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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 chr15:40,830,125...40,935,902
Ensembl chr15:40,832,534...40,927,500 		JBrowse link
G Alpl alkaline phosphatase, biomineralization associated multiple interactions
increases expression		 EXP Vitamin E inhibits the reaction [Tramadol results in increased expression of ALPL protein] CTD PMID:31618080 NCBI chr 5:149,951,397...150,006,424
Ensembl chr 5:149,951,409...150,006,446 		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 1:95,940,001...95,945,407
Ensembl chr 1:95,938,808...95,945,368 		JBrowse link
G Bche butyrylcholinesterase decreases activity EXP Tramadol results in decreased activity of BCHE protein CTD PMID:28689766 NCBI chr 2:158,308,674...158,401,148
Ensembl chr 2:158,307,584...158,401,148 		JBrowse link
G Casp3 caspase 3 affects activity
decreases activity
multiple interactions
increases expression		 ISO
EXP		 Tramadol affects the activity of CASP3 protein
Tramadol results in decreased activity of CASP3 protein
Vitamin E inhibits the reaction [Tramadol results in increased expression of CASP3 protein]		 CTD PMID:27317026 PMID:28499616 PMID:31618080 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648 		JBrowse link
G Cat catalase decreases expression
multiple interactions		 EXP Tramadol results in decreased expression of CAT mRNA; Tramadol results in decreased expression of CAT protein
Tramadol deficiency inhibits the reaction [Tramadol results in increased expression of CAT mRNA]		 CTD PMID:25550769 PMID:31618080 NCBI chr 3:89,842,393...89,874,577
Ensembl chr 3:89,842,399...89,874,478 		JBrowse link
G Ckb creatine kinase B decreases expression
multiple interactions		 ISO
EXP		 Tramadol results in decreased expression of CKB mRNA
Ethanol promotes the reaction [Tramadol results in increased expression of [CKM protein binds to CKB protein]]; Tramadol promotes the reaction [Ethanol results in increased expression of [CKM protein binds to CKB protein]]; Tramadol results in increased expression of [CKM protein binds to CKB protein]		 CTD PMID:27317026 PMID:33645892 NCBI chr 6:130,729,420...130,732,301
Ensembl chr 6:130,729,423...130,732,315 		JBrowse link
G Ckm creatine kinase, M-type multiple interactions EXP Ethanol promotes the reaction [Tramadol results in increased expression of [CKM protein binds to CKB protein]]; Tramadol promotes the reaction [Ethanol results in increased expression of [CKM protein binds to CKB protein]]; Tramadol results in increased expression of [CKM protein binds to CKB protein] CTD PMID:33645892 NCBI chr 1:79,061,390...79,071,721
Ensembl chr 1:79,061,456...79,071,720 		JBrowse link
G Creb1 cAMP responsive element binding protein 1 increases phosphorylation EXP tramadol increases phosphorylation of Creb1 protein in Prefrontal Cortex and nucleus accumbens RGD PMID:30632799 RGD:401901180 NCBI chr 9:65,903,511...65,972,562
Ensembl chr 9:65,903,547...65,970,816 		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 1:245,535,462...245,543,148
Ensembl chr 1:245,535,462...245,541,573 		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 affects the 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 More... NCBI chr 7:113,882,584...113,891,754
Ensembl chr 7:113,881,618...113,891,759 		JBrowse link
G Des desmin multiple interactions EXP Tramadol promotes the reaction [Ethanol results in increased expression of DES protein] CTD PMID:33645892 NCBI chr 9:76,850,979...76,858,695
Ensembl chr 9:76,850,982...76,858,699 		JBrowse link
G Drd2 dopamine receptor D2 increases expression EXP Tramadol results in increased expression of DRD2 protein CTD PMID:15464068 NCBI chr 8:49,708,927...49,772,876
Ensembl chr 8:49,708,927...49,772,875 		JBrowse link
G Drd3 dopamine receptor D3 increases expression EXP Tramadol results in increased expression of DRD3 protein CTD PMID:15464068 NCBI chr11:56,879,689...56,931,901
Ensembl chr11:56,879,689...56,940,596 		JBrowse link
G Fosb FosB proto-oncogene, AP-1 transcription factor subunit increases expression EXP Tramadol increases expression of Fosb protein in Prefrontal Cortex and nucleus accumbens RGD PMID:30632799 RGD:401901180 NCBI chr 1:78,954,312...78,961,492
Ensembl chr 1:78,954,115...78,961,465 		JBrowse link
G Gja1 gap junction protein, alpha 1 multiple interactions EXP Tramadol promotes the reaction [Ethanol results in increased expression of GJA1 protein] CTD PMID:33645892 NCBI chr20:35,756,007...35,768,481
Ensembl chr20:35,755,991...35,768,582 		JBrowse link
G Got1 glutamic-oxaloacetic transaminase 1 increases expression
multiple interactions		 EXP Tramadol results in increased expression of GOT1 protein
Vitamin E inhibits the reaction [Tramadol results in increased expression of GOT1 protein]		 CTD PMID:31618080 NCBI chr 1:242,357,293...242,381,535
Ensembl chr 1:242,357,306...242,380,633 		JBrowse link
G Gpt glutamic--pyruvic transaminase increases activity
increases expression
multiple interactions		 EXP Tramadol results in increased activity of GPT protein
Tramadol results in increased expression of GPT protein
Vitamin E inhibits the reaction [Tramadol results in increased expression of GPT protein]		 CTD PMID:28689766 PMID:31618080 NCBI chr 7:108,416,646...108,419,495
Ensembl chr 7:108,416,642...108,419,494 		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 chr15:49,950,035...50,022,188
Ensembl chr15:49,950,804...50,020,928 		JBrowse link
G Ifng interferon gamma multiple interactions EXP Tramadol promotes the reaction [Ethanol results in increased expression of IFNG protein] CTD PMID:33645892 NCBI chr 7:53,903,339...53,907,375
