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CHEBI ONTOLOGY - ANNOTATIONS

The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at http://www.ebi.ac.uk/chebi/. The data is made available under the Creative Commons License (CC BY 3.0, http://creativecommons.org/licenses/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.
Term:dihydrolipoic acid
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Accession:CHEBI:18047 term browser browse the term
Definition:A thio-fatty acid that is reduced form of lipoic acid. A potent antioxidant shown to directly destroy superoxide, hydroperoxy and hydroxyl radicals; also has neuroprotective and anti-tumour effects.
Synonyms:exact_synonym: 6,8-disulfanyloctanoic acid
 related_synonym: 6,8-Dihydrothioctic acid;   6,8-bis-sulfanyloctanoic acid;   6,8-dimercapto-octanoic acid;   6,8-dimercaptooctanoic acid;   DHLA;   Dihydrothioctic acid;   Formula=C8H16O2S2;   InChI=1S/C8H16O2S2/c9-8(10)4-2-1-3-7(12)5-6-11/h7,11-12H,1-6H2,(H,9,10);   InChIKey=IZFHEQBZOYJLPK-UHFFFAOYSA-N;   SMILES=OC(=O)CCCCC(S)CCS;   dihydro-alpha-lipoic acid;   dihydro-lipoic acid
 alt_id: CHEBI:23752;   CHEBI:4569
 xref: CAS:462-20-4;   DrugBank:DB03760;   Gmelin:675796;   HMDB:HMDB0012210;   KEGG:C02147
 xref_mesh: MESH:C015144
 xref: PMID:12127266;   PMID:1345759;   PMID:17403519;   PMID:18951944;   Reaxys:1722777;   Wikipedia:Dihydrolipoic_acid
 cyclic_relationship: is_conjugate_acid_of CHEBI:30316


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dihydrolipoic acid term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Acta2 actin alpha 2, smooth muscle multiple interactions EXP dihydrolipoic acid inhibits the reaction [TGFB1 protein results in increased expression of ACTA2 protein] CTD PMID:21251946 NCBI chr 1:231,746,527...231,759,307
Ensembl chr 1:231,746,548...231,759,554 		JBrowse link
G Akt1 AKT serine/threonine kinase 1 multiple interactions EXP dihydrolipoic acid inhibits the reaction [PDGFB protein results in increased phosphorylation of AKT1 protein] CTD PMID:21251946 NCBI chr 6:131,713,716...131,735,319
Ensembl chr 6:131,713,720...131,733,921 		JBrowse link
G Casp3 caspase 3 increases activity
multiple interactions		 ISO dihydrolipoic acid results in increased activity of CASP3 protein
2-phenyl-4,4,5,5-tetramethylimidazoline-1-oxyl-3-oxide inhibits the reaction [dihydrolipoic acid results in increased activity of CASP3 protein]		 CTD PMID:21462292 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648 		JBrowse link
G Casp9 caspase 9 increases activity
multiple interactions		 ISO dihydrolipoic acid results in increased activity of CASP9 protein
2-phenyl-4,4,5,5-tetramethylimidazoline-1-oxyl-3-oxide inhibits the reaction [dihydrolipoic acid results in increased activity of CASP9 protein]		 CTD PMID:21462292 NCBI chr 5:154,108,872...154,126,628
Ensembl chr 5:154,109,046...154,126,626 		JBrowse link
G Cdkn1a cyclin-dependent kinase inhibitor 1A multiple interactions
increases expression		 ISO 2-phenyl-4,4,5,5-tetramethylimidazoline-1-oxyl-3-oxide inhibits the reaction [dihydrolipoic acid results in increased expression of CDKN1A mRNA]; Acetylcysteine inhibits the reaction [dihydrolipoic acid results in increased expression of CDKN1A mRNA] CTD PMID:21462292 NCBI chr20:7,149,177...7,159,727
Ensembl chr20:7,149,217...7,159,585 		JBrowse link
G Gstp1 glutathione S-transferase pi 1 multiple interactions
