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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:2-[benzyl(methyl)amino]ethyl methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
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Accession:CHEBI:180905 term browser browse the term
Definition:A dihydropyridine that is 1,4-dihydropyridine substituted by a methyl, {2-[benzyl(methyl)amino]ethoxy}carbonyl, 3-nitrophenyl, methoxycarbonyl and methyl groups at positions 2, 3, 4, 5 and 6, respectively.
Synonyms:related_synonym: 2-(benzylmethylamino)ethyl methyl 1,4-dihydro-2,6-dimethyl-4-(m-nitrophenyl)pyridine-3,5-dicarboxylate;   Formula=C26H29N3O6;   InChI=1S/C26H29N3O6/c1-17-22(25(30)34-4)24(20-11-8-12-21(15-20)29(32)33)23(18(2)27-17)26(31)35-14-13-28(3)16-19-9-6-5-7-10-19/h5-12,15,24,27H,13-14,16H2,1-4H3;   InChIKey=ZBBHBTPTTSWHBA-UHFFFAOYSA-N;   SMILES=COC(=O)C1=C(C)NC(C)=C(C1C1=CC=CC(=C1)[N+]([O-])=O)C(=O)OCCN(C)CC1=CC=CC=C1



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nicardipine term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abcb11 ATP binding cassette subfamily B member 11 multiple interactions
decreases activity
ISO Nicardipine inhibits the reaction [ABCB11 protein results in increased transport of Taurocholic Acid]
Nicardipine results in decreased activity of ABCB11 protein
CTD PMID:20829430 PMID:23956101 PMID:24014644 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 multiple interactions ISO Nicardipine inhibits the reaction [ABCB1 protein results in increased transport of Digoxin] CTD PMID:11895100 NCBI chr 4:25,357,467...25,529,941
Ensembl chr 4:25,158,362...25,442,709
JBrowse link
G Aco2 aconitase 2 multiple interactions ISO [Nicardipine results in decreased uptake of Calcium] which results in decreased activity of ACO2 protein CTD PMID:12548706 NCBI chr 7:113,385,677...113,428,794
Ensembl chr 7:113,385,646...113,428,261
JBrowse link
G Ahr aryl hydrocarbon receptor multiple interactions
increases activity
ISO Methylcholanthrene promotes the reaction [Nicardipine results in increased activity of AHR protein]; Nicardipine promotes the reaction [Methylcholanthrene results in increased activity of AHR protein] CTD PMID:20067464 NCBI chr 6:52,234,089...52,271,568
Ensembl chr 6:52,234,089...52,271,568
JBrowse link
G Avp arginine vasopressin multiple interactions EXP Nicardipine inhibits the reaction [AVP protein results in increased import of and results in increased abundance of Calcium] CTD PMID:14711191 NCBI chr 3:117,793,447...117,805,091
Ensembl chr 3:117,793,457...117,795,425
JBrowse link
G Avpr1a arginine vasopressin receptor 1A multiple interactions EXP Nicardipine inhibits the reaction [[NC 1900 results in increased activity of AVPR1A protein] which results in increased abundance of Calcium]; Nicardipine inhibits the reaction [Carbachol promotes the reaction [[NC 1900 results in increased activity of AVPR1A protein] which results in increased abundance of Calcium]] CTD PMID:12646291 NCBI chr 7:58,114,306...58,118,230
Ensembl chr 7:58,114,284...58,122,215
JBrowse link
G Bdnf brain-derived neurotrophic factor multiple interactions EXP Nicardipine inhibits the reaction [decamethrin results in increased expression of BDNF mRNA] CTD PMID:16166269 PMID:22079160 NCBI chr 3:96,165,042...96,215,621
Ensembl chr 3:96,165,042...96,215,615
JBrowse link
G Camk2a calcium/calmodulin-dependent protein kinase II alpha multiple interactions EXP Nicardipine inhibits the reaction [LIF protein results in increased activity of CAMK2A protein]; Nicardipine inhibits the reaction [LIF protein results in increased phosphorylation of CAMK2A protein] CTD PMID:11073891 NCBI chr18:54,378,642...54,441,120
Ensembl chr18:54,378,784...54,438,994
