DC Chemicals Limited
China
Product Name: Anandamide
Price: $Inquiry/100mg $Inquiry/250mg $Inquiry/500mg
Purity: 98.0%
Stocking Period: 3 Day
Contact: Tony Cao

Henan Tianfu Chemical Co., Ltd.
China
Product Name: Anandamide
Price: $Inquiry/1kg $Inquiry/25kg $Inquiry/1000kg $Inquiry/10ton
Purity: 99.0%
Stocking Period: Inquiry
Contact: Anson

94421-68-8

94421-68-8 structure

Name: Anandamide
Chemical Name: anandamide
CAS Number: 94421-68-8
Molecular Formula: C₂₂H₃₇NO₂
Molecular Weight: 347.535
Catalog: analytical chemistry food safety Fatty acid, fatty acid methyl ester
Create Date: 2018-08-10 19:17:32
Modify Date: 2024-01-02 10:46:08
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).

Name	anandamide
Synonyms	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

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).
Related Catalog	Signaling Pathways >> GPCR/G Protein >> Cannabinoid Receptor Signaling Pathways >> GPCR/G Protein >> GPR55 Research Areas >> Inflammation/Immunology Natural Products >> Others
Target	CB1 Receptor CB2 Receptor GPR18/GPR55 Human Endogenous Metabolite
In Vitro	Anandamide, acting via CB2 receptors, alleviates lipopolysaccharide (LPS)-induced neuroinflammation in rat primary microglial cultures. The endocannabinoid system modulates both neuronal and immune functions through two protein-coupled cannabinoid receptors (CB1 and CB2), although endocannabinoids, especially Anandamide (AEA), can activate numerous other receptors like PPARS, TRPV1, and GPR18/GPR55[1].
In Vivo	Anandamide is an endocannabinoid binding both CB1R and CB2R. To evaluate the impact of CBR activation on whole-body glucose homeostasis, glucose tolerance is assessed after a single intraperitoneal Anandamide injection (10 mg/kg). The increase in glycemia in response to glucose ingestion is considerably smaller in mice treated with Anandamide compared with control, and this is associated with an improvement of glucose tolerance as illustrated by the AUC0-2h calculations[2].
Animal Admin	Mice[2] Eleven-week-old C57BL/6J male mice and global CB1R-/- mice are housed individually on a 12/12-h light/dark schedule at 22-23°C with ad libitum access to water and food. A group of mice is subject to a high-fat diet (30% lard). After 16 weeks of diet, animals with a weight gain less than +10 g compared with controls are excluded from the study. Diet-induced obesity (DIO) mice (39.1±1.1 vs. 27.3±0.9 g, DIO vs. control) are glucose intolerant and insulin resistant. On the day of each experiment, food is removed from the cages for 6 h (from 8:00 A.M. to 2:00 P.M.). Anandamide is administered intraperitoneally at 10 mg/kg. In control experiments, animals are injected with vehicle (4% DMSO/1% Tween 80)[2].
References	[1]. Malek N, et al. Anandamide, Acting via CB2 Receptors, Alleviates LPS-Induced Neuroinflammation in Rat Primary Microglial Cultures. Neural Plast. 2015;2015:130639. [2]. Troy-Fioramonti S, et al. Acute activation of cannabinoid receptors by Anandamide reduces gastrointestinal motility and improves postprandial glycemia in mice. Diabetes. 2015 Mar;64(3):808-18.

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

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

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

506-32-1

141-43-5

~85%

94421-68-8

Literature: Ottria, Roberta; Casati, Silvana; Ciuffreda, Pierangela Chemistry and Physics of Lipids, 2012 , vol. 165, # 7 p. 705 - 711

2566-89-4

141-43-5

~71%

94421-68-8

Literature: Ferreri, Carla; Anagnostopoulos, Dimitris; Lykakis, Ioannis N.; Chatgilialoglu, Chryssostomos; Siafaka-Kapadai, Athanassia Bioorganic and Medicinal Chemistry, 2008 , vol. 16, # 18 p. 8359 - 8365

506-32-1

141-43-5

543-27-1

94421-68-8

Literature: US5925678 A1, ;

141-43-5

57303-04-5

~91%

94421-68-8

Literature: Adams, Irma B.; Ryan, William; Singer, Michael; Razdan, Raj K.; Compton, David R.; Martin, Billy R. Life Sciences, 1995 , vol. 56, # 23-24 p. 2041 - 2048

506-32-1

94421-68-8

Literature: Biochemical Pharmacology, , vol. 69, # 8 p. 1187 - 1193

141-43-5

69205-93-2

94421-68-8

Literature: wyffels, Leonie; De Bruyne, Sylvie; Blanckaert, Peter; Lambert, Didier M.; De Vos, Filip Bioorganic and Medicinal Chemistry, 2009 , vol. 17, # 1 p. 49 - 56

506-32-1

2002-24-6

94421-68-8

Literature: Biochemical Pharmacology, , vol. 53, # 3 p. 255 - 260

Precursor 7
506-32-1 141-43-5 2566-89-4 543-27-1
57303-04-5 69205-93-2 2002-24-6
DownStream 0

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%

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