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Compound Detail

CHEMBL464466

ARJUNOLIC 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)(CO)[C@@H]5CC[C@]43C)[C@@H]2C1

Basic Information

ChEMBL ID CHEMBL464466
Name ARJUNOLIC ACID
Phase Preclinical
Structure Type MOL
InChI Key RWNHLTKFBKYDOJ-DDHMHSPCSA-N
7
Targets
10
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

488.7
MW (Da)
5.18
ALogP
4
HBA
4
HBD
98.0
PSA (Ų)
0.40
QED
1
Ro5 Violations
2
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 3.31

Activity Summary

IC50 7 meas. best 4.82
Ki 2 meas. best 5.16
EC50 1 meas.

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
Ki 5.16 5.16 7000.0 1
Tyrosine-protein phosphatase non-receptor type 1
CHEMBL335
Ki 5.08 5.08 8300.0 1
RAW264.7
CHEMBL612557
IC50 4.82 4.82 15170.0 1
HT-29
CHEMBL384
IC50 4.44 4.44 36420.0 1
Polyunsaturated fatty acid 5-lipoxygenase
CHEMBL215
IC50 4.38 4.38 42000.0 1
PANC-1
CHEMBL614139
IC50 4.25 4.25 56310.0 1
Hepatocyte
CHEMBL3140324
IC50 4.23 4.23 58400.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
27797185 10.1021/acs.jnatprod.6b00715 RAW264.7 9
11277757 10.1021/np000486x Hepatocyte 7
27890380 10.1016/j.bmcl.2016.11.039 Unchecked 3
31774676 10.1021/acs.jnatprod.9b00538 Prostaglandin G/H synthase 2 2
31774676 10.1021/acs.jnatprod.9b00538 Polyunsaturated fatty acid 5-lipoxygenase 2
9748372 10.1021/np9800710 Human immunodeficiency virus 1 2
9748372 10.1021/np9800710 H9 2
31774676 10.1021/acs.jnatprod.9b00538 Polyunsaturated fatty acid lipoxygenase ALOX15B 2
19911773 10.1021/jm900872z G-protein coupled bile acid receptor 1 2
31774676 10.1021/acs.jnatprod.9b00538 Prostaglandin G/H synthase 1 2
21439694 10.1016/j.ejmech.2011.02.053 Glycogen phosphorylase, muscle form 2
21288041 10.1021/np100502y Enterococcus faecalis 1
27797185 10.1021/acs.jnatprod.6b00715 HepG2 1
36846362 10.1039/d2md00275b HT-29 1
21288041 10.1021/np100502y Pseudomonas aeruginosa 1
21288041 10.1021/np100502y Escherichia coli 1
21288041 10.1021/np100502y Staphylococcus aureus 1
19911773 10.1021/jm900872z Bile acid receptor 1
9748372 10.1021/np9800710 ADMET 1
12502337 10.1021/np020289t Cryptococcus neoformans 1

Data from ChEMBL 36 via Core Engine