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Compound Summary

General Compound Information

4-(4-hydroxyphenyl)-2-butanone)

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Description

Raspberry ketone is a ketone that is 4-phenylbutan-2-one in which the phenyl ring is substituted at position 4 by a hydroxy group. It is found in a variety of fruits including raspberries, blackberries and cranberries, and is used in perfumery and cosmetics. It has a role as a flavouring agent, a fragrance, a metabolite, a hepatoprotective agent, a cosmetic and an androgen antagonist. It is a member of phenols and a methyl ketone.

Synonyms

4-(4-Hydroxyphenyl)-2-butanone; 5471-51-2; Raspberry ketone; 4-(4-Hydroxyphenyl)butan-2-one; Frambinone;

Oxyphenalon;Rheosmin;4-(p-Hydroxyphenyl)-2-butanone;Rasketone;4-Hydroxybenzylacetone;p-Hydroxybenzyl acetone;2-Butanone, 4-(4-hydroxyphenyl)-;4-(3-Oxobutyl)phenol;1-(p-Hydroxyphenyl)-3-butanone;1-(4-Hydroxyphenyl)-3-butanone;rasberry ketone;(p-Hydroxybenzyl)acetone;2-BUTANONE, 4-(p-HYDROXYPHENYL)-;FEMA No. 2588;p-hydroxyphenylbutan-2-one;NSC 26515;RASPBERRYKETONE;7QY1MH15BG;CHEMBL105912;DTXSID5044495;CHEBI:68656;MFCD00002394;NSC-26515;4-[4-hydroxyphenyl]butan-2-one;Oxyphenylon;Hydroxyphenylbutanone, p-;EINECS 226-806-4;UNII-7QY1MH15BG;BRN 0776080;Himbeerketon;Frambione;Rheosmine;4-(p-Hydroxyphenyl)-2-butanone (natural);AI3-31812;HSDB 8163;Nat. Raspberry Ketone;p-Hydroxy benzylacetone;(4-Hydroxybenzyl)acetone;4-hydroxyphenylbutan-2-one;EC 226-806-4;SCHEMBL43308;WLN: QR D2V1;P-HYDROXY-BENZYLACETONE;RASPBERRY KETONE [MI];NATURAL RASPBERRY KETONE;4-(p-Hydroxyphenyl)2-Butanone;RASPBERRY KETONE [INCI];DTXCID3024495;RASPBERRY KETONE [VANDF];FEMA 2588;2-Butanone,4-Hydroxybenzylacetone;RASPBERRY KETONE [USP-RS];ZINC154632;4-(4-hydroxyphenyl) butan-2-one;4-(4-hydroxyphenyl)-butan-2-one;HY-N1426;NSC26515;1-(4-hydroxy-phenyl)-butan-3-one;Tox21_301459;4-(4-Hydroxy-phenyl)-butan-2-one;BBL009822;BDBM50315100;s9480;STK801275;AKOS000120840;4(P-HYDROXYPHENYL)-2-BUTANONE;PS-4612;RASPBERRY KETONE [USP IMPURITY];4-(4-Hydroxyphenyl)-2-butanone, 99%;NCGC00255780-01;4-(4'-Hydroxyphenyl)-2-butanone-[d5];AC-24193;SY004032;CAS-5471-51-2;DB-003440;DOBUTAMINE IMPURITY B [EP IMPURITY];CS-0016855;FT-0616638;FT-0669951;H0604;EN300-18634;4-(P-HYDROXYPHENYL)-2-BUTANONE [FCC];4-(P-HYDROXYPHENYL)-2-BUTANONE [FHFI];D70581;4-(4-HYDROXYPHENYL)BUTAN-2-ONE [WHO-DD];A830340;AE-473/30684056;Q414484;W-105606;4-(4-Hydroxyphenyl)-2-butanone, >=98%, FCC, FG;4-(4-Hydroxyphenyl)-2-butanone, analytical standard;DOBUTAMINE HYDROCHLORIDE IMPURITY B [EP IMPURITY];4-(4-Hydroxyphenyl)-2-butanone, natural, >=98%, FCC, FG;4-(4-Hydroxyphenyl)-2-butanone, certified reference material, TraceCERT(R);Raspberry ketone, United States Pharmacopeia (USP) Reference Standard;RACTOPAMINE HYDROCHLORIDE SUSPENSION IMPURITY, RASPBERRY KETONE- [USP IMPURITY];BKZ;

