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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:(S,S)-tramadol
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Accession:CHEBI:75731 term browser browse the term
Definition:A 2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexanol in which both stereocentres have S-configuration; the (S,S)-enantiomer of the racemic opioid analgesic tramadol, it exhibits ten-fold lower analgesic potency than the (R,R)-enantiomer.
Synonyms:exact_synonym: (1S,2S)-2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexanol
 related_synonym: (-)-tramadol;   (-)-trans-2-(Dimethylaminomethyl)-1-(m-methoxyphenyl)cyclohexanol;   Formula=C16H25NO2;   InChI=1S/C16H25NO2/c1-17(2)12-14-7-4-5-10-16(14,18)13-8-6-9-15(11-13)19-3/h6,8-9,11,14,18H,4-5,7,10,12H2,1-3H3/t14-,16+/m0/s1;   InChIKey=TVYLLZQTGLZFBW-GOEBONIOSA-N;   SMILES=COc1cccc(c1)[C@]1(O)CCCC[C@H]1CN(C)C
 xref: CAS:123134-25-8;   LINCS:LSM-3125;   Reaxys:6635050;   Wikipedia:Tramadol
 cyclic_relationship: is_conjugate_base_of CHEBI:75738;   is_enantiomer_of CHEBI:75725


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tramadol term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Adra1a adrenoceptor alpha 1A increases expression EXP Tramadol results in increased expression of ADRA1A protein CTD PMID:15464068 NCBI chr15:43,296,997...43,398,314
Ensembl chr15:43,298,794...43,392,451
JBrowse link
G Bax BCL2 associated X, apoptosis regulator increases expression EXP Tramadol results in increased expression of BAX protein CTD PMID:25550769 NCBI chr 1:101,451,801...101,457,207
Ensembl chr 1:101,451,802...101,457,207
JBrowse link
G Bche butyrylcholinesterase decreases activity EXP Tramadol results in decreased activity of BCHE protein CTD PMID:28689766 NCBI chr 2:171,104,476...171,196,186
Ensembl chr 2:171,100,140...171,196,395
JBrowse link
G Casp3 caspase 3 affects activity
decreases activity
ISO
EXP
Tramadol affects the activity of CASP3 protein
Tramadol results in decreased activity of CASP3 protein
CTD PMID:27317026 PMID:28499616 NCBI chr16:48,845,011...48,863,249
Ensembl chr16:48,845,012...48,863,204
JBrowse link
G Cat catalase decreases expression
multiple interactions
EXP Tramadol results in decreased expression of CAT mRNA
Tramadol deficiency inhibits the reaction [Tramadol results in increased expression of CAT mRNA]
CTD PMID:25550769 NCBI chr 3:93,379,872...93,412,058
Ensembl chr 3:93,379,874...93,412,058
JBrowse link
G Ckb creatine kinase B decreases expression ISO Tramadol results in decreased expression of CKB mRNA CTD PMID:27317026 NCBI chr 6:136,142,956...136,145,838
Ensembl chr 6:136,142,956...136,145,837
JBrowse link
G Cyp17a1 cytochrome P450, family 17, subfamily a, polypeptide 1 decreases activity ISO Tramadol results in decreased activity of CYP17A1 protein CTD PMID:29100959 NCBI chr 1:266,422,127...266,429,947
Ensembl chr 1:266,422,132...266,428,239
JBrowse link
G Cyp2d4 cytochrome P450, family 2, subfamily d, polypeptide 4 increases response to substance
affects metabolic processing
decreases response to substance
affects response to substance
multiple interactions
decreases methylation
increases metabolic processing
affects methylation
ISO CYP2D6 gene mutant form results in increased susceptibility to Tramadol
CYP2D6 gene mutant form affects the metabolism of Tramadol; CYP2D6 gene polymorphism affects the metabolism of Tramadol
CYP2D6 gene polymorphism results in decreased susceptibility to Tramadol
CYP2D6 gene polymorphism affects the susceptibility to Tramadol; CYP2D6 protein affects the susceptibility to Tramadol