JBrowse link
G Camk4 calcium/calmodulin-dependent protein kinase IV multiple interactions EXP Nicardipine inhibits the reaction [LIF protein results in increased activity of CAMK4 protein] CTD PMID:11073891 NCBI chr18:24,582,988...24,811,918
Ensembl chr18:24,585,269...24,802,487
JBrowse link
G Ccnd1 cyclin D1 decreases expression ISO Nicardipine results in decreased expression of CCND1 protein CTD PMID:17217918 NCBI chr 1:200,089,002...200,098,524
Ensembl chr 1:200,089,002...200,098,602
JBrowse link
G Cdk2 cyclin dependent kinase 2 decreases activity ISO Nicardipine results in decreased activity of CDK2 protein CTD PMID:17217918 NCBI chr 7:1,129,878...1,137,431
Ensembl chr 7:1,129,811...1,137,403
JBrowse link
G Crat carnitine O-acetyltransferase multiple interactions EXP Nicardipine results in decreased activity of [Clofibrate results in increased expression of CRAT protein] CTD PMID:1914008 NCBI chr 3:13,675,684...13,689,282
Ensembl chr 3:13,675,684...13,689,255
JBrowse link
G Cyp1a1 cytochrome P450, family 1, subfamily a, polypeptide 1 multiple interactions
decreases activity
increases expression
ISO Methylcholanthrene promotes the reaction [Nicardipine results in increased activity of and results in increased expression of CYP1A1 protein]; Methylcholanthrene promotes the reaction [Nicardipine results in increased expression of CYP1A1 mRNA]; Nicardipine promotes the reaction [Methylcholanthrene results in increased activity of and results in increased expression of CYP1A1 protein]; Nicardipine promotes the reaction [Methylcholanthrene results in increased expression of CYP1A1 mRNA]
Nicardipine results in decreased activity of CYP1A1 protein
Nicardipine results in increased expression of CYP1A1 mRNA; Nicardipine results in increased expression of CYP1A1 protein
CTD PMID:15863898 PMID:20067464 NCBI chr 8:58,096,021...58,102,130
Ensembl chr 8:58,096,077...58,102,125
JBrowse link
G Cyp1a2 cytochrome P450, family 1, subfamily a, polypeptide 2 multiple interactions
decreases activity
increases expression
ISO Methylcholanthrene promotes the reaction [Nicardipine results in increased expression of CYP1A2 mRNA]; Nicardipine promotes the reaction [Methylcholanthrene results in increased expression of CYP1A2 mRNA]
Nicardipine results in decreased activity of CYP1A2 protein
CTD PMID:15863898 PMID:20067464 NCBI chr 8:58,075,367...58,082,255
Ensembl chr 8:58,075,367...58,082,312
JBrowse link
G Cyp1b1 cytochrome P450, family 1, subfamily b, polypeptide 1 multiple interactions ISO Nicardipine promotes the reaction [Methylcholanthrene results in increased expression of CYP1B1 mRNA] CTD PMID:20067464 NCBI chr 6:15,342,312...15,350,886
Ensembl chr 6:15,342,344...15,350,917
JBrowse link
G Cyp2c6 cytochrome P450, family 2, subfamily C, polypeptide 6 decreases activity ISO Nicardipine results in decreased activity of CYP2C19 protein CTD PMID:10805063 PMID:15863898 NCBI chr 1:237,938,521...237,976,238
Ensembl chr 1:237,693,094...238,057,596
JBrowse link
G Cyp2c79 cytochrome P450, family 2, subfamily c, polypeptide 79 affects metabolic processing
decreases activity
ISO CYP2C8 protein affects the metabolism of Nicardipine
Nicardipine results in decreased activity of CYP2C8 protein
CTD PMID:15863898
G Cyp2d4 cytochrome P450, family 2, subfamily d, polypeptide 4 affects metabolic processing
multiple interactions
decreases activity
ISO CYP2D6 protein affects the metabolism of Nicardipine
Nicardipine inhibits the reaction [CYP2D6 protein results in decreased methylation of Dextromethorphan]; Nicardipine inhibits the reaction [CYP2D6 protein results in increased hydroxylation of mequitazine]
Nicardipine results in decreased activity of CYP2D6 protein
CTD PMID:10805063 PMID:15863898 NCBI chr 7:113,882,584...113,891,754
