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


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03. Biological Effects of Specific Chemicals: antimicrobial agent [CHEBI:33281] > antimicrobial drug [CHEBI:36043] > antiprotozoal drug [CHEBI:35820] > trypanocidal drug [CHEBI:36335] > (1R,4S)-1-hydroperoxy-p-menth-2-en-8-ol acetate [CHEBI:66035]
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03. Biological Effects of Specific Chemicals 
03. Biological Effects of Specific Chemicals
 biochemical uses [CHEBI:52206] (3306) 
 metabolite [CHEBI:25212] (2692) 
 secondary metabolite [CHEBI:26619] (2225) 
 (1R,4S)-1-hydroperoxy-p-menth-2-en-8-ol acetate [CHEBI:66035] (1)
 antimicrobial agent [CHEBI:33281] (927) 
 antimicrobial drug [CHEBI:36043] (169) 
 antiprotozoal drug [CHEBI:35820] (168) 
 trypanocidal drug [CHEBI:36335] (16) 
 (1R,4S)-1-hydroperoxy-p-menth-2-en-8-ol acetate [CHEBI:66035] (1)
06. Name of Biological Source of Chemical 
06. Name of Biological Source of Chemical
 Plantae (1926) 
 Magnoliophyta (1872) 
 Magnoliopsida (1649) 
 Laurales (78) 
 Lauraceae (78) 
 Laurus (6) 
 Laurus nobilis (6)
07. Part of Biological Source of Chemical 
07. Part of Biological Source of Chemical
 plant structure [PO:0009011] (1497) 
 multi-tissue plant structure [PO:0025496] (1114) 
 plant organ [PO:0009008] (970) 
 phyllome [PO:0006001] (351) 
 leaf [PO:0025034] (351)
08. Chemical Category 
08. Chemical Category
 main group molecular entity [CHEBI:33579] (25650) 
 s-block molecular entity [CHEBI:33674] (7287) 
 hydrogen molecular entity [CHEBI:33608] (6932) 
 hydroxides [CHEBI:24651] (5641) 
 hydroperoxide [CHEBI:35923] (31) 
 peroxol [CHEBI:35924] (30) 
 (1R,4S)-1-hydroperoxy-p-menth-2-en-8-ol acetate [CHEBI:66035] (1)
 p-block molecular entity [CHEBI:33675] (25343) 
 chalcogen molecular entity [CHEBI:33304] (15225) 
 oxygen molecular entity [CHEBI:25806] (14414) 
 hydroxides [CHEBI:24651] (5641) 
 hydroperoxide [CHEBI:35923] (31) 
 peroxol [CHEBI:35924] (30) 
 (1R,4S)-1-hydroperoxy-p-menth-2-en-8-ol acetate [CHEBI:66035] (1)
 organooxygen compound [CHEBI:36963] (11352) 
 peroxol [CHEBI:35924] (30) 
 (1R,4S)-1-hydroperoxy-p-menth-2-en-8-ol acetate [CHEBI:66035] (1)
 carbonyl compound [CHEBI:36586] (5928) 
 carboxylic ester [CHEBI:33308] (1495) 
 acetate ester [CHEBI:47622] (184) 
 (1R,4S)-1-hydroperoxy-p-menth-2-en-8-ol acetate [CHEBI:66035] (1)
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 peroxol [CHEBI:35924] (30) 
 (1R,4S)-1-hydroperoxy-p-menth-2-en-8-ol acetate [CHEBI:66035] (1)
 carbonyl compound [CHEBI:36586] (5928) 
 carboxylic ester [CHEBI:33308] (1495) 
 acetate ester [CHEBI:47622] (184) 
 (1R,4S)-1-hydroperoxy-p-menth-2-en-8-ol acetate [CHEBI:66035] (1)
 chalcoperoxol [CHEBI:37863] (32) 
