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CHEBI:66035 - (1R,4S)-1-hydroperoxy-p-menth-2-en-8-ol acetate

ChEBI IDCHEBI:66035
ChEBI Name(1R,4S)-1-hydroperoxy-p-menth-2-en-8-ol acetate
Stars
ASCII Name(1R,4S)-1-hydroperoxy-p-menth-2-en-8-ol acetate
DefinitionA p-menthane monoterpenoid that is p-menth-2-ene substituted by a hydroperoxy group at position 1 and an acetyloxy group at position 8 (the 1R,4S stereoisomer). Isolated from the leaves of Laurus nobilis, it exhibits trypanocidal activity.
Last Modified25 February 2013
DownloadsMolfile
FormulaC12H20O4
Net Charge0
Average Mass228.288
Monoisotopic Mass228.13616
SMILESCC(=O)OC(C)(C)[C@@H]1C=C[C@](C)(OO)CC1
InChIInChI=1S/C12H20O4/c1-9(13)15-11(2,3)10-5-7-12(4,16-14)8-6-10/h5,7,10,14H,6,8H2,1-4H3/t10-,12+/m1/s1
InChIKeyVIUQTXYGNHOJBD-PWSUYJOCSA-N
Species of MetaboliteComponentSourceComments
Laurus nobilis (ncbitaxon:85223) leaf (BTO:0000713) PubMed (12419922)
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)
(1R,4S)-1-hydroperoxy-p-menth-2-en-8-ol acetate (CHEBI:66035) has role metabolite (CHEBI:25212)
(1R,4S)-1-hydroperoxy-p-menth-2-en-8-ol acetate (CHEBI:66035) has role trypanocidal drug (CHEBI:36335)
(1R,4S)-1-hydroperoxy-p-menth-2-en-8-ol acetate (CHEBI:66035) is a p-menthane monoterpenoid (CHEBI:25186)
(1R,4S)-1-hydroperoxy-p-menth-2-en-8-ol acetate (CHEBI:66035) is a acetate ester (CHEBI:47622)
(1R,4S)-1-hydroperoxy-p-menth-2-en-8-ol acetate (CHEBI:66035) is a peroxol (CHEBI:35924)
IUPAC Name 
2-[(1S,4R)-4-hydroperoxy-4-methylcyclohex-2-en-1-yl]propan-2-yl acetate
Registry NumbersSources
Reaxys:9260434Reaxys
Citations