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Structure via PubChem · Public domain (PubChem)
asperlicin
Sign in to saveAsperlicin is a mycotoxin, derived from the fungus Aspergillus alliaceus. It acts as a selective antagonist for the cholecystokinin receptor CCKA, and has been used as a lead compound for the development of a number of novel CCKA antagonists with potential clinical applications. He et al. 1998 present a synthesis from aryl iodide and vinyl iodide.
Chemical data
- Formula
- C31H29N5O4
- Molecular weight
- 535.6 g/mol
- IUPAC name
- (7S)-7-[[(2S,3aS,4S)-4-hydroxy-2-(2-methylpropyl)-1-oxo-3,3a-dihydro-2H-imidazo[1,2-a]indol-4-yl]methyl]-6,7-dihydroquinazolino[3,2-a][1,4]benzodiazepine-5,13-dione
- SMILES
- CC(C)C[C@H]1C(=O)N2[C@H](N1)[C@@](C3=CC=CC=C32)(C[C@H]4C5=NC6=CC=CC=C6C(=O)N5C7=CC=CC=C7C(=O)N4)O
- InChIKey
- MGMRIOLWEROPJY-FPACPZPDSA-N
- XLogP
- 3
- Polar surface area
- 114 Ų
- H-bond donors
- 3
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Mass
- 535.222
Show 5 more facts
- chemical formula
- C₃₁H₂₉N₅O₄
- canonical SMILES
- CC(C)CC1C(=O)N2C(N1)C(C3=CC=CC=C32)(CC4C5=NC6=CC=CC=C6C(=O)N5C7=CC=CC=C7C(=O)N4)O
- isomeric SMILES
- CC(C)C[C@H]1C(=O)N2[C@H](N1)[C@@](C3=CC=CC=C32)(C[C@H]4C5=NC6=CC=CC=C6C(=O)N5C7=CC=CC=C7C(=O)N4)O
- found in taxon
- Aspergillus alliaceus
- Commons category
- Asperlicin
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
1 sectionsContents
- References
{{chembox | Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 477368915 | ImageFile=Asperlicin structure.svg | ImageClass = skin-invert-image | ImageSize=240px | PIN=(7S)-7-{[(2S,9S,9aS)-9-Hydroxy-2-(2-methylpropyl)-3-oxo-2,3,9,9a-tetrahydro-1H-imidazo[1,2-a]indol-9-yl]methyl}-6,7-dihydroquinazolino[3,2-a][1,4]benzodiazepine-5,13-dione | OtherNames=
| Section1=
Excerpted from Wikipedia’s “asperlicin” article, available under the CC BY-SA 4.0 licence.