Molecule

EH21A3

AlkaPlorer ID: AK013702

Synonym: None

IUPAC Name: [(4E,8S,9S,10E,12S,13R,14S,16R)-13,19,20-trihydroxy-8,14-dimethoxy-4,10,12,16-tetramethyl-3-oxo-2-azabicyclo[16.3.1]docosa-1(22),4,10,18,20-pentaen-9-yl] carbamate

Structure

SMILES: CO[C@H]1C[C@H](C)CC2=CC(=CC(O)=C2O)NC(=O)/C(C)=C/CC[C@H](OC)[C@@H](OC(N)=O)/C(C)=C/[C@H](C)[C@H]1O

InChI: InChI=1S/C28H42N2O8/c1-15-10-19-13-20(14-21(31)25(19)33)30-27(34)16(2)8-7-9-22(36-5)26(38-28(29)35)18(4)12-17(3)24(32)23(11-15)37-6/h8,12-15,17,22-24,26,31-33H,7,9-11H2,1-6H3,(H2,29,35)(H,30,34)/b16-8+,18-12+/t15-,17+,22+,23+,24-,26+/m1/s1

InChIKey: LQCLDVBADKXMJS-WCTXHBHRSA-N

Reference

Conformational significance of EH21A1–A4, phenolic derivatives of geldanamycin, for Hsp90 inhibitory activity

PubChem CID: 44446533

LOTUS: LTS0131611

SuperNatural Ⅲ: SN0212301-05

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NPAtlas: NPA014964

Source

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

Properties Information

Molecule Weight: 534.6500000000004

TPSA？: 160.57

MolLogP？: 3.7823000000000015

Number of H-Donors: 5

Number of H-Acceptors: 8

RingCount: 2

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Bacillus amyloliquefaciens	Bacillus amyloliquefaciens	Activity	nan	None	10.1016/j.bmcl.2020.127168
Bacillus amyloliquefaciens	Bacillus amyloliquefaciens	MIC	200.0	ug.mL-1	10.1016/j.bmcl.2020.127168
Homo sapiens	A549	GI50	10300.0	nM	10.1016/j.bmcl.2008.01.072
Homo sapiens	A549	IC50	50000.0	nM	10.1016/j.bmcl.2020.127168
Homo sapiens	DLD-1	GI50	9400.0	nM	10.1016/j.bmcl.2008.01.072
Homo sapiens	HCT-116	GI50	8910.0	nM	10.1016/j.bmcl.2008.01.072
Homo sapiens	Heat shock protein HSP 90-alpha	IC50	30.0	nM	10.1016/j.bmcl.2020.127168
Homo sapiens	HL-60	IC50	nan	None	10.1016/j.bmcl.2020.127168
Homo sapiens	K562	EC50	21000.0	nM	10.1016/j.bmcl.2008.01.072
Homo sapiens	K562	IC50	nan	None	10.1016/j.bmcl.2020.127168
Homo sapiens	MCF7	IC50	nan	None	10.1016/j.bmcl.2020.127168
Shewanella oneidensis	Shewanella oneidensis	Activity	nan	None	10.1016/j.bmcl.2020.127168
Shewanella oneidensis	Shewanella oneidensis	MIC	200.0	ug.mL-1	10.1016/j.bmcl.2020.127168
Staphylococcus aureus	Staphylococcus aureus	Activity	nan	None	10.1016/j.bmcl.2020.127168
Staphylococcus aureus	Staphylococcus aureus	MIC	200.0	ug.mL-1	10.1016/j.bmcl.2020.127168
None	NON-PROTEIN TARGET	GI50	4330.0	nM	10.1016/j.bmcl.2008.01.072
None	Unchecked	EC50	6.0	nM	10.1016/j.bmcl.2008.01.072
None	Unchecked	MEC	10.0	uM	10.1016/j.bmcl.2008.01.072