Compound Detail

CHEMBL404313

ASIATIC ACID

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C[C@H]1[C@H](C)CC[C@]2(C(=O)O)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)C[C@@H](O)[C@H](O)[C@@](C)(CO)[C@@H]5CC[C@]43C)[C@H]12

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL404313
Name	ASIATIC ACID
Phase	Preclinical
Structure Type	MOL
InChI Key	JXSVIVRDWWRQRT-UYDOISQJSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

488.7

MW (Da)

5.03

ALogP

HBA

HBD

98.0

PSA (Å²)

0.41

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula	C30H48O5
MW	488.71
Aromatic Rings	0
Heavy Atoms	35
NP-Likeness	3.28

Activity Summary

IC50 38 meas. best 5.4

EC50 8 meas. best 4.78

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
HeLa CHEMBL399	IC50	5.4	4.486	4000.0	5
Aldo-keto reductase family 1 member B10 CHEMBL5983	IC50	5.23	5.23	5900.0	1
GABA-A receptor; anion channel CHEMBL2093872	IC50	5.23	5.23	5900.0	1
RAW264.7 CHEMBL612557	IC50	5.07	4.6	8600.0	2
8505C CHEMBL1075387	EC50	4.78	4.78	16800.0	1
Glycogen phosphorylase, muscle form CHEMBL4696	IC50	4.77	4.77	16982.4	3
A549 CHEMBL392	IC50	4.73	4.5133	18800.0	3
518A2 CHEMBL4483222	EC50	4.66	4.66	21900.0	1
MGC-803 CHEMBL3706566	IC50	4.65	4.65	22570.0	1
A549 CHEMBL392	EC50	4.58	4.58	26200.0	1
NIH3T3 CHEMBL614822	EC50	4.58	4.58	26200.0	2
A2780 CHEMBL614004	EC50	4.55	4.55	28200.0	2
MCF7 CHEMBL387	IC50	4.48	4.27	32800.0	3
T-24 CHEMBL614774	IC50	4.47	4.415	33720.0	2
Aldo-keto reductase family 1 member B1 CHEMBL1900	IC50	4.47	4.47	34000.0	1
HepG2 CHEMBL395	IC50	4.46	4.455	34900.0	2
SGC-7901 CHEMBL614909	IC50	4.43	4.43	36800.0	1
Jurkat CHEMBL397	IC50	4.43	4.43	37170.0	1
Unchecked CHEMBL612545	IC50	4.4	4.4	39440.0	1
NCI-H460 CHEMBL396	IC50	4.4	4.375	39550.0	2
NON-PROTEIN TARGET CHEMBL3879801	IC50	4.39	4.2833	40780.0	3
A-375 CHEMBL613859	IC50	4.3	4.3	50330.0	1
PC-3 CHEMBL390	IC50	4.27	4.27	53600.0	1
HT-29 CHEMBL384	IC50	4.19	4.19	64300.0	2
BJ CHEMBL614358	IC50	4.05	4.05	88700.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
HeLa	IC50	=	4000.0	nM	5.4	Cytotoxicity in human HeLa cells assessed as reduction in cell viability incubat...	28754470
GABA-A receptor; anion channel	IC50	=	5900.0	nM	5.23	Inhibition of GABA receptor (unknown origin)	38295689
Aldo-keto reductase family 1 member B10	IC50	=	5900.0	nM	5.23	Inhibition of reductase activity of N-terminal 6His-tagged human AKR1B10 express...	21561086
RAW264.7	IC50	=	8600.0	nM	5.07	Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-...	21353543
8505C	EC50	=	16800.0	nM	4.78	Cytotoxicity against human 8505C cells after 96 hrs by sulforhodamine B assay	30278332
Glycogen phosphorylase, muscle form	IC50	=	16982.44	nM	4.77	Inhibition of rabbit muscle glycogen phosphorylase A assessed as release of phos...	21439694
Glycogen phosphorylase, muscle form	IC50	=	17000.0	nM	4.77	Inhibition of rabbit muscle glycogen phosphorylase A assessed as release of phos...	21439694
Glycogen phosphorylase, muscle form	IC50	=	17000.0	nM	4.77	Inhibition of rabbit muscle glycogen phosphorylase A assessed as phosphate relea...	18517260
A549	IC50	=	18800.0	nM	4.73	Cytotoxicity in human A549 cells assessed as reduction in cell viability incubat...	28754470
518A2	EC50	=	21900.0	nM	4.66	Cytotoxicity against human 518A2 cells after 96 hrs by sulforhodamine B assay	30278332
MGC-803	IC50	=	22570.0	nM	4.65	Cytotoxicity against human MGC803 cells after 48 hrs by MTT assay	25151580
NIH3T3	EC50	=	26200.0	nM	4.58	Cytotoxicity against mouse NIH/3T3 cells after 96 hrs by sulforhodamine B assay	30278332
A549	EC50	=	26200.0	nM	4.58	Cytotoxicity against human A549 cells after 96 hrs by sulforhodamine B assay	30278332
NIH3T3	EC50	=	26200.0	nM	4.58	Cytotoxicity against mouse NIH/3T3 cells incubated for 72 hrs by SRB assay	36780832
A2780	EC50	=	28200.0	nM	4.55	Cytotoxicity against human A2780 cells after 96 hrs by sulforhodamine B assay	30278332
A2780	EC50	=	28200.0	nM	4.55	Cytotoxicity against human A2780 cells incubated for 72 hrs by SRB assay	36780832
MCF7	IC50	=	32800.0	nM	4.48	Cytotoxicity in human MCF7 cells assessed as reduction in cell viability incubat...	28754470
Aldo-keto reductase family 1 member B1	IC50	=	34000.0	nM	4.47	Inhibition of reductase activity of N-terminal 6His-tagged human recombinant AKR...	21561086
T-24	IC50	=	33720.0	nM	4.47	Cytotoxicity in human T24 cells assessed as reduction in cell viability incubate...	28754470
HepG2	IC50	=	34900.0	nM	4.46	Cytotoxicity against human HepG2 cells after 48 hrs by MTT assay	25151580

