3-Methyl-6-(1-methylethyliden)cyclohex-2-en-1-on

Piperitenone

HCID 381152CAS 491-09-8

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Grundinformationen

Standard-SMILES: CC1=CC(=O)C(=C(C)C)CC1
InChIKey: HKZQJZIFODOLFR-UHFFFAOYSA-N
Summenformel: C10H14O
Durchschnittliche Molmasse: 150,22 g/mol
Monoisotopische Masse: 150,10446507

Namen und Bezeichner

Bevorzugter Name: Piperitenone
IUPAC: 3-methyl-6-propan-2-ylidenecyclohex-2-en-1-one
Lokaler Name: 3-Methyl-6-(1-methylethyliden)cyclohex-2-en-1-on
Englischer Name: 3-methyl-6-(1-methylethylidene)cyclohex-2-en-1-one
Summenformel: C10H14O
Molmasse: 150.22

Namen und Synonyme

Piperitenone491-09-83-TerpinolenonePulespenonep-Mentha-1,4(8)-dien-3-one2-CYCLOHEXEN-1-ONE, 3-METHYL-6-(1-METHYLETHYLIDENE)-3-Methyl-6-(1-methylethylidene)cyclohex-2-en-1-oneFEMA No. 3560IKR841W74D1-Methyl-4-isopropylidene-1-cyclohexen-3-oneNSC-667470CHEBI:17304

Weitere Namen anzeigen

1,4(8)-p-Menthadien-3-onep-Mentha-1,4(8)-diene-3-onePARA-MENTH-1,4(8)-DIEN-3-ONEPARA-MENTHA-1,4(8)-DIEN-3-ONE6-Isopropylidene-3-methyl-2-cyclohexen-1-one3-Methyl-6-isopropylidene-2-cyclohexene-1-one

DTXSID10883402RefChem:863607DTXCID001022936207-729-53-Methyl-6-(propan-2-ylidene)cyclohex-2-enone3-Methyl-6-(1-methylethylidene)-2-cyclohexen-1-one3-methyl-6-propan-2-ylidenecyclohex-2-en-1-one3-methyl-6-(propan-2-ylidene)cyclohex-2-en-1-one

Datenbank-Bezeichner

CAS: 491-09-8
PubChem CID: 381152
DTXSID: DTXSID10883402
ChEMBL: CHEMBL54161
ChEBI: CHEBI:17304
UNII: IKR841W74D
EC Number: 207-729-5
Nikkaji: J6.050J

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 2,2
Polarare Oberfläche (TPSA): 17,1 Å²
H-Brücken-Donoren: 0
H-Brücken-Akzeptoren: 1
Frei drehbare Bindungen: 0
Schwere Atome: 11
Formalladung: 0
Komplexität: 240

Experimentelle und physikochemische Eigenschaften

Density0.976-0.983

Solubility · 2 Einträge

insoluble in water; soluble in oils

miscible (in ethanol)

Boiling Point · 2 Einträge

106.00 to 107.00 °C. @ 10.00 mm Hg

233 °C

Refractive Index1.472-1.478

Physical DescriptionYellow to amber oily liquid, powerful sharp, minty, phenolic odour

Kovats Retention Index · 3 Einträge

1340；1315；1316；1310；1304；1312；1317；1286；1316；1316；1340；1320；1324；1324；1324；1315

1349；1343；1343；1344；1339；1309；1347；1343；1343；1347；1343；1338；1342；1340；1329；1329；1339；1348；1297；1339

1909；1949；1948；1949；1949；1949；1918；1949；1930；1949；1949；1949；1949；1956；1949；1949

Physikochemische Eigenschaften

Schmelzpunkt: 184 · 184-184.5 °C
Siedepunkt: 231.78 °C · 231.78°C (rough estimate)
Dichte: 0.9774 · 0.9774
Brechungsindex: 1.5294 · 1.5294 (estimate)
FEMA: 3560 · 3560 | P-MENTHA-1,4(8)-DIEN-3-ONE
storage temp.: 2 · 2-8°C
Löslichkeit: DMF: miscible; DMSO: miscible; Ethanol: miscible
Geruch (Odor): 10 % · at 10.00 % in dipropylene glycol. sharp minty phenolic
Geruchsart: minty
JECFA Number: 757 · 757
LogP: 2.87 · 2.87
EPA chemische Informationen: 2 · 2-Cyclohexen-1-one, 3-methyl-6-(1-methylethylidene)- (491-09-8)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 6 Einträge

This chemical does not meet GHS hazard criteria for 50% (1 of 2) of reports.

Warning

H315 (50%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (50%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (50%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]；H412 (50%): Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]

P261, P264, P264+P265, P271, P273, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Reported as not meeting GHS hazard criteria per 1 of 2 reports by companies.；There is 1 notification provided by 1 of 2 reports by companies with hazard statement code(s).；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Gefahrenhinweise

Regulatory Information · 3 Einträge

Chemical: 2-Cyclohexen-1-one, 3-methyl-6-(1-methylethylidene)-

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

2-Cyclohexen-1-one, 3-methyl-6-(1-methylethylidene)-: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationEvaluation - Chemicals not considered for in depth evaluation - Not commercially active in Australia

Hazard Classes and CategoriesSkin Irrit. 2 (50%)；Eye Irrit. 2A (50%)；STOT SE 3 (50%)；Aquatic Chronic 3 (50%)

Regulatorische Informationen

Regulatory Information · 3 Einträge

Chemical: 2-Cyclohexen-1-one, 3-methyl-6-(1-methylethylidene)-

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

2-Cyclohexen-1-one, 3-methyl-6-(1-methylethylidene)-: Does not have an individual approval but may be used under an appropriate group standard

Sicherheitsdaten

tsca: TSCA listed

Chemie und Industrie

Pharmakologische Informationen

Cellular LocationsCytoplasm；Extracellular；Membrane

Verwendung und Herstellung

Use Classification · 4 Einträge

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

General Manufacturing Information2-Cyclohexen-1-one, 3-methyl-6-(1-methylethylidene)-: INACTIVE

Anwendungen · 2 Einträge

BeschreibungPiperitenone is a monoterpene that has been found in various plants, including Cannabis, and has antioxidant activity. It scavenges 2,2-diphenyl-1-picrylhydrazyl (DPPH; ) radicals in a cell free assay (IC50 = 22.7 μg/ml). Piperitenone also inhibits peroxidation of linoleic acid .

OccurrenceReported present in pennyroyal, spearmint and Scotch spearmint oils, citrus peel oils and juices, black cur rants, cardamom, origanum, buchu oil, lemon balm and mastic gum fruit oil.