Navigation

name Structure Reference Source Properties Activities Metabolism

Epothilone D

AlkaPlorer ID: AK032055

Synonym: None

IUPAC Name: (4S,7R,8S,9S,13Z,16S)-4,8-dihydroxy-5,5,7,9,13-pentamethyl-16-[(E)-1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-1-oxacyclohexadec-13-ene-2,6-dione

Structure

SMILES: C/C1=C/C[C@@H](/C(C)=C/C2=CSC(C)=N2)OC(=O)C[C@H](O)C(C)(C)C(=O)[C@H](C)[C@@H](O)[C@@H](C)CCC1

copy

InChI: InChI=1S/C27H41NO5S/c1-16-9-8-10-17(2)25(31)19(4)26(32)27(6,7)23(29)14-24(30)33-22(12-11-16)18(3)13-21-15-34-20(5)28-21/h11,13,15,17,19,22-23,25,29,31H,8-10,12,14H2,1-7H3/b16-11-,18-13+/t17-,19+,22-,23-,25-/m0/s1

copy

InChIKey: XOZIUKBZLSUILX-GIQCAXHBSA-N

copy

Source

Species Genus Family Order Class Phylum Kingdom Domain
Myxococcus xanthus Myxococcus Myxococcaceae Myxococcales Myxococcia Myxococcota None Bacteria

