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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:amlodipine
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Accession:CHEBI:2668 term browser browse the term
Definition:A fully substituted dialkyl 1,4-dihydropyridine-3,5-dicarboxylate derivative, which is used for the treatment of hypertension, chronic stable angina and confirmed or suspected vasospastic angina.
Synonyms:exact_synonym: 3-ethyl 5-methyl 2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate
 related_synonym: 3-Ethyl-5-methyl (+-)-2-(2-aminoethoxymethyl)-4-(o-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylate;   Amlodipine Free Base;   Formula=C20H25ClN2O5;   InChI=1S/C20H25ClN2O5/c1-4-28-20(25)18-15(11-27-10-9-22)23-12(2)16(19(24)26-3)17(18)13-7-5-6-8-14(13)21/h5-8,17,23H,4,9-11,22H2,1-3H3;   InChIKey=HTIQEAQVCYTUBX-UHFFFAOYSA-N;   SMILES=CCOC(=O)C1=C(COCCN)NC(C)=C(C1c1ccccc1Cl)C(=O)OC;   amlodipino;   amlodipinum
 xref: Beilstein:3570229;   CAS:88150-42-9;   DrugBank:DB00381;   Drug_Central:183;   KEGG:C06825;   KEGG:D07450;   LINCS:LSM-1388
 xref_mesh: MESH:D017311
 xref: PMID:1532771;   PMID:16422032;   PMID:1834846;   PMID:19450066;   PMID:21591999;   PMID:7522286;   PMID:8310972;   PMID:8310973;   PMID:9156957;   Patent:EP89167;   Patent:US4572909;   Reaxys:3570229;   VSDB:2963;   Wikipedia:Amlodipine

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amlodipine term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ace angiotensin I converting enzyme decreases expression EXP Amlodipine results in decreased expression of ACE mRNA CTD PMID:16392774 NCBI chr10:94,170,766...94,213,831
Ensembl chr10:94,170,766...94,187,822 		JBrowse link
G Adipoq adiponectin, C1Q and collagen domain containing increases expression ISO Amlodipine results in increased expression of ADIPOQ; Amlodipine results in increased expression of ADIPOQ protein CTD PMID:18199500, PMID:19059660 NCBI chr11:81,330,845...81,344,488
Ensembl chr11:81,330,293...81,344,488 		JBrowse link
G Agt angiotensinogen multiple interactions ISO Amlodipine inhibits the reaction [AGT results in decreased expression of BCL2 mRNA]; Amlodipine inhibits the reaction [AGT results in decreased expression of BCL2 protein]; Amlodipine inhibits the reaction [AGT results in increased expression of BAX mRNA]; Amlodipine inhibits the reaction [AGT results in increased expression of BAX protein]; Amlodipine inhibits the reaction [AGT results in increased expression of OLR1 mRNA]; Amlodipine inhibits the reaction [AGT results in increased expression of OLR1 protein] CTD PMID:21376258 NCBI chr19:57,321,594...57,333,460
Ensembl chr19:57,321,640...57,333,433 		JBrowse link
G Agtr1a angiotensin II receptor, type 1a decreases expression EXP Amlodipine results in decreased expression of AGTR1A mRNA CTD PMID:18403896 NCBI chr17:35,907,102...35,958,136
Ensembl chr17:35,907,108...35,958,077 		JBrowse link
G Agtr2 angiotensin II receptor, type 2 decreases expression EXP Amlodipine results in decreased expression of AGTR2 mRNA CTD PMID:18403896 NCBI chr  X:119,389,480...119,393,845
Ensembl chr  X:119,390,013...119,393,842 		JBrowse link
G Bax BCL2 associated X, apoptosis regulator multiple interactions ISO
EXP		 Amlodipine inhibits the reaction [AGT results in increased expression of BAX mRNA]; Amlodipine inhibits the reaction [AGT results in increased expression of BAX protein]
