Molecule

Reblastatin

AlkaPlorer ID: AK036236

Synonym: None

IUPAC Name: [(4E,8S,9S,10E,12S,13R,14S,16R)-13,20-dihydroxy-8,14,19-trimethoxy-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: COC1=C(O)C=C2C=C1C[C@@H](C)C[C@H](OC)[C@H](O)[C@@H](C)/C=C(\C)[C@H](OC(N)=O)[C@@H](OC)CC/C=C(\C)C(=O)N2

InChI: InChI=1S/C29H44N2O8/c1-16-11-20-14-21(15-22(32)27(20)38-7)31-28(34)17(2)9-8-10-23(36-5)26(39-29(30)35)19(4)13-18(3)25(33)24(12-16)37-6/h9,13-16,18,23-26,32-33H,8,10-12H2,1-7H3,(H2,30,35)(H,31,34)/b17-9+,19-13+/t16-,18+,23+,24+,25-,26+/m1/s1

InChIKey: VFJOOSVDHSUNKR-DQJDZTSCSA-N

Reference

New Geldanamycin Analogs from Streptomyces hygroscopicus

PubChem CID: 9807556

LOTUS: LTS0093676

SuperNatural Ⅲ: SN0388814-13

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NPAtlas: NPA018274

Source

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

Properties Information

Molecule Weight: 548.6770000000004

TPSA？: 149.57000000000002

MolLogP？: 4.085300000000002

Number of H-Donors: 4

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	2720.0	nM	10.1016/j.bmcl.2008.01.072
Homo sapiens	A549	IC50	700.0	nM	10.1016/j.bmcl.2020.127168
Homo sapiens	DLD-1	GI50	2080.0	nM	10.1016/j.bmcl.2008.01.072
Homo sapiens	HCT-116	GI50	500.0	nM	10.1016/j.bmcl.2008.01.072
Homo sapiens	Heat shock protein HSP 90-alpha	IC50	5.0	nM	10.1016/j.bmcl.2020.127168
Homo sapiens	HL-60	IC50	nan	None	10.1016/j.bmcl.2020.127168
Homo sapiens	K562	EC50	760.0	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
Homo sapiens	PC-3	IC50	18.0	nM	10.1016/j.ejmech.2020.112624
Homo sapiens	SK-BR-3	IC50	600.0	nM	10.1016/j.ejmech.2020.112624
Homo sapiens	SK-OV-3	IC50	125.0	nM	10.1016/j.ejmech.2020.112624
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	450.0	nM	10.1016/j.bmcl.2008.01.072
None	Unchecked	EC50	2.3	nM	10.1016/j.bmcl.2008.01.072
None	Unchecked	MEC	0.33	uM	10.1016/j.bmcl.2008.01.072
None	Unchecked	Ratio IC50	53.0	None	10.1016/j.ejmech.2020.112624
None	Unchecked	Ratio IC50	54.0	None	10.1016/j.ejmech.2020.112624