550-24-3 Usage
Description
Embelin, also known as 2,5-dihydroxy-3-undecyl-1,4-benzoquinone, is a natural benzoquinone compound found in plants of the Myrsinaceae family, such as Lysimachia punctata and Embelia ribes. It exhibits a wide range of biological activities, including antimicrobial, anti-inflammatory, analgesic, and anti-neoplastic properties. Embelin inhibits the growth of bacteria, fungi, protozoa, and parasites, and also displays contraceptive and pro-apoptotic effects. It is an orange solid and has been shown to inhibit the lysine acetyl transferase PCAF, X-linked inhibitor of apoptosis (XIAP), and alter gene expression profiles in breast cancer cells.
Uses
Used in Pharmaceutical Industry:
EMBELIN is used as an antimicrobial agent for its ability to inhibit the growth of bacteria, fungi, protozoa, and parasites, making it a potential candidate for the development of new antibiotics and antifungal drugs.
EMBELIN is used as an anti-inflammatory and analgesic agent for its in vivo anti-inflammatory and analgesic activities, which could be beneficial in the treatment of various inflammatory and painful conditions.
EMBELIN is used as an anti-cancer agent for its pro-apoptotic properties and its ability to inhibit the growth of cancer cells by altering gene expression profiles, particularly in breast cancer.
Used in Agricultural Industry:
EMBELIN is used as a biopesticide for its wide range of biological activity against various microorganisms, which could help in controlling and preventing the growth of harmful bacteria, fungi, and parasites in crops.
Used in Contraceptive Applications:
EMBELIN is used as a contraceptive agent due to its contraceptive properties, which could potentially be utilized in the development of new contraceptive methods.
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
Check Digit Verification of cas no
The CAS Registry Mumber 550-24-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,5 and 0 respectively; the second part has 2 digits, 2 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 550-24:
(5*5)+(4*5)+(3*0)+(2*2)+(1*4)=53
53 % 10 = 3
So 550-24-3 is a valid CAS Registry Number.
InChI:InChI=1/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