Ensembl chr 7:53,903,337...53,907,375 		JBrowse link
G Ldha lactate dehydrogenase A decreases expression ISO Tramadol results in decreased expression of LDHA mRNA CTD PMID:27317026 NCBI chr 1:97,371,823...97,381,247
Ensembl chr 1:97,366,021...97,433,472 		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 9:64,546,430...64,579,751
Ensembl chr 9:64,546,225...64,579,893 		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 5:144,306,188...144,340,960
Ensembl chr 5:144,306,188...144,340,960 		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 5:13,860,016...13,877,823
Ensembl chr 5:13,860,021...13,877,823 		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 1:43,160,057...43,413,409
Ensembl chr 1:43,160,057...43,413,409 		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:58,486,699...58,553,533
Ensembl chr  X:58,486,554...58,553,557 		JBrowse link
G Pdyn prodynorphin decreases expression EXP Tramadol results in decreased expression of PDYN mRNA CTD PMID:17401159 NCBI chr 3:116,900,990...116,913,334
Ensembl chr 3:116,900,992...116,913,334 		JBrowse link
G Prkaa1 protein kinase AMP-activated catalytic subunit alpha 1 multiple interactions EXP [Tiletamine co-treated with Xylazine co-treated with Tramadol] results in increased expression of PRKAA1 mRNA CTD PMID:31276069 NCBI chr 2:54,240,298...54,275,978
Ensembl chr 2:54,240,137...54,275,978 		JBrowse link
G Prkaa2 protein kinase AMP-activated catalytic subunit alpha 2 multiple interactions EXP [Tiletamine co-treated with Xylazine co-treated with Tramadol] results in increased expression of PRKAA2 mRNA CTD PMID:31276069 NCBI chr 5:119,807,992...119,879,987
Ensembl chr 5:119,813,226...119,879,543 		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 chr10:54,666,015...54,671,581
Ensembl chr10:54,666,015...54,671,565 		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 chr10:46,034,115...46,088,617
Ensembl chr10:46,034,122...46,087,637 		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 chr10:45,990,806...46,033,937
Ensembl chr10:45,991,095...46,033,904 		JBrowse link
G Sod1 superoxide dismutase 1 decreases expression
multiple interactions		 EXP Tramadol results in decreased expression of SOD1 mRNA; Tramadol results in decreased expression of SOD1 protein
Tramadol deficiency inhibits the reaction [Tramadol results in increased expression of SOD1 mRNA]		 CTD PMID:25550769 PMID:31618080 NCBI chr11:29,456,673...29,462,249
Ensembl chr11:29,456,558...29,462,249 		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 1:47,638,318...47,645,163
Ensembl chr 1:47,636,528...47,645,189 		JBrowse link
G Spp1 secreted phosphoprotein 1 multiple interactions
increases expression		 EXP Ethanol promotes the reaction [Tramadol results in increased expression of SPP1 protein]; Tramadol promotes the reaction [Ethanol results in increased expression of SPP1 protein] CTD PMID:33645892 NCBI chr14:5,308,885...5,315,120
Ensembl chr14:5,308,885...5,315,162 		JBrowse link
G Tnf tumor necrosis factor multiple interactions
increases expression		 EXP [Acetaminophen co-treated with Tramadol] inhibits the reaction [Freund's Adjuvant results in increased expression of TNF protein]; Tramadol promotes the reaction [Ethanol results in increased expression of TNF protein]; Vitamin E inhibits the reaction [Tramadol results in increased expression of TNF protein] CTD PMID:17377112 PMID:31618080 PMID:33645892 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629 		JBrowse link
G Tnni3 troponin I3, cardiac type increases expression
multiple interactions		 EXP Tramadol results in increased expression of TNNI3 protein
Ethanol promotes the reaction [Tramadol results in increased expression of TNNI3 protein]; Tramadol promotes the reaction [Ethanol results in increased expression of TNNI3 protein]		 CTD PMID:33645892 NCBI chr 1:69,299,900...69,303,582
Ensembl chr 1:69,299,900...69,303,580 		JBrowse link
G Vim vimentin multiple interactions EXP Tramadol promotes the reaction [Ethanol results in increased expression of VIM protein] CTD PMID:33645892 NCBI chr17:76,668,701...76,677,186
Ensembl chr17:76,668,647...76,677,187 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19921
    role 19893
      biological role 19891
        pharmacological role 19122
          analgesic 14785
            opioid analgesic 669
              (S,S)-tramadol 38
                tramadol 38
Path 2
Term Annotations click to browse term
  CHEBI ontology 19921
    subatomic particle 19919
      composite particle 19919
        hadron 19919
          baryon 19919
            nucleon 19919
              atomic nucleus 19919
                atom 19919
                  main group element atom 19865
                    main group molecular entity 19865
                      s-block molecular entity 19697
                        hydrogen molecular entity 19678
                          hydrides 19184
                            inorganic hydride 18194
                              pnictogen hydride 18184
                                nitrogen hydride 18096
                                  azane 17900
                                    ammonia 17899
                                      organic amino compound 17899
                                        tertiary amino compound 10158
                                          2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexanol 38
                                            (S,S)-tramadol 38
                                              tramadol 38
paths to the root