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name Structure Reference Source Properties Activities Metabolism

4-[2-(3,5-Dimethyl-2-oxocyclohexyl)-2-hydroxyethyl]-2,6-piperidinedione; (1S,3S,5S,αR)-form, 5R-Hydroxy 

AlkaPlorer ID: AK296657

Synonym: Streptovitacin A, 5-Hydroxycycloheximide, Resactin, NSC 39147, U 9361, Antibiotic U 9361

IUPAC Name: 4-[2-hydroxy-2-(5-hydroxy-3,5-dimethyl-2-oxocyclohexyl)ethyl]piperidine-2,6-dione

Structure

SMILES: CC1CC(C)(O)CC(C(O)CC2CC(=O)N=C(O)C2)C1=O

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InChI: InChI=1S/C15H23NO5/c1-8-6-15(2,21)7-10(14(8)20)11(17)3-9-4-12(18)16-13(19)5-9/h8-11,17,21H,3-7H2,1-2H3,(H,16,18,19)

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InChIKey: NFDQYBUVHVRNNY-UHFFFAOYSA-N

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Source

Species Genus Family Order Class Phylum Kingdom Domain
Streptomyces griseus Streptomyces Streptomycetaceae Kitasatosporales Actinomycetes Actinomycetota None Bacteria

Properties Information

Molecule Weight: 297.35100000000006

TPSA？: 107.19

MolLogP？: 0.9967

Number of H-Donors: 3

Number of H-Acceptors: 4

RingCount: 2

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Giardia Giardia Potency 145.5 nM None
Giardia Giardia Potency 1309.2 nM None
Herpes simplex virus (type 1 / strain 17) Alpha trans-inducing protein (VP16) IC50 85328.0 nM None
Homo sapiens 786-0 GI50 25.23 nM None
Homo sapiens A498 GI50 66.99 nM None
Homo sapiens A549 GI50 51.29 nM None
Homo sapiens ACHN GI50 22.44 nM None
Homo sapiens Ataxin-2 Potency 266.8 nM None
Homo sapiens BT-549 GI50 112.72 nM None
Homo sapiens CAKI-1 GI50 10.0 nM None
Homo sapiens CCRF-CEM GI50 14.03 nM None
Homo sapiens COLO 205 GI50 38.11 nM None
Homo sapiens COUP transcription factor 2 IC50 359.98 nM None
Homo sapiens DU-145 GI50 46.13 nM None
Homo sapiens EKVX GI50 50.47 nM None
Homo sapiens Geminin Potency 410.9 nM None
Homo sapiens Geminin Potency 730.8 nM None
Homo sapiens Glucagon-like peptide 1 receptor Potency 1000.0 nM None
Homo sapiens Glycoprotein hormones alpha chain Potency 501.2 nM None
Homo sapiens Guanine nucleotide-binding protein G(s), subunit alpha Potency 50118.7 nM None
Homo sapiens HCC 2998 GI50 44.06 nM None
Homo sapiens HCT-116 GI50 30.76 nM None
Homo sapiens HCT-15 GI50 98.86 nM None
Homo sapiens HEK293 Potency 398.1 nM None
Homo sapiens HL-60 GI50 39.17 nM None
Homo sapiens HOP-62 GI50 26.98 nM None
Homo sapiens HOP-92 GI50 20.0 nM None
Homo sapiens Hs-578T GI50 12.59 nM None
Homo sapiens HT-29 GI50 36.98 nM None
Homo sapiens IGROV-1 GI50 29.24 nM None
Homo sapiens Isocitrate dehydrogenase [NADP] cytoplasmic Potency 517.4 nM None
Homo sapiens Janus Kinase (JAK) Inhibition 25.0 % 10.1038/nchembio.2007.59
Homo sapiens K562 GI50 30.9 nM None
Homo sapiens KM12 GI50 32.66 nM None
Homo sapiens LOX IMVI GI50 28.31 nM None
Homo sapiens M14 GI50 33.96 nM None
