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Compound Detail

CHEMBL82293

PALMITIC ACID
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CCCCCCCCCCCCCCCC(=O)O

Basic Information

ChEMBL ID CHEMBL82293
Name PALMITIC ACID
Phase Preclinical
Structure Type MOL
InChI Key IPCSVZSSVZVIGE-UHFFFAOYSA-N

Known Names

Cetyl acid Cetylic acid EDENOR C 16-98-100 FEMA NO. 2832 HYDROFOL ACID 1690 IMEX C 1498 KORTACID 1698 LOXIOL EP 278 N-hexadecanoic acid NSC-5030 Palmitate Palmitic acid +4 more
11
Targets
24
Activities
4
Assay Types
0
PK Parameters
20
Publications
16
Known Names

Molecular Properties

256.4
MW (Da)
5.55
ALogP
1
HBA
1
HBD
37.3
PSA (Ų)
0.41
QED
1
Ro5 Violations
14
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral

Flags

Natural Product
USAN Year 2000

Extended Properties

Molecular Formula C16H32O2
MW 256.43
Aromatic Rings 0
Heavy Atoms 18
NP-Likeness 0.39

Activity Summary

IC50 17 meas. best 6.03
EC50 3 meas. best 8.01
Kd 2 meas. best 6.1
Ki 2 meas. best 6.47

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Olfactory receptor 51E2
CHEMBL4523454
EC50 8.01 8.01 9.8 1
Fatty acid-binding protein, adipocyte
CHEMBL2083
Ki 6.47 6.47 336.0 1
Fatty acid-binding protein 5
CHEMBL3674
Kd 6.1 6.1 802.0 1
Fatty acid-binding protein 5
CHEMBL3674
Ki 6.1 6.1 802.0 1
Fatty acid-binding protein, adipocyte
CHEMBL2083
IC50 6.03 6.03 930.0 2
Fatty acid-binding protein 5
CHEMBL3674
IC50 5.92 5.92 1200.0 2
Peroxisome proliferator-activated receptor alpha
CHEMBL239
IC50 5.82 5.82 1500.0 1
Fatty acid-binding protein, intestinal
CHEMBL4879
IC50 5.77 5.77 1700.0 1
Fatty acid-binding protein, heart
CHEMBL3344
IC50 5.58 5.58 2600.0 2
Toll-like receptor 2
CHEMBL4163
IC50 5.3 5.3 5000.0 1
Peroxisome proliferator-activated receptor delta
CHEMBL3979
IC50 5.13 5.13 7400.0 1
Tyrosine-protein phosphatase non-receptor type 1
CHEMBL335
IC50 5.06 5.06 8800.0 1
Acetylcholinesterase
CHEMBL4078
IC50 4.99 4.99 10150.0 1
Peroxisome proliferator-activated receptor gamma
CHEMBL235
IC50 4.52 4.52 30000.0 1
Peroxisome proliferator-activated receptor alpha
CHEMBL239
EC50 4.46 4.46 35000.0 1
Fatty acid-binding protein, adipocyte
CHEMBL2083
Kd 4.08 4.08 83000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Olfactory receptor 51E2 EC50 = 9.8 nM 8.01 Agonist activity at PSGR/OR51E2 (unknown origin) expressed in human Hana3A cells... -
Fatty acid-binding protein, adipocyte Ki = 336.0 nM 6.47 Displacement of 1,8-ANS from aFABP by fluorescence based-assay 17502136
Fatty acid-binding protein 5 Ki = 802.0 nM 6.1 Displacement of 1,8-ANS from eFABP by fluorescence based-assay 17502136
Fatty acid-binding protein 5 Kd = 802.0 nM 6.1 Binding affinity to human kFABP 16884313
Fatty acid-binding protein, adipocyte IC50 = 930.0 nM 6.03 In vitro inhibitory concentration against adipocyte fatty acid binding protein(A... 15357969
Fatty acid-binding protein, adipocyte IC50 = 930.0 nM 6.03 Inhibition of FABP4 (unknown origin) by fluorescence polarization assay 28738306
Fatty acid-binding protein 5 IC50 = 1200.0 nM 5.92 In vitro inhibitory concentration against epithelial fatty acid binding protein(... 15357969
Fatty acid-binding protein 5 IC50 = 1200.0 nM 5.92 Inhibition of FABP5 (unknown origin) by fluorescence polarization assay 28738306
Peroxisome proliferator-activated receptor alpha IC50 = 1500.0 nM 5.82 Displacement of [3H]GW2331 from Homo sapiens (human) PPARalpha receptor by scint... -
Fatty acid-binding protein, intestinal IC50 = 1700.0 nM 5.77 In vitro inhibitory concentration against intestinal fatty acid binding protein(... 15357969
Fatty acid-binding protein, heart IC50 = 2600.0 nM 5.58 Inhibition of FABP3 (unknown origin) by fluorescence polarization assay 28738306
Fatty acid-binding protein, heart IC50 = 2600.0 nM 5.58 In vitro inhibitory concentration against heart and muscle fatty acid binding pr... 15357969
Toll-like receptor 2 IC50 = 5000.0 nM 5.3 Inhibition of TLR2 agonist Pam3Cys-Ser-(Lys)4-OH-mediated IL8 secretion in THP1 ... 16509590
Peroxisome proliferator-activated receptor delta IC50 = 7400.0 nM 5.13 Displacement of [3H]GW2433 from Homo sapiens (human) PPARdelta receptor by scint... -
Tyrosine-protein phosphatase non-receptor type 1 IC50 = 8800.0 nM 5.06 Inhibition of PTP1B (unknown origin) using pNPP as substrate incubated for 30 mi... 32255628
Acetylcholinesterase IC50 = 10150.0 nM 4.99 Inhibition of electric eel AChE using acetylthiocholine iodide as substrate prei... 30220607
Peroxisome proliferator-activated receptor gamma IC50 = 30000.0 nM 4.52 Displacement of [3H]BRL49653 from Homo sapiens (human) PPARgamma receptor by sci... -
Peroxisome proliferator-activated receptor alpha EC50 = 35000.0 nM 4.46 Agonist activity at recombinant human PPARalpha LBD (168 to 468 residues) expres... 29940464
Fatty acid-binding protein, adipocyte Kd = 83000.0 nM 4.08 Binding affinity against Adipocyte lipid binding protein 12036355

