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Compound Detail

CHEMBL391533

COROSOLIC 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)(C)[C@@H]5CC[C@]43C)[C@H]12

Basic Information

ChEMBL ID CHEMBL391533
Name COROSOLIC ACID
Phase Preclinical
Structure Type MOL
InChI Key HFGSQOYIOKBQOW-ZSDYHTTISA-N
18
Targets
29
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

472.7
MW (Da)
6.06
ALogP
3
HBA
3
HBD
77.8
PSA (Ų)
0.41
QED
1
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C30H48O4
MW 472.71
Aromatic Rings 0
Heavy Atoms 34
NP-Likeness 3.26

Activity Summary

IC50 23 meas. best 6.09
EC50 4 meas. best 6.3
Ki 2 meas. best 5.82

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
G-protein coupled bile acid receptor 1
CHEMBL5409
EC50 6.3 6.3 500.0 1
11-beta-hydroxysteroid dehydrogenase 1
CHEMBL4235
IC50 6.09 6.09 810.0 1
Unchecked
CHEMBL612545
Ki 5.82 5.82 1500.0 1
Streptokinase A
CHEMBL1293228
EC50 5.55 5.55 2813.0 1
Streptococcus
CHEMBL612313
EC50 5.55 5.55 2794.0 1
Streptococcus sp. 'group A'
CHEMBL612389
EC50 5.54 5.54 2920.0 1
Tyrosine-protein phosphatase non-receptor type 1
CHEMBL335
Ki 5.52 5.52 3000.0 1
CCRF-CEM
CHEMBL382
IC50 5.49 5.49 3270.0 1
NCI-N87
CHEMBL614197
IC50 5.36 5.36 4400.0 1
Tyrosine-protein phosphatase non-receptor type 1
CHEMBL335
IC50 5.26 5.235 5490.0 4
SK-OV-3
CHEMBL614925
IC50 4.98 4.78 10510.0 2
Tyrosine-protein phosphatase non-receptor type 2
CHEMBL3807
IC50 4.95 4.95 11310.0 1
DNA polymerase beta
CHEMBL2392
IC50 4.9 4.9 12600.0 1
Unchecked
CHEMBL612545
IC50 4.76 4.73 17200.0 2
Glycogen phosphorylase, muscle form
CHEMBL4696
IC50 4.7 4.7 19952.6 4
Glycogen phosphorylase, muscle form
CHEMBL3526
IC50 4.7 4.7 20000.0 1
Ubiquitin carboxyl-terminal hydrolase 7
CHEMBL2157850
IC50 4.64 4.64 22700.0 1
Tyrosine-protein phosphatase non-receptor type 6
CHEMBL3166
IC50 4.61 4.61 24560.0 1
Pancreatic alpha-amylase
CHEMBL5730
IC50 4.51 4.51 31200.0 1
BV-2
CHEMBL614781
IC50 4.33 4.33 47100.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
G-protein coupled bile acid receptor 1 EC50 = 500.0 nM 6.3 Agonist activity at TGR5 (unknown origin) in CHO-K1 cells 38691888
11-beta-hydroxysteroid dehydrogenase 1 IC50 = 810.0 nM 6.09 Inhibition of human recombinant 11beta-HSD1 expressed in HEK293 cells assessed a... 20100662
Unchecked Ki = 1500.0 nM 5.82 Metabolic Measurements: Glucose in tail blood was measured using a glucometer (O... -
Streptococcus EC50 = 2794.0 nM 5.55 PUBCHEM_BIOASSAY: Luminescence Microorganism-Based Dose Response HTS to Identify... -
Streptokinase A EC50 = 2813.0 nM 5.55 PUBCHEM_BIOASSAY: Luminescence Microorganism-Based Dose Confirmation HTS to Iden... -
Streptococcus sp. 'group A' EC50 = 2920.0 nM 5.54 PUBCHEM_BIOASSAY: Luminescence Microorganism-Based Dose Confirmation HTS to Iden... -
Tyrosine-protein phosphatase non-receptor type 1 Ki = 3000.0 nM 5.52 Metabolic Measurements: Glucose in tail blood was measured using a glucometer (O... -
CCRF-CEM IC50 = 3270.0 nM 5.49 Cytotoxicity against human CEM cells after 48 hrs 20873721
NCI-N87 IC50 = 4400.0 nM 5.36 Cytotoxicity against human NCI-N87 cells after 72 hrs by MTT assay 27797185
Tyrosine-protein phosphatase non-receptor type 1 IC50 = 5490.0 nM 5.26 Inhibition of PTP1B (unknown origin) -
Tyrosine-protein phosphatase non-receptor type 1 IC50 = 5490.0 nM 5.26 Inhibition of PTP1B by pNPP assay 18707891
Tyrosine-protein phosphatase non-receptor type 1 IC50 = 5490.0 nM 5.26 Inhibition of PTP1B (unknown origin) -
Tyrosine-protein phosphatase non-receptor type 1 IC50 = 7000.0 nM 5.16 Inhibition of human recombinant PTP1B using p-nitrophenyl phosphate as substrate... 22940448
SK-OV-3 IC50 = 10510.0 nM 4.98 Cytotoxicity against human SK-OV-3 cells assessed as reduction in cell viability... 35500202
Tyrosine-protein phosphatase non-receptor type 2 IC50 = 11310.0 nM 4.95 Inhibition of TCPTP by pNPP assay 18707891
DNA polymerase beta IC50 = 12600.0 nM 4.9 Inhibition of DNA polymerase beta lyase activity 15165161
Unchecked IC50 = 17200.0 nM 4.76 Inhibition of yeast alpha-glucosidase using 4-nitrophenyl-alpha-D-glucopyranosid... 28964635
Glycogen phosphorylase, muscle form IC50 = 20000.0 nM 4.7 Inhibitory concentration against rabbit muscle glycogen phosphorylase 16169219
Unchecked IC50 = 20000.0 nM 4.7 Inhibition of rabbit muscle glycogen phosphorylase a 17869102
Glycogen phosphorylase, muscle form IC50 = 20000.0 nM 4.7 Inhibition of rabbit muscle glycogen phosphorylase A assessed as phosphate relea... 18517260

