CHEBI:68193 - echinulin

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ChEBI Name echinulin
ChEBI ID CHEBI:68193
Definition An indole alkaloid with formula C29H39N3O2. It is a fungal metabolite found in several Aspergillus species.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:68784
Supplier Information
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Formula C29H39N3O2
Net Charge 0
Average Mass 461.650
Monoisotopic Mass 461.30423
InChI InChI=1S/C29H39N3O2/c1-9-29(7,8)26-23(16-24-28(34)30-19(6)27(33)31-24)22-15-20(12-10-17(2)3)14-21(25(22)32-26)13-11-18(4)5/h9-11,14-15,19,24,32H,1,12-13,16H2,2-8H3,(H,30,34)(H,31,33)/t19-,24-/m0/s1
InChIKey DIKMWTRJIZQJMY-CYFREDJKSA-N
SMILES C[C@@H]1NC(=O)[C@H](CC2=C(NC3=C(CC=C(C)C)C=C(CC=C(C)C)C=C23)C(C)(C)C=C)NC1=O
Metabolite of Species Details
Combretum dolichopetalum (IPNI:170043-1) Found in Root (BTO:0001188). See: PubMed
Aspergillus chevalieri (NCBI:txid182096) See: PubMed
Eurotium repens (NCBI:txid41409) EtOAc extract of Lyophilized fungus which was homogenized with acetone See: PubMed
Aspergillus niveoglaucus (NCBI:txid41417) See: PubMed
Portulaca oleracea (NCBI:txid46147) Found in whole plant (BTO:0001461). See: PubMed
Aspergillus amstelodami (NCBI:txid5054) See: PubMed
Aspergillus cristatus (NCBI:txid573508) Species also known as Eurotium cristatum. See: PubMed
Aspergillus fumigatus (NCBI:txid746128) of strain MR2012 See: PubMed
Chaetomium globosum (NCBI:txid38033) of strain KMITL-N0802 See: PubMed
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): Aspergillus metabolite
Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus .
marine metabolite
Any metabolite produced during a metabolic reaction in marine macro- and microorganisms.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing echinulin (CHEBI:68193) has role Aspergillus metabolite (CHEBI:76956)
echinulin (CHEBI:68193) has role marine metabolite (CHEBI:76507)
echinulin (CHEBI:68193) has role plant metabolite (CHEBI:76924)
echinulin (CHEBI:68193) is a 2,5-diketopiperazines (CHEBI:65061)
echinulin (CHEBI:68193) is a indole alkaloid (CHEBI:38958)
echinulin (CHEBI:68193) is a indoles (CHEBI:24828)
echinulin (CHEBI:68193) is a olefinic compound (CHEBI:78840)
IUPAC Name
(3S,6S)-3-methyl-6-{[2-(2-methylbut-3-en-2-yl)-5,7-bis(3-methylbut-2-en-1-yl)-1H-indol-3-yl]methyl}piperazine-2,5-dione
Synonyms Sources
(3S,6S)-3-[[2-(1,1-dimethyl-2-propen-1-yl)-5,7-bis(3-methyl-2-buten-1-yl)-1H-indol-3-yl]methyl]-6-methyl-2,5-piperazinedione ChEBI
echinulin UniProt
echinuline ChemIDplus
Manual Xrefs Databases
103122 ChemSpider
C00011281 KNApSAcK
View more database links
Registry Number Type Source
1859-87-6 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
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Last Modified
25 August 2022