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Palmidrol

AlkaPlorer ID: AK008432

Synonym: N-(2-Hydroxyethyl)hexadecanamide, N-(2-Hydroxyethyl)palmitamide, Impulsin, Palmitan, PEA 

IUPAC Name: N-(2-hydroxyethyl)hexadecanamide

Structure

SMILES: CCCCCCCCCCCCCCCC(O)=NCCO

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InChI: InChI=1S/C18H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)19-16-17-20/h20H,2-17H2,1H3,(H,19,21)

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InChIKey: HXYVTAGFYLMHSO-UHFFFAOYSA-N

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Reference

PubChem CID: 4671

CAS: 544-31-0

SuperNatural Ⅲ: SN0138512

NPASS: NPC289484

COCONUT: CNP0247367

Source

Species Genus Family Order Class Phylum Kingdom Domain
Homo sapiens Homo Hominidae Primates Mammalia Chordata Metazoa Eukaryota

Properties Information

Molecule Weight: 299.499

TPSA？: 52.82000000000001

MolLogP？: 5.416500000000005

Number of H-Donors: 2

Number of H-Acceptors: 2

RingCount: 0

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Bacillus anthracis Anthrax lethal factor Potency 31622.8 nM None
Bos taurus Diacylglycerol O-acyltransferase 1 Inhibition 6.0 % None
Bos taurus Diacylglycerol O-acyltransferase 1 Inhibition 23.0 % None
Bos taurus Lecithin retinol acyltransferase Inhibition 12.0 % None
Bos taurus Lecithin retinol acyltransferase Inhibition 33.0 % None
Escherichia coli K-12 Beta-lactamase AmpC Potency 8912.5 nM None
Homo sapiens 786-0 TGI 250.0 ug.mL-1 10.1016/j.bmc.2014.11.019
Homo sapiens Acetylcholinesterase AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Adenosine A3 receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Alpha-1a adrenergic receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Alpha-2a adrenergic receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Androgen Receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Cannabinoid CB1 receptor Inhibition 23.8 % 10.1021/jm0209679
Homo sapiens Cannabinoid CB1 receptor Inhibition 24.0 % 10.1021/jm0340795
Homo sapiens Cannabinoid CB1 receptor Ki 5000.0 nM 10.1021/jm900130m
Homo sapiens Cannabinoid CB1 receptor Ki nan nM 10.1021/jm960752x
Homo sapiens Cannabinoid CB1 receptor Ki nan None 10.1021/jm051240y
Homo sapiens Cannabinoid CB2 receptor Inhibition 13.9 % 10.1021/jm0209679
Homo sapiens Cannabinoid CB2 receptor Inhibition 14.0 % 10.1021/jm0340795
Homo sapiens Cannabinoid CB2 receptor Ki 5000.0 nM 10.1021/jm900130m
Homo sapiens Cannabinoid CB2 receptor Ki nan None 10.1021/jm051240y
Homo sapiens Cyclooxygenase-1 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Cytochrome P450 1A2 AC50 15848.93 nM None
Homo sapiens Cytochrome P450 2C19 AC50 nan None None
Homo sapiens Cytochrome P450 2C9 AC50 nan None None
Homo sapiens Cytochrome P450 2D6 AC50 nan None None
Homo sapiens Cytochrome P450 3A4 AC50 nan None None
Homo sapiens Dopamine D1 receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Dopamine D3 receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Dopamine transporter AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Estrogen receptor alpha AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Flap endonuclease 1 Potency 5972.8 nM None
Homo sapiens Gamma-aminobutyric acid receptor subunit alpha-1/alpha-2/beta-2/gamma-2 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Geminin Potency 517.4 nM None
Homo sapiens HaCaT Activity nan None 10.1016/j.bmc.2010.12.046
Homo sapiens HaCaT TGI 250.0 ug.mL-1 10.1016/j.bmc.2014.11.019
Homo sapiens HERG AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Histamine H3 receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Histone deacetylase 6 Inhibition -0.28 % 10.6019/CHEMBL4808148
Homo sapiens Histone deacetylase 6 Inhibition 7.03 % 10.6019/CHEMBL4808148
Homo sapiens Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 Potency 843.7 nM None
Homo sapiens Isocitrate dehydrogenase [NADP] cytoplasmic Potency 11582.1 nM None
Homo sapiens MCF7 TGI 250.0 ug.mL-1 10.1016/j.bmc.2014.11.019
Homo sapiens Monoamine oxidase A AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Mu opioid receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Muscarinic acetylcholine receptor M1 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Muscarinic acetylcholine receptor M2 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens N-acylsphingosine-amidohydrolase Inhibition 34.0 % 10.1021/jm0340795
Homo sapiens NCI/ADR-RES GI50 157.7 ug.mL-1 10.1016/j.bmc.2014.11.019
Homo sapiens NCI/ADR-RES TGI 250.0 ug.mL-1 10.1016/j.bmc.2014.11.019
Homo sapiens NCI-H460 TGI 250.0 ug.mL-1 10.1016/j.bmc.2014.11.019
Homo sapiens Norepinephrine transporter AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Nuclear factor NF-kappa-B p105 subunit Potency 3548.1 nM None
