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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:CGS-21680
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Accession:CHEBI:73283 term browser browse the term
Definition:A derivative of adenosine in which the 5'-hydroxymethyl group is replaced by N-ethylcarboxamido and the hydrogen at position 2 on the adenine is replaced by a 4-(2-carboxyethyl)phenethylamino group.
Synonyms:exact_synonym: 3-{4-[2-({6-amino-9-[(2R,3R,4S,5S)-5-(ethylcarbamoyl)-3,4-dihydroxytetrahydrofuran-2-yl]-9H-purin-2-yl}amino)ethyl]phenyl}propanoic acid
 related_synonym: 2-(4-(2-Carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine;   4-(2-((6-Amino-9-(N-ethyl-beta-D-ribofuranuronamidosyl)-9H-purin-2-yl)amino)ethyl)benzenepropanoic acid;   Formula=C23H29N7O6;   InChI=1S/C23H29N7O6/c1-2-25-21(35)18-16(33)17(34)22(36-18)30-11-27-15-19(24)28-23(29-20(15)30)26-10-9-13-5-3-12(4-6-13)7-8-14(31)32/h3-6,11,16-18,22,33-34H,2,7-10H2,1H3,(H,25,35)(H,31,32)(H3,24,26,28,29)/t16-,17+,18-,22+/m0/s1;   InChIKey=PAOANWZGLPPROA-RQXXJAGISA-N;   SMILES=CCNC(=O)[C@H]1O[C@H]([C@H](O)[C@@H]1O)n1cnc2c(N)nc(NCCc3ccc(CCC(O)=O)cc3)nc12
 xref: CAS:120225-54-9
 xref_mesh: MESH:C061282
 xref: PMID:20971164;   PMID:21756897;   PMID:21765105;   PMID:21898173;   PMID:22104008;   PMID:22749927;   PMID:23288107;   PMID:23301633;   PMID:23326596;   PMID:23597562;   Reaxys:3641320;   Wikipedia:CGS-21680


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CGS-21680 term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Adcy5 adenylate cyclase 5 increases response to substance
multiple interactions
ISO ADCY5 protein results in increased susceptibility to 2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine
ADCY5 protein results in increased susceptibility to [2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine co-treated with Quinpirole]
CTD PMID:12223546 NCBI chr11:65,471,612...65,618,877
Ensembl chr11:65,471,612...65,618,974
JBrowse link
G Adora2a adenosine A2a receptor increases response to substance
multiple interactions
ISO
EXP
ADORA2A protein results in increased susceptibility to 2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine
2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine binds to and results in increased activity of ADORA2A protein; 2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine inhibits the reaction [Caffeine results in decreased expression of ADORA2A mRNA]; 2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine inhibits the reaction [Caffeine results in decreased expression of ADORA2A protein]
2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine binds to and results in increased activity of ADORA2A protein; 2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine inhibits the reaction [Phenylephrine results in increased expression of ADORA2A mRNA]; 2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine inhibits the reaction [Phenylephrine results in increased expression of ADORA2A protein]; 2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine promotes the reaction [Oxygen deficiency results in increased expression of ADORA2A mRNA]; 2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine promotes the reaction [Oxygen deficiency results in increased expression of ADORA2A protein]; 8-(3-chlorostyryl)caffeine inhibits the reaction [2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine inhibits the reaction [Phenylephrine results in increased expression of ADORA2A mRNA]]; 8-(3-chlorostyryl)caffeine inhibits the reaction [2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine inhibits the reaction [Phenylephrine results in increased expression of ADORA2A protein]]; PRKCZ protein affects the reaction [[2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine binds to and results in increased activity of ADORA2A protein] which results in decreased expression of VEGFA mRNA]
CTD PMID:11172060 PMID:12590138 PMID:15452191 PMID:19749167 PMID:19966059 More... NCBI chr20:13,315,848...13,333,386
Ensembl chr20:13,315,853...13,333,386
JBrowse link
G Arntl aryl hydrocarbon receptor nuclear translocator-like increases expression
multiple interactions
ISO 2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine results in increased expression of ARNTL mRNA
[2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine co-treated with TNF protein] results in increased expression of ARNTL mRNA
CTD PMID:22923002 NCBI chr 1:167,331,756...167,430,235
Ensembl chr 1:167,331,633...167,430,231
JBrowse link
G Becn1 beclin 1 multiple interactions ISO 2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine inhibits the reaction [Caffeine results in increased expression of BECN1 protein] CTD PMID:30555576 NCBI chr10:86,231,387...86,246,742
Ensembl chr10:86,231,388...86,246,742
JBrowse link
