Embelin

Base Information

• Chemical Name: Embelin
• CAS No.: 550-24-3
• Molecular Formula: C17H26 O4
• Molecular Weight: 294.391
• Hs Code.: 2914690090
• European Community (EC) Number: 208-979-8
• NSC Number: 91874
• UNII: SHC6U8F5ER
• DSSTox Substance ID: DTXSID80203537
• Nikkaji Number: J6.710E
• Wikipedia: Embelin
• Wikidata: Q27068169
• Pharos Ligand ID: 6DPN743TCGH7
• Metabolomics Workbench ID: 49997
• ChEMBL ID: CHEMBL221137
• Mol file: 550-24-3.mol

Synonyms:2,5-dihydroxy-3-undecyl-1,4-benzoquinone;embelin;potassium embelate

Chemical Property of Embelin

Chemical Property:

• Vapor Pressure: 2.85E-09mmHg at 25°C
• Melting Point: 142-143°C
• Refractive Index: 1.4230 (estimate)
• Boiling Point: 431.9oC at 760 mmHg
• PKA: 2.84±0.50(Predicted)
• Flash Point: 229.1oC
• PSA: 74.60000
• Density: 1.131g/cm3
• LogP: 4.31310
• Storage Temp.: Store at +4°C
• Sensitive.: Light Sensitive
• Solubility.: DMSO: >10 mg/mL
• XLogP3: 5.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 10
• Exact Mass: 294.18310931
• Heavy Atom Count: 21
• Complexity: 432

Purity/Quality:

99%, ^*data from raw suppliers

Embelin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCCCCCCCCC1=C(C(=O)C=C(C1=O)O)O
• 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.
• 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. Embel in also displays contraceptive and pro-apoptotic properties. 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.

Technology Process of Embelin

There total 6 articles about Embelin which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

dilauryl peroxide (105-74-8) → embelin (550-24-3)

Guidance literature:

With acetic acid; at 92 ℃;

Reference yield:

n-dodecanoyl chloride (112-16-3) → embelin (550-24-3)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium peroxide; petroleum ether; water / 0 - 10 °C

2: acetic acid / 92 °C

With sodium peroxide; water; acetic acid; Petroleum ether;

Reference yield:

2,5-bis-methylamino-3-undecyl-[1,4]benzoquinone (775350-90-8) → embelin (550-24-3)

Guidance literature:

With sulfuric acid; acetic acid;

upstream raw materials:

2,5-bis-methylamino-3-undecyl-[1,4]benzoquinone

dilauryl peroxide

3-undecyl-benzene-1,2,4,5-tetraol

2-phenylamino-5-hydroxy-6-undecyl-1,4-naphthoquinone

Downstream raw materials:

2,8-dihydroxy-10-(4-hydroxy-phenyl)-3,7-diundecyl-10H-phenoxazine-1,4,6,9-tetraone

2,8-dihydroxy-10-(4-hydroxy-3-methyl-phenyl)-3,7-diundecyl-10H-phenoxazine-1,4,6,9-tetraone

10-(4-diethylamino-phenyl)-2,8-dihydroxy-3,7-diundecyl-10H-phenoxazine-1,4,6,9-tetraone

2?hydroxy?5?methoxy?3-undecylcyclohexa-2,5-diene-1,4?dione