Literature References

PubMed DOI Target Context # Activities
21309591 10.1021/np1008202 Unchecked 19
27797185 10.1021/acs.jnatprod.6b00715 RAW264.7 9
21309591 10.1021/np1008202 Molecular identity unknown 8
28964635 10.1016/j.bmcl.2017.09.027 Pancreatic alpha-amylase 7
17353241 10.1128/aac.01037-06 Pseudomonas aeruginosa 4
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
26259803 10.1016/j.bmcl.2015.07.029 Mus musculus 4
35500202 10.1021/acs.jnatprod.1c01166 SK-OV-3 3
31774676 10.1021/acs.jnatprod.9b00538 Polyunsaturated fatty acid lipoxygenase ALOX15B 2
20873721 10.1021/np1003593 MCF7 2
20873721 10.1021/np1003593 NCI-H460 2
20100662 10.1016/j.bmc.2010.01.010 11-beta-hydroxysteroid dehydrogenase 1 2
20873721 10.1021/np1003593 CCRF-CEM 2
21439694 10.1016/j.ejmech.2011.02.053 Glycogen phosphorylase, muscle form 2
31774676 10.1021/acs.jnatprod.9b00538 Polyunsaturated fatty acid 5-lipoxygenase 2
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
28358502 10.1021/acs.jnatprod.7b00111 BV-2 2
31774676 10.1021/acs.jnatprod.9b00538 Prostaglandin G/H synthase 2 2
- 10.1007/s00044-010-9529-5 Tyrosine-protein phosphatase non-receptor type 1 2
31774676 10.1021/acs.jnatprod.9b00538 Prostaglandin G/H synthase 1 2

Data from ChEMBL 36 via Core Engine