G Cdkn1a cyclin-dependent kinase inhibitor 1A multiple interactions ISO 2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine inhibits the reaction [Caffeine inhibits the reaction [2,2'-azobis(2-amidinopropane) results in increased expression of CDKN1A protein]] CTD PMID:30555576 NCBI chr20:7,149,177...7,159,727
Ensembl chr20:7,149,217...7,159,585
JBrowse link
G Clock clock circadian regulator increases expression ISO 2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine results in increased expression of CLOCK mRNA CTD PMID:22923002 NCBI chr14:31,908,542...31,992,673
Ensembl chr14:31,908,566...31,990,400
JBrowse link
G Col3a1 collagen type III alpha 1 chain increases expression
multiple interactions
ISO 2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine results in increased expression of COL3A1 protein
CTNNB1 protein affects the reaction [2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine results in increased expression of COL3A1 protein]
CTD PMID:27595240 NCBI chr 9:47,374,611...47,410,547
Ensembl chr 9:47,374,593...47,410,547
JBrowse link
G Ctnnb1 catenin beta 1 affects localization
multiple interactions
ISO 2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine affects the localization of CTNNB1 protein modified form
2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine results in increased expression of and affects the phosphorylation of CTNNB1 protein; CTNNB1 protein affects the reaction [2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine results in increased expression of COL3A1 protein]
CTD PMID:27595240 NCBI chr 8:120,640,008...120,667,110
Ensembl chr 8:120,639,995...120,667,111
JBrowse link
G Cyp27a1 cytochrome P450, family 27, subfamily a, polypeptide 1 multiple interactions ISO 2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine inhibits the reaction [N-(2-cyclohexyloxy-4-nitrophenyl)methanesulfonamide results in decreased expression of CYP27A1 mRNA]; 2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine inhibits the reaction [N-(2-cyclohexyloxy-4-nitrophenyl)methanesulfonamide results in decreased expression of CYP27A1 protein] CTD PMID:19035488 NCBI chr 9:76,264,655...76,294,551
Ensembl chr 9:76,264,860...76,294,551
JBrowse link
G Ephx2 epoxide hydrolase 2 multiple interactions
increases response to substance
decreases response to substance
ISO 12-(3-adamantan-1-ylureido)dodecanoic acid inhibits the reaction [EPHX2 gene results in decreased susceptibility to 2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine]; 14,15-eicosa-5-enoic acid inhibits the reaction [EPHX2 gene mutant form results in increased susceptibility to 2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine]; 4-(4-(3-adamantan-1-ylureido)cyclohexyloxy)benzoic acid inhibits the reaction [EPHX2 gene results in decreased susceptibility to 2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine]; T 0070907 inhibits the reaction [EPHX2 gene mutant form results in increased susceptibility to 2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine] CTD PMID:23152114 NCBI chr15:40,289,901...40,327,632
Ensembl chr15:40,289,902...40,327,615
JBrowse link
G Fos Fos proto-oncogene, AP-1 transcription factor subunit multiple interactions EXP 2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine inhibits the reaction [Phenylephrine results in increased expression of FOS mRNA] CTD PMID:15452191 NCBI chr 6:105,121,170...105,124,036
Ensembl chr 6:105,121,170...105,124,036
JBrowse link
G Hmgcr 3-hydroxy-3-methylglutaryl-CoA reductase multiple interactions ISO 2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine inhibits the reaction [Caffeine results in increased expression of HMGCR mRNA] CTD PMID:30825513 NCBI chr 2:27,997,523...28,018,983
Ensembl chr 2:27,997,525...28,019,703
JBrowse link
G Hmgcs1 3-hydroxy-3-methylglutaryl-CoA synthase 1 multiple interactions ISO 2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine inhibits the reaction [Caffeine results in increased expression of HMGCS1 mRNA] CTD PMID:30825513 NCBI chr 2:51,649,368...51,667,100
Ensembl chr 2:51,649,497...51,667,100
JBrowse link
G Il10 interleukin 10 multiple interactions ISO 2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine promotes the reaction [TNF protein results in increased expression of IL10 mRNA] CTD PMID:22923002 NCBI chr13:42,472,625...42,477,308
Ensembl chr13:42,472,839...42,477,313
JBrowse link
G Il12a interleukin 12A multiple interactions ISO [2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine co-treated with TNF protein] results in decreased expression of IL12A mRNA CTD PMID:22923002 NCBI chr 2:152,965,769...152,973,035
Ensembl chr 2:152,965,769...152,972,734
JBrowse link
G Lep leptin multiple interactions ISO 2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine inhibits the reaction [Caffeine results in decreased expression of LEP mRNA] CTD PMID:26367767 NCBI chr 4:57,661,127...57,675,262
