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CHEBI:68058 - protubonine B

ChEBI IDCHEBI:68058
ChEBI Nameprotubonine B
Stars
DefinitionAn acetate ester obtained by the formal condensation of the hydroxy group of the fungal metabolite protubonine A with acetic acid. It has been isolated from Aspergillus species.
Last Modified13 January 2014
DownloadsMolfile
FormulaC21H25N3O5
Net Charge0
Average Mass399.447
Monoisotopic Mass399.17942
SMILES[H][C@@]12N(C(C)=O)c3ccccc3[C@]1(OC(C)=O)C[C@]1([H])C(=O)N[C@@H](CC(C)C)C(=O)N21
InChIInChI=1S/C21H25N3O5/c1-11(2)9-15-19(28)24-17(18(27)22-15)10-21(29-13(4)26)14-7-5-6-8-16(14)23(12(3)25)20(21)24/h5-8,11,15,17,20H,9-10H2,1-4H3,(H,22,27)/t15-,17+,20-,21+/m0/s1
InChIKeyRYCLFSRDBHDCQK-APMMZXSISA-N
Species of MetaboliteComponentSourceComments
Aspergillus sp. (ncbitaxon:5065) - PubMed (21366228) Ethylacetate extract of combined agar media Strain: SF 5044
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
Aspergillus metabolite  Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus .
ChEBI Ontology
Outgoing Relation(s)
protubonine B (CHEBI:68058) has functional parent protubonine A (CHEBI:68057)
protubonine B (CHEBI:68058) has role Aspergillus metabolite (CHEBI:76956)
protubonine B (CHEBI:68058) is a acetamides (CHEBI:22160)
protubonine B (CHEBI:68058) is a acetate ester (CHEBI:47622)
protubonine B (CHEBI:68058) is a dipeptide (CHEBI:46761)
protubonine B (CHEBI:68058) is a organic heterotetracyclic compound (CHEBI:38163)
IUPAC Name 
(3S,5aR,10bR,11aR)-6-acetyl-3-(2-methylpropyl)-1,4-dioxo-1,2,3,4,5a,6,11,11a-octahydro-10bH-pyrazino[1',2':1,5]pyrrolo[2,3-b]indol-10b-yl acetate
Registry NumbersSources
Reaxys:21548698Reaxys
Citations