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

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

CAS No.
22972-55-0
Chemical Name:
4-[(1R,6R)-3-METHYL-6-(1-METHYLETHENYL)-2-CYCLOHEXEN-1-YL]-5-PENTYL-1,3-BENZENEDIOL
Synonyms
ABN-CBD;Abn CBD,AbnCBD;Cannabidiol, Abnormal;Abnormal Cannabidiol (Abn-CBD);Abn-CBD (Abnormal Cannabidiol);1-Hydroxy-3-n-Pentylcannabidiol;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)-
CBNumber:
CB7129456
Molecular Formula:
C21H30O2
Molecular Weight:
314.46
MDL Number:
MFCD08705633
MOL File:
22972-55-0.mol
Last updated:2023-07-23 08:30:07

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

Boiling point 446.4±45.0 °C(Predicted)
Density 1.025±0.06 g/cm3(Predicted)
storage temp. Desiccate at -20°C
solubility Soluble in methyl acetate (supplied pre-dissolved - 5mg/ml)
form Powder
pka 9.94±0.45(Predicted)
EWG's Food Scores 1
FDA UNII T4WF2D7YPH

SAFETY

Risk and Safety Statements

4-[(1R,6R)-3-METHYL-6-(1-METHYLETHENYL)-2-CYCLOHEXEN-1-YL]-5-PENTYL-1,3-BENZENEDIOL price More Price(13)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Cayman Chemical 10004259 Abnormal Cannabidiol ≥98% 22972-55-0 1mg $26 2024-03-01 Buy
Cayman Chemical 10004259 Abnormal Cannabidiol ≥98% 22972-55-0 5mg $111 2024-03-01 Buy
Cayman Chemical 10004259 Abnormal Cannabidiol ≥98% 22972-55-0 10mg $195 2024-03-01 Buy
Cayman Chemical 10004259 Abnormal Cannabidiol ≥98% 22972-55-0 25mg $426 2024-03-01 Buy
Tocris 1297 Abn-CBD ≥97%(HPLC) 22972-55-0 10 $288 2021-12-16 Buy
Product number Packaging Price Buy
10004259 1mg $26 Buy
10004259 5mg $111 Buy
10004259 10mg $195 Buy
10004259 25mg $426 Buy
1297 10 $288 Buy

4-[(1R,6R)-3-METHYL-6-(1-METHYLETHENYL)-2-CYCLOHEXEN-1-YL]-5-PENTYL-1,3-BENZENEDIOL Chemical Properties,Uses,Production

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

22972-51-6
500-66-3
13956-29-1
22972-55-0
22972-53-8
Synthesis of 4-[(1R,6R)-3-METHYL-6-(1-METHYLETHENYL)-2-CYCLOHEXEN-1-YL]-5-PENTYL-1,3-BENZENEDIOL from (1S,4R)-1-methyl-4-(prop-1-en-2-yl)cyclohex-2-enol and Olivetol

4-[(1R,6R)-3-METHYL-6-(1-METHYLETHENYL)-2-CYCLOHEXEN-1-YL]-5-PENTYL-1,3-BENZENEDIOL Preparation Products And Raw materials

Raw materials

Preparation Products

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

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(e)-(-)-4-p-mentha-1,8-dien-3-yl-5-pentylresorcinol 8-dien-3-yl-5-pentyl-4-p-mentha-(-)-(e)-resorcino ABN-CBD 4-[(1R,6R)-3-METHYL-6-(1-METHYLETHENYL)-2-CYCLOHEXEN-1-YL]-5-PENTYL-1,3-BENZENEDIOL 1-Hydroxy-3-n-Pentylcannabidiol 4-(p-Mentha-1,8-dien-3-yl)-5-pentylresorcinol Resorcinol, 4-p-mentha-1,8-dien-3-yl-5-pentyl-, (-)-(E)- Abn-CBD (Abnormal Cannabidiol) Cannabidiol, Abnormal Abn CBD,AbnCBD 1,3-Benzenediol, 4-[(1R,6R)-3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl]-5-pentyl- Abnormal Cannabidiol (Abn-CBD) 22972-55-0 Cannabinoid receptor