PRU-12   Click here for help

GtoPdb Ligand ID: 11862

Synonyms: 1-[17beta-Hydroxy-1(10),2,4-estratriene-3-yl]ethanone | PRU12
Compound class: Synthetic organic
Comment: PRU-12 is a structural analogue of estradiol 3-methyl ether. Like its parent it has inhibitory action at the cation channel TRMPL1 [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 1
Topological polar surface area 37.3
Molecular weight 298.19
XLogP 4.51
No. Lipinski's rules broken 0
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Canonical SMILES O[C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCc2c1ccc(c2)C(=O)C
Isomeric SMILES [C@@H]12CC[C@H](O)[C@@]1(C)CC[C@@H]1c3c(CC[C@@H]21)cc(cc3)C(=O)C
InChI InChI=1S/C20H26O2/c1-12(21)13-3-5-15-14(11-13)4-6-17-16(15)9-10-20(2)18(17)7-8-19(20)22/h3,5,11,16-19,22H,4,6-10H2,1-2H3/t16-,17-,18+,19+,20+/m1/s1
1. Rühl P, Rosato AS, Urban N, Gerndt S, Tang R, Abrahamian C, Leser C, Sheng J, Jha A, Vollmer G et al.. (2021)
Estradiol analogs attenuate autophagy, cell migration and invasion by direct and selective inhibition of TRPML1, independent of estrogen receptors.
Sci Rep, 11 (1): 8313. [PMID:33859333]