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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:(-)-ephedrine
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Accession:CHEBI:15407 term browser browse the term
Definition:A phenethylamine alkaloid that is 2-phenylethanamine substituted by a methyl group at the amino nitrogen and a methyl and a hydroxy group at position 2 and 1 respectively.
Synonyms:exact_synonym: (1R,2S)-2-(methylamino)-1-phenylpropan-1-ol
 related_synonym: (1R,2S)-1-phenyl-1-hydroxy-2-methylaminopropane;   Formula=C10H15NO;   InChI=1S/C10H15NO/c1-8(11-2)10(12)9-6-4-3-5-7-9/h3-8,10-12H,1-2H3/t8-,10-/m0/s1;   InChIKey=KWGRBVOPPLSCSI-WPRPVWTQSA-N;   L-Ephedrine;   L-erythro-2-(methylamino)-1-phenylpropan-1-ol;   SMILES=CN[C@@H](C)[C@H](O)c1ccccc1
 alt_id: CHEBI:10776;   CHEBI:132176;   CHEBI:18483;   CHEBI:4801
 xref: CAS:299-42-3;   Chemspider:4856;   DrugBank:DB01364;   Drug_Central:1024;   Gmelin:261389;   KEGG:C01575;   KEGG:D00124;   KNApSAcK:C00001409
 xref_mesh: MESH:D004809
 xref: PMID:13359219;   PMID:13809594;   PMID:21465337;   PMID:25660335;   PMID:27662264;   PMID:27846433;   Reaxys:2208730;   VSDB:2959;   Wikipedia:Ephedrine
 cyclic_relationship: is_conjugate_base_of CHEBI:57295



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(-)-ephedrine 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
increases expression
ISO
EXP
Ephedrine inhibits the reaction [Bleomycin results in increased expression of ACTA2 mRNA]; Ephedrine inhibits the reaction [Bleomycin results in increased expression of ACTA2 protein]
Ephedrine results in increased expression of ACTA2 protein
CTD PMID:32729338 PMID:37778983 NCBI chr 1:241,159,723...241,172,503
Ensembl chr 1:231,746,548...231,759,554
JBrowse link
G Apoa1 apolipoprotein A1 multiple interactions ISO [Ephedrine co-treated with Caffeine] results in increased expression of APOA1 protein CTD PMID:16324916 NCBI chr 8:46,527,251...46,529,035
Ensembl chr 8:46,527,144...46,529,035
JBrowse link
G Apoa2 apolipoprotein A2 multiple interactions ISO [Ephedrine co-treated with Caffeine] results in decreased expression of APOA2 protein CTD PMID:16324916 NCBI chr13:83,644,460...83,646,358
Ensembl chr13:83,644,470...83,646,355
JBrowse link
G Apob apolipoprotein B multiple interactions ISO [Ephedrine co-treated with Caffeine] results in decreased expression of APOB protein CTD PMID:16324916 NCBI chr 6:30,844,386...30,883,983
Ensembl chr 6:30,844,368...30,892,497
JBrowse link
G Apoc1 apolipoprotein C1 multiple interactions ISO [Ephedrine co-treated with Caffeine co-treated with pioglitazone] results in increased expression of APOC1 protein CTD PMID:16324916 NCBI chr 1:79,347,057...79,350,340
Ensembl chr 1:79,346,136...79,350,375
JBrowse link
G Apoc2 apolipoprotein C2 multiple interactions ISO [Ephedrine co-treated with Caffeine co-treated with pioglitazone] results in decreased expression of APOC2 protein CTD PMID:16324916 NCBI chr 1:79,329,429...79,334,397
Ensembl chr 1:79,329,428...79,334,476
JBrowse link
G Apoc3 apolipoprotein C3 multiple interactions ISO [Ephedrine co-treated with Caffeine co-treated with pioglitazone] results in decreased expression of APOC3 protein CTD PMID:16324916 NCBI chr 8:46,531,478...46,533,658
Ensembl chr 8:46,531,478...46,533,583
JBrowse link
G Bax BCL2 associated X, apoptosis regulator increases expression EXP Ephedrine results in increased expression of BAX protein CTD PMID:32729338 NCBI chr 1:105,076,472...105,081,906
Ensembl chr 1:95,938,808...95,945,368
JBrowse link
G Bcl2 BCL2, apoptosis regulator decreases expression EXP Ephedrine results in decreased expression of BCL2 protein CTD PMID:32729338 NCBI chr13:23,204,464...23,366,900
Ensembl chr13:22,684,989...22,853,743
Ensembl chr13:22,684,989...22,853,743
JBrowse link
G Casp3 caspase 3 multiple interactions
increases activity
EXP [Caffeine co-treated with Ephedrine] results in increased cleavage of CASP3 protein
Ephedrine results in increased activity of CASP3 protein
CTD PMID:15537744 PMID:32729338 NCBI chr16:52,395,539...52,413,794
Ensembl chr16:45,662,910...45,684,648
JBrowse link
G Casp9 caspase 9 increases activity EXP Ephedrine results in increased activity of CASP9 protein CTD PMID:32729338 Ensembl chr 5:154,109,046...154,126,626 JBrowse link
G Cdh1 cadherin 1 multiple interactions ISO Ephedrine inhibits the reaction [Bleomycin results in decreased expression of CDH1 mRNA]; Ephedrine inhibits the reaction [Bleomycin results in decreased expression of CDH1 protein] CTD PMID:37778983 NCBI chr19:34,492,371...34,561,775
Ensembl chr19:34,492,371...34,561,775
JBrowse link
G Cfd complement factor D multiple interactions ISO [Caffeine co-treated with Ephedrine] affects the reaction [Sodium Glutamate results in decreased expression of CFD mRNA]; [Caffeine co-treated with Ephedrine] affects the reaction [Sodium Glutamate results in decreased expression of CFD protein] CTD PMID:2307116 NCBI chr 7:9,813,148...9,814,871
Ensembl chr 7:9,813,150...9,815,053
JBrowse link
G Fos Fos proto-oncogene, AP-1 transcription factor subunit increases expression ISO Ephedrine results in increased expression of FOS mRNA CTD PMID:12730611 NCBI chr 6:105,121,170...105,124,036
