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CHEBI:60790 - dextrobupivacaine

ChEBI IDCHEBI:60790
ChEBI Namedextrobupivacaine
Stars
DefinitionThe (R)-(+)-enantiomer of bupivacaine.
Last Modified24 February 2014
SubmitterGareth Owen
DownloadsMolfile
FormulaC18H28N2O
Net Charge0
Average Mass288.435
Monoisotopic Mass288.22016
SMILESCCCCN1CCCC[C@@H]1C(=O)Nc1c(C)cccc1C
InChIInChI=1S/C18H28N2O/c1-4-5-12-20-13-7-6-11-16(20)18(21)19-17-14(2)9-8-10-15(17)3/h8-10,16H,4-7,11-13H2,1-3H3,(H,19,21)/t16-/m1/s1
InChIKeyLEBVLXFERQHONN-MRXNPFEDSA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
ChEBI Ontology
Outgoing Relation(s)
dextrobupivacaine (CHEBI:60790) is a 1-butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide (CHEBI:77431)
dextrobupivacaine (CHEBI:60790) is conjugate base of dextrobupivacaine(1+) (CHEBI:77459)
dextrobupivacaine (CHEBI:60790) is enantiomer of levobupivacaine (CHEBI:6149)
Incoming Relation(s)
bupivacaine (CHEBI:3215) has part dextrobupivacaine (CHEBI:60790)
dextrobupivacaine(1+) (CHEBI:77459) is conjugate acid of dextrobupivacaine (CHEBI:60790)
levobupivacaine (CHEBI:6149) is enantiomer of dextrobupivacaine (CHEBI:60790)
IUPAC Name 
(2R)-1-butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide
Synonyms  Source
(R)-(+)-bupivacaineChEBI
D-bupivacaineChEBI
D-(+)-bupivacaineChemIDplus
(+)-bupivacaineChEBI
D-1-butyl-2',6'-pipecoloxylidideChEBI
D-(+)-1-butyl-2',6'-pipecoloxylidideChEBI
Registry NumbersSources
Reaxys:5382239Reaxys
CAS:27262-45-9ChemIDplus
Citations