Ensembl chr 4:57,661,131...57,675,262
JBrowse link
G Map1lc3b microtubule-associated protein 1 light chain 3 beta multiple interactions ISO 2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine inhibits the reaction [Caffeine results in increased cleavage of MAP1LC3B protein] CTD PMID:30555576 NCBI chr19:49,665,795...49,673,655
Ensembl chr19:49,665,791...49,677,690
JBrowse link
G Mmp14 matrix metallopeptidase 14 decreases activity ISO 2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine results in decreased activity of MMP14 protein CTD PMID:16783407 NCBI chr15:27,887,795...27,897,020
Ensembl chr15:27,887,727...27,899,864
JBrowse link
G Mmp2 matrix metallopeptidase 2 decreases activity ISO 2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine results in decreased activity of MMP2 protein CTD PMID:16783407 NCBI chr19:14,154,657...14,182,870
Ensembl chr19:14,154,657...14,182,870
JBrowse link
G Mmp9 matrix metallopeptidase 9 decreases activity
decreases expression
ISO 2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine results in decreased activity of MMP9 protein
2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine results in decreased expression of MMP9 mRNA
CTD PMID:16783407 NCBI chr 3:153,684,158...153,692,118
Ensembl chr 3:153,683,858...153,692,120
JBrowse link
G Nppa natriuretic peptide A multiple interactions EXP 2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine inhibits the reaction [Phenylephrine results in increased expression of NPPA mRNA]; Caffeine analog inhibits the reaction [2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine inhibits the reaction [Phenylephrine results in increased expression of NPPA mRNA]] CTD PMID:15452191 PMID:19966059 NCBI chr 5:158,429,042...158,430,351
Ensembl chr 5:158,429,042...158,430,351
JBrowse link
G Nr1d1 nuclear receptor subfamily 1, group D, member 1 increases expression ISO 2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine results in increased expression of NR1D1 mRNA CTD PMID:22923002 NCBI chr10:83,728,348...83,735,562
Ensembl chr10:83,728,318...83,735,705
JBrowse link
G Per2 period circadian regulator 2 decreases expression ISO 2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine results in decreased expression of PER2 mRNA CTD PMID:22923002 NCBI chr 9:92,007,289...92,049,551
Ensembl chr 9:92,007,296...92,049,459
JBrowse link
G Prkce protein kinase C, epsilon multiple interactions EXP 2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine affects the localization of and results in increased activity of PRKCE protein CTD PMID:12590138 NCBI chr 6:7,965,048...8,451,966
Ensembl chr 6:7,965,048...8,451,719
JBrowse link
G Prkcz protein kinase C, zeta multiple interactions EXP 2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine affects the localization of and results in increased activity of PRKCZ protein; PRKCZ protein affects the reaction [2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine results in decreased expression of VEGFA mRNA]; PRKCZ protein affects the reaction [[2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine binds to and results in increased activity of ADORA2A protein] which results in decreased expression of VEGFA mRNA] CTD PMID:12590138 NCBI chr 5:165,817,786...165,930,386
Ensembl chr 5:165,819,466...165,930,367
JBrowse link
G Ren renin multiple interactions
increases expression
EXP Atenolol inhibits the reaction [2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine results in increased expression of REN protein] CTD PMID:9300315 NCBI chr13:44,796,260...44,807,491
Ensembl chr13:44,796,091...44,807,489
JBrowse link
G Rgs2 regulator of G-protein signaling 2 multiple interactions EXP 2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine inhibits the reaction [Phenylephrine results in increased expression of RGS2 mRNA] CTD PMID:15452191 NCBI chr13:55,799,749...55,802,354
Ensembl chr13:55,798,829...55,802,385
JBrowse link
G Sirt1 sirtuin 1 multiple interactions ISO 2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine inhibits the reaction [Caffeine results in decreased expression of SIRT1 mRNA] CTD PMID:30825513 NCBI chr20:25,307,143...25,329,260
Ensembl chr20:25,306,917...25,329,260
JBrowse link
G Sirt3 sirtuin 3 multiple interactions ISO 2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine inhibits the reaction [Caffeine inhibits the reaction [2,2'-azobis(2-amidinopropane) results in decreased expression of SIRT3 protein]] CTD PMID:30555576 NCBI chr 1:195,942,066...195,964,472
Ensembl chr 1:195,942,073...195,964,808
JBrowse link
G Slc9a1 solute carrier family 9 member A1 multiple interactions EXP 2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine inhibits the reaction [Phenylephrine results in increased expression of SLC9A1 protein] CTD PMID:15452191 NCBI chr 5:145,576,341...145,629,630
Ensembl chr 5:145,576,334...145,629,624
JBrowse link
