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259869-55-1

259869-55-1 | 6H-Dibenzo[b,d]pyran, 3-(1,1-dimethylbutyl)-6a,7,10,10a-tetrahydro-6,6,9-trimethyl-, (6aR,10aR)-

CAS No: 259869-55-1 Catalog No: AG002RB2 MDL No:

Product Description

Catalog Number:
AG002RB2
Chemical Name:
6H-Dibenzo[b,d]pyran, 3-(1,1-dimethylbutyl)-6a,7,10,10a-tetrahydro-6,6,9-trimethyl-, (6aR,10aR)-
CAS Number:
259869-55-1
Molecular Formula:
C22H32O
Molecular Weight:
312.4889
IUPAC Name:
(6aR,10aR)-6,6,9-trimethyl-3-(2-methylpentan-2-yl)-6a,7,10,10a-tetrahydrobenzo[c]chromene
InChI:
InChI=1S/C22H32O/c1-7-12-21(3,4)16-9-10-17-18-13-15(2)8-11-19(18)22(5,6)23-20(17)14-16/h8-10,14,18-19H,7,11-13H2,1-6H3/t18-,19+/m0/s1
InChI Key:
YSBFLLZNALVODA-RBUKOAKNSA-N
SMILES:
CCCC(c1ccc2c(c1)OC([C@H]1[C@H]2CC(=CC1)C)(C)C)(C)C

Properties

Complexity:
459  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
2  
Defined Bond Stereocenter Count:
0
Exact Mass:
312.245g/mol
Formal Charge:
0
Heavy Atom Count:
23  
Hydrogen Bond Acceptor Count:
1  
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
312.497g/mol
Monoisotopic Mass:
312.245g/mol
Rotatable Bond Count:
3  
Topological Polar Surface Area:
9.2A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
6.4  

