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The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at The data is made available under the Creative Commons License (CC BY 3.0, For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.

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Accession:CHEBI:17460 term browser browse the term
Definition:A monocarboxylic acid amide resulting from the formal condensation of the carboxy group of lipoic acid with ammonia.
Synonyms:related_synonym: 1,2-dithiolane-3-pentanamide;   5-(1,2-dithiolan-3-yl)pentanamide;   Formula=C8H15NOS2;   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;   Thioctamide;   Thioctic acid amide;   alpha-lipoic acid amide;   lipoacin;   vitamin N
 alt_id: CHEBI:14518;   CHEBI:25055;   CHEBI:6491
 xref: Beilstein:122470;   CAS:940-69-2;   Gmelin:1126642;   HMDB:HMDB0000962;   KEGG:C00248;   KEGG:D00048;   LIPID_MAPS_instance:LMFA08010006
 xref_mesh: MESH:C013091
 xref: MetaCyc:LIPOAMIDE;   PMID:10224250;   PMID:21108628;   PMID:21521794;   Reaxys:122470;   Wikipedia:Lipoamide

show annotations for term's descendants           Sort by:
lipoamide term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Nfe2l2 nuclear factor, erythroid 2-like 2 multiple interactions ISO lipoamide inhibits the reaction [Acrolein results in decreased expression of NFE2L2 protein] CTD PMID:18258206 NCBI chr 3:62,497,568...62,525,146
Ensembl chr 3:62,497,571...62,524,996
JBrowse link
G Txnrd1 thioredoxin reductase 1 increases reduction ISO TXNRD1 protein results in increased reduction of lipoamide CTD PMID:21172426 NCBI chr 7:26,946,124...26,984,400
Ensembl chr 7:26,946,125...26,984,400
JBrowse link
G Txnrd2 thioredoxin reductase 2 increases reduction ISO TXNRD2 protein results in increased reduction of lipoamide CTD PMID:21172426 NCBI chr11:86,667,994...86,716,063
Ensembl chr11:86,667,997...86,716,254
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19785
    role 19732
      biological role 19732
        antimicrobial agent 17309
          antibacterial agent 13019
            octanoic acid 2252
              lipoic acid 182
                lipoamide 3
                  (R)-lipoamide 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19785
    subatomic particle 19782
      composite particle 19782
        hadron 19782
          baryon 19782
            nucleon 19782
              atomic nucleus 19782
                atom 19782
                  main group element atom 19670
                    p-block element atom 19670
                      carbon group element atom 19572
                        carbon atom 19561
                          organic molecular entity 19561
                            organic group 18493
                              organic divalent group 18486
                                organodiyl group 18486
                                  carbonyl group 18389
                                    carbonyl compound 18389
                                      carboxylic acid 18060
                                        monocarboxylic acid 17406
                                          fatty acid 15844
                                            saturated fatty acid 15811
                                              straight-chain saturated fatty acid 15226
                                                octanoic acid 2252
                                                  lipoic acid 182
                                                    lipoamide 3
                                                      (R)-lipoamide 0
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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.