[CYP2D6 protein results in increased metabolism of and results in increased activity of Tramadol] which results in increased chemical synthesis of O-demethyltramadol; CYP2D6 gene polymorphism affects the metabolism of and affects the susceptibility to Tramadol; CYP2D6 protein results in increased metabolism of and results in increased activity of Tramadol
CYP2D6 protein results in decreased methylation of Tramadol
CYP2D6 gene mutant form results in increased metabolism of Tramadol; CYP2D6 protein results in increased metabolism of Tramadol
CYP2D6 protein affects the methylation of Tramadol
CTD PMID:12191703 PMID:12893130 PMID:14624403 PMID:16497087 PMID:16960721 PMID:17361124 PMID:17470523 PMID:17570739 PMID:18204346 PMID:18520597 PMID:18713907 PMID:29555325 NCBI chr 7:123,599,264...123,608,436
Ensembl chr 7:123,599,266...123,608,436
JBrowse link
G Drd2 dopamine receptor D2 increases expression EXP Tramadol results in increased expression of DRD2 protein CTD PMID:15464068 NCBI chr 8:53,678,777...53,743,643
Ensembl chr 8:53,678,777...53,743,642
JBrowse link
G Drd3 dopamine receptor D3 increases expression EXP Tramadol results in increased expression of DRD3 protein CTD PMID:15464068 NCBI chr11:61,819,102...61,883,223
Ensembl chr11:61,822,077...61,874,327
JBrowse link
G Gpt glutamic--pyruvic transaminase increases activity EXP Tramadol results in increased activity of GPT protein CTD PMID:28689766 NCBI chr 7:117,759,083...117,761,932
Ensembl chr 7:117,759,083...117,761,931
JBrowse link
G Htr2a 5-hydroxytryptamine receptor 2A multiple interactions
increases expression
increases activity
EXP Ketanserin inhibits the reaction [Tramadol results in increased activity of HTR2A protein]
Tramadol results in increased expression of HTR2A mRNA
CTD PMID:18417104 NCBI chr15:56,666,152...56,732,469
Ensembl chr15:56,666,012...56,735,382
JBrowse link
G Ldha lactate dehydrogenase A decreases expression ISO Tramadol results in decreased expression of LDHA mRNA CTD PMID:27317026 NCBI chr 1:102,900,288...102,909,713
Ensembl chr 1:102,900,286...102,909,707
JBrowse link
G Ndufs1 NADH:ubiquinone oxidoreductase core subunit S1 decreases expression ISO Tramadol results in decreased expression of NDUFS1 mRNA CTD PMID:27317026 NCBI chr 9:69,919,863...69,953,182
Ensembl chr 9:69,919,867...69,953,182
JBrowse link
G Oprd1 opioid receptor, delta 1 affects binding
multiple interactions
EXP Tramadol binds to OPRD1 protein
[Tramadol binds to OPRD1 protein] which results in decreased uptake of Norepinephrine; [Tramadol binds to OPRD1 protein] which results in decreased uptake of Serotonin
CTD PMID:7562497 NCBI chr 5:150,288,126...150,323,063
Ensembl chr 5:150,288,126...150,323,063
JBrowse link
G Oprk1 opioid receptor, kappa 1 multiple interactions
affects binding
EXP [Tramadol binds to OPRK1 protein] which results in decreased uptake of Norepinephrine; [Tramadol binds to OPRK1 protein] which results in decreased uptake of Serotonin CTD PMID:7562497 NCBI chr 5:13,742,655...13,760,460
Ensembl chr 5:13,744,658...13,760,305
JBrowse link
G Oprm1 opioid receptor, mu 1 multiple interactions
affects binding
EXP [Tramadol binds to OPRM1 protein] which results in decreased uptake of Norepinephrine; [Tramadol binds to OPRM1 protein] which results in decreased uptake of Serotonin CTD PMID:7562497 NCBI chr 1:43,454,803...43,704,948
Ensembl chr 1:43,454,803...43,704,948
JBrowse link
G Pdk3 pyruvate dehydrogenase kinase 3 increases expression ISO Tramadol results in increased expression of PDK3 mRNA CTD PMID:27317026 NCBI chr  X:62,836,131...62,904,114
Ensembl chr  X:62,836,131...62,903,554
JBrowse link