Ensembl chr 7:113,881,618...113,891,759
JBrowse link
G Cyp2j4 cytochrome P450, family 2, subfamily j, polypeptide 4 decreases activity ISO Nicardipine results in decreased activity of CYP2J2 protein CTD PMID:30965050 NCBI chr 5:111,179,981...111,207,490
Ensembl chr 5:111,178,703...111,244,794
JBrowse link
G Cyp3a2 cytochrome P450, family 3, subfamily a, polypeptide 2 affects metabolic processing
decreases activity
multiple interactions
ISO CYP3A4 protein affects the metabolism of Nicardipine
Nicardipine results in decreased activity of CYP3A4 protein
[Nicardipine results in increased activity of NR1I2 protein] which results in increased expression of CYP3A4 mRNA; Nicardipine inhibits the reaction [CYP3A4 protein results in increased hydroxylation of Triazolam]
CTD PMID:10805063 PMID:15860655 PMID:15863898 PMID:17041008 NCBI chr12:9,207,978...9,230,064
Ensembl chr12:9,015,383...9,285,008
JBrowse link
G Cyp3a23-3a1 cytochrome P450, family 3, subfamily a, polypeptide 23-polypeptide 1 increases expression EXP Nicardipine results in increased expression of CYP3A23-3A1 mRNA CTD PMID:16125621 NCBI chr12:9,256,159...9,285,020
Ensembl chr12:9,254,475...9,285,030
Ensembl chr12:9,254,475...9,285,030
JBrowse link
G Esr1 estrogen receptor 1 decreases activity ISO Nicardipine results in decreased activity of ESR1 protein CTD PMID:25257666 NCBI chr 1:41,106,335...41,499,104
Ensembl chr 1:41,210,475...41,495,002
JBrowse link
G Fos Fos proto-oncogene, AP-1 transcription factor subunit multiple interactions EXP Nicardipine inhibits the reaction [Pyrithiamine results in increased expression of FOS mRNA] CTD PMID:8229066 NCBI chr 6:105,121,170...105,124,036
Ensembl chr 6:105,121,170...105,124,036
JBrowse link
G Hnmt histamine N-methyltransferase decreases activity EXP Nicardipine results in decreased activity of HNMT protein CTD PMID:2408645 NCBI chr 3:6,591,804...6,623,821
Ensembl chr 3:6,591,463...6,624,012
JBrowse link
G Il4 interleukin 4 decreases secretion ISO Nicardipine results in decreased secretion of IL4 protein CTD PMID:16533816 NCBI chr10:37,771,203...37,776,750
Ensembl chr10:37,771,203...37,776,750
JBrowse link
G Il5 interleukin 5 decreases secretion ISO Nicardipine results in decreased secretion of IL5 protein CTD PMID:16533816 NCBI chr10:37,874,342...37,877,213
Ensembl chr10:37,874,342...37,877,213
JBrowse link
G Lif LIF, interleukin 6 family cytokine multiple interactions EXP Nicardipine inhibits the reaction [LIF protein results in increased activity of CAMK2A protein]; Nicardipine inhibits the reaction [LIF protein results in increased activity of CAMK4 protein]; Nicardipine inhibits the reaction [LIF protein results in increased phosphorylation of CAMK2A protein] CTD PMID:11073891 NCBI chr14:79,131,049...79,140,486
Ensembl chr14:79,134,574...79,140,482
JBrowse link
G Mapk1 mitogen activated protein kinase 1 multiple interactions EXP Nicardipine inhibits the reaction [decamethrin results in increased phosphorylation of MAPK1 protein] CTD PMID:16166269 NCBI chr11:83,957,813...84,023,629
Ensembl chr11:83,957,813...84,023,616
JBrowse link
G Mapk3 mitogen activated protein kinase 3 multiple interactions EXP Nicardipine inhibits the reaction [decamethrin results in increased phosphorylation of MAPK3 protein] CTD PMID:16166269 NCBI chr 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863
JBrowse link
G Ncoa2 nuclear receptor coactivator 2 multiple interactions ISO Nicardipine inhibits the reaction [Chenodeoxycholic Acid promotes the reaction [NCOA2 protein modified form binds to NR1H4 protein]] CTD PMID:27773686 NCBI chr 5:5,835,642...6,069,693
Ensembl chr 5:5,835,706...6,067,451
JBrowse link
