Molecule

Spiruchostatin C

AlkaPlorer ID: AK071226

Synonym: None

IUPAC Name: (1S,5S,6R,9S,15E,20R)-6-[(2S)-butan-2-yl]-5-hydroxy-20-(2-methylsulfinylethyl)-2-oxa-11,12-dithia-7,19,22-triazabicyclo[7.7.6]docos-15-ene-3,8,18,21-tetrone

Structure

SMILES: CC[C@H](C)[C@H]1N=C(O)[C@H]2CSSCC/C=C/[C@H](CC(O)=N[C@H](CC[S+](C)[O-])C(O)=N2)OC(=O)C[C@@H]1O

InChI: InChI=1S/C23H37N3O7S3/c1-4-14(2)21-18(27)12-20(29)33-15-7-5-6-9-34-35-13-17(23(31)26-21)25-22(30)16(8-10-36(3)32)24-19(28)11-15/h5,7,14-18,21,27H,4,6,8-13H2,1-3H3,(H,24,28)(H,25,30)(H,26,31)/b7-5+/t14-,15+,16+,17+,18-,21+,36?/m0/s1

InChIKey: DISXKJJDDVRQSD-KLMIADJASA-N

Reference

Histone Deacetylase Inhibitors from Burkholderia thailandensis

PubChem CID: 56602463

LOTUS: LTS0148956

NPASS: NPC329305

{

NPAtlas: NPA014223

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Burkholderia thailandensis	Burkholderia	Burkholderiaceae	Burkholderiales	Betaproteobacteria	Pseudomonadota	None	Bacteria

