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CHEBI:78316 - (S)-(−)-verbenone

ChEBI IDCHEBI:78316
ChEBI Name(S)-(−)-verbenone
Stars
ASCII Name(S)-(-)-verbenone
DefinitionA 4,6,6-trimethylbicyclo[3.1.1]hept-3-en-2-one in which both chiral centres have S configuration.
Last Modified22 February 2017
SubmitterGareth Owen
DownloadsMolfile
FormulaC10H14O
Net Charge0
Average Mass150.221
Monoisotopic Mass150.10447
SMILESCC1=CC(=O)[C@H]2C[C@@H]1C2(C)C
InChIInChI=1S/C10H14O/c1-6-4-9(11)8-5-7(6)10(8,2)3/h4,7-8H,5H2,1-3H3/t7-,8+/m0/s1
InChIKeyDCSCXTJOXBUFGB-JGVFFNPUSA-N
Wikipedia
Roles Classification
Application:
expectorant  Compounds that are considered to increase the volume of secretions in the respiratory tract, so facilitating their removal by ciliary action and coughing. Compare with mucolytics, which decrease the viscosity of mucus, facilitating its removal by ciliary action and expectoration, and antitussives, which suppress the cough reflex.
ChEBI Ontology
Outgoing Relation(s)
(S)-(−)-verbenone (CHEBI:78316) has role expectorant (CHEBI:77035)
(S)-(−)-verbenone (CHEBI:78316) is a 4,6,6-trimethylbicyclo[3.1.1]hept-3-en-2-one (CHEBI:78315)
(S)-(−)-verbenone (CHEBI:78316) is enantiomer of (R)-(+)-verbenone (CHEBI:9955)
Incoming Relation(s)
(R)-(+)-verbenone (CHEBI:9955) is enantiomer of (S)-(−)-verbenone (CHEBI:78316)
IUPAC Name 
(1S,5S)-4,6,6-trimethylbicyclo[3.1.1]hept-3-en-2-one
Synonyms  Source
l-verbenoeChemIDplus
levoverbenoneChEBI
(−)-verbenoneChemIDplus
(−)-cis-verbenoneNIST Chemistry WebBook
Manual XrefsDatabases
LevoverbenoneWikipedia
4587DrugCentral
Registry NumbersSources
Reaxys:1907623Reaxys
CAS:1196-01-6ChemIDplus
CAS:1196-01-6NIST Chemistry WebBook
Citations