| Identification | Back Directory | [Name]
glaucarubinone | [CAS]
1259-86-5 | [Synonyms]
glaucarubinone
(+)-Glaucarubinone
2,16-Dioxo-11β,20-epoxypicrasa-3-ene-1β,11,12α,15β-tetrol 15-[(2S)-2-hydroxy-2-methylbutanoate]
11β,20-Epoxy-1β,11,12α-trihydroxy-15β-[(S)-2-hydroxy-2-methyl-1-oxobutoxy]picras-3-ene-2,16-dione
Butyricacid,2-hydroxy-2-methyl-,4-esterwith1,3ab,4,7,7aa,11,11a,11ba-octahydro-1a,2a,4b,11b-tetrahydroxy-3a,8,11ab-trimethyl-2H-1,11cb-(epoxymethano)phenanthro[10,1-bc]pyran-5,10(3H,6abH)-dione | [Molecular Formula]
C25H34O10 | [MOL File]
1259-86-5.mol | [Molecular Weight]
494.53 |
| Chemical Properties | Back Directory | [Melting point ]
228-230 °C | [Boiling point ]
714.1±60.0 °C(Predicted) | [density ]
1.44±0.1 g/cm3(Predicted) | [form ]
Solid | [pka]
11.63±0.70(Predicted) | [color ]
White to off-white |
| Hazard Information | Back Directory | [Uses]
(+)-Glaucarubinone is a potent AP-1 (activator protein-1) inhibitor with an EC50 value of 0.13 μM. (+)-Glaucarubinone shows noncytotoxic[1]. | [Definition]
ChEBI: Glaucarubinone is a quassinoid with formula C25H34O10. It is a natural product isolated from several plant species and exhibits anti-cancer and anti-malarial properties. It has a role as a geroprotector, a plant metabolite, an antineoplastic agent and an antimalarial. It is a carboxylic ester, a quassinoid, an organic heteropentacyclic compound, a tetrol, a secondary alpha-hydroxy ketone and a tertiary alpha-hydroxy ketone. | [References]
[1] Diyabalanage T, et al. Nothospondin, a new AP-1 inhibitory quassinoid from the Cameroonian plant Nothospondias staudtii. Bioorg Med Chem Lett. 2011 Aug 1;21(15):4397-9. DOI:10.1016/j.bmcl.2011.06.044 |
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