Homo sapiens Malme-3M GI50 54.58 nM None
Homo sapiens MAP kinase p38 Inhibition 25.0 % 10.1038/nchembio.2007.59
Homo sapiens MCF7 GI50 37.93 nM None
Homo sapiens MDA-MB-231 GI50 10.0 nM None
Homo sapiens MDA-MB-435 GI50 43.25 nM None
Homo sapiens MDA-N GI50 37.24 nM None
Homo sapiens MOLT-4 GI50 15.07 nM None
Homo sapiens Mothers against decapentaplegic homolog 3 Potency 20.6 nM None
Homo sapiens Mothers against decapentaplegic homolog 3 Potency 130.0 nM None
Homo sapiens Mothers against decapentaplegic homolog 3 Potency 259.3 nM None
Homo sapiens Mothers against decapentaplegic homolog 3 Potency 316.2 nM None
Homo sapiens NCI/ADR-RES GI50 231.74 nM None
Homo sapiens NCI-H226 GI50 68.87 nM None
Homo sapiens NCI-H23 GI50 41.3 nM None
Homo sapiens NCI-H322M GI50 38.19 nM None
Homo sapiens NCI-H460 GI50 38.55 nM None
Homo sapiens NCI-H522 GI50 13.49 nM None
Homo sapiens Nuclear factor erythroid 2-related factor 2 Potency 580.5 nM None
Homo sapiens OVCAR-3 GI50 56.62 nM None
Homo sapiens OVCAR-4 GI50 44.67 nM None
Homo sapiens OVCAR-5 GI50 59.02 nM None
Homo sapiens OVCAR-8 GI50 26.55 nM None
Homo sapiens Paired box protein Pax-8 AC50 260.0 nM None
Homo sapiens PC-3 GI50 46.45 nM None
Homo sapiens RPMI-8226 GI50 45.6 nM None
Homo sapiens RXF 393 GI50 34.36 nM None
Homo sapiens SF-268 GI50 45.5 nM None
Homo sapiens SF-295 GI50 14.89 nM None
Homo sapiens SF-539 GI50 19.68 nM None
Homo sapiens SK-MEL-2 GI50 58.48 nM None
Homo sapiens SK-MEL-28 GI50 47.75 nM None
Homo sapiens SK-MEL-5 GI50 13.21 nM None
Homo sapiens SK-OV-3 GI50 81.85 nM None
Homo sapiens SN12C GI50 20.18 nM None
Homo sapiens SNB-19 GI50 30.27 nM None
Homo sapiens SNB-75 GI50 22.49 nM None
Homo sapiens SR GI50 25.06 nM None
Homo sapiens SW-620 GI50 29.38 nM None
Homo sapiens T47D GI50 43.15 nM None
Homo sapiens TK-10 GI50 186.64 nM None
Homo sapiens Tyrosyl-DNA phosphodiesterase 1 Potency 183.6 nM None
Homo sapiens U-251 GI50 31.26 nM None
Homo sapiens UACC-257 GI50 54.08 nM None
Homo sapiens UACC-62 GI50 41.3 nM None
Homo sapiens UO-31 GI50 54.95 nM None
Human immunodeficiency virus 1 Aberrant vpr protein Potency 56234.1 nM None
Mus musculus Monoamine oxidase A Activity nan None 10.1021/jm800656v
Pseudomonas aeruginosa Beta Lactamase IC50 49685.0 nM None
None NON-PROTEIN TARGET AC50 424.0 nM None
None NON-PROTEIN TARGET AC50 757.0 nM None
None NON-PROTEIN TARGET AC50 945.0 nM None
None Unchecked AC50 339.0 nM None
None Unchecked AC50 441.0 nM None
None Unchecked AC50 1140.0 nM None
None Unchecked AC50 6150.0 nM None
None Unchecked IC50 49685.0 nM None
None Unchecked Potency 100.0 nM None
None Unchecked Potency 163.6 nM None
None Unchecked Potency 410.9 nM None
None Unchecked Potency 1458.1 nM None
None Unchecked Potency 2511.9 nM None
None Unchecked Potency 5011.9 nM None
None Unchecked Potency 12589.3 nM None
None Unchecked Potency 35481.3 nM None

Metabolism Information