10314-90-6 Usage
Description
7-Deacetylgedunin, a derivative of Gedunin (G303503), is a naturally occurring compound belonging to the limonoid class. It is characterized by the inhibition of Hsp90, a protein that plays a crucial role in the stability and folding of other proteins. Isolated from Azadirachta indica, commonly known as the neem tree, 7-Deacetylgedunin exhibits significant antiproliferative activity and has been linked to the antibacterial properties of neem seeds.
Uses
Used in Pharmaceutical Applications:
7-Deacetylgedunin is used as an Hsp90 inhibitor for its antiproliferative activity. By targeting Hsp90, it induces the degradation of client proteins, which can lead to the disruption of cellular processes and ultimately inhibit the growth of cancer cells.
Used in Anticancer Research:
7-Deacetylgedunin is employed as a potential anticancer agent, particularly in the study and treatment of various types of cancer. Its ability to inhibit Hsp90 and induce client protein degradation makes it a promising candidate for further research and development in oncology.
Used in Antibacterial Applications:
As an extract from neem seeds, 7-Deacetylgedunin is used as a natural antibacterial agent. Its presence in neem seeds may contribute to the plant's overall antimicrobial properties, making it a valuable resource for the development of new antibiotics and antibacterial treatments.
Used in Drug Delivery Systems:
Similar to gallotannin, 7-Deacetylgedunin can also benefit from novel drug delivery systems to enhance its applications and efficacy. By employing various organic and metallic nanoparticles as carriers, the delivery, bioavailability, and therapeutic outcomes of 7-Deacetylgedunin can be improved, particularly in the context of cancer treatment.
Check Digit Verification of cas no
The CAS Registry Mumber 10314-90-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,0,3,1 and 4 respectively; the second part has 2 digits, 9 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 10314-90:
(7*1)+(6*0)+(5*3)+(4*1)+(3*4)+(2*9)+(1*0)=56
56 % 10 = 6
So 10314-90-6 is a valid CAS Registry Number.
InChI:InChI=1/C26H32O6/c1-22(2)16-12-18(28)25(5)15(23(16,3)9-7-17(22)27)6-10-24(4)19(14-8-11-30-13-14)31-21(29)20-26(24,25)32-20/h7-9,11,13,15-16,18-20,28H,6,10,12H2,1-5H3/t15-,16+,18-,19+,20-,23-,24+,25+,26-/m1/s1
10314-90-6Relevant articles and documents
The Synthesis of a 1α,2α,3α-Triacetoxy Limonoid
Kehrli, Anne R. H.,Taylor, David A. H.,Niven, Margaret
, p. 2057 - 2065 (2007/10/02)
The report that Meerwein-Ponndorf reduction of gedunin (1a) gives 3α-hydroxy-3-deoxogedunin (2a) is wrong; the product is the 3β-epimer (2b). 3α-Acetoxy-7-deacetoxy-3-deoxo-7-oxgedunin (3c) was prepared by a stereospecific synthesis from cedrolide (1b), 7-deacetoxy-7-oxogedunin; osmium tetroxide oxidation then gave the 1,2α-glycol, isolated as the acetate (4a).Similarly, oxidation of the 3β-alcohol (3b) also gave the α-oriented glycol, as anticipated from the steric hindrance of the β-face of the molecule.Oxidation of the allylic alcohols (2b) or (3b), or of the allylic acetate (2d) with perbenzoic acid also takes place from the α-face of the molecule, giving the corresponding α-oxides (5a-c).The oxidation is pH sensitive; with a benzoate buffer the 7-oxo group in alcohol (3b) undergoes Baeyer-Villiger oxidation, giving the ε-lactone isolated as the acetate (6a).Opening of the oxide ring in the 3β,7α-diacetoxy oxide (5c) is complex.Identification of the products shows that the reaction involves participation by both the acetate groups.In contrast the 3β-acetoxy-7-oxo compound (5d) and the ε-lactone (6a) give the products of ring opening with assistance from the neighbouring acetate group, while the 3β-hydroxy compound (5b) gives the simple bromohydrin.
