CAS 19545-26-7: WORTMANNIN
Description:Wortmannin is a natural product and a potent inhibitor of phosphoinositide 3-kinases (PI3Ks), which play a crucial role in various cellular processes, including growth, proliferation, and survival. It is derived from the fungus *Penicillium wortmannii* and is characterized by its complex molecular structure, which includes a lactone ring and a unique epoxide group. Wortmannin exhibits a high degree of specificity for PI3K isoforms, making it a valuable tool in biochemical research for studying signaling pathways. Its mechanism of action involves the covalent modification of the enzyme, leading to the inhibition of downstream signaling cascades. Additionally, wortmannin has been investigated for its potential therapeutic applications, particularly in cancer treatment, due to its ability to induce apoptosis in certain cancer cell lines. However, its use is limited by its instability in aqueous solutions and potential off-target effects. Overall, wortmannin serves as an important compound in the study of cellular signaling and therapeutic development.
Formula:C23H24O8
InChI:InChI=1S/C23H24O8/c1-10(24)30-13-7-22(2)12(5-6-14(22)25)16-18(13)23(3)15(9-28-4)31-21(27)11-8-29-20(17(11)23)19(16)26/h8,12-13,15H,5-7,9H2,1-4H3/t12-,13+,15+,22-,23-/m0/s1
InChI key:InChIKey=QDLHCMPXEPAAMD-QAIWCSMKSA-N
SMILES:O=C1OC(COC)C2(C3=C(OC=C13)C(=O)C4=C2C(OC(=O)C)CC5(C(=O)CCC45)C)C
- Synonyms:
- (1R,6bS,9aR,11S,11bS)-1-(methoxymethyl)-9a,11b-dimethyl-3,6,9-trioxo-1,6,6b,7,8,9,9a,10,11,11b-decahydro-3H-furo[4,3,2-de]indeno[4,5-h]isochromen-11-yl acetate
- (1S,6Br,9As,11R,11Br) 11-(Acetyloxy)-1,6B,7,8,9A,10,11,11B-Octahydro-1-(Methoxymethyl)-9A,11B-Dimethyl-3H-Furo[4,3,2-De]Indeno[[4,5-H]-2-H]-2-Benzopyran-3,6,9-Trione
- (1S,6bR,9aS,11R,11bR)-1-(methoxymethyl)-9a,11b-dimethyl-3,6,9-trioxo-1,6,6b,7,8,9,9a,10,11,11b-decahydro-3H-furo[4,3,2-de]indeno[4,5-h]isochromen-11-yl acetate
- (1S,6bR,9aS,11R,11bR)-11-(Acetyloxy)-1,6b,7,8,9a,10,11,11b-octahydro-1-(methoxymethyl)-9a,11b-dimethyl-3H-furo[4,3,2-de]indeno[4,5-h]-2-benzopyran-3,6,9-trione
- (1S,9aS,11R,11bR)-1-(methoxymethyl)-9a,11b-dimethyl-3,6,9-trioxo-1,6,6b,7,8,9,9a,10,11,11b-decahydro-3H-furo[4,3,2-de]indeno[4,5-h]isochromen-11-yl acetate
- 1-(methoxymethyl)-9a,11b-dimethyl-3,6,9-trioxo-1,6,6b,7,8,9,9a,10,11,11b-decahydro-3H-furo[4,3,2-de]indeno[4,5-h]isochromen-11-yl acetate
- 3H-Furo[4,3,2-de]indeno[4,5-h]-2-benzopyran-3,6,9-trione, 11-(acetyloxy)-1,6b,7,8,9a,10,11,11b-octahydro-1-(methoxymethyl)-9a,11b-dimethyl-, (1S,6bR,9aS,11R,11bR)-
- 3H-Furo[4,3,2-de]indeno[4,5-h]-2-benzopyran-3,6,9-trione, 11-(acetyloxy)-1,6b,7,8,9a,10,11,11b-octahydro-1-(methoxymethyl)-9a,11b-dimethyl-, [1S-(1α,6bα,9aβ,11α,11bβ)]-
- Antibioticsl-2052
- Ky 12420
- See more synonyms
- Pi 3-Kinase Inhibitor
- Sl-2052
- Wortmannin, Penicillium Wortmanni
- [1S-(1Alpha,6Balpha,9Abeta,11Alpha,11Bbeta)]-11-(Acetyloxy)-1,6B,7,8,9A,10,11,11B-Octahydro-1-(Methoxymethyl)-9A,11B-Dimethyl-3H-Furo[4,3,2-De]Indeno[4,5-H]-2-Benzopyran-3,6,9-Trione