G Pdyn prodynorphin decreases expression EXP Tramadol results in decreased expression of PDYN mRNA CTD PMID:17401159 NCBI chr 3:122,194,327...122,206,671
Ensembl chr 3:122,194,329...122,206,671
JBrowse link
G Slc2a4 solute carrier family 2 member 4 multiple interactions EXP Naloxone inhibits the reaction [Tramadol inhibits the reaction [Streptozocin results in decreased expression of SLC2A4 protein]]; Tramadol inhibits the reaction [Streptozocin results in decreased expression of SLC2A4 mRNA]; Tramadol inhibits the reaction [Streptozocin results in decreased expression of SLC2A4 protein] CTD PMID:11723065 NCBI chr10:56,552,921...56,558,562
Ensembl chr10:56,552,983...56,558,487
JBrowse link
G Slc47a1 solute carrier family 47 member 1 multiple interactions ISO Tramadol inhibits the reaction [SLC47A1 protein results in increased uptake of 1-Methyl-4-phenylpyridinium] CTD PMID:22419765 NCBI chr10:47,631,425...47,685,379
Ensembl chr10:47,632,192...47,666,921
JBrowse link
G Slc47a2 solute carrier family 47 member 2 multiple interactions ISO Tramadol inhibits the reaction [SLC47A2 protein results in increased uptake of 1-Methyl-4-phenylpyridinium] CTD PMID:22419765 NCBI chr10:47,587,909...47,631,373
Ensembl chr10:47,588,497...47,630,799
JBrowse link
G Sod1 superoxide dismutase 1 decreases expression
multiple interactions
EXP Tramadol results in decreased expression of SOD1 mRNA
Tramadol deficiency inhibits the reaction [Tramadol results in increased expression of SOD1 mRNA]
CTD PMID:25550769 NCBI chr11:30,363,282...30,368,858
Ensembl chr11:30,363,280...30,368,862
JBrowse link
G Sod2 superoxide dismutase 2 multiple interactions
decreases expression
EXP Tramadol deficiency inhibits the reaction [Tramadol results in increased expression of SOD2 mRNA]
Tramadol results in decreased expression of SOD2 mRNA
CTD PMID:25550769 NCBI chr 1:47,914,757...47,921,587
Ensembl chr 1:47,914,759...47,921,587
JBrowse link
G Tnf tumor necrosis factor multiple interactions EXP [Acetaminophen co-treated with Tramadol] inhibits the reaction [Freund's Adjuvant results in increased expression of TNF protein] CTD PMID:17377112 NCBI chr20:5,189,382...5,192,000
Ensembl chr20:5,189,390...5,192,000
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19810
    role 19758
      biological role 19758
        pharmacological role 18821
          analgesic 13074
            opioid analgesic 631
              (S,S)-tramadol 25
                tramadol 25
Path 2
Term Annotations click to browse term
  CHEBI ontology 19810
    subatomic particle 19808
      composite particle 19808
        hadron 19808
          baryon 19808
            nucleon 19808
              atomic nucleus 19808
                atom 19808
                  main group element atom 19696
                    main group molecular entity 19696
                      s-block molecular entity 19456
                        hydrogen molecular entity 19447
                          hydrides 18703
                            inorganic hydride 17433
                              pnictogen hydride 17405
                                nitrogen hydride 17247
                                  azane 16964
                                    ammonia 16963
                                      organic amino compound 16962
                                        tertiary amino compound 8638
                                          2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexanol 25
                                            (S,S)-tramadol 25
                                              tramadol 25
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