Literature References

PubMed	DOI	Target Context	# Activities
20553006	10.1021/np900633j	Cortical neurone	10
27797185	10.1021/acs.jnatprod.6b00715	RAW264.7	9
17353241	10.1128/aac.01037-06	Pseudomonas aeruginosa	5
21353543	10.1016/j.bmcl.2011.01.066	RAW264.7	5
26974379	10.1016/j.ejmech.2016.02.057	NON-PROTEIN TARGET	4
29353722	10.1016/j.ejmech.2018.01.011	Rattus norvegicus	3
31057738	10.1039/C8MD00620B	Unchecked	2
26974379	10.1016/j.ejmech.2016.02.057	Jurkat	2
28754470	10.1016/j.ejmech.2017.07.013	MCF7	2
28754470	10.1016/j.ejmech.2017.07.013	A549	2
21439694	10.1016/j.ejmech.2011.02.053	Glycogen phosphorylase, muscle form	2
26974379	10.1016/j.ejmech.2016.02.057	MCF7	2
31057738	10.1039/C8MD00620B	A549	2
31774676	10.1021/acs.jnatprod.9b00538	Prostaglandin G/H synthase 1	2
-	10.6019/CHEMBL4495565	SARS-CoV-2	2
26974379	10.1016/j.ejmech.2016.02.057	A-375	2
19911773	10.1021/jm900872z	G-protein coupled bile acid receptor 1	2
28754470	10.1016/j.ejmech.2017.07.013	HeLa	2
31774676	10.1021/acs.jnatprod.9b00538	Polyunsaturated fatty acid lipoxygenase ALOX15B	2
31774676	10.1021/acs.jnatprod.9b00538	Prostaglandin G/H synthase 2	2

Data from ChEMBL 36 via Core Engine