Compound Detail

CHEMBL430464

MESODIHYDROGUAIARETIC ACID

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

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL430464
Name	MESODIHYDROGUAIARETIC ACID
Phase	Preclinical
Structure Type	MOL
InChI Key	ADFOLUXMYYCTRR-OKILXGFUSA-N

Meso-Dihyroguaiareticacid

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

330.4

MW (Da)

4.17

ALogP

HBA

HBD

58.9

PSA (Å²)

0.80

QED

Ro5 Violations

Rot. Bonds

Natural Product First in Class Prodrug

IC50 8 meas. best 5.58

EC50 2 meas. best 5.4

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
NON-PROTEIN TARGET CHEMBL3879801	IC50	5.58	4.985	2600.0	2
Human immunodeficiency virus 1 CHEMBL378	EC50	5.4	5.105	4000.0	2
Radical scavenging activity CHEMBL613712	IC50	4.8	4.63	15700.0	2
ADMET CHEMBL612558	IC50	4.77	4.77	17000.0	1
RAW264.7 CHEMBL612557	IC50	4.69	4.69	20300.0	1
HeLa CHEMBL399	IC50	4.55	4.55	28000.0	1
COS-1 CHEMBL614563	IC50	4.41	4.41	38980.0	1

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
NON-PROTEIN TARGET	IC50	=	2600.0	nM	5.58	Antioxidant activity against LDL-oxidation by TBARS assay	17998162
Human immunodeficiency virus 1	EC50	=	4000.0	nM	5.4	Antiviral activity against HIV1 3B in human C8166 cells assessed as inhibition o...	19413342
Human immunodeficiency virus 1	EC50	=	15610.0	nM	4.81	Antiviral activity against HIV1 in human C8166 cells assessed as prevention of v...	18278869
Radical scavenging activity	IC50	=	15700.0	nM	4.8	Antioxidant activity assessed as 150 uM DPPH free radical scavenging activity un...	24927000
ADMET	IC50	=	17000.0	nM	4.77	Cytotoxicity against fall armyworm Sf9 cells assessed as reduction in cell viabi...	27210431
RAW264.7	IC50	=	20300.0	nM	4.69	Inhibition of LPS-induced NO production in mouse RAW264.7 cells incubated for 24...	31642320
HeLa	IC50	=	28000.0	nM	4.55	Cytotoxicity against human HeLa cells assessed as reduction in cell viability af...	27210431
Radical scavenging activity	IC50	=	34640.0	nM	4.46	Antioxidant activity assessed as 300 uM DPPH free radical scavenging activity un...	24927000
COS-1	IC50	=	38980.0	nM	4.41	Inhibitory activity against HIV Tat-regulated Transactivation in COS cells.	9685238
NON-PROTEIN TARGET	IC50	=	41000.0	nM	4.39	Cytotoxicity against human HL60 cells assessed as reduction in cell viability af...	27210431

PubMed	DOI	Target Context	# Activities
9685238	10.1021/jm970819w	COS-1	8
17998162	10.1016/j.bmcl.2007.10.098	NON-PROTEIN TARGET	7
27210431	10.1016/j.bmcl.2016.05.020	NON-PROTEIN TARGET	5
28844400	10.1016/j.bmc.2017.07.047	Mycobacterium tuberculosis	4
24927000	10.1021/np4010536	Amyloid-beta precursor protein	4
27210431	10.1016/j.bmcl.2016.05.020	Lolium multiflorum	2
28844400	10.1016/j.bmc.2017.07.047	Unchecked	2
28844400	10.1016/j.bmc.2017.07.047	Staphylococcus aureus	2
31642320	10.1021/acs.jnatprod.9b00520	RAW264.7	2
24927000	10.1021/np4010536	Radical scavenging activity	2
17998162	10.1016/j.bmcl.2007.10.098	THP-1	2
19916529	10.1021/np900504a	NON-PROTEIN TARGET	1
24927000	10.1021/np4010536	NON-PROTEIN TARGET	1
19413342	10.1021/np900123z	C8166	1
27210431	10.1016/j.bmcl.2016.05.020	Culex pipiens	1
19413342	10.1021/np900123z	Unchecked	1
18278869	10.1021/np0705108	Human immunodeficiency virus 1	1
18278869	10.1021/np0705108	Unchecked	1
27210431	10.1016/j.bmcl.2016.05.020	Colletotrichum lagenaria	1
27210431	10.1016/j.bmcl.2016.05.020	Bacillus subtilis	1

Data from ChEMBL 36 via Core Engine