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Merck

E1406

Embelin

≥98% (HPLC), powder

Synonyme(s) :

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

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A propos de cet article

Formule empirique (notation de Hill) :
C17H26O4
Numéro CAS:
550-24-3
Poids moléculaire :
294.39
NACRES:
NA.77
PubChem Substance ID:
24724473
UNSPSC Code:
12352200
EC Number:
208-979-8
MDL number:
MFCD00016369
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
200

Principaux documents

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InChI key

IRSFLDGTOHBADP-UHFFFAOYSA-N

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

SMILES string

CCCCCCCCCCCC1=C(O)C(=O)C=C(O)C1=O

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

Quality Level

200

Gene Information

human ... XIAP(331)

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Catégories apparentées

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.

pictograms

Health hazard
GHS08

signalword

Warning

hcodes

H361f

Hazard Classifications

Repr. 2

Classe de stockage

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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Certificats d'analyse (COA)

Lot/Batch Number
0000273474
0000273474
0000267261
0000267261
0000150865

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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
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
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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