Compound Detail

CHEMBL517080

WITHAFERIN A

Phase I

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Phase I

CC1=C(CO)C(=O)O[C@@H]([C@@H](C)[C@H]2CC[C@H]3[C@@H]4C[C@H]5O[C@]56[C@@H](O)C=CC(=O)[C@]6(C)[C@H]4CC[C@]23C)C1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL517080
Name	WITHAFERIN A
Phase	Phase I
Structure Type	MOL
InChI Key	DBRXOUCRJQVYJQ-CKNDUULBSA-N

Known Names

NSC-101088 NSC-273757 Withaferin a

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

470.6

MW (Da)

3.35

ALogP

HBA

HBD

96.4

PSA (Å²)

0.49

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Single Enantiomer

Flags

Natural Product

Extended Properties

Molecular Formula	C28H38O6
MW	470.61
Aromatic Rings	0
Heavy Atoms	34
NP-Likeness	3.88

Activity Summary

IC50 70 meas. best 7.5

EC50 2 meas. best 6.39

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Unchecked CHEMBL612545	IC50	7.5	6.3743	32.0	7
A2780 CHEMBL614004	IC50	7.49	7.49	32.7	1
ARPE-19 CHEMBL4296399	IC50	7.43	7.43	37.0	1
Nuclear factor NF-kappa-B complex CHEMBL2094258	IC50	7.33	7.33	47.0	1
MM1.S CHEMBL4296471	IC50	7.28	7.28	53.0	1
MRC5 CHEMBL614181	IC50	6.7	6.135	200.0	2
ADMET CHEMBL612558	IC50	6.7	6.005	200.0	2
NON-PROTEIN TARGET CHEMBL3879801	IC50	6.6	6.0108	250.0	13
RPMI-8226 CHEMBL614882	IC50	6.59	6.195	258.0	2
B16-F10 CHEMBL612656	IC50	6.54	6.54	290.0	1
HEK-293T CHEMBL3706568	IC50	6.52	6.52	299.0	1
PC-3 CHEMBL390	EC50	6.39	6.39	410.0	1
PC-3 CHEMBL390	IC50	6.39	6.39	410.0	1
PC-3M CHEMBL4296484	IC50	6.39	6.39	410.0	1
MDA-MB-231 CHEMBL400	IC50	6.3	6.285	500.0	2
Replicase polyprotein 1ab CHEMBL4523582	IC50	6.27	6.235	540.0	2
MCF7 CHEMBL387	IC50	6.24	5.82	570.0	8
Multiple myeloma cancer stem cell CHEMBL4296513	IC50	6.19	6.19	649.7	1
U-251 CHEMBL615022	IC50	6.16	6.16	690.0	1
LNCaP CHEMBL612518	EC50	6.06	6.06	870.0	1
LNCaP CHEMBL612518	IC50	6.06	6.06	870.0	2
SK-MEL-28 CHEMBL614919	IC50	6.0	5.7	1000.0	2
PANC-1 CHEMBL614139	IC50	5.91	5.91	1240.0	1
Vero CHEMBL391	IC50	5.89	5.6825	1300.0	4
A549 CHEMBL392	IC50	5.82	5.295	1500.0	4
HeLa CHEMBL399	IC50	5.64	5.47	2300.0	4
DU-145 CHEMBL613508	IC50	5.6	5.6	2500.0	1
BXPC-3 CHEMBL614530	IC50	5.56	5.56	2780.0	1
MIA PaCa-2 CHEMBL614725	IC50	5.53	5.53	2930.0	1
HCT-116 CHEMBL394	IC50	5.43	5.43	3700.0	1
SW480 CHEMBL612544	IC50	5.31	5.31	4900.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Unchecked	IC50	=	32.0	nM	7.5	Antiproliferative activity against cisplatin-resistant human A2780/CP70 cells me...	31008605
A2780	IC50	=	32.7	nM	7.49	Antiproliferative activity against cisplatin-sensitive human A2780 cells measure...	31008605
ARPE-19	IC50	=	37.0	nM	7.43	Cytotoxicity against human ARPE19 cells measured after 96 hrs by MTT assay	31008605
Nuclear factor NF-kappa-B complex	IC50	=	47.0	nM	7.33	Inhibition of TNF-alpha stimulated NF-KappaB in human HEK293 cells transfected w...	34445874
MM1.S	IC50	=	53.0	nM	7.28	Antiproliferative activity against human MM1.S cells assessed as reduction in ce...	34445874
ADMET	IC50	=	200.0	nM	6.7	Cytotoxicity against human MCR5 cells after 72 hrs by MTS assay	22098611
MRC5	IC50	=	200.0	nM	6.7	Cytotoxicity against human MRC5 cells after 72 hrs by MTS assay	23252848
Unchecked	IC50	=	224.0	nM	6.65	Antiproliferative activity against human RPMI18226 cells after 72 hrs by XTT ass...	30108696
Unchecked	IC50	=	250.0	nM	6.6	Inhibition of TNF-induced NF-kappaB-mediated IL6 promoter expression in mouse L9...	17150968
NON-PROTEIN TARGET	IC50	=	250.0	nM	6.6	Cytotoxicity against human NCI-H929 cells after 3 days by Alamar blue assay	24625088
RPMI-8226	IC50	=	258.0	nM	6.59	Antiproliferative activity against human RPMI 8226 cells assessed as reduction i...	34445874
Unchecked	IC50	=	263.0	nM	6.58	Antiproliferative activity against human MM1.R cells assessed as reduction in ce...	34445874
B16-F10	IC50	=	290.0	nM	6.54	Cytotoxicity against mouse B16F10 cells after 72 hrs by MTS assay	22098611
HEK-293T	IC50	=	299.0	nM	6.52	Cytotoxicity against human 293T cells assessed as reduction in cell viability af...	29537263
PC-3	EC50	=	410.0	nM	6.39	Antiproliferative activity against androgen-insensitive human PC-3 cells assesse...	36577036
PC-3M	IC50	=	410.0	nM	6.39	Cytotoxicity against human PC3M cells after 72 hrs by resazurin-based colorimetr...	27071003
PC-3	IC50	=	410.0	nM	6.39	Cytotoxicity against human PC3 cells assessed as inhibition of cell proliferatio...	26305181
Unchecked	IC50	=	424.0	nM	6.37	Cytotoxicity against human CHP100 cells assessed as reduction in cell viability ...	29537263
NON-PROTEIN TARGET	IC50	=	500.0	nM	6.3	Cytotoxicity against human UM-SCC2 cells after 72 hrs by MTS assay	20726569
MDA-MB-231	IC50	=	500.0	nM	6.3	Cytotoxicity against human MDA-MB-231 cells by MTT assay	26492982

