Compound Detail

CHEMBL262344

BAKUCHIOL

Phase I

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Phase I

C=C[C@@](C)(/C=C/c1ccc(O)cc1)CCC=C(C)C

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL262344
Name	BAKUCHIOL
Phase	Phase I
Structure Type	MOL
InChI Key	LFYJSSARVMHQJB-QIXNEVBVSA-N

Known Names

(s)-bakuchiol Bakuchiol Sytenol a UP 256 UP-256

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

256.4

MW (Da)

5.34

ALogP

HBA

HBD

20.2

PSA (Å²)

0.68

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Single Enantiomer

Flags

Natural Product

Extended Properties

Molecular Formula	C18H24O
MW	256.39
Aromatic Rings	1
Heavy Atoms	19
NP-Likeness	1.88

Activity Summary

IC50 8 meas. best 5.21

EC50 5 meas. best 5.27

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
SARS-CoV-2 CHEMBL4303835	EC50	5.27	4.78	5350.0	2
Hypoxia inducible factors; HIF-1-alpha, HIF-2-alpha CHEMBL2221345	IC50	5.21	5.21	6100.0	1
Unchecked CHEMBL612545	IC50	5.16	5.04	6900.0	2
HeLa CHEMBL399	IC50	4.96	4.96	11000.0	1
NON-PROTEIN TARGET CHEMBL3879801	EC50	4.82	4.62	15286.6	2
AGS CHEMBL613860	IC50	4.82	4.82	15300.0	1
T47D CHEMBL614361	IC50	4.54	4.54	28900.0	1
RAW264.7 CHEMBL612557	IC50	4.01	4.01	97230.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
SARS-CoV-2	EC50	=	5350.0	nM	5.27	Antiviral activity against SARS CoV-2 spike-pseudotyped lentivirus infected in h...	38864383
Hypoxia inducible factors; HIF-1-alpha, HIF-2-alpha	IC50	=	6100.0	nM	5.21	Inhibition of hypoxia-induced HIF1 activation in human AGS cells by reporter gen...	18359631
Unchecked	IC50	=	6900.0	nM	5.16	Inhibition of TNF-alpha-induced NF-kappaB activation in human HeLa cells	18359631
HeLa	IC50	=	11000.0	nM	4.96	Cytotoxicity against human HeLa cells by MTT assay	18359631
Unchecked	IC50	=	12000.0	nM	4.92	Inhibition of porcine heart MDH using oxaloacetic acid as substrate preincubated...	38864383
NON-PROTEIN TARGET	EC50	=	15286.6	nM	4.82	Cytotoxicity against human SEM cells after 72 hrs by Cell-Titer Glo assay	26922230
AGS	IC50	=	15300.0	nM	4.82	Cytotoxicity against human AGS cells by MTT assay	18359631
T47D	IC50	=	28900.0	nM	4.54	Cytotoxicity against human T47D cells	22245048
NON-PROTEIN TARGET	EC50	=	38000.0	nM	4.42	Cytotoxicity against human NALM6 cells after 72 hrs by Cell-Titer Glo assay	26922230
SARS-CoV-2	EC50	=	51500.0	nM	4.29	Antiviral activity against SARS CoV-2 spike-pseudotyped lentivirus infected in h...	38864383
RAW264.7	IC50	=	97230.0	nM	4.01	Cytotoxicity against mouse RAW 264.7 cells assessed as decreased cell viability ...	35000392

Literature References

PubMed	DOI	Target Context	# Activities
3069957	10.1021/np50060a006	Salmonella typhimurium	15
18063371	10.1016/j.bmc.2007.11.054	NON-PROTEIN TARGET	12
20427099	10.1016/j.ejmech.2010.03.049	Streptococcus mutans	6
18063371	10.1016/j.bmc.2007.11.054	ADMET	6
38864383	10.1021/acs.jmedchem.4c00597	SARS-CoV-2	4
33909443	10.1021/acs.jmedchem.0c02059	Staphylococcus aureus	3
9544566	10.1021/np970488q	Unchecked	3
38864383	10.1021/acs.jmedchem.4c00597	Unchecked	3
38864383	10.1021/acs.jmedchem.4c00597	No relevant target	3
26922230	10.1016/j.ejmech.2016.02.034	NON-PROTEIN TARGET	2
22245048	10.1016/j.ejmech.2011.12.018	MCF7	2
-	10.6019/CHEMBL4495565	SARS-CoV-2	2
20427099	10.1016/j.ejmech.2010.03.049	Fusobacterium nucleatum	2
20427099	10.1016/j.ejmech.2010.03.049	Streptococcus sanguinis	2
22245048	10.1016/j.ejmech.2011.12.018	PC-3	2
20427099	10.1016/j.ejmech.2010.03.049	Actinomyces viscosus	2
20427099	10.1016/j.ejmech.2010.03.049	Prevotella intermedia	2
20427099	10.1016/j.ejmech.2010.03.049	Porphyromonas gingivalis	2
22245048	10.1016/j.ejmech.2011.12.018	OVCAR-5	2
22245048	10.1016/j.ejmech.2011.12.018	IMR-32	2

Data from ChEMBL 36 via Core Engine