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W253901

Sigma-Aldrich

γ-Heptalactone

≥98%, FCC, FG

Synonym(s):

(±)-4-Heptanolide, (±)-γ-Propyl-γ-butyrolactone, (±)-Dihydro-5-propyl-2(3H)-furanone

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About This Item

Empirical Formula (Hill Notation):
C7H12O2
CAS Number:
Molecular Weight:
128.17
FEMA Number:
2539
Beilstein/REAXYS Number:
109569
EC Number:
Council of Europe no.:
2253
MDL number:
UNSPSC Code:
12164502
PubChem Substance ID:
Flavis number:
10.020
NACRES:
NA.21

biological source

synthetic

Quality Level

grade

FG
Fragrance grade
Halal
Kosher

agency

follows IFRA guidelines
meets purity specifications of JECFA

reg. compliance

EU Regulation 1223/2009
EU Regulation 1334/2008 & 178/2002
FCC
FDA 21 CFR 117
FDA 21 CFR 172.515

assay

≥98%

refractive index

n20/D 1.442 (lit.)

bp

61-62 °C/2 mmHg (lit.)

density

0.999 g/mL at 25 °C (lit.)

application(s)

flavors and fragrances

documentation

see Safety & Documentation for available documents

food allergen

no known allergens

fragrance allergen

no known allergens

organoleptic

coconut; creamy; sweet

SMILES string

CCCC1CCC(=O)O1

InChI

1S/C7H12O2/c1-2-3-6-4-5-7(8)9-6/h6H,2-5H2,1H3

InChI key

VLSVVMPLPMNWBH-UHFFFAOYSA-N

Gene Information

human ... CYP1A2(1544)

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Related Categories

General description

γ-Heptalactone is a volatile flavor compound found in mangoes, strawberries, pineapples as well as in some dairy products. It is used as a flavoring agent in the food and cosmetic industry.

Application


  • Enzymes with Lactonase Activity against Fungal Quorum Molecules as Effective Antifungals.: This study investigates the potential of lactonase enzymes in combating fungal infections by disrupting fungal communication systems. The findings indicate significant antifungal activity, suggesting applications in developing new antifungal treatments (Efremenko et al., 2024).

  • Product study of the reactions of gamma-caprolactone and gamma-heptalactone initiated by OH radicals at 298 K and atmospheric pressure: Formation of acyl peroxynitrates (APN).: This research explores the chemical reactions of gamma-heptalactone with OH radicals, leading to the formation of acyl peroxynitrates, which are significant in atmospheric chemistry and pollution studies (Baptista et al., 2023).

  • Effect of gamma-Heptalactone on the Morphology and Production of Monascus Pigments and Monacolin K in Monascus purpureus.: The paper examines how gamma-heptalactone influences the production of bioactive compounds in Monascus purpureus, with implications for food and pharmaceutical industries (Shi et al., 2022).

  • RIFM fragrance ingredient safety assessment, gamma-heptalactone, CAS Registry Number 105-21-5.: This safety assessment evaluates gamma-heptalactone as a fragrance ingredient, ensuring its safe use in various consumer products (Api et al., 2019).

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Skin Irrit. 2

wgk_germany

WGK 2

flash_point_f

230.0 °F

flash_point_c

110 °C

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Insights into protein recognition for γ-lactone essences and the effect of side chains on interaction via microscopic, spectroscopic, and simulative technologies
Sun Q, et al.
Food Chemistry, 278, 127-135 (2019)
Mango flavor
Chauhan OP, et al.
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The purpose of this study was to determine the cytochrome P450 1A2 (CYP1A2) inhibition potencies of structurally diverse compounds to create a comprehensive three-dimensional quantitative structure-activity relationship (3D-QSAR) model of CYP1A2 inhibitors and to use this model to predict the

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