Amlodipine inhibits the reaction [Doxorubicin results in increased expression of BAX protein]; Amlodipine inhibits the reaction [Gentamicins results in increased expression of BAX protein]		 CTD PMID:17234320, PMID:19698708, PMID:21376258 NCBI chr 1:101,451,801...101,457,207
Ensembl chr 1:101,451,802...101,457,207 		JBrowse link
G Bcl2 BCL2, apoptosis regulator multiple interactions ISO
EXP		 Amlodipine inhibits the reaction [AGT results in decreased expression of BCL2 mRNA]; Amlodipine inhibits the reaction [AGT results in decreased expression of BCL2 protein]
Amlodipine inhibits the reaction [Doxorubicin results in decreased expression of BCL2 protein]; Amlodipine inhibits the reaction [Gentamicins results in decreased expression of BCL2 protein]		 CTD PMID:17234320, PMID:19698708, PMID:21376258 NCBI chr13:26,605,426...26,769,374
Ensembl chr13:26,605,426...26,769,374 		JBrowse link
G Bdkrb2 bradykinin receptor B2 increases response to substance ISO BDKRB2 results in increased susceptibility to Amlodipine CTD PMID:10523327 NCBI chr 6:129,399,468...129,429,676
Ensembl chr 6:129,399,468...129,429,676 		JBrowse link
G Casp3 caspase 3 multiple interactions
decreases cleavage		 ISO
EXP		 [Amlodipine co-treated with Topotecan] results in increased activity of CASP3 protein
Amlodipine results in decreased cleavage of CASP3 protein		 CTD PMID:16516327, PMID:17563544 NCBI chr16:48,845,011...48,863,249
Ensembl chr16:48,845,012...48,863,204 		JBrowse link
G Casp7 caspase 7 multiple interactions ISO [Amlodipine co-treated with Topotecan] results in increased activity of CASP7 protein CTD PMID:16516327 NCBI chr 1:277,190,557...277,242,779
Ensembl chr 1:277,190,964...277,242,774 		JBrowse link
G Casp8 caspase 8 multiple interactions ISO [Amlodipine co-treated with Topotecan] results in increased activity of CASP8 protein CTD PMID:16516327 NCBI chr 9:65,614,142...65,662,624
Ensembl chr 9:65,614,142...65,662,106 		JBrowse link
G Ccl2 C-C motif chemokine ligand 2 decreases expression EXP Amlodipine results in decreased expression of CCL2 mRNA CTD PMID:16392774 NCBI chr10:69,412,065...69,413,863
Ensembl chr10:69,412,017...69,413,870 		JBrowse link
G Ccnd1 cyclin D1 multiple interactions ISO Amlodipine results in decreased activity of and results in decreased expression of CCND1 protein CTD PMID:17217918 NCBI chr 1:218,090,750...218,100,447
Ensembl chr 1:218,090,750...218,100,325 		JBrowse link
G Ccne1 cyclin E1 decreases activity ISO Amlodipine results in decreased activity of CCNE1 protein CTD PMID:17217918 NCBI chr 1:94,485,830...94,495,112
Ensembl chr 1:94,485,832...94,494,980 		JBrowse link
G Cdk2 cyclin dependent kinase 2 decreases activity ISO Amlodipine results in decreased activity of CDK2 protein CTD PMID:17217918 NCBI chr 7:3,124,953...3,132,533
Ensembl chr 7:3,124,954...3,132,457 		JBrowse link
G Cdk4 cyclin-dependent kinase 4 multiple interactions ISO Amlodipine results in decreased activity of and results in decreased expression of CDK4 protein CTD PMID:17217918 NCBI chr 7:70,345,971...70,352,689
Ensembl chr 7:70,349,863...70,352,418 		JBrowse link
G Cdkn1a cyclin-dependent kinase inhibitor 1A increases expression ISO Amlodipine results in increased expression of CDKN1A protein CTD PMID:17217918, PMID:18298949 NCBI chr20:6,348,422...6,358,864
Ensembl chr20:6,351,458...6,358,864 		JBrowse link
G Col1a1 collagen type I alpha 1 chain decreases expression EXP Amlodipine results in decreased expression of COL1A1 mRNA CTD PMID:9449387 NCBI chr10:82,745,801...82,762,790
Ensembl chr10:82,745,801...82,762,789 		JBrowse link
