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CHEBI:87123 - tulipalin B

Default Structure
ChEBI IDCHEBI:87123
ChEBI Nametulipalin B
Stars
DefinitionA member of the class of butan-4-olides that is 3-methylidenebutan-4-olide carrying an additional hydroxy substituent at position 4 (the 4R-enantiomer)
Last Modified11 August 2015
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC5H6O3
Net Charge0
Average Mass114.100
Monoisotopic Mass114.03169
SMILESC=C1C(=O)OC[C@@H]1O
InChIInChI=1S/C5H6O3/c1-3-4(6)2-8-5(3)7/h4,6H,1-2H2/t4-/m0/s1
InChIKeyBFLSLERVRLOFCX-BYPYZUCNSA-N
Species of MetaboliteComponentSourceComments
Tulipa gesneriana (ncbitaxon:13306) - PubMed (25126881)
Roles Classification
Biological Roles:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
ChEBI Ontology
Outgoing Relation(s)
tulipalin B (CHEBI:87123) has role antibacterial agent (CHEBI:33282)
tulipalin B (CHEBI:87123) has role antifungal agent (CHEBI:35718)
tulipalin B (CHEBI:87123) has role plant metabolite (CHEBI:76924)
tulipalin B (CHEBI:87123) is a butan-4-olide (CHEBI:22950)
tulipalin B (CHEBI:87123) is a enoate ester (CHEBI:51702)
tulipalin B (CHEBI:87123) is a secondary alcohol (CHEBI:35681)
IUPAC Name 
(4R)-4-hydroxy-3-methylideneoxolan-2-one
Synonyms  Source
2-methylene-3-hydroxy-γ-butyrolactoneChEBI
(+)-Tulipalin BKNApSAcK
α-methylene-β-hydroxy-γ-butyrolactoneChEBI
UniProt Name  Source
tulipalin BUniProt
Manual XrefsDatabases
C00036320KNApSAcK
CPD-18287MetaCyc
Registry NumbersSources
CAS:95529-89-8KNApSAcK
Citations