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
Accession: CHEBI:15407
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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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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