Compound Detail

CHEMBL486400

HEDERAGENIN

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CC1(C)CC[C@]2(C(=O)O)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@H](O)[C@@](C)(CO)[C@@H]5CC[C@]43C)[C@@H]2C1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL486400
Name	HEDERAGENIN
Phase	Preclinical
Structure Type	MOL
InChI Key	PGOYMURMZNDHNS-MYPRUECHSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

472.7

MW (Da)

6.21

ALogP

HBA

HBD

77.8

PSA (Å²)

0.42

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	C30H48O4
MW	472.71
Aromatic Rings	0
Heavy Atoms	34
NP-Likeness	3.22

Activity Summary

IC50 30 meas. best 9.66

EC50 6 meas. best 4.7

Ki 4 meas. best 6.17

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Tissue factor CHEMBL4081	IC50	9.66	9.66	0.2	1
Solute carrier organic anion transporter family member 1B3 CHEMBL1743121	Ki	6.17	6.17	680.0	1
Solute carrier organic anion transporter family member 1B3 CHEMBL1743121	IC50	6.05	6.05	891.2	1
LoVo CHEMBL614721	IC50	5.93	5.895	1170.0	2
Unchecked CHEMBL612545	Ki	5.7	5.7	2000.0	1
Solute carrier organic anion transporter family member 1B1 CHEMBL1697668	Ki	5.68	5.68	2110.0	1
Tyrosine-protein phosphatase non-receptor type 1 CHEMBL335	Ki	5.44	5.44	3600.0	1
Solute carrier organic anion transporter family member 1B1 CHEMBL1697668	IC50	5.42	5.42	3801.9	1
A549 CHEMBL392	IC50	4.99	4.5975	10249.0	4
BT-20 CHEMBL613870	IC50	4.93	4.93	11800.0	1
KB CHEMBL398	IC50	4.83	4.545	14631.0	2
A2780 CHEMBL614004	EC50	4.7	4.7	19900.0	1
MCF7 CHEMBL387	EC50	4.59	4.59	25700.0	1
HL-60 CHEMBL383	IC50	4.56	4.56	27520.0	1
HepG2 CHEMBL395	IC50	4.55	4.5	28050.0	2
Unchecked CHEMBL612545	IC50	4.55	4.55	27892.0	1
A549 CHEMBL392	EC50	4.54	4.54	29000.0	1
Ubiquitin carboxyl-terminal hydrolase 7 CHEMBL2157850	IC50	4.47	4.47	33500.0	1
NON-PROTEIN TARGET CHEMBL3879801	EC50	4.46	4.46	34900.0	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	4.44	4.325	35950.0	2
MDA-MB-231 CHEMBL400	IC50	4.44	4.44	36609.0	1
AGS CHEMBL613860	IC50	4.44	4.44	36140.0	1
8505C CHEMBL1075387	EC50	4.42	4.42	38000.0	1
MCF7 CHEMBL387	IC50	4.41	4.41	39389.0	1
HeLa CHEMBL399	IC50	4.37	4.32	42270.0	2
HT-29 CHEMBL384	EC50	4.3	4.3	50000.0	1
BGC-823 CHEMBL614526	IC50	4.28	4.28	52070.0	1
MKN-45 CHEMBL614354	IC50	4.27	4.27	53690.0	1
M14 CHEMBL614317	IC50	4.24	4.24	58000.0	1
Leishmania infantum CHEMBL612848	IC50	4.21	4.21	61600.0	2
ADMET CHEMBL612558	IC50	4.11	4.11	77000.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
CL	128360.0	mL.min-1.kg-1	Rattus norvegicus
Cmax	100.97	nM	Rattus norvegicus
T1/2	0.7343	hr	Rattus norvegicus
Tmax	0.3055	hr	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Tissue factor	IC50	=	0.221	nM	9.66	Inhibition of LPS-induced tissue factor procoagulant activity in human THP1 cell...	28109788
Solute carrier organic anion transporter family member 1B3	Ki	=	680.0	nM	6.17	Ki values for sodium fluorescein (10 uM) uptake in OATP1B3-transfected CHO cells	23571415
Solute carrier organic anion transporter family member 1B3	IC50	=	891.25	nM	6.05	pIC50 values for sodium fluorescein (10 uM) uptake in OATP1B3-transfected CHO ce...	23571415
LoVo	IC50	=	1170.0	nM	5.93	Antiproliferative activity against human LoVo cells assessed as reduction in cel...	37859723
LoVo	IC50	=	1390.0	nM	5.86	Antiproliferative activity against human LoVo cells assessed as reduction in cel...	37859723
Unchecked	Ki	=	2000.0	nM	5.7	Metabolic Measurements: Glucose in tail blood was measured using a glucometer (O...	-
Solute carrier organic anion transporter family member 1B1	Ki	=	2110.0	nM	5.68	Ki values for sodium fluorescein (10 uM) uptake in OATP1B1-transfected CHO cells	23571415
Tyrosine-protein phosphatase non-receptor type 1	Ki	=	3600.0	nM	5.44	Metabolic Measurements: Glucose in tail blood was measured using a glucometer (O...	-
Solute carrier organic anion transporter family member 1B1	IC50	=	3801.89	nM	5.42	pIC50 values for sodium fluorescein (10 uM) uptake in OATP1B1-transfected CHO ce...	23571415
A549	IC50	=	10249.0	nM	4.99	Cytotoxicity against human A549 cells assessed as reduction in cell viability af...	28237662
BT-20	IC50	=	11800.0	nM	4.93	Cytotoxicity against human BT-20 cells assessed as reduction in cell viability i...	37859723
KB	IC50	=	14631.0	nM	4.83	Cytotoxicity against human KB cells assessed as reduction in cell viability afte...	28237662
A2780	EC50	=	19900.0	nM	4.7	Cytotoxicity against human A2780 cells assessed as cell survival after 96 hrs by...	26476750
MCF7	EC50	=	25700.0	nM	4.59	Cytotoxicity against human MCF7 cells assessed as cell survival after 96 hrs by ...	26476750
A549	IC50	=	26230.0	nM	4.58	Cytotoxicity against human A549 cells assessed as reduction in cell growth incub...	37859723
HL-60	IC50	=	27520.0	nM	4.56	Cytotoxicity against human HL60 cells assessed as cell viability after 72 hrs by...	23992864
HepG2	IC50	=	28050.0	nM	4.55	Cytotoxicity against human HepG2 cells assessed as cell viability after 72 hrs b...	23992864
Unchecked	IC50	=	27892.0	nM	4.55	Cytotoxicity against human KBVIN cells assessed as reduction in cell viability a...	28237662
A549	EC50	=	29000.0	nM	4.54	Cytotoxicity against human A549 cells assessed as cell survival after 96 hrs by ...	26476750
Ubiquitin carboxyl-terminal hydrolase 7	IC50	=	33500.0	nM	4.47	Inhibition of human USP7 using human N-terminal GST-tagged UBA52 as substrate pr...	32092586