Literature

Title Journal
Inhibition of interleukin-1β-induced endothelial tissue factor expression by the synthetic cannabinoid WIN 55,212-2. Oncotarget 20160920
CB2 receptor activation ameliorates the proinflammatory activity in acute lung injury induced by paraquat. BioMed research international 20140101
Therapeutic utility of cannabinoid receptor type 2 (CB(2)) selective agonists. Journal of medicinal chemistry 20131114
Cannabinoid agonists increase the interaction between β-Arrestin 2 and ERK1/2 and upregulate β-Arrestin 2 and 5-HT(2A) receptors. Pharmacological research 20130201
Cannabinoid-induced enhanced interaction and protein levels of serotonin 5-HT(2A) and dopamine D₂ receptors in rat prefrontal cortex. Journal of psychopharmacology (Oxford, England) 20121001
Design, synthesis, and pharmacological characterization of indol-3-ylacetamides, indol-3-yloxoacetamides, and indol-3-ylcarboxamides: potent and selective CB2 cannabinoid receptor inverse agonists. Journal of medicinal chemistry 20120614
Rational design, synthesis and anti-proliferative properties of new CB2 selective cannabinoid receptor ligands: an investigation of the 1,8-naphthyridin-2(1H)-one scaffold. European journal of medicinal chemistry 20120601
The activation of the cannabinoid receptor type 2 reduces neutrophilic protease-mediated vulnerability in atherosclerotic plaques. European heart journal 20120401
Activation of cannabinoid receptor 2 attenuates leukocyte-endothelial cell interactions and blood-brain barrier dysfunction under inflammatory conditions. The Journal of neuroscience : the official journal of the Society for Neuroscience 20120321
Cannabinoid receptor-2 (CB2) agonist ameliorates colitis in IL-10(-/-) mice by attenuating the activation of T cells and promoting their apoptosis. Toxicology and applied pharmacology 20120115
Prolonged oral cannabinoid administration prevents neuroinflammation, lowers β-amyloid levels and improves cognitive performance in Tg APP 2576 mice. Journal of neuroinflammation 20120101
Discovery and optimization of 1-(4-(pyridin-2-yl)benzyl)imidazolidine-2,4-dione derivatives as a novel class of selective cannabinoid CB2 receptor agonists. Journal of medicinal chemistry 20111027
Antinociceptive effects induced through the stimulation of spinal cannabinoid type 2 receptors in chronically inflamed mice. European journal of pharmacology 20111001
Fluorinated cannabinoid CB2 receptor ligands: synthesis and in vitro binding characteristics of 2-oxoquinoline derivatives. Bioorganic & medicinal chemistry 20110915
Brain cannabinoid CB₂ receptors modulate cocaine's actions in mice. Nature neuroscience 20110901
Cannabinoid receptor agonists modulate oligodendrocyte differentiation by activating PI3K/Akt and the mammalian target of rapamycin (mTOR) pathways. British journal of pharmacology 20110801
The endocannabinoid system in rat gliosomes and its role in the modulation of glutamate release. Cellular and molecular life sciences : CMLS 20110301
Three-dimensional quantitative structure-selectivity relationships analysis guided rational design of a highly selective ligand for the cannabinoid receptor 2. European journal of medicinal chemistry 20110201
Cannabinoid receptor 2 and its agonists mediate hematopoiesis and hematopoietic stem and progenitor cell mobilization. Blood 20110120
Cannabinoid receptor 2 signaling does not modulate atherogenesis in mice. PloS one 20110101
Evaluation of cannabinoid receptor 2 and metabotropic glutamate receptor 1 functional responses using a cell impedance-based technology. Journal of biomolecular screening 20101201
1-Bromo-3-(1',1'-dimethylalkyl)-1-deoxy-Δ(8)-tetrahydrocannabinols: New selective ligands for the cannabinoid CB(2) receptor. Bioorganic & medicinal chemistry 20101115
Beneficial paracrine effects of cannabinoid receptor 2 on liver injury and regeneration. Hepatology (Baltimore, Md.) 20100901
Emerging targets in osteoporosis disease modification. Journal of medicinal chemistry 20100610
Involvement of cannabinoid-1 and cannabinoid-2 receptors in septic ileus. Neurogastroenterology and motility : the official journal of the European Gastrointestinal Motility Society 20100301
Activation of the cannabinoid 2 receptor (CB2) protects against experimental colitis. Inflammatory bowel diseases 20091101
Synthetic cannabinoid receptor agonists inhibit tumor growth and metastasis of breast cancer. Molecular cancer therapeutics 20091101
Constitutive activity of cannabinoid-2 (CB2) receptors plays an essential role in the protean agonism of (+)AM1241 and L768242. British journal of pharmacology 20090901
Functional CB2 type cannabinoid receptors at CNS synapses. Neuropharmacology 20090901
Rational design, synthesis, and pharmacological properties of new 1,8-naphthyridin-2(1H)-on-3-carboxamide derivatives as highly selective cannabinoid-2 receptor agonists. Journal of medicinal chemistry 20090625
CB(2) cannabinoid receptor activation is cardioprotective in a mouse model of ischemia/reperfusion. Journal of molecular and cellular cardiology 20090501
CB1 cannabinoid receptor-dependent and -independent inhibition of depolarization-induced calcium influx in oligodendrocytes. Glia 20090201
Cannabinoid CB2 receptor potentiates obesity-associated inflammation, insulin resistance and hepatic steatosis. PloS one 20090101
