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CHEBI:68057 - protubonine A

ChEBI IDCHEBI:68057
ChEBI Nameprotubonine A
Stars
DefinitionAn organic heterotetracyclic compound that is 6,10b,11,11a-tetrahydro-H-pyrazino[1',2':1,5]pyrrolo[2,3-b]indole-,4(3H,5aH)-dione substituted by an acetyl group at position 6, a hydroxy group at position 10b and a 2-methylpropyl group at position 3. It has been isolated from in Aspergillus species.
Last Modified13 January 2014
DownloadsMolfile
FormulaC19H23N3O4
Net Charge0
Average Mass357.410
Monoisotopic Mass357.16886
SMILES[H][C@@]12N(C(C)=O)c3ccccc3[C@]1(O)C[C@]1([H])C(=O)N[C@@H](CC(C)C)C(=O)N21
InChIInChI=1S/C19H23N3O4/c1-10(2)8-13-17(25)22-15(16(24)20-13)9-19(26)12-6-4-5-7-14(12)21(11(3)23)18(19)22/h4-7,10,13,15,18,26H,8-9H2,1-3H3,(H,20,24)/t13-,15+,18-,19+/m0/s1
InChIKeyIQSAULADRNRYOT-ARKSPBFVSA-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 A (CHEBI:68057) has role Aspergillus metabolite (CHEBI:76956)
protubonine A (CHEBI:68057) is a acetamides (CHEBI:22160)
protubonine A (CHEBI:68057) is a dipeptide (CHEBI:46761)
protubonine A (CHEBI:68057) is a organic heterotetracyclic compound (CHEBI:38163)
protubonine A (CHEBI:68057) is a tertiary alcohol (CHEBI:26878)
Incoming Relation(s)
protubonine B (CHEBI:68058) has functional parent protubonine A (CHEBI:68057)
IUPAC Name 
(3S,5aR,10bR,11aR)-6-acetyl-10b-hydroxy-3-(2-methylpropyl)-6,10b,11,11a-tetrahydro-2H-pyrazino[1',2':1,5]pyrrolo[2,3-b]indole-1,4(3H,5aH)-dione
Registry NumbersSources
Reaxys:21548697Reaxys
Citations