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CHEBI:65911 - FR177391

ChEBI IDCHEBI:65911
ChEBI NameFR177391
Stars
DefinitionA 14-membered macrolide isolated from the Serratia liquefaciens and exhibits anti-hyperlipidemic activity.
Last Modified28 January 2013
DownloadsMolfile
FormulaC23H31ClO8
Net Charge0
Average Mass470.946
Monoisotopic Mass470.17075
SMILES[H][C@]1([C@H](O)/C=C(\C)CC(=O)O)O[C@@H]2CC/C(Cl)=C/C/C=C(/C)[C@H](OC(C)=O)CC(=O)O[C@@H]1C2
InChIInChI=1S/C23H31ClO8/c1-13(10-21(27)28)9-18(26)23-20-11-17(31-23)8-7-16(24)6-4-5-14(2)19(30-15(3)25)12-22(29)32-20/h5-6,9,17-20,23,26H,4,7-8,10-12H2,1-3H3,(H,27,28)/b13-9+,14-5-,16-6-/t17-,18-,19-,20-,23-/m1/s1
InChIKeyOAWOFENLLWPBEQ-VXLXENEISA-N
Species of MetaboliteComponentSourceComments
Serratia liquefaciens (ncbitaxon:614) - PubMed (16392679) Strain: 1821
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
antilipemic drug  A substance used to treat hyperlipidemia (an excess of lipids in the blood).
ChEBI Ontology
Outgoing Relation(s)
FR177391 (CHEBI:65911) has role antilipemic drug (CHEBI:35679)
FR177391 (CHEBI:65911) has role metabolite (CHEBI:25212)
FR177391 (CHEBI:65911) is a acetate ester (CHEBI:47622)
FR177391 (CHEBI:65911) is a bridged compound (CHEBI:35990)
FR177391 (CHEBI:65911) is a cyclic ether (CHEBI:37407)
FR177391 (CHEBI:65911) is a hydroxy monocarboxylic acid (CHEBI:35868)
FR177391 (CHEBI:65911) is a macrolide (CHEBI:25106)
FR177391 (CHEBI:65911) is a organic heterobicyclic compound (CHEBI:27171)
FR177391 (CHEBI:65911) is a organochlorine compound (CHEBI:36683)
FR177391 (CHEBI:65911) is a secondary alcohol (CHEBI:35681)
IUPAC Name 
(3E,5R)-5-[(1R,5R,6Z,9Z,13R,15R)-5-(acetyloxy)-10-chloro-6-methyl-3-oxo-2,14-dioxabicyclo[11.2.1]hexadeca-6,9-dien-15-yl]-5-hydroxy-3-methylpent-3-enoic acid
Citations