 peroxol [CHEBI:35924] (30) 
 (1R,4S)-1-hydroperoxy-p-menth-2-en-8-ol acetate [CHEBI:66035] (1)
 carbon group molecular entity [CHEBI:33582] (23847) 
 organic molecular entity [CHEBI:50860] (23769) 
 lipid [CHEBI:18059] (3532) 
 isoprenoid [CHEBI:24913] (1402) 
 terpenoid [CHEBI:26873] (1099) 
 monoterpenoid [CHEBI:25409] (157) 
 p-menthane monoterpenoid [CHEBI:25186] (69) 
 (1R,4S)-1-hydroperoxy-p-menth-2-en-8-ol acetate [CHEBI:66035] (1)
 isoprenoid [CHEBI:24913] (1402) 
 terpenoid [CHEBI:26873] (1099) 
 monoterpenoid [CHEBI:25409] (157) 
 p-menthane monoterpenoid [CHEBI:25186] (69) 
 (1R,4S)-1-hydroperoxy-p-menth-2-en-8-ol acetate [CHEBI:66035] (1)
 heteroorganic entity [CHEBI:33285] (15197) 
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 peroxol [CHEBI:35924] (30) 
 (1R,4S)-1-hydroperoxy-p-menth-2-en-8-ol acetate [CHEBI:66035] (1)
 carbonyl compound [CHEBI:36586] (5928) 
 carboxylic ester [CHEBI:33308] (1495) 
 acetate ester [CHEBI:47622] (184) 
 (1R,4S)-1-hydroperoxy-p-menth-2-en-8-ol acetate [CHEBI:66035] (1)
 chalcoperoxol [CHEBI:37863] (32) 
 peroxol [CHEBI:35924] (30) 
 (1R,4S)-1-hydroperoxy-p-menth-2-en-8-ol acetate [CHEBI:66035] (1)
 ester [CHEBI:35701] (3370) 
 carboxylic ester [CHEBI:33308] (1495) 
 acetate ester [CHEBI:47622] (184) 
 (1R,4S)-1-hydroperoxy-p-menth-2-en-8-ol acetate [CHEBI:66035] (1)
 organic molecule [CHEBI:72695] (11399) 
 organic oxo compound [CHEBI:36587] (5932) 
 carbonyl compound [CHEBI:36586] (5928) 
 carboxylic ester [CHEBI:33308] (1495) 
 acetate ester [CHEBI:47622] (184) 
 (1R,4S)-1-hydroperoxy-p-menth-2-en-8-ol acetate [CHEBI:66035] (1)
 polyatomic entity [CHEBI:36357] (18777) 
 molecule [CHEBI:25367] (11520) 
 organic molecule [CHEBI:72695] (11399) 
 organic oxo compound [CHEBI:36587] (5932) 
 carbonyl compound [CHEBI:36586] (5928) 
 carboxylic ester [CHEBI:33308] (1495) 
 acetate ester [CHEBI:47622] (184) 
 (1R,4S)-1-hydroperoxy-p-menth-2-en-8-ol acetate [CHEBI:66035] (1)
 heteroatomic molecular entity [CHEBI:37577] (13672) 
 hydroxides [CHEBI:24651] (5641) 
 hydroperoxide [CHEBI:35923] (31) 
 peroxol [CHEBI:35924] (30) 
 (1R,4S)-1-hydroperoxy-p-menth-2-en-8-ol acetate [CHEBI:66035] (1)
ChEBI Compound Accession Identifier  [CHEBI:66035]
ChEBI Compound Description  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.
ChEBI Compound Identification Number  66035
ChEBI InChI Value  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
ChEBI InChIKey Value  VIUQTXYGNHOJBD-PWSUYJOCSA-N
ChEBI Compound Name  (1R,4S)-1-hydroperoxy-p-menth-2-en-8-ol acetate
ChEBI SMILES Value  CC(=O)OC(C)(C)[C@H]1CC[C@@](C)(OO)C=C1
ChEBI Substance ID  160709901
ChEBI URL  ChEBI:66035
ChemSpider ID  NS
Ontomatica Chemical Accession Key (OnChAKey)  VIUQTXYGNHOJBD_PWSUYJOCSA_N_000_000000
PubChem Compound ID  10889657