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CHEBI:82813 - ent-diltiazem

ChEBI IDCHEBI:82813
ChEBI Nameent-diltiazem
Stars
ASCII Nameent-diltiazem
DefinitionA 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 R configuration. It is a cGMP-activated K+ channel blocker.
Last Modified25 February 2016
SubmitterGareth Owen
DownloadsMolfile
FormulaC22H26N2O4S
Net Charge0
Average Mass414.527
Monoisotopic Mass414.16133
SMILESCOc1ccc([C@H]2Sc3ccccc3N(CCN(C)C)C(=O)[C@H]2OC(C)=O)cc1
InChIInChI=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+/m0/s1
InChIKeyHSUGRBWQSSZJOP-LEWJYISDSA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
potassium channel blocker  An agent that inhibits cell membrane glycoproteins that are selectively permeable to potassium ions.
ChEBI Ontology
Outgoing Relation(s)
ent-diltiazem (CHEBI:82813) has role potassium channel blocker (CHEBI:50509)
ent-diltiazem (CHEBI:82813) is a 5-[2-(dimethylamino)ethyl]-2-(4-methoxyphenyl)-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepin-3-yl acetate (CHEBI:82814)
ent-diltiazem (CHEBI:82813) is conjugate base of ent-diltiazem(1+) (CHEBI:82816)
ent-diltiazem (CHEBI:82813) is enantiomer of diltiazem (CHEBI:101278)
Incoming Relation(s)
ent-diltiazem(1+) (CHEBI:82816) is conjugate acid of ent-diltiazem (CHEBI:82813)
diltiazem (CHEBI:101278) is enantiomer of ent-diltiazem (CHEBI:82813)
IUPAC Name 
(2R,3R)-5-[2-(dimethylamino)ethyl]-2-(4-methoxyphenyl)-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepin-3-yl acetate
Synonyms  Source
(−)-cis-diltiazemChEBI
l-cis-diltiazemChEBI
L-cis-diltiazemChEBI
Manual XrefsDatabases
LSM-3819LINCS
Citations