 structure
13060-14-5 structure
  • Name: Yangambin
  • Chemical Name: (3S,3aR,6S,6aR)-3,6-bis(3,4,5-trimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan
  • CAS Number: 13060-14-5
  • Molecular Formula: C24H30O8
  • Molecular Weight: 446.49000
  • Catalog: Natural product Lignans
  • Create Date: 2017-11-15 09:24:34
  • Modify Date: 2024-01-11 19:46:10
  • Yangambin, a furofuran lignan, is already isolated from plants such as member of the Annonaceae family, including species of the genus Rollinia: R. pickeli, R. exalbidaand R. mucosa, as well from the Magnolia biondii. Yangambin, a selective PAF receptor antagonist, inhibits Ca2+ influx through voltage-gated Ca2+ channels, leading to the reduction in [Ca2+]i in vascular smooth muscle cells and consequent peripheral vasodilation[1]. Yangambin exhibits the antiallergic activity against β-hexosaminidase release with an IC50 of 33.8 μM and for anti-inflammatory activity with an IC50 of 37.4 μM[2].

Name (3S,3aR,6S,6aR)-3,6-bis(3,4,5-trimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan
Synonyms Lirioresinol B dimethyl ether
Lirioresinol B,O,O-dimethyl
syringaresinol dimethyl ether
Lirioresinol B,dimethyl
O,O-Dimethyllirioresinol B
Description Yangambin, a furofuran lignan, is already isolated from plants such as member of the Annonaceae family, including species of the genus Rollinia: R. pickeli, R. exalbidaand R. mucosa, as well from the Magnolia biondii. Yangambin, a selective PAF receptor antagonist, inhibits Ca2+ influx through voltage-gated Ca2+ channels, leading to the reduction in [Ca2+]i in vascular smooth muscle cells and consequent peripheral vasodilation[1]. Yangambin exhibits the antiallergic activity against β-hexosaminidase release with an IC50 of 33.8 μM and for anti-inflammatory activity with an IC50 of 37.4 μM[2].
Related Catalog
Target

Ca2+

References

[1]. Araújo IG, et al. Calcium influx inhibition is involved in the hypotensive and vasorelaxant effects induced by yangambin. Molecules. 2014 May 23;19(5):6863-76.

[2]. Jindaporn Puripattanavong, et al. Anti-allergic and anti-inflammatory compounds from Aglaia andamanica leaves. Songklanakarin J. Sci. Technol. 2015,37 (1), 37-41.

Density 1.183g/cm3
Boiling Point 556.1ºC at 760 mmHg
Molecular Formula C24H30O8
Molecular Weight 446.49000
Flash Point 221.1ºC
Exact Mass 446.19400
PSA 73.84000
LogP 3.81340
Vapour Pressure 7.78E-12mmHg at 25°C
Index of Refraction 1.537
Hazard Codes Xi
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