Compound Detail

CHEMBL318743

TETRAHYDROCURCUMIN

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COc1cc(CCC(=O)CC(=O)CCc2ccc(O)c(OC)c2)ccc1O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL318743
Name	TETRAHYDROCURCUMIN
Phase	Preclinical
Structure Type	MOL
InChI Key	LBTVHXHERHESKG-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

372.4

MW (Da)

3.21

ALogP

HBA

HBD

93.1

PSA (Å²)

0.62

QED

Ro5 Violations

Rot. Bonds

Natural Product First in Class Prodrug

EC50 7 meas. best 6.24

IC50 2 meas. best 5.5

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Olfactory receptor 51E2 CHEMBL4523454	EC50	6.24	6.24	570.0	1
Polyunsaturated fatty acid 5-lipoxygenase CHEMBL215	IC50	5.5	5.5	3200.0	1
Trypanosoma brucei brucei CHEMBL612851	EC50	4.92	4.6767	12000.0	3
Acetylcholinesterase CHEMBL4078	IC50	4.39	4.39	41160.0	1
Leishmania mexicana CHEMBL612880	EC50	4.37	4.37	43000.0	1
Leishmania major CHEMBL612879	EC50	4.05	4.05	90000.0	1

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Olfactory receptor 51E2	EC50	=	570.0	nM	6.24	Agonist activity at PSGR/OR51E2 (unknown origin) expressed in human Hana3A cells...	-
Polyunsaturated fatty acid 5-lipoxygenase	IC50	=	3200.0	nM	5.5	Inhibition of human recombinant 5-LO expressed in Escherichia coli Bl21 (DE3) us...	24920381
Trypanosoma brucei brucei	EC50	=	12000.0	nM	4.92	Antitrypanosomal activity against multidrug-resistant Trypanosoma brucei brucei ...	20004045
Trypanosoma brucei brucei	EC50	=	21000.0	nM	4.68	Antitrypanosomal activity against Trypanosoma brucei brucei 427 after 48 hrs by ...	20004045
Trypanosoma brucei brucei	EC50	=	37000.0	nM	4.43	Antitrypanosomal activity against diminazene-resistant Trypanosoma brucei brucei...	20004045
Acetylcholinesterase	IC50	=	41160.0	nM	4.39	Inhibition of electric eel AChE using acetylthiocholine iodide as substrate afte...	23583510
Leishmania mexicana	EC50	=	43000.0	nM	4.37	Antileishmanial activity against Leishmania mexicana MNYC/BZ/62/M379 amastigotes...	20004045
Leishmania major	EC50	=	90000.0	nM	4.05	Antileishmanial activity against Leishmania major Friedlin promastigotes after 4...	20004045

PubMed	DOI	Target Context	# Activities
20004045	10.1016/j.ejmech.2009.11.035	Trypanosoma brucei brucei	3
19112019	10.1016/j.bmcl.2008.12.041	DNA (cytosine-5)-methyltransferase 1	2
24920381	10.1021/jm500308c	Prostaglandin G/H synthase 1	2
28074653	10.1021/acs.jmedchem.6b00975	Plasma	2
24920381	10.1021/jm500308c	Polyunsaturated fatty acid 5-lipoxygenase	2
9301668	10.1021/jm970190x	Human immunodeficiency virus type 1 integrase	2
20004045	10.1016/j.ejmech.2009.11.035	HEK293	1
20691508	10.1016/j.ejmech.2010.07.003	Mycobacterium tuberculosis	1
14511674	10.1016/j.bbrc.2003.09.007	Multidrug resistance-associated protein 1	1
23583510	10.1016/j.bmcl.2013.03.069	Acetylcholinesterase	1
23742639	10.1021/np400148e	Nuclear factor erythroid 2-related factor 2	1
23742639	10.1021/np400148e	Unchecked	1
24920381	10.1021/jm500308c	Radical scavenging activity	1
24920381	10.1021/jm500308c	Polyunsaturated fatty acid lipoxygenase ALOX12	1
20004045	10.1016/j.ejmech.2009.11.035	Leishmania mexicana	1
24920381	10.1021/jm500308c	Nuclear factor NF-kappa-B complex	1
24920381	10.1021/jm500308c	Signal transducer and activator of transcription 3	1
38142509	10.1016/j.ejmech.2023.116040	SW480	1
24920381	10.1021/jm500308c	PBMC	1
24920381	10.1021/jm500308c	Prostaglandin E synthase	1

Data from ChEMBL 36 via Core Engine