6-tuliposide B (CHEBI:87124)

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ChEBI Name	6-tuliposide B

ChEBI ID	CHEBI:87124

Definition	A 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.

Stars	This entity has been manually annotated by the ChEBI Team.

Submitter	Kristian Axelsen

Supplier Information

Download	Molfile XML SDF

Formula

C11H18O9

Net Charge

Average Mass

294.25520

Monoisotopic Mass

294.09508

InChI

InChI=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

InChIKey

FMHJNIRDGYFPEC-CHICSPHLSA-N

SMILES

OC[C@@H](O)C(=C)C(=O)OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O

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. antibacterial agent A substance (or active part thereof) that kills or slows the growth of bacteria. antifungal agent An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.

ChEBI Ontology
Outgoing	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

Synonym	Source
6-tuliposide B	UniProt

Last Modified

11 August 2015