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Embelin

Name: Embelin
Brand: SIGMA

≥98% (HPLC), powder

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):

C₁₇H₂₆O₄

CAS Number:

550-24-3

Molecular Weight:

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

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Properties

Quality Segment

200

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)

Description

General description

Embelin, a natural benzoquinone-derivative, was initially extracted from Embelia ribes plant.[1] It is structurally similar to ubiquinone.[2]

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[3]
to study its role in the mechanisms mediating Parkinson′s disease (PD)[2]
in treating whole mouse embryos to determine its effects on the X-linked inhibitory apoptosis protein (XIAP) activity[1]

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.[2][4] It also has anti-diabetic, anti-convulsant, anxiolytic, and anti-microbial activities.[4] Embelin acts as a potent neuroprotective agent and is also beneficial as an adjunct therapy for cerebral stroke.

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1 of 1

This Item	PHL89654	I5659	S3442
Sigma-Aldrich E1406 Embelin	PHL89654 Embelin	Sigma-Aldrich I5659 Idebenone	Sigma-Aldrich S3442 SB 216763
form powder	form -	form powder	form -
assay ≥98% (HPLC)	assay ≥90.0% (HPLC)	assay ≥98% (HPLC)	assay >98% (HPLC)
Quality Level 200	Quality Level -	Quality Level 200	Quality Level 100
solubility DMSO: >10 mg/mL, H₂O: insoluble	solubility -	solubility methanol: 50 mg/mL, clear to slightly hazy	solubility DMSO: soluble 20 mg/mL, H₂O: insoluble
Gene Information human ... XIAP(331)	Gene Information -	Gene Information -	Gene Information human ... GSK3A(2931), GSK3B(2932)
antibiotic activity spectrum Gram-negative bacteria, parasites, Gram-positive bacteria	antibiotic activity spectrum -	antibiotic activity spectrum -	antibiotic activity spectrum -

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pictograms

GHS08

signalword

Warning

hcodes

H361f

pcodes

P201 - P308 + P313

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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