Compound Detail

CHEMBL417799

SANGUINARIUM

🧪 Phase II

Enter ChEMBL ID:

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

Research home View demo workspace

🧪 Phase II

C[n+]1cc2c3c(ccc2c2ccc4cc5c(cc4c21)OCO5)OCO3

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL417799
Name	SANGUINARIUM
Phase	Phase II
Structure Type	MOL
InChI Key	INVGWHRKADIJHF-UHFFFAOYSA-N

Known Names

Pseudochelerythrine Sangrovit Sanguinarin Sanguinarine

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

332.3

MW (Da)

3.43

ALogP

HBA

HBD

40.8

PSA (Å²)

0.37

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Achiral

Flags

Natural Product

USAN Stem	-ium
USAN Year	1992

Extended Properties

Molecular Formula	C20H14NO4+
MW	332.34
Aromatic Rings	4
Heavy Atoms	25
NP-Likeness	1.06

Activity Summary

IC50 25 meas. best 6.58

EC50 17 meas. best 7.05

Kd 5 meas. best 6.36

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Transient receptor potential cation channel subfamily A member 1 CHEMBL6007	EC50	7.05	7.05	90.0	1
Unchecked CHEMBL612545	IC50	6.58	6.005	264.6	10
LoVo CHEMBL614721	IC50	6.4	6.4	400.0	1
A549/TR CHEMBL4483226	IC50	6.4	6.4	400.0	1
A2780/Taxol CHEMBL4483224	IC50	6.4	6.4	400.0	1
PC-3 CHEMBL390	IC50	6.4	6.4	400.0	1
quadruplex DNA CHEMBL3832742	Kd	6.36	5.5025	440.0	4
NON-PROTEIN TARGET CHEMBL3879801	IC50	6.28	6.05	530.0	2
dsDNA CHEMBL3832741	EC50	6.21	5.906	610.0	10
A549 CHEMBL392	IC50	6.21	6.21	610.0	1
NON-PROTEIN TARGET CHEMBL3879801	EC50	6.05	6.0267	890.0	3
Regulator of G-protein signaling 17 CHEMBL4295974	Kd	6.0	6.0	1000.0	1
Acetylcholinesterase CHEMBL220	IC50	5.91	5.91	1220.0	1
Nuclear factor NF-kappa-B complex CHEMBL2094258	IC50	5.7	5.7	2000.0	1
Cell division protein FtsZ CHEMBL3999	IC50	5.52	5.52	3000.0	1
Staphylococcus epidermidis CHEMBL353	EC50	5.36	5.36	4400.0	1
Cholinesterase CHEMBL1914	IC50	5.15	5.15	7080.0	1
Regulator of G-protein signaling 17 CHEMBL4295974	IC50	4.92	4.53	12000.0	2
Bcl2-associated agonist of cell death CHEMBL3817	IC50	4.72	4.72	19000.0	1
Fibrinogen beta chain CHEMBL2048	IC50	4.62	4.62	24165.0	1
Staphylococcus aureus CHEMBL352	EC50	4.61	4.61	24500.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Transient receptor potential cation channel subfamily A member 1	EC50	=	90.0	nM	7.05	Antagonist activity at TRPA1 (unknown origin) expressed in HEK293T cells assesse...	37269667
Unchecked	IC50	=	264.6	nM	6.58	PubChem BioAssay. RKO viability from Cell TiterGlo-IC50. (Class of assay: conf...	-
Unchecked	IC50	=	316.1	nM	6.5	PubChem BioAssay. SNU-C1 viability from Cell TiterGlo-IC50. (Class of assay: c...	-
Unchecked	IC50	=	349.8	nM	6.46	PubChem BioAssay. Colo320 viability from Cell TiterGlo-IC50. (Class of assay: ...	-
Unchecked	IC50	=	378.9	nM	6.42	PubChem BioAssay. SW480 viability from Cell TiterGlo-IC50. (Class of assay: co...	-
A2780/Taxol	IC50	=	400.0	nM	6.4	Antiproliferative activity against human A2780T cells assessed as reduction in c...	39213483
LoVo	IC50	=	400.0	nM	6.4	Antiproliferative activity against human LoVo cells assessed as reduction in cel...	39213483
A549/TR	IC50	=	400.0	nM	6.4	Antiproliferative activity against human A549/Taxol cells assessed as reduction ...	39213483
PC-3	IC50	=	400.0	nM	6.4	Antiproliferative activity against human PC-3 cells assessed as reduction in cel...	39213483
quadruplex DNA	Kd	=	440.0	nM	6.36	Displacement of ThT from human G4-quadruplex Bcl2 DNA 5'- CGGGCGCGGGAGGAAGGGGGCG...	39213483
Unchecked	IC50	=	525.3	nM	6.28	PubChem BioAssay. HCT116 viability from Cell TiterGlo-IC50. (Class of assay: c...	-
NON-PROTEIN TARGET	IC50	=	530.0	nM	6.28	Cytotoxicity against human NB4 cells assessed as decrease in cell viability afte...	27887841
Unchecked	IC50	=	537.2	nM	6.27	PubChem BioAssay. VEGF stimulated ADSC/ECFC co-culture CD31-stained tube area de...	-
Unchecked	IC50	=	575.5	nM	6.24	PubChem BioAssay. DLD-1 viability from Cell TiterGlo-IC50. (Class of assay: co...	-
dsDNA	EC50	=	610.0	nM	6.21	Binding affinity to double stranded DNA AT15 (unknown origin) incubated for 0.5 ...	39213483
A549	IC50	=	610.0	nM	6.21	Growth inhibition of human A549 cells measured every 2 hrs over 6 days by live c...	28621943
dsDNA	EC50	=	740.0	nM	6.13	Binding affinity to double stranded DNA ssab (unknown origin) incubated for 0.5 ...	39213483
dsDNA	EC50	=	770.0	nM	6.11	Binding affinity to double stranded DNA AT15-4AT (unknown origin) incubated for ...	39213483
dsDNA	EC50	=	790.0	nM	6.1	Binding affinity to double stranded DNA ssab1 (unknown origin) incubated for 0.5...	39213483
NON-PROTEIN TARGET	EC50	=	890.0	nM	6.05	Cytotoxicity against human THLE cells assessed as ATP depletion after 24 hrs by ...	-

