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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:armodafinil
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Accession:CHEBI:77590 term browser browse the term
Definition:A 2-[(diphenylmethyl)sulfinyl]acetamide that has R configuration at the sulfur atom. Like its racemate, modafinil, it is used for the treatment of sleeping disorders such as narcolepsy, obstructive sleep apnoea, and shift-work sleep disorder. Peak concentration in the blood later occurs later following administration than with modafinil, so it is thought that armodafinil may be more effective than modafinil in treating people with excessive daytime sleepiness.
Synonyms:exact_synonym: 2-[(R)-(diphenylmethyl)sulfinyl]acetamide
 related_synonym: (-)-modafinil;   (R)-modafinil;   CEP 10953;   Formula=C15H15NO2S;   InChI=1S/C15H15NO2S/c16-14(17)11-19(18)15(12-7-3-1-4-8-12)13-9-5-2-6-10-13/h1-10,15H,11H2,(H2,16,17)/t19-/m1/s1;   InChIKey=YFGHCGITMMYXAQ-LJQANCHMSA-N;   Nuvigil;   SMILES=NC(=O)C[S@@](=O)C(c1ccccc1)c1ccccc1;   armodafinilo;   armodafinilum
 xref: CAS:112111-43-0;   Drug_Central:4501;   KEGG:D03215;   PMID:19663523;   PMID:19689169;   PMID:20697340;   PMID:20816042;   PMID:21427431;   PMID:22039290;   PMID:22128728;   PMID:22210169;   PMID:22537794;   PMID:22803602;   PMID:22917711;   PMID:22960434;   PMID:22967783;   PMID:23251870;   PMID:23983964;   PMID:24122734;   Reaxys:9767970;   Wikipedia:Armodafinil
 cyclic_relationship: is_enantiomer_of CHEBI:77591



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modafinil term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Acp5 acid phosphatase 5, tartrate resistant multiple interactions
increases expression
ISO Alendronate inhibits the reaction [modafinil results in increased expression of ACP5 mRNA]
modafinil results in increased expression of ACP5 mRNA; modafinil results in increased expression of ACP5 protein
CTD PMID:29649498 NCBI chr 9:22,126,727...22,135,746
Ensembl chr 9:22,126,727...22,135,711
JBrowse link
G Adora2a adenosine A2a receptor increases activity ISO modafinil results in increased activity of ADORA2A protein CTD PMID:29649498 NCBI chr10:75,316,877...75,334,792
Ensembl chr10:75,316,877...75,334,784
JBrowse link
G Adora2b adenosine A2b receptor increases activity ISO modafinil results in increased activity of ADORA2B protein CTD PMID:29649498 NCBI chr11:62,248,984...62,266,452
Ensembl chr11:62,248,984...62,266,453
JBrowse link
G Comt catechol-O-methyltransferase affects response to substance ISO COMT gene polymorphism affects the susceptibility to modafinil; COMT protein affects the susceptibility to modafinil CTD PMID:20815183 NCBI chr16:18,406,882...18,426,716
Ensembl chr16:18,406,886...18,426,852
JBrowse link
G Fos FBJ osteosarcoma oncogene affects expression EXP modafinil affects the expression of FOS protein CTD PMID:19194377 NCBI chr12:85,473,890...85,477,274
Ensembl chr12:85,473,890...85,477,273
JBrowse link
G Runx2 runt related transcription factor 2 multiple interactions
increases expression
ISO Alendronate promotes the reaction [modafinil results in increased expression of RUNX2 mRNA] CTD PMID:29649498 NCBI chr17:44,495,987...44,814,797
Ensembl chr17:44,495,987...44,814,797
JBrowse link
G Slc6a3 solute carrier family 6 (neurotransmitter transporter, dopamine), member 3 decreases response to substance
multiple interactions
affects response to substance
EXP
ISO
SLC6A3 gene mutant form results in decreased susceptibility to modafinil
modafinil inhibits the reaction [SLC6A3 protein affects the uptake of Dopamine]
SLC6A3 gene polymorphism affects the susceptibility to modafinil
CTD PMID:11222668 PMID:19197004 PMID:24403155 NCBI chr13:73,536,128...73,578,672
Ensembl chr13:73,536,747...73,578,672
JBrowse link
G Tnfrsf11a tumor necrosis factor receptor superfamily, member 11a, NFKB activator increases expression ISO modafinil results in increased expression of TNFRSF11A mRNA CTD PMID:29649498 NCBI chr 1:105,780,673...105,849,444
Ensembl chr 1:105,780,718...105,847,981
JBrowse link
G Tnfsf11 tumor necrosis factor (ligand) superfamily, member 11 increases expression
multiple interactions
ISO modafinil results in increased expression of TNFSF11 mRNA; modafinil results in increased expression of TNFSF11 protein
Alendronate inhibits the reaction [modafinil results in increased expression of TNFSF11 mRNA]; KT 5720 inhibits the reaction [modafinil results in increased expression of TNFSF11 mRNA]; N-(4-cyanophenyl)-2-(4-(2,3,6,7-tetrahydro-2,6-dioxo-1,3-dipropyl-1H-purin-8-yl)-phenoxy)acetamide inhibits the reaction [modafinil results in increased expression of TNFSF11 mRNA]; N-(4-cyanophenyl)-2-(4-(2,3,6,7-tetrahydro-2,6-dioxo-1,3-dipropyl-1H-purin-8-yl)-phenoxy)acetamide inhibits the reaction [modafinil results in increased expression of TNFSF11 protein]; ZM 241385 inhibits the reaction [modafinil results in increased expression of TNFSF11 mRNA]; ZM 241385 inhibits the reaction [modafinil results in increased expression of TNFSF11 protein]
CTD PMID:29649498 NCBI chr14:78,277,446...78,308,043
Ensembl chr14:78,277,445...78,308,043
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 21811
    role 21791
      application 21299
        pharmaceutical 20771
          drug 20771
            central nervous system drug 17209
              central nervous system stimulant 6897
                armodafinil 9
                  modafinil 9
Path 2
Term Annotations click to browse term
  CHEBI ontology 21811
    subatomic particle 21797
      composite particle 21797
        hadron 21797
          baryon 21797
            nucleon 21797
              atomic nucleus 21797
                atom 21797
                  main group element atom 21716
                    p-block element atom 21716
                      carbon group element atom 21530
                        carbon atom 21428
                          organic molecular entity 21428
                            organic group 20010
                              organic divalent group 19997
                                organodiyl group 19997
                                  carbonyl group 19989
                                    carbonyl compound 19989
                                      carboxylic acid 19310
                                        carboacyl group 18166
                                          univalent carboacyl group 18166
                                            carbamoyl group 17971
                                              carboxamide 17971
                                                monocarboxylic acid amide 15258
                                                  2-[(diphenylmethyl)sulfinyl]acetamide 9
                                                    armodafinil 9
                                                      modafinil 9
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