Properties Information

Molecule Weight: 491.6940000000004

TPSA？: 96.72

MolLogP？: 5.266320000000007

Number of H-Donors: 2

Number of H-Acceptors: 7

RingCount: 2

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Homo sapiens 786-0 GI50 0.1 nM None
Homo sapiens A549 GI50 0.1 nM None
Homo sapiens ACHN GI50 0.1 nM None
Homo sapiens BT-549 GI50 0.1 nM None
Homo sapiens CAKI-1 GI50 0.1 nM None
Homo sapiens CCRF-CEM GI50 0.1 nM None
Homo sapiens CCRF-CEM IC50 15.0 nM 10.1021/np020120f
Homo sapiens CCRF-CEM IC50 22.0 nM 10.1021/np020120f
Homo sapiens COLO 205 GI50 0.1 nM None
Homo sapiens DU-145 GI50 0.1 nM None
Homo sapiens EKVX GI50 0.1 nM None
Homo sapiens HCC 2998 GI50 0.1 nM None
Homo sapiens HCT-116 GI50 0.1 nM None
Homo sapiens HCT-15 GI50 0.1 nM None
Homo sapiens Histone deacetylase 6 Inhibition -9.51 % 10.6019/CHEMBL4808148
Homo sapiens Histone deacetylase 6 Inhibition -1.46 % 10.6019/CHEMBL4808148
Homo sapiens HL-60 IC50 8.0 nM 10.1021/np020120f
Homo sapiens HL-60 IC50 10.0 nM 10.1021/np020120f
Homo sapiens HOP-62 GI50 0.1 nM None
Homo sapiens HOP-92 GI50 140.93 nM None
Homo sapiens Hs-578T GI50 0.1 nM None
Homo sapiens HT-29 GI50 0.1 nM None
Homo sapiens IGROV-1 GI50 0.1 nM None
Homo sapiens K562 GI50 0.1 nM None
Homo sapiens KB IC50 1.44 nM 10.1016/s0960-894x(00)00555-2
Homo sapiens KB 3-1 IC50 2.7 nM 10.1016/s0960-894x(00)00555-2
Homo sapiens KM12 GI50 0.1 nM None
Homo sapiens LOX IMVI GI50 0.1 nM None
Homo sapiens M14 GI50 0.1 nM None
Homo sapiens MCF7 GI50 0.1 nM None
Homo sapiens MCF7 IC50 8.0 nM 10.1021/np020120f
Homo sapiens MCF7 IC50 14.0 nM 10.1016/j.ejmech.2013.08.003
Homo sapiens MCF7 IC50 16.0 nM 10.1021/np030218+
Homo sapiens MDA-MB-231 GI50 0.1 nM None
Homo sapiens MDA-MB-435 GI50 0.1 nM None
Homo sapiens MDA-N GI50 0.1 nM None
Homo sapiens MOLT-4 GI50 0.1 nM None
Homo sapiens NCI/ADR-RES GI50 0.1 nM None
Homo sapiens NCI/ADR-RES IC50 30.0 nM 10.1021/np020120f
Homo sapiens NCI-H226 GI50 0.1 nM None
Homo sapiens NCI-H23 GI50 0.1 nM None
Homo sapiens NCI-H322M GI50 0.1 nM None
Homo sapiens NCI-H460 GI50 0.1 nM None
Homo sapiens NCI-H460 IC50 8.0 nM 10.1021/np020120f
Homo sapiens NCI-H460 IC50 30.0 nM 10.1021/np030218+
Homo sapiens NCI-H522 GI50 0.1 nM None
Homo sapiens OVCAR-3 GI50 0.1 nM None
Homo sapiens OVCAR-4 GI50 136.77 nM None
Homo sapiens OVCAR-5 GI50 0.1 nM None
Homo sapiens OVCAR-8 GI50 0.1 nM None
Homo sapiens PC-3 GI50 0.1 nM None
Homo sapiens P-glycoprotein 1 Inhibition nan % 10.1021/jm5005623
Homo sapiens RPMI-8226 GI50 0.1 nM None
Homo sapiens RXF 393 GI50 0.1 nM None
Homo sapiens SF-268 GI50 0.1 nM None
Homo sapiens SF-268 IC50 14.0 nM 10.1021/np020120f
Homo sapiens SF-268 IC50 18.0 nM 10.1021/np030218+
Homo sapiens SF-295 GI50 0.1 nM None
Homo sapiens SF-539 GI50 0.1 nM None
Homo sapiens SK-MEL-2 GI50 0.1 nM None
Homo sapiens SK-MEL-5 GI50 0.1 nM None
Homo sapiens SK-OV-3 GI50 0.1 nM None
Homo sapiens SN12C GI50 0.1 nM None
Homo sapiens SNB-19 GI50 0.1 nM None
Homo sapiens SNB-75 GI50 0.1 nM None
Homo sapiens SR GI50 0.1 nM None
Homo sapiens SW-620 GI50 0.1 nM None
Homo sapiens T47D GI50 0.1 nM None
Homo sapiens TK-10 GI50 0.1923 nM None
Homo sapiens Tubulin Inhibition 43.3 % 10.1016/j.ejmech.2013.08.003
Homo sapiens U-251 GI50 0.1 nM None
Homo sapiens UACC-62 GI50 0.1 nM None
Homo sapiens UO-31 GI50 0.1 nM None
Mus musculus Brain Drug uptake 111.0 nM 10.1021/ml400233e
Mus musculus Brain Drug uptake 161.0 nM 10.1021/ml400233e
Mus musculus L929 IC50 0.02 ug.mL-1 10.1021/np000629f
Mus musculus Plasma Cp 19.0 nM 10.1021/ml400233e
Mus musculus Plasma Cp nan None 10.1021/ml400233e
Severe acute respiratory syndrome coronavirus 2 Replicase polyprotein 1ab Inhibition 9.083 % 10.6019/CHEMBL4495564
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 IC50 19952.62 nM 10.6019/CHEMBL4651402
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 IC50 20000.0 nM 10.6019/CHEMBL4651402
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition -0.06 % 10.6019/CHEMBL4495565
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition 2.11 % 10.21203/rs.3.rs-23951/v1
Sus scrofa Sus scrofa EC50 880.0 nM 10.1016/s0960-894x(00)00555-2
Sus scrofa Sus scrofa Tubulin polymerization 83.0 % 10.1016/s0960-894x(00)00555-2
None NON-PROTEIN TARGET IC50 10.0 nM 10.1016/j.ejmech.2013.08.003
None NON-PROTEIN TARGET IC50 44.0 nM 10.1021/np030218+
None Unchecked Activity nan None 10.1021/jm5005623
None Unchecked Activity nan None 10.1021/ml400233e

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT001429 C/C1=C/C[C@@H](/C(C)=C/c2csc(C)n2)OC(=O)C[C@H](O)C(C)(C)C(=O)[C@H](C)[C@@H](O)[C@@H](C)CCC1>>C/C(=C\c1csc(C)n1)[C@@H]1C[C@@H]2O[C@]2(C)CCC[C@H](C)[C@H](O)[C@@H](C)C(=O)C(C)(C)[C@@H](O)CC(=O)O1 47808