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CHEBI:90903 - asperlicin E

Default Structure
ChEBI IDCHEBI:90903
ChEBI Nameasperlicin E
Stars
DefinitionA member of the class of asperlicins that is asperlicin C in which the lactam nitrogen of the benzodiazepineone moiety has undergone addition to the 2-position of the 2-3 double bond of the indole moeity, and in which the hydrogen at the 3-position of the indole moiety has been replaced by a hydroxy group. It is a cholecystokinin antagonist.
Last Modified27 January 2016
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC25H18N4O3
Net Charge0
Average Mass422.444
Monoisotopic Mass422.13789
SMILES[H][C@]12Nc3ccccc3[C@@]1(O)C[C@H]1c3nc4ccccc4c(=O)n3-c3ccccc3C(=O)N12
InChIInChI=1S/C25H18N4O3/c30-22-14-7-1-4-10-17(14)26-21-20-13-25(32)16-9-3-5-11-18(16)27-24(25)29(20)23(31)15-8-2-6-12-19(15)28(21)22/h1-12,20,24,27,32H,13H2/t20-,24+,25-/m0/s1
InChIKeyHYHLSEUXMRFVND-AMDXRBSFSA-N
Species of MetaboliteComponentSourceComments
Aspergillus alliaceus (ncbitaxon:209559) - PubMed (3417561) Strain: ATCC20655 and 20656
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
cholecystokinin antagonist  A hormone antagonist that inhibits the action of the peptide hormone cholecystokinin.
Aspergillus metabolite  Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus .
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
cholecystokinin antagonist  A hormone antagonist that inhibits the action of the peptide hormone cholecystokinin.
ChEBI Ontology
Outgoing Relation(s)
asperlicin E (CHEBI:90903) has role Aspergillus metabolite (CHEBI:76956)
asperlicin E (CHEBI:90903) has role cholecystokinin antagonist (CHEBI:73296)
asperlicin E (CHEBI:90903) is a aminal (CHEBI:35412)
asperlicin E (CHEBI:90903) is a asperlicins (CHEBI:91003)
asperlicin E (CHEBI:90903) is a organic heteroheptacyclic compound (CHEBI:52157)
asperlicin E (CHEBI:90903) is a tertiary alcohol (CHEBI:26878)
IUPAC Name 
(12aR,17bS,18aS)-17b-hydroxy-13,17b,18,18a-tetrahydro-11H-indolo[3',2':4,5]pyrrolo[2,1-c]quinazolino[3,2-a][1,4]benzodiazepine-5,11(12aH)-dione
Synonym  Source
(+)-asperlicin EChEBI
UniProt Name  Source
asperlicin EUniProt
Manual XrefsDatabases
CPD-17023MetaCyc
Registry NumbersSources
Reaxys:23125539Reaxys
CAS:93413-05-9ChemIDplus
Citations