aculene A (CHEBI:156057)

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ChEBI Name	aculene A

ChEBI ID	CHEBI:156057

Definition	A carboxylic ester resulting from the formal condensation of the hydroxy group of aculene C 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

Download	Molfile XML SDF

Formula

C19H25NO3

Net Charge

Average Mass

315.413

Monoisotopic Mass

315.18344

InChI

InChI=1S/C19H25NO3/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/h7-8,11,15,17,20H,4-6,9-10H2,1-3H3/t15-,17-,19-/m0/s1

InChIKey

LOOAMPJDSIVZQC-IEZWGBDMSA-N

SMILES

[C@H]1([C@]2(C(=CC=C(C1)C)C(=CC2=O)CC)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 .

ChEBI Ontology
Outgoing	aculene A (CHEBI:156057) has functional parent aculene C (CHEBI:155912) aculene A (CHEBI:156057) has role Aspergillus metabolite (CHEBI:76956) aculene A (CHEBI:156057) is a L-proline derivative (CHEBI:84186) aculene A (CHEBI:156057) is a carbobicyclic compound (CHEBI:36785) aculene A (CHEBI:156057) is a carboxylic ester (CHEBI:33308) aculene A (CHEBI:156057) is a sesquiterpenoid (CHEBI:26658) aculene A (CHEBI:156057) is conjugate base of aculene A(1+) (CHEBI:155914)

Incoming	aculene A(1+) (CHEBI:155914) is conjugate acid of aculene A (CHEBI:156057)

IUPAC Name

(3aR,4S)-1-ethyl-3a,6-dimethyl-3-oxo-3,3a,4,5-tetrahydroazulen-4-yl L-prolinate

Synonym	Source
(3aR,4S)-1-ethyl-3a,6-dimethyl-3-oxo-3,3a,4,5-tetrahydroazulen-4-yl (2S)-pyrrolidine-2-carboxylate	IUPAC

Last Modified

03 July 2020