Structure via PubChem · Public domain (PubChem)
ageliferin
Sign in to saveAgeliferin is a chemical compound produced by some sponges. It was first isolated from Caribbean and then Okinawan marine sponges in the genus Agelas. It often co-exists with the related compound sceptrin and other similar compounds. It has antibacterial properties and can cause biofilms to dissolve. Total syntheses have been independently accomplished by the research groups of Phil S. Baran at the Scripps Research Institute, Chuo Chen at UT Southwestern Medical Center, Patrick Harran at UCLA, and Daisuke Urabe at Toyama Prefectural University.
Chemical data
- Formula
- C22H24Br2N10O2
- Molecular weight
- 620.3 g/mol
- IUPAC name
- N-[[(5S,6R,7R)-2-amino-7-(2-amino-1H-imidazol-5-yl)-6-[[(4-bromo-1H-pyrrole-2-carbonyl)amino]methyl]-4,5,6,7-tetrahydro-3H-benzimidazol-5-yl]methyl]-4-bromo-1H-pyrrole-2-carboxamide
- 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
- InChIKey
- DMMLTRAQSJWUHT-OGTWGDGJSA-N
- XLogP
- 1.4
- Polar surface area
- 199 Ų
- H-bond donors
- 8
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Has part
- oxygen
- Mass
- 618.045044208
Show 4 more facts
- canonical SMILES
- O=C(NCC1CC=2NC(=N)NC2C(C3=CNC(=N)N3)C1CNC(=O)C4=CC(Br)=CN4)C5=CC(Br)=CN5
- chemical formula
- C₂₂H₂₄Br₂N₁₀O₂
- isomeric 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
- found in taxon
- Agelas nakamurai
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- See also
- References
{{Chembox |Verifiedfields = changed |Watchedfields = changed |verifiedrevid = 477243588 |ImageFile = Ageliferin.png |ImageSize = 200px |PIN = N,N′-{[(4R,5R,6S)-2-Amino-4-(2-amino-1H-imidazol-5-yl)-4,5,6,7-tetrahydro-1H-1,3-benzimidazole-5,6-diyl]bis(methylene)}bis(4-bromo-1H-pyrrole-2-carboxamide) |OtherNames = Ageliferine |Section1= |Section2= }}
Ageliferin is a chemical compound produced by some sponges. It was first isolated from Caribbean and then Okinawan marine sponges in the genus Agelas. It often co-exists with the related compound sceptrin and other similar compounds. It has antibacterial properties and can cause biofilms to dissolve. Total syntheses have been independently accomplished by the research groups of Phil S. Baran at the Scripps Research Institute, Chuo Chen at UT Southwestern Medical Center, Patrick Harran at UCLA, and Daisuke Urabe at Toyama Prefectural University.
Excerpted from Wikipedia’s “ageliferin” article, available under the CC BY-SA 4.0 licence.