Compound Detail

CHEMBL361362

SYRINGARESINOL

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COc1cc([C@H]2OC[C@H]3[C@@H]2CO[C@@H]3c2cc(OC)c(O)c(OC)c2)cc(OC)c1O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL361362
Name	SYRINGARESINOL
Phase	Preclinical
Structure Type	MOL
InChI Key	KOWMJRJXZMEZLD-HCIHMXRSSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

418.4

MW (Da)

3.21

ALogP

HBA

HBD

95.8

PSA (Å²)

0.74

QED

Ro5 Violations

Rot. Bonds

Natural Product First in Class Prodrug

IC50 7 meas. best 5.57

Kd 2 meas. best 4.56

EC50 1 meas. best 4.74

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
N9 CHEMBL613516	IC50	5.57	5.57	2680.0	1
Arginase CHEMBL3108635	IC50	4.86	4.86	13700.0	1
RAW264.7 CHEMBL612557	IC50	4.83	4.61	14800.0	3
Tyrosine-protein phosphatase non-receptor type 1 CHEMBL335	IC50	4.82	4.82	15010.0	1
Peroxisome proliferator-activated receptor delta CHEMBL3979	EC50	4.74	4.74	18110.0	1
Peroxisome proliferator-activated receptor delta CHEMBL3979	Kd	4.56	4.56	27620.0	1
PANC-1 CHEMBL614139	IC50	4.21	4.21	61100.0	1

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
N9	IC50	=	2680.0	nM	5.57	Antineuroinflammatory activity in mouse N9 cells assessed as inhibition of LPS-i...	28073678
Arginase	IC50	=	13700.0	nM	4.86	Inhibition of Leishmania amazonensis recombinant arginase expressed in Escherich...	24521209
RAW264.7	IC50	=	14800.0	nM	4.83	Inhibition of LPS-induced nitric oxide production in mouse RAW264.7 cells preinc...	21435874
Tyrosine-protein phosphatase non-receptor type 1	IC50	=	15010.0	nM	4.82	Inhibition of PTP1B (unknown origin) assessed as p-nitrophenol release from pNPP...	24224843
Peroxisome proliferator-activated receptor delta	EC50	=	18110.0	nM	4.74	Activation of PPARbeta-LBD (unknown origin) assessed as fluorescein-labeled coac...	27450788
RAW264.7	IC50	=	21600.0	nM	4.67	Antiinflammatory activity in mouse RAW264.7 cells assessed as decrease in LPS-in...	25666824
Peroxisome proliferator-activated receptor delta	Kd	=	27620.0	nM	4.56	Binding affinity to recombinant PPARbeta-LBD (254 to 441 residues) (unknown orig...	27450788
RAW264.7	IC50	=	47000.0	nM	4.33	Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-...	18986199
PANC-1	IC50	=	61100.0	nM	4.21	Cytotoxicity against human PANC1 cells after 72 hrs by WST8 assay	28495081

PubMed	DOI	Target Context	# Activities
27450788	10.1016/j.bmcl.2016.07.001	C2C12	16
27450788	10.1016/j.bmcl.2016.07.001	Peroxisome proliferator-activated receptor delta	11
19943620	10.1021/np9006298	T47D	4
19943620	10.1021/np9006298	MCF7	4
28073678	10.1016/j.bmcl.2016.12.075	N9	3
18440233	10.1016/j.bmc.2008.04.016	NON-PROTEIN TARGET	3
25479772	10.1016/j.bmcl.2014.11.045	HUVEC	3
15664863	10.1016/j.bmcl.2004.10.095	DNA topoisomerase 1	3
21500777	10.1021/np100900k	B16-F10	2
25592708	10.1016/j.bmcl.2014.12.012	RAW264.7	2
24224843	10.1021/np400533h	3T3-L1	2
26928423	10.1021/acs.jnatprod.5b01054	Plasmodium falciparum	2
25479772	10.1016/j.bmcl.2014.11.045	Forkhead box protein O3	2
18440233	10.1016/j.bmc.2008.04.016	HT-1080	1
1453182	10.1021/np50088a012	A549	1
1453182	10.1021/np50088a012	Artemia	1
3783168	10.1021/np50046a031	P388	1
33684292	10.1021/acs.jnatprod.0c01062	Mus musculus	1
1593281	10.1021/np50081a011	HT-29	1
1593281	10.1021/np50081a011	MCF7	1

Data from ChEMBL 36 via Core Engine