Cannabis Ruderalis

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{{Short description|Chemical compound}}
{{Drugbox|
{{Drugbox
⚫
|IUPAC_name = [(6aR,10aR)-6,6,9-trimethyl-3-(2-methyl-7-morpholin-4-yl-7-oxoheptan-2-yl)-6a,7,10,10a-tetrahydrobenzo[c]chromen-1-yl] 4-(di(propan-2-yl)amino)butanoate
| Verifiedfields = changed
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| image = O-2694.png
| Watchedfields = changed
| width= 240
| verifiedrevid = 435604466
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| CAS_number=
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| IUPAC_name = (6a''R'',10a''R'')-6,6,9-trimethyl-3-(2-methyl-7-morpholin-4-yl-7-oxoheptan-2-yl)-6a,7,10,10a-tetrahydrobenzo[''c'']chromen-1-yl 4-(di(propan-2-yl)amino)butanoate
| ATC_prefix=
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| image = O-2694 Structure.svg
| ATC_suffix=
| PubChem= 11714280
| width = 240

| DrugBank=
<!--Clinical data-->
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| C=38 | H=60 | N=2 | O=5
| tradename =
| molecular_weight = 624.891 g/mol
| legal_status =
| smiles = CC(C)N(C(C)C)CCCC(=O)Oc(c1C2CC=3C)cc(C(C)(C)CCCCC(=O)N4CCOCC4)cc1OC(C)(C)C2CC=3
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| routes_of_administration =
| bioavailability=

| metabolism =
<!--Pharmacokinetic data-->
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| elimination_half-life=
| excretion =
| metabolism =
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| elimination_half-life =
| pregnancy_category =
| legal_status =
| excretion =

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| routes_of_administration=
<!--Identifiers-->
| CAS_number_Ref = {{cascite|correct|??}}
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| CAS_number =
| PubChem = 11714280
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID = 9889001

<!--Chemical data-->
⚫
| C=38 | H=60 | N=2 | O=5
| smiles = O=C(N1CCOCC1)CCCCC(c3cc2OC([C@@H]4C/C=C(\C[C@H]4c2c(OC(=O)CCCN(C(C)C)C(C)C)c3)C)(C)C)(C)C
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI = 1S/C38H60N2O5/c1-26(2)40(27(3)4)18-12-14-35(42)44-32-24-29(37(6,7)17-11-10-13-34(41)39-19-21-43-22-20-39)25-33-36(32)30-23-28(5)15-16-31(30)38(8,9)45-33/h15,24-27,30-31H,10-14,16-23H2,1-9H3/t30-,31-/m1/s1
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey = OAFUHIZKKMQSAB-FIRIVFDPSA-N
}}
}}


'''O-2694''' is a drug which is a [[cannabinoid]] derivative. It has [[analgesic]] effects and is used in scientific research. Unlike most cannabinoids discovered to date, it is highly water soluble, which gives it considerable advantages over many related drugs. It has high affinity for both [[cannabinoid receptor 1|CB<sub>1</sub>]] and [[cannabinoid receptor 2|CB<sub>2</sub>]] [[Receptor (biochemistry)|receptors]], with [[Dissociation constant|Ki]] values of 3.7nM at CB<sub>1</sub> and 2.8nM at CB<sub>2</sub>. However it has complex pharmacokinetics as most of the administered dose is metabolised by hydrolysis of the [[ester]] link to the water-insoluble compound O-2372, thus producing a biphasic effects profile which is less suitable for research purposes than the related compound [[O-2545]].<ref>Martin BR, Wiley JL, Beletskaya I, Sim-Selley LJ, Smith FL, Dewey WL, Cottney J, Adams J, Baker J, Hill D, Saha B, Zerkowski J, Mahadevan A, Razdan RK. Pharmacological characterization of novel water-soluble cannabinoids. ''Journal of Pharmacology and Experimental Therapeutics''. 2006 Sep;318(3):1230-9. PMID 16757541</ref>
'''O-2694''' is a drug that is a [[cannabinoid]] derivative. It has [[analgesic]] effects and is used in scientific research. Unlike most cannabinoids discovered to date, it is highly water-soluble, which gives it considerable advantages over many related drugs. It has high affinity for both [[cannabinoid receptor 1|CB<sub>1</sub>]] and [[cannabinoid receptor 2|CB<sub>2</sub>]] [[Receptor (biochemistry)|receptors]], with [[Dissociation constant|''K''<sub>i</sub>]] values of 3.7&nbsp;nM at CB<sub>1</sub> and 2.8&nbsp;nM at CB<sub>2</sub>. However, it has complex pharmacokinetics as most of the administered dose is metabolised by hydrolysis of the [[ester]] link to the water-insoluble compound [[O-2372]], thus producing a biphasic effects profile that is less suitable for research purposes than the related compound [[O-2545]].<ref>{{cite journal | vauthors = Martin BR, Wiley JL, Beletskaya I, Sim-Selley LJ, Smith FL, Dewey WL, Cottney J, Adams J, Baker J, Hill D, Saha B, Zerkowski J, Mahadevan A, Razdan RK | display-authors = 6 | title = Pharmacological characterization of novel water-soluble cannabinoids | journal = The Journal of Pharmacology and Experimental Therapeutics | volume = 318 | issue = 3 | pages = 1230–9 | date = September 2006 | pmid = 16757541 | doi = 10.1124/jpet.106.104109 | s2cid = 14864925 }}</ref>