Literature References

PubMed	DOI	Target Context	# Activities
39213483	10.1021/acs.jnatprod.4c00416	quadruplex DNA	30
39213483	10.1021/acs.jnatprod.4c00416	dsDNA	15
28621943	10.1021/acs.jnatprod.7b00112	Regulator of G-protein signaling 17	11
37950964	10.1016/j.ejmech.2023.115930	Staphylococcus aureus	10
39213483	10.1021/acs.jnatprod.4c00416	A-375	10
34340044	10.1016/j.ejmech.2021.113723	Staphylococcus aureus	9
7288825	10.1021/jm00141a019	Alanine aminotransferase 1	8
7288825	10.1021/jm00141a019	ADMET	6
22182580	10.1016/j.bmc.2011.11.052	Staphylococcus epidermidis	6
22182580	10.1016/j.bmc.2011.11.052	Staphylococcus aureus	6
-	10.1039/C3MD00149K	NON-PROTEIN TARGET	4
28621943	10.1021/acs.jnatprod.7b00112	Unchecked	4
23539337	10.1039/c2md20127e	Bacillus subtilis	4
34340044	10.1016/j.ejmech.2021.113723	Enterococcus faecium	4
27887841	10.1016/j.bmcl.2016.11.031	NON-PROTEIN TARGET	4
34340044	10.1016/j.ejmech.2021.113723	Enterococcus faecalis	4
28633894	10.1016/j.bmcl.2017.06.005	Unchecked	4
38958057	10.1021/acs.jmedchem.4c00513	THP-1	3
28633894	10.1016/j.bmcl.2017.06.005	Staphylococcus aureus	3
37950964	10.1016/j.ejmech.2023.115930	Bacillus subtilis	3

Data from ChEMBL 36 via Core Engine