Compound
N-hexadecanoylethanolamine
An N-(long-chain-acyl)ethanolamine that is the ethanolamide of palmitic (hexadecanoic) acid.
Definition from ChEBI (CHEBI:71464), read 2026-09-23. CC BY 4.0.
Structure
No three-dimensional record for this entry.
- Class
- Organic compound
- Formula
- C18H37NO2
- Mass
- 299.499 g/mol
- Charge
- 0
- InChIKey
- HXYVTAGFYLMHSO-UHFFFAOYSA-N
- SMILES
- CCCCCCCCCCCCCCCC(=O)NCCO
- Look it up
- ChEBIBy InChIKey
Identity from ChEBI. Not evidence.
What it touches on the way
Mechanistic reach
3 entities
3 entities reached.
What the reference databases state
Chemical structure
- N-hexadecanoylethanolamine has the functional parent hexadecanoic acidCompoundChEBI CHEBI:71464Inferred only
Statements
4 statements
4 statements · 2 reference databases · Subject: N-hexadecanoylethanolamine · Sources: Human-GEM, Rhea
- N-hexadecanoylethanolamine is a substrate of FAAHProteinRhea RHEA:45064Inferred only
- N-hexadecanoylethanolamine is a substrate of FAAH2ProteinRhea RHEA:45064Inferred only
- N-hexadecanoylethanolamine is a substrate of NAAAProteinHuman-GEM MAR20093Inferred only
- N-hexadecanoylethanolamine is a substrate of NAAAProteinRhea RHEA:45064Inferred only
Reactions
12 reactions
Reaction pageReversibleBalance undeterminableextracellular space
Human-GEM MAR10319CC BY 4.0Reference data
water+N-hexadecanoylethanolamineethanolamine+hexadecanoic acid
Catalysed by NAAA
Reaction pageLeft to rightBalancedEC 3.5.1.60, 3.5.1.99cytosol
Human-GEM MAR20093CC BY 4.0Reference data
N-hexadecanoylethanolamine+waterethanolamine+hexadecanoate
Catalysed by FAAH or NAAA or FAAH2
Reaction pageLeft to rightBalanced
Rhea RHEA:45064CC BY 4.0Reference data
N-hexadecanoyl-sn-glycero-3-phosphoethanolamine+waterN-hexadecanoylethanolamine+sn-glycerol 3-phosphate+hydron
Reaction pageLeft to rightBalanced
Rhea RHEA:45436CC BY 4.0Reference data
N-hexadecanoyl-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine+waterN-hexadecanoylethanolamine+1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphate+hydron
Catalysed by NAPEPLD
Reaction pageLeft to rightBalanced
Rhea RHEA:45540CC BY 4.0Reference data
N,1-dihexadecanoyl-sn-glycero-3-phosphoethanolamine+waterN-hexadecanoylethanolamine+1-hexadecanoyl-sn-glycero-3-phosphate+hydron
Reaction pageLeft to rightBalanced
Rhea RHEA:45592CC BY 4.0Reference data
N,1-dihexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphoethanolamine+waterCHEBI:72860+N-hexadecanoylethanolamine+hydron
Catalysed by NAPEPLD
Reaction pageLeft to rightBalanced
Rhea RHEA:45596CC BY 4.0Reference data
CHEBI:134072+water1,2-dihexadecanoyl-sn-glycero-3-phosphate+N-hexadecanoylethanolamine+hydron
Reaction pageDirection not assertedBalanced
Rhea RHEA:51408CC BY 4.0Reference data
N-hexadecanoyl-1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine+waterN-hexadecanoylethanolamine+1-(9Z-octadecenoyl)-sn-glycero-3-phosphate+hydron
