CHEBI:17460 - lipoamide

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ChEBI Name lipoamide
ChEBI ID CHEBI:17460
Definition A monocarboxylic acid amide resulting from the formal condensation of the carboxy group of lipoic acid with ammonia.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:6491, CHEBI:14518, CHEBI:25055
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Formula C8H15NOS2
Net Charge 0
Average Mass 205.34284
Monoisotopic Mass 205.05951
InChI InChI=1S/C8H15NOS2/c9-8(10)4-2-1-3-7-5-6-11-12-7/h7H,1-6H2,(H2,9,10)
InChIKey FCCDDURTIIUXBY-UHFFFAOYSA-N
SMILES NC(=O)CCCCC1CCSS1
Metabolite of Species Details
Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
Saccharomyces cerevisiae (NCBI:txid4932) Source: yeast.sf.net See: PubMed
Homo sapiens (NCBI:txid9606) See: DOI
Roles Classification
Biological Role(s): human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
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).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 (R)-lipoamide (CHEBI:83094) is a lipoamide (CHEBI:17460)
IUPAC Name
5-(1,2-dithiolan-3-yl)pentanamide
Synonyms Sources
1,2-dithiolane-3-pentanamide HMDB
α-lipoic acid amide ChemIDplus
lipoacin HMDB
Lipoamide KEGG COMPOUND
Thioctamide ChemIDplus
Thioctic acid amide KEGG COMPOUND
vitamin N ChemIDplus
Manual Xrefs Databases
C00248 KEGG COMPOUND
D00048 KEGG DRUG
HMDB0000962 HMDB
Lipoamide Wikipedia
LIPOAMIDE MetaCyc
LMFA08010006 LIPID MAPS
View more database links
Registry Numbers Types Sources
1126642 Gmelin Registry Number Gmelin
122470 Reaxys Registry Number Reaxys
122470 Beilstein Registry Number Beilstein
940-69-2 CAS Registry Number KEGG COMPOUND
940-69-2 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
10224250 PubMed citation Europe PMC
21108628 PubMed citation Europe PMC
21521794 PubMed citation Europe PMC
Last Modified
27 January 2016