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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:diltiazem
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Accession:CHEBI:101278 term browser browse the term
Definition:A 5-[2-(dimethylamino)ethyl]-2-(4-methoxyphenyl)-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepin-3-yl acetate in which both stereocentres have S configuration. A calcium-channel blocker and vasodilator, it is used as the hydrochloride in the management of angina pectoris and hypertension.
Synonyms:exact_synonym: (2S,3S)-5-[2-(dimethylamino)ethyl]-2-(4-methoxyphenyl)-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepin-3-yl acetate
 related_synonym: (+)-cis-5-[2-(dimethylamino)ethyl]-2,3-dihydro-3-hydroxy-2-(p-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one acetate ester;   (2S,3S)-5-(2-(dimethylamino)ethyl)-2-(4-methoxyphenyl)-4-oxo-2,3,4,5-tetrahydrobenzo[b][1,4]thiazepin-3-yl acetate;   (2S-cis)-3-(acetyloxy)-5-[2-(dimethylamino)ethyl]-2,3-dihydro-2-(4-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one;   Acetic acid (2S,3S)-5-(2-dimethylamino-ethyl)-2-(4-methoxy-phenyl)-4-oxo-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepin-3-yl ester;   Formula=C22H26N2O4S;   InChI=1S/C22H26N2O4S/c1-15(25)28-20-21(16-9-11-17(27-4)12-10-16)29-19-8-6-5-7-18(19)24(22(20)26)14-13-23(2)3/h5-12,20-21H,13-14H2,1-4H3/t20-,21+/m1/s1;   InChIKey=HSUGRBWQSSZJOP-RTWAWAEBSA-N;   SMILES=COc1ccc(cc1)[C@@H]1Sc2ccccc2N(CCN(C)C)C(=O)[C@@H]1OC(C)=O;   d-cis-diltiazem;   diltiazemum
 alt_id: CHEBI:4602
 xref: Beilstein:3573079;   CAS:42399-41-7;   DrugBank:DB00343;   Drug_Central:897;   HMDB:HMDB0014487;   KEGG:C06958;   KEGG:D07845;   LINCS:LSM-2523
 xref_mesh: MESH:D004110
 xref: PMID:11937779;   PMID:16651034;   PMID:19167257;   PMID:23687551;   PMID:24261918;   PMID:25122162;   PMID:8369596;   Patent:DE1805714;   Patent:DE3415035;   Patent:US3562257;   Patent:US4552695;   Reaxys:3573079;   VSDB:1863;   Wikipedia:Diltiazem
 cyclic_relationship: is_conjugate_base_of CHEBI:82812;   is_enantiomer_of CHEBI:82813


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diltiazem term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abcb1a ATP binding cassette subfamily B member 1A multiple interactions ISO Diltiazem inhibits the reaction [ABCB1 protein results in increased transport of Digoxin] CTD PMID:11895100 NCBI chr 4:22,339,829...22,517,642
Ensembl chr 4:22,133,521...22,425,515
JBrowse link
G Adrb1 adrenoceptor beta 1 affects response to substance ISO ADRB1 protein polymorphism affects the susceptibility to Diltiazem CTD PMID:22192668 NCBI chr 1:277,537,585...277,538,985
Ensembl chr 1:277,537,585...277,538,985
JBrowse link
G Cacna1c calcium voltage-gated channel subunit alpha1 C multiple interactions ISO Diltiazem inhibits the reaction [Iron-Dextran Complex affects the expression of CACNA1C protein] CTD PMID:27095094 NCBI chr 4:150,635,808...151,270,790
Ensembl chr 4:150,641,066...150,829,913
JBrowse link
G Cacna1f calcium voltage-gated channel subunit alpha1 F multiple interactions ISO Diltiazem inhibits the reaction [CACNA1F protein results in increased transport of Barium] CTD PMID:14744918 NCBI chr  X:15,712,709...15,741,135
Ensembl chr  X:15,712,713...15,741,103
JBrowse link
G Cat catalase multiple interactions EXP Diltiazem inhibits the reaction [Streptozocin results in decreased activity of CAT protein] CTD PMID:15957552 NCBI chr 3:93,379,872...93,412,058
Ensembl chr 3:93,379,874...93,412,058
JBrowse link
G Col1a1 collagen type I alpha 1 chain multiple interactions ISO Diltiazem inhibits the reaction [Iron-Dextran Complex results in increased expression of COL1A1 protein] CTD PMID:27095094 NCBI chr10:82,745,801...82,762,790
Ensembl chr10:82,745,801...82,762,789
JBrowse link
G Cyp3a9 cytochrome P450, family 3, subfamily a, polypeptide 9 affects metabolic processing
decreases methylation
