ChemicalBook--->CAS DataBase List--->54999-07-4

54999-07-4

54999-07-4 Structure

54999-07-4 Structure
IdentificationBack Directory
[Name]

ERGOLIDE
[CAS]

54999-07-4
[Synonyms]

ERGOLIDE
Dihydrobigelovin
ERGOLIDE USP/EP/BP
(3aR,7aα,9aβ)-4α-Acetyloxy-3-methylene-4aβ,8α-dimethyldecahydroazuleno[6,5-b]furan-2,5-dione
Azuleno[6,5-b]furan-2,5-dione, 4-(acetyloxy)decahydro-4a,8-dimethyl-3-methylene-, (3aR,4S,4aR,7aS,8R,9aS)-
[Molecular Formula]

C17H22O5
[MDL Number]

MFCD03427705
[MOL File]

54999-07-4.mol
[Molecular Weight]

306.35
Chemical PropertiesBack Directory
[storage temp. ]

4°C, protect from light
[solubility ]

DMSO: 50 mg/mL (163.21 mM)
[form ]

Solid
[color ]

White to off-white
Hazard InformationBack Directory
[Uses]

Ergolide is a sesquiterpene lactone isolated from the dried flowers of Inula Britannica. Ergolide inhibits inducible nitric oxide synthase and cyclo-oxygenase-2 expression in RAW 264.7 macrophages through the inactivation of NF-κB[1].
[Definition]

ChEBI: Ergolide is a sesquiterpene lactone that is decahydroazuleno[6,5-b]furan-2,5-dione substituted by methyl groups at positions 4a and 8, a methylidene group at position 3 and an acetyloxy group at position 4. It has been isolated from the aerial parts of Inula hupehensis. It has a role as a metabolite, an anti-inflammatory agent, a plant metabolite, an antineoplastic agent and a NF-kappaB inhibitor. It is a gamma-lactone, a cyclic ketone, an acetate ester, an organic heterotricyclic compound and a sesquiterpene lactone.
[IC 50]

NF-κB
[References]

[1] Whan Han J, et al. Ergolide, sesquiterpene lactone from Inula britannica, inhibits inducible nitric oxide synthase and cyclo-oxygenase-2 expression in RAW 264.7 macrophages through the inactivation of NF-kappaB. Br J Pharmacol. 2001 Jun;133(4):503-12. DOI:10.1038/sj.bjp.0704099
Spectrum DetailBack Directory
[Spectrum Detail]

ERGOLIDE(54999-07-4)1HNMR
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