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Anandamide

Anandamide structure

CAS No:
94421-68-8
Formula:
C22H37NO2
Chemical Name:
Anandamide
Synonyms:
5,8,11,14-Eicosatetraenamide,N-(2-hydroxyethyl)-,(5Z,8Z,11Z,14Z)-;5,8,11,14-Eicosatetraenamide,N-(2-hydroxyethyl)-,(all-Z)-;(5Z,8Z,11Z,14Z)-N-(2-Hydroxyethyl)-5,8,11,14-eicosatetraenamide;Anandamide;Arachidonylethanolamide;N-(2-Hydroxyethyl)arachidonamide;N-(2-Hydroxyethyl)arachidonylamide;N-Arachidonylethanolamine;N-Arachidonoylethanolamide;N-Arachidonylethanolamide;N-Arachidonoylethanolamine;Arachidonoyl ethanolamide
Categories:
Analytical Chemistry > Food Safety

Description

Anandamide is an immune modulator in the central nervous system acts via not only cannabinoid receptors (CB1 and CB2) but also other targets (e.g., GPR18/GPR55).

Solid

Anandamide is an N-(polyunsaturated fatty acyl)ethanolamine resulting from the formal condensation of carboxy group of arachidonic acid with amino group of ethanolamine. It has a role as a neurotransmitter, a vasodilator agent and a human blood serum metabolite. It is a N-(long-chain-acyl)ethanolamine, an endocannabinoid, a N-(polyunsaturated fatty acyl)ethanolamine and a N-acylethanolamine 20:4. It derives from an arachidonic acid.

Anandamide Basic Attributes

Molecular Weight：

347.53

Exact Mass：

347.53

EC Number：

200-578-6

UNII：

UR5G69TJKH

HScode：

2924199090

Characteristics

PSA：

49.3

XLogP3：

5.66

Appearance：

light yellow oil

Density：

0.9±0.1 g/cm3

Boiling Point：

522.3±50.0 °C at 760 mmHg

Flash Point：

14 °C

Refractive Index：

1.504

Water Solubility：

ethanol: soluble

Storage Conditions：

−20°C

Collision Cross Section：

191.63 Å² [M+H]+ [CCS Type: TIMS, Method: single field calibrated]

Safety Information

Transport codes：

UN11703/PG2

wgk germany：

hazard class code：

safety instructions：

24/25-16-7

RTECS Number：

JX3842500

Marks：

Drug Information

MeSH：

Compounds that interact with and stimulate the activity of CANNABINOID RECEPTORS. (See all compounds classified as Cannabinoid Receptor Agonists.)|A class of drugs that act by selective inhibition of calcium influx through cellular membranes. (See all compounds classified as Calcium Channel Blockers.)

MeSH Entry Terms：

5,8,11,14-eicosatetraenamide, N-(2-hydroxyethyl)-

Anandamide Use and Manufacturing

Use Classification：

Fatty Acyls [FA] -> Fatty amides [FA08] -> N-acyl ethanolamines (endocannabinoids) [FA0804]

Computed Properties

Molecular Weight:347.5
XLogP3:5.4
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:16
Exact Mass:347.282429423
Monoisotopic Mass:347.282429423
Topological Polar Surface Area:49.3
Heavy Atom Count:25
Complexity:408
Defined Bond Stereocenter Count:4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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