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W342017

Sigma-Aldrich

Damascenone

natural, 1.1-1.4 wt. % (190 proof ethanol), FG

Synonym(s):

β-Damascenone, 1-(2,6,6-Trimethylcyclohexa-1,3-dien-1-yl)-2-buten-1-one

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About This Item

Empirical Formula (Hill Notation):
C13H18O
CAS Number:
23696-85-7
Molecular Weight:
190.28
FEMA Number:
3420
MDL number:
MFCD00101024
UNSPSC Code:
12164502
PubChem Substance ID:
24901692
Flavis number:
7.108
NACRES:
NA.21

grade

FG
Fragrance grade
Kosher
natural

Quality Level

400

agency

follows IFRA guidelines

reg. compliance

EU Regulation 1223/2009
EU Regulation 1334/2008 & 872/2012
FDA 21 CFR 110

form

liquid

concentration

1.1-1.4 wt. % (190 proof ethanol)

color

yellow

refractive index

n20/D 1.350-1.380 (lit.)

density

0.800-0.830 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

apple; smoky; herbaceous; nutty; citrus; woody; rose; wine-like

storage temp.

2-8°C

SMILES string

C\C=C\C(=O)C1=C(C)C=CCC1(C)C

InChI

1S/C13H18O/c1-5-7-11(14)12-10(2)8-6-9-13(12,3)4/h5-8H,9H2,1-4H3/b7-5+

InChI key

POIARNZEYGURDG-FNORWQNLSA-N

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General description

Damascenone is a norisoprenoid ketone mainly found in red wines. It occurs naturally in tomato and grapes.

Application

Damascenone is a fragrance ingredient that can be used in shampoos, fine fragrances, decorative cosmetics, toilet soaps as well as non-cosmetic products like household cleaners and detergents.

Biochem/physiol Actions

Taste at 1-5 ppm

Other Notes

Natural occurrence: Apple juice, apricot, black currant, grape, raspberry, strawberry, cognac, rum, whiskey and scotch.

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Danger

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2 - Skin Sens. 1

Storage Class

3 - Flammable liquids

wgk_germany

WGK 2

flash_point_f

60.8 °F - closed cup

flash_point_c

16 °C - closed cup

ppe

Eyeshields, Faceshields, 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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Lucia Castro-Vázquez et al.
Journal of agricultural and food chemistry, 54(13), 4809-4813 (2006-06-22)
Honeydew honeys from holm-oak, oak, and forest were isolated for aroma compounds by simultaneous distillation-extraction and analyzed by gas chromatography-mass spectrometry. In all, 66 volatile components were identified and quantified. trans-Oak lactone, a characteristic volatile component of oak wood, is
Frank Benkwitz et al.
Journal of agricultural and food chemistry, 60(25), 6293-6302 (2012-06-06)
In this study three different approaches were employed to identify key odorants in Sauvignon blanc wines. First, the concentrations of the odorants were compared to their respective aroma detection thresholds. The resulting odor activity values (OAV) were transformed into a
J Lalko et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 45 Suppl 1, S192-S198 (2007-11-27)
A toxicologic and dermatologic review of cis-beta-damascone when used as a fragrance ingredient is presented.
U Pongprayoon et al.
Planta medica, 58(1), 19-21 (1992-02-01)
The crude extract (IPA) of the plant Ipomoea pes-caprae (L.) R. Br. has previously been shown to antagonize smooth muscle contractions induced by several agonists via a non-specific mechanism. Bioassay-guided fractionation of IPA resulted in isolation of the antispasmodically acting
Merran A Daniel et al.
Journal of agricultural and food chemistry, 52(26), 8127-8131 (2004-12-23)
Damascenone has been shown to undergo reaction with common wine components. Following the action of acid and heat alone, two bicyclic compounds, 4,9,9-trimethyl-8-methylenebicyclo[3.3.1]non-6-en-2-one (2) and 4,4,9-trimethyl-8-methylenebicyclo[3.3.1] non-6-en-2-one (3), were isolated. However, this conversion takes place only very slowly, if at
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