CHEBI:87123 - tulipalin B

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ChEBI Name tulipalin B
ChEBI ID CHEBI:87123
Definition A 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)
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Kristian Axelsen
Supplier Information
Download Molfile XML SDF
Formula C5H6O3
Net Charge 0
Average Mass 114.09930
Monoisotopic Mass 114.03169
InChI InChI=1S/C5H6O3/c1-3-4(6)2-8-5(3)7/h4,6H,1-2H2/t4-/m0/s1
InChIKey BFLSLERVRLOFCX-BYPYZUCNSA-N
SMILES O[C@H]1COC(=O)C1=C
Metabolite of Species Details
Tulipa gesneriana (NCBI:txid13306) See: PubMed
Roles Classification
Biological Role(s): 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
(+)-Tulipalin B KNApSAcK
2-methylene-3-hydroxy-γ-butyrolactone ChEBI
α-methylene-β-hydroxy-γ-butyrolactone ChEBI
tulipalin B UniProt
Manual Xrefs Databases
C00036320 KNApSAcK
CPD-18287 MetaCyc
View more database links
Registry Number Type Source
95529-89-8 CAS Registry Number KNApSAcK
Citations Waiting for Citations Types Sources
19939419 PubMed citation Europe PMC
24317075 PubMed citation Europe PMC
25126881 PubMed citation Europe PMC
25997073 PubMed citation SUBMITTER
Last Modified
11 August 2015