G Col1a2 collagen type I alpha 2 chain multiple interactions EXP Amlodipine inhibits the reaction [Nitric Oxide deficiency results in increased expression of COL1A2 mRNA] CTD PMID:10445667 NCBI chr 4:31,534,225...31,569,152
Ensembl chr 4:31,534,225...31,569,151 		JBrowse link
G Crp C-reactive protein multiple interactions ISO [Atorvastatin co-treated with Amlodipine] results in decreased expression of CRP protein CTD PMID:18389332 NCBI chr13:91,080,448...91,081,358
Ensembl chr13:91,054,974...91,093,713 		JBrowse link
G Ctsd cathepsin D multiple interactions EXP [Nicorandil co-treated with Amlodipine] inhibits the reaction [Isoproterenol results in decreased activity of CTSD protein]; [Nicorandil co-treated with Amlodipine] inhibits the reaction [Isoproterenol results in increased activity of CTSD protein] CTD PMID:11829124, PMID:14499179 NCBI chr 1:215,541,570...215,553,446
Ensembl chr 1:215,541,542...215,553,451 		JBrowse link
G Cyba cytochrome b-245 alpha chain multiple interactions EXP Amlodipine promotes the reaction [candesartan results in decreased expression of CYBA] CTD PMID:21107329 NCBI chr19:55,249,634...55,257,824
Ensembl chr19:55,249,616...55,257,876 		JBrowse link
G Cybb cytochrome b-245 beta chain multiple interactions EXP Amlodipine promotes the reaction [candesartan results in decreased expression of CYBB] CTD PMID:21107329 NCBI chr  X:14,578,330...14,610,049
Ensembl chr  X:14,578,264...14,612,547 		JBrowse link
G Cyp11a1 cytochrome P450, family 11, subfamily a, polypeptide 1 decreases expression EXP Amlodipine results in decreased expression of CYP11A1 mRNA CTD PMID:11086231 NCBI chr 8:62,798,317...62,809,848
Ensembl chr 8:62,779,875...62,809,893 		JBrowse link
G Cyp19a1 cytochrome P450, family 19, subfamily a, polypeptide 1 decreases activity ISO Amlodipine results in decreased activity of CYP19A1 protein CTD PMID:26141389 NCBI chr 8:58,744,849...58,772,408
Ensembl chr 8:58,744,849...58,772,408 		JBrowse link
G Cyp1a1 cytochrome P450, family 1, subfamily a, polypeptide 1 decreases activity ISO Amlodipine results in decreased activity of CYP1A1 protein CTD PMID:10805063 NCBI chr 8:62,472,087...62,478,122
Ensembl chr 8:62,472,095...62,478,147 		JBrowse link
G Cyp2b3 cytochrome P450, family 2, subfamily b, polypeptide 3 decreases activity ISO Amlodipine results in decreased activity of CYP2B6 protein CTD PMID:10805063 NCBI chr 1:83,163,103...83,236,615
Ensembl chr 1:83,163,079...83,236,615 		JBrowse link
G Cyp2j4 cytochrome P450, family 2, subfamily j, polypeptide 4 decreases activity ISO Amlodipine results in decreased activity of CYP2J2 protein CTD PMID:30965050 NCBI chr 5:119,546,458...119,564,843
Ensembl chr 5:119,546,461...119,564,846 		JBrowse link
G Cyp3a9 cytochrome P450, family 3, subfamily a, polypeptide 9 affects response to substance ISO CYP3A5 gene affects the susceptibility to Amlodipine CTD PMID:22149319 NCBI chr12:19,074,288...19,114,491
Ensembl chr12:19,074,583...19,114,399 		JBrowse link
G Drd1 dopamine receptor D1 multiple interactions ISO Amlodipine inhibits the reaction [SCH 23390 binds to DRD1 protein] CTD PMID:9533112 NCBI chr17:11,099,736...11,104,352
Ensembl chr17:11,101,306...11,103,541 		JBrowse link
G Drd2 dopamine receptor D2 multiple interactions ISO Amlodipine inhibits the reaction [Raclopride binds to DRD2 protein] CTD PMID:9533112 NCBI chr 8:53,678,777...53,743,643
Ensembl chr 8:53,678,777...53,743,642 		JBrowse link
