Compound Detail

CHEMBL323197

MANGOSTIN

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COc1c(O)cc2oc3cc(O)c(CC=C(C)C)c(O)c3c(=O)c2c1CC=C(C)C

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL323197
Name	MANGOSTIN
Phase	Preclinical
Structure Type	MOL
InChI Key	GNRIZKKCNOBBMO-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

410.5

MW (Da)

5.09

ALogP

HBA

HBD

100.1

PSA (Å²)

0.40

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	C24H26O6
MW	410.47
Aromatic Rings	3
Heavy Atoms	30
NP-Likeness	1.86

Activity Summary

IC50 44 meas. best 8.4

EC50 4 meas. best 5.1

Ki 4 meas. best 5.54

Kd 3 meas.

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Cyclic GMP-AMP synthase CHEMBL4105728	IC50	8.4	8.4	4.0	1
HT-29 CHEMBL384	IC50	6.7	6.7	200.0	1
Oxidized purine nucleoside triphosphate hydrolase CHEMBL3708265	IC50	6.33	6.33	470.0	1
Polyunsaturated fatty acid lipoxygenase ALOX12 CHEMBL3687	IC50	6.24	6.24	580.0	1
3',5'-cyclic-AMP phosphodiesterase 4D CHEMBL288	IC50	5.88	5.88	1310.0	1
MAP/microtubule affinity-regulating kinase 4 CHEMBL5754	IC50	5.75	5.75	1770.0	1
Daoy CHEMBL612519	IC50	5.72	5.72	1900.0	1
A-375 CHEMBL613859	IC50	5.57	5.57	2700.0	1
Lysine-specific histone demethylase 1A CHEMBL6136	IC50	5.55	5.55	2810.0	2
Isocitrate dehydrogenase [NADP] cytoplasmic CHEMBL2007625	Ki	5.54	5.54	2850.0	1
SW-620 CHEMBL612262	IC50	5.53	5.53	2970.0	1
MDA-MB-231 CHEMBL400	IC50	5.52	5.205	3040.0	2
Polyunsaturated fatty acid lipoxygenase ALOX15 CHEMBL2903	IC50	5.51	5.51	3100.0	1
Tyrosine-protein phosphatase non-receptor type 1 CHEMBL335	Ki	5.5	5.5	3200.0	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	5.49	5.49	3230.0	1
NCI-H460 CHEMBL396	IC50	5.49	5.49	3230.0	1
ASPC1 CHEMBL612588	IC50	5.4	5.4	4020.0	1
Tyrosine-protein phosphatase non-receptor type 1 CHEMBL335	IC50	5.26	5.26	5500.0	1
Fatty acid synthase CHEMBL4158	IC50	5.26	5.26	5540.0	1
Alpha glucosidase CHEMBL3833502	IC50	5.24	5.24	5700.0	1
Sialidase CHEMBL5189	Ki	5.24	5.24	5800.0	1
HL-60 CHEMBL383	IC50	5.17	5.17	6800.0	1
A-431 CHEMBL614069	IC50	5.14	5.14	7200.0	1
Alpha glucosidase CHEMBL3833502	Ki	5.14	5.14	7300.0	1
Phosphoglycerate mutase 1 CHEMBL3334418	IC50	5.14	5.14	7200.0	1
DLD-1 CHEMBL614285	IC50	5.12	5.12	7500.0	1
Unchecked CHEMBL612545	IC50	5.11	4.98	7800.0	2
Leishmania infantum CHEMBL612848	EC50	5.1	5.1	8000.0	1
Trypanosoma brucei CHEMBL612849	EC50	5.1	5.1	7900.0	1
HepG2 CHEMBL395	IC50	5.07	5.07	8550.0	1
Trypanosoma cruzi CHEMBL368	EC50	5.05	5.05	8900.0	1
NAD-dependent protein deacetylase sirtuin-2 CHEMBL4462	IC50	5.04	5.04	9200.0	1
MCF7 CHEMBL387	IC50	5.0	5.0	9950.0	1
dengue virus type 2 CHEMBL613966	EC50	5.0	5.0	10000.0	1
HeLa CHEMBL399	IC50	4.92	4.92	11950.0	1
Sialidase CHEMBL5189	IC50	4.91	4.91	12200.0	1
Sphingomyelin phosphodiesterase CHEMBL4295808	IC50	4.85	4.85	14100.0	2
KB CHEMBL398	IC50	4.85	4.85	14140.0	1
Sphingomyelin phosphodiesterase CHEMBL2760	IC50	4.85	4.77	14100.0	3
Transcription factor p65 CHEMBL5533	IC50	4.8	4.8	15900.0	1
Plasmodium falciparum CHEMBL364	IC50	4.77	4.77	17000.0	1
SK-HEP1 CHEMBL614912	IC50	4.71	4.71	19600.0	1
Aromatase CHEMBL1978	IC50	4.68	4.68	20700.0	1
Solute carrier family 22 member 12 CHEMBL6120	IC50	4.23	4.23	58950.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
Ka	5.2	10'7/M	Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Cyclic GMP-AMP synthase	IC50	=	4.0	nM	8.4	Binding affinity to STING (unknown origin)	32206239
HT-29	IC50	=	200.0	nM	6.7	Effect on mitochondrial membrane potential in human HT-29 cells after 2 hrs usin...	21428375
Oxidized purine nucleoside triphosphate hydrolase	IC50	=	470.0	nM	6.33	Inhibition of recombinant C-terminal 6xHis-tagged MTH1 (3 to 156 residues) (unkn...	30771603
Polyunsaturated fatty acid lipoxygenase ALOX12	IC50	=	580.0	nM	6.24	Inhibition of human 12-hLO	17826100
3',5'-cyclic-AMP phosphodiesterase 4D	IC50	=	1310.0	nM	5.88	Inhibition of human PDE4D2 (86 to 413 residues) expressed in Escherichia coli BL...	32115956
MAP/microtubule affinity-regulating kinase 4	IC50	=	1770.0	nM	5.75	Inhibition of recombinant human MARK4 incubated for 2 hrs by [gamma32P]ATP assay	31343173
Daoy	IC50	=	1900.0	nM	5.72	Antiproliferative activity against human DaOY cells assessed as reduction in cel...	32435392
A-375	IC50	=	2700.0	nM	5.57	Antiproliferative activity against human A375 cells assessed as reduction in cel...	32435392
Lysine-specific histone demethylase 1A	IC50	=	2810.0	nM	5.55	Inhibition of LSD1 (unknown origin) by fluorescence analysis	33619958
Lysine-specific histone demethylase 1A	IC50	=	2810.0	nM	5.55	Inhibition of KDM1A (unknown origin) by fluorescence based assay	35101649
Isocitrate dehydrogenase [NADP] cytoplasmic	Ki	=	2850.0	nM	5.54	Competitive inhibition of IDH1-R132H mutant (unknown origin) using a-ketoglutara...	26508549
SW-620	IC50	=	2970.0	nM	5.53	Cytotoxicity against human SW620 cells assessed as inhibition of cell proliferat...	24717154
MDA-MB-231	IC50	=	3040.0	nM	5.52	Cytotoxicity against human MDA-MB-231 cells assessed as inhibition of cell proli...	24717154
Polyunsaturated fatty acid lipoxygenase ALOX15	IC50	=	3100.0	nM	5.51	Inhibition of human 15-hLO1	17826100
Tyrosine-protein phosphatase non-receptor type 1	Ki	=	3200.0	nM	5.5	Inhibition of recombinant human PTP1B (1 to 322 residues) expressed in Escherich...	29306546
NON-PROTEIN TARGET	IC50	=	3230.0	nM	5.49	Cytotoxicity against mouse B16F10 cells assessed as inhibition of cell prolifera...	24717154
NCI-H460	IC50	=	3230.0	nM	5.49	Cytotoxicity against human NCI-H460 cells assessed as inhibition of cell prolife...	24717154
ASPC1	IC50	=	4020.0	nM	5.4	Cytotoxicity against human AsPC1 cells assessed as inhibition of cell proliferat...	24717154
Fatty acid synthase	IC50	=	5540.0	nM	5.26	Inhibition of FAS	20817450
Tyrosine-protein phosphatase non-receptor type 1	IC50	=	5500.0	nM	5.26	Inhibition of recombinant human PTP1B (1 to 322 residues) expressed in Escherich...	29306546

