Wikipedia:WikiProject Chemicals/Chembox validation/VerifiedDataSandbox and AM-905: Difference between pages

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+{{Short description|Chemical compound}}
-{{ambox | text = This page contains a copy of the infobox ({{tl|drugbox}}) taken from revid [{{fullurl:AM-905|oldid=456507487}} 456507487] of page [[AM-905]] with values updated to verified values.}}
 {{Drugbox
-| verifiedrevid = 456506309
+| verifiedrevid = 477235983
-| IUPAC_name = (6aR,9R,10aR)-3-[(E)-hept-1-enyl]-9-(hydroxymethyl)-6,6-dimethyl-6a,7,8,9,10,10a-hexahydrobenzo[c]chromen-1-ol
+| IUPAC_name = (6a''R'',9''R'',10a''R'')-3-[(''E'')-hept-1-enyl]-9-(hydroxymethyl)-6,6-dimethyl-6a,7,8,9,10,10a-hexahydrobenzo[''c'']chromen-1-ol
-| image = AM-905.png
+| image = AM-905.svg
 | width = 240
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 | tradename =
 | legal_status =
 | routes_of_administration =
 <!--Pharmacokinetic data-->
 | metabolism =
 | elimination_half-life =
 | excretion =
 <!--Identifiers-->
 | CAS_number_Ref = {{cascite|correct|??}}
-| CAS_number =
+| CAS_number =  181139-62-8
+| UNII_Ref = {{fdacite|correct|FDA}}
+| UNII = TJ6JD73J07
 | ChEMBL_Ref = {{ebicite|correct|EBI}}
 | ChEMBL = 127848
@@ Line 28: / Line 30: @@
 <!--Chemical data-->
 | C=23 | H=34 | O=3
+| smiles = CCCCC/C=C/c(cc1O)cc(OC(C)(C)C2CC3)c1C2CC3CO
-| molecular_weight = 358.513 g/mol
-| smiles = CCCCCC=Cc(cc1O)cc(OC(C)(C)C2CC3)c1C2CC3CO
 | StdInChI_Ref = {{stdinchicite|correct|chemspider}}
 | StdInChI = 1S/C23H34O3/c1-4-5-6-7-8-9-16-13-20(25)22-18-12-17(15-24)10-11-19(18)23(2,3)26-21(22)14-16/h8-9,13-14,17-19,24-25H,4-7,10-12,15H2,1-3H3/b9-8+/t17-,18-,19-/m1/s1
@@ Line 35: / Line 36: @@
 | StdInChIKey = NJIKRWBGUIYKJM-OKMMTOMJSA-N
 }}
+'''AM-905''' (part of the [[List of AM cannabinoids|AM cannabinoid series]]) is an [[analgesic]] drug which is a [[cannabinoid]] [[agonist]]. It is conformationally restricted by virtue of the double bond on its side chain, leading an increased affinity for and selectivity between [[Cannabinoid receptor 1|CB<sub>1</sub>]] and [[Cannabinoid receptor 2|CB<sub>2</sub>]] receptors.<ref name="Busch-PetersenHill1996">{{cite journal | vauthors = Busch-Petersen J, Hill WA, Fan P, Khanolkar A, Xie XQ, Tius MA, Makriyannis A | title = Unsaturated side chain beta-11-hydroxyhexahydrocannabinol analogs | journal = Journal of Medicinal Chemistry | volume = 39 | issue = 19 | pages = 3790–6 | date = September 1996 | pmid = 8809166 | doi = 10.1021/jm950934b | authorlink7 = Alexandros Makriyannis }}</ref> It is a potent and reasonably selective agonist for the CB<sub>1</sub> cannabinoid [[Receptor (biochemistry)|receptor]], with a [[Dissociation constant|''K''<sub>i</sub>]] of 1.2&nbsp;nM at CB<sub>1</sub> and 5.3&nbsp;nM at CB<sub>2</sub>.<ref>{{cite journal | vauthors = Papahatjis DP, Kourouli T, Abadji V, Goutopoulos A, Makriyannis A | title = Pharmacophoric requirements for cannabinoid side chains: multiple bond and C1'-substituted delta 8-tetrahydrocannabinols | journal = Journal of Medicinal Chemistry | volume = 41 | issue = 7 | pages = 1195–200 | date = March 1998 | pmid = 9544219 | doi = 10.1021/jm970277i }}</ref>
+== See also ==
+* [[1,2-Didehydro-3-oxo-THCO]]
+* [[AM-906]] - The corresponding ''Z'' or [[cis isomer]]
+* [[HU-243]] - Double bond replaced by [[geminal]] methyls for [[Thorpe–Ingold effect]]
+== References ==
+{{Reflist}}
+{{cannabinoids}}
+[[Category:Benzochromenes]]
+[[Category:Primary alcohols]]
+[[Category:Phenols]]
+[[Category:AM cannabinoids]]
+{{cannabinoid-stub}}