Ensembl chr 6:105,121,170...105,124,036
JBrowse link
G Gpt glutamic--pyruvic transaminase increases expression EXP Ephedrine results in increased expression of GPT protein CTD PMID:32729338 NCBI chr 7:108,416,646...108,419,495
Ensembl chr 7:108,416,642...108,419,494
JBrowse link
G H2ax H2A.X variant histone multiple interactions EXP [Caffeine co-treated with Ephedrine] results in increased phosphorylation of H2AX protein CTD PMID:15537744 NCBI chr 8:44,671,907...44,673,262
Ensembl chr 8:44,671,786...44,673,239
Ensembl chr 4:44,671,786...44,673,239
JBrowse link
G Il1b interleukin 1 beta increases expression EXP Ephedrine results in increased expression of IL1B protein CTD PMID:32729338 NCBI chr 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415
JBrowse link
G Il6 interleukin 6 multiple interactions
increases expression
ISO
EXP
Ephedrine inhibits the reaction [Bleomycin results in increased secretion of IL6 protein]
Ephedrine results in increased expression of IL6 protein
CTD PMID:32729338 PMID:37778983 NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178
JBrowse link
G Keap1 Kelch-like ECH-associated protein 1 multiple interactions ISO Ephedrine inhibits the reaction [Bleomycin results in increased expression of KEAP1 protein] CTD PMID:37778983 NCBI chr 8:19,768,375...19,777,862
Ensembl chr 8:19,768,375...19,777,862
JBrowse link
G Krt8 keratin 8 multiple interactions ISO Ephedrine inhibits the reaction [Bleomycin results in decreased expression of KRT8 mRNA]; Ephedrine inhibits the reaction [Bleomycin results in decreased expression of KRT8 protein] CTD PMID:37778983 NCBI chr 7:133,124,203...133,131,656
Ensembl chr 7:133,124,203...133,131,728
JBrowse link
G Nfe2l2 NFE2 like bZIP transcription factor 2 multiple interactions ISO Ephedrine inhibits the reaction [Bleomycin results in decreased expression of NFE2L2 protein] CTD PMID:37778983 NCBI chr 3:60,594,239...60,621,712
Ensembl chr 3:60,594,242...60,621,737
JBrowse link
G Nox1 NADPH oxidase 1 increases expression EXP Ephedrine results in increased expression of NOX1 protein CTD PMID:32729338 NCBI chr  X:97,279,058...97,332,291
Ensembl chr  X:97,279,056...97,302,236
JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit multiple interactions ISO Ephedrine inhibits the reaction [Bleomycin results in increased phosphorylation of RELA protein] CTD PMID:37778983 NCBI chr 1:202,925,001...202,935,484
Ensembl chr 1:202,924,945...202,935,484
JBrowse link
G Smad3 SMAD family member 3 increases expression EXP Ephedrine results in increased expression of SMAD3 mRNA; Ephedrine results in increased expression of SMAD3 protein CTD PMID:32729338 NCBI chr 8:64,126,829...64,236,960
Ensembl chr 8:64,110,039...64,236,960
JBrowse link
G Smad7 SMAD family member 7 decreases expression EXP Ephedrine results in decreased expression of SMAD7 protein CTD PMID:32729338 NCBI chr18:71,263,508...71,291,849
Ensembl chr18:68,988,429...69,016,765
JBrowse link
G Tgfb1 transforming growth factor, beta 1 increases expression EXP Ephedrine results in increased expression of TGFB1 mRNA; Ephedrine results in increased expression of TGFB1 protein CTD PMID:32729338 NCBI chr 1:90,324,312...90,340,627
Ensembl chr 1:81,196,532...81,212,847
JBrowse link
G Tnf tumor necrosis factor multiple interactions
increases expression
ISO
EXP
Ephedrine inhibits the reaction [Bleomycin results in increased secretion of TNF protein]
Ephedrine results in increased expression of TNF protein
CTD PMID:32729338 PMID:37778983 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
JBrowse link
G Vim vimentin multiple interactions ISO Ephedrine inhibits the reaction [Bleomycin results in increased expression of VIM mRNA]; Ephedrine inhibits the reaction [Bleomycin results in increased expression of VIM protein] CTD PMID:37778983 NCBI chr17:81,577,261...81,585,746
Ensembl chr17:76,668,647...76,677,187
JBrowse link

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  CHEBI ontology 20845
    role 20805
      biological role 20803
        xenobiotic 19508
          (-)-ephedrine 28
Path 2
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  CHEBI ontology 20845
    subatomic particle 20843
      composite particle 20843
        hadron 20843
          baryon 20843
            nucleon 20843
              atomic nucleus 20843
                atom 20843
                  main group element atom 20766
                    main group molecular entity 20766
                      s-block molecular entity 20561
                        hydrogen molecular entity 20545
                          hydrides 19679
                            inorganic hydride 18572
                              pnictogen hydride 18558
                                nitrogen hydride 18469
                                  azane 18229
                                    ammonia 18228
                                      organic amino compound 18228
                                        amino alcohol 1082
                                          ethanolamines 829
                                            phenylethanolamines 610
                                              (-)-ephedrine 28
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