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CHEBI:66473 - 1α-hydroperoxy-guaia-10(15),11-diene

Default Structure
ChEBI IDCHEBI:66473
ChEBI Name1α-hydroperoxy-guaia-10(15),11-diene
Stars
ASCII Name1alpha-hydroperoxy-guaia-10(15),11-diene
DefinitionA guaiane sesquiterpenoid that is guaia-10(15),11-diene substituted by a α-hydroperoxy group at position 1. 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)CCC(=C)[C@]1(OO)CC[C@@H]2C
InChIInChI=1S/C15H24O2/c1-10(2)13-6-5-12(4)15(17-16)8-7-11(3)14(15)9-13/h11,13-14,16H,1,4-9H2,2-3H3/t11-,13+,14-,15+/m0/s1
InChIKeyLSSAEGXLQBRSBC-PMOUVXMZSA-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)
1α-hydroperoxy-guaia-10(15),11-diene (CHEBI:66473) has role metabolite (CHEBI:25212)
1α-hydroperoxy-guaia-10(15),11-diene (CHEBI:66473) has role trypanocidal drug (CHEBI:36335)
1α-hydroperoxy-guaia-10(15),11-diene (CHEBI:66473) is a guaiane sesquiterpenoid (CHEBI:36744)
1α-hydroperoxy-guaia-10(15),11-diene (CHEBI:66473) is a peroxol (CHEBI:35924)
IUPAC Name 
(1S,3aS,7R,8aS)-1-methyl-4-methylidene-7-(prop-1-en-2-yl)octahydroazulen-3a(1H)-yl hydroperoxide
Registry NumbersSources
Reaxys:9928499Reaxys
Citations