ISO CYP3A5 protein affects the metabolism of Diltiazem; CYP3A5 protein polymorphism affects the metabolism of Diltiazem
CYP3A5 protein results in decreased methylation of Diltiazem
CTD PMID:15499178, PMID:16024008 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 Diltiazem 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 Diltiazem 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 Fth1 ferritin heavy chain 1 multiple interactions ISO Diltiazem inhibits the reaction [Iron-Dextran Complex results in increased expression of FTH1 protein] CTD PMID:27095094 NCBI chr 1:226,030,940...226,033,228
Ensembl chr 1:226,030,938...226,033,228
JBrowse link
G Hamp hepcidin antimicrobial peptide multiple interactions ISO Diltiazem promotes the reaction [Iron-Dextran Complex results in increased expression of HAMP mRNA] CTD PMID:27095094 NCBI chr 1:89,368,021...89,369,960
Ensembl chr 1:89,368,021...89,369,960
JBrowse link
G Il12a interleukin 12A multiple interactions
decreases expression
ISO Diltiazem inhibits the reaction [[NFKB1 protein binds to RELA protein] which binds to IL12A promoter]; Diltiazem inhibits the reaction [Lipopolysaccharides results in increased expression of [IL12A protein binds to IL12B protein]]; Diltiazem inhibits the reaction [Lipopolysaccharides results in increased expression of IL12A mRNA]
Diltiazem results in decreased expression of IL12A mRNA
CTD PMID:15652234 NCBI chr 2:165,076,945...165,083,996
Ensembl chr 2:165,076,607...165,084,318
JBrowse link
G Il12b interleukin 12B multiple interactions
decreases expression
ISO Diltiazem inhibits the reaction [[NFKB1 protein binds to RELA protein] which binds to IL12B promoter]; Diltiazem inhibits the reaction [Lipopolysaccharides results in increased expression of [IL12A protein binds to IL12B protein]]; Diltiazem inhibits the reaction [Lipopolysaccharides results in increased expression of IL12B mRNA]
Diltiazem results in decreased expression of IL12B mRNA
CTD PMID:15652234 NCBI chr10:30,034,447...30,048,774
Ensembl chr10:30,038,709...30,048,085
JBrowse link
G Kcnk10 potassium two pore domain channel subfamily K member 10 multiple interactions ISO Diltiazem inhibits the reaction [KCNK10 protein results in increased transport of Potassium] CTD PMID:16075240 NCBI chr 6:122,417,079...122,549,532
Ensembl chr 6:122,419,046...122,545,899
JBrowse link
G Kcnk2 potassium two pore domain channel subfamily K member 2 multiple interactions ISO Diltiazem inhibits the reaction [KCNK2 protein results in increased transport of Potassium] CTD PMID:16075240 NCBI chr13:107,690,111...107,886,476
Ensembl chr13:107,690,087...107,886,476
JBrowse link
G Mapk1 mitogen activated protein kinase 1 multiple interactions EXP Diltiazem affects the reaction [Amphetamine results in increased phosphorylation of MAPK1 protein] CTD PMID:15329393 NCBI chr11:88,203,863...88,273,301
Ensembl chr11:88,211,599...88,273,254
JBrowse link
G Mapk3 mitogen activated protein kinase 3 multiple interactions EXP Diltiazem affects the reaction [Amphetamine results in increased phosphorylation of MAPK3 protein] CTD PMID:15329393 NCBI chr 1:198,192,773...198,198,975
Ensembl chr 1:198,192,773...198,198,975
JBrowse link
G Mapk8 mitogen-activated protein kinase 8 decreases activity EXP Diltiazem results in decreased activity of MAPK8 protein CTD PMID:11937779 NCBI chr16:9,620,854...9,709,342
Ensembl chr16:9,625,177...9,709,347
JBrowse link
G Mmp13 matrix metallopeptidase 13 multiple interactions EXP Diltiazem promotes the reaction [ferrous sulfate results in increased expression of MMP13 protein] CTD PMID:27095094 NCBI chr 8:5,522,739...5,533,018
Ensembl chr 8:5,522,739...5,533,018
JBrowse link
G Nfkb1 nuclear factor kappa B subunit 1 affects localization
multiple interactions
ISO Diltiazem affects the localization of NFKB1 protein
