Compound Detail

CHEMBL453805

PENTOSALEN

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CC(C)=CCOc1c2occc2cc2ccc(=O)oc12

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL453805
Name	PENTOSALEN
Phase	Preclinical
Structure Type	MOL
InChI Key	OLOOJGVNMBJLLR-UHFFFAOYSA-N

Known Names

8-isoamylenoxypsoralen Ammidin Imperatorin Marmelosin NSC-402949 Pentosalen

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

270.3

MW (Da)

3.88

ALogP

HBA

HBD

52.6

PSA (Å²)

0.53

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Achiral

Flags

Natural Product

USAN Stem

-sal-

Extended Properties

Molecular Formula	C16H14O4
MW	270.28
Aromatic Rings	3
Heavy Atoms	20
NP-Likeness	1.57

Activity Summary

IC50 6 meas. best 6.7

EC50 2 meas. best 5.08

Ki 1 meas. best 6.0

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Neutrophil CHEMBL5314326	IC50	6.7	6.235	200.0	2
Cytochrome P450 1B1 CHEMBL4878	Ki	6.0	6.0	1000.0	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	5.46	5.46	3500.0	1
NON-PROTEIN TARGET CHEMBL3879801	EC50	5.08	5.08	8400.0	1
Molecular identity unknown CHEMBL612546	EC50	4.95	4.95	11220.2	1
ATP-dependent translocase ABCB1 CHEMBL4302	IC50	4.55	4.55	28000.0	1
Beta-secretase 1 CHEMBL4822	IC50	4.52	4.28	30500.0	2

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Neutrophil	IC50	=	200.0	nM	6.7	Antiinflammatory activity in human neutrophils assessed as inhibition of fMLP/CB...	29975532
Cytochrome P450 1B1	Ki	=	1000.0	nM	6.0	Competitive inhibition of CYP1B1 (unknown origin) expressed in yeast microsomes ...	28458135
Neutrophil	IC50	=	1700.0	nM	5.77	Anti-inflammatory activity in human neutrophils assessed as inhibition of fMLP/C...	28844340
NON-PROTEIN TARGET	IC50	=	3500.0	nM	5.46	Antiinflammatory activity in human neutrophil assessed as inhibition of FMLP/CB-...	24798144
NON-PROTEIN TARGET	EC50	=	8400.0	nM	5.08	Neuroprotective activity in human SH-SY5Y cells assessed as reduction in oxygen ...	27420919
Molecular identity unknown	EC50	=	11220.18	nM	4.95	Vasodilator activity in Sprague-Dawley rat mesentric artery assessed as reductio...	26627580
ATP-dependent translocase ABCB1	IC50	=	28000.0	nM	4.55	Inhibition of P-gp in human LS180 cells after 90 mins by rhodamine123 cell exclu...	-
Beta-secretase 1	IC50	=	30500.0	nM	4.52	Inhibition of human recombinant BACE1 after 60 mins by fluorescence assay	19939683
Beta-secretase 1	IC50	=	91800.0	nM	4.04	Inhibition of recombinant human BACE1 using Rh-EVNLDAEFK as substrate after 60 m...	22222157

Literature References

PubMed	DOI	Target Context	# Activities
30892032	10.1021/acs.jnatprod.9b00145	Unchecked	20
3069958	10.1021/np50060a016	Salmonella typhimurium	12
30892032	10.1021/acs.jnatprod.9b00145	Mus musculus	10
15217285	10.1021/np049933p	Hepatitis B virus	6
-	10.1039/C4MD00196F	Unchecked	4
30892032	10.1021/acs.jnatprod.9b00145	Signal transducer and activator of transcription 3	4
30892032	10.1021/acs.jnatprod.9b00145	I-kappa-B kinase	4
30892032	10.1021/acs.jnatprod.9b00145	Tyrosine-protein kinase JAK1	4
31464439	10.1021/acs.jnatprod.9b00547	HepG2	3
22578462	10.1016/j.bmcl.2012.04.081	Unchecked	3
29730190	10.1016/j.ejmech.2018.04.051	Melan-a	3
36731248	10.1016/j.bmc.2023.117187	Staphylococcus aureus	3
15104479	10.1021/np0340652	Jurkat	3
15217285	10.1021/np049933p	ADMET	3
27420919	10.1021/acs.jnatprod.6b00204	NON-PROTEIN TARGET	2
26627580	10.1016/j.bmcl.2015.11.056	Molecular identity unknown	2
21625478	10.1371/journal.pone.0019825	Polymerase acidic protein	2
28844340	10.1016/j.ejmech.2017.08.038	RAW264.7	2
24798144	10.1021/np500088u	NON-PROTEIN TARGET	2
-	10.1039/C4MD00196F	Fluoroquinolone resistance protein	2

Data from ChEMBL 36 via Core Engine