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Compound Detail

CHEMBL201515

MASLINIC ACID
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CC1(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]2C1

Basic Information

ChEMBL ID CHEMBL201515
Name MASLINIC ACID
Phase Preclinical
Structure Type MOL
InChI Key MDZKJHQSJHYOHJ-LLICELPBSA-N
25
Targets
85
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

472.7
MW (Da)
6.20
ALogP
3
HBA
3
HBD
77.8
PSA (Ų)
0.40
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 3.30

Activity Summary

IC50 51 meas. best 6.2
EC50 34 meas. best 7.76

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
EC50 7.76 7.76 17.3 1
Unchecked
CHEMBL612545
IC50 6.2 4.905 630.0 4
Aldo-keto reductase family 1 member B10
CHEMBL5983
IC50 6.2 6.2 630.0 1
G-protein coupled bile acid receptor 1
CHEMBL5409
EC50 5.43 5.43 3700.0 1
Tyrosine-protein phosphatase non-receptor type 1
CHEMBL335
IC50 5.23 5.23 5930.0 1
Plasmodium falciparum
CHEMBL364
IC50 5.07 4.875 8600.0 2
518A2
CHEMBL4483222
EC50 4.86 4.86 13700.0 5
NON-PROTEIN TARGET
CHEMBL3879801
IC50 4.86 4.755 13700.0 4
NIH3T3
CHEMBL614822
IC50 4.78 4.71 16600.0 3
NIH3T3
CHEMBL614822
EC50 4.78 4.7 16600.0 5
ADMET
CHEMBL612558
IC50 4.78 4.78 16600.0 1
MCF7
CHEMBL387
IC50 4.78 4.695 16600.0 2
8505C
CHEMBL1075387
IC50 4.77 4.77 17000.0 3
FaDu
CHEMBL612250
EC50 4.77 4.77 17000.0 1
8505C
CHEMBL1075387
EC50 4.77 4.77 17000.0 3
BV-2
CHEMBL614781
IC50 4.75 4.75 17800.0 1
A2780
CHEMBL614004
IC50 4.71 4.71 19500.0 3
A2780
CHEMBL614004
EC50 4.71 4.71 19500.0 5
Tyrosine-protein phosphatase non-receptor type 2
CHEMBL3807
IC50 4.71 4.71 19470.0 1
A549
CHEMBL392
EC50 4.63 4.63 23400.0 5
A549
CHEMBL392
IC50 4.63 4.63 23400.0 3
MCF7
CHEMBL387
EC50 4.61 4.49 24400.0 3
Glycogen phosphorylase, muscle form
CHEMBL4696
IC50 4.55 4.55 28000.0 5
Glycogen phosphorylase, muscle form
CHEMBL3526
IC50 4.55 4.55 28000.0 1
HT-29
CHEMBL384
EC50 4.54 4.54 28800.0 5
HT-29
CHEMBL384
IC50 4.54 4.515 28800.0 6
B16-F10
CHEMBL612656
IC50 4.44 4.44 36200.0 3
Prostaglandin G/H synthase 1
CHEMBL2949
IC50 4.38 4.38 42000.0 1
Protease
CHEMBL2366517
IC50 4.2 4.2 62700.0 1
Aldo-keto reductase family 1 member B1
CHEMBL1900
IC50 4.14 4.14 72000.0 1
Glycogen phosphorylase, liver form
CHEMBL3239
IC50 4.0 4.0 99000.0 1
HepG2
CHEMBL395
IC50 4.0 4.0 99200.0 3

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked EC50 = 17.3 nM 7.76 Antiproliferative activity against rat HSC-T6 cells assessed as reduction in cel... 29353722
Aldo-keto reductase family 1 member B10 IC50 = 630.0 nM 6.2 Inhibition of reductase activity of N-terminal 6His-tagged human AKR1B10 express... 21561086
Unchecked IC50 = 630.0 nM 6.2 Inhibition of RANKL-induced C57BL/6 mouse bone marrow monocytes differentiation ... 28288319
G-protein coupled bile acid receptor 1 EC50 = 3700.0 nM 5.43 Agonist activity at TGR5 (unknown origin) in CHO-K1 cells 38691888
Tyrosine-protein phosphatase non-receptor type 1 IC50 = 5930.0 nM 5.23 Inhibition of GST-tagged human PTP 1B 19846303
Plasmodium falciparum IC50 = 8600.0 nM 5.07 Antimalarial activity against Plasmodium falciparum W2 by [3H]hypoxanthine uptak... 16562832
NON-PROTEIN TARGET IC50 = 13700.0 nM 4.86 Cytotoxicity against human 518A2 cells after 96 hrs by SRB assay 24440377
NON-PROTEIN TARGET IC50 = 13700.0 nM 4.86 Cytotoxicity against human 518A2 cells after 96 hrs by SRB assay 24161703
NON-PROTEIN TARGET IC50 = 13700.0 nM 4.86 Cytotoxicity against human 518A2 cells after 96 hrs by SRB assay 24361521
518A2 EC50 = 13700.0 nM 4.86 Cytotoxicity against human 518A2 cells assessed as reduction in cell proliferati... 27149037
518A2 EC50 = 13700.0 nM 4.86 Anticancer activity against human 518A2 cells measured after 96 hrs by sulforhod... 31330447
518A2 EC50 = 13700.0 nM 4.86 Cytotoxicity against human 518A2 cells after 96 hrs by sulforhodamine B assay 30278332
518A2 EC50 = 13700.0 nM 4.86 Cytotoxicity against human 518A2 cells after 96 hrs by sulforhodamine-B assay 29529499
518A2 EC50 = 13700.0 nM 4.86 Cytotoxicity against human 518A2 cells after 96 hrs by SRB assay 28033541
NIH3T3 IC50 = 16600.0 nM 4.78 Cytotoxicity against mouse NIH/3T3 cells after 96 hrs by SRB assay 24161703
MCF7 IC50 = 16600.0 nM 4.78 Cytotoxicity against human MCF7 cells after 96 hrs by SRB assay 24361521
ADMET IC50 = 16600.0 nM 4.78 Cytotoxic activity against mouse NIH/3T3 cells by SRB assay 26383128
NIH3T3 EC50 = 16600.0 nM 4.78 Cytotoxicity against mouse NIH/3T3 cells measured after 96 hrs by sulforhodamine... 31330447
8505C IC50 = 17000.0 nM 4.77 Cytotoxicity against human 8505C cells after 96 hrs by SRB assay 24361521
8505C EC50 = 17000.0 nM 4.77 Cytotoxicity against human 8505C cells after 96 hrs by sulforhodamine B assay 30278332

Literature References

Data from ChEMBL 36 via Core Engine