Compound Detail

CHEMBL78010

PECTOLINARIGENIN

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COc1ccc(-c2cc(=O)c3c(O)c(OC)c(O)cc3o2)cc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL78010
Name	PECTOLINARIGENIN
Phase	Preclinical
Structure Type	MOL
InChI Key	GPQLHGCIAUEJQK-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

314.3

MW (Da)

2.89

ALogP

HBA

HBD

89.1

PSA (Å²)

0.77

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	C17H14O6
MW	314.29
Aromatic Rings	3
Heavy Atoms	23
NP-Likeness	1.20

Activity Summary

IC50 21 meas. best 6.24

EC50 1 meas. best 5.64

Ki 1 meas. best 5.08

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Receptor-type tyrosine-protein kinase FLT3 CHEMBL1974	IC50	6.24	6.1633	580.0	3
Mast/stem cell growth factor receptor Kit CHEMBL1936	IC50	6.22	6.02	600.0	2
Nuclear factor NF-kappa-B complex CHEMBL2094258	EC50	5.64	5.64	2290.0	1
COR-L23 CHEMBL613854	IC50	5.39	5.39	4070.0	2
Caco-2 CHEMBL614058	IC50	5.28	5.28	5300.0	1
A549 CHEMBL392	IC50	5.25	5.25	5600.0	1
MOLM-13 CHEMBL3706572	IC50	5.23	5.23	5900.0	1
Trypanosoma brucei rhodesiense CHEMBL612348	IC50	5.21	5.21	6100.0	1
C32 CHEMBL1075401	IC50	5.16	5.16	7000.0	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	5.15	5.15	7020.0	1
MV4-11 CHEMBL613835	IC50	5.1	5.1	7900.0	1
A-375 CHEMBL613859	IC50	5.09	5.09	8200.0	1
Delta-type opioid receptor CHEMBL236	Ki	5.08	5.08	8400.0	1
ACHN CHEMBL614519	IC50	4.82	4.82	15200.0	2
HepG2 CHEMBL395	IC50	4.74	4.74	18100.0	1
L6 CHEMBL614793	IC50	4.7	4.7	20200.0	1
NCI-H1975 CHEMBL614348	IC50	4.12	4.12	76600.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Receptor-type tyrosine-protein kinase FLT3	IC50	=	580.0	nM	6.24	Inhibition of recombinant His-tagged human FLT3 D835Y mutant (564 to 958 residue...	33393294
Mast/stem cell growth factor receptor Kit	IC50	=	600.0	nM	6.22	Inhibition of N-terminal GST-His-tagged c-KIT (544 to 976 amino acids) D816V mut...	26807861
Receptor-type tyrosine-protein kinase FLT3	IC50	=	650.0	nM	6.19	Inhibition of recombinant His-tagged human FLT3 (564 to 958 residues) expressed ...	33393294
Receptor-type tyrosine-protein kinase FLT3	IC50	=	880.0	nM	6.06	Inhibition of recombinant N-terminal GST/His6-tagged human FLT3 ITD mutant (571 ...	33393294
Mast/stem cell growth factor receptor Kit	IC50	=	1500.0	nM	5.82	Inhibition of wild type His-tagged c-KIT (544 to 976 amino acids) (unknown origi...	26807861
Nuclear factor NF-kappa-B complex	EC50	=	2290.0	nM	5.64	PUBCHEM_BIOASSAY: Name: High Throughput Screen to Identify Compounds that increa...	-
COR-L23	IC50	=	4070.0	nM	5.39	In vitro inhibitory concentration against human carcinoma COR-L23 cells in the p...	16125932
COR-L23	IC50	=	4100.0	nM	5.39	Antiproliferative activity against human COR-L23 cells after 48 hrs by sulforhod...	18818071
Caco-2	IC50	=	5300.0	nM	5.28	Antiproliferative activity against human Caco-2 cells after 48 hrs by sulforhoda...	18818071
A549	IC50	=	5600.0	nM	5.25	Antiproliferative activity against human A549 cells after 48 hrs by sulforhodami...	18818071
MOLM-13	IC50	=	5900.0	nM	5.23	Cytotoxicity against human MOLM-13 cells assessed as reduction in cell viability...	33393294
Trypanosoma brucei rhodesiense	IC50	=	6100.0	nM	5.21	Antitrypanosomal activity against Trypanosoma brucei rhodesiense STIB 900 bloods...	29244495
C32	IC50	=	7000.0	nM	5.16	Antiproliferative activity against human C32 cells after 48 hrs by sulforhodamin...	18818071
NON-PROTEIN TARGET	IC50	=	7020.0	nM	5.15	In vitro inhibitory concentration against human amelanotic melanoma cell line (C...	16125932
MV4-11	IC50	=	7900.0	nM	5.1	Cytotoxicity against human MV4-11 cells assessed as reduction in cell viability ...	33393294
A-375	IC50	=	8200.0	nM	5.09	Antiproliferative activity against human A375 cells after 48 hrs by sulforhodami...	18818071
Delta-type opioid receptor	Ki	=	8400.0	nM	5.08	Displacement of [3H]DPDPE from delta opioid receptor (unknown origin) transfecte...	26035635
ACHN	IC50	=	15230.0	nM	4.82	In vitro inhibitory concentration against renal adenocarcinoma cell line (ACHN) ...	16125932
ACHN	IC50	=	15200.0	nM	4.82	Antiproliferative activity against human ACHN cells after 48 hrs by sulforhodami...	18818071
HepG2	IC50	=	18100.0	nM	4.74	Cytotoxicity against human HepG2 cells after 72 hrs by MTT assay	30579802

Literature References

PubMed	DOI	Target Context	# Activities
31540827	10.1016/j.bmc.2019.115089	CT26	45
31540827	10.1016/j.bmc.2019.115089	HCT-116	32
26523667	10.1016/j.ejmech.2015.10.039	No relevant target	5
26523667	10.1016/j.ejmech.2015.10.039	Plasma	4
31540827	10.1016/j.bmc.2019.115089	SW48	4
26807861	10.1021/acs.jnatprod.5b00851	Mast/stem cell growth factor receptor Kit	4
33393294	10.1021/acs.jnatprod.0c00589	Receptor-type tyrosine-protein kinase FLT3	4
26035635	10.1021/acs.jnatprod.5b00218	Delta-type opioid receptor	3
9632366	10.1021/jm970842h	Tubulin	2
31540827	10.1016/j.bmc.2019.115089	Signal transducer and activator of transcription 3	2
18818071	10.1016/j.bmcl.2008.09.037	NON-PROTEIN TARGET	2
30579802	10.1016/j.bmc.2018.12.023	RAW264.7	2
30579802	10.1016/j.bmc.2018.12.023	Jurkat	2
26523667	10.1016/j.ejmech.2015.10.039	NON-PROTEIN TARGET	2
30579802	10.1016/j.bmc.2018.12.023	Acetylcholinesterase	2
469554	10.1021/np50001a002	CCRF S-180	1
469554	10.1021/np50001a002	Unchecked	1
33393294	10.1021/acs.jnatprod.0c00589	MV4-11	1
16125932	10.1016/j.bmcl.2005.07.029	COR-L23	1
16125932	10.1016/j.bmcl.2005.07.029	Caco-2	1

Data from ChEMBL 36 via Core Engine