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W258814

Sigma-Aldrich

4-(4-Hydroxyphenyl)-2-butanone

natural, ≥98%, FCC, FG

Synonym(s):

Frambione, NSC 26515, Raspberry ketone

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About This Item

Linear Formula:
HOC6H4CH2CH2COCH3
CAS Number:
Molecular Weight:
164.20
FEMA Number:
2588
Beilstein:
776080
EC Number:
Council of Europe no.:
755
MDL number:
UNSPSC Code:
12164502
PubChem Substance ID:
Flavis number:
7.055
NACRES:
NA.21

grade

FG
Fragrance grade
Halal
Kosher
natural

Quality Level

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

Assay

≥98%

mp

81-85 °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

berry; jam; raspberry; sweet

SMILES string

CC(=O)CCc1ccc(O)cc1

InChI

1S/C10H12O2/c1-8(11)2-3-9-4-6-10(12)7-5-9/h4-7,12H,2-3H2,1H3

InChI key

NJGBTKGETPDVIK-UHFFFAOYSA-N

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Application


  • Sex-Specific Effects on Total Body Fat Gain with 4-Week Daily Dosing of Raspberry Ketone [4-(4-Hydroxyphenyl)-2-butanone] and Ketogenic Diet in Mice.: This research investigates the effects of daily dosing of raspberry ketone on body fat and metabolic health, providing insights into gender-specific responses and potential therapeutic uses of raspberry ketone for obesity and metabolic syndrome (Hao L et al., 2023).

  • Metabolic gene signature in white adipose tissue of oral doses raspberry ketone [4-(4-hydroxyphenyl)-2-butanone] that prevent diet-induced weight gain and induce loss of righting reflex.: This study delves into the molecular mechanisms through which raspberry ketone influences weight management and metabolic health, highlighting its potential applications