CHEBI:156389 - 5-isoprenylindole-3-carboxylate β-D-glycosyl ester

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
This entity has been annotated by a third party. If you would like more information added to this entry, please contact ChEBI via email or GitHub.
ChEBI Name 5-isoprenylindole-3-carboxylate β-D-glycosyl ester
ChEBI ID CHEBI:156389
ChEBI ASCII Name 5-isoprenylindole-3-carboxylate beta-D-glycosyl ester
Definition An ester of 4-deoxy-α-L-threo-hex-4-enopyranuronic acide produced by Streptomyces sp..
Stars This entity has been manually annotated by a third party.
Submitter Martin Larralde
Supplier Information
Download Molfile XML SDF
Formula C20H21NO7
Net Charge 0
Average Mass 387.388
Monoisotopic Mass 387.13180
InChI InChI=1S/C20H21NO7/c1-10(2)3-4-11-5-6-12-13(9-21-14(12)7-11)19(26)28-20-17(23)15(22)8-16(27-20)18(24)25/h3,5-9,15,17,20-23H,4H2,1-2H3,(H,24,25)/t15-,17+,20-/m0/s1
InChIKey ABLCZPDNHVQCBP-VPWXQRGCSA-N
SMILES CC(=CCC1=CC2=C(C=C1)C(=CN2)C(=O)O[C@H]3[C@@H]([C@H](C=C(O3)C(=O)O)O)O)C
Metabolite of Species Details
Streptomyces sp. RM-5-8 (NCBI:txid1429103) See: PubMed
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 5-isoprenylindole-3-carboxylate β-D-glycosyl ester (CHEBI:156389) has functional parent 1H-indole (CHEBI:16881)
5-isoprenylindole-3-carboxylate β-D-glycosyl ester (CHEBI:156389) has functional parent 4-deoxy-Δ4-β-D-GlcpA (CHEBI:41893)
5-isoprenylindole-3-carboxylate β-D-glycosyl ester (CHEBI:156389) has role bacterial metabolite (CHEBI:76969)
5-isoprenylindole-3-carboxylate β-D-glycosyl ester (CHEBI:156389) is a α,β-unsaturated monocarboxylic acid (CHEBI:79020)
5-isoprenylindole-3-carboxylate β-D-glycosyl ester (CHEBI:156389) is a carboxylic ester (CHEBI:33308)
5-isoprenylindole-3-carboxylate β-D-glycosyl ester (CHEBI:156389) is a hexuronic acid (CHEBI:24592)
5-isoprenylindole-3-carboxylate β-D-glycosyl ester (CHEBI:156389) is a indoles (CHEBI:24828)
IUPAC Name
(2S,3R,4S)-3,4-dihydroxy-2-((6-(3-methylbut-2-en-1-yl)-1H-indole-3-carbonyl)oxy)-3,4-dihydro-2H-pyran-6-carboxylic acid
Citations Waiting for Citations Types Sources
25961722 PubMed citation SUBMITTER
28166207 PubMed citation SUBMITTER