ChemicalBook--->CAS DataBase List--->22972-55-0

22972-55-0

22972-55-0 Structure

22972-55-0 Structure
IdentificationBack Directory
[Name]

4-[(1R,6R)-3-METHYL-6-(1-METHYLETHENYL)-2-CYCLOHEXEN-1-YL]-5-PENTYL-1,3-BENZENEDIOL
[CAS]

22972-55-0
[Synonyms]

ABN-CBD
Abn CBD,AbnCBD
Cannabidiol, Abnormal
1-Hydroxy-3-n-Pentylcannabidiol
Abn-CBD (Abnormal Cannabidiol)
4-(p-Mentha-1,8-dien-3-yl)-5-pentylresorcinol
8-dien-3-yl-5-pentyl-4-p-mentha-(-)-(e)-resorcino
(e)-(-)-4-p-mentha-1,8-dien-3-yl-5-pentylresorcinol
Resorcinol, 4-p-mentha-1,8-dien-3-yl-5-pentyl-, (-)-(E)-
4-[(1R,6R)-3-METHYL-6-(1-METHYLETHENYL)-2-CYCLOHEXEN-1-YL]-5-PENTYL-1,3-BENZENEDIOL
[Molecular Formula]

C21H30O2
[MDL Number]

MFCD08705633
[MOL File]

22972-55-0.mol
[Molecular Weight]

314.46
Chemical PropertiesBack Directory
[storage temp. ]

Desiccate at -20°C
[solubility ]

Soluble in methyl acetate (supplied pre-dissolved - 5mg/ml)
[form ]

Powder
Safety DataBack Directory
[Symbol(GHS) ]


GHS02,GHS07
[Signal word ]

Danger
[Hazard statements ]

H225-H319-H336
[Precautionary statements ]

P210-P240-P241-P242-P243-P261-P264-P271-P280-P303+P361+P353-P304+P340-P305+P351+P338-P312-P337+P313-P370+P378-P403+P233-P403+P235-P405-P501
Hazard InformationBack Directory
[Description]

Abnormal cannabidiol is a synthetic cannabidiol agonist of GPR55 (EC50 = 2.5 μM in a GTPγS binding assay). It is selective for GPR55 over cannabinoid (CB) receptor 1 (CB1) and CB2 (EC50s = >30 μM for both in GTPγS binding assays). It is also a full agonist at GPR18, with an EC50 value of 0.835 μM for inducing p44/42 MAPK phosphorylation in HEK293 cells expressing GPR18. Abnormal cannabidiol increases migration of BV-2 microglial cells (EC50 = 0.6 μM). It induces endothelium-dependent vasodilation via a CB1-CB2-NO-independent mechanism and inhibits vasoconstriction induced by endothelin 1 (ET-1; ) in retinal arterioles, an effect that can be blocked by the calcium-sensitive potassium channel blocker apamin . Abnormal cannabidiol also decreases blood pressure in anesthetized rats when administered intravenously at a dose of 20 μg/g or when administered directly into the rostral ventrolateral medulla at 0.4 and 0.8 μg.
[Uses]

Abnormal Cannabidiol is a potent and selective GPR55 agonist.Abnormal cannabidiol (Abn-CBD) is a synthetic regioisomer of cannabidiol, which unlike most other cannabinoids produces vasodilator effects, lowers blood pressure, and induces cell migration, cell proliferation and mitogen-activated protein kinase activation in microglia, but without producing any psychoactive effects.
[Biological Activity]

Neurobehaviorally inactive cannabinoid that acts as a selective agonist for GPR55 (EC 50 values are 2.5, >30 and >30 μ M at GPR55, CB 1 and CB 2 receptors respectively). Increases phosphorylation of protein kinases in, and migration of, human umbilical vein endothelial cells.
[storage]

Desiccate at -20°C
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