Compound Detail

CHEMBL45068

PHLORETIN

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O=C(CCc1ccc(O)cc1)c1c(O)cc(O)cc1O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL45068
Name	PHLORETIN
Phase	Preclinical
Structure Type	MOL
InChI Key	VGEREEWJJVICBM-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

274.3

MW (Da)

2.32

ALogP

HBA

HBD

98.0

PSA (Å²)

0.64

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula	C15H14O5
MW	274.27
Aromatic Rings	2
Heavy Atoms	20
NP-Likeness	0.86

Activity Summary

IC50 23 meas. best 6.52

Ki 2 meas. best 4.49

Kd 1 meas. best 5.09

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Estrogen receptor CHEMBL206	IC50	6.52	6.52	300.0	1
Monocarboxylate transporter 1 CHEMBL4360	IC50	5.59	5.59	2570.0	1
Aromatase CHEMBL1978	IC50	5.58	5.58	2600.2	1
MCF7 CHEMBL387	IC50	5.16	5.16	7000.0	1
Transthyretin CHEMBL3194	Kd	5.09	5.09	8100.0	1
Plasmodium falciparum CHEMBL364	IC50	5.0	4.88	10000.0	5
Sodium/glucose cotransporter 1 CHEMBL4979	IC50	4.91	4.91	12400.0	1
Monocarboxylate transporter 2 CHEMBL2073718	IC50	4.85	4.85	14000.0	1
Sodium/glucose cotransporter 2 CHEMBL3884	IC50	4.74	4.74	18300.0	1
Solute carrier family 2, facilitated glucose transporter member 1 CHEMBL2535	IC50	4.67	4.67	21400.0	1
Monocarboxylate transporter 1 CHEMBL2073709	IC50	4.55	4.55	28000.0	1
Solute carrier family 28 member 3 CHEMBL5707	Ki	4.49	4.49	32280.0	1
Nuclear factor NF-kappa-B complex CHEMBL2094258	IC50	4.39	4.39	41000.0	1
Monocarboxylate transporter 4 CHEMBL2073663	IC50	4.39	4.39	41000.0	1
Pancreatic triacylglycerol lipase CHEMBL1687677	IC50	4.3	4.3	50400.0	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	4.27	4.27	54000.0	1
Unchecked CHEMBL612545	IC50	4.2	4.2	62520.0	1
Sodium/glucose cotransporter 1 CHEMBL4979	Ki	4.07	4.07	86000.0	1
Sodium/hydrogen exchanger 9B2 CHEMBL5209631	IC50	4.05	4.05	90000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Estrogen receptor	IC50	=	300.0	nM	6.52	Binding affinity to human estrogen receptor assessed as decrease in estradiol-de...	24200808
Monocarboxylate transporter 1	IC50	=	2570.0	nM	5.59	Inhibition of MCT1 (unknown origin)	38308950
Aromatase	IC50	=	2600.16	nM	5.58	Inhibition of human aromatase using ASD as substrate pre-incubated for 5 mins fo...	28622580
MCF7	IC50	=	7000.0	nM	5.16	Antiproliferative activity against human MCF7 cells assessed as inhibition of ce...	33257172
Transthyretin	Kd	=	8100.0	nM	5.09	Stabilization of TTR V30M mutant (unknown origin) assessed as inhibition of prot...	32914975
Plasmodium falciparum	IC50	=	10000.0	nM	5.0	Antiplasmodial activity against Plasmodium falciparum GB4 after 72 hrs by SYBR g...	19734910
Sodium/glucose cotransporter 1	IC50	=	12400.0	nM	4.91	Inhibition of human SGLT1 expressed in HEK293 cells assessed as reduction in 2-d...	28098449
Plasmodium falciparum	IC50	=	12589.25	nM	4.9	Antiplasmodial activity against Plasmodium falciparum 7G8 after 72 hrs by SYBR g...	19734910
Plasmodium falciparum	IC50	=	12589.25	nM	4.9	Antiplasmodial activity against Plasmodium falciparum HB3 after 72 hrs by SYBR g...	19734910
Monocarboxylate transporter 2	IC50	=	14000.0	nM	4.85	TP_TRANSPORTER: inhibition of lactate uptake in Xenopus laevis oocytes	10417314
Plasmodium falciparum	IC50	=	15848.93	nM	4.8	Antiplasmodial activity against Plasmodium falciparum 3D7 after 72 hrs by SYBR g...	19734910
Plasmodium falciparum	IC50	=	15848.93	nM	4.8	Antiplasmodial activity against Plasmodium falciparum W2 after 72 hrs by SYBR gr...	19734910
Sodium/glucose cotransporter 2	IC50	=	18300.0	nM	4.74	Inhibition of human SGLT2 expressed in HEK293 cells assessed as reduction in 2-d...	28098449
Solute carrier family 2, facilitated glucose transporter member 1	IC50	=	21400.0	nM	4.67	Inhibition of GLUT1 in human H1299 cells assessed as inhibition of 2-deoxy-D-[3H...	24200808
Monocarboxylate transporter 1	IC50	=	28000.0	nM	4.55	TP_TRANSPORTER: inhibition of lactate uptake in Xenopus laevis oocytes	10417314
Solute carrier family 28 member 3	Ki	=	32280.0	nM	4.49	Binding affinity to human recombinant CNT3 expressed in pig PK15NTD cells assess...	19097778
Monocarboxylate transporter 4	IC50	=	41000.0	nM	4.39	TP_TRANSPORTER: inhibition of L-Lactate uptake (L-Lactate:30mM) in Xenopus laevi...	11101640
Nuclear factor NF-kappa-B complex	IC50	=	41000.0	nM	4.39	Inhibition of NF-kappaB transactivation in TNF-alpha-stimulated human K562 cells...	24775915
Pancreatic triacylglycerol lipase	IC50	=	50400.0	nM	4.3	Inhibition of porcine pancreatic lipase using p-nitrophenyl butyrate as substrat...	28958622
NON-PROTEIN TARGET	IC50	=	54000.0	nM	4.27	Cytotoxicity against human H1299 cells assessed as growth inhibition after 48 hr...	24200808

