γ-オクタノラクトン

gamma-Octalactone

HCID 7704

基本情報

CAS: 104-50-7
標準SMILES: CCCCC1CCC(=O)O1
InChIKey: IPBFYZQJXZJBFQ-UHFFFAOYSA-N
分子式: C8H14O2
平均分子量: 142.2 g/mol
単同位体質量: 142.09937969

概要

Gamma-octalactone is a gamma-lactone that is oxolan-2-one substituted by a butyl group at position 5. It is a volatile compound found in peaches, mangoes, beef and ham. It has a role as an insect attractant, a flavouring agent, a mammalian metabolite, a mouse metabolite, a plant metabolite and a fungal metabolite. It is a volatile organic compound, a gamma-lactone and a tetrahydrofuranone.

名称と識別子

優先名称: gamma-Octalactone
IUPAC: 5-butyloxolan-2-one
現地名: γ-オクタノラクトン
英語名: gamma-Octanoic lactone
分子式: C8H14O2
分子量: 142.2

名称と別名

GAMMA-OCTALACTONE104-50-74-Octanolide5-butyloxolan-2-one4-Hydroxyoctanoic acid lactone2(3H)-Furanone, 5-butyldihydro-5-Butyldihydro-2(3H)-furanone8-Oxo-5-octanolideOctanoic acid, gamma lactonegamma-Butyl-gamma-butyrolactonegamma-N-Butyl-gamma-butyrolactoneFEMA No. 2796

名称をさらに表示

γ-オクタノラクトン5-ブチル-4,5-ジヒドロフラン-2(3H)-オン4-ブチル-4-ヒドロキシ酪酸ラクトン5-ブチルテトラヒドロフラン-2-オン4-ヒドロキシオクタン酸1,4-ラクトン4-ヒドロキシオクタン酸ラクトンγ-オクタラクトン5-ブチルジヒドロフラン-2(3H)-オンγ-ヒドロキシカプリル酸ラクトンΓ-オクタン酸ラクトンΓ‐オクタン酸ラクトンγ-Octalactoneγ-OctalactoneΓ-OCTALACTONEγ-octanoic lactonegama-OctalactoneFEMA 2796

DTXSID1047609UHD6M52X0KNSC-24270NSC-26509DTXCID9027609CHEBI:145738RefChem:639598203-208-1

物性

構造計算による物性

XLogP: 1.6
極性表面積: 26.3 Å²
水素結合供与体数: 0
水素結合受容体数: 2
回転可能結合数: 3
重原子数: 10
形式電荷: 0
複雑度: 120

実験および物理化学的性質

Chemical ClassesOther Classes -> Lactones

LipidsFatty Acyls [FA] -> Fatty esters [FA07] -> Lactones [FA0704]

FragrancesFragrance Ingredient (gamma-Octalactone) -> IFRA transparency List

Food Additives · 2 件

FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food

Food

Density0.970-0.980

Flavoring AgentsEU Flavoring substances

安全と法規制

安全情報は参考情報です。供給元の安全データシート（SDS）、適用法令、専門家による評価に代わるものではありません。

GHS分類

GHS Classification · 3 件

This chemical does not meet GHS hazard criteria for 92.8% (1616 of 1742) of all reports.

Not Classified

Aggregated GHS information provided per 1742 reports by companies from 9 notifications to the ECHA C&L Inventory.

危険有害性情報

Regulatory Information · 5 件

Chemical: 2(3H)-Furanone, 5-butyldihydro-

Regulation (EC) No 1831/2003 (amended)

2(3H)-Furanone, 5-butyldihydro- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2(3H)-Furanone, 5-butyldihydro- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 10-03-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/27548

2(3H)-Furanone, 5-butyldihydro-: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryA moderate skin irritant; [RTECS] Safe when used as a flavoring agent in food; [JECFA] A skin and strong eye irritant; [Alfa Aesar MSDS] See Butyrolactone. See gamma-Nonalactone.

Hazard Classes and CategoriesNot Classified

毒性情報

Adverse EffectsNeurotoxin - Acute solvent syndrome

安全データ

wgk: 1
tsca: TSCA listed
rtecs: LU3562000
毒性: LD50 orl-rat: 4400 mg/kg FCTXAV 14,821,76

化学と産業

薬理情報

Cellular LocationsCytoplasm

用途と製造

UsesUsed as flavoring agent or adjuvant; [FDA]

U.S. Production2023: 7,000,000 - <8,500,000 lb

Consumer UsesFragrance

Industry UsesFragrance

Household ProductsInformation on 20 consumer products that contain Gamma-Octalactone in the following categories is provided:

Use Classification · 3 件

Fragrance Ingredients

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

応用分野 · 4 件

説明y-Octalactone has a strong, fruity odor reminiscent of coconut with a very sweet taste. This substance may be prepared synthetically from epoxy-1,2-hexane and sodio-malonic ester; after saponification the oxyacid is extracted with ether and is lactonized.

天然物の起源Reported found in apricot, peach, blue cheese, butter, cooked chicken and cooked pork, licorice, milk, raspberry, roasted barley, and roasted filbert.

使用(Gamma)-Octalactone is a synthetic flavoring agent that is a stable, colorless to slightly yellow liquid of peach odor. It should be stored in glass or tin containers. It is used in flavors for peach with applications in baked goods, candy, and ice cream at 5–17 ppm.

化合物ノート

読み込み中…

部分構造検索類似構造を探す

基本情報

CAS: 104-50-7
標準SMILES: CCCCC1CCC(=O)O1
InChIKey: IPBFYZQJXZJBFQ-UHFFFAOYSA-N
分子式: C8H14O2
平均分子量: 142.2 g/mol
単同位体質量: 142.09937969

概要