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E1406

Sigma-Aldrich

Embelin

≥98% (HPLC), powder

Synonyme(s) :

2,5-Dihydroxy-3-undecyl-2,5-cyclohexadiene-1,4-dione, Embelic acid, Emberine

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About This Item

Formule empirique (notation de Hill):
C17H26O4
Numéro CAS:
550-24-3
Poids moléculaire :
294.39
Numéro CE :
208-979-8
Numéro MDL:
MFCD00016369
Code UNSPSC :
12352200
ID de substance PubChem :
24724473
Nomenclature NACRES :
NA.77

Pureté

≥98% (HPLC)

Forme

powder

Solubilité

DMSO: >10 mg/mL
H2O: insoluble

Spectre d'activité de l'antibiotique

Gram-negative bacteria
Gram-positive bacteria
parasites

Mode d’action

DNA synthesis | interferes

Chaîne SMILES 

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

Clé InChI

IRSFLDGTOHBADP-UHFFFAOYSA-N

Informations sur le gène

human ... XIAP(331)

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Description générale

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

Actions biochimiques/physiologiques

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.

Pictogrammes

Health hazard
GHS08

Mention d'avertissement

Warning

Mentions de danger

H361f

Conseils de prudence

P201 - P308 + P313

Classification des risques

Repr. 2

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Uday P Kundap et al.
Frontiers in pharmacology, 8, 76-76 (2017-03-16)
A Central nervous system (CNS) disease is the one which affects either the spinal cord or brain and causing neurological or psychiatric complications. During the nineteenth century, modern medicines have occupied the therapy for many ailments and are widely used
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
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
Zhonghui Lin et al.
Chemistry & biology, 20(2), 253-261 (2013-02-27)
Plasminogen activator inhibitor-1 (PAI-1), a serpin, is the physiological inhibitor of tissue-type and urokinase-type plasminogen activators and thus also an inhibitor of fibrinolysis and tissue remodeling. It is a potential therapeutic target in many pathological conditions, including thrombosis and cancer.
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