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Saving copy of the {{chembox}} taken from revid 471353725 of page Ageliferin for the Chem/Drugbox validation project (updated: 'ChEMBL', 'CASNo').
 
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{{ambox | text = This page contains a copy of the infobox ({{tl|chembox}}) taken from revid [{{fullurl:Ageliferin|oldid=471353725}} 471353725] of page [[Ageliferin]] with values updated to verified values.}}
{{Chembox
{{Chembox
| Verifiedfields = changed
|Verifiedfields = changed
|Watchedfields = changed
| verifiedrevid = 401790891
|verifiedrevid = 477243588
| ImageFile = Ageliferin.png
|ImageFile = Ageliferin.png
| ImageSize = 200px
|ImageSize = 200px
| IUPACName = ''N''-<nowiki>[[</nowiki>(5''S'',6''R'',7''R'')-2-amino-7-(2-amino-1''H''-imidazol-5-yl)-5-<nowiki>[[[</nowiki>(4-bromo-1''H''-pyrrol-2-yl)carbonyl]amino]methyl]-4,5,6,7-tetrahydro-1''H''-benzimidazol-6-yl]methyl]-4-bromo-1''H''-pyrrole-2-carboxamide
|PIN = ''N'',''N''′-<nowiki/>{[(4''R'',5''R'',6''S'')-2-Amino-4-(2-amino-1''H''-imidazol-5-yl)-4,5,6,7-tetrahydro-1''H''-1,3-benzimidazole-5,6-diyl]bis(methylene)}bis(4-bromo-1''H''-pyrrole-2-carboxamide)
| OtherNames = Ageliferine
|OtherNames = Ageliferine
| Section1 = {{Chembox Identifiers
|Section1={{Chembox Identifiers
⚫
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
⚫
|ChEMBL_Ref = {{ebicite|changed|EBI}}
⚫
| ChemSpiderID = 10472083
|ChEMBL = 502866
⚫
| ChEMBL_Ref = {{ebicite|changed|EBI}}
⚫
|PubChem = 11169518
| ChEMBL = <!-- blanked - oldvalue: 502866 -->
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|ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
⚫
| InChI1 = 1/C22H24Br2N10O2/c23-10-2-14(27-5-10)19(35)29-4-9-1-13-18(34-22(26)32-13)17(16-8-31-21(25)33-16)12(9)7-30-20(36)15-3-11(24)6-28-15/h2-3,5-6,8-9,12,17,27-28H,1,4,7H2,(H,29,35)(H,30,36)(H3,25,31,33)(H3,26,32,34)/t9-,12-,17?/m1/s1
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|ChemSpiderID = 9344613
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| InChIKey1 = DMMLTRAQSJWUHT-GQFUOHMQBZ
|SMILES = C1[C@@H]([C@H]([C@@H](C2=C1NC(=N2)N)C3=CN=C(N3)N)CNC(=O)C4=CC(=CN4)Br)CNC(=O)C5=CC(=CN5)Br
⚫
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C22H24Br2N10O2/c23-10-2-14(27-5-10)19(35)29-4-9-1-13-18(34-22(26)32-13)17(16-8-31-21(25)33-16)12(9)7-30-20(36)15-3-11(24)6-28-15/h2-3,5-6,8-9,12,17,27-28H,1,4,7H2,(H,29,35)(H,30,36)(H3,25,31,33)(H3,26,32,34)/t9-,12-,17?/m1/s1
|InChI = 1/C22H24Br2N10O2/c23-10-2-14(27-5-10)19(35)29-4-9-1-13-18(34-22(26)32-13)17(16-8-31-21(25)33-16)12(9)7-30-20(36)15-3-11(24)6-28-15/h2-3,5-6,8-9,12,17,27-28H,1,4,7H2,(H,29,35)(H,30,36)(H3,25,31,33)(H3,26,32,34)/t9-,12-,17-/m1/s1
⚫
|InChIKey = DMMLTRAQSJWUHT-OGTWGDGJBG
⚫
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
⚫
|StdInChI_Ref = {{stdinchicite|changed|chemspider}}
⚫
| StdInChIKey = DMMLTRAQSJWUHT-GQFUOHMQSA-N
⚫
|StdInChI = 1S/C22H24Br2N10O2/c23-10-2-14(27-5-10)19(35)29-4-9-1-13-18(34-22(26)32-13)17(16-8-31-21(25)33-16)12(9)7-30-20(36)15-3-11(24)6-28-15/h2-3,5-6,8-9,12,17,27-28H,1,4,7H2,(H,29,35)(H,30,36)(H3,25,31,33)(H3,26,32,34)/t9-,12-,17-/m1/s1
⚫
| CASNo_Ref = {{cascite|correct|??}}
⚫
|StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| CASNo = <!-- blanked - oldvalue: 117417-64-8 -->
⚫
|StdInChIKey = DMMLTRAQSJWUHT-OGTWGDGJSA-N
⚫
| PubChem =
⚫
|CASNo_Ref = {{cascite|changed|??}}
| SMILES = Brc1cc(nc1)C(=O)NC[C@H]3Cc5nc(N)nc5C([C@@H]3CNC(=O)c2cc(Br)cn2)c4cnc(N)n4
|CASNo = 117417-64-8
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = P4YF5N7VXX
}}
}}
| Section2 = {{Chembox Properties
|Section2={{Chembox Properties
| C=22 | H=24 | Br=2 | N=10 | O=2
|C=22 | H=24 | Br=2 | N=10 | O=2
| Appearance =
| Density =
| MeltingPt =
| BoilingPt =
| Solubility = }}
| Section3 = {{Chembox Hazards
| MainHazards =
| FlashPt =
| Autoignition = }}
}}
}}
}}

