Compound Detail

CHEMBL42710

EUGENOL

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C=CCc1ccc(O)c(OC)c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL42710
Name	EUGENOL
Phase	Preclinical
Structure Type	MOL
InChI Key	RRAFCDWBNXTKKO-UHFFFAOYSA-N

4-allylcatechol 2-methyl ether Bioxeda Caryophillic acid Dentogum Eugenol FEMA NO. 2467 NSC-209525 NSC-8895

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

164.2

MW (Da)

2.13

ALogP

HBA

HBD

29.5

PSA (Å²)

0.69

QED

Ro5 Violations

Rot. Bonds

Molecule Type	Small molecule
Chirality	Achiral

Natural Product

IC50 20 meas. best 6.0

EC50 8 meas. best 5.89

Ki 1 meas. best 4.58

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
PC-3 CHEMBL390	IC50	6.0	6.0	1000.0	1
Ebolavirus CHEMBL4434621	EC50	5.89	5.89	1300.0	1
Prostaglandin G/H synthase 1 CHEMBL221	IC50	4.96	4.96	11000.0	1
Androgen receptor CHEMBL1871	IC50	4.72	4.72	19000.0	2
Polyunsaturated fatty acid 5-lipoxygenase CHEMBL215	IC50	4.58	4.58	26000.0	1
Unchecked CHEMBL612545	Ki	4.58	4.58	26200.0	1
No relevant target CHEMBL2362975	IC50	4.56	4.56	27500.0	1
Unchecked CHEMBL612545	IC50	4.46	4.4333	34600.0	3
Transient receptor potential cation channel subfamily M member 8 CHEMBL1075319	EC50	4.18	4.18	66000.0	1

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
PC-3	IC50	=	1000.0	nM	6.0	Cytotoxicity against human PC3 cells after 72 hrs by CellTiter one aqueous solut...	31195168
Ebolavirus	EC50	=	1300.0	nM	5.89	Antiviral activity against EBOV	33352046
Prostaglandin G/H synthase 1	IC50	=	11000.0	nM	4.96	Inhibition of COX1	16038536
Androgen receptor	IC50	=	19000.0	nM	4.72	Antagonist activity at AR in human MDA-kb2 cells co-transfected with MMTV-luc as...	20226658
Androgen receptor	IC50	=	19054.61	nM	4.72	Antagonist activity at AR in human MDA-kb2 cells co-transfected with MMTV-luc as...	20226658
Polyunsaturated fatty acid 5-lipoxygenase	IC50	=	26000.0	nM	4.58	Inhibition of human PMNL 5-LOX using arachidonic acid as substrate after 5 mins ...	31331653
Unchecked	Ki	=	26200.0	nM	4.58	Inhibition of Cochliobolus lunatus CYP53A15 expressed in Escherichia coli	18505250
No relevant target	IC50	=	27500.0	nM	4.56	DPPH radical scavenging activity after 180 mins	18314960
Unchecked	IC50	=	34600.0	nM	4.46	Inhibition of soybean 15-lipoxygenase	17998164
Unchecked	IC50	=	38200.0	nM	4.42	Inhibition of soybean 15-lipoxygenase	19157886
Unchecked	IC50	=	38200.0	nM	4.42	Inhibition of 15-lipoxygenase form soybean	19251422
Transient receptor potential cation channel subfamily M member 8	EC50	=	66000.0	nM	4.18	Agonist activity at human TRMP8 expressed in HEK293 cells	27437828

PubMed	DOI	Target Context	# Activities
34264084	10.1021/acs.jnatprod.1c00386	Mus musculus	24
12568544	10.1021/jf0208278	Dermatophagoides farinae	10
19899322	10.3923/pjbs.2009.1119.1126	Curvularia	6
7595592	10.1021/np50122a018	Psoroptes ovis	6
1402962	10.1021/np50085a029	Mus musculus	6
19899322	10.3923/pjbs.2009.1119.1126	Aspergillus flavus	6
19899322	10.3923/pjbs.2009.1119.1126	Alternaria solani	6
19899322	10.3923/pjbs.2009.1119.1126	Aspergillus niger	6
19899322	10.3923/pjbs.2009.1119.1126	Rhizoctonia solani	6
-	10.1007/s00044-011-9609-1	Mus musculus	6
19899322	10.3923/pjbs.2009.1119.1126	Fusarium verticillioides	6
20226658	10.1016/j.bmcl.2010.02.059	Androgen receptor	5
12568544	10.1021/jf0208278	Dermatophagoides pteronyssinus	5
30878828	10.1016/j.ejmech.2019.02.074	Transient receptor potential cation channel subfamily A member 1	5
21674753	10.1002/ps.2216	Tetranychus urticae	5
28826085	10.1016/j.ejmech.2017.08.030	ADMET	4
20225858	10.1021/jf9045123	Trichoplusia ni	4
36092146	10.1039/d2md00138a	Aspergillus fumigatus	4
20527965	10.1021/jf100797m	Meloidogyne incognita	3
28826085	10.1016/j.ejmech.2017.08.030	Peritoneal macrophage	3

Data from ChEMBL 36 via Core Engine