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CHEBI:90903 - asperlicin E

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of the 2-3 double bond of the indole moeity, and in which the hydrogen at the 3-position of the indole moiety has been replaced by a hydroxy group.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:
Aspergillus metabolite  Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus .
cholecystokinin antagonist  A hormone antagonist that inhibits the action of the peptide hormone cholecystokinin.
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