Compound Detail

CHEMBL450195

RUCINOL

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CCCCc1ccc(O)cc1O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL450195
Name	RUCINOL
Phase	Preclinical
Structure Type	MOL
InChI Key	CSHZYWUPJWVTMQ-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

166.2

MW (Da)

2.44

ALogP

HBA

HBD

40.5

PSA (Å²)

0.72

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C10H14O2
MW	166.22
Aromatic Rings	1
Heavy Atoms	12
NP-Likeness	0.86

Activity Summary

IC50 13 meas. best 6.82

Ki 2 meas. best 5.05

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Tyrosinase CHEMBL3318	IC50	6.82	6.82	150.0	1
Mushroom tyrosinase CHEMBL6066154	IC50	6.22	6.22	600.0	1
Polyphenol oxidase 1 CHEMBL3988582	IC50	6.0	6.0	1000.0	1
5,6-dihydroxyindole-2-carboxylic acid oxidase CHEMBL3638355	IC50	5.52	5.52	3000.0	1
Tyrosinase CHEMBL1973	IC50	5.08	4.7643	8300.0	7
Tyrosinase CHEMBL1973	Ki	5.05	5.045	9000.0	2
B16 CHEMBL381	IC50	4.7	4.7	20000.0	1
Melan-a CHEMBL4296474	IC50	4.67	4.67	21640.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Tyrosinase	IC50	=	150.0	nM	6.82	Inhibition of mushroom tyrosinase activity after 20 mins	19181523
Mushroom tyrosinase	IC50	=	600.0	nM	6.22	Inhibition of mushroom tyrosinase	32787103
Polyphenol oxidase 1	IC50	=	1000.0	nM	6.0	Inhibition Assay: Reader: Synergy HT program: tyrosinase 280-490 kinetics: kinet...	-
5,6-dihydroxyindole-2-carboxylic acid oxidase	IC50	=	3000.0	nM	5.52	Inhibition Assay: The activity of the inhibitors is measured using a lysate of B...	-
Tyrosinase	IC50	=	8300.0	nM	5.08	Inhibition of tyrosinase in human MNT-1 cell lysates using L-DOPA as substrate a...	36462443
Tyrosinase	Ki	=	9000.0	nM	5.05	Binding affinity to human His-tagged tyrosinase CD expressed in HEK293 cells ass...	35717871
Tyrosinase	Ki	=	9100.0	nM	5.04	Inhibition of human His-tagged tyrosinase expressed in HEK 293 cells using L-DOP...	32787103
Tyrosinase	IC50	=	13500.0	nM	4.87	Inhibition of human His-tagged tyrosinase CD expressed in HEK293 cells assessed ...	35717871
B16	IC50	=	20000.0	nM	4.7	Antimelanogenic activity in mouse B16 cells assessed as inhibition of melanogene...	22300660
Tyrosinase	IC50	=	21000.0	nM	4.68	Inhibition of human tyrosinase	29763564
Tyrosinase	IC50	=	21000.0	nM	4.68	Inhibition of human His-tagged tyrosinase expressed in HEK 293 cells using L-DOP...	32787103
Tyrosinase	IC50	=	21000.0	nM	4.68	Inhibition of human tyrosinase using L-DOPA as substrate incubated for 10 to 20 ...	35717871
Tyrosinase	IC50	=	21000.0	nM	4.68	Inhibition of truncated His-tagged human tyrosinase expressed in HEK293 cells us...	36462443
Tyrosinase	IC50	=	21000.0	nM	4.68	Inhibition of His-tagged human tyrosinase expressed in HEK293 cells using L-DOPA...	38262119
Melan-a	IC50	=	21640.0	nM	4.67	Inhibition of melanin formation in C57BL/6J mouse Melan-a cells	19181523

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL4495565	SARS-CoV-2	4
35717871	10.1016/j.ejmech.2022.114525	Tyrosinase	3
29763564	10.1021/acs.jmedchem.7b00967	Tyrosinase	2
-	10.6019/CHEMBL4495564	Replicase polyprotein 1ab	2
32787103	10.1021/acs.jmedchem.0c00994	Tyrosinase	2
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
36462443	10.1016/j.ejmech.2022.114972	Tyrosinase	2
19181523	10.1016/j.bmcl.2008.12.106	Tyrosinase	1
19181523	10.1016/j.bmcl.2008.12.106	Melan-a	1
19181523	10.1016/j.bmcl.2008.12.106	ADMET	1
22300660	10.1016/j.bmcl.2011.12.144	B16	1
-	10.21203/rs.3.rs-23951/v1	SARS-CoV-2	1
32787103	10.1021/acs.jmedchem.0c00994	Mushroom tyrosinase	1
38262119	10.1016/j.ejmech.2024.116165	Tyrosinase	1

Data from ChEMBL 36 via Core Engine