'''Ageliferin''' is a [[chemical compound]] produced by some [[sponge]]s. It was first isolated from Caribbean and then Okinawan marine sponges in the genus ''[[Agelas]]''.<ref>{{cite journal |author= Rinehart, Kenneth L |title= Bioactive Compounds from Aquatic and Terrestrial Sources |journal= Journal of Natural Products |year= 1990 |volume= 53 |issue= 4 |pages= 771–792 |doi= 10.1021/np50070a001|pmid= 2095373 |display-authors=etal}}</ref><ref>{{cite journal |author= Keifer, Paul A. |title= Bioactive Bromopyrrole Metabolites from the Caribbean Sponge Agelas conifera |journal= J. Org. Chem. |year= 1991 |volume= 56 |issue= 9 |pages= 2965–75 |doi= 10.1021/jo00009a008|display-authors=etal}}</ref><ref>{{cite journal |author= Kobayashi, Junichi |title= Ageliferins, potent actomyosin ATPase activators from the Okinawan marine sponge Agelas sp. |journal= Tetrahedron |year= 1990 |volume= 46 |issue= 16 |pages= 5579–86 |doi= 10.1016/S0040-4020(01)87756-5|display-authors=etal}}</ref> It often co-exists with the related compound [[sceptrin]] and other similar compounds. It has antibacterial properties and can cause [[biofilm]]s to dissolve.<ref>{{cite journal |title= Sponge's secret weapon restores antibiotics' power: Bacteria treated with compound lose their resistance |journal= Science News |author= Laura Sanders |year= 2009 |volume= 175 |issue= 6 |pages= 16 |url= http://www.sciencenews.org/view/generic/id/40894/title/Sponge%27s_secret_weapon_restores_antibiotics%27_power |doi=10.1002/scin.2009.5591750616}}</ref>

==See also==
* ''[[Agelas clathrodes]]''
* ''[[Agelas conifera]]''

== References ==
{{reflist}}

{{Alkaloid-stub}}

[[Category:Halogen-containing alkaloids]]
[[Category:Organobromides]]
[[Category:Pyrroles]]
[[Category:Benzimidazoles]]
[[Category:Carboxamides]]
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