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CHEBI:64143 - depudecin

ChEBI IDCHEBI:64143
ChEBI Namedepudecin
Stars
DefinitionA polyketide obtained from the fungus Alternaria brassicicola and having a highly unusual structure of an 11-carbon chain containing two epoxides and six stereogenic centres. It is an inhibitor of histone deacetylase (HDAC) both in vivo and in vitro and also exhibits anti-angiogenic activity.
Last Modified6 August 2014
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC11H16O4
Net Charge0
Average Mass212.245
Monoisotopic Mass212.10486
SMILES[H][C@@]1([C@H](O)C=C)O[C@H]1/C=C/[C@@H]1O[C@@]1([H])[C@@H](C)O
InChIInChI=1S/C11H16O4/c1-3-7(13)11-9(15-11)5-4-8-10(14-8)6(2)12/h3-13H,1H2,2H3/b5-4+/t6-,7-,8+,9+,10+,11+/m1/s1
InChIKeyDLVJMFOLJOOWFS-INMLLLKOSA-N
Roles Classification
Biological Roles:
fungal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
EC 3.5.1.98 (histone deacetylase) inhibitor  An EC 3.5.1.* (non-peptide linear amide C-N hydrolase) inhibitor that interferes with the function of histone deacetylase (EC 3.5.1.98).
ChEBI Ontology
Outgoing Relation(s)
depudecin (CHEBI:64143) has role EC 3.5.1.98 (histone deacetylase) inhibitor (CHEBI:61115)
depudecin (CHEBI:64143) has role fungal metabolite (CHEBI:76946)
depudecin (CHEBI:64143) is a polyketide (CHEBI:26188)
Incoming Relation(s)
depdecin (CHEBI:73749) has functional parent depudecin (CHEBI:64143)
IUPAC Names 
(1R)-1-{(2S,3S)-3-[(E)-2-{(2S,3S)-3-[(1R)-1-hydroxyethyl]oxiran-2-yl}ethenyl]oxiran-2-yl}prop-2-en-1-ol
(1S,3E,6S)-1,2:5,6-dianhydro-3,4-dideoxy-1-[(1R)-1-hydroxyethyl]-6-[(1R)-1-hydroxyprop-2-en-1-yl]-D-threo-hex-3-enitol
Synonyms  Source
4,5:8,9-dianhydro-1,2,6,7,11-pentadeoxy-D-threo-D-ido-undeca-1,6-dienitolChEBI
(−)-depudecinChEBI
Registry NumbersSources
Reaxys:6803701Reaxys
CAS:139508-73-9ChemIDplus
Citations