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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:8-(4-chlorophenylthio)-cAMP
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Accession:CHEBI:84612 term browser browse the term
Definition:A 3',5'-cyclic purine nucleotide that is 3',5'-cyclic AMP in which the hydrogen at position 2 on the purine fragment is replaced by a 4-chlorophenylthio group.
Synonyms:exact_synonym: (4aR,6R,7R,7aS)-6-{6-amino-8-[(4-chlorophenyl)sulfanyl]-9H-purin-9-yl}-2,7-dihydroxytetrahydro-2H,4H-2lambda(5)-furo[3,2-d][1,3,2]dioxaphosphinin-2-one
 related_synonym: 8-((4-Chlorophenyl)thio)cyclic-3',5'-amp;   8-(4-chlorophenylthio)-3',5'-cyclic AMP;   8-(4-chlorophenylthio)-cyclic AMP;   8-(4-chlorophenylthio)adenosine cyclic 3',5'-phosphate;   8-CPT-cAMP;   8-Parachlorophenylthio camp;   Formula=C16H15ClN5O6PS;   InChI=1S/C16H15ClN5O6PS/c17-7-1-3-8(4-2-7)30-16-21-10-13(18)19-6-20-14(10)22(16)15-11(23)12-9(27-15)5-26-29(24,25)28-12/h1-4,6,9,11-12,15,23H,5H2,(H,24,25)(H2,18,19,20)/t9-,11-,12-,15-/m1/s1;   InChIKey=AAZMHPMNAVEBRE-SDBHATRESA-N;   SMILES=Nc1ncnc2n([C@@H]3O[C@@H]4COP(O)(=O)O[C@H]4[C@H]3O)c(Sc3ccc(Cl)cc3)nc12
 xref: CAS:41941-66-6
 xref_mesh: MESH:C015929
 xref: PMID:23382200;   PMID:24586238;   PMID:24605759;   Reaxys:598763



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8-(4-chlorophenylthio)-cAMP term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abca1 ATP binding cassette subfamily A member 1 multiple interactions
increases expression
ISO Mevalonic Acid inhibits the reaction [mevastatin inhibits the reaction [8-((4-chlorophenyl)thio)cyclic-3',5'-AMP results in increased expression of ABCA1 protein]]; pitavastatin inhibits the reaction [8-((4-chlorophenyl)thio)cyclic-3',5'-AMP results in increased expression of ABCA1 protein] CTD PMID:16415093 NCBI chr 5:67,678,267...67,801,162
Ensembl chr 5:67,681,297...67,801,170
JBrowse link
G Abcb11 ATP binding cassette subfamily B member 11 increases expression ISO 8-((4-chlorophenyl)thio)cyclic-3',5'-AMP results in increased expression of ABCB11 mRNA CTD PMID:27160211 NCBI chr 3:54,016,854...54,112,797
Ensembl chr 3:54,017,127...54,112,730
JBrowse link
G Abcb1a ATP binding cassette subfamily B member 1A increases expression ISO 8-((4-chlorophenyl)thio)cyclic-3',5'-AMP results in increased expression of ABCB1A mRNA CTD PMID:27160211 NCBI chr 4:25,357,467...25,529,941
Ensembl chr 4:25,158,362...25,442,709
JBrowse link
G Abcc2 ATP binding cassette subfamily C member 2 increases expression ISO 8-((4-chlorophenyl)thio)cyclic-3',5'-AMP results in increased expression of ABCC2 mRNA CTD PMID:27160211 NCBI chr 1:242,664,657...242,723,239
Ensembl chr 1:242,664,657...242,723,238
JBrowse link
G Abcg2 ATP binding cassette subfamily G member 2 increases expression ISO 8-((4-chlorophenyl)thio)cyclic-3',5'-AMP results in increased expression of ABCG2 mRNA CTD PMID:27160211 NCBI chr 4:87,676,241...87,802,757
Ensembl chr 4:87,745,319...87,802,409
JBrowse link
G Akt1 AKT serine/threonine kinase 1 increases phosphorylation EXP 8-((4-chlorophenyl)thio)cyclic-3',5'-AMP results in increased phosphorylation of AKT1 protein CTD PMID:20610540 NCBI chr 6:131,713,716...131,735,319
Ensembl chr 6:131,713,720...131,733,921
JBrowse link
G Bcl2l11 Bcl2-like 11 increases expression
increases response to substance
ISO 8-((4-chlorophenyl)thio)cyclic-3',5'-AMP results in increased expression of BCL2L11 mRNA; 8-((4-chlorophenyl)thio)cyclic-3',5'-AMP results in increased expression of BCL2L11 protein
BCL2L11 protein results in increased susceptibility to 8-((4-chlorophenyl)thio)cyclic-3',5'-AMP
CTD PMID:14996839 NCBI chr 3:115,366,783...115,404,068
Ensembl chr 3:115,366,646...115,404,068
JBrowse link
G Casp3 caspase 3 increases activity ISO 8-((4-chlorophenyl)thio)cyclic-3',5'-AMP results in increased activity of CASP3 protein CTD PMID:14996839 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
JBrowse link
G Cfl1 cofilin 1 decreases phosphorylation EXP 8-((4-chlorophenyl)thio)cyclic-3',5'-AMP results in decreased phosphorylation of CFL1 protein CTD PMID:20610540 NCBI chr 1:202,796,012...202,801,337
Ensembl chr 1:202,786,627...202,817,587
JBrowse link