G Smad3 SMAD family member 3 multiple interactions EXP 8-(4-methoxyphenyl)-4-oxo-4,6,7,8-tetrahydroimidazo(2,1-c)(1,2,4)triazine-3-carbohydrazide inhibits the reaction [2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine binds to and results in increased activity of SMAD3 protein] CTD PMID:22063920 NCBI chr 8:64,126,829...64,236,960
Ensembl chr 8:64,110,039...64,236,960
JBrowse link
G Socs3 suppressor of cytokine signaling 3 multiple interactions EXP 2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine promotes the reaction [Oxygen deficiency results in increased expression of SOCS3 mRNA]; 2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine promotes the reaction [Oxygen deficiency results in increased expression of SOCS3 protein] CTD PMID:27289578 NCBI chr10:103,193,909...103,197,322
Ensembl chr10:103,193,537...103,197,787
JBrowse link
G Srebf2 sterol regulatory element binding transcription factor 2 multiple interactions ISO 2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine inhibits the reaction [Caffeine results in increased expression of SREBF2 mRNA] CTD PMID:30825513 NCBI chr 7:113,663,202...113,720,850
Ensembl chr 7:113,663,202...113,720,848
JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO 2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine inhibits the reaction [lipopolysaccharide, E. coli O26-B6 results in increased secretion of TNF protein]; 2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine promotes the reaction [TNF protein results in increased expression of IL10 mRNA]; [2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine co-treated with TNF protein] results in decreased expression of IL12A mRNA; [2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine co-treated with TNF protein] results in increased expression of ARNTL mRNA CTD PMID:21538184 PMID:22923002 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
JBrowse link
G Tp53 tumor protein p53 multiple interactions ISO 2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine inhibits the reaction [Caffeine inhibits the reaction [2,2'-azobis(2-amidinopropane) results in increased phosphorylation of TP53 protein]] CTD PMID:30555576 NCBI chr10:54,300,070...54,311,525
Ensembl chr10:54,300,048...54,311,524
JBrowse link
G Vegfa vascular endothelial growth factor A increases secretion
decreases expression
multiple interactions
ISO
EXP
2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine results in increased secretion of VEGFA protein
2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine results in decreased expression of VEGFA mRNA
2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine inhibits the reaction [cobaltous chloride results in increased expression of VEGFA mRNA]; PRKCZ protein affects the reaction [2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine results in decreased expression of VEGFA mRNA]; PRKCZ protein affects the reaction [[2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine binds to and results in increased activity of ADORA2A protein] which results in decreased expression of VEGFA mRNA]
CTD PMID:12590138 PMID:20067761 NCBI chr 9:14,955,300...14,970,641
Ensembl chr 9:14,955,300...14,970,641
JBrowse link

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  CHEBI ontology 19821
    role 19769
      application 19481
        anti-inflammatory agent 15831
          CGS-21680 36
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  CHEBI ontology 19821
    subatomic particle 19819
      composite particle 19819
        hadron 19819
          baryon 19819
            nucleon 19819
              atomic nucleus 19819
                atom 19819
                  main group element atom 19716
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                      carbon group element atom 19640
                        carbon atom 19630
                          organic molecular entity 19630
                            heteroorganic entity 19294
                              organochalcogen compound 19064
                                organooxygen compound 19014
                                  carbohydrates and carbohydrate derivatives 12341
                                    carbohydrate 12341
                                      carbohydrate derivative 11947
                                        glycosyl compound 10977
                                          N-glycosyl compound 5514
                                            nucleoside 5375
                                              ribonucleoside 674
                                                purine ribonucleoside 569
                                                  purines D-ribonucleoside 358
                                                    adenosine 350
                                                      CGS-21680 36
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