increases expression		 EXP [dihydrolipoic acid promotes the reaction [JUN protein binds to GSTP1 enhancer]] which results in increased expression of GSTP1 mRNA; [dihydrolipoic acid promotes the reaction [NFE2L2 protein binds to GSTP1 enhancer]] which results in increased expression of GSTP1 mRNA; dihydrolipoic acid promotes the reaction [JUN protein binds to GSTP1 enhancer]; dihydrolipoic acid promotes the reaction [NFE2L2 protein binds to GSTP1 enhancer]; dihydrolipoic acid results in increased expression of and results in increased activity of GSTP1 protein
dihydrolipoic acid results in increased expression of GSTP1 mRNA		 CTD PMID:20237067 NCBI chr 1:201,337,762...201,340,230
Ensembl chr 1:201,321,672...201,340,226 		JBrowse link
G Jun Jun proto-oncogene, AP-1 transcription factor subunit multiple interactions
increases activity
increases expression		 EXP [dihydrolipoic acid promotes the reaction [JUN protein binds to GSTP1 enhancer]] which results in increased expression of GSTP1 mRNA; dihydrolipoic acid promotes the reaction [JUN protein binds to GSTP1 enhancer]
dihydrolipoic acid results in increased activity of JUN protein
dihydrolipoic acid results in increased expression of JUN protein		 CTD PMID:20237067 NCBI chr 5:109,894,175...109,897,268
Ensembl chr 5:109,893,145...109,897,656 		JBrowse link
G Map2 microtubule-associated protein 2 multiple interactions ISO dihydrolipoic acid inhibits the reaction [NGF protein results in increased expression of MAP2 protein] CTD PMID:21462292 NCBI chr 9:67,723,422...67,981,886
Ensembl chr 9:67,723,371...67,979,809 		JBrowse link
G Map3k7 mitogen activated protein kinase kinase kinase 7 decreases phosphorylation EXP Dihydrolipoic acid decreases phosphorylation of Map3k7 protein in subarachnoid hemorrhage left cerebral hemisphere RGD PMID:29273596 RGD:155804269 NCBI chr 5:46,356,973...46,415,597
Ensembl chr 5:46,357,931...46,415,597 		JBrowse link
G Mapk1 mitogen activated protein kinase 1 multiple interactions EXP dihydrolipoic acid inhibits the reaction [TGFB1 protein results in increased phosphorylation of MAPK1 protein] CTD PMID:21251946 NCBI chr11:83,957,813...84,023,629
Ensembl chr11:83,957,813...84,023,616 		JBrowse link
G Mapk3 mitogen activated protein kinase 3 multiple interactions EXP dihydrolipoic acid inhibits the reaction [TGFB1 protein results in increased phosphorylation of MAPK3 protein] CTD PMID:21251946 NCBI chr 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863 		JBrowse link
G Nfe2l2 NFE2 like bZIP transcription factor 2 multiple interactions
increases expression
increases activity		 EXP [dihydrolipoic acid promotes the reaction [NFE2L2 protein binds to GSTP1 enhancer]] which results in increased expression of GSTP1 mRNA; dihydrolipoic acid promotes the reaction [NFE2L2 protein binds to GSTP1 enhancer]
dihydrolipoic acid results in increased expression of NFE2L2 protein
dihydrolipoic acid results in increased activity of NFE2L2 protein		 CTD PMID:20237067 NCBI chr 3:60,594,239...60,621,712
Ensembl chr 3:60,594,242...60,621,737 		JBrowse link
G Ngf nerve growth factor multiple interactions ISO dihydrolipoic acid inhibits the reaction [NGF protein results in increased expression of MAP2 protein] CTD PMID:21462292 NCBI chr 2:189,901,058...189,954,452
Ensembl chr 2:189,901,058...189,954,452 		JBrowse link
G Nos2 nitric oxide synthase 2 multiple interactions ISO dihydrolipoic acid inhibits the reaction [Lipopolysaccharides results in increased activity of NOS2 protein] CTD PMID:18838692 NCBI chr10:63,815,308...63,851,208
Ensembl chr10:63,815,308...63,851,210 		JBrowse link
G Nqo1 NAD(P)H quinone dehydrogenase 1 increases activity ISO dihydrolipoic acid results in increased activity of NQO1 protein CTD PMID:18838692 NCBI chr19:35,295,633...35,310,528
