Compound Detail

CHEMBL8996

ERIODICTYOL

Enter ChEMBL ID:

Free Research Context This compound will appear in recent viewed items on the research home for this browser.

O=C1C[C@@H](c2ccc(O)c(O)c2)Oc2cc(O)cc(O)c21

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL8996
Name	ERIODICTYOL
Phase	Preclinical
Structure Type	MOL
InChI Key	SBHXYTNGIZCORC-ZDUSSCGKSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

288.2

MW (Da)

2.22

ALogP

HBA

HBD

107.2

PSA (Å²)

0.60

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	C15H12O6
MW	288.25
Aromatic Rings	2
Heavy Atoms	21
NP-Likeness	1.88

Activity Summary

IC50 17 meas. best 6.14

EC50 6 meas. best 5.94

Ki 3 meas. best 8.37

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Carbonic anhydrase 7 CHEMBL2326	Ki	8.37	8.37	4.3	1
Carbonic anhydrase 12 CHEMBL3242	Ki	7.51	7.51	31.1	1
Carbonic anhydrase 4 CHEMBL3729	Ki	7.14	7.14	72.8	1
Mus musculus CHEMBL375	IC50	6.14	6.14	720.0	1
NON-PROTEIN TARGET CHEMBL3879801	EC50	5.94	5.94	1150.0	1
Cytochrome P450 1B1 CHEMBL4878	IC50	5.89	5.89	1284.0	1
L929 CHEMBL612267	EC50	5.4	5.31	4000.0	2
Ribosomal protein S6 kinase alpha-3 CHEMBL2345	IC50	5.32	5.32	4770.0	1
Cytochrome P450 1A1 CHEMBL2231	IC50	4.96	4.96	10973.0	1
Proteasome Macropain subunit MB1 CHEMBL4662	IC50	4.84	4.815	14600.0	2
Unchecked CHEMBL612545	IC50	4.8	4.6833	15970.0	3
Inositol hexakisphosphate kinase 2 CHEMBL4523488	IC50	4.6	4.6	25300.0	1
H9c2 CHEMBL614576	EC50	4.59	4.59	25500.0	1
Solute carrier organic anion transporter family member 2B1 CHEMBL1743124	IC50	4.54	4.54	28700.0	2
Cytochrome P450 1A2 CHEMBL3356	IC50	4.27	4.27	53214.0	1
Radical scavenging activity CHEMBL613712	EC50	4.0	4.0	98770.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Carbonic anhydrase 7	Ki	=	4.3	nM	8.37	Inhibition of human recombinant carbonic anhydrase 7 preincubated for 15 mins at...	26498393
Carbonic anhydrase 12	Ki	=	31.1	nM	7.51	Inhibition of human recombinant carbonic anhydrase 12 preincubated for 15 mins a...	26498393
Carbonic anhydrase 4	Ki	=	72.8	nM	7.14	Inhibition of human recombinant carbonic anhydrase 4 preincubated for 15 mins at...	26498393
Mus musculus	IC50	=	720.0	nM	6.14	Antiinflammatory activity against TPA-induced CD-1 mouse ear edema model assesse...	37683361
NON-PROTEIN TARGET	EC50	=	1150.0	nM	5.94	Antioxidant activity assessed as ABTS radical scavenging activity	20932762
Cytochrome P450 1B1	IC50	=	1284.0	nM	5.89	Inhibition of human CYP1B1 by EROD assay	20696580
L929	EC50	=	4000.0	nM	5.4	Inhibition of recombinant human TNF-alpha-induced cytotoxicity of mouse L929 cel...	9287415
Ribosomal protein S6 kinase alpha-3	IC50	=	4770.0	nM	5.32	Inhibition of RSK2 expressed in human MCF7 cells incubated for 1 hrs by	36898330
L929	EC50	=	6000.0	nM	5.22	Inhibition of recombinant human TNF-alpha-induced cytotoxicity of mouse L929 cel...	9287415
Cytochrome P450 1A1	IC50	=	10973.0	nM	4.96	Inhibition of human CYP1A1 by EROD assay	20696580
Proteasome Macropain subunit MB1	IC50	=	14600.0	nM	4.84	Inhibition of chymotrypsin-like activity of human 26S proteasome in human Jurkat...	30776692
Unchecked	IC50	=	15970.0	nM	4.8	Inhibition of Clostridium welchii neuraminidase	19660948
Proteasome Macropain subunit MB1	IC50	=	16200.0	nM	4.79	Inhibition of chymotrypsin-like activity of purified human 20S proteasome expres...	30776692
Unchecked	IC50	=	18000.0	nM	4.75	Inhibition of biotinylated 5-(4-((Z)-3-Carboxy-3-hydroxyacryloyl)-4-(4-chloroben...	32883638
Inositol hexakisphosphate kinase 2	IC50	=	25300.0	nM	4.6	Inhibition of human IP6K2 using insP6 as substrate preincubated for 15 mins foll...	30624931
H9c2	EC50	=	25500.0	nM	4.59	Cytoprotective activity against doxorubicin-induced cytotoxicity in rat H9c2 cel...	20932762
Solute carrier organic anion transporter family member 2B1	IC50	=	28700.0	nM	4.54	Inhibition of human OATP2B1 expressed in Flp-In-CHO cells assessed as inhibition...	37252098
Solute carrier organic anion transporter family member 2B1	IC50	=	28840.32	nM	4.54	Inhibition of human OATP2B1 expressed in Flp-In-CHO cells assessed as inhibition...	37252098
Unchecked	IC50	=	32000.0	nM	4.5	Inhibition of theophylline-stimulated melanogenesis in mouse B16-4A5 cells after...	20189399
Cytochrome P450 1A2	IC50	=	53214.0	nM	4.27	Inhibition of human CYP1A2 by EROD assay	20696580

Literature References

PubMed	DOI	Target Context	# Activities
26517554	10.1021/acs.jnatprod.5b00075	ADMET	9
28479197	10.1016/j.bmcl.2017.04.076	Thoracic aorta	7
20189399	10.1016/j.bmc.2010.01.046	Unchecked	6
24245939	10.1021/np400518k	HT-22	5
12643908	10.1016/s0960-894x(03)00088-x	Mus musculus	4
18855442	10.1021/np800333r	Plasmodium falciparum	4
37252098	10.1039/d3md00078h	Solute carrier organic anion transporter family member 2B1	4
21493073	10.1016/j.bmc.2011.03.040	3T3-L1	4
26517554	10.1021/acs.jnatprod.5b00075	Unchecked	4
15679330	10.1021/np049682k	Leishmania mexicana	3
34106718	10.1021/acs.jnatprod.1c00337	Unchecked	3
19660948	10.1016/j.bmcl.2009.07.098	Unchecked	3
1593282	10.1021/np50081a012	Unchecked	3
28479197	10.1016/j.bmcl.2017.04.076	Unchecked	3
17158054	10.1016/j.bmc.2006.09.024	U-937	3
25735399	10.1021/acs.jnatprod.5b00005	THP-1	2
9287415	10.1021/np960581z	L929	2
20932762	10.1016/j.bmcl.2010.09.086	NON-PROTEIN TARGET	2
22445674	10.1016/j.bmc.2012.02.044	Butyrylcholinesterase	2
22445674	10.1016/j.bmc.2012.02.044	Acetylcholinesterase	2

Data from ChEMBL 36 via Core Engine