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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:(R)-nicardipine
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Accession:CHEBI:180904 term browser browse the term
Definition:The R-enantiomer of nicardipine.
Synonyms:exact_synonym: 2-[benzyl(methyl)amino]ethyl methyl (4R)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
 related_synonym: (-)-nicardipine;   (R)-YC-93 free base;   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/t24-/m1/s1;   InChIKey=ZBBHBTPTTSWHBA-XMMPIXPASA-N;   SMILES=[H][C@@]1(C2=CC=CC(=C2)[N+]([O-])=O)C(C(=O)OC)=C(C)NC(C)=C1C(=O)OCCN(C)CC1=CC=CC=C1
 xref: CAS:76093-35-1;   Chemspider:5036254;   PMID:10204680;   PMID:11214770;   PMID:2432901;   PMID:2981533;   PMID:3023614;   PMID:3350056;   PMID:7503807;   PMID:8641321
 cyclic_relationship: is_enantiomer_of CHEBI:135777


show annotations for term's descendants           Sort by:
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 3:74,424,620...74,520,646
Ensembl chr 3:74,424,979...74,520,581 		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 4:26,312,403...26,488,456
Ensembl chr 4:26,312,409...26,397,135 		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 7:115,265,816...115,308,931
Ensembl chr 7:115,265,791...115,308,892 		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 6:57,961,423...57,998,901
Ensembl chr 6:57,961,423...57,998,901 		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 3:138,246,544...138,248,522
Ensembl chr 3:138,246,554...138,248,522 		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 7:59,999,743...60,003,667
Ensembl chr 7:59,999,738...60,003,837 		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 3:116,619,633...116,670,212
Ensembl chr 3:116,619,633...116,670,657 		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 chr18:56,648,779...56,711,505
Ensembl chr18:56,649,025...56,711,504 		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 chr18:24,857,152...25,076,054
Ensembl chr18:24,857,146...25,077,193 		JBrowse link
G Ccnd1 cyclin D1 decreases expression ISO Nicardipine results in decreased expression of CCND1 protein CTD PMID:17217918 NCBI chr 1:209,518,288...209,527,986
Ensembl chr 1:209,518,288...209,527,810 		JBrowse link
G Cdk2 cyclin dependent kinase 2 decreases activity ISO Nicardipine results in decreased activity of CDK2 protein CTD PMID:17217918 NCBI chr 7:1,714,392...1,721,964
Ensembl chr 7:1,714,392...1,721,878 		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 3:34,073,504...34,087,099
Ensembl chr 3:34,073,506...34,087,099 		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 8:66,991,940...66,998,014
Ensembl chr 8:66,991,970...66,998,012 		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 8:66,971,261...66,978,149
Ensembl chr 8:66,971,261...66,978,149 		JBrowse link
G Cyp1b1 cytochrome P450, family 1, subfamily b, polypeptide 1 multiple interactions ISO Methylcholanthrene promotes the reaction [Nicardipine results in increased expression of CYP1B1 mRNA]; Nicardipine promotes the reaction [Methylcholanthrene results in increased expression of CYP1B1 mRNA] CTD PMID:20067464 NCBI chr 6:21,093,927...21,103,091
Ensembl chr 6:21,078,146...21,103,142 		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 1:247,879,058...247,916,804
Ensembl chr 1:247,879,078...247,916,798 		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 7:115,762,662...115,771,832
Ensembl chr 7:115,761,696...115,771,837 		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 5:116,295,691...116,323,219
Ensembl chr 5:116,295,694...116,323,042 		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 chr12:14,321,771...14,343,886
Ensembl chr12:14,321,771...14,343,857 		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 chr12:14,369,950...14,398,803
Ensembl chr12:14,368,266...14,398,813 		JBrowse link
G Esr1 estrogen receptor 1 decreases activity ISO Nicardipine results in decreased activity of ESR1 protein CTD PMID:25257666 NCBI chr 1:43,511,685...43,904,454
Ensembl chr 1:43,644,392...43,900,354 		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 6:110,852,188...110,855,054
Ensembl chr 6:110,852,190...110,855,598 		JBrowse link
G Hnmt histamine N-methyltransferase decreases activity EXP Nicardipine results in decreased activity of HNMT protein CTD PMID:2408645 NCBI chr 3:26,978,274...27,010,291
Ensembl chr 3:26,977,933...27,010,482 		JBrowse link
G Il4 interleukin 4 decreases secretion ISO Nicardipine results in decreased secretion of IL4 protein CTD PMID:16533816 NCBI chr10:38,272,003...38,277,549
Ensembl chr10:38,272,003...38,277,549 		JBrowse link
G Il5 interleukin 5 decreases secretion ISO Nicardipine results in decreased secretion of IL5 protein CTD PMID:16533816 NCBI chr10:38,375,132...38,378,003
Ensembl chr10:38,375,132...38,378,003 		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 chr14:83,354,602...83,364,053
Ensembl chr14:83,358,164...83,364,053 		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 chr11:97,462,025...97,529,193
Ensembl chr11:97,462,025...97,527,825 		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 1:190,797,189...190,803,411
Ensembl chr 1:190,797,185...190,803,411 		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 5:10,618,712...10,852,776
Ensembl chr 5:10,618,722...10,852,776 		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 chr15:46,477,330...46,481,203
Ensembl chr15:46,458,204...46,482,515 		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 7:25,733,471...25,829,440
Ensembl chr 7:25,733,471...25,829,389 		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 chr11:75,965,717...76,006,733
Ensembl chr11:75,965,632...76,002,380 		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 4:150,095,743...150,221,104
Ensembl chr 4:150,095,787...150,221,104 		JBrowse link
G Ren renin increases activity ISO Nicardipine results in increased activity of REN protein CTD PMID:1867428 NCBI chr13:47,348,312...47,359,539
Ensembl chr13:47,348,143...47,359,543 		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 1:205,812,435...205,813,246
Ensembl chr 1:205,812,435...205,813,246 		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 1:50,668,817...50,711,019
Ensembl chr 1:50,668,817...50,711,019 		JBrowse link
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  CHEBI ontology 20862
    role 20820
      biological role 20818
        pharmacological role 19911
          antagonist 17594
            calcium channel blocker 7299
              (R)-nicardipine 37
                nicardipine 37
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  CHEBI ontology 20862
    subatomic particle 20860
      composite particle 20860
        hadron 20860
          baryon 20860
            nucleon 20860
              atomic nucleus 20860
                atom 20860
                  main group element atom 20781
                    p-block element atom 20781
                      chalcogen 20491
                        oxygen atom 20457
                          oxygen molecular entity 20457
                            hydroxides 20230
                              organic hydroxy compound 19765
                                alcohol 16148
                                  aliphatic alcohol 12648
                                    alkyl alcohol 12572
                                      methanol 4014
                                        methyl ester 3961
                                          2-[benzyl(methyl)amino]ethyl methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate 37
                                            (R)-nicardipine 37
                                              nicardipine 37
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