5-METHYL-4-[(1R,6R)-3-METHYL-6-(1-METHYLETHENYL)-2-CYCLOHEXEN-1-YL]-1,3-BENZENEDIOL
![5-METHYL-4-[(1R,6R)-3-METHYL-6-(1-METHYLETHENYL)-2-CYCLOHEXEN-1-YL]-1,3-BENZENEDIOL Structure](CAS/GIF/317321-41-8.gif)
- CAS No.
- 317321-41-8
- Chemical Name:
- 5-METHYL-4-[(1R,6R)-3-METHYL-6-(1-METHYLETHENYL)-2-CYCLOHEXEN-1-YL]-1,3-BENZENEDIOL
- Synonyms
- O-1602;O 1602,O1602;O-1602, 10 mM in DMSO;5-Methyl-4-[(1R,6R)-3-methyl-6-(1-cyclohexen-1-yl]-1,3-benzenediol;5-METHYL-4-[(1R,6R)-3-METHYL-6-(1-METHYLETHENYL)-2-CYCLOHEXEN-1-YL]-1,3-BENZENEDIOL;1,3-Benzenediol, 5-methyl-4-[(1R,6R)-3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl]-
- CBNumber:
- CB2136206
- Molecular Formula:
- C17H22O2
- Molecular Weight:
- 258.36
- MDL Number:
- MFCD08062192
- MOL File:
- 317321-41-8.mol
| Product description | Number | Pack Size | Price |
| O-1602 ≥98% | 10006803 | 1mg | $29 |
| O-1602 ≥98% | 10006803 | 5mg | $109 |
| O-1602 ≥98% | 10006803 | 10mg | $162 |
| O-1602 ≥98% | 10006803 | 25mg | $302 |
| O-1602 ≥97%(HPLC) | 2797 | 10 | $227 |
| Boiling point | 401.6±45.0 °C(Predicted) |
|---|---|
| Density | 1.073±0.06 g/cm3(Predicted) |
| storage temp. | Store at -20°C |
| solubility | Soluble in methyl acetate (supplied pre-dissolved -10mg/ml) |
| form | Powder |
| pka | 9.92±0.45(Predicted) |
| color | White to light yellow |
| FDA UNII | 59F4R2N5N5 |
SAFETY
Risk and Safety Statements
| 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 | |||||||||
| NFPA 704 |
|
5-METHYL-4-[(1R,6R)-3-METHYL-6-(1-METHYLETHENYL)-2-CYCLOHEXEN-1-YL]-1,3-BENZENEDIOL price More Price(13)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Cayman Chemical | 10006803 | O-1602 ≥98% | 317321-41-8 | 1mg | $29 | 2024-03-01 | Buy |
| Cayman Chemical | 10006803 | O-1602 ≥98% | 317321-41-8 | 5mg | $109 | 2024-03-01 | Buy |
| Cayman Chemical | 10006803 | O-1602 ≥98% | 317321-41-8 | 10mg | $162 | 2024-03-01 | Buy |
| Cayman Chemical | 10006803 | O-1602 ≥98% | 317321-41-8 | 25mg | $302 | 2024-03-01 | Buy |
| Tocris | 2797 | O-1602 ≥97%(HPLC) | 317321-41-8 | 10 | $227 | 2021-12-16 | Buy |
5-METHYL-4-[(1R,6R)-3-METHYL-6-(1-METHYLETHENYL)-2-CYCLOHEXEN-1-YL]-1,3-BENZENEDIOL Chemical Properties,Uses,Production
Description
O-1602 is an agonist of GPR55 (EC50 = 13 nM in a GTPγS binding assay) and a derivative of the GPR55 agonist abnormal cannabidiol . It is selective for GPR55 over cannabinoid (CB) receptor 1 (CB1) and CB2 (EC50s = >30 μM for both in GTPγS binding assays). O-1602 (50 μM) reduces growth of Mz-ChA-1, HuCCT-1, CC-LP-1, and SG231 cholangiocarcinoma cells and reduces tumor growth in a Mz-ChA-1 mouse xenograft model when administered at a dose of 10 mg/kg per day. O-1602 increases calcium mobilization and lipogenesis in 3T3-L1 adipocytes in a concentration-dependent manner and increases food intake and fat mass in rats; however, this effect was also observed in mice lacking GPR55. O-1602 reduces movement-induced firing of nociceptive C fibers in a rat model of inflammatory joint pain. It also decreases IL-6 and TNF-α levels and myeloperoxidase activities in the plasma, lungs, and pancreas in a mouse model of acute pancreatitis.
