[3H]CP55940   Click here for help

GtoPdb Ligand ID: 734

PDB Ligand  Ligand is labelled  Ligand is radioactive
Compound class: Synthetic organic
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 3
Rotatable bonds 10
Topological polar surface area 60.69
Molecular weight 376.3
XLogP 6.85
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES CCCCCCC(c1ccc(c(c1)O)C1CC(O)CCC1CCCO)(C)C
Isomeric SMILES CCCCCCC(c1ccc(c(c1)O)[C@@H]1C[C@H](O)CC[C@H]1CCCO)(C)C
InChI InChI=1S/C24H40O3/c1-4-5-6-7-14-24(2,3)19-11-13-21(23(27)16-19)22-17-20(26)12-10-18(22)9-8-15-25/h11,13,16,18,20,22,25-27H,4-10,12,14-15,17H2,1-3H3/t18-,20-,22-/m1/s1
InChI Key YNZFFALZMRAPHQ-SYYKKAFVSA-N
References
1. Bouaboula M, Bourrié B, Rinaldi-Carmona M, Shire D, Le Fur G, Casellas P. (1995)
Stimulation of cannabinoid receptor CB1 induces krox-24 expression in human astrocytoma cells.
J. Biol. Chem., 270 (23): 13973-80. [PMID:7775459]
2. Bouaboula M, Poinot-Chazel C, Bourrié B, Canat X, Calandra B, Rinaldi-Carmona M, Le Fur G, Casellas P. (1995)
Activation of mitogen-activated protein kinases by stimulation of the central cannabinoid receptor CB1.
Biochem. J., 312 ( Pt 2): 637-41. [PMID:8526880]
3. Bouaboula M, Poinot-Chazel C, Marchand J, Canat X, Bourrié B, Rinaldi-Carmona M, Calandra B, Le Fur G, Casellas P. (1996)
Signaling pathway associated with stimulation of CB2 peripheral cannabinoid receptor. Involvement of both mitogen-activated protein kinase and induction of Krox-24 expression.
Eur. J. Biochem., 237 (3): 704-11. [PMID:8647116]
4. Felder CC, Joyce KE, Briley EM, Mansouri J, Mackie K, Blond O, Lai Y, Ma AL, Mitchell RL. (1995)
Comparison of the pharmacology and signal transduction of the human cannabinoid CB1 and CB2 receptors.
Mol. Pharmacol., 48 (3): 443-50. [PMID:7565624]
5. Felder CC, Veluz JS, Williams HL, Briley EM, Matsuda LA. (1992)
Cannabinoid agonists stimulate both receptor- and non-receptor-mediated signal transduction pathways in cells transfected with and expressing cannabinoid receptor clones.
Mol. Pharmacol., 42 (5): 838-45. [PMID:1331766]
6. Gérard CM, Mollereau C, Vassart G, Parmentier M. (1991)
Molecular cloning of a human cannabinoid receptor which is also expressed in testis.
Biochem. J., 279 ( Pt 1): 129-34. [PMID:1718258]
7. Munro S, Thomas KL, Abu-Shaar M. (1993)
Molecular characterization of a peripheral receptor for cannabinoids.
Nature, 365 (6441): 61-5. [PMID:7689702]
8. Ryberg E, Larsson N, Sjögren S, Hjorth S, Hermansson NO, Leonova J, Elebring T, Nilsson K, Drmota T, Greasley PJ. (2007)
The orphan receptor GPR55 is a novel cannabinoid receptor.
Br. J. Pharmacol., 152 (7): 1092-101. [PMID:17876302]
9. Shire D, Calandra B, Delpech M, Dumont X, Kaghad M, Le Fur G, Caput D, Ferrara P. (1996)
Structural features of the central cannabinoid CB1 receptor involved in the binding of the specific CB1 antagonist SR 141716A.
J. Biol. Chem., 271 (12): 6941-6. [PMID:8636122]
10. Shire D, Calandra B, Rinaldi-Carmona M, Oustric D, Pessègue B, Bonnin-Cabanne O, Le Fur G, Caput D, Ferrara P. (1996)
Molecular cloning, expression and function of the murine CB2 peripheral cannabinoid receptor.
Biochim. Biophys. Acta, 1307 (2): 132-6. [PMID:8679694]
11. Showalter VM, Compton DR, Martin BR, Abood ME. (1996)
Evaluation of binding in a transfected cell line expressing a peripheral cannabinoid receptor (CB2): identification of cannabinoid receptor subtype selective ligands.
J. Pharmacol. Exp. Ther., 278 (3): 989-99. [PMID:8819477]