G Edn1 endothelin 1 affects expression ISO Amlodipine affects the expression of EDN1 protein CTD PMID:11369837 NCBI chr17:22,136,814...22,143,745
Ensembl chr17:22,137,324...22,143,324 		JBrowse link
G Gal galanin and GMAP prepropeptide multiple interactions EXP [Nicorandil co-treated with Amlodipine] inhibits the reaction [Isoproterenol results in decreased activity of GAL protein]; [Nicorandil co-treated with Amlodipine] inhibits the reaction [Isoproterenol results in increased activity of GAL protein] CTD PMID:11829124, PMID:14499179 NCBI chr 1:218,653,059...218,657,922
Ensembl chr 1:218,652,917...218,657,925 		JBrowse link
G Gsr glutathione-disulfide reductase decreases activity EXP Amlodipine results in decreased activity of GSR protein CTD PMID:17710547 NCBI chr16:62,197,617...62,239,987
Ensembl chr16:62,197,617...62,241,361 		JBrowse link
G Gusb glucuronidase, beta multiple interactions EXP [Nicorandil co-treated with Amlodipine] inhibits the reaction [Isoproterenol results in increased activity of GUSB protein] CTD PMID:11829124, PMID:14499179 NCBI chr12:30,202,066...30,215,583
Ensembl chr12:30,198,822...30,227,771 		JBrowse link
G Hspd1 heat shock protein family D (Hsp60) member 1 multiple interactions EXP Amlodipine inhibits the reaction [Fructose results in increased expression of HSPD1 protein] CTD PMID:18948349 NCBI chr 9:61,680,529...61,691,202
Ensembl chr 9:61,680,530...61,690,956 		JBrowse link
G Icam1 intercellular adhesion molecule 1 multiple interactions
decreases expression		 EXP Amlodipine inhibits the reaction [Diclofenac results in decreased expression of ICAM1 protein]
Amlodipine results in decreased expression of ICAM1 protein		 CTD PMID:18460984 NCBI chr 8:22,035,287...22,047,049
Ensembl chr 8:22,035,256...22,047,059 		JBrowse link
G Ins2 insulin 2 decreases expression ISO Amlodipine results in decreased expression of INS protein CTD PMID:19651449 NCBI chr 1:215,856,967...215,858,034
Ensembl chr 1:215,856,971...215,858,034 		JBrowse link
G Jak2 Janus kinase 2 increases expression ISO Amlodipine results in increased expression of JAK2 protein modified form CTD PMID:18298949 NCBI chr 1:247,398,667...247,457,521
Ensembl chr 1:247,398,598...247,458,509 		JBrowse link
G Lep leptin decreases expression ISO Amlodipine results in decreased expression of LEP; Amlodipine results in decreased expression of LEP protein CTD PMID:18199500, PMID:19059660 NCBI chr 4:56,337,695...56,351,818
Ensembl chr 4:56,337,695...56,351,818 		JBrowse link
G Mfn2 mitofusin 2 increases expression EXP Amlodipine results in increased expression of MFN2 mRNA; Amlodipine results in increased expression of MFN2 protein CTD PMID:25464244 NCBI chr 5:164,684,244...164,715,414
Ensembl chr 5:164,684,509...164,714,145 		JBrowse link
G Mt1 metallothionein 1 multiple interactions EXP Amlodipine inhibits the reaction [Aldosterone results in increased expression of MT1A mRNA] CTD PMID:19333130 NCBI chr19:11,301,991...11,303,007
Ensembl chr17:78,793,336...78,793,724 		JBrowse link
G Mtf1 metal-regulatory transcription factor 1 multiple interactions EXP Amlodipine inhibits the reaction [Aldosterone results in increased expression of MTF1 mRNA]; Amlodipine inhibits the reaction [Aldosterone results in increased expression of MTF1 protein] CTD PMID:19333130 NCBI chr 5:142,797,340...142,843,896
Ensembl chr 5:142,797,366...142,842,122 		JBrowse link
G Myh7 myosin heavy chain 7 decreases expression EXP Amlodipine results in decreased expression of MYH7 mRNA CTD PMID:9449387 NCBI chr15:33,605,769...33,657,761
