EMBELIN

ChemicalBook > CAS DataBase List > EMBELIN

Product Name: EMBELIN
CAS No.: 550-24-3
Chemical Name: EMBELIN
Synonyms: EMBELIN;emberine;NSC 91874;Embelin-RM;embelicacid;Embelin, >98%;XIAP INHIBITOR;EMbeliaquinone;TIMTEC-BB SBB005949;Embelin (Embelic acid)
CBNumber: CB7365074
Molecular Formula: C17H26O4
Formula Weight: 294.39
MOL File: 550-24-3.mol

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EMBELIN Property

Melting point:: 142-143°C
Boiling point:: 356.15°C (rough estimate)
Density: 1.131
refractive index: 1.4230 (estimate)
storage temp.: Keep in dark place,Inert atmosphere,2-8°C
solubility: DMSO: >10 mg/mL
form: solid
pka: 2.84±0.50(Predicted)
color: Dark orange
Sensitive: Light Sensitive
Stability:: Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 1 month.
LogP: 5.024 (est)

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Safety

WGK Germany: 3
RTECS: DK4230000

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Precautionary statements

P201Obtain special instructions before use.

P308+P313IF exposed or concerned: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: E1406
Product name: Embelin
Purity: ≥98% (HPLC), powder
Packaging: 10mg
Price: $116
Updated: 2024/03/01

Sigma-Aldrich

Product number: 178493
Product name: Apoptosis Activator III, Embelin
Packaging: 10mg
Price: $146
Updated: 2024/03/01

Alfa Aesar

Product number: J64074
Product name: Embelin
Packaging: 10mg
Price: $91.65
Updated: 2024/03/01

Alfa Aesar

Product number: J64074
Product name: Embelin
Packaging: 50mg
Price: $303.65
Updated: 2024/03/01

Cayman Chemical

Product number: 11838
Product name: Embelin
Purity: ≥95%
Packaging: 10mg
Price: $68
Updated: 2024/03/01

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EMBELIN Chemical Properties,Usage,Production

Description

Embelin (550-24-3) inhibits?the lysine acetyl transferase PCAF?in vitro and in vivo?(in vitro?IC50=7.2 mM). Inhibits H3K9 acetylation in mouse liver tissue while leaving levels of H3K14, H4K8, H4K12 unchanged.1? Also inhibits X-linked inhibitor of apoptosis (XIAP) (IC50 = 4.1 μM, competing with Smac peptide). Binds to the BIR3 domain, preventing XIAP interaction with caspase-9 and Smac. Induces apoptosis and alters gene expression profiles in breast cancer cells.3?Possesses anti-inflammatory and analgesic activity?in vivo.4?Cell-permeable.

Chemical Properties

Orange Solid

Uses

Embelin is a natural benzoquinone found in plants of the Myrsinaceae family. Embelin has a wide range of biological activity as it inhibits the growth of bacteria, fungi, protozoa and parasites. Embelin also displays contraceptive and pro-apoptotic properties.

Definition

ChEBI: A member of the class of dihydroxy-1,4-benzoquinones that is 2,5-dihydroxy-1,4-benzoquinone which is substituted by an undecyl group at position 3. Isolated from Lysimachia punctata and Embelia ribes, it exhibits antimicrobial, an ineoplastic and inhibitory activity towards hepatitis C protease.

Biological Activity

Cell-permeable, non-peptide inhibitor of X-linked inhibitor of apoptosis (XIAP) (IC 50 = 4.1 μ M in competition binding assay with Smac peptide); binds to the BIR3 domain, preventing XIAP interaction with caspase-9 and Smac. Inhibits cell growth, induces apoptosis and activates caspase-9 in prostate cancer cells (IC 50 4-6 μ M), but has a weaker effect on normal prostate cells (IC 50 = 19-20 μ M). Overcomes the protective effect of XIAP on apoptosis in XIAP-transfected Jurkat cells. Anti-tumor, analgesic and anti-inflammatory in vivo .

References

1) Modak?et al. (2013),?Probing p300/CBP associated factor (PCAF)-dependent pathways with a small molecule inhibitor; ACS Chem. Biol.,?8?1311 2) Nikolovska-Coleska?et al. (2004),?Discovery of embelin as a cell-permeable, small-molecular weight inhibitor of XIAP through structure-based computational screening of a traditional herbal medicine three-dimensional structure database; J. Med. Chem.,?47?2430 3) Shah?et al.?(2016),?Embelin inhibits proliferation, induces apoptosis and alters gene expression profiles in breast cancer cells; Pharmacol. Rep.,?68?638 4) Chitra?et al. (1994),?Antitumor, anti-inflammatory and analgesic property of embelin, a plant product.; Chemotherapy,?40?109

EMBELIN Preparation Products And Raw materials

Raw materials

Preparation Products

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EMBELIN Suppliers

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View Lastest Price from EMBELIN manufacturers

Shanghai Standard Technology Co., Ltd.

