Azuleno[6,5-b]furan-2,5-dione,4-(acetyloxy)-3,3a,4,4a,7a,8,9,9a-octahydro-4a,8-dimethyl-3-methylene-,(3aR,4S,4aR,7aR,8R,9aR)-

Modify Date: 2024-01-14 19:04:43

Azuleno[6,5-b]furan-2,5-dione,4-(acetyloxy)-3,3a,4,4a,7a,8,9,9a-octahydro-4a,8-dimethyl-3-methylene-,(3aR,4S,4aR,7aR,8R,9aR)- Structure
Azuleno[6,5-b]furan-2,5-dione,4-(acetyloxy)-3,3a,4,4a,7a,8,9,9a-octahydro-4a,8-dimethyl-3-methylene-,(3aR,4S,4aR,7aR,8R,9aR)- structure
Common Name Azuleno[6,5-b]furan-2,5-dione,4-(acetyloxy)-3,3a,4,4a,7a,8,9,9a-octahydro-4a,8-dimethyl-3-methylene-,(3aR,4S,4aR,7aR,8R,9aR)-
CAS Number 10180-86-6 Molecular Weight 304.33800
Density 1.22g/cm3 Boiling Point 466.6ºC at 760 mmHg
Molecular Formula C17H20O5 Melting Point N/A
MSDS N/A Flash Point 207.1ºC

 Use of Azuleno[6,5-b]furan-2,5-dione,4-(acetyloxy)-3,3a,4,4a,7a,8,9,9a-octahydro-4a,8-dimethyl-3-methylene-,(3aR,4S,4aR,7aR,8R,9aR)-


Helenalin acetate, a natural NF-κB inhibitor, is a potent C/EBPβ inhibitor. Helenalin acetate has anti-inflammatory and anticancer activities[1].

 Names

Name [(3aR,5R,5aR,8aR,9S,9aR)-5,8a-dimethyl-1-methylidene-2,8-dioxo-3a,4,5,5a,9,9a-hexahydroazuleno[6,5-b]furan-9-yl] acetate
Synonym More Synonyms

  Biological Activity

Description Helenalin acetate, a natural NF-κB inhibitor, is a potent C/EBPβ inhibitor. Helenalin acetate has anti-inflammatory and anticancer activities[1].
Related Catalog
In Vitro Helenalin acetate(0.1-1 μM;持续 7 天)显着抑制 3T3-L1 细胞的分化[1]。 Helenalin acetate对急性髓性白血病细胞具有抗增殖作用,对正常造血祖细胞无作用[1]。 Helenalin acetate 通过结合到 C/EBPβ 的 N 末端部分来抑制 C/EBPβ,从而破坏 C/EBPβ 与共激活因子 p300 的合作。Helenalin acetate 仅选择性抑制全长(富含肝脏的激活蛋白* (LAP*))同种型,但不抑制稍短的 (LAP) 同种型[1]。 Cell Differentiation Assay[1] Cell Line: 3T3-L1 cells Concentration: 0.1 μM, 0.3 μM, 1 μM Incubation Time: for 7 days Result: Inhibited the differentiation significantly.
References

[1]. Jakobs A, et al. Helenalin Acetate, a Natural Sesquiterpene Lactone with Anti-inflammatory and Anti-cancer Activity, Disrupts the Cooperation of CCAAT Box/Enhancer-binding Protein β (C/EBPβ) and Co-activator p300. J Biol Chem. 2016 Dec 9;291(50):26098-26108.  

 Chemical & Physical Properties

Density 1.22g/cm3
Boiling Point 466.6ºC at 760 mmHg
Molecular Formula C17H20O5
Molecular Weight 304.33800
Flash Point 207.1ºC
Exact Mass 304.13100
PSA 69.67000
LogP 1.81710
Vapour Pressure 6.95E-09mmHg at 25°C
Index of Refraction 1.541

 Synonyms

6-O-acetylhelenalin
Helenalin acetate
Helenalin 6-acetate
Angustibalin
HELANIN ACETATE
O-Acetyl-helenalin
acetylhelenalin
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Azuleno[6,5-b]furan-2,5-dione,4-(acetyloxy)-3,3a,4,4a,7a,8,9,9a-octahydro-4a,8-dimethyl-3-methylene-,(3aR,4S,4aR,7aR,8R,9aR)- suppliers

Azuleno[6,5-b]furan-2,5-dione,4-(acetyloxy)-3,3a,4,4a,7a,8,9,9a-octahydro-4a,8-dimethyl-3-methylene-,(3aR,4S,4aR,7aR,8R,9aR)- price