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About This Item
Empirical Formula (Hill Notation):
C17H26O4
CAS Number:
Molecular Weight:
294.39
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
208-979-8
MDL number:
Quality Level
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)
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 is an inhibitor of XIAP (X-linked inhibitor-of-apoptosis protein); in vivo antitumor and anti-inflammatory activity.
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.
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signalword
Warning
hcodes
pcodes
Hazard Classifications
Repr. 2
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Boreddy Shivanandappa Thippeswamy et al.
European journal of pharmacology, 654(1), 100-105 (2010-12-28)
The aim of the present study is to evaluate the effect of embelin isolated from Embelia ribes on acetic acid induced colitis in rats. Experimental animals received embelin (25 and 50 mg/kg, p.o.) and sulfasalazine (100mg/kg, p.o.) for five consecutive
Feng Li et al.
Biomacromolecules, 11(10), 2610-2620 (2010-09-02)
The objective of this study was to design lipopolymers for hydrophobic drug delivery. Poly(ethylene glycol)-block-poly(2-methyl-2-carboxyl-propylene carbonate-graft-dodecanol) (PEG-PCD) lipopolymers were synthesized and characterized by (1)H NMR, FT-IR, GPC, and DSC. The critical micelle concentration (CMC) of PEG-PCD micelles was around 10(-8)
Yixian Huang et al.
Bioconjugate chemistry, 23(7), 1443-1451 (2012-06-12)
Embelin, identified primarily from the Embelia ribes plant, has been shown to be a natural small molecule inhibitor of X-linked inhibitor of apoptosis protein (XIAP). It is also a potent inhibitor of NF-κB activation, which makes it a potentially effective