Literature References

PubMed	DOI	Target Context	# Activities
22169259	10.1016/j.bmcl.2011.11.059	Staphylococcus aureus	15
37659218	10.1016/j.bmc.2023.117454	Staphylococcus aureus	12
26517554	10.1021/acs.jnatprod.5b00075	ADMET	9
25913862	10.1016/j.bmc.2015.04.016	Tyrosinase	8
31223449	10.1021/acsmedchemlett.9b00093	Beta-lactamase	6
15787442	10.1021/np049698a	NON-PROTEIN TARGET	6
19734910	10.1038/nchembio.215	Plasmodium falciparum	5
37659218	10.1016/j.bmc.2023.117454	Mycobacterium tuberculosis	4
37659218	10.1016/j.bmc.2023.117454	Cutibacterium acnes	4
-	10.6019/CHEMBL4495565	SARS-CoV-2	4
37659218	10.1016/j.bmc.2023.117454	Unchecked	4
37659218	10.1016/j.bmc.2023.117454	Candida albicans	4
521818	10.1021/np50005a008	NON-PROTEIN TARGET	3
31223449	10.1021/acsmedchemlett.9b00093	Chymotrypsinogen A	3
26517554	10.1021/acs.jnatprod.5b00075	Unchecked	3
19944611	10.1016/j.bmc.2009.11.015	No relevant target	3
17166721	10.1016/j.bmc.2006.11.037	NON-PROTEIN TARGET	3
22169259	10.1016/j.bmcl.2011.11.059	Vero	3
10417314	10.1042/0264-6021:3410529	Monocarboxylate transporter 1	2
10417314	10.1042/0264-6021:3410529	Monocarboxylate transporter 2	2

Data from ChEMBL 36 via Core Engine