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Wikipedia:WikiProject Chemicals/Chembox validation/VerifiedDataSandbox and 8-Bromoadenosine 3',5'-cyclic monophosphate: Difference between pages

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Saving copy of the {{chembox}} taken from revid 428742632 of page 8-Bromoadenosine_3',5'-cyclic_monophosphate for the Chem/Drugbox validation project (updated: '').
 
add semisystematic name
 
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{{ambox | text = This page contains a copy of the infobox ({{tl|chembox}}) taken from revid [{{fullurl:8-Bromoadenosine_3',5'-cyclic_monophosphate|oldid=428742632}} 428742632] of page [[8-Bromoadenosine_3',5'-cyclic_monophosphate]] with values updated to verified values.}}
{{Chembox
{{Chembox
| Verifiedfields = changed
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| verifiedrevid = 413286305
| Watchedfields = changed
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| verifiedrevid = 477226996
| Reference = <ref>[http://www.sigmaaldrich.com/catalog/ProductDetail.do?N4=B5386|SIGMA&N5=SEARCH_CONCAT_PNO|BRAND_KEY&F=SPEC 8-Bromoadenosine 3′,5′-cyclic monophosphate] at [[Sigma-Aldrich]]</ref>
| Reference = <ref>[http://www.sigmaaldrich.com/catalog/ProductDetail.do?N4=B5386|SIGMA&N5=SEARCH_CONCAT_PNO|BRAND_KEY&F=SPEC 8-Bromoadenosine 3′,5′-cyclic monophosphate] at [[Sigma-Aldrich]]</ref>
| ImageFile = Bromoadenosine cyclic monophosphate.png
| ImageFile = 8-Bromoadenosine 3',5'-cyclic monophosphate.svg
| ImageSize = 220px
| ImageName = Skeletal formula
| ImageName = Skeletal formula
| ImageFile1 = 8-bromoadenosine-cyclic-monophosphate-3D-balls.png
| ImageFile1 = 8-bromoadenosine-cyclic-monophosphate-3D-balls.png
| ImageSize1 = 200px
| ImageName1 = Ball-and-stick model
| ImageName1 = Ball-and-stick model
| IUPACName = 8-Bromoadenosine 3′,5′-(hydrogen phosphate)
| IUPACName = (1''S'',6''R'',8''R'',9''R'')-8-(6-amino-8-bromopurin-9-yl)-3-hydroxy-3-oxo-2,4,7-trioxa-3λ<sup>5</sup>-phosphabicyclo[4.3.0]nonan-9-ol
| SystematicName = (4a''R'',6''R'',7''R'',7a''S'')-6-(6-Amino-8-bromo-9''H''-purin-9-yl)-2,7-dihydroxytetrahydro-2''H'',4''H''-2λ<sup>5</sup>-furo[3,2-''d''][1,3,2]dioxaphosphinin-2-one
| OtherNames = 8-Br-cAMP; BCAMP; 8-Bromo-cyclic AMP; 8-Bromo-cyclic 3',5'-AMP
| OtherNames = 8-Br-cAMP; BCAMP; 8-Bromo-cyclic AMP; 8-Bromo-cyclic 3',5'-AMP
| Section1 = {{Chembox Identifiers
|Section1={{Chembox Identifiers
| ChEBI = 64211
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
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| ChemSpiderID = 1839
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| InChI = 1/C10H11BrN5O6P/c11-10-15-4-7(12)13-2-14-8(4)16(10)9-5(17)6-3(21-9)1-20-23(18,19)22-6/h2-3,5-6,9,17H,1H2,(H,18,19)(H2,12,13,14)
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| InChIKey = DVKQVRZMKBDMDH-UHFFFAOYAI
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 85519
| ChEMBL = 85519
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| PubChem = 32014
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
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| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| StdInChI = 1S/C10H11BrN5O6P/c11-10-15-4-7(12)13-2-14-8(4)16(10)9-5(17)6-3(21-9)1-20-23(18,19)22-6/h2-3,5-6,9,17H,1H2,(H,18,19)(H2,12,13,14)
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| ChemSpiderID = 29689
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
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| SMILES = Brc2nc1c(ncnc1n2[C@@H]3O[C@@H]4COP(=O)(O[C@H]4[C@H]3O)O)N
| StdInChIKey = DVKQVRZMKBDMDH-UHFFFAOYSA-N
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| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
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| StdInChI = 1S/C10H11BrN5O6P/c11-10-15-4-7(12)13-2-14-8(4)16(10)9-5(17)6-3(21-9)1-20-23(18,19)22-6/h2-3,5-6,9,17H,1H2,(H,18,19)(H2,12,13,14)/t3-,5-,6-,9-/m1/s1
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| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
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| StdInChIKey = DVKQVRZMKBDMDH-UUOKFMHZSA-N
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo = 23583-48-4
| CASNo = 23583-48-4
| UNII_Ref = {{fdacite|correct|FDA}}
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| PubChem = 32014
| UNII = 5QO1UW05Q5
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| SMILES = Brc2nc1c(ncnc1n2C4OC3COP(=O)(OC3C4O)O)N
}}
}}
| Section2 = {{Chembox Properties
|Section2={{Chembox Properties
| C=10|H=11|Br=1|N=5|O=6|P=1
| C=10 | H=11 | Br=1 | N=5 | O=6 | P=1
| Appearance =
| Appearance =
| Density =
| Density =
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| BoilingPt =
| BoilingPt =
| Solubility = }}
| Solubility = }}
| Section3 = {{Chembox Hazards
|Section3={{Chembox Hazards
| MainHazards =
| MainHazards =
| FlashPt =
| FlashPt =
| Autoignition = }}
| AutoignitionPt = }}
}}
}}

'''8-Bromoadenosine 3',5'-cyclic adenosine monophosphate''' (8-Br-cAMP) is a [[bromination|brominated]] derivative of [[cyclic adenosine monophosphate]] (cAMP). 8-Br-cAMP is an activator of [[cyclic AMP-dependent protein kinase]], and it is long-acting because it is resistant to degradation by [[cyclic AMP phosphodiesterase]].<ref>[https://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=32014&loc=ec_rcs 8-Bromo Cyclic Adenosine Monophosphate] at [[PubChem]]</ref>

==See also==
* [[8-Bromoguanosine 3',5'-cyclic monophosphate]] (8-Br-cGMP)

==References==
{{reflist}}

{{DEFAULTSORT:Bromoadenosine 3',5'-cyclic monophosphate, 8-}}

[[Category:Nucleotides]]
[[Category:Bromoarenes]]
[[Category:Purines]]
[[Category:Oxygen heterocycles]]
[[Category:Phosphorus heterocycles]]
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