p-メンタ-1,4(8)-ジエン-3-オン

Piperitenone

HCID 381152

ノート反応

部分構造検索類似構造を探す

基本情報

CAS: 491-09-8
標準SMILES: CC1=CC(=O)C(=C(C)C)CC1
InChIKey: HKZQJZIFODOLFR-UHFFFAOYSA-N
分子式: C10H14O
平均分子量: 150.22 g/mol
単同位体質量: 150.10446507

名称と識別子

優先名称: Piperitenone
IUPAC: 3-methyl-6-propan-2-ylidenecyclohex-2-en-1-one
現地名: p-メンタ-1,4(8)-ジエン-3-オン
英語名: 3-methyl-6-(1-methylethylidene)cyclohex-2-en-1-one
分子式: C10H14O
分子量: 150.22

名称と別名

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

名称をさらに表示

p-メンタ-1,4(8)-ジエン-3-オン3-メチル-6-(1-メチルエチリデン)-2-シクロヘキセン-1-オン1,4(8)-p-メンタジエン-3-オン6-イソプロピリデン-3-メチル-2-シクロヘキセン-1-オンピペリテノン3-メチル-6-イソプロピリデン-2-シクロヘキセン-1-オン3-メチル-6-(プロパン-2-イリデン)シクロヘキサ-2-エン-1-オン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

データベース識別子

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

物性

構造計算による物性

XLogP: 2.2
極性表面積: 17.1 Å²
水素結合供与体数: 0
水素結合受容体数: 1
回転可能結合数: 0
重原子数: 11
形式電荷: 0
複雑度: 240

実験および物理化学的性質

Density0.976-0.983

Solubility · 2 件

insoluble in water; soluble in oils

miscible (in ethanol)

Boiling Point · 2 件

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 件

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

物理化学的性質

融点: 184 · 184-184.5 °C
沸点: 231.78 °C · 231.78°C (rough estimate)
比重(密度): 0.9774 · 0.9774
屈折率: 1.5294 · 1.5294 (estimate)
FEMA: 3560 · 3560 | P-MENTHA-1,4(8)-DIEN-3-ONE
貯蔵温度: 2 · 2-8°C
溶解性: DMF: miscible; DMSO: miscible; Ethanol: miscible
臭い (Odor): 10 %。シャープミントフェノール · ジプロピレングリコール中10.00%。シャープミントフェノール
においのタイプ: ミント系
JECFA Number: 757 · 757
LogP: 2.87 · 2.87
EPAの化学物質情報: 2 · 2-Cyclohexen-1-one, 3-methyl-6-(1-methylethylidene)- (491-09-8)

化学的性質

化学的特性p-Mentha-1,4(8)-dien-3-one has a powerful sharp, herbal minty, phenolic odor.

安全と法規制

GHS分類

GHS Classification · 6 件

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.

危険有害性情報

Regulatory Information · 3 件

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%)

法規制情報

Regulatory Information · 3 件

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

安全データ

tsca: TSCA listed

化学と産業

薬理情報

Cellular LocationsCytoplasm；Extracellular；Membrane

用途と製造

Use Classification · 4 件

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

応用分野 · 2 件

説明Piperitenone 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 .

天然物の起源Reported 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.