Ensembl chr19:35,295,573...35,310,557 		JBrowse link
G Pdgfb platelet derived growth factor subunit B multiple interactions
decreases activity		 EXP dihydrolipoic acid affects the reaction [PDGFB protein results in increased abundance of Reactive Oxygen Species]; dihydrolipoic acid inhibits the reaction [PDGFB protein results in increased phosphorylation of AKT1 protein]; dihydrolipoic acid inhibits the reaction [PDGFB protein results in increased phosphorylation of RPS6KB1 protein]
dihydrolipoic acid results in decreased activity of PDGFB protein		 CTD PMID:21251946 NCBI chr 7:111,539,444...111,557,984
Ensembl chr 7:111,540,345...111,557,984 		JBrowse link
G Rps6kb1 ribosomal protein S6 kinase B1 multiple interactions EXP dihydrolipoic acid inhibits the reaction [PDGFB protein results in increased phosphorylation of RPS6KB1 protein] CTD PMID:21251946 NCBI chr10:71,323,777...71,367,908
Ensembl chr10:71,323,777...71,367,908 		JBrowse link
G Tgfb1 transforming growth factor, beta 1 multiple interactions EXP dihydrolipoic acid affects the reaction [TGFB1 protein results in increased abundance of Reactive Oxygen Species]; dihydrolipoic acid inhibits the reaction [TGFB1 protein results in increased expression of ACTA2 protein]; dihydrolipoic acid inhibits the reaction [TGFB1 protein results in increased phosphorylation of MAPK1 protein]; dihydrolipoic acid inhibits the reaction [TGFB1 protein results in increased phosphorylation of MAPK3 protein] CTD PMID:21251946 NCBI chr 1:81,196,532...81,212,848
Ensembl chr 1:81,196,532...81,212,847 		JBrowse link
G Tp53 tumor protein p53 multiple interactions
increases expression		 ISO 2-phenyl-4,4,5,5-tetramethylimidazoline-1-oxyl-3-oxide inhibits the reaction [dihydrolipoic acid results in increased expression of TRP53 mRNA]; Acetylcysteine inhibits the reaction [dihydrolipoic acid results in increased expression of TRP53 mRNA] CTD PMID:21462292 NCBI chr10:54,300,070...54,311,525
Ensembl chr10:54,300,048...54,311,524 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19874
    role 19844
      chemical role 19473
        antioxidant 16145
          dihydrolipoic acid 19
            (R)-dihydrolipoic acid + 0
            (S)-dihydrolipoic acid + 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19874
    subatomic particle 19872
      composite particle 19872
        hadron 19872
          baryon 19872
            nucleon 19872
              atomic nucleus 19872
                atom 19872
                  main group element atom 19811
                    p-block element atom 19811
                      carbon group element atom 19751
                        carbon atom 19748
                          organic molecular entity 19748
                            heteroorganic entity 19505
                              organochalcogen compound 19268
                                organooxygen compound 19184
                                  carbon oxoacid 18654
                                    carboxylic acid 18651
                                      monocarboxylic acid 18000
                                        fatty acid 16833
                                          saturated fatty acid 16556
                                            straight-chain saturated fatty acid 16090
                                              octanoic acid 4917
                                                dihydrolipoic acid 19
                                                  (R)-dihydrolipoic acid + 0
                                                  (S)-dihydrolipoic acid + 0
paths to the root