G Nefl neurofilament light chain multiple interactions EXP Nicardipine inhibits the reaction [Rotenone results in decreased expression of NEFL mRNA] CTD PMID:31969611 NCBI chr15:42,301,920...42,305,793
Ensembl chr15:42,301,916...42,305,793
JBrowse link
G Nr1h4 nuclear receptor subfamily 1, group H, member 4 multiple interactions
increases activity
ISO Nicardipine inhibits the reaction [Chenodeoxycholic Acid promotes the reaction [NCOA2 protein modified form binds to NR1H4 protein]]; Nicardipine inhibits the reaction [Chenodeoxycholic Acid results in increased activity of NR1H4 protein]; Nicardipine inhibits the reaction [pregna-4,17-diene-3,16-dione results in decreased activity of NR1H4 protein]
Nicardipine results in increased activity of NR1H4 protein
CTD PMID:25257666 PMID:27773686 NCBI chr 7:23,846,122...23,942,085
Ensembl chr 7:23,846,122...23,942,047
JBrowse link
G Nr1i2 nuclear receptor subfamily 1, group I, member 2 multiple interactions
increases activity
ISO [Nicardipine results in increased activity of NR1I2 protein] which results in increased expression of CYP3A4 mRNA CTD PMID:17041008 PMID:25455453 NCBI chr11:62,460,213...62,496,665
Ensembl chr11:62,460,213...62,496,658
JBrowse link
G Pparg peroxisome proliferator-activated receptor gamma decreases activity ISO Nicardipine results in decreased activity of PPARG protein CTD PMID:25257666 NCBI chr 4:148,423,102...148,548,471
Ensembl chr 4:148,423,194...148,548,468
JBrowse link
G Ren renin increases activity ISO Nicardipine results in increased activity of REN protein CTD PMID:1867428 NCBI chr13:44,796,260...44,807,491
Ensembl chr13:44,796,091...44,807,489
JBrowse link
G Sct secretin multiple interactions EXP Nicardipine inhibits the reaction [Potassium Chloride results in increased secretion of SCT protein] CTD PMID:16888165 NCBI chr 1:196,382,857...196,383,668
Ensembl chr 1:196,382,856...196,383,658
JBrowse link
G Slc22a2 solute carrier family 22 member 2 multiple interactions ISO Nicardipine inhibits the reaction [SLC22A2 protein results in increased uptake of 4-(4-dimethylaminostyryl)-1-methylpyridinium] CTD PMID:21599003 NCBI chr 1:48,121,061...48,163,268
Ensembl chr 1:48,121,061...48,163,268
JBrowse link

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Term Annotations click to browse term
  CHEBI ontology 19808
    role 19784
      application 19627
        fuel 11339
          methanol 3959
            methyl ester 3905
              2-[benzyl(methyl)amino]ethyl methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate 37
                (R)-nicardipine + 37
                (S)-nicardipine + 37
Path 2
Term Annotations click to browse term
  CHEBI ontology 19808
    subatomic particle 19806
      composite particle 19806
        hadron 19806
          baryon 19806
            nucleon 19806
              atomic nucleus 19806
                atom 19806
                  main group element atom 19756
                    p-block element atom 19756
                      chalcogen 19513
                        oxygen atom 19488
                          oxygen molecular entity 19488
                            hydroxides 19299
                              organic hydroxy compound 18923
                                alcohol 15686
                                  aliphatic alcohol 11870
                                    alkyl alcohol 11778
                                      methanol 3959
                                        methyl ester 3905
                                          2-[benzyl(methyl)amino]ethyl methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate 37
                                            (R)-nicardipine + 37
                                            (S)-nicardipine + 37
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