Anandamide
Names
[ CAS No. ]:
94421-68-8
[ Name ]:
Anandamide
[Synonym ]:
arachidonic acid ethanolamide
MFCD00153766
(5Z,8Z,11Z,14Z)-N-(2-Hydroxyethyl)-5,8,11,14-icosatetraenamide
N-arachidonoylethanolamide
5,8,11,14-Eicosatetraenamide, N-(2-hydroxyethyl)-, (5Z,8Z,11Z,14Z)-
N-arachidonoylethanolamine
arachidonylethanolamide
5,8,11,14-Eicosatetraenoylethanolamide
N-Arachidonoyl-2-hydroxyethylamide
N-arachidonoyl ethanolamine
arachidonoylethanolamide
Arachidonoyl-EA
(5Z,8Z,11Z,14Z)-N-(2-Hydroxyethyl)icosa-5,8,11,14-tetraenamide
Biological Activity
[Description]:
[Related Catalog]:
[Target]
CB1 Receptor
CB2 Receptor
GPR18/GPR55
Human Endogenous Metabolite
[In Vitro]
[In Vivo]
[Animal admin]
[References]
[Related Small Molecules]
Chemical & Physical Properties
[ Density]:
0.9±0.1 g/cm3
[ Boiling Point ]:
522.3±50.0 °C at 760 mmHg
[ Molecular Formula ]:
C22H37NO2
[ Molecular Weight ]:
347.535
[ Flash Point ]:
269.7±30.1 °C
[ Exact Mass ]:
347.282440
[ PSA ]:
49.33000
[ LogP ]:
5.66
[ Vapour Pressure ]:
0.0±3.1 mmHg at 25°C
[ Index of Refraction ]:
1.504
[ Storage condition ]:
−20°C
[ Water Solubility ]:
ethanol: soluble
MSDS
Toxicological Information
CHEMICAL IDENTIFICATION
- RTECS NUMBER :
- JX3842500
- CHEMICAL NAME :
- 5,8,11,14-Eicosatetraenamide, N-(2-hydroxyethyl)-, (all-Z)-
- CAS REGISTRY NUMBER :
- 94421-68-8
- LAST UPDATED :
- 199806
- DATA ITEMS CITED :
- 2
- MOLECULAR FORMULA :
- C22-H37-N-O2
- MOLECULAR WEIGHT :
- 347.60
HEALTH HAZARD DATA
ACUTE TOXICITY DATA
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Intraperitoneal
- DOSE :
- 140 ug/kg
- SEX/DURATION :
- female 15-21 day(s) after conception
- TOXIC EFFECTS :
- Reproductive - Maternal Effects - parturition Reproductive - Maternal Effects - other effects Reproductive - Effects on Newborn - stillbirth
- REFERENCE :
- NLETDU Neuroendocrinology Letters. (Brain Research Promotion, D-7400, Tubingen, Germany) V.1- 1979- Volume(issue)/page/year: 17,271,1995
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Subcutaneous
- DOSE :
- 100 mg/kg
- SEX/DURATION :
- female 14-18 day(s) after conception
- TOXIC EFFECTS :
- Reproductive - Effects on Newborn - behavioral Reproductive - Effects on Newborn - other postnatal measures or effects
- REFERENCE :
- PSYCDE Psychoneuroendocrinology. (Elsevier Science, 660 White Plains Road Tarrytown, NY 10591) V.1- 1975- Volume(issue)/page/year: 21,157,1996
Safety Information
[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
[ Hazard Codes ]:
F: Flammable;
[ Risk Phrases ]:
R11
[ Safety Phrases ]:
24/25-16-7
[ RIDADR ]:
UN 1170 3
[ WGK Germany ]:
3
[ RTECS ]:
JX3842500
[ HS Code ]:
2924199090
Synthetic Route
Precursor & DownStream
Precursor
DownStream
Customs
[ HS Code ]: 2924199090
[ Summary ]:
2924199090. other acyclic amides (including acyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%
Articles
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Paradoxically, morbid obesity was suggested to protect from cardiovascular co-morbidities as compared to overweight/obese patients. We hypothesise that this paradox could be inferred to modulation of ...
On the effects of CP 55-940 and other cannabinoid receptor agonists in C6 and U373 cell lines.Toxicol. In Vitro 29 , 1941-51, (2015)
Cannabinoid receptor (CBs) agonists affect the growth of tumor cells via activation of deadly cascades. The spectrum of action of these agents and the precise role of the endocannabinoid system (ECS) ...
Endocannabinoids regulate the activity of astrocytic hemichannels and the microglial response against an injury: In vivo studies.Neurobiol. Dis. 79 , 41-50, (2015)
Anandamide (AEA) is an endocannabinoid (EC) that modulates multiple functions in the CNS and that is released in areas of injury, exerting putative neuroprotective actions. In the present study, we ha...