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

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

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ChEBI ID	CHEBI: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
Definition	A 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 Modified	25 February 2013
Downloads	Molfile

Formula	C12H20O4
Net Charge	0
Average Mass	228.288
Monoisotopic Mass	228.13616
SMILES	CC(=O)OC(C)(C)[C@@H]1C=C[C@](C)(OO)CC1
InChI	InChI=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
InChIKey	VIUQTXYGNHOJBD-PWSUYJOCSA-N

Species of Metabolite	Component	Source	Comments
Laurus nobilis (ncbitaxon:85223)	leaf (BTO:0000713)	PubMed (12419922)

Roles Classification

Biological Roles:	trypanocidal drug A drug used to treat or prevent infections caused by protozoal organisms belonging to the suborder Trypanosomatida. metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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 Numbers	Sources
Reaxys:9260434	Reaxys

Citations