Literature References

PubMed DOI Target Context # Activities
8057294 10.1021/jm00041a028 Rattus norvegicus 60
21780738 10.1021/jf201611b Heterodera zeae 36
23121218 10.1021/jf3036885 Meloidogyne incognita 18
26483137 10.1016/j.bmcl.2015.10.022 Staphylococcus aureus 16
22459211 10.1016/j.bmc.2012.02.039 Unchecked 7
19884363 10.1128/aac.01168-09 Neisseria meningitidis 4
31678743 10.1016/j.ejmech.2019.111810 Staphylococcus aureus 3
23726411 10.1016/j.bmc.2013.05.013 Bone marrow cell 3
25103602 10.1016/j.bmcl.2014.07.050 Unchecked 3
16509590 10.1021/jm050585d Toll-like receptor 2 2
30220607 10.1016/j.bmcl.2018.09.013 Acetylcholinesterase 2
31678743 10.1016/j.ejmech.2019.111810 Pseudomonas aeruginosa 2
30176215 10.1021/acs.jmedchem.8b00734 Transient receptor potential cation channel subfamily V member 2 2
26483137 10.1016/j.bmcl.2015.10.022 Escherichia coli 2
31678743 10.1016/j.ejmech.2019.111810 Escherichia coli 2
21493076 10.1016/j.bmc.2011.03.036 Staphylococcus aureus 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
20925380 10.1021/jf1025345 Meloidogyne incognita 2
20855214 10.1016/j.bmc.2010.08.055 Plasmodium yoelii 2
25513712 10.1021/jm501543u BXPC-3 2

Data from ChEMBL 36 via Core Engine