Compound ID | 2297

Update compound information

Cholestenone

Synonym(s): cholest-4-en-3-one

Class: Small molecule antibacterial agent

Spectrum of activity: Gram-negative
Details of activity: Active against Helicobacter pylori; inhibits cholesteryl-α-D-glucopyranoside (CGL) synthesis, a component of the Helicobacter cell wall/membrane
Description: Synthetic compound; cholesterol analogue; eradicated H. pylori-infected mice
Year first mentioned: 2021
Development status: Experimental
Chemical structure(s):
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Molecular weight: 384.64
Iso. SMILES: C[C@H](CCCC(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=CC(=O)CC[C@]34C)C
InChI Key: NYOXRYYXRWJDKP-GYKMGIIDSA-N
Can. SMILES: CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C
InChI: InChI=1S/C27H44O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h17-19,22-25H,6-16H2,1-5H3/t19-,22+,23-,24+,25+,26+,27-/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/91477
Citation: https://www.pnas.org/doi/10.1073/pnas.2016469118

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