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ANANDAMIDE

Product Name
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
Formula Weight
347.53
MOL File
94421-68-8.mol
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ANANDAMIDE Property

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
form 
oil
pka
14.48±0.10(Predicted)
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.
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Safety

Hazard Codes 
F
Risk Statements 
11
Safety Statements 
24/25-16-7
RIDADR 
UN 1170 3/PG 2
WGK Germany 
3
RTECS 
JX3842500
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H314Causes severe skin burns and eye damage

Precautionary statements

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P330+P331IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P310Immediately call a POISON CENTER or doctor/physician.

P363Wash contaminated clothing before reuse.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
A0580
Product name
Arachidonylethanolamide
Purity
≥97.0% (TLC), oil
Packaging
5mg
Price
$117
Updated
2024/03/01
Sigma-Aldrich
Product number
A0580
Product name
Arachidonylethanolamide
Purity
≥97.0% (TLC), oil
Packaging
25mg
Price
$466
Updated
2024/03/01
Cayman Chemical
Product number
90050
Product name
Arachidonoyl Ethanolamide
Purity
≥98%
Packaging
5mg
Price
$40
Updated
2024/03/01
Cayman Chemical
Product number
90050
Product name
Arachidonoyl Ethanolamide
Purity
≥98%
Packaging
10mg
Price
$76
Updated
2024/03/01
Cayman Chemical
Product number
90050
Product name
Arachidonoyl Ethanolamide
Purity
≥98%
Packaging
50mg
Price
$296
Updated
2024/03/01
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ANANDAMIDE Chemical Properties,Usage,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

ANANDAMIDE Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from ANANDAMIDE manufacturers

Wuhan Boyuan Import & Export Co., LTD
Product
Anandamide
Price
US $32.00-20.00/kg
Min. Order
1kg
Purity
99.50%
Supply Ability
20tons
Release date
2023-07-05
Hebei Kingfiner Technology Development Co.Ltd
Product
ANANDAMIDE AEA 94421-68-8
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
50000kg
Release date
2023-11-14
Henan Bao Enluo International TradeCo.，LTD
Product
Arachidonylethanolamide 94421-68-8
Price
US $1.00/kg
Min. Order
1kg
Purity
99.99%
Supply Ability
50000tons
Release date
2023-05-17

94421-68-8, ANANDAMIDERelated Search:

ANANDAMIDE ANANDAMIDE Arachidonic acid N-(1-OXO-5Z,8Z,11Z,14Z-EICOSATETRAENYL)-L-ALANINE S-1 METHANANDAMIDE ANANDAMIDE, [ETHANOLAMINE 1-3H] ANANDAMIDE-D8 ANANDAMIDE, [ARACHIDONYL-1-14C] ANANDAMIDE PHOSPHATE R(+)-ARACHIDONYL-1'-HYDROXY-2'-PROPYLAMIDE S-2 METHANANDAMIDE CAY10455 NAGLY ARA-S ANANDAMIDE [ARACHIDONYL-5,6,8,9,11,12,14,15-3H],[3H]-Anandamide ARACHIDONYL TRIFLUOROMETHYL KETONE INHIB ITS ANANDAMIDE H ANANDAMIDE, 2'-FLUORO,2'-FLUORO ANANDAMIDE ANANDAMIDE

  • 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
  • ARACHIDONOYL ETHANOLAMIDE
  • ARACHIDONYLETHANOLAMIDE
  • ARACHIDONIC ACID N-[HYDROXYETHYL]AMIDE
  • 5,8,11,14(Z,Z,Z,Z)-EICOSATETRAENOYL 2'-HYDROXYETHYL-AMIDE
  • AEA
  • ANANDAMIDE
  • N-(2-HYDROXYETHYL)-5Z,8Z,11Z,14Z-EICOSATETRAENAMIDE
  • N-ARACHIDONOYLETHANOLAMINE
  • Anandamide(inTocrisolveTM100)
  • (5Z,8Z,11Z,14Z)-N-(2-hydroxyethyl)icosa-5,8,11,14-tetraenamide
  • 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
  • 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