Submit Data |  Help |  Video Tutorials |  News |  Publications |  FTP Download |  REST API |  Citing RGD |  Contact   


The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at The data is made available under the Creative Commons License (CC 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.

go back to main search page
Accession:CHEBI:5557 term browser browse the term
Definition:A member of the class of guanidines in which one of the hydrogens of the amino group has been replaced by a 2-azocan-1-ylethyl group.
Synonyms:exact_synonym: 1-(2-azocan-1-ylethyl)guanidine
 related_synonym: (2-(Octahydro-1-azocinyl)ethyl)guanidine;   2-(1'-Azacyclooctyl)ethylguanidine;   2-(1-N,N-Heptamethyleneimino)ethylguanidine;   Azocine, 1-(2-guanidinoethyl)octahydro-;   Formula=C10H22N4;   Guanidine, (2-(hexahydro-1(2H)-azocinyl)ethyl)-;   Heptamethylenimine, 1-(2-guanidinoethyl)-;   InChI=1S/C10H22N4/c11-10(12)13-6-9-14-7-4-2-1-3-5-8-14/h1-9H2,(H4,11,12,13);   InChIKey=ACGDKVXYNVEAGU-UHFFFAOYSA-N;   N-(2-Perhydroazocin-1-ylethyl)guanidine;   SMILES=NC(=N)NCCN1CCCCCCC1;   guanethidinum;   guanetidina
 xref: Beilstein:1343950;   CAS:55-65-2;   DrugBank:DB01170;   Drug_Central:1342;   HMDB:HMDB0015301;   KEGG:C07036;   KEGG:D08030;   LINCS:LSM-6719
 xref_mesh: MESH:D006145
 xref: PMID:13690338;   PMID:13824829;   PMID:13873008;   Patent:US2928829;   Reaxys:1343950;   Wikipedia:Guanethidine

show annotations for term's descendants           Sort by:
guanethidine term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abcb4 ATP binding cassette subfamily B member 4 decreases activity ISO Guanethidine results in decreased activity of ABCB4 protein CTD PMID:28437613 NCBI chr 4:22,133,984...22,192,687
Ensembl chr 4:22,133,521...22,425,515
JBrowse link
G Acp5 acid phosphatase 5, tartrate resistant affects expression
increases expression
EXP Guanethidine affects the expression of ACP5 protein
Guanethidine results in increased expression of ACP5 mRNA
CTD PMID:14527964 NCBI chr 8:23,142,733...23,149,067
Ensembl chr 8:23,142,734...23,148,396
JBrowse link
G Ctsk cathepsin K increases expression
affects expression
EXP Guanethidine results in increased expression of CTSK mRNA
Guanethidine affects the expression of CTSK protein
CTD PMID:14527964 NCBI chr 2:196,655,469...196,666,447
Ensembl chr 2:196,655,469...196,666,446
JBrowse link
G Cyp1a2 cytochrome P450, family 1, subfamily a, polypeptide 2 multiple interactions EXP Guanethidine inhibits the reaction [Benzo(a)pyrene results in increased activity of CYP1A2 protein] CTD PMID:16510159 NCBI chr 8:62,451,360...62,458,244
Ensembl chr 8:62,451,329...62,458,301
JBrowse link
G Mmp13 matrix metallopeptidase 13 increases expression EXP Guanethidine results in increased expression of MMP13 mRNA CTD PMID:14527964 NCBI chr 8:5,522,739...5,533,018
Ensembl chr 8:5,522,739...5,533,018
JBrowse link
G Npy neuropeptide Y decreases expression
decreases secretion
Guanethidine results in decreased expression of NPY protein
Guanethidine results in decreased secretion of NPY protein
CTD PMID:9460767, PMID:14527964, PMID:15003356 NCBI chr 4:79,557,856...79,565,059
Ensembl chr 4:79,557,854...79,565,097
JBrowse link
G Serpine1 serpin family E member 1 multiple interactions ISO Guanethidine inhibits the reaction [Kainic Acid results in increased expression of SERPINE1 mRNA] CTD PMID:15850565 NCBI chr12:22,641,104...22,651,482
Ensembl chr12:22,641,104...22,651,482
JBrowse link
G Th tyrosine hydroxylase decreases expression EXP Guanethidine results in decreased expression of TH protein CTD PMID:9460767 NCBI chr 1:216,073,034...216,080,287
Ensembl chr 1:216,073,031...216,080,287
JBrowse link
G Vip vasoactive intestinal peptide decreases expression EXP Guanethidine results in decreased expression of VIP protein CTD PMID:14527964 NCBI chr 1:42,169,307...42,177,582
Ensembl chr 1:42,169,501...42,177,582
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19787
    role 19734
      application 19393
        pharmaceutical 19275
          drug 19275
            cardiovascular drug 7613
              antihypertensive agent 1676
                guanethidine 9
                  guanethidine monosulfate + 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19787
    subatomic particle 19784
      composite particle 19784
        hadron 19784
          baryon 19784
            nucleon 19784
              atomic nucleus 19784
                atom 19784
                  main group element atom 19672
                    p-block element atom 19672
                      carbon group element atom 19574
                        carbon atom 19563
                          organic molecular entity 19563
                            organic molecule 19488
                              organic cyclic compound 19285
                                organic heterocyclic compound 18410
                                  organic heteromonocyclic compound 16445
                                    saturated organic heteromonocyclic parent 5779
                                      azocane 9
                                        guanethidine 9
                                          guanethidine monosulfate + 0
paths to the root


RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.