Compound Detail

CHEMBL40275

ALOE-EMODIN

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O=C1c2cccc(O)c2C(=O)c2c(O)cc(CO)cc21

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL40275
Name	ALOE-EMODIN
Phase	Preclinical
Structure Type	MOL
InChI Key	YDQWDHRMZQUTBA-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

270.2

MW (Da)

1.37

ALogP

HBA

HBD

94.8

PSA (Å²)

0.62

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	C15H10O5
MW	270.24
Aromatic Rings	2
Heavy Atoms	20
NP-Likeness	1.36

Activity Summary

IC50 20 meas. best 6.0

EC50 1 meas. best 4.68

Ki 1 meas. best 4.28

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
HEK293 CHEMBL614818	IC50	6.0	6.0	1000.0	1
Amine oxidase [flavin-containing] A CHEMBL1951	IC50	5.75	5.75	1770.0	1
Intestinal-type alkaline phosphatase CHEMBL3151	IC50	5.54	5.54	2880.0	1
B16-F10 CHEMBL612656	IC50	5.51	5.51	3120.0	1
MCF7 CHEMBL387	IC50	5.38	5.38	4140.0	1
Unchecked CHEMBL612545	IC50	5.34	4.8433	4560.0	3
Aldehyde dehydrogenase, cytosolic 1 CHEMBL5354	IC50	5.22	5.22	6000.0	1
HepG2 CHEMBL395	IC50	5.21	5.105	6130.0	2
HCT-116 CHEMBL394	IC50	5.06	5.06	8700.0	1
MDA-MB-231 CHEMBL400	IC50	4.91	4.91	12240.0	1
Hepatitis C virus CHEMBL379	EC50	4.68	4.68	20800.0	1
Amine oxidase [flavin-containing] B CHEMBL2039	IC50	4.66	4.66	21900.0	1
A2780 CHEMBL614004	IC50	4.58	4.58	26000.0	1
Bifunctional epoxide hydrolase 2 CHEMBL2409	IC50	4.57	4.57	26800.0	1
Tissue alpha-L-fucosidase CHEMBL3545	IC50	4.5	4.5	32000.0	1
Bifunctional epoxide hydrolase 2 CHEMBL2409	Ki	4.28	4.28	52200.0	1
Plasmodium falciparum CHEMBL364	IC50	4.26	4.26	55000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
HEK293	IC50	=	1000.0	nM	6.0	Cytotoxicity against human HEK293 cells assessed as cell growth inhibition measu...	34124677
Amine oxidase [flavin-containing] A	IC50	=	1770.0	nM	5.75	Inhibition of recombinant human MAO-A expressed in baculovirus infected BTI inse...	34915314
Intestinal-type alkaline phosphatase	IC50	=	2880.0	nM	5.54	PUBCHEM_BIOASSAY: Dose Response confirmation of uHTS hits from a small molecule ...	-
B16-F10	IC50	=	3120.0	nM	5.51	Anticancer activity against mouse B16-F10 cells assessed as cell growth inhibiti...	34124677
MCF7	IC50	=	4140.0	nM	5.38	Anticancer activity against human MCF-7 cells assessed as cell growth inhibition...	34124677
Unchecked	IC50	=	4560.0	nM	5.34	Inhibition of Saccharomyces cerevisiae alpha-glucosidase using maltose as substr...	31927314
Aldehyde dehydrogenase, cytosolic 1	IC50	=	6000.0	nM	5.22	Inhibition of Sprague-Dawley rat cytosolic aldehyde dehydrogenase	-
HepG2	IC50	=	6130.0	nM	5.21	Anticancer activity against human HepG2 cells assessed as cell growth inhibition...	34124677
HCT-116	IC50	=	8700.0	nM	5.06	Cytotoxicity against MDR1 Pgp under-expressing human HCT116 cells after 24 hrs b...	17949858
HepG2	IC50	=	10000.0	nM	5.0	Cytotoxicity against MDR1 Pgp overexpressing human HepG2 cells after 24 hrs by M...	17949858
MDA-MB-231	IC50	=	12240.0	nM	4.91	Anticancer activity against human MDA-MB-231 cells assessed as cell growth inhib...	34124677
Hepatitis C virus	EC50	=	20800.0	nM	4.68	Antiviral activity against HCV JFH-1 J399EM infected in Human Huh7.5.1 cells ass...	22445328
Amine oxidase [flavin-containing] B	IC50	=	21900.0	nM	4.66	Inhibition of recombinant human MAO-B expressed in baculovirus infected BTI inse...	34915314
Unchecked	IC50	=	24400.0	nM	4.61	Inhibition of Sprague-Dawley rat cytosolic alcohol dehydrogenase	-
A2780	IC50	=	26000.0	nM	4.58	Cytotoxicity against human A2780 cells	24326280
Unchecked	IC50	=	26430.0	nM	4.58	Inhibition of Saccharomyces cerevisiae alpha-glucosidase using PNPG as substrate...	31927314
Bifunctional epoxide hydrolase 2	IC50	=	26800.0	nM	4.57	Inhibition of sEH (unknown origin) using PHOME as substrate assessed as formatio...	26372074
Tissue alpha-L-fucosidase	IC50	=	32000.0	nM	4.5	Inhibition of bovine kidney alpha-fucosidase using PNPG as substrate incubated f...	31927314
Bifunctional epoxide hydrolase 2	Ki	=	52200.0	nM	4.28	Non-competitive inhibition of sEH (unknown origin) using PHOME as substrate asse...	26372074
Plasmodium falciparum	IC50	=	55000.0	nM	4.26	Antiplasmodial activity against chloroquine-resistant ring stage Plasmodium falc...	24326280

Literature References

PubMed	DOI	Target Context	# Activities
25453793	10.1016/j.bmcl.2014.10.049	Mus musculus	15
25453793	10.1016/j.bmcl.2014.10.049	PC-12	8
26372074	10.1016/j.bmc.2015.09.003	Bifunctional epoxide hydrolase 2	4
35314326	10.1016/j.bmcl.2022.128695	Staphylococcus aureus	3
25453793	10.1016/j.bmcl.2014.10.049	Acetylcholinesterase	3
11459643	10.1016/s0960-894x(01)00318-3	Estrogen receptor	3
25453793	10.1016/j.bmcl.2014.10.049	NON-PROTEIN TARGET	3
2213033	10.1021/np50069a014	NON-PROTEIN TARGET	3
24549242	10.1016/j.ejmech.2014.01.046	Hepatitis B virus	3
19463000	10.1021/jm9003297	P2Y purinoceptor 12	2
24900344	10.1021/ml2001104	MCF7	2
24900344	10.1021/ml2001104	ADMET	2
24900344	10.1021/ml2001104	NON-PROTEIN TARGET	2
17220400	10.1128/aac.00999-06	Streptococcus mutans	2
31927314	10.1016/j.ejmech.2020.112034	Unchecked	2
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
-	10.6019/CHEMBL4495565	SARS-CoV-2	2
10714491	10.1016/s0960-894x(99)00702-7	Mus musculus	2
24900344	10.1021/ml2001104	SK-OV-3	2
24556143	10.1016/j.ejmech.2014.01.058	Xanthine dehydrogenase/oxidase	2

Data from ChEMBL 36 via Core Engine