CHEBI:17460 - lipoamide

ChEBI IDCHEBI:17460
ChEBI Namelipoamide
Stars
DefinitionA monocarboxylic acid amide resulting from the formal condensation of the carboxy group of lipoic acid with ammonia.
Secondary ChEBI IDsCHEBI:6491, CHEBI:14518, CHEBI:25055
Last Modified27 January 2016
DownloadsMolfile
FormulaC8H15NOS2
Net Charge0
Average Mass205.348
Monoisotopic Mass205.05951
SMILESNC(=O)CCCCC1CCSS1
InChIInChI=1S/C8H15NOS2/c9-8(10)4-2-1-3-7-5-6-11-12-7/h7H,1-6H2,(H2,9,10)
InChIKeyFCCDDURTIIUXBY-UHFFFAOYSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606) - DOI (10.1038/nbt.2488)
Saccharomyces cerevisiae (ncbitaxon:4932) - PubMed (24678285) Source: yeast.sf.net
Mus musculus (ncbitaxon:10090) - PubMed (19425150) Source: BioModels - MODEL1507180067
Roles Classification
Biological Roles:
Saccharomyces cerevisiae metabolite  Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ).
Escherichia coli metabolite  Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
mouse metabolite  Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
ChEBI Ontology
Outgoing Relation(s)
lipoamide (CHEBI:17460) has functional parent lipoic acid (CHEBI:16494)
lipoamide (CHEBI:17460) has role Escherichia coli metabolite (CHEBI:76971)
lipoamide (CHEBI:17460) has role Saccharomyces cerevisiae metabolite (CHEBI:75772)
lipoamide (CHEBI:17460) has role human metabolite (CHEBI:77746)
lipoamide (CHEBI:17460) has role mouse metabolite (CHEBI:75771)
lipoamide (CHEBI:17460) is a dithiolanes (CHEBI:39192)
lipoamide (CHEBI:17460) is a monocarboxylic acid amide (CHEBI:29347)
Incoming Relation(s)
(R)-lipoamide (CHEBI:83094) is a lipoamide (CHEBI:17460)
IUPAC Name 
5-(1,2-dithiolan-3-yl)pentanamide
Synonyms  Source
LipoamideKEGG COMPOUND
Thioctic acid amideKEGG COMPOUND
ThioctamideChemIDplus
vitamin NChemIDplus
α-lipoic acid amideChemIDplus
lipoacinHMDB
Manual XrefsDatabases
C00248KEGG COMPOUND
LIPOAMIDEMetaCyc
LMFA08010006LIPID MAPS
HMDB0000962HMDB
LipoamideWikipedia
D00048KEGG DRUG
Registry NumbersSources
Gmelin:1126642Gmelin
Reaxys:122470Reaxys
CAS:940-69-2KEGG COMPOUND
CAS:940-69-2ChemIDplus
Citations