Drug Details

General Information of the Drug (ID: DR4834)
Name
N-palmitoylethanolamine
Synonyms
Palmitoylethanolamide; Palmidrol; 544-31-0; N-(2-Hydroxyethyl)hexadecanamide; Impulsin; Palmitoyl ethanolamide; N-palmitoylethanolamine; Palmitamide MEA; Hydroxyethylpalmitamide; N-(2-Hydroxyethyl)palmitamide; Palmitoyl-EA; Palmitic acid monoethanolamide; Loramine P 256; palmitylethanolamide; Palmidrolum; HEXADECANAMIDE, N-(2-HYDROXYETHYL)-; Palmidrol [INN]; Monoethanolamine palmitic acid amide; Anandamide (16:0); N-palmitoyl ethanolamine; Palmitinsaeure-beta-hydroxyethylamid; UNII-6R8T1UDM3V; NSC 23320; hexadecanoyl ethanolamide; N-hexadecanoylethanolamine; N-hexadecanoyl-ethanolamine; 6R8T1UDM3V; CHEBI:71464; Palmidrol (INN); MFCD00020562; NSC-23320; NCGC00015793-03; AM 3112;Loramine P 256;Mackpeart DR 14V; DSSTox_CID_22254; DSSTox_RID_79975; DSSTox_GSID_42254; MimyX; Palmidrolum [INN-Latin]; CAS-544-31-0; SR-01000076055; EINECS 208-867-9; N-(2-hydroxyethyl) hexadecanamide; Hexadecanamide,N-(2-hydroxyethyl)-; AM 3112; 2-Palmitoylaminoethanol; Palmdrol prodes (TN); Tocris-0879; N-hexadecyl-ethanolamine; Lopac-P-0359; Palmitoylethanolamide-[d4]; Palmityoletanolamide (PEA); CBiol_002043; Lopac0_000905; BSPBio_001454; KBioGR_000174; KBioSS_000174; MLS002153421; SCHEMBL120518; BML2-B10; CHEMBL417675; GTPL3622; DTXSID4042254; Palmidrol; N-palmitoylethanolamine; SCHEMBL19511663; BDBM29083; KBio2_000174; KBio2_002742; KBio2_005310; KBio3_000347; KBio3_000348; Bio1_000329; Bio1_000818; Bio1_001307; Bio2_000174; Bio2_000654; HMS1361I16; HMS1791I16; HMS1989I16; HMS2234L19; HMS3264C10; HMS3266N08; HMS3374K03; HMS3402I16; HMS3411B14; HMS3649L03; HMS3675B14; Pharmakon1600-01506156; Amides, C16-18 and C18-branched, unsatd., N-(hydroxyethyl); BCP29005; CS-D1253; NSC23320; ZINC8035017; Tox21_110222; LMFA08040013; NAE(16:0); NSC760371; s4708; STL454872; AKOS002676363; Tox21_110222_1; CCG-204987; DB14043; LP00905; NSC-760371; SDCCGSBI-0050880.P002; IDI1_033924; NCGC00015793-01; NCGC00015793-02; NCGC00015793-04; NCGC00015793-05; NCGC00015793-06; NCGC00015793-07; NCGC00015793-08; NCGC00015793-09; NCGC00015793-10; NCGC00024840-01; NCGC00024840-02; NCGC00024840-05; NCGC00024840-06; NCGC00024840-07; NCGC00024840-08; NCGC00024840-09; 71060-58-7; AK307896; AS-14094; HY-20685; SMR000058371; Hexadecanoic acid (2-hydroxy-ethyl)-amide; B6485; EU-0100905; FT-0778178; V1640; C16512; D08328; J90064; P 0359; AB00918319_06; Q2159860; SR-01000076055-1; SR-01000076055-3; SR-01000076055-7; BRD-K68095457-001-04-4; Z2687203832; UNII-3VVG2UI23S component HXYVTAGFYLMHSO-UHFFFAOYSA-N; UNII-C80684146D component HXYVTAGFYLMHSO-UHFFFAOYSA-N
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Molecular Type
Small molecule
Disease Attention deficit hyperactivity disorder [ICD-11: 6A05] Approved [1]
Structure
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2D MOL

3D MOL

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Formula
C18H37NO2
PubChem CID
4671
Canonical SMILES
CCCCCCCCCCCCCCCC(=O)NCCO
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)
InChIKey
HXYVTAGFYLMHSO-UHFFFAOYSA-N
CAS Number
CAS 544-31-0
ChEBI ID
CHEBI:71464
TTD Drug ID
D07ILQ
DrugBank ID
DB14043
Combinatorial Therapeutic Effect(s) Validated Clinically or Experimentally
    α. A List of Natural Product(s) Able to Enhance the Efficacy of This Drug
          Polydatin      Polygonum cuspidatum     Click to Show/Hide the Molecular Data of This NP
                 Achieving Therapeutic Synergy     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [2]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    Molecule(s)
                    Regulation		 Down-regulation Expression ICAM1  Molecule Info 
Pathway MAP
Down-regulation Expression IL1B  Molecule Info 
Pathway MAP
Down-regulation Expression NOS2  Molecule Info 
Pathway MAP
Down-regulation Expression p105  Molecule Info 
Pathway MAP
Up-regulation Cleavage PARP1  Molecule Info 
Pathway MAP
Down-regulation Expression TNF  Molecule Info 
Pathway MAP
Down-regulation Expression VCAM1  Molecule Info 
Pathway MAP
                    In-vivo Model The mice were anesthetized by sevoflurane inhalation, the left common carotid artery was exposed through a small midline incision in the neck and completely ligated near the carotid bifurcation.
                    Experimental
                    Result(s)		 Palmitoylethanolamide and Polydatin combination reduces inflammation and oxidative stress in vascular injury.
Target and Pathway
Target(s) Adrenergic receptor Alpha-2 (ADRA2)  Molecule Info  [1]
Cannabinoid receptor 2 (CB2)  Molecule Info  [3]
G-protein coupled receptor 55 (GPR55)  Molecule Info  [4]
Glucose-dependent insulinotropic receptor (GPR119)  Molecule Info  [5]
KEGG Pathway cAMP signaling pathway Click to Show/Hide
2 Insulin secretion
3 Neuroactive ligand-receptor interaction
Reactome Class A/1 (Rhodopsin-like receptors) Click to Show/Hide
2 G alpha (i) signalling events
WikiPathways Incretin Synthesis, Secretion, and Inactivation Click to Show/Hide
2 GPCR ligand binding
3 GPCR downstream signaling
4 GPCRs, Other
5 GPCRs, Class A Rhodopsin-like
6 Small Ligand GPCRs
References
Reference 1 Emerging drugs for attention-deficit/hyperactivity disorder. Expert Opin Emerg Drugs. 2007 Sep;12(3):423-34.
Reference 2 Palmitoylethanolamide and Polydatin combination reduces inflammation and oxidative stress in vascular injury. Pharmacol Res. 2017 Sep;123:83-92.
Reference 3 Posttraining activation of CB1 cannabinoid receptors in the CA1 region of the dorsal hippocampus impairs object recognition long-term memory. Neurobiol Learn Mem. 2008 Sep;90(2):374-81.
Reference 4 The orphan receptor GPR55 is a novel cannabinoid receptor. Br J Pharmacol. 2007 Dec;152(7):1092-101.
Reference 5 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Target id: 126).
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