Literature References

PubMed	DOI	Target Context	# Activities
36634312	10.1021/acs.jnatprod.2c00531	Rattus norvegicus	41
17553685	10.1016/j.bmc.2007.04.071	DLD-1	17
36940608	10.1016/j.bmc.2023.117232	Staphylococcus aureus	17
26508549	10.1016/j.bmcl.2015.10.034	Isocitrate dehydrogenase [NADP] cytoplasmic	9
36634312	10.1021/acs.jnatprod.2c00531	Mus musculus	9
18328716	10.1016/j.bmc.2008.02.054	Tyrosine-protein kinase SYK	7
26681070	10.1021/acs.jmedchem.5b01500	ADMET	7
31343173	10.1021/acs.jnatprod.9b00372	MAP/microtubule affinity-regulating kinase 4	7
31343173	10.1021/acs.jnatprod.9b00372	MCF7	7
25592715	10.1016/j.bmcl.2014.12.075	Erythrocyte	7
31343173	10.1021/acs.jnatprod.9b00372	HepG2	6
27293071	10.1016/j.bmcl.2016.05.031	LLC-PK1	6
23540934	10.1021/np400049j	E3 ubiquitin-protein ligase Mdm2	5
12608849	10.1021/np020290s	Unchecked	5
29684706	10.1016/j.ejmech.2018.04.022	Erythrocyte	5
18328716	10.1016/j.bmc.2008.02.054	RBL-2H3	4
9213587	10.1021/np970165u	Drechslera	4
9213587	10.1021/np970165u	Fusarium oxysporum f. sp. vasinfectum	4
12932141	10.1021/np020546u	HL-60	4
12932141	10.1021/np020546u	K562	4

Data from ChEMBL 36 via Core Engine