ChemicalBook--->CAS DataBase List--->33627-28-0

33627-28-0

33627-28-0 Structure

33627-28-0 Structure
IdentificationBack Directory
[Name]

BRITANIN
[CAS]

33627-28-0
[Synonyms]

Britannin
6-O-Acetyl-4-O-deacetylinuchinenolide C
2α,6α-diacetoxy-4β-hydroxy-11(13)-pseudoguaien-12,8α-olide
Azuleno[6,5-b]furan-2(3H)-one,4,7-bis(acetyloxy)decahydro-5-hydroxy-4a,8-dimethyl-3-methylene-,(3aR,4S,4aR,5S,7S,7aS,8R,9aS)-
(3aR)-3aα,4,4a,5,6,7,7aα,8,9,9aβ-Decahydro-4α,7β-diacetoxy-5β-hydroxy-4aβ,8α-dimethyl-3-methyleneazuleno[6,5-b]furan-2(3H)-one
Azuleno[6,5-b]furan-2(3H)-one, 4,7-bis(acetyloxy)decahydro-5-hydroxy-4a,8-dimethyl-3-methylene-, (3aR,4S,4aS,5S,7S,7aS,8R,9aS)-
[Molecular Formula]

C19H26O7
[MDL Number]

MFCD00800688
[MOL File]

33627-28-0.mol
[Molecular Weight]

366.41
Chemical PropertiesBack Directory
[Melting point ]

189-191 °C
[Boiling point ]

491.8±45.0 °C(Predicted)
[density ]

1.25±0.1 g/cm3(Predicted)
[storage temp. ]

4°C, protect from light
[solubility ]

Soluble in DMSO
[form ]

Solid
[pka]

14.08±0.70(Predicted)
[color ]

White to off-white
Hazard InformationBack Directory
[Chemical Properties]

White crystals, soluble in methanol, ethanol, DMSO and other organic solvents, derived from Inulin.
[Uses]

Britannin has effects in anti-inflammatory, antibacterial, antitussive and expectorant.
[Biological Activity]

Britannin, isolated from Inula aucheriana, is a sesquiterpene lactone. It induces apoptosis and autophagy in liver cancer cells by activating AMPK regulated by ROS, and has anti-proliferative and anti-inflammatory activities.
[in vivo]

Britannin (20 mg/kg, i.p., once daily for 3 consecutive days) ameliorates lung injury and systemic infection in Lipopolysaccharides (LPS) (HY-D1056) -induced acute lung injury mouse model in an NLRP3-dependent manner[4]. Britannin (20 mg/kg, i.p., once every other day, for a total of 3 injections) relieves gouty arthritis in Monosodium urate (HY-B2130A) -induced gouty arthritis mouse model by inhibiting NLRP3 activation[4].

Animal Model:Monosodium urate (HY-B2130A) -induced gouty arthritis mouse model, Lipopolysaccharides (LPS) (HY-D1056) -induced acute lung injury mouse model[4]
Dosage:20 mg/kg
Administration:Intraperitoneal injection (i.p.), inject for three consecutive days (acute lung injury mouse model) or once every other day, for a total of 3 injections (Monosodium urate (HY-B2130A) -induced gouty arthritis mouse model)
Result:Significantly suppressed the changes in footpad joint size, alleviated the migration of inflammatory cells in Monosodium urate (HY-B2130A) -induced gouty arthritis mouse model and nhibited the secretion of IL-1β and the activation of Caspase-1, demonstrating that Britannin prevented gouty arthritis through anti-inflammatory effects.
Suppressed pulmonary edema, breakdown of the pneumatic blood barrier, and cell infiltration in lung tissues and pathological injury and inflammatory cell infiltration in lung tissues, were ameliorated by Britannin treatment.
[IC 50]

NLRP3: 3.630 μM (IC50)
Spectrum DetailBack Directory
[Spectrum Detail]

BRITANIN(33627-28-0)1HNMR
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