Product: Embelin 550-24-3
Price: US $0.00/mg
Min. Order: 20mg
Purity: ≥98%(HPLC)
Supply Ability: 10 g
Release date: 2020-04-26

Career Henan Chemical Co

Product: 2,5-Cyclohexadiene-1,4-dione,2,5-dihydroxy-3-undecyl- 550-24-3
Price: US $9.80/KG
Min. Order: 1KG
Purity: ≥98%
Supply Ability: 20 tons
Release date: 2020-01-09

550-24-3, EMBELINRelated Search:

EMBELIN EMBELIN(P),EMBELIN(RG) 2-HYDROXY-5-METHOXY-3-PENTADECYL-[1,4]BENZOQUINONE 2-HYDROXY-5-METHOXY-3-UNDECYL-[1,4]BENZOQUINONE 2,5-DIHYDROXY-3-PENTADECYL-[1,4]BENZOQUINONE ACETIC ACID 4-ACETOXY-3,6-DIOXO-5-UNDECYL-CYCLOHEXA-1,4-DIENYL ESTER 2-HYDROXY-5-METHOXY-3-TRIDECYL-[1,4]BENZOQUINONE 2,5-DIHYDROXY-3-METHYL-6-NONADECYL-[1,4]BENZOQUINONE 2,5-DIMETHOXY-3-METHYL-6-((E)-NONADEC-14-ENYL)-[1,4]BENZOQUINONE 2,5-DIMETHOXY-3-METHYL-6-NONADECYL-[1,4]BENZOQUINONE ACETIC ACID 4-ACETOXY-2-METHYL-5-((E)-NONADEC-14-ENYL)-3,6-DIOXO-CYCLOHEXA-1,4-DIENYL ESTER ILIMAQUINONE MAESAQUINONE RAPANONE ACETIC ACID 4-HYDROXY-2-METHYL-5-((E)-NONADEC-14-ENYL)-3,6-DIOXO-CYCLOHEXA-1,4-DIENYL ESTER 2,5-DIMETHOXY-3-UNDECYL-[1,4]BENZOQUINONE ACETIC ACID 4-HYDROXY-3,6-DIOXO-5-UNDECYL-CYCLOHEXA-1,4-DIENYL ESTER 2-HYDROXY-5-METHOXY-6-METHYL-3-((E)-NONADEC-14-ENYL)-[1,4]BENZOQUINONE

2,5-dihydroxy-3-undecyl-p-benzoquinon

4-dione,2,5-dihydroxy-3-undecyl-5-cyclohexadiene-1

embelicacid

emberine

APOPTOSIS ACTIVATOR III

2,5-Cyclohexadiene-1,4-dione,2,5-dihydroxy-3-undecyl-

Embelin, >98%

Apoptosis Activator III, Embelin - CAS 550-24-3 - Calbiochem

EMBELIN

2,5-DIHYDROXY-3-UNDECYL-1,4-BENZOQUINONE

2,5-DIHYDROXY-3-UNDECYL-2,5-CYCLOHEXADIENE-1,4-DIONE

2,5-DIHYDROXY-3-UNDECYL-P-BENZOQUINONE

TIMTEC-BB SBB005949

XIAP INHIBITOR

embelin from embelia seeds

2,5-Cyclohexadiene-1,4-dione, 2,5-dihydroxy-3-undecyl- free base

EMbeliaquinone

2,5-DIHYDROXY-3-UNDECYL-P-BENZOQUINONE, EMBELIN

2,5-dihydroxy-3-undecyl-cyclohexa-2,5-diene-1,4-dione

2,5-dihydroxy-3-undecylcyclohexa-2,5-diene-1,4-dione

NSC 91874

Apoptosis Activator III, Embelin

Embelin (Embelic acid)

Embelin/Embelic Acid/NSC 91874

Embelin-RM

Embelin, cell-permeable inhibitor of X-linked inhibitor of apoptosis

550-24-3

Antibiotics

Antibiotics A to Z

Antibiotics A-F

BioChemical

Inhibitors

Anthraquinones, Hydroquinones and Quinones

Caspases/Apoptosis