Compound Detail

CHEMBL425148

MATAIRESINOL

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COc1cc(C[C@H]2COC(=O)[C@@H]2Cc2ccc(O)c(OC)c2)ccc1O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL425148
Name	MATAIRESINOL
Phase	Preclinical
Structure Type	MOL
InChI Key	MATGKVZWFZHCLI-LSDHHAIUSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

358.4

MW (Da)

2.69

ALogP

HBA

HBD

85.2

PSA (Å²)

0.77

QED

Ro5 Violations

Rot. Bonds

Natural Product First in Class Prodrug

IC50 11 meas. best 5.57

EC50 2 meas. best 5.7

Kd 1 meas. best 6.51

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Sex hormone-binding globulin CHEMBL3305	Kd	6.51	6.51	309.0	1
Human immunodeficiency virus 1 CHEMBL378	EC50	5.7	5.7	2000.0	1
Neutrophil CHEMBL5314326	IC50	5.57	5.375	2700.0	2
RAW264.7 CHEMBL612557	IC50	5.3	5.3	5000.0	1
H9 CHEMBL614806	IC50	4.66	4.66	21900.0	1
XF498 CHEMBL613533	IC50	4.63	4.63	23650.0	1
A549 CHEMBL392	IC50	4.62	4.62	23800.0	1
rhinovirus A1B CHEMBL613713	IC50	4.37	4.37	43200.0	1
Unchecked CHEMBL612545	IC50	4.33	4.33	46500.0	1
Sex hormone-binding globulin CHEMBL3305	IC50	4.28	4.28	52000.0	1
HL-60 CHEMBL383	EC50	4.13	4.13	74000.0	1
BV-2 CHEMBL614781	IC50	4.02	4.02	94530.0	1

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Sex hormone-binding globulin	Kd	=	309.03	nM	6.51	Displacement of [3H]5alpha dihydrotestosterone from human sex hormone binding gl...	18330978
Human immunodeficiency virus 1	EC50	=	2000.0	nM	5.7	Antiviral activity against HIV1 in human H9 cells assessed as inhibition of vira...	11473435
Neutrophil	IC50	=	2700.0	nM	5.57	Anti-inflammatory activity against human neutrophils assessed as inhibition of f...	32223924
RAW264.7	IC50	=	5000.0	nM	5.3	Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-...	18986199
Neutrophil	IC50	=	6600.0	nM	5.18	Anti-inflammatory activity against human neutrophils assessed as inhibition of f...	32223924
H9	IC50	=	21900.0	nM	4.66	Cytotoxicity against human H9 cells	11473435
XF498	IC50	=	23650.0	nM	4.63	Anticancer activity against human XF498 cells by SRB assay	21420296
A549	IC50	=	23800.0	nM	4.62	Anticancer activity against human A549 cells by SRB assay	21420296
rhinovirus A1B	IC50	=	43200.0	nM	4.37	Antiviral activity against Human rhinovirus 1B infected in human HeLa cells asse...	30676026
Unchecked	IC50	=	46500.0	nM	4.33	Inhibition of Saccharomyces cerevisiae alpha-glucosidase using p-nitrophenyl-alp...	28240909
Sex hormone-binding globulin	IC50	=	52000.0	nM	4.28	Displacement of [3H]DHT from human serum SHBG	9461660
HL-60	EC50	=	74000.0	nM	4.13	Cytotoxicity against human HL60 cells assessed as reduction in cell viability af...	28754364
BV-2	IC50	=	94530.0	nM	4.02	Antiinflammatory activity in mouse BV2 cells assessed as inhibition of lipopolys...	21420296

PubMed	DOI	Target Context	# Activities
28218000	10.1021/acs.jnatprod.6b01141	Neutrophil	6
32223924	10.1016/j.bmcl.2020.127127	Neutrophil	4
8568830	10.1021/jm950387u	Human immunodeficiency virus type 1 integrase	2
7931362	10.1021/np50108a005	Human alphaherpesvirus 1	1
21420296	10.1016/j.bmcl.2011.02.104	SK-MEL-2	1
21420296	10.1016/j.bmcl.2011.02.104	A549	1
31980363	10.1016/j.bmc.2019.115279	SU.86.86	1
18986199	10.1021/np8004166	RAW264.7	1
19541489	10.1016/j.bmc.2009.06.010	NON-PROTEIN TARGET	1
19541489	10.1016/j.bmc.2009.06.010	Unchecked	1
19541489	10.1016/j.bmc.2009.06.010	BL-41	1
7931362	10.1021/np50108a005	Vesicular stomatitis virus	1
7931362	10.1021/np50108a005	Penicillium	1
7931362	10.1021/np50108a005	Aspergillus niger	1
16252908	10.1021/np050089s	No relevant target	1
16252908	10.1021/np050089s	Radical scavenging activity	1
9461660	10.1021/np9701743	Sex hormone-binding globulin	1
11473435	10.1021/np0101189	ADMET	1
11473435	10.1021/np0101189	Human immunodeficiency virus 1	1
11473435	10.1021/np0101189	H9	1

Data from ChEMBL 36 via Core Engine