Homo sapiens Parathyroid hormone receptor Potency 8912.5 nM None
Homo sapiens Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 Potency 89125.1 nM None
Homo sapiens Phosphodiesterase 3A AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Phosphodiesterase 4A AC50 1869.1 nM 10.1038/s41467-023-40064-9
Homo sapiens Progesterone receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Serine/threonine-protein kinase PLK1 Potency 26679.5 nM None
Homo sapiens Serotonin 1a (5-HT1a) receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Serotonin 2b (5-HT2b) receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Serotonin transporter AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Thrombin AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Thromboxane A2 receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Tyrosyl-DNA phosphodiesterase 1 Potency 14581.0 nM None
Homo sapiens Tyrosyl-DNA phosphodiesterase 1 Potency 29092.9 nM None
Homo sapiens U-251 TGI 250.0 ug.mL-1 10.1016/j.bmc.2014.11.019
Homo sapiens Vanilloid receptor Activity nan None 10.1021/jm300484d
Homo sapiens Vanilloid receptor EC50 10000.0 nM 10.1021/jm900130m
Homo sapiens Vanilloid receptor EC50 nan None 10.1021/jm051240y
Homo sapiens Vanilloid receptor Emax nan None 10.1021/jm051240y
Homo sapiens Vascular endothelial growth factor receptor 2 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Mus musculus Mus musculus Activity nan None 10.1007/s00044-010-9357-7
Mus musculus Mus musculus Inhibition 6.25 % 10.1007/s00044-010-9357-7
Mus musculus RAW264.7 Activity 66.0 % 10.1016/j.bmc.2008.10.015
Mycobacterium tuberculosis Mycobacterium tuberculosis MIC 100.0 ug.mL-1 10.1016/j.bmcl.2010.06.149
Plasmodium falciparum Plasmodium falciparum IC50 501.19 nM 10.1038/nchembio.215
Plasmodium falciparum Plasmodium falciparum IC50 3162.28 nM 10.1038/nchembio.215
Plasmodium falciparum Plasmodium falciparum IC50 10000.0 nM 10.1038/nchembio.215
Plasmodium falciparum Plasmodium falciparum Potency 10417.9 nM None
Rattus norvegicus Anandamide amidohydrolase IC50 5011.87 nM 10.1016/j.bmc.2008.11.019
Rattus norvegicus Anandamide amidohydrolase Inhibition 49.0 % 10.1021/jm0340795
Rattus norvegicus Anandamide amidohydrolase Inhibition 68.0 % 10.1021/jm0340795
Rattus norvegicus Cannabinoid CB1 receptor Ki nan nM 10.1021/jm960752x
Rattus norvegicus Inositol monophosphatase 1 Potency 10000.0 nM None
Rattus norvegicus Muscarinic acetylcholine receptor M1 Potency 89.1 nM None
Rattus norvegicus Rattus norvegicus IC50 5011.87 nM 10.1021/jm0209679
Rattus norvegicus Rattus norvegicus IC50 9120.11 nM 10.1021/jm0209679
Rattus norvegicus Rattus norvegicus IC50 11748.98 nM 10.1021/jm0209679
Rattus norvegicus Rattus norvegicus IC50 nan None 10.1021/jm051240y
Rattus norvegicus Rattus norvegicus Inhibition 62.0 % 10.1021/jm0209679
Rattus norvegicus Rattus norvegicus Inhibition 78.0 % 10.1021/jm0209679
Rattus norvegicus Rattus norvegicus Inhibition 100.0 % 10.1021/jm0209679
Rattus norvegicus RBL-2H3 IC50 nan None 10.1021/jm051240y
Rattus norvegicus Transient receptor potential cation channel subfamily V member 2 IC50 10000.0 nM 10.1021/acs.jmedchem.8b00734
Rattus norvegicus Vanilloid receptor Activity nan None 10.1021/jm300484d
Saccharomyces cerevisiae Saccharomyces cerevisiae Potency 4109.5 nM None
Severe acute respiratory syndrome coronavirus 2 Replicase polyprotein 1ab Inhibition 3.157 % 10.6019/CHEMBL4495564
Severe acute respiratory syndrome coronavirus 2 Replicase polyprotein 1ab Inhibition 20.53 % 10.6019/CHEMBL4495564
Severe acute respiratory syndrome coronavirus 2 Replicase polyprotein 1ab Inhibition 24.17 % 10.6019/CHEMBL4495564
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 IC50 19952.62 nM 10.6019/CHEMBL4651402
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 IC50 20000.0 nM 10.6019/CHEMBL4651402
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition -3.5 % 10.21203/rs.3.rs-23951/v1
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition -0.19 % 10.6019/CHEMBL4495565
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition -0.08 % 10.6019/CHEMBL4495565
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition 0.03 % 10.6019/CHEMBL4495565
None ADMET Activity 130.0 % 10.1016/j.bmc.2008.10.015
None NON-PROTEIN TARGET Potency 501.2 nM None
None NON-PROTEIN TARGET Potency 3162.3 nM None
None NON-PROTEIN TARGET Potency 8912.5 nM None
None NON-PROTEIN TARGET Potency 12589.3 nM None
None NON-PROTEIN TARGET TGI 250.0 ug.mL-1 10.1016/j.bmc.2014.11.019
None Unchecked Ac50 39.81 uM None
None Unchecked AC50 39810.7 nM None
None Unchecked Activity 95.0 % None
None Unchecked IC20 nan None None
None Unchecked IC50 nan None None
None Unchecked Inhibition nan % 10.1038/nchembio873
None Unchecked Potency 3548.1 nM None
None Unchecked Potency 12589.3 nM None

