Compound Detail

CHEMBL486822

ACETYL OLEANOLIC ACID

Enter ChEMBL ID:

Free Research Context This compound will appear in recent viewed items on the research home for this browser.

CC(=O)O[C@H]1CC[C@]2(C)[C@H]3CC=C4[C@@H]5CC(C)(C)CC[C@]5(C(=O)O)CC[C@@]4(C)[C@]3(C)CC[C@H]2C1(C)C

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL486822
Name	ACETYL OLEANOLIC ACID
Phase	Preclinical
Structure Type	MOL
InChI Key	RIXNFYQZWDGQAE-DFHVBEEKSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

498.8

MW (Da)

7.80

ALogP

HBA

HBD

63.6

PSA (Å²)

0.31

QED

Ro5 Violations

Rot. Bonds

Natural Product First in Class Prodrug

IC50 14 meas. best 5.47

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Protease CHEMBL2366517	IC50	5.47	5.47	3400.0	1
A549 CHEMBL392	IC50	5.24	5.24	5800.0	1
Toxoplasma gondii CHEMBL612888	IC50	5.17	5.17	6800.0	1
KB CHEMBL398	IC50	5.12	5.12	7600.0	1
Unchecked CHEMBL612545	IC50	5.12	5.12	7600.0	1
RAW264.7 CHEMBL612557	IC50	4.86	4.48	13800.0	2
J774.A1 CHEMBL614040	IC50	4.78	4.78	16800.0	1
Tyrosine-protein phosphatase non-receptor type 1 CHEMBL335	IC50	4.67	4.67	21500.0	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	4.19	4.19	64700.0	1
B16-F10 CHEMBL612656	IC50	4.19	4.19	64700.0	1
ADMET CHEMBL612558	IC50	4.09	4.09	80340.0	1

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Protease	IC50	=	3400.0	nM	5.47	Inhibition of HIV1 recombinant protease expressed in Escherichia coli using Abz-...	24480359
A549	IC50	=	5800.0	nM	5.24	Antiproliferative activity against human A549 cells harbouring wild type EGFR in...	31718182
Toxoplasma gondii	IC50	=	6800.0	nM	5.17	Antiparasitic activity against Toxoplasma gondii	31585276
KB	IC50	=	7600.0	nM	5.12	Antiproliferative activity against human KB cells incubated for 72 hrs by SRB as...	31718182
Unchecked	IC50	=	7600.0	nM	5.12	Antiproliferative activity against human KB-VIN10 cells incubated for 72 hrs by ...	31718182
RAW264.7	IC50	=	13800.0	nM	4.86	Inhibition of LPS-induced NO production in mouse RAW264.7 cells compound preincu...	25113933
J774.A1	IC50	=	16800.0	nM	4.78	Inhibition of LPS-induced NO production in mouse J774A1 cells compound preincuba...	25113933
Tyrosine-protein phosphatase non-receptor type 1	IC50	=	21500.0	nM	4.67	Inhibition of purified human GST-tagged PTP-1B using p-nitrophenylphosphate as s...	25264584
B16-F10	IC50	=	64700.0	nM	4.19	Cytotoxicity against mouse B16F10 cells after 72 hrs by MTT assay	24480359
NON-PROTEIN TARGET	IC50	=	64700.0	nM	4.19	Cytotoxicity against mouse B16F10 cells assessed as growth inhibition after 72 h...	27128174
RAW264.7	IC50	=	79230.0	nM	4.1	Cytotoxicity mouse RAW264.7 cells assessed as cell viability by MTT assay relati...	25113933
ADMET	IC50	=	80340.0	nM	4.09	Cytotoxicity against mouse J774A1 cells assessed as cell viability by MTT assay ...	25113933

PubMed	DOI	Target Context	# Activities
24480359	10.1016/j.ejmech.2013.12.049	B16-F10	12
2832544	10.1021/np50054a031	Unchecked	5
25113933	10.1016/j.bmcl.2014.07.056	RAW264.7	4
2832544	10.1021/np50054a031	Raji	4
25113933	10.1016/j.bmcl.2014.07.056	J774.A1	3
25264584	10.1016/j.ejmech.2014.09.036	Tyrosine-protein phosphatase non-receptor type 1	3
29353722	10.1016/j.ejmech.2018.01.011	Hepatocyte	3
27128174	10.1016/j.ejmech.2016.04.016	HepG2	2
12502346	10.1021/np020127x	Jejunum	2
28802120	10.1016/j.ejmech.2017.08.012	Cholesteryl ester transfer protein	2
27128174	10.1016/j.ejmech.2016.04.016	HT-29	2
28218000	10.1021/acs.jnatprod.6b01141	Neutrophil	2
10543897	10.1021/np9901579	Porphyromonas gingivalis	1
39255387	10.1021/acs.jnatprod.4c00690	Candida albicans	1
23662817	10.1021/jm301910a	Hepatitis C virus	1
19493591	10.1016/j.ejmech.2009.05.002	Protease	1
10543897	10.1021/np9901579	Streptococcus mutans	1
-	10.1021/np50067a028	Artemia	1
16546381	10.1016/j.bmcl.2006.03.009	Glycogen phosphorylase, muscle form	1
10450948	10.1016/s0960-894x(99)00314-5	SK-MEL	1

Data from ChEMBL 36 via Core Engine