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292370

Sigma-Aldrich

γ-Nonanoic lactone

97%

Synonym(s):

Coconut aldehyde

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About This Item

Empirical Formula (Hill Notation):
C9H16O2
CAS Number:
104-61-0
Molecular Weight:
156.22
EC Number:
203-219-1
MDL number:
MFCD00005403
UNSPSC Code:
12352100
PubChem Substance ID:
24857580
NACRES:
NA.22
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Quality Level

100

Assay

97%

refractive index

n20/D 1.447 (lit.)

bp

121-122 °C/6 mmHg (lit.)

density

0.976 g/mL at 25 °C (lit.)

functional group

ester

SMILES string

CCCCCC1CCC(=O)O1

InChI

1S/C9H16O2/c1-2-3-4-5-8-6-7-9(10)11-8/h8H,2-7H2,1H3

InChI key

OALYTRUKMRCXNH-UHFFFAOYSA-N

Gene Information

human ... CYP1A2(1544)

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Application

γ-Nonanoic lactone has been used:
  • in quantitative analysis of oak volatile compounds in aged red wine by headspace solid-phase microextraction-GC-MS method[1]
  • as substrate in serum paraoxonase-1 (PON1) enzyme assay[2]
  • in synthesis of 4-hydroxynonanal via reduction of γ-nonanoic lactone by diisobutylaluminum hydride in toluene[3]

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

258.8 °F - closed cup

Flash Point(C)

126 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SHBL6910
MKBR8939V
MKBK5232V
04714DE
04112PC

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R L Haynes et al.
Molecular pharmacology, 58(4), 788-794 (2000-09-22)
4-Hydroxy-2-nonenal (HNE) is a highly reactive lipid aldehyde byproduct of the peroxidation of cellular membranes. The structure of HNE features three functional groups, a C1 aldehyde, a C2==C3 double bond, and a C4- hydroxyl group, each of which may contribute
Mira Rosenblat et al.
The Journal of biological chemistry, 281(11), 7657-7665 (2006-01-13)
High density lipoprotein (HDL)-associated paraoxonase-1 (PON1) anti-atherogenic properties in macrophages, i.e. inhibition of cell-mediated oxidation of low density lipoprotein (LDL) and stimulation of cholesterol efflux, were studied using recombinant variants of PON1 and apoA-I expressed in Escherichia coli and reconstituted
José David Carrillo et al.
Journal of chromatography. A, 1102(1-2), 25-36 (2005-11-11)
A headspace solid-phase microextraction (HS-SPME) and gas chromatography (GC) coupled to mass spectrometry (MS) method was developed to identify and quantify 14 volatile oak compounds in aged red wines. The most important HS-SPME variables were optimised by experimental design technique
Laura E Korhonen et al.
Journal of medicinal chemistry, 48(11), 3808-3815 (2005-05-27)
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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