Reaction pageLeft to rightBalanced
Rhea RHEA:53168CC BY 4.0Reference data
1-O-(1Z-octadecenyl)-sn-glycero-3-phospho-N-hexadecanoyl-ethanolamine+water1-O-(1Z-octadecenyl)-sn-glycero-3-phosphate+N-hexadecanoylethanolamine+hydron
Catalysed by GDPD3 or GDPD1 or GDE1
Reaction pageLeft to rightBalanced
Rhea RHEA:53184CC BY 4.0Reference data
1-O-(1Z-octadecenoyl)-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-N-hexadecanoyl-ethanolamine+water1-O-(1Z-octadecenoyl)-2-(9Z-octadecenoyl)-sn-glycero-3-phosphate+N-hexadecanoylethanolamine+hydron
Catalysed by NAPEPLD
Reaction pageLeft to rightBalanced
Rhea RHEA:56464CC BY 4.0Reference data
CHEBI:78085+waterN-hexadecanoylethanolamine+a 1,2-diacyl-sn-glycero-3-phosphate+hydron
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:56544CC BY 4.0Reference data
On the label
Labelled products
88 products
Source: NIH DSLD · Ingredient: N-hexadecanoylethanolamine · 88 products · Declared amount per serving: 25–1,200 mg (82 products)
82 labels state an amount6 do not
- AOR Advanced Orthomolecular Research AdvancedP.E.A. Endocannabinoid Support1,200 mgper 1 Capsule(s)DSLD:214860
- AOR Advanced Orthomolecular Research AdvancedP.E.A.k ReliefMicronized, Geniune Italian Source600 mgper 1 Capsule(s)DSLD:305919
- Blackstone LabsOrthobolic200 mgper 2 Capsule(s)DSLD:204987
- Carbon Fire213amount not statedper 1 Capsule(s)DSLD:288069
- CodeageGLP-Harmony Companion+300 mgper 2 Capsule(s)DSLD:333410
- CV SciencesCV Defense Immunityamount not statedper 2 Capsule(s)DSLD:241611
- Dragon PharmaVenom400 mgper 4.9 Gram(s)DSLD:273118
- Enzyme Science(PEA)+300 mgper 2 Capsule(s)DSLD:269774
- Enzyme Science(PEA)+300 mgper 2 Capsule(s)DSLD:334812
- Enzyme Science(PEA)+300 mgper 2 Capsule(s)DSLD:334813
- Gaspari NutritionDTN8200 mgper 1 Capsule(s)DSLD:291998
- Gaspari NutritionSuperPump Aggression Fruit Punch Fury300 mgper 18 Gram(s)DSLD:292006
Show the remaining 76
- Gaspari NutritionSuperPump Aggression Jersey Mobster Italian Ice300 mgper 18 Gram(s)DSLD:293702
- Gaspari NutritionSuperPump Aggression Mayhem Mango300 mgper 18 Gram(s)DSLD:293703
- Gaspari NutritionSuperPump Aggression Pre-Workout Lights Out Lemon300 mgper 18 Gram(s)DSLD:257774
- Genestra BrandsPEA GI SupportPalmitoylethanolamide (Alt. Name: PEA) Note: Micronized600 mgper 3 Capsule(s)DSLD:267731
- Genestra BrandsPEA Joint SupportPalmitoylethanolamide (Alt. Name: PEA) Note: Micronized600 mgper 2 Capsule(s)DSLD:267739
- Genestra BrandsPEA Neuro Supportmicronized600 mgper 3 Capsule(s)DSLD:291744
- GNCTriple Strength Fish Oil plus SambucusPalmitoylethanolamide315 mgper 2 Softgel Capsule(s)DSLD:259813
- GNC AMP Advanced Muscle PerformanceAnabolic Primer & Healthy Inflammatory Response Support100 mgper 1 Capsule(s)DSLD:229821
- GNC AMP Advanced Muscle PerformanceTestofen & Healthy Inflammatory Response100 mgper 1 Green Filled Capsule(s)DSLD:313075
