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Compound Summary

General Compound Information

(E)-beta-damascenone

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Description

Beta-damascenone is a cyclic monoterpene ketone that is 2,6,6-trimethylcyclohexa-1,3-diene substituted at position 1 by a crotonoyl group. It has a role as a fragrance, a volatile oil component and a plant metabolite. It is an enone, an apo carotenoid monoterpenoid and a cyclic monoterpene ketone.

Synonyms

Damascenone; beta-Damascenone; 23696-85-7; 23726-93-4; trans-beta-Damascenone;

trans-damascenone;.beta.-Damascenone;1-(2,6,6-Trimethylcyclohexa-1,3-dien-1-yl)but-2-en-1-one;2-BUTEN-1-ONE, 1-(2,6,6-TRIMETHYL-1,3-CYCLOHEXADIEN-1-YL)-;(E)-1-(2,6,6-trimethylcyclohexa-1,3-dien-1-yl)but-2-en-1-one;FEMA No. 3420;(E)-.beta.-Damascenone;(E)-1-(2,6,6-Trimethyl-1,3-cyclohexadien-1-yl)-2-buten-1-one;U66V25TBO0;(2E)-1-(2,6,6-Trimethyl-1,3-cyclohexadien-1-yl)-2-buten-1-one;2-Buten-1-one, 1-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)-, (2E)-;4-(2,6,6-Trimethylcyclohexa-1,3-dienyl)but-2-en-4-one;1-(2,6,6-Trimethyl-1,3-cyclohexadien-1-yl)-2-buten-1-one;2-Buten-1-one, 1-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)-, (E)-;2,6,6-Trimethyl-1-trans-crotonoyl-1,3-cyclohexadiene;1-[2,6,6-Trimethyl-1,3-cyclohexadien-1-yl]-2E-buten-1-one;(2E)-1-(2,6,6-trimethylcyclohexa-1,3-dien-1-yl)but-2-en-1-one;Damascenone (natural);DTXSID6041397;fermentone;UNII-U66V25TBO0;EINECS 245-833-2;EINECS 245-844-2;Damascenone, trans-;damascenone (e-beta);(E)-beta-damascenone;beta-(E)-damascenone;2,6,6-Trimethyl-1-crotonyl-1,3-cyclohexadiene;trans-.beta.-Damascenone;.beta.-(E)-Damascenone;DAMASCENONE,.BETA.-;SCHEMBL80947;DISCONTINUED, UNSTABLE";Damascenone, analytical standard;TRANS-.BETA.-DAMASCENON;CHEMBL3733030;CHEBI:67251;.BETA.-DAMASCENONE [MI];DTXCID80196511;DTXSID90885242;.BETA.-DAMASCENON, TRANS-;1-(2,6,6-Trimethyl-1,3-cyclohexadien-1-yl)-2-buten-1-one; 1-(2,6,6-Trimethyl-1,3-cyclohexadienyl)-2-buten-1-one; 1-Crotonoyl-2,6,6-trimethyl-1,3-cyclohexadiene; 2,6,6-Trimethyl-1-(2-butenoyl)-1,3-cyclohexadiene;HY-N2543;Tox21_304001;2-Buten-1-one, 1-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)-, (E);LMPR01070304;MFCD00101024;s6431;AKOS015914961;ZINC100070359;NCGC00357220-01;AC-34815;BS-16271;CAS-23696-85-7;CS-0022815;1-crotonoyl-2,6,6-trimethylcyclohexa-1,3-diene;2,6,6-trimethyl-1-crotonoyl-1,3-cyclohexadiene;A816852;Q416126;(E)-beta-Damascenone 1000 microg/mL in Acetonitrile;Damascenone, certified reference material, TraceCERT(R);4-(2,6,6-Trimethyl cyclohexa-1,3-dienyl)but-2-en-4-one;(E)-1-(2,6,6-trimethylcyclohexa-1,3-dienyl)but-2-en-1-one;(e)-1-(2,6,6-trimethyl-1-cyclohexa-1,3-dienyl)but-2-en-1-one;Damascenone, natural, 1.1-1.3 wt. % (190 proof ethanol), FG;(2 E)-1-(2,6,6-trimethylcyclohexane-1,3-dien-1-yl)but-2-en-1-one;1-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)-2-buten-1-one, trans-;4-(2,6,6-TRIMETHYL CYCLOHEXA-1,3-DIENYL) BUT-2-EN-4-ONE [FHFI];

FlavorDB ID

286 PUBCHEM ID

Molecular Weight

190.28 Molecular Formula

C13H18O

Openeye Can Smiles

CC=CC(=O)C1=C(C=CCC1(C)C)C

IUPAC Inchikey

POIARNZEYGURDG-FNORWQNLSA-N

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Similarity

CATEGORY	QUALITY	THRESHOLD	OCCURENCE	REFERENCE
smell	cooked apple-like	1.000e-2 µmol/L		details
smell	fruity, honey-like	1.486e-8 µmol/L	coffee	details
smell		1.577e-8 µmol/L		details
smell	honey-like, fruity	1.577e-8 µmol/L	coffee	details
smell	cooked apple-like, apple-like	1.486e-8 µmol/L		details
smell	cooked apple-like	2.102e-3 µmol/L	rum red wine	details
smell	cooked apple-like	3.153e-5 µmol/L	barley tea	details

Food Additive Safety (OFAS)
4-(2,6,6-TRIMETHYLCYCLOHEXA-1,3-DIENYL)BUT-2-EN-4-ONE is used for FLAVORING AGENT OR ADJUVANT. More food additive safty information please view GRAS report.

EFSA's chemical Hazards Database : OpenFoodTox
This compound is found in OpenFoodTox with the name: beta-Damascenone

Reference point : Defined point on an experimental dose–response relationship for the critical effect. This term is synonymous to Point of departure (USA). Reference points include the lowest or no observed adverse effect level (LOAEL/NOAEL) or benchmark dose lower confidence limit (BDML), used to derive a reference value or Margin of Exposure in human and animal health risk assessment. In the ecological area, these include lethal dose (LD50), effect concentration (EC5/ECx), no (adverse) effect concentration/dose (NOEC/NOAEC/NOAED), no (adverse) effect level (NEL/NOAEL), hazard concentration (HC5/HCx) derived from a Species Sensitivity Distributions (SSD) for the ecosystem (EFSA Scientific Committee,2018). Citation: DOI 10.5281/zenodo.4740174

Reference point information of this compound is not available!

Reference Value

Reference Value : The estimated maximum dose (on a body mass basis) or the concentration of an agent to which an individual may be exposed over a specified period without appreciable risk. Reference values are established by applying an uncertainty factor to the reference point. Examples of reference values in human health include acceptable daily intake (ADI) for food and feed additives, and pesticides, tolerable upper intake levels (UL) for vitamins and minerals, and tolerable daily intake (TDI) for contaminants and food contact materials. For acute effects and operators, the acute reference dose (ARfD) and the acceptable operator exposure level (AOEL). In animal health and the ecological area, these include safe feed concentrations and the Predicted no effect concentration (PNEC) respectively (EFSA Scientific Committee, 2018). Citation: DOI 10.5281/zenodo.4740174

OUTPUT ID	ASSESSMENT	QUALIFIER	VALUE	UNIT	POPULATION
2822	MSI/FC	=	1	mg/kg	Pigs
2822	MSI/FC	=	1	mg/kg	Poultry
2822	MSI/FC	=	1.5	mg/kg	Animal not used for food production - unspecified
2822	MSI/FC	=	1.5	mg/kg	Cattle
2822	MSI/FC	=	1.5	mg/kg	Salmons

Genotoxicity

Author	YEAR	OUTPUT ID	Genotoxicity
EFSA CEF	2009	2292	Not determined
EFSA CEF	2014	2485	Negative
EFSA CEF	2015	2694	Negative
EFSA FEEDAP	2016	2822	Not determined

EFSA Outputs

Output ID	Title	DOI	Published
2292	Flavouring Group Evaluation 213: alpha,beta-Unsaturated alicyclic ketones and precursors from chemical subgroup 2.7 of FGE.19. Scientific Opinion of the Panel on Food Contact Materials, Enzymes, Flavourings and Processing Aids (CEF)	doi:10.2903/j.efsa.2009.879	02Apr2009
2485	Scientific Opinion on Flavouring Group Evaluation 213, Revision 1(FGE.213Rev1): Consideration of genotoxic potential for alpha,beta-Unsaturated Alicyclic ketones and precursors fromchemical subgroup 2.7 of FGE.19	doi:10.2903/j.efsa.2014.3661	07May2014
2694	Scientific Opinion on Flavouring Group Evaluation 213, Revision 2 (FGE.213Rev2): Consideration of genotoxic potential for alpha,beta-unsaturated alicyclic ketones and precursors from chemical subgroup 2.7 of FGE.19	doi:10.2903/j.efsa.2015.4244	30Sep2015
2822	Safety and efficacy of secondary alicyclic saturated and unsaturated alcohols, ketones, ketals and esters with ketals containing alicyclic alcohols or ketones and esters containing secondary alicyclic alcohols from chemical group 8 when used as flavourings for all animal species	doi:10.2903/j.efsa.2016.4475	03Jun2016

Receptors

Receptor	REFERENCE	EC50 [µM]	Effective Concentration [µM]
OR8K3	details	Activated

Consensus Spectra

Spectrum Type	Spectrum View	Description	Polarity
Experimental GCMS	view	GCMS	positive

Content

Compound Summary

(E)-beta-damascenone

Description

Beta-damascenone is a cyclic monoterpene ketone that is 2,6,6-trimethylcyclohexa-1,3-diene substituted at position 1 by a crotonoyl group. It has a role as a fragrance, a volatile oil component and a plant metabolite. It is an enone, an apo carotenoid monoterpenoid and a cyclic monoterpene ketone.

Synonyms

Damascenone; beta-Damascenone; 23696-85-7; 23726-93-4; trans-beta-Damascenone;

FlavorDB ID

286

PUBCHEM ID

5366074

Molecular Weight

190.28

Molecular Formula

C13H18O

Openeye Can Smiles

CC=CC(=O)C1=C(C=CCC1(C)C)C

IUPAC Inchikey

POIARNZEYGURDG-FNORWQNLSA-N

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Content

Compound Summary

(E)-beta-damascenone

Description

Beta-damascenone is a cyclic monoterpene ketone that is 2,6,6-trimethylcyclohexa-1,3-diene substituted at position 1 by a crotonoyl group. It has a role as a fragrance, a volatile oil component and a plant metabolite. It is an enone, an apo carotenoid monoterpenoid and a cyclic monoterpene ketone.

Synonyms

Damascenone; beta-Damascenone; 23696-85-7; 23726-93-4; trans-beta-Damascenone;

FlavorDB ID

286

PUBCHEM ID

5366074

Molecular Weight

190.28

Molecular Formula

C13H18O

Openeye Can Smiles

CC=CC(=O)C1=C(C=CCC1(C)C)C

IUPAC Inchikey

POIARNZEYGURDG-FNORWQNLSA-N

Network

Shown in network

Similarity

Show/Hide similarity panel

Reference Details

Reference Details

Reference Details

Reference Details

Reference Details

Reference Details

Reference Details

OpenFoodTox: component beta-Damascenone

Reference Details

GC-MS Spectrum