E1406

Embelin

≥98% (HPLC), powder

• Synonym(s): 2,5-Dihydroxy-3-undecyl-2,5-cyclohexadiene-1,4-dione, Embelic acid, Emberine
• Empirical Formula (Hill Notation): C₁₇H₂₆O₄
• CAS Number: 550-24-3
• Molecular Weight: 294.39
• EC Number: 208-979-8
• MDL number: MFCD00016369
• UNSPSC Code: 12352200
• PubChem Substance ID: 24724473
• NACRES: NA.77

Properties

• Assay: ≥98% (HPLC)
• form: powder
• solubility: DMSO: >10 mg/mL; H₂O: insoluble
• antibiotic activity spectrum: Gram-negative bacteria; Gram-positive bacteria; parasites
• Mode of action: DNA synthesis | interferes
• SMILES string: CCCCCCCCCCCC1=C(O)C(=O)C=C(O)C1=O
• InChI: 1S/C17H26O4/c1-2-3-4-5-6-7-8-9-10-11-13-16(20)14(18)12-15(19)17(13)21/h12,18,21H,2-11H2,1H3
• InChI key: IRSFLDGTOHBADP-UHFFFAOYSA-N
• Gene Information: human ... XIAP(331)

Description

General description

Embelin, a natural benzoquinone-derivative, was initially extracted from Embelia ribes plant. It is structurally similar to ubiquinone.

Application

Embelin has been used:

• to study its effects on the receptor activator of nuclear factor kappa-B ligand (RANKL)-induced nuclear factor of activated T cells (NFATc1) luciferase activity
• to study its role in the mechanisms mediating Parkinson′s disease (PD)
• in treating whole mouse embryos to determine its effects on the X-linked inhibitory apoptosis protein (XIAP) activity

Biochem/physiol Actions

Embelin elicits anti-oxidant, mitochondrial uncoupling, and anti-fertility properties. It also has anti-diabetic, anti-convulsant, anxiolytic, and anti-microbial activities. Embelin acts as a potent neuroprotective agent and is also beneficial as an adjunct therapy for cerebral stroke.

Embelin is an inhibitor of XIAP (X-linked inhibitor-of-apoptosis protein); in vivo antitumor and anti-inflammatory activity.

Safety Information

• Pictograms: GHS08
• Signal Word: Warning
• Hazard Statements: H361f
• Precautionary Statements: P201 - P308 + P313
• Hazard Classifications: Repr. 2
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves