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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-Acetoxy 

AlkaPlorer ID: AK296651

Synonym: Streptovitacin E73, SF 2441, Antibiotic SF 2441, 5-Acetoxycycloheximide, 4-Acetoxycycloheximide

IUPAC Name: [3-[2-(2,6-dioxopiperidin-4-yl)-1-hydroxyethyl]-1,5-dimethyl-4-oxocyclohexyl] acetate

Structure

SMILES: CC(=O)OC1(C)CC(C)C(=O)C(C(O)CC2CC(=O)NC(=O)C2)C1

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InChI: InChI=1S/C17H25NO6/c1-9-7-17(3,24-10(2)19)8-12(16(9)23)13(20)4-11-5-14(21)18-15(22)6-11/h9,11-13,20H,4-8H2,1-3H3,(H,18,21,22)

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InChIKey: UFDHNJJHPSGMFX-UHFFFAOYSA-N

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Reference

PubChem CID: 233768

CAS: 2885-39-4

COCONUT: CNP0138673.5

Source

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

Properties Information

Molecule Weight: 339.3880000000001

TPSA？: 109.77

MolLogP？: 0.7271999999999992

Number of H-Donors: 2

Number of H-Acceptors: 6

RingCount: 2

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Giardia Giardia Potency 18.3 nM None
Giardia Giardia Potency 414.0 nM None
Homo sapiens 786-0 GI50 20.42 nM None
Homo sapiens A498 GI50 20.09 nM None
Homo sapiens A549 GI50 7.295 nM None
Homo sapiens ACHN GI50 7.43 nM None
Homo sapiens Alpha-synuclein Potency 5623.4 nM None
Homo sapiens Ataxin-2 Potency 335.9 nM None
Homo sapiens BT-549 GI50 33.42 nM None
Homo sapiens CAKI-1 GI50 87.5 nM None
Homo sapiens CCRF-CEM GI50 5.07 nM None
Homo sapiens Chromobox protein homolog 1 Potency 100000.0 nM None
Homo sapiens COLO 205 GI50 10.81 nM None
Homo sapiens DU-145 GI50 11.78 nM None
Homo sapiens EKVX GI50 25.29 nM None
Homo sapiens Guanine nucleotide-binding protein G(s), subunit alpha Potency 44668.4 nM None
Homo sapiens HCC 2998 GI50 10.0 nM None
Homo sapiens HCT-116 GI50 7.43 nM None
Homo sapiens HCT-15 GI50 34.83 nM None
Homo sapiens Heat shock protein HSP 90-alpha AC50 195.0 nM None
Homo sapiens HeLa AC50 14490.0 nM None
Homo sapiens HL-60 GI50 9.55 nM None
Homo sapiens HOP-62 GI50 19.28 nM None
Homo sapiens HOP-92 GI50 1.718 nM None
Homo sapiens Hs-578T GI50 22.34 nM None
Homo sapiens HT-29 GI50 7.98 nM None
Homo sapiens Huh-7 CC50 5890.0 nM 10.1073/pnas.0802982105
Homo sapiens IGROV-1 GI50 30.97 nM None
Homo sapiens Isocitrate dehydrogenase [NADP] cytoplasmic Potency 1636.0 nM None
Homo sapiens K562 GI50 17.78 nM None
Homo sapiens KM12 GI50 7.464 nM None
Homo sapiens LOX IMVI GI50 13.0 nM None
Homo sapiens M14 GI50 16.14 nM None
Homo sapiens Malme-3M GI50 18.58 nM None
Homo sapiens MCF7 GI50 17.62 nM None
Homo sapiens MDA-MB-231 GI50 13.68 nM None
Homo sapiens MDA-MB-435 GI50 14.76 nM None
Homo sapiens MDA-N GI50 16.56 nM None
Homo sapiens MOLT-4 GI50 4.436 nM None
Homo sapiens Mothers against decapentaplegic homolog 3 Potency 20.6 nM None
Homo sapiens Mothers against decapentaplegic homolog 3 Potency 51.7 nM None
Homo sapiens NCI/ADR-RES GI50 38.64 nM None
Homo sapiens NCI-H226 GI50 44.77 nM None
Homo sapiens NCI-H23 GI50 8.072 nM None
Homo sapiens NCI-H322M GI50 12.79 nM None
Homo sapiens NCI-H460 GI50 12.08 nM None
Homo sapiens NCI-H522 GI50 3.573 nM None
Homo sapiens Nuclear factor erythroid 2-related factor 2 Potency 58.0 nM None
Homo sapiens Nuclear factor erythroid 2-related factor 2 Potency 5173.5 nM None
Homo sapiens OVCAR-3 GI50 23.55 nM None
Homo sapiens OVCAR-4 GI50 18.37 nM None
Homo sapiens OVCAR-5 GI50 20.61 nM None
Homo sapiens OVCAR-8 GI50 12.22 nM None
Homo sapiens Parathyroid hormone receptor Potency 89125.1 nM None
Homo sapiens PC-3 GI50 19.86 nM None
Homo sapiens RPMI-8226 GI50 11.78 nM None
Homo sapiens RXF 393 GI50 10.0 nM None
Homo sapiens SF-268 GI50 32.89 nM None
Homo sapiens SF-295 GI50 12.71 nM None
Homo sapiens SF-539 GI50 14.49 nM None
Homo sapiens SK-MEL-2 GI50 7.516 nM None
Homo sapiens SK-MEL-28 GI50 7.762 nM None
Homo sapiens SK-MEL-5 GI50 7.87 nM None
Homo sapiens SK-OV-3 GI50 100.0 nM None
Homo sapiens SN12C GI50 8.222 nM None
Homo sapiens SNB-19 GI50 14.13 nM None
Homo sapiens SNB-75 GI50 503.5 nM None
Homo sapiens SR GI50 1.854 nM None
Homo sapiens SW-620 GI50 15.03 nM None
Homo sapiens T47D GI50 17.86 nM None
Homo sapiens TAR DNA-binding protein 43 Potency 316.2 nM None
Homo sapiens TK-10 GI50 85.9 nM None
Homo sapiens Tyrosyl-DNA phosphodiesterase 1 Potency 183.6 nM None
Homo sapiens Tyrosyl-DNA phosphodiesterase 1 Potency 206.0 nM None
Homo sapiens U-251 GI50 6.966 nM None
Homo sapiens UACC-257 GI50 26.24 nM None
Homo sapiens UACC-62 GI50 82.04 nM None
Homo sapiens UO-31 GI50 21.88 nM None
Human immunodeficiency virus 1 Aberrant vpr protein Potency 3162.3 nM None
Plasmodium falciparum Plasmodium falciparum EC50 58.7 nM 10.1073/pnas.0802982105
Plasmodium falciparum Plasmodium falciparum EC50 74.7 nM 10.1073/pnas.0802982105
Plasmodium falciparum 3D7 HSP90 AC50 195.0 nM None
Pseudomonas aeruginosa Beta Lactamase IC50 49771.0 nM None
None Unchecked AC50 160.0 nM None
None Unchecked AC50 260.0 nM None
None Unchecked IC50 49771.0 nM None
None Unchecked IFI 22.64 % 10.1073/pnas.0802982105
None Unchecked Potency 5.2 nM None
None Unchecked Potency 70.8 nM None
None Unchecked Potency 100.0 nM None
None Unchecked Potency 125.9 nM None
None Unchecked Potency 130.0 nM None
None Unchecked Potency 223.9 nM None
None Unchecked Potency 501.2 nM None

Metabolism Information