The preventive effect of cannabinoids on reperfusion-induced ischemia of mouse kidney. Experimental and toxicologic pathology : official journal of the Gesellschaft fur Toxikologische Pathologie 20080801
Cannabinoid CB(1) receptor activation modulates spontaneous contractile activity in mouse ileal longitudinal muscle. European journal of pharmacology 20080317
Cannabinoids inhibit glioma cell invasion by down-regulating matrix metalloproteinase-2 expression. Cancer research 20080315
Regression of fibrosis after chronic stimulation of cannabinoid CB2 receptor in cirrhotic rats. The Journal of pharmacology and experimental therapeutics 20080201
Down-regulation of tissue inhibitor of metalloproteinases-1 in gliomas: a new marker of cannabinoid antitumoral activity? Neuropharmacology 20080101
Cannabinoid-mediated neuroprotection, not immunosuppression, may be more relevant to multiple sclerosis. Journal of neuroimmunology 20080101
Cannabinoid CB(2) receptor activation prevents bronchoconstriction and airway oedema in a model of gastro-oesophageal reflux. European journal of pharmacology 20071114
Influence of nicotinic receptor modulators on CB2 cannabinoid receptor agonist (JWH133)-induced antinociception in mice. Behavioural pharmacology 20071101
Pharmacomodulations around the 4-oxo-1,4-dihydroquinoline-3-carboxamides, a class of potent CB2-selective cannabinoid receptor ligands: consequences in receptor affinity and functionality. Journal of medicinal chemistry 20071101
Anti-inflammatory property of the cannabinoid receptor-2-selective agonist JWH-133 in a rodent model of autoimmune uveoretinitis. Journal of leukocyte biology 20070901
Involvement of CB1 and CB2 receptors in the modulation of cholinergic neurotransmission in mouse gastric preparations. Pharmacological research 20070901
Mechanisms for the coupling of cannabinoid receptors to intracellular calcium mobilization in rat insulinoma beta-cells. Experimental cell research 20070815
Temporal variation in CB2R levels following T lymphocyte activation: evidence that cannabinoids modulate CXCL12-induced chemotaxis. International immunopharmacology 20070301
Design, synthesis, and biological evaluation of new 1,8-naphthyridin-4(1H)-on-3-carboxamide and quinolin-4(1H)-on-3-carboxamide derivatives as CB2 selective agonists. Journal of medicinal chemistry 20061005
Agonists of cannabinoid receptor 1 and 2 inhibit experimental colitis induced by oil of mustard and by dextran sulfate sodium. American journal of physiology. Gastrointestinal and liver physiology 20060801
Novel 4-oxo-1,4-dihydroquinoline-3-carboxamide derivatives as new CB2 cannabinoid receptors agonists: synthesis, pharmacological properties and molecular modeling. Journal of medicinal chemistry 20060112
The cannabinoid CB2 receptor selective agonist JWH133 reduces mast cell oedema in response to compound 48/80 in vivo but not the release of beta-hexosaminidase from skin slices in vitro. Life sciences 20060102
Activation of CB1 and CB2 receptors attenuates the induction and maintenance of inflammatory pain in the rat. Pain 20051205
Inhibitory effects of CB1 and CB2 receptor agonists on responses of DRG neurons and dorsal horn neurons in neuropathic rats. The European journal of neuroscience 20050701
Activation of cannabinoid CB2 receptor negatively regulates IL-12p40 production in murine macrophages: role of IL-10 and ERK1/2 kinase signaling. British journal of pharmacology 20050601
Prevention of Alzheimer's disease pathology by cannabinoids: neuroprotection mediated by blockade of microglial activation. The Journal of neuroscience : the official journal of the Society for Neuroscience 20050223
Cannabinoid CB2 receptor activation inhibits mechanically evoked responses of wide dynamic range dorsal horn neurons in naïve rats and in rat models of inflammatory and neuropathic pain. The European journal of neuroscience 20041101
Cannabinoids inhibit the vascular endothelial growth factor pathway in gliomas. Cancer research 20040815
Anandamide is an endogenous inhibitor for the migration of tumor cells and T lymphocytes. Cancer immunology, immunotherapy : CII 20040801
Pharmacologic interaction between cannabinoid and either clonidine or neostigmine in the rat formalin test. Anesthesiology 20030901
Inhibition of guinea-pig and human sensory nerve activity and the cough reflex in guinea-pigs by cannabinoid (CB2) receptor activation. British journal of pharmacology 20030901
Topically administered CB(2)-receptor agonist, JWH-133, does not decrease intraocular pressure (IOP) in normotensive rabbits. Life sciences 20030103
Inhibition of skin tumor growth and angiogenesis in vivo by activation of cannabinoid receptors. The Journal of clinical investigation 20030101
Inhibition of glioma growth in vivo by selective activation of the CB(2) cannabinoid receptor. Cancer research 20010801
Cannabinoid receptor ligands: clinical and neuropharmacological considerations, relevant to future drug discovery and development. Expert opinion on investigational drugs 20000701
3-(1',1'-Dimethylbutyl)-1-deoxy-delta8-THC and related compounds: synthesis of selective ligands for the CB2 receptor. Bioorganic & medicinal chemistry 19991201

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