Compound Detail

CHEMBL1278177

7-OXOCHOLESTEROL

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CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3C(=O)C=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1278177
Name	7-OXOCHOLESTEROL
Phase	Preclinical
Structure Type	MOL
InChI Key	YIKKMWSQVKJCOP-ABXCMAEBSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

400.6

MW (Da)

6.57

ALogP

HBA

HBD

37.3

PSA (Å²)

0.57

QED

Ro5 Violations

Rot. Bonds

Natural Product First in Class Prodrug

IC50 9 meas. best 5.0

EC50 2 meas. best 5.06

Ki 1 meas. best 7.92

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Nuclear receptor ROR-alpha CHEMBL5868	Ki	7.92	7.92	12.0	1
NPC1-like intracellular cholesterol transporter 1 CHEMBL2027	EC50	5.06	5.06	8700.0	1
Unchecked CHEMBL612545	EC50	5.01	5.01	9700.0	1
ADMET CHEMBL612558	IC50	5.0	4.745	10000.0	2
NON-PROTEIN TARGET CHEMBL3879801	IC50	4.7	4.7	20000.0	1
C6 CHEMBL614657	IC50	4.7	4.7	20000.0	1
HT-29 CHEMBL384	IC50	4.59	4.59	25700.0	2
Unchecked CHEMBL612545	IC50	4.41	4.385	38510.0	2
Vero CHEMBL391	IC50	4.12	4.12	75000.0	1

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Nuclear receptor ROR-alpha	Ki	=	12.0	nM	7.92	Displacement of 25-[3H]hydroxycholesterol from GST-tagged ROR alpha ligand bindi...	-
NPC1-like intracellular cholesterol transporter 1	EC50	=	8700.0	nM	5.06	Binding affinity to FLAG/tGFP-tagged NPC1 I1061T mutant (unknown origin) express...	24928400
Unchecked	EC50	=	9700.0	nM	5.01	Binding affinity to human GFP-tagged NPC1L1 L1072T/L1168I mutant expressed in HE...	23830695
ADMET	IC50	=	10000.0	nM	5.0	Growth inhibition of mouse 158N cells after 24 hrs by trypan blue-based cell cou...	24211631
NON-PROTEIN TARGET	IC50	=	20000.0	nM	4.7	Growth inhibition of human SK-N-BE cells after 24 hrs by trypan blue-based cell ...	24211631
C6	IC50	=	20000.0	nM	4.7	Growth inhibition of rat C6 cells after 24 hrs by trypan blue-based cell countin...	24211631
HT-29	IC50	=	25700.0	nM	4.59	Cytotoxicity against human HT-29 cells after 48 hrs by Alamar blue assay	20931970
HT-29	IC50	=	25700.0	nM	4.59	Cytotoxicity against human HT-29 cells assessed as cell viability after 48 hrs b...	21797280
ADMET	IC50	=	32300.0	nM	4.49	Cytotoxicity against human ARPE19 cells assessed as cell viability after 48 hrs ...	21797280
Unchecked	IC50	=	38510.0	nM	4.41	PUBCHEM_BIOASSAY: A High Throughput Confirmatory Assay used to Identify Novel Co...	-
Unchecked	IC50	=	43280.0	nM	4.36	PUBCHEM_BIOASSAY: High Throughput Screening Assay used to Identify Novel Compoun...	-
Vero	IC50	=	75000.0	nM	4.12	Cytotoxicity against african green monkey Vero cells by tetrazolium dye reductio...	24084159

PubMed	DOI	Target Context	# Activities
24211631	10.1016/j.ejmech.2013.09.028	ADMET	4
25800433	10.1016/j.bmc.2015.02.034	U-937	3
21797280	10.1021/jm200803d	HT-29	2
24211631	10.1016/j.ejmech.2013.09.028	NON-PROTEIN TARGET	2
24211631	10.1016/j.ejmech.2013.09.028	C6	2
20931970	10.1021/jm1007769	HT-29	1
21797280	10.1021/jm200803d	ADMET	1
23830695	10.1016/j.bmc.2013.06.022	Unchecked	1
24084159	10.1016/j.bmcl.2013.09.013	Unchecked	1
24084159	10.1016/j.bmcl.2013.09.013	Vero	1
24084159	10.1016/j.bmcl.2013.09.013	Mycobacterium tuberculosis	1
23571415	10.1124/mol.112.084152	Solute carrier organic anion transporter family member 1B1	1
23571415	10.1124/mol.112.084152	Solute carrier organic anion transporter family member 1B3	1
-	10.1039/C3MD00005B	Nuclear receptor ROR-alpha	1
24928400	10.1016/j.bmcl.2014.05.064	NPC1-like intracellular cholesterol transporter 1	1
30407007	10.1021/acs.jnatprod.8b00728	PC-12	1

Data from ChEMBL 36 via Core Engine