[Diltiazem co-treated with Lipopolysaccharides] affects the localization of NFKB1 protein; Diltiazem inhibits the reaction [[NFKB1 protein binds to RELA protein] which binds to IL12A promoter]; Diltiazem inhibits the reaction [[NFKB1 protein binds to RELA protein] which binds to IL12B promoter]; Diltiazem results in decreased activity of [NFKB1 protein binds to RELA protein]
CTD PMID:15652234 NCBI chr 2:240,773,520...240,890,053
Ensembl chr 2:240,773,456...240,866,689
JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit multiple interactions ISO Diltiazem inhibits the reaction [[NFKB1 protein binds to RELA protein] which binds to IL12A promoter]; Diltiazem inhibits the reaction [[NFKB1 protein binds to RELA protein] which binds to IL12B promoter]; Diltiazem results in decreased activity of [NFKB1 protein binds to RELA protein] CTD PMID:15652234 NCBI chr 1:220,992,770...221,003,249
Ensembl chr 1:220,992,770...221,003,249
JBrowse link
G Ren renin increases expression ISO Diltiazem results in increased expression of REN protein CTD PMID:2222951 NCBI chr13:50,502,724...50,513,953
Ensembl chr13:50,502,724...50,514,151
JBrowse link
G RT1-Db1 RT1 class II, locus Db1 affects expression ISO Diltiazem affects the expression of HLA-DRB1 mRNA CTD PMID:25811541 NCBI chr20:4,087,621...4,097,190
Ensembl chr20:4,087,618...4,097,190
JBrowse link
G RT1-Ha RT1 class II, locus Ha affects expression ISO Diltiazem affects the expression of HLA-DPA1 mRNA CTD PMID:25811541 NCBI chr20:3,875,478...3,885,140
Ensembl chr20:3,875,706...3,881,461
JBrowse link
G Slc11a2 solute carrier family 11 member 2 multiple interactions ISO Diltiazem inhibits the reaction [Iron-Dextran Complex results in increased expression of SLC11A2 protein] CTD PMID:27095094 NCBI chr 7:142,025,812...142,062,892
Ensembl chr 7:142,025,815...142,063,212
JBrowse link
G Slc22a1 solute carrier family 22 member 1 multiple interactions ISO Diltiazem inhibits the reaction [SLC22A1 protein results in increased uptake of 1-Methyl-4-phenylpyridinium] CTD PMID:21641380 NCBI chr 1:48,273,639...48,300,645
Ensembl chr 1:48,273,611...48,300,655
JBrowse link
G Slc22a4 solute carrier family 22 member 4 multiple interactions ISO Diltiazem inhibits the reaction [SLC22A4 protein results in increased uptake of Tetraethylammonium] CTD PMID:21641380 NCBI chr10:39,334,972...39,373,508 JBrowse link
G Star steroidogenic acute regulatory protein multiple interactions ISO Diltiazem promotes the reaction [Cyclic AMP results in increased expression of STAR protein] CTD PMID:19822634 NCBI chr16:71,036,204...71,040,847
Ensembl chr16:71,036,204...71,040,847
JBrowse link
G Timp1 TIMP metallopeptidase inhibitor 1 multiple interactions EXP Diltiazem inhibits the reaction [ferrous sulfate results in increased expression of TIMP1 protein] CTD PMID:27095094 NCBI chr  X:1,364,771...1,369,451
Ensembl chr  X:1,364,786...1,369,384
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
              vasodilator agent 5729
                diltiazem 29
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 group 18495
                              organic divalent group 18488
                                organodiyl group 18488
                                  carbonyl group 18391
                                    carbonyl compound 18391
                                      carboxylic acid 18061
                                        carboacyl group 17348
                                          univalent carboacyl group 17348
                                            carbamoyl group 17134
                                              carboxamide 17134
                                                lactam 8027
                                                  5-[2-(dimethylamino)ethyl]-2-(4-methoxyphenyl)-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepin-3-yl acetate 29
                                                    diltiazem 29
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