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EMBELIN

Product Name
EMBELIN
CAS No.
550-24-3
Chemical Name
EMBELIN
Synonyms
EMBELIN;emberine;NSC 91874;embelicacid;Embelin, >98%;XIAP INHIBITOR;EMbeliaquinone;TIMTEC-BB SBB005949;Embelin (Embelic acid);APOPTOSIS ACTIVATOR III
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
  • 550-24-3
  • Antibiotics
  • Antibiotics A to Z
  • Antibiotics A-F
  • BioChemical
  • Inhibitors
  • Anthraquinones, Hydroquinones and Quinones
  • Caspases/Apoptosis