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E1406

Sigma-Aldrich

Embelin

≥98% (HPLC), powder

Sinônimo(s):

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

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About This Item

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

Ensaio

≥98% (HPLC)

Formulário

powder

solubilidade

DMSO: >10 mg/mL
H2O: insoluble

espectro de atividade do antibiótico

Gram-negative bacteria
Gram-positive bacteria
parasites

Modo de ação

DNA synthesis | interferes

cadeia de caracteres 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

chave InChI

IRSFLDGTOHBADP-UHFFFAOYSA-N

Informações sobre genes

human ... XIAP(331)

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Descrição geral

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

Aplicação

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

Ações bioquímicas/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

Palavra indicadora

Warning

Frases de perigo

H361f

Declarações de precaução

P201 - P308 + P313

Classificações de perigo

Repr. 2

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)

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Certificados de análise (COA)

Lot/Batch Number
016M4740V
022M4726V
051M4758V
090M4731
057K4702

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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
Jianqin Lu et al.
Biomaterials, 34(5), 1591-1600 (2012-11-28)
Paclitaxel (PTX) is one of the most effective chemotherapeutic agents for a wide spectrum of cancers, but its therapeutic benefit is often limited by severe side effects. We have developed a micelle-based PTX formulation based on a simple conjugate derived
Michael Danquah et al.
Pharmaceutical research, 29(8), 2079-2091 (2012-03-28)
Overexpression of the androgen receptor (AR) and anti-apoptotic genes including X-linked inhibitor of apoptosis protein (XIAP) provide tumors with a proliferative advantage. Therefore, our objective was to determine whether novel antiandrogen (CBDIV17) and XIAP inhibitor based combination therapy can treat
Sekar Mahendran et al.
Chemical & pharmaceutical bulletin, 59(8), 913-919 (2011-08-02)
Antioxidant and related properties of the plant Embelia ribes and embelin are well known. In the present study embelin was condensed with various aromatic substituted primary amines to yield ten new and one reported derivatives along with monomethyl embelin. All
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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