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E1406

Sigma-Aldrich

Embelin

≥98% (HPLC), powder

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C17H26O4
Número de CAS:
550-24-3
Peso molecular:
294.39
Número CE:
208-979-8
Número MDL:
MFCD00016369
Código UNSPSC:
12352200
ID de la sustancia en PubChem:
24724473
NACRES:
NA.77

Nivel de calidad

200

Ensayo

≥98% (HPLC)

Formulario

powder

solubilidad

DMSO: >10 mg/mL
H2O: insoluble

espectro de actividad antibiótica

Gram-negative bacteria
Gram-positive bacteria
parasites

Modo de acción

DNA synthesis | interferes

cadena 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

Clave InChI

IRSFLDGTOHBADP-UHFFFAOYSA-N

Información sobre el gen

human ... XIAP(331)

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Descripción general

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

Aplicación

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

Acciones bioquímicas o fisiológicas

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.

Pictogramas

Health hazard
GHS08

Palabra de señalización

Warning

Frases de peligro

H361f

Consejos de prudencia

P201 - P308 + P313

Clasificaciones de peligro

Repr. 2

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Eyeshields, Gloves, type N95 (US)

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Certificados de análisis (COA)

Lot/Batch Number
0000273474
0000273474
0000267261
0000267261
0000150865

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Swetha Pavani Rao et al.
Biochimica et biophysica acta. Bioenergetics, 1861(3), 148157-148157 (2020-01-29)
Parkinson's disease (PD) is a chronic neurodegenerative disease characterized by the death of dopamine neurons of Substantia nigra pars compacta (SNpc) leading to motor deficits. Amongst the mechanisms proposed, mitochondrial dysfunction, reduced complex-I and PGC1α levels were found to correlate
Simone Reuter et al.
Molecular cancer research : MCR, 8(10), 1425-1436 (2010-09-10)
Most patients with cancer die not because of the tumor in the primary site, but because it has spread to other sites. Common tumors, such as breast, multiple myeloma, and prostate tumors, frequently metastasize to the bone. It is now
Rajnish Gupta et al.
Journal of diabetes, 4(3), 248-256 (2012-01-19)
The aim of the present study was to evaluate the antioxidant potential of embelin in streptozotocin-induced diabetes. Diabetes was induced in rats fasted overnight by the administration of a single dose of streptozotocin, and analyzed for blood, serum, and biological
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.
Jennifer L Allensworth et al.
Molecular cancer therapeutics, 11(7), 1518-1527 (2012-04-18)
We recently identified superoxide dismutase (SOD) overexpression and decreased induction of reactive oxygen species (ROS)-mediated apoptosis in models of inflammatory breast cancer (IBC) cells with acquired therapeutic resistance. This population of cells has high expression of X-linked inhibitor of apoptosis
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