FlavorDB ID

3229

PUBCHEM ID

Molecular Weight

164.2 Molecular Formula

C10H12O2

Openeye Can Smiles

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

IUPAC Inchikey

NJGBTKGETPDVIK-UHFFFAOYSA-N

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Toxicity Summary
Link to the Distributed Structure-Searchable Toxicity (DSSTox) Database

Food Additive Safety (OFAS)
4-(P-HYDROXYPHENYL)-2-BUTANONE 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: 4-(p-Hydroxyphenyl)butan-2-one

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

Output ID	SPECIES	Route	Duration Days	END POINT	QUALIFIER	VALUE	UNIT	EFFECT	Toxicity
2254	Unspecified	Not reported	91	NOAEL	=	280	mg/kg bw/day	not reported	not reported
2863	Rat	oral: feed	91	NOAEL	=	128	mg/kg bw/day	organ weights	systemic
2863	Earthworm	Not reported		LC50	=	248	mg/kg	mortality
2863	Daphnia magna	Not reported		LC50	=	16.85	mg/L	mortality

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
2863	MSI/FC	=	11	mg/kg	Cats as pet
2863	MSI/FC	=	21	mg/kg	Chicken for egg production
2863	MSI/FC	=	21	mg/kg	Chicken for meat production
2863	MSI/FC	=	26	mg/kg	Pigs - less than 1 year old
2863	MSI/FC	=	37	mg/kg	Cattle for milk production
2863	MSI/FC	=	38	mg/kg	Turkeys for meat production
2863	MSI/FC	=	43	mg/kg	Pigs for meat production
2863	MSI/FC	=	43	mg/kg	Pigs for reproduction
2863	MSI/FC	=	56	mg/kg	Cattle for meat production
2863	MSI/FC	=	64	mg/kg	Cattle for meat production - less than 1 year old
2863	MSI/FC	=	64	mg/kg	Salmons
2863	MSI/FC	=	68	mg/kg	Dogs as pet
2863	PNEC	=	16.85	µg/L	Aquatic compartment
2863	PNEC	=	248	µg/kg	Soil compartment

Genotoxicity

Author	YEAR	OUTPUT ID	Genotoxicity
EFSA AFC	2008	2254	Not determined
EFSA FEEDAP	2016	2863	Not determined

EFSA Outputs

Output ID	Title	DOI	Published
2254	Flavouring Group Evaluation 58 (FGE.58): Consideration of phenol derivatives evaluated by JECFA (55th meeting) structurally related to ring substituted phenolic substances evaluated by EFSA in FGE.22 (2006) (Commission Regulation (EC) No 1565/2000 of 18 July 2000). Opinion of the Scientific Panel on Food Additives, Flavourings, Processing Aids and Materials in contact with Food (AFC) on a request from the Commission	doi:10.2903/j.efsa.2008.711	21May2008
2863	Safety and efficacy of aromatic ketones, secondary alcohols and related esters belonging to chemical group 21 when used as flavourings for all animal species	doi:10.2903/j.efsa.2016.4557	23Aug2016

Receptors

Receptor information of this compound is not available!

Consensus Spectra

Spectrum Type	Spectrum View	Description	Polarity
Experimental GCMS	view	GCMS	positive
Experimental LCMS	view	LCMS_Positive	positive

Content

Compound Summary

4-(4-hydroxyphenyl)-2-butanone)

Description

Synonyms

4-(4-Hydroxyphenyl)-2-butanone; 5471-51-2; Raspberry ketone; 4-(4-Hydroxyphenyl)butan-2-one; Frambinone;

FlavorDB ID

3229

PUBCHEM ID

21648

Molecular Weight

164.2

Molecular Formula

C10H12O2

Openeye Can Smiles

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

IUPAC Inchikey

NJGBTKGETPDVIK-UHFFFAOYSA-N

Network

Shown in network

Similarity

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Content

Compound Summary

4-(4-hydroxyphenyl)-2-butanone)

Description

Synonyms

4-(4-Hydroxyphenyl)-2-butanone; 5471-51-2; Raspberry ketone; 4-(4-Hydroxyphenyl)butan-2-one; Frambinone;

FlavorDB ID

3229

PUBCHEM ID

21648

Molecular Weight

164.2

Molecular Formula

C10H12O2

Openeye Can Smiles

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

IUPAC Inchikey

NJGBTKGETPDVIK-UHFFFAOYSA-N

Network

Shown in network

Similarity

Show/Hide similarity panel

OpenFoodTox: component 4-(p-Hydroxyphenyl)butan-2-one

GC-MS Spectrum

GC-MS Spectrum