Compound Detail

CHEMBL502489

GARCINOL

Enter ChEMBL ID:

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

C=C(C)[C@@H](CC=C(C)C)C[C@@]12C[C@@H](CC=C(C)C)C(C)(C)[C@@](CC=C(C)C)(C(=O)C(C(=O)c3ccc(O)c(O)c3)=C1O)C2=O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL502489
Name	GARCINOL
Phase	Preclinical
Structure Type	MOL
InChI Key	QDKLRKZQSOQWJQ-SMDXAGPFSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

602.8

MW (Da)

8.91

ALogP

HBA

HBD

111.9

PSA (Å²)

0.08

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	C38H50O6
MW	602.81
Aromatic Rings	1
Heavy Atoms	44
NP-Likeness	2.52

Activity Summary

IC50 10 meas. best 5.77

Kd 3 meas. best 5.75

EC50 1 meas. best 4.8

Ki 1 meas. best 5.31

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Histone acetyltransferase p300 CHEMBL3784	IC50	5.77	5.3833	1700.0	3
Histone acetyltransferase p300 CHEMBL3784	Kd	5.75	5.465	1800.0	2
Histone acetyltransferase GCN5 CHEMBL4669	IC50	5.58	5.58	2600.0	1
Histone acetyltransferase RTT109 CHEMBL3414417	IC50	5.46	5.175	3500.0	2
Histone acetyltransferase p300 CHEMBL3784	Ki	5.31	5.31	4900.0	1
Histone acetyltransferase KAT2B CHEMBL5500	IC50	5.3	5.26	5000.0	2
Radical scavenging activity CHEMBL613712	IC50	4.99	4.99	10200.0	1
No relevant target CHEMBL2362975	EC50	4.8	4.8	15700.0	1
Signal transducer and activator of transcription 1-alpha/beta CHEMBL6101	Kd	4.77	4.77	16900.0	1
Unchecked CHEMBL612545	IC50	4.01	4.01	97000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Histone acetyltransferase p300	IC50	=	1700.0	nM	5.77	Inhibition of recombinant histone acetyltransferase p300 (unknown origin) using ...	25634295
Histone acetyltransferase p300	Kd	=	1800.0	nM	5.75	Binding affinity to HAT p300 catalytic domain by fluorometric titration	19086895
Histone acetyltransferase GCN5	IC50	=	2600.0	nM	5.58	Inhibition of yeast histone acetyltransferase Gcn5-Ada2-Ada3 complex using tetra...	25634295
Histone acetyltransferase RTT109	IC50	=	3500.0	nM	5.46	Inhibition of Vps75-stimulated recombinant Saccharomyces cerevisiae histone acet...	25634295
Histone acetyltransferase p300	Ki	=	4900.0	nM	5.31	Inhibition of HAT p300 catalytic domain by equilibrium dialysis	19086895
Histone acetyltransferase KAT2B	IC50	=	5000.0	nM	5.3	Inhibition of FLAG epitope-tagged recombinant human PCAF expressed in baculoviru...	-
Histone acetyltransferase p300	IC50	=	6000.0	nM	5.22	Inhibition of HAT p300	19101154
Histone acetyltransferase KAT2B	IC50	=	6000.0	nM	5.22	Inhibition of HAT PCAF	19101154
Histone acetyltransferase p300	Kd	=	6600.0	nM	5.18	Binding affinity to HAT p300 catalytic domain by isothermal titration calorimetr...	19086895
Histone acetyltransferase p300	IC50	=	7000.0	nM	5.16	Inhibition of His6-tagged recombinant full length p300 (unknown origin) expresse...	-
Radical scavenging activity	IC50	=	10200.0	nM	4.99	Antioxidant activity assessed as DPPH radical scavenging activity	12608850
Histone acetyltransferase RTT109	IC50	=	13000.0	nM	4.89	Inhibition of Vps75-stimulated recombinant Saccharomyces cerevisiae histone acet...	25634295
No relevant target	EC50	=	15700.0	nM	4.8	Antioxidant activity assessed as H2O2 scavenging activity after 15 mins	25625705
Signal transducer and activator of transcription 1-alpha/beta	Kd	=	16900.0	nM	4.77	Binding affinity to STAT1 (unknown origin) by surface plasmon resonance assay	24417609
Unchecked	IC50	=	97000.0	nM	4.01	Inhibition of tubulin assembly	16724839

Literature References

PubMed	DOI	Target Context	# Activities
25740159	10.1016/j.bmcl.2015.02.013	No relevant target	8
19086895	10.1021/jm800657z	Histone acetyltransferase p300	6
25625705	10.1021/np5007873	No relevant target	5
12608850	10.1021/np020372g	Unchecked	4
12608850	10.1021/np020372g	Raji	4
24417609	10.1021/np400804y	Unchecked	3
24417609	10.1021/np400804y	Signal transducer and activator of transcription 1-alpha/beta	3
25634295	10.1021/jm5019093	Histone acetyltransferase RTT109	3
-	10.6019/CHEMBL5724709	Fibroblast	2
-	10.6019/CHEMBL5724709	U2OS	2
-	10.6019/CHEMBL5724709	HEK-293T	2
25634295	10.1021/jm5019093	Histone acetyltransferase GCN5	2
25634295	10.1021/jm5019093	Histone acetyltransferase p300	2
16724839	10.1021/np050543s	Unchecked	2
19086895	10.1021/jm800657z	Histone acetyltransferase KAT2B	2
-	10.6019/CHEMBL5724796	Bromodomain-containing protein 4	1
-	10.1039/C1MD00199J	Histone acetyltransferase KAT2B	1
24417609	10.1021/np400804y	Signal transducer and activator of transcription 1	1
12608850	10.1021/np020372g	Radical scavenging activity	1
19101154	10.1016/j.bmc.2008.11.079	Histone acetyltransferase KAT2B	1

Data from ChEMBL 36 via Core Engine