G Cftr CF transmembrane conductance regulator multiple interactions ISO [1-Methyl-3-isobutylxanthine co-treated with 8-((4-chlorophenyl)thio)cyclic-3',5'-AMP] results in increased activity of CFTR protein mutant form; [5-butyl-6-hydroxy-10-chlorobenzo(c)quinolizinium chloride co-treated with 8-((4-chlorophenyl)thio)cyclic-3',5'-AMP] results in increased activity of CFTR protein mutant form CTD PMID:15163550 NCBI chr 4:46,561,269...46,728,759
Ensembl chr 4:46,560,885...46,728,756
JBrowse link
G Creb1 cAMP responsive element binding protein 1 multiple interactions
increases phosphorylation
EXP 8-((4-chlorophenyl)thio)cyclic-3',5'-AMP results in increased phosphorylation of and results in increased activity of CREB1 protein
8-((4-chlorophenyl)thio)cyclic-3',5'-AMP results in increased phosphorylation of CREB1 protein
CTD PMID:14741741 PMID:20610540 NCBI chr 9:65,903,511...65,972,562
Ensembl chr 9:65,903,547...65,970,816
JBrowse link
G Nfe2l2 NFE2 like bZIP transcription factor 2 increases expression ISO 8-((4-chlorophenyl)thio)cyclic-3',5'-AMP results in increased expression of NFE2L2 mRNA CTD PMID:27160211 NCBI chr 3:60,594,239...60,621,712
Ensembl chr 3:60,594,242...60,621,737
JBrowse link
G Nr1h2 nuclear receptor subfamily 1, group H, member 2 multiple interactions ISO NR1H2 gene mutant form inhibits the reaction [pitavastatin inhibits the reaction [8-((4-chlorophenyl)thio)cyclic-3',5'-AMP results in increased export of Cholesterol]] CTD PMID:16415093 NCBI chr 1:95,041,967...95,047,358
Ensembl chr 1:95,041,967...95,047,377
JBrowse link
G Nr1h3 nuclear receptor subfamily 1, group H, member 3 multiple interactions ISO NR1H3 gene mutant form inhibits the reaction [pitavastatin inhibits the reaction [8-((4-chlorophenyl)thio)cyclic-3',5'-AMP results in increased export of Cholesterol]] CTD PMID:16415093 NCBI chr 3:77,158,808...77,168,907
Ensembl chr 3:77,158,808...77,168,722
JBrowse link
G Nr1i2 nuclear receptor subfamily 1, group I, member 2 increases expression ISO 8-((4-chlorophenyl)thio)cyclic-3',5'-AMP results in increased expression of NR1I2 mRNA CTD PMID:27160211 NCBI chr11:62,460,213...62,496,665
Ensembl chr11:62,460,213...62,496,658
JBrowse link
G Nr1i3 nuclear receptor subfamily 1, group I, member 3 increases expression ISO 8-((4-chlorophenyl)thio)cyclic-3',5'-AMP results in increased expression of NR1I3 mRNA CTD PMID:27160211 NCBI chr13:83,632,940...83,638,193
Ensembl chr13:83,632,899...83,637,906
JBrowse link
G Parp1 poly (ADP-ribose) polymerase 1 multiple interactions ISO [Acetylcysteine results in increased susceptibility to 8-((4-chlorophenyl)thio)cyclic-3',5'-AMP] which results in increased cleavage of PARP1 protein CTD PMID:38042493 NCBI chr13:92,307,593...92,339,406
Ensembl chr13:92,307,586...92,339,404
JBrowse link
G Rhoa ras homolog family member A multiple interactions
decreases activity
EXP 8-((4-chlorophenyl)thio)cyclic-3',5'-AMP inhibits the reaction [RHOA protein binds to RTKN protein]
8-((4-chlorophenyl)thio)cyclic-3',5'-AMP results in decreased activity of RHOA protein
CTD PMID:20610540 NCBI chr 8:108,991,926...109,025,746
Ensembl chr 8:108,991,954...109,025,746
JBrowse link
G Rtkn rhotekin multiple interactions EXP 8-((4-chlorophenyl)thio)cyclic-3',5'-AMP inhibits the reaction [RHOA protein binds to RTKN protein] CTD PMID:20610540 NCBI chr 4:115,640,813...115,657,952
Ensembl chr 4:115,640,774...115,657,952
JBrowse link
G Scnn1a sodium channel epithelial 1 subunit alpha multiple interactions EXP [1-Methyl-3-isobutylxanthine co-treated with 8-((4-chlorophenyl)thio)cyclic-3',5'-AMP] results in increased activity of [SCNN1A protein binds to SCNN1B protein binds to SCNN1G protein] CTD PMID:15161604 NCBI chr 4:158,122,962...158,146,184
Ensembl chr 4:158,122,962...158,146,181
JBrowse link
G Scnn1b sodium channel epithelial 1 subunit beta multiple interactions EXP [1-Methyl-3-isobutylxanthine co-treated with 8-((4-chlorophenyl)thio)cyclic-3',5'-AMP] results in increased activity of [SCNN1A protein binds to SCNN1B protein binds to SCNN1G protein] CTD PMID:15161604 NCBI chr 1:176,430,063...176,484,451
Ensembl chr 1:176,430,103...176,484,451
JBrowse link