Properties Information

Molecule Weight: 563.7640000000002

TPSA？: 167.36

MolLogP？: 3.184200000000002

Number of H-Donors: 4

Number of H-Acceptors: 9

RingCount: 2

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Homo sapiens	A498	LC50	55.0	nM	10.1021/np200532d
Homo sapiens	A498	Ratio	2.4	None	10.1021/np200532d
Homo sapiens	A498	Ratio	3.6	None	10.1021/np200532d
Homo sapiens	A498	TGI	12.0	nM	10.1021/np200532d
Homo sapiens	A549	GI50	10.0	nM	10.1016/j.ejmech.2012.12.023
Homo sapiens	ACHN	GI50	130.0	nM	10.1016/j.ejmech.2012.12.023
Homo sapiens	ACHN	Ratio	4.0	None	10.1021/np200532d
Homo sapiens	ACHN	TGI	180.0	nM	10.1021/np200532d
Homo sapiens	CAKI-1	Ratio	2.1	None	10.1021/np200532d
Homo sapiens	CAKI-1	TGI	880.0	nM	10.1021/np200532d
Homo sapiens	COLO 205	LC50	15.0	nM	10.1021/np200532d
Homo sapiens	COLO 205	Ratio	3.8	None	10.1021/np200532d
Homo sapiens	COLO 205	Ratio	6.0	None	10.1021/np200532d
Homo sapiens	COLO 205	T/C	50.0	%	10.1021/np200532d
Homo sapiens	COLO 205	TGI	8.0	nM	10.1021/np200532d
Homo sapiens	DMS-114	GI50	10.0	nM	10.1016/j.ejmech.2012.12.023
Homo sapiens	DMS-273	GI50	32.0	nM	10.1016/j.ejmech.2012.12.023
Homo sapiens	DU-145	GI50	10.0	nM	10.1016/j.ejmech.2012.12.023
Homo sapiens	HCT-116	GI50	10.0	nM	10.1016/j.ejmech.2012.12.023
Homo sapiens	HCT-15	GI50	3800.0	nM	10.1016/j.ejmech.2012.12.023
Homo sapiens	Histone deacetylase 1	IC50	0.93	nM	10.1016/j.ejmech.2012.12.023
Homo sapiens	Histone deacetylase 1	Inhibition	nan	%	10.1021/np200532d
Homo sapiens	Histone deacetylase 1	Ratio IC50	3.0	None	10.1016/j.ejmech.2012.12.023
Homo sapiens	Histone deacetylase 4	Inhibition	nan	%	10.1021/np200532d
Homo sapiens	Histone deacetylase 8	Inhibition	nan	%	10.1021/np200532d
Homo sapiens	HT-29	GI50	10.0	nM	10.1016/j.ejmech.2012.12.023
Homo sapiens	KM12	GI50	10.0	nM	10.1016/j.ejmech.2012.12.023
Homo sapiens	LOX IMVI	GI50	10.0	nM	10.1016/j.ejmech.2012.12.023
Homo sapiens	LOX IMVI	T/C	50.0	%	10.1021/np200532d
Homo sapiens	MCF7	GI50	47.0	nM	10.1016/j.ejmech.2012.12.023
Homo sapiens	MDA-MB-231	GI50	14.0	nM	10.1016/j.ejmech.2012.12.023
Homo sapiens	MDA-MB-231	Ratio	2.4	None	10.1021/np200532d
Homo sapiens	MDA-MB-231	T/C	50.0	%	10.1021/np200532d
Homo sapiens	MDA-MB-231	TGI	150.0	nM	10.1021/np200532d
Homo sapiens	MDA-MB-435	T/C	50.0	%	10.1021/np200532d
Homo sapiens	MDA-MB-468	Ratio	3.9	None	10.1021/np200532d
Homo sapiens	MDA-MB-468	TGI	23.0	nM	10.1021/np200532d
Homo sapiens	MKN-28	GI50	130.0	nM	10.1016/j.ejmech.2012.12.023
Homo sapiens	MKN-45	GI50	100.0	nM	10.1016/j.ejmech.2012.12.023
Homo sapiens	MKN-7	GI50	150.0	nM	10.1016/j.ejmech.2012.12.023
Homo sapiens	MKN-74	GI50	15.0	nM	10.1016/j.ejmech.2012.12.023
Homo sapiens	NCI-H226	GI50	53.0	nM	10.1016/j.ejmech.2012.12.023
Homo sapiens	NCI-H23	GI50	10.0	nM	10.1016/j.ejmech.2012.12.023
Homo sapiens	NCI-H23	T/C	50.0	%	10.1021/np200532d
Homo sapiens	NCI-H322M	Ratio	2.3	None	10.1021/np200532d
Homo sapiens	NCI-H322M	TGI	100.0	nM	10.1021/np200532d
Homo sapiens	NCI-H460	GI50	16.0	nM	10.1016/j.ejmech.2012.12.023
Homo sapiens	NCI-H522	GI50	10.0	nM	10.1016/j.ejmech.2012.12.023
Homo sapiens	NCI-H522	T/C	50.0	%	10.1021/np200532d
Homo sapiens	OVCAR-3	GI50	16.0	nM	10.1016/j.ejmech.2012.12.023
Homo sapiens	OVCAR-4	GI50	58.0	nM	10.1016/j.ejmech.2012.12.023
Homo sapiens	OVCAR-5	GI50	10.0	nM	10.1016/j.ejmech.2012.12.023
Homo sapiens	OVCAR-5	T/C	50.0	%	10.1021/np200532d
Homo sapiens	OVCAR-8	GI50	10.0	nM	10.1016/j.ejmech.2012.12.023
Homo sapiens	PC-3	GI50	23.0	nM	10.1016/j.ejmech.2012.12.023
Homo sapiens	RXF 393	LC50	170.0	nM	10.1021/np200532d
Homo sapiens	RXF 393	Ratio	1.8	None	10.1021/np200532d
Homo sapiens	RXF 393	Ratio	3.8	None	10.1021/np200532d
Homo sapiens	RXF 393	TGI	16.0	nM	10.1021/np200532d
Homo sapiens	SF-268	GI50	25.0	nM	10.1016/j.ejmech.2012.12.023
Homo sapiens	SF-295	GI50	32.0	nM	10.1016/j.ejmech.2012.12.023
Homo sapiens	SF-295	Ratio	2.3	None	10.1021/np200532d
Homo sapiens	SF-295	T/C	50.0	%	10.1021/np200532d
Homo sapiens	SF-295	TGI	110.0	nM	10.1021/np200532d
Homo sapiens	SF-539	GI50	10.0	nM	10.1016/j.ejmech.2012.12.023
Homo sapiens	SK-OV-3	GI50	15.0	nM	10.1016/j.ejmech.2012.12.023
Homo sapiens	SN12C	Ratio	2.1	None	10.1021/np200532d
Homo sapiens	SN12C	TGI	160.0	nM	10.1021/np200532d
Homo sapiens	SNB-75	GI50	10.0	nM	10.1016/j.ejmech.2012.12.023
Homo sapiens	SNB-78	GI50	78.0	nM	10.1016/j.ejmech.2012.12.023
Homo sapiens	St-4	GI50	190.0	nM	10.1016/j.ejmech.2012.12.023
Homo sapiens	SW-620	T/C	50.0	%	10.1021/np200532d
Homo sapiens	U-251	GI50	52.0	nM	10.1016/j.ejmech.2012.12.023
Homo sapiens	U-251	LC50	37.0	nM	10.1021/np200532d
Homo sapiens	U-251	Ratio	2.7	None	10.1021/np200532d
Homo sapiens	U-251	Ratio	3.6	None	10.1021/np200532d
Homo sapiens	U-251	T/C	50.0	%	10.1021/np200532d
Homo sapiens	U-251	TGI	12.0	nM	10.1021/np200532d
Homo sapiens	UACC-257	Ratio	2.9	None	10.1021/np200532d
Homo sapiens	UACC-257	TGI	33.0	nM	10.1021/np200532d
Homo sapiens	UACC-62	T/C	50.0	%	10.1021/np200532d
Homo sapiens	UO-31	Ratio	4.9	None	10.1021/np200532d
Homo sapiens	UO-31	TGI	320.0	nM	10.1021/np200532d
Mus musculus	Histone deacetylase 6	IC50	320.0	nM	10.1016/j.ejmech.2012.12.023
None	NCI	LC50	7700.0	nM	10.1021/np200532d
None	NCI	TGI	830.0	nM	10.1021/np200532d
None	NON-PROTEIN TARGET	GI50	11.0	nM	10.1016/j.ejmech.2012.12.023
None	NON-PROTEIN TARGET	GI50	16.0	nM	10.1016/j.ejmech.2012.12.023
None	NON-PROTEIN TARGET	GI50	20.0	nM	10.1016/j.ejmech.2012.12.023
None	NON-PROTEIN TARGET	GI50	25.0	nM	10.1016/j.ejmech.2012.12.023
None	NON-PROTEIN TARGET	GI50	35.0	nM	10.1016/j.ejmech.2012.12.023
None	NON-PROTEIN TARGET	GI50	150.0	nM	10.1016/j.ejmech.2012.12.023
None	NON-PROTEIN TARGET	T/C	50.0	%	10.1021/np200532d
None	Unchecked	Ratio IC50	346.0	None	10.1016/j.ejmech.2012.12.023