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT000341 *C(=O)OC[C@H](COP(=O)(O)OCCNC(=O)CCCCCCCCCCCCCCC)OC(*)=O>>CCCCCCCCCCCCCCCC(=O)NCCO RXN-20516
AKRT007761 CCCCC/C=C\C/C=C\CCCCCCCC(=O)O[C@@H](COC(=O)CCCCCCCCCCCCCCC)COP(=O)(O)OCCNC(=O)CCCCCCCCCCCCCCC>>CCCCCCCCCCCCCCCC(=O)NCCO enzymemap_57787
AKRT007789 CCCCC/C=C\C/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC)COP(=O)(O)OCCNC(=O)CCCCCCCCCCCCCCC>>CCCCCCCCCCCCCCCC(=O)NCCO 45596
AKRT008207 CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@@H](COP(=O)(O)OCCNC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC/C=C\CCCCCCCC>>CCCCCCCCCCCCCCCC(=O)NCCO enzymemap_57768
AKRT008216 CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@@H](O)COP(=O)(O)OCCNC(=O)CCCCCCCCCCCCCCC>>CCCCCCCCCCCCCCCC(=O)NCCO 53168
AKRT008259 CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)(O)OCCNC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC/C=C\CCCCCCCC>>CCCCCCCCCCCCCCCC(=O)NCCO 45540
AKRT008321 CCCCCCCC/C=C\CCCCCCCC(=O)O[C@H](CO/C=C\CCCCCCCCCCCCCCCC)COP(=O)(O)OCCNC(=O)CCCCCCCCCCCCCCC>>CCCCCCCCCCCCCCCC(=O)NCCO 56464
AKRT008335 CCCCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC)COP(=O)(O)OCCNC(=O)CCCCCCCCCCCCCCC>>CCCCCCCCCCCCCCCC(=O)NCCO enzymemap_57789
AKRT008900 CCCCCCCCCCCCCCCC(=O)NCCO>>CCCCCCCCCCCCCCCC(=O)O 45064
AKRT008901 CCCCCCCCCCCCCCCC(=O)NCCO>>NCCO 45064
AKRT008902 CCCCCCCCCCCCCCCC(=O)NCCOP(=O)(O)OC[C@@H](COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC>>CCCCCCCCCCCCCCCC(=O)NCCO enzymemap_57774
AKRT008903 CCCCCCCCCCCCCCCC(=O)NCCOP(=O)(O)OC[C@@H](COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC>>CCCCCCCCCCCCCCCC(=O)NCCO 51408
AKRT008904 CCCCCCCCCCCCCCCC(=O)NCCOP(=O)(O)OC[C@@H](COC(C)=O)OC(C)=O>>CCCCCCCCCCCCCCCC(=O)NCCO 56544
AKRT008905 CCCCCCCCCCCCCCCC(=O)NCCOP(=O)(O)OC[C@@H](O)COC(=O)CCCCCCCCCCCCCCC>>CCCCCCCCCCCCCCCC(=O)NCCO enzymemap_57788
AKRT008906 CCCCCCCCCCCCCCCC(=O)NCCOP(=O)(O)OC[C@H](O)CO>>CCCCCCCCCCCCCCCC(=O)NCCO 45436
AKRT008907 CCCCCCCCCCCCCCCC(=O)NCCOP(=O)(O)OC[C@H](O)COC(=O)CCCCCCCCCCCCCCC>>CCCCCCCCCCCCCCCC(=O)NCCO 45592
AKRT009073 CCCCCCCCCCCCCCCC/C=C\OC[C@@H](O)COP(=O)(O)OCCNC(=O)CCCCCCCCCCCCCCC>>CCCCCCCCCCCCCCCC(=O)NCCO 53184
AKRT009255 CCCCCCCCCCCCCCCCOC[C@H](COP(=O)(O)OCCNC(=O)CCCCCCCCCCCCCCC)OCCCCCCCCCCCCCCCC>>CCCCCCCCCCCCCCCC(=O)NCCO enzymemap_57773