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CHEBI:66472 - 10α-hydroperoxy-guaia-1,11-diene

ChEBI IDCHEBI:66472
ChEBI Name10α-hydroperoxy-guaia-1,11-diene
Stars
ASCII Name10alpha-hydroperoxy-guaia-1,11-diene
DefinitionA guaiane sesquiterpenoid that is guaia-1,11-diene substituted by a α-hydroperoxy group at position 10. Isolated from Pogostemon cablin, it exhibits trypanocidal activity.
Last Modified3 July 2013
DownloadsMolfile
FormulaC15H24O2
Net Charge0
Average Mass236.355
Monoisotopic Mass236.17763
SMILES[H][C@@]12C[C@H](C(=C)C)CC[C@@](C)(OO)C1=CC[C@@H]2C
InChIInChI=1S/C15H24O2/c1-10(2)12-7-8-15(4,17-16)14-6-5-11(3)13(14)9-12/h6,11-13,16H,1,5,7-9H2,2-4H3/t11-,12+,13-,15+/m0/s1
InChIKeyWVEJIBNZNZLFEF-SFDCQRBFSA-N
Species of MetaboliteComponentSourceComments
Pogostemon cablin (ncbitaxon:28511) whole plant (BTO:0001461) PubMed (15577255)
Roles Classification
Biological Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
trypanocidal drug  A drug used to treat or prevent infections caused by protozoal organisms belonging to the suborder Trypanosomatida.
Application:
trypanocidal drug  A drug used to treat or prevent infections caused by protozoal organisms belonging to the suborder Trypanosomatida.
ChEBI Ontology
Outgoing Relation(s)
10α-hydroperoxy-guaia-1,11-diene (CHEBI:66472) has role metabolite (CHEBI:25212)
10α-hydroperoxy-guaia-1,11-diene (CHEBI:66472) has role trypanocidal drug (CHEBI:36335)
10α-hydroperoxy-guaia-1,11-diene (CHEBI:66472) is a guaiane sesquiterpenoid (CHEBI:36744)
10α-hydroperoxy-guaia-1,11-diene (CHEBI:66472) is a peroxol (CHEBI:35924)
IUPAC Name 
(1S,4R,7R,8aS)-1,4-dimethyl-7-(prop-1-en-2-yl)-1,2,4,5,6,7,8,8a-octahydroazulen-4-yl hydroperoxide
Registry NumbersSources
Reaxys:9925408Reaxys
Citations