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CHEBI:156056 - aculene B

ChEBI IDCHEBI:156056
ChEBI Nameaculene B
Stars
DefinitionA carboxylic ester resulting from the formal condensation of the hydroxy group of aculene D with the carboxylic acid group of L-proline. It is a sesquiterpenoid isolated from the fungus Aspergillus aculeatus.
Last Modified3 July 2020
SubmitterAdnan
DownloadsMolfile
FormulaC19H27NO3
Net Charge0
Average Mass317.429
Monoisotopic Mass317.19909
SMILES[H][C@]12CC=C(C)C[C@H](OC(=O)[C@@H]3CCCN3)[C@]1(C)C(=O)C=C2CC
InChIInChI=1S/C19H27NO3/c1-4-13-11-16(21)19(3)14(13)8-7-12(2)10-17(19)23-18(22)15-6-5-9-20-15/h7,11,14-15,17,20H,4-6,8-10H2,1-3H3/t14-,15+,17+,19+/m1/s1
InChIKeyDLPUOZGNMZKXKB-YEWFCNIMSA-N
Species of MetaboliteComponentSourceComments
Aspergillus aculeatus (ncbitaxon:5053) cell suspension culture (BTO:0000221) PubMed (25068785)
Roles Classification
Biological Role:
Aspergillus metabolite  Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus .
ChEBI Ontology
Outgoing Relation(s)
aculene B (CHEBI:156056) has functional parent aculene D (CHEBI:155910)
aculene B (CHEBI:156056) has role Aspergillus metabolite (CHEBI:76956)
aculene B (CHEBI:156056) is a L-proline derivative (CHEBI:84186)
aculene B (CHEBI:156056) is a carbobicyclic compound (CHEBI:36785)
aculene B (CHEBI:156056) is a carboxylic ester (CHEBI:33308)
aculene B (CHEBI:156056) is a sesquiterpenoid (CHEBI:26658)
aculene B (CHEBI:156056) is conjugate base of aculene B(1+) (CHEBI:155913)
Incoming Relation(s)
aculene B(1+) (CHEBI:155913) is conjugate acid of aculene B (CHEBI:156056)
IUPAC Name 
(3aR,4S,8aR)-1-ethyl-3a,6-dimethyl-3-oxo-3,3a,4,5,8,8a-hexahydroazulen-4-yl L-prolinate
Synonym  Source
(3aR,4S,8aR)-1-ethyl-3a,6-dimethyl-3-oxo-3,3a,4,5,8,8a-hexahydroazulen-4-yl (2S)-pyrrolidine-2-carboxylateIUPAC
Citations