Literature References

PubMed	DOI	Target Context	# Activities
-	10.1016/j.cropro.2007.03.015	Carassius auratus	21
-	10.1016/j.cropro.2007.03.015	Oreochromis	14
29040953	10.1016/j.ejmech.2017.09.016	MKN-45	10
-	10.1016/j.cropro.2007.03.015	Pomacea canaliculata	8
27569196	10.1016/j.ejmech.2016.08.030	NON-PROTEIN TARGET	5
37859723	10.1039/d3md00296a	ADMET	5
29024910	10.1016/j.ejmech.2017.09.045	Unchecked	5
21954959	10.1021/np200359v	M14	4
21870831	10.1021/np200382s	Unchecked	3
19200744	10.1016/j.bmc.2009.01.022	ADMET	3
37453188	10.1016/j.bmc.2023.117408	Unchecked	3
37859723	10.1039/d3md00296a	A549	3
29024910	10.1016/j.ejmech.2017.09.045	Leishmania infantum	3
31718182	10.1021/acs.jnatprod.9b00659	Epidermal growth factor receptor	3
27569196	10.1016/j.ejmech.2016.08.030	Unchecked	3
23571415	10.1124/mol.112.084152	Solute carrier organic anion transporter family member 1B3	3
23571415	10.1124/mol.112.084152	Solute carrier organic anion transporter family member 1B1	3
19200744	10.1016/j.bmc.2009.01.022	DLD-1	2
31718182	10.1021/acs.jnatprod.9b00659	NCI-H1975	2
31774676	10.1021/acs.jnatprod.9b00538	Polyunsaturated fatty acid 5-lipoxygenase	2

Data from ChEMBL 36 via Core Engine