Uses
O-1602 is an analog of cannabidiol that is a potent agonist at the GPR55 cannabinoid receptor.
Biological Activity
Analog of cannabidiol that is a potent agonist at the GPR55 cannabinoid receptor (EC 50 values are 13, > 30000 and > 30000 nM for GPR55, CB 1 and CB 2 receptors respectively). Induces activation of RhoA, cdc42 and rac1.
in vivo
O-1602 (10 mg/kg, ip; once daily for 14 consecutive days) decreases levels of serum corticosterone, TNF-α, IL-1β, and IL-6[1].
O-1602 (10 mg/kg, ip; once daily for 14 consecutive days) increases hippocampal GPR55 protein expression [1].
O-1602 (10 mg/kg, ip; once daily for 14 consecutive days) significantly increases DCX expression in the DG [1].
O-1602 (10 mg/kg, ip; once daily for 14 consecutive days) significantly decreases the number of microglia in the hippocampus [1].
O-1602 (10 mg/kg, ip; once daily for 14 consecutive days) increases expression levels of NLRP3, ASC, and Caspase-1 in the hippocampus [1].
O-1602 (0.1 mg/kg,ip; subchronically infused for 7 days) decreases the percentage of fat utilization over total energy consumption and decreases metabolic use of lipids leading to elevated fat deposition rates[2].
O-1602 (0.04 and 0.4 μg/h/rat, ip; for 7 days) increases the the amount of fat mass with O-1602 at the dose of 0.4 μg/h/rat[2].
| Animal Model: | the model of METH-induced anxiety- and depression-like behaviors [1] |
| Dosage: | 10 mg/kg, once daily for 14 consecutive days |
| Administration: | Intraperitoneal injection (i.p.) |
| Result: | Increased both time spent in the center area of the open field test and time exploring the open arms in the elevated plus maze test. Reduced immobility time in the forced swim and tail suspension tests. |
| Animal Model: | Adult male Sprague–Dawley rats (Harlam Iberica, Barcelona, Spain) (250–275 g, 10–12 weeks old)[2] |
| Dosage: | 0.1, 0.5 and 1 mg/kg |
| Administration: | Intraperitoneal injection (i.p.) |
| Result: | Did not modify food intake and body weight gain.Increased the fat mass. |
storage
Store at -20°C
References
[1] T. B. VREE. Identification in hashish of tetrahydrocannabinol, cannabidiol and cannabinol analogues with a methyl side-chain[J]. Journal of Pharmacy and Pharmacology, 1972, 24 1: 7-12. DOI: 10.1111/j.2042-7158.1972.tb08857.x
[2] KARIN GRAFSTR?M. Effects of long term storage on secondary metabolite profiles of cannabis resin[J]. Forensic science international, 2019, 301: Pages 331-340. DOI: 10.1016/j.forsciint.2019.05.035
5-METHYL-4-[(1R,6R)-3-METHYL-6-(1-METHYLETHENYL)-2-CYCLOHEXEN-1-YL]-1,3-BENZENEDIOL Preparation Products And Raw materials
Raw materials
Preparation Products
5-METHYL-4-[(1R,6R)-3-METHYL-6-(1-METHYLETHENYL)-2-CYCLOHEXEN-1-YL]-1,3-BENZENEDIOL Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| TargetMol Chemicals Inc. | +1-781-999-5354; +17819995354 | marketing@targetmol.com | United States | 32435 | 58 |
| Aladdin Scientific | tp@aladdinsci.com | United States | 57505 | 58 | |
| 3B Pharmachem (Wuhan) International Co.,Ltd. | 821-50328103-801 18930552037 | 3bsc@sina.com | China | 15838 | 69 |
| Beijing Yisiyan Technology Research Center | 010-56645598 13366904824 | bjkaida@163.com | China | 1615 | 59 |
| EMMX Biotechnology LLC | 888-539-0666 | info@emmx.com | United States | 8447 | 60 |
| Shanghai YuanYe Biotechnology Co., Ltd. | 021-61312847; 18021002903 | 3008007409@qq.com | China | 71826 | 60 |
| BOC Sciences | -- | info@bocsci.com | USA | 0 | 65 |
| ChemeGen(Shanghai) Biotechnology Co.,Ltd. | 18818260767 | sales@chemegen.com | China | 11218 | 58 |
| Guangzhou Younan Technology Co., Ltd | 020-82000279 18988968278 | YN_research@163.com | China | 3011 | 58 |
| TargetMol Chemicals Inc. | 4008200310 | marketing@tsbiochem.com | China | 24989 | 58 |