== See also ==
⚫
{{cannabinoid-stub}}
* [[O-1057]]
* [[O-2372]]


==References==
== References ==
{{reflist}}
<references/>


{{cannabinoids}}
{{cannabinoids}}
⚫
{{cannabinoid-stub}}
[[Category:Cannabinoids]]
[[Category:Cannabinoids]]
[[Category:Benzochromenes]]
[[Category:Benzochromenes]]
[[Category:Carboxylate esters]]
[[Category:Carboxylate esters]]
[[Category:Morpholines]]
[[Category:4-Morpholinyl compounds]]
[[Category:Amides]]
[[Category:Carboxamides]]
[[Category:Diisopropylamino compounds]]

Latest revision as of 13:19, 10 July 2023

O-2694
Identifiers
  • (6aR,10aR)-6,6,9-trimethyl-3-(2-methyl-7-morpholin-4-yl-7-oxoheptan-2-yl)-6a,7,10,10a-tetrahydrobenzo[c]chromen-1-yl 4-(di(propan-2-yl)amino)butanoate
PubChem CID
ChemSpider
Chemical and physical data
FormulaC38H60N2O5
Molar mass624.907 g·mol−1
3D model (JSmol)
  • O=C(N1CCOCC1)CCCCC(c3cc2OC([C@@H]4C/C=C(\C[C@H]4c2c(OC(=O)CCCN(C(C)C)C(C)C)c3)C)(C)C)(C)C
  • InChI=1S/C38H60N2O5/c1-26(2)40(27(3)4)18-12-14-35(42)44-32-24-29(37(6,7)17-11-10-13-34(41)39-19-21-43-22-20-39)25-33-36(32)30-23-28(5)15-16-31(30)38(8,9)45-33/h15,24-27,30-31H,10-14,16-23H2,1-9H3/t30-,31-/m1/s1 ☒N
  • Key:OAFUHIZKKMQSAB-FIRIVFDPSA-N ☒N
 ☒NcheckY (what is this?)  (verify)

O-2694 is a drug that is a cannabinoid derivative. It has analgesic effects and is used in scientific research. Unlike most cannabinoids discovered to date, it is highly water-soluble, which gives it considerable advantages over many related drugs. It has high affinity for both CB1 and CB2 receptors, with Ki values of 3.7 nM at CB1 and 2.8 nM at CB2. However, it has complex pharmacokinetics as most of the administered dose is metabolised by hydrolysis of the ester link to the water-insoluble compound O-2372, thus producing a biphasic effects profile that is less suitable for research purposes than the related compound O-2545.[1]

See also[edit]

References[edit]

  1. ^ Martin BR, Wiley JL, Beletskaya I, Sim-Selley LJ, Smith FL, Dewey WL, et al. (September 2006). "Pharmacological characterization of novel water-soluble cannabinoids". The Journal of Pharmacology and Experimental Therapeutics. 318 (3): 1230–9. doi:10.1124/jpet.106.104109. PMID 16757541. S2CID 14864925.
source: https://en.wikipedia.org/w/index.php?title=O-2694&diff=1164683284&oldid=355283853

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