- GNC AMP Advanced Muscle PerformanceTestofen & Healthy Inflammatory Response100 mgper 1 Green Filled Capsule(s)DSLD:317609
- GNC Herbal PlusTurmeric Sport25 mgper 1 Capsule(s)DSLD:243134
- GNC Herbal PlusTurmeric Sport50 mgper 2 Capsule(s)DSLD:74547
- GNC Mega MenHigh Potency Omega-325 mgper 1 Softgel(s)DSLD:228060
- GNC Mega MenHigh Potency Omega-325 mgper 1 Softgel Capsule(s)DSLD:304637
- GNC Mega MenHigh Potency Omega-325 mgper 1 Softgel Capsule(s)DSLD:69537
- GNC Mega MenHigh Potency Omega-325 mgper 1 Softgel Capsule(s)DSLD:79150
- GNC Mega MenMuscle Recovery & Support50 mgper 1 White Caplet(s)DSLD:315849
- GNC Mega MenSport Chocolate75 mgper 39 Gram(s)DSLD:70021
- GNC Mega MenSport Vanilla75 mgper 39 Gram(s)DSLD:70034
- GNC Pro Performance AMPAnabolic Primer & Anti-Inflammatory Support100 mgper 1 Green Filled Capsule(s)DSLD:67311
- GNC Women's Ultra MegaActive Chocolate50 mgper 39 Gram(s)DSLD:63367
- GNC Women's Ultra MegaActive Vanilla50 mgper 39 Gram(s)DSLD:69734
- GNC Women's Ultra Mega ActiveUltra Stress Protection & Circulatory Support75 mgper 1 Capsule(s)DSLD:79190
- Harvest NaturalsOsteoPoint400 mgper 5 Capsule(s)DSLD:321621
- Harvest NaturalsPalmitoylethanolamide (PEA) 400 mg400 mgper 1 Capsule(s)DSLD:287085
- Harvest NaturalsPEA400 mgper 400 Milligram(s)DSLD:321622
- Harvest NaturalsPEA400 mgper 400 Milligram(s)DSLD:321623
- Harvest NaturalsPEA 400 mg400 mgper 1 Capsule(s)DSLD:321624
- Harvest NaturalsPEA 400 mg400 mgper 1 Capsule(s)DSLD:321625
- Harvest NaturalsPEA 400 mg400 mgper 1 Capsule(s)DSLD:321626
- Lake Avenue NutritionPEA (Palmitoylethanolamide)600 mgper 2 Capsule(s)DSLD:272609
- Lake Avenue NutritionPEA (Palmitoylethanolamide)600 mgper 2 Capsule(s)DSLD:274422
- Lake Avenue NutritionPEA (Palmitoylethanolamide)600 mgper 2 Capsule(s)DSLD:299367
- Lake Avenue NutritionPEA (Palmitoylethanolamide)600 mgper 2 Capsule(s)DSLD:299369
- Lake Avenue NutritionPEA (Palmitoylethanolamide) & Glucosamine Sulfate600 mgper 2 Veggie Capsule(s)DSLD:272594
- Lake Avenue NutritionPEA (Palmitoylethanolamide) 600 mg600 mgper 2 Veggie Capsule(s)DSLD:274423
- Lake Avenue NutritionPEA & Glucosamine Sulfate600 mgper 2 Capsule(s)DSLD:299368
- Lake Avenue NutritionPEA with PQQ600 mgper 2 Veggie Capsule(s)DSLD:272612
- Lake Avenue NutritionPEA with PQQ600 mgper 2 Veggie Capsule(s)DSLD:274424
- Lake Avenue NutritionPEA with PQQ600 mgper 2 Capsule(s)DSLD:299370
- Life ExtensionAM600 mgper 1 AM Vegetarian TabletsDSLD:328401
- Life ExtensionDiscomfort Relief Berry Flavor600 mgper 1 Chewable Tablet(s)DSLD:328415
- Life ExtensionPEA Discomfort Relief600 mgper 1 Tablet(s)DSLD:232808
- Life ExtensionPM600 mgper 1 PM Vegetarian Tablet(s)DSLD:328402
- MetagenicsHemp Advantage Plus600 mgper 1 Softgel(s)DSLD:216463
- MetagenicsHemp Advantage Plus300 mgper 1 Softgel(s)DSLD:216463
- MetagenicsHemp Advantage Plus600 mgper 1 Softgel(s)DSLD:216466
- MetagenicsHemp Advantage Plus300 mgper 1 Softgel(s)DSLD:216466
- MiricaPalmitoylethanolamide and Luteolin630 mgper 1 Capsule(s)DSLD:270032
- Moss NutritionPEA Luteolin SelectPalmitoylethanolamide300 mgper 1 Capsule(s)DSLD:334946
- Natrium HealthImmune Defense200 mgper 2 Capsule(s)DSLD:233385
- Natural FactorsPEA400Safflower Oil400 mgper 1 Capsule(s)DSLD:247505
- NBX WellnessSoothe Support Pro350 mgper 1 Capsule(s)DSLD:327705
- Neurohacker CollectiveQualia Immune300 mgper 4 Vegetarian Capsule(s)DSLD:239626
- NFHPain Relief SAPmicronized600 mgper 2 Capsule(s)DSLD:273599
- Nootropics DepotPalmitoylethanolamide400 mgper 0.4 Gram(s)DSLD:232453
- Nootropics DepotPalmitoylethanolamide Capsules400 mgper 1 Capsule(s)DSLD:232455
- Nootropics DepotPalmitoylethanolamide Capsules400 mgper 1 Capsule(s)DSLD:285856
- NS NeuroScienceEndoBlend Virgin Hemp Oil Spiced Chaiamount not statedper 15 mLDSLD:244033
- NS NeuroScienceEndoBlend Virgin Hemp Oil Warmed Citrusamount not statedper 15 mLDSLD:244035
- Ormus MineralsNatural Brain Mood Boosteramount not statedper 2 Capsule(s)DSLD:269151
- Pure NootropicsPEA400 mgper 1 Capsule(s)DSLD:316600
- RapidCBDEase Caps 25 mg CBDamount not statedper 1 Capsule(s)DSLD:276156
- Renue By ScienceDefenderliposomal75 mgper 2 Vegetarian Capsule(s)DSLD:319002
- Renue By ScienceLipo P.E.A.250 mgper 1 Vegetarian Capsule(s)DSLD:318996
- Return HealthyPhospholipid Synergy150 mgper 4.5 Gram(s)DSLD:313318
- Stonehenge HealthDynamic Nerve100 mgper 3 Capsule(s)DSLD:334737
- SuperSmartP-E-A 1200 mg1,200 mgper 3 Vegetarian Capsule(s)DSLD:267048
- SuperSmartP-E-A 1200 mgPalmitoylethanolamide1,200 mgper 3 Vegetarian Capsule(s)DSLD:332719
- Tomorrow's Nutrition ProSunBalance800 mgper 3 Capsule(s)DSLD:336302
- Williams NutritionBeneflex AR300 mgper 2 Vegetarian Capsule(s)DSLD:256822
- Williams NutritionBeneflex AR300 mgper 2 Vegetarian Capsule(s)DSLD:259250
- X Gold HealthPEA99% Palmitoylethanolamide HPCL630 mgper 2 Veggie Capsule(s)DSLD:317159
- X Gold HealthPEA 600 mg Turmeric 1000 mg99% Palmitoylethanolamide HPCL600 mgper 2 Veggie Capsule(s)DSLD:310943
- XtendlifeAch-Eze333 mgper 1 Capsule(s)DSLD:318010
- ZenMen Man's Natural PantryPEA (Palmitoylethanolamide) Discomfort Relief600 mgper 2 Capsule(s)DSLD:299112
Label record: NIH Office of Dietary Supplements · CC0
Other names
18 names
Resolves to: N-hexadecanoylethanolamine
- Also called
- Anandamide (16:0)hexadecanoyl ethanolamideHydroxyethylpalmitamideMonoethanolamine palmitic acid amideN-(2-Hydroxyethyl)palmitamideN-hexadecanoyl-ethanolamineN-palmitoyl ethanolamineN-palmitoylethanolamineNAE (16:0)NAE 16:0palmidrolPalmitamide MEAPalmitic acid monoethanolamidePalmitoyl ethanolamidePalmitoyl-EAPalmitoylethanolamidePEA
- Systematic name
- N-(2-hydroxyethyl)hexadecanamide