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ChEBI
> Main
CHEBI:17460 - lipoamide
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ChEBI Ontology
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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
Supplier Information
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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
940-69-2
CAS Registry Number
KEGG COMPOUND
940-69-2
CAS Registry Number
ChemIDplus
Citations
Types
Sources
10224250
PubMed citation
Europe PMC
21108628
PubMed citation
Europe PMC
21521794
PubMed citation
Europe PMC
Last Modified
27 January 2016