Ensembl chr15:33,634,422...33,656,089 		JBrowse link
G Nos3 nitric oxide synthase 3 increases expression EXP Amlodipine results in increased expression of NOS3 mRNA; Amlodipine results in increased expression of NOS3 protein CTD PMID:10445667, PMID:16392774 NCBI chr 4:7,321,908...7,342,404
Ensembl chr 4:7,320,668...7,342,410 		JBrowse link
G Nox1 NADPH oxidase 1 multiple interactions EXP Amlodipine promotes the reaction [candesartan results in decreased expression of NOX1] CTD PMID:21107329 NCBI chr  X:104,909,328...104,932,508
Ensembl chr  X:104,909,326...104,932,508 		JBrowse link
G Nox4 NADPH oxidase 4 multiple interactions
decreases expression		 EXP Amlodipine promotes the reaction [candesartan results in decreased expression of NOX4]
Amlodipine results in decreased expression of NOX4 mRNA		 CTD PMID:16392774, PMID:21107329 NCBI chr 1:150,796,359...150,976,186
Ensembl chr 1:150,797,084...150,976,194 		JBrowse link
G Nppa natriuretic peptide A decreases expression EXP Amlodipine results in decreased expression of NPPA mRNA CTD PMID:17563544 NCBI chr 5:164,808,407...164,809,716
Ensembl chr 5:164,808,323...164,809,705 		JBrowse link
G Olr1 oxidized low density lipoprotein receptor 1 multiple interactions ISO Amlodipine inhibits the reaction [AGT results in increased expression of OLR1 mRNA]; Amlodipine inhibits the reaction [AGT results in increased expression of OLR1 protein] CTD PMID:21376258 NCBI chr 4:163,239,853...163,261,937
Ensembl chr 4:163,239,849...163,261,958 		JBrowse link
G Pgr progesterone receptor multiple interactions ISO Amlodipine binds to and results in increased activity of PGR protein CTD PMID:25752796 NCBI chr 8:7,128,656...7,187,796
Ensembl chr 8:7,128,656...7,187,796 		JBrowse link
G Ppbp pro-platelet basic protein decreases expression ISO Amlodipine results in decreased expression of PPBP protein CTD PMID:15513305 NCBI chr14:18,852,433...18,853,237
Ensembl chr14:18,851,954...18,853,315 		JBrowse link
G Rb1 RB transcriptional corepressor 1 decreases phosphorylation ISO Amlodipine results in decreased phosphorylation of RB1 protein CTD PMID:17217918 NCBI chr15:55,081,582...55,209,060
Ensembl chr15:55,083,140...55,209,342 		JBrowse link
G Ren renin multiple interactions ISO [Indomethacin co-treated with Amlodipine] results in decreased expression of REN protein CTD PMID:11078175 NCBI chr13:50,502,724...50,513,953
Ensembl chr13:50,502,724...50,514,151 		JBrowse link
G Retn resistin decreases expression ISO Amlodipine results in decreased expression of RETN protein CTD PMID:18199500 NCBI chr12:2,201,909...2,203,649
Ensembl chr12:2,201,891...2,204,249 		JBrowse link
G Selp selectin P decreases expression ISO Amlodipine results in decreased expression of SELP protein CTD PMID:15513305 NCBI chr13:82,428,914...82,464,629
Ensembl chr13:82,429,063...82,464,628 		JBrowse link
G Smad2 SMAD family member 2 multiple interactions ISO Amlodipine inhibits the reaction [[Doxorubicin co-treated with TGFB1 protein] results in increased phosphorylation of SMAD2 protein] CTD PMID:21337027 NCBI chr18:72,550,107...72,612,078
Ensembl chr18:72,550,219...72,612,078 		JBrowse link
G Smad4 SMAD family member 4 multiple interactions ISO Amlodipine inhibits the reaction [[Doxorubicin co-treated with TGFB1 protein] results in increased expression of SMAD4 mRNA]; Amlodipine inhibits the reaction [[Doxorubicin co-treated with TGFB1 protein] results in increased expression of SMAD4 protein] CTD PMID:21337027 NCBI chr18:69,626,682...69,657,373