Literature References

PubMed	DOI	Target Context	# Activities
30108696	10.1039/C6MD00410E	Multiple myeloma cancer stem cell	29
20726569	10.1021/np100112p	Unchecked	26
29043807	10.1021/acs.jnatprod.7b00573	TIG-3	22
24079846	10.1021/np400441f	PC-3	16
30108696	10.1039/C6MD00410E	Unchecked	16
22705001	10.1016/j.ejmech.2012.05.032	HeLa	13
28923386	10.1016/j.ejmech.2017.09.004	HeLa	13
16408090	10.1038/nchembio755	Annexin A2	12
36098617	10.1021/acs.jnatprod.2c00521	Replicase polyprotein 1ab	11
20726569	10.1021/np100112p	RAC-alpha serine/threonine-protein kinase	9
20726569	10.1021/np100112p	Mitogen-activated protein kinase; ERK1/ERK2	8
28257574	10.1021/acs.jmedchem.7b00069	ACHN	8
29537263	10.1021/acs.jnatprod.7b00918	HEK-293T	5
22705001	10.1016/j.ejmech.2012.05.032	Caspase-3	5
24079846	10.1021/np400441f	DU-145	4
20726569	10.1021/np100112p	NON-PROTEIN TARGET	4
28923386	10.1016/j.ejmech.2017.09.004	MCF7	3
24625088	10.1021/jm401279n	NON-PROTEIN TARGET	3
17150968	10.1074/jbc.m606728200	Inhibitor of nuclear factor kappa-B kinase subunit beta	3
22705001	10.1016/j.ejmech.2012.05.032	Vero	3

Data from ChEMBL 36 via Core Engine