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CHEBI:63459 - shionone

ChEBI IDCHEBI:63459
ChEBI Nameshionone
Stars
DefinitionA tetracyclic triterpenoid that is perhydrochrysene which is substituted by methyl groups at positions 1, 4bβ, 6aα, 8β, 10aβ and 12a positions, by a 4-methylpent-3-enyl group at the 8α position, and with an oxo group at position 2.
Last Modified28 July 2014
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC30H50O
Net Charge0
Average Mass426.729
Monoisotopic Mass426.38617
SMILES[H][C@]12CC[C@]3(C)[C@@H](C)C(=O)CC[C@@]3([H])[C@]1(C)CC[C@@]1(C)C[C@](C)(CCC=C(C)C)CC[C@@]12C
InChIInChI=1S/C30H50O/c1-21(2)10-9-14-26(4)16-19-30(8)25-13-15-28(6)22(3)23(31)11-12-24(28)29(25,7)18-17-27(30,5)20-26/h10,22,24-25H,9,11-20H2,1-8H3/t22-,24+,25-,26+,27-,28+,29-,30+/m0/s1
InChIKeyHXPXUNQUXCHJLL-LZQQOHPBSA-N
ChEBI Ontology
Outgoing Relation(s)
shionone (CHEBI:63459) is a cyclic terpene ketone (CHEBI:36130)
shionone (CHEBI:63459) is a tetracyclic triterpenoid (CHEBI:26893)
IUPAC Name 
(1R,4aS,4bS,6aS,8R,10aR,10bS,12aS)-1,4b,6a,8,10a,12a-hexamethyl-8-(4-methylpent-3-en-1-yl)hexadecahydrochrysen-2(1H)-one
Synonym  Source
D:A-friedo-18,19-secolup-19-en-3-oneChemIDplus
UniProt Name  Source
shiononeUniProt
Manual XrefsDatabases
C17966KEGG COMPOUND
Registry NumbersSources
CAS:10376-48-4ChemIDplus
CAS:10376-48-4KEGG COMPOUND
Citations