CHEBI:141332 - guignardone N

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ChEBI Name guignardone N
ChEBI ID CHEBI:141332
Definition A meroterpenoid found in Guignardia and Fusarium species and shown to exhibit inhibitory activity against Candida albicans growth.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter R. Stephan
Supplier Information
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Formula C17H24O6
Net Charge 0
Average Mass 324.370
Monoisotopic Mass 324.15729
InChI InChI=1S/C17H24O6/c1-15(20,7-18)10-3-4-16(2)11(10)5-9-13(23-16)12-6-17(21,8-22-12)14(9)19/h10-12,18,20-21H,3-8H2,1-2H3/t10-,11+,12+,15-,16-,17-/m1/s1
InChIKey OPYPWMGWBUCOSQ-RZNLEFLGSA-N
SMILES [C@]12(CC[C@@]([C@@]1(CC3=C(O2)[C@@H]4C[C@](C3=O)(CO4)O)[H])([H])[C@@](CO)(O)C)C
Metabolite of Species Details
Guignardia sp. (NCBI:txid1715232) Found in cell suspension culture (BTO:0000221). See: PubMed
Fusarium sp. (NCBI:txid29916) Found in cell suspension culture (BTO:0000221). See: PubMed
Roles Classification
Biological Role(s): antifungal agent
An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
fungal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via meroterpenoid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing guignardone N (CHEBI:141332) has role antifungal agent (CHEBI:35718)
guignardone N (CHEBI:141332) has role fungal metabolite (CHEBI:76946)
guignardone N (CHEBI:141332) is a meroterpenoid (CHEBI:64419)
guignardone N (CHEBI:141332) is a organic heterotetracyclic compound (CHEBI:38163)
guignardone N (CHEBI:141332) is a organic hydroxy compound (CHEBI:33822)
guignardone N (CHEBI:141332) is a primary alcohol (CHEBI:15734)
guignardone N (CHEBI:141332) is a tertiary α-hydroxy ketone (CHEBI:139592)
guignardone N (CHEBI:141332) is a tertiary alcohol (CHEBI:26878)
guignardone N (CHEBI:141332) is a triol (CHEBI:27136)
IUPAC Name
(1S,4R,6aS,7R,9aR)-7-[(2S)-1,2-dihydroxypropan-2-yl]-4-hydroxy-9a-methyl-3,4,6,6a,7,8,9,9a-octahydro-1,4-methanocyclopenta[5,6]pyrano[2,3-c]oxepin-5(1H)-one
Synonym Source
guignardone N ChEBI
Registry Number Type Source
28851661 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
26577190 PubMed citation SUBMITTER
29941838 PubMed citation Europe PMC
35541335 PubMed citation Europe PMC
Last Modified
17 August 2023