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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-bromo-3',5'-cyclic GMP
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Accession:CHEBI:64108 term browser browse the term
Definition:A 3',5'-cyclic purine nucleotide that is 3',5'-cyclic GMP bearing an additional bromo substituent at position 8 on the guanine ring. A membrane permeable cGMP analogue that activates protein kinase G (PKG). It is 4.3-fold more potent than cGMP in activating PKG1alpha and promotes relaxation of tracheal and vascular smooth muscle tissue in vitro.
Synonyms:exact_synonym: 8-bromoguanosine 3',5'-(hydrogen phosphate)
 related_synonym: 8-Br-Cyclic GMP;   8-Br-cGMP;   8-Bromo-cgmp;   8-Bromocyclic GMP;   8-Bromocyclic guanosine monophosphate;   8-Bromoguanosine 3',5'-cyclic monophosphate;   8-Bromoguanosine 3',5'-monophosphate;   Formula=C10H11BrN5O7P;   InChI=1S/C10H11BrN5O7P/c11-9-13-3-6(14-10(12)15-7(3)18)16(9)8-4(17)5-2(22-8)1-21-24(19,20)23-5/h2,4-5,8,17H,1H2,(H,19,20)(H3,12,14,15,18)/t2-,4-,5-,8-/m1/s1;   InChIKey=YUFCOOWNNHGGOD-UMMCILCDSA-N;   SMILES=Nc1nc2n([C@@H]3O[C@@H]4COP(O)(=O)O[C@H]4[C@H]3O)c(Br)nc2c(=O)[nH]1
 xref: CAS:31356-94-2;   KEGG:C13817
 xref_mesh: MESH:C016276
 xref: PMID:10703694;   PMID:18509055;   PMID:18841072;   PMID:21918260;   Reaxys:1233440;   Wikipedia:8-Bromoguanosine_3'\,5'-cyclic_monophosphate


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                                                      ribose phosphate 0
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