CHEBI:156056 - aculene B

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ChEBI Name aculene B
ChEBI ID CHEBI:156056
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information ZINC000085560803
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Formula C19H27NO3
Net Charge 0
Average Mass 317.429
Monoisotopic Mass 317.19909
InChI InChI=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
InChIKey DLPUOZGNMZKXKB-YEWFCNIMSA-N
SMILES [C@H]1([C@]2([C@](CC=C(C1)C)(C(=CC2=O)CC)[H])C)OC([C@H]3NCCC3)=O
Metabolite of Species Details
Aspergillus aculeatus (NCBI:txid5053) Found in cell suspension culture (BTO:0000221). See: PubMed
Roles Classification
Biological Role(s): Aspergillus metabolite
Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus .
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 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-carboxylate IUPAC
Citations Types Sources
25068785 PubMed citation Europe PMC
25547729 PubMed citation Europe PMC
31618514 PubMed citation Europe PMC
Last Modified
03 July 2020