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:
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.
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
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
C00038312KNApSAcK
CPD-18286MetaCyc
Registry NumbersSources
Reaxys:18564462Reaxys
CAS:244105-18-8KNApSAcK
Citations