CHEBI:87124 - 6-tuliposide B

ChEBI IDCHEBI:87124
ChEBI Name6-tuliposide B
Stars
DefinitionA 6-O-acyl-D-glucose in which the 6-acyl group is specified as (3S)-3,4-dihydroxy-2-methylidenebutanoyl. A secondary metabolite with potent antibacterial activity, occurring specifically in tulip anthers.
Last Modified11 August 2015
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC11H18O9
Net Charge0
Average Mass294.256
Monoisotopic Mass294.09508
SMILESC=C(C(=O)OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O)[C@H](O)CO
InChIInChI=1S/C11H18O9/c1-4(5(13)2-12)10(17)19-3-6-7(14)8(15)9(16)11(18)20-6/h5-9,11-16,18H,1-3H2/t5-,6-,7-,8+,9-,11?/m1/s1
InChIKeyFMHJNIRDGYFPEC-CHICSPHLSA-N
Species of MetaboliteComponentSourceComments
Tulipa gesneriana (ncbitaxon:13306) - PubMed (25126881)
Roles Classification
Biological Roles:
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
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.
ChEBI Ontology
Outgoing Relation(s)
6-tuliposide B (CHEBI:87124) has functional parent D-glucopyranose (CHEBI:4167)
6-tuliposide B (CHEBI:87124) has role antibacterial agent (CHEBI:33282)
6-tuliposide B (CHEBI:87124) has role antifungal agent (CHEBI:35718)
6-tuliposide B (CHEBI:87124) has role plant metabolite (CHEBI:76924)
6-tuliposide B (CHEBI:87124) is a 6-O-acyl-D-glucose (CHEBI:59475)
6-tuliposide B (CHEBI:87124) is a enoate ester (CHEBI:51702)
IUPAC Name 
6-O-[(3S)-3,4-dihydroxy-2-methylidenebutanoyl]-D-glucopyranose
UniProt Name  Source
6-tuliposide BUniProt
Manual XrefsDatabases
CPD-18286MetaCyc
C00038312KNApSAcK
Registry NumbersSources
Reaxys:18564462Reaxys
CAS:244105-18-8KNApSAcK
Citations