CHEBI:90075 - rose oxide

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ChEBI Name rose oxide
ChEBI ID CHEBI:90075
Definition A member of the class of oxanes that is tetrahydro-2H-pyran which is substituted at positions 2 and 4 by an isoprop-1-enyl group and a methyl group, respectively. Organic compound of the pyran class and the monoterpene class and a fragrance found in roses and rose oil. All four possible stereoisomers are known; the 2S,4R and 2S,4S diastereoisomers [also known as the (−)-cis- and (−)-trans-isomers, respectively] are the main constituents in several essential oils and are used as a food flavouring and in perfumes and cosmetics.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Pablo Carbonell
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Formula C10H18O
Net Charge 0
Average Mass 154.250
Monoisotopic Mass 154.136
InChI InChI=1S/C10H18O/c1-8(2)6-10-7-9(3)4-5-11-10/h6,9-10H,4-5,7H2,1-3H3
InChIKey CZCBTSFUTPZVKJ-UHFFFAOYSA-N
SMILES C1COC(CC1C)C=C(C)C
Roles Classification
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
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ChEBI Ontology
Outgoing rose oxide (CHEBI:90075) has role plant metabolite (CHEBI:76924)
rose oxide (CHEBI:90075) is a monoterpenoid (CHEBI:25409)
rose oxide (CHEBI:90075) is a olefinic compound (CHEBI:78840)
rose oxide (CHEBI:90075) is a oxanes (CHEBI:46942)
Incoming (2R,4R)-rose oxide (CHEBI:90100) is a rose oxide (CHEBI:90075)
(2R,4S)-rose oxide (CHEBI:90102) is a rose oxide (CHEBI:90075)
(2S,4R)-rose oxide (CHEBI:90098) is a rose oxide (CHEBI:90075)
(2S,4S)-rose oxide (CHEBI:90103) is a rose oxide (CHEBI:90075)
IUPAC Name
4-methyl-2-(2-methylprop-1-en-1-yl)tetrahydro-2H-pyran
Synonyms Sources
4-methyl-2-(2-methyl-1-propenyl)tetrahydro-2H-pyran NIST Chemistry WebBook
tetrahydro-4-methyl-2-(2-methyl-1-propenyl)-2H-pyran NIST Chemistry WebBook
tetrahydro-4-methyl-2-(2-methylprop-1-enyl)pyran NIST Chemistry WebBook
Manual Xrefs Databases
EP0842926 Patent
HMDB0036097 HMDB
Rose_oxide Wikipedia
WO0117983 Patent
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Registry Numbers Types Sources
111348 Reaxys Registry Number Reaxys
16409-43-1 CAS Registry Number NIST Chemistry WebBook
16409-43-1 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
10564036 PubMed citation Europe PMC
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IND21967175 Agricola citation Europe PMC
IND44599794 Agricola citation Europe PMC
Last Modified
26 October 2015