G Scnn1g sodium channel epithelial 1 subunit gamma multiple interactions EXP [1-Methyl-3-isobutylxanthine co-treated with 8-((4-chlorophenyl)thio)cyclic-3',5'-AMP] results in increased activity of [SCNN1A protein binds to SCNN1B protein binds to SCNN1G protein] CTD PMID:15161604 NCBI chr 1:176,304,942...176,338,816
Ensembl chr 1:176,304,942...176,338,816
JBrowse link
G Slc10a1 solute carrier family 10 member 1 increases expression ISO 8-((4-chlorophenyl)thio)cyclic-3',5'-AMP results in increased expression of SLC10A1 mRNA CTD PMID:27160211 NCBI chr 6:100,613,045...100,626,670
Ensembl chr 6:100,613,045...100,626,670
JBrowse link
G Slco1a4 solute carrier organic anion transporter family, member 1a4 increases expression ISO 8-((4-chlorophenyl)thio)cyclic-3',5'-AMP results in increased expression of SLCO1A4 mRNA CTD PMID:27160211 NCBI chr 4:174,710,004...174,764,810
Ensembl chr 4:174,710,004...175,254,573
JBrowse link
G Slco1b2 solute carrier organic anion transporter family member 1B2 increases expression ISO 8-((4-chlorophenyl)thio)cyclic-3',5'-AMP results in increased expression of SLCO1B2 mRNA CTD PMID:27160211 NCBI chr 4:174,551,463...174,619,988
Ensembl chr 4:174,551,480...174,619,981
JBrowse link
G Snap25 synaptosome associated protein 25 multiple interactions
affects splicing
EXP N-(2-(4-bromocinnamylamino)ethyl)-5-isoquinolinesulfonamide inhibits the reaction [8-((4-chlorophenyl)thio)cyclic-3',5'-AMP affects the splicing of SNAP25 exon] CTD PMID:22684629 NCBI chr 3:124,041,898...124,123,761
Ensembl chr 3:124,041,898...124,123,760
JBrowse link
G Trpv1 transient receptor potential cation channel, subfamily V, member 1 multiple interactions EXP
ISO
8-((4-chlorophenyl)thio)cyclic-3',5'-AMP promotes the reaction [Capsaicin results in increased activity of TRPV1] CTD PMID:12886029 NCBI chr10:57,851,428...57,876,513
Ensembl chr10:57,851,428...57,876,513
JBrowse link
G Vip vasoactive intestinal peptide increases expression ISO 8-((4-chlorophenyl)thio)cyclic-3',5'-AMP results in increased expression of VIP mRNA CTD PMID:2156696 NCBI chr 1:42,064,878...42,073,219
Ensembl chr 1:42,065,120...42,073,216
JBrowse link

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  CHEBI ontology 19874
    role 19844
      biological role 19842
        pharmacological role 19072
          agonist 18601
            protein kinase agonist 9204
              8-(4-chlorophenylthio)-cAMP 28
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  CHEBI ontology 19874
    subatomic particle 19872
      composite particle 19872
        hadron 19872
          baryon 19872
            nucleon 19872
              atomic nucleus 19872
                atom 19872
                  main group element atom 19811
                    p-block element atom 19811
                      chalcogen 19563
                        oxygen atom 19535
                          oxygen molecular entity 19535
                            hydroxides 19341
                              oxoacid 18777
                                pnictogen oxoacid 14974
                                  phosphorus oxoacid 14577
                                    phosphoric acids 13926
                                      phosphoric acid 13926
                                        phosphoric acid derivative 13835
                                          phosphate 13834
                                            organic phosphate 13834
                                              carbohydrate phosphate 1965
                                                phospho sugar 1810
                                                  aldose phosphate 1807
                                                    aldopentose phosphate 1799
                                                      ribose phosphate 1794
                                                        ribonucleotide 1756
                                                          purine ribonucleotide 1713
                                                            adenyl ribonucleotide 1308
                                                              3',5'-cyclic AMP 1107
                                                                8-(4-chlorophenylthio)-cAMP 28
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