| Identification | Back 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 |
| Hazard Information | Back 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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