Ensembl chr18:69,627,757...69,671,199 		JBrowse link
G Sod1 superoxide dismutase 1 multiple interactions EXP Amlodipine inhibits the reaction [Aldosterone results in increased activity of SOD1 protein] CTD PMID:19333130 NCBI chr11:30,363,282...30,368,858
Ensembl chr11:30,363,280...30,368,862 		JBrowse link
G Tgfb1 transforming growth factor, beta 1 increases expression
decreases response to substance
multiple interactions		 ISO Amlodipine results in increased expression of TGFB1 protein
Amlodipine results in decreased susceptibility to TGFB1 protein
Amlodipine inhibits the reaction [[Doxorubicin co-treated with TGFB1 protein] results in increased expression of SMAD4 mRNA]; Amlodipine inhibits the reaction [[Doxorubicin co-treated with TGFB1 protein] results in increased expression of SMAD4 protein]; Amlodipine inhibits the reaction [[Doxorubicin co-treated with TGFB1 protein] results in increased phosphorylation of SMAD2 protein]; Amlodipine results in decreased susceptibility to [TGFB1 protein co-treated with Doxorubicin]		 CTD PMID:12937228, PMID:21337027 NCBI chr 1:82,480,875...82,497,196
Ensembl chr 1:82,480,195...82,497,199 		JBrowse link
G Thrb thyroid hormone receptor beta multiple interactions ISO Amlodipine binds to and results in increased activity of THRB protein CTD PMID:25752796 NCBI chr15:8,890,578...9,239,815
Ensembl chr15:8,890,578...9,086,282 		JBrowse link
G Tnf tumor necrosis factor multiple interactions
decreases expression		 EXP [benazepril co-treated with Amlodipine] results in decreased expression of TNF protein
Amlodipine results in decreased expression of TNF protein		 CTD PMID:16775501 NCBI chr20:5,189,382...5,192,000
Ensembl chr20:5,189,390...5,192,000 		JBrowse link
G Vcam1 vascular cell adhesion molecule 1 decreases expression EXP Amlodipine results in decreased expression of VCAM1 mRNA CTD PMID:16392774 NCBI chr 2:219,071,193...219,090,931
Ensembl chr 2:219,071,193...219,097,619 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19785
    role 19732
      application 19391
        fuel 10797
          methanol 3062
            methyl ester 3051
              amlodipine 62
                (R)-amlodipine 0
                (S)-amlodipine 0
                amlodipine benzenesulfonate + 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19785
    subatomic particle 19782
      composite particle 19782
        hadron 19782
          baryon 19782
            nucleon 19782
              atomic nucleus 19782
                atom 19782
                  main group element atom 19670
                    p-block element atom 19670
                      chalcogen 19360
                        oxygen atom 19321
                          oxygen molecular entity 19321
                            hydroxides 19066
                              organic hydroxy compound 18630
                                alcohol 14984
                                  primary alcohol 13883
                                    ethanols 8107
                                      ethanol 8107
                                        ethyl ester 3173
                                          amlodipine 62
                                            (R)-amlodipine 0
                                            (S)-amlodipine 0
                                            amlodipine benzenesulfonate + 0
paths to the root

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