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ANANDAMIDE

CAS No.
94421-68-8
Chemical Name:
ANANDAMIDE
Synonyms
AEA;ARACHIDONOYL ETHANOLAMIDE;N-ARACHIDONOYLETHANOLAMINE;ARACHIDONYLETHANOLAMIDE;(5Z,8Z,11Z,14Z)-N-(2-hydroxyethyl)icosa-5,8,11,14-tetraenamide;8Z;ANANDAMIDE;14-tetraenamide;ANANDAMIDE AEA?;anandamide(20.4,n-6)
CBNumber:
CB7168648
Molecular Formula:
C22H37NO2
Molecular Weight:
347.53
MDL Number:
MFCD00153766
MOL File:
94421-68-8.mol
MSDS File:
SDS
Last updated:2023-11-14 17:13:14

ANANDAMIDE Properties

Boiling point 522.3±50.0 °C(Predicted)
Density 0.92 g/mL at 25 °C (lit.)
Flash point 14 °C
storage temp. -20°C
solubility ethanol: soluble
pka 14.48±0.10(Predicted)
form oil
color light yellow
Water Solubility 413ug/L(25 ºC)
Stability Stable for 1 year from date of purchase as supplied. Subject to oxidation – protect from air. Solutions in degassed DMSO or ethanol may be stored under nitrogen or argon at -80°C for up to 1 month.
EWG's Food Scores 1
FDA UNII UR5G69TJKH

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS05
Signal word  Warning
Hazard statements  H314
Precautionary statements  P264b-P271-P280-P301+P330+P331-P304+P340-P305+P351+P338-P310-P363-P403+P233-P501c
Hazard Codes  F
Risk Statements  11
Safety Statements  24/25-16-7
RIDADR  UN 1170 3/PG 2
WGK Germany  3
RTECS  JX3842500

ANANDAMIDE price More Price(13)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich A0580 Arachidonylethanolamide ≥97.0% (TLC), oil 94421-68-8 5mg $117 2024-03-01 Buy
Sigma-Aldrich A0580 Arachidonylethanolamide ≥97.0% (TLC), oil 94421-68-8 25mg $466 2024-03-01 Buy
Cayman Chemical 90050 Arachidonoyl Ethanolamide ≥98% 94421-68-8 5mg $40 2024-03-01 Buy
Cayman Chemical 90050 Arachidonoyl Ethanolamide ≥98% 94421-68-8 10mg $76 2024-03-01 Buy
Cayman Chemical 90050 Arachidonoyl Ethanolamide ≥98% 94421-68-8 50mg $296 2024-03-01 Buy
Product number Packaging Price Buy
A0580 5mg $117 Buy
A0580 25mg $466 Buy
90050 5mg $40 Buy
90050 10mg $76 Buy
90050 50mg $296 Buy

ANANDAMIDE Chemical Properties,Uses,Production

Description

Anandamide (94421-68-8) is an endogenous cannabinoid receptor agonist.1-3?Ki=89 nM for CB1?and 371 nM for CB2?receptors.

Uses

Anandamide is an endogenous cannabinoid and TRPV1 receptor agonist. Findings suggest that endocannabinoids such as anandamide may help cause runner’s high, the feeling of euphoria, reduced anxiety and lessened ability to feel pain associated with exercise.

Definition

ChEBI: An N-(polyunsaturated fatty acyl)ethanolamine resulting from the formal condensation of carboxy group of arachidonic acid with amino group of ethanolamine.

Hazard

A reproductive hazard.

Biological Activity

Endogenous cannabinoid and vanilloid receptor agonist, in water-soluble emulsion (for details see TocrisolveTM 100). K i values are 89 and 371 nM for CB 1 and CB 2 receptors respectively; EC 50 values are 18, 31 and 27 nM at GPR55, CB 1 and CB 2 respectively; pK i = 5.68 for rVR1. Also blocks TNF- α -induced NF-kB activation via direct inhibition of IKK. Also available as the pure oil dissolved in ethanol (N-(2-Hydroxyethyl)-5Z,8Z,11Z,14Z-eicosatetraenamide ).

Biochem/physiol Actions

An arachidonic acid derivative that is an endogenous ligand for the CB cannabinoid receptor and for the VR1 vanilloid receptor. Inhibits calcium currents in neuroblastomas and neurons. Activates the MAP kinase signaling pathway. Inhibits proliferation and induces apoptosis of lymphocytes and human breast cancer cells.

Enzyme inhibitor

This lipid neurotransmitter and endocannabinoid receptor ligand (FW = 347.54 g/mol; CAS 94421-68-8), also known as arachidonylethanolamide, inhibits calcium ion currents and activates the MAP kinase signaling pathway. Anandamide is a naturally occurring effector of central and peripheral nervous systems, as mediated by CB1 and CB2 cannabinoid receptors, respectively. (These receptors were originally characterized as binding Δ9 -tetrahydrocannabinol, or THC, marijuana’s major psychoactive ingredient.) Anandamide, 2-arachidonoylglycerol, and congeners (N- oleoylethanolamide and N-palmitoylethanolamide) are lipophilic signalling molecules with multiple physiological roles in learning and memory, neuroinflammation, oxidative stress, neuroprotection and neurogenesis. Anandamide likewise plays a role in regulating uterine implantation of the early-stage embryo (blastocyst). Anandamide synthesis occurs from N- acetylphosphatidylethanolamine by multiple pathways that include phospholipase A2, phospholipase C, and NAPE-hydrolyzing phospholipase D (or NAPE-PLD). Target(s): adenylate cyclase; Na + channels; a7-nicotinic acetylcholine receptor; 5 HT3 receptors; Ca 2+ channels; K+ channels, voltage-gated; acylglycerol lipase, or monoacylglycerol lipase.

storage

Store at -20°C

References

1) Devane?et al. (1992),?Isolation and structure of a brain constituent that binds to the cannabinoid receptor; Science,258?1946 2) Devane?et al. (1994),?New dawn of cannabinoid pharmacology; Trends Pharmacol.Sci.,?15?40 3) Hillard?et al. (1997),?Biochemistry and pharmacology of arachidonoylethanolamide, a putative endogenous cannabinoid; J. Lipid Res.,?38?2383

506-32-1
141-43-5
94421-68-8
Synthesis of ANANDAMIDE from Arachidonic acid and Monoethanolamine

ANANDAMIDE Preparation Products And Raw materials

Global( 79)Suppliers
Supplier Tel Email Country ProdList Advantage
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 19892 58
Shanghai UCHEM Inc.
+862156762820 +86-13564624040 sales@myuchem.com China 6710 58
Zhejiang J&C Biological Technology Co.,Limited
+1-2135480471 +1-2135480471 sales@sarms4muscle.com China 10523 58
Hong Kong Tiansheng New Material Trading Co., Ltd
+8617320695765 zxx@hktiansheng.com China 981 58
Hefei TNJ Chemical Industry Co.,Ltd.
0551-65418684 +8618949823763 sales@tnjchem.com China 25363 58
Hebei baicao biology science and technology co., ltd
+86-19131911055 +8617824879454 zhang@hbbocao.com China 1035 58
Hebei Linwo New Material Technology Co., LTD
+8618134091113 sales5@hblwxcl.com China 991 58
Hebei Miaoyin Technology Co.,Ltd
+86-17367732028 +86-17367732028 kathy@hbyinsheng.com China 3582 58
Shaanxi LonierHerb Bio Technology Co Ltd
+86-86-+86-86-029-87551862 +8617702909819 sales006@ingredients-lonier.com China 2596 58
Henan Bao Enluo International TradeCo.,LTD
+86-17331933971 +86-17331933971 deasea125996@gmail.com China 2503 58

View Lastest Price from ANANDAMIDE manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Anandamide  pictures 2024-01-08 Anandamide
US $32.00-20.00 / kg 1kg 99.50% 20tons Wuhan Boyuan Import & Export Co., LTD
ANANDAMIDE AEA pictures 2023-11-14 ANANDAMIDE AEA
94421-68-8
US $0.00-0.00 / kg 1kg 99% 50000kg Hebei Yibangte Import and Export Co. , Ltd.
ANANDAMIDE pictures 2023-07-31 ANANDAMIDE
94421-68-8
US $15.00 / kg 10kg 99% 20tons Hebei Linwo New Material Technology Co., LTD
  • Anandamide  pictures
  • Anandamide
  • US $32.00-20.00 / kg
  • 99.50%
  • Wuhan Boyuan Import & Export Co., LTD
  • ANANDAMIDE AEA pictures
  • ANANDAMIDE AEA
    94421-68-8
  • US $0.00-0.00 / kg
  • 99%
  • Hebei Yibangte Import and Export Co. , Ltd.
  • ANANDAMIDE pictures
  • ANANDAMIDE
    94421-68-8
  • US $15.00 / kg
  • 99%
  • Hebei Linwo New Material Technology Co., LTD
Arachidonylethanolamide,AEA, Anandamide, Arachidonic acid N-(hydroxyethyl)amide Anandamide (in Tocrisolve 100) Arachidonoyl Ethanolamide Lipid Maps MS Standard (5Z,8Z,11Z,14Z)-N-(2-Hydroxyethyl)-5,8,11,14-eicosatetraenamide ARACHIDONYLETHANOLAMIDE, >=97.0% (TL 11,14-eicosatetraenamide(all-z)-n-(2-hydroxyethyl)-8 14-eicosatetraenamide,n-(2-hydroxyethyl)-(all-z)-11 5,8,11,14-eicosatetraenoylethanolamide anandamide(20.4,n-6) n-(2-hydroxyethyl)anachidonamide n-arachidonoyl-2-hydroxyethylamide ARACHIDONIC ACID N-[HYDROXYETHYL]AMIDE 5,8,11,14(Z,Z,Z,Z)-EICOSATETRAENOYL 2'-HYDROXYETHYL-AMIDE ANANDAMIDE N-(2-HYDROXYETHYL)-5Z,8Z,11Z,14Z-EICOSATETRAENAMIDE Anandamide(inTocrisolveTM100) AEA, Anandamide, Arachidonic acid N-(hydroxyethyl)amide 5,8,11,14-Eicosatetraenamide, N-(2-hydroxyethyl)-, (5Z,8Z,11Z,14Z)- 5,8,11,14-Eicosatetraenamide, N-(2-hydroxyethyl)-, (all-Z)- N-(2-Hydroxyethyl)-5,8,11,14-eicosatetraenamide (all-Z)- Arachidonoyl Ethanolamide (in ethanol) Arachidonoyl Ethanolamide MaxSpecStandard ANANDAMIDE/AEA Powder Anandamide CAS 94421 68 8 (5Z,8Z,11Z,14Z)-N-(2-hydroxyethyl)icosa-5,8,11,14-tetraenami... 14-tetraenamide 14Z)-N-(2-Hydroxyethyl)icosa-5 8Z ARACHIDONOYL ETHANOLAMIDE ARACHIDONYLETHANOLAMIDE AEA N-ARACHIDONOYLETHANOLAMINE (5Z,8Z,11Z,14Z)-N-(2-hydroxyethyl)icosa-5,8,11,14-tetraenamide Transient receptor potential channels,Inhibitor,inhibit,Alzheimer’s disease,Candida albicans,Anandamide,anti-fungal,anti-adhesive,cervical epithelial cells,Endogenous Metabolite,G protein-coupled receptor 55,Streptozotocin,hVSMC,HeLa cells,GPR55,TRP Channel,Cannabinoid Receptor,endocannabinoid,Peroxisome proliferator-activated receptors,Fungal,PPAR,Tau Protein ANANDAMIDE AEA? 94421-68-8 C22H37NO2 Unsaturated fatty acids and derivatives Polyunsaturated Lipids Fatty Acids Fatty acid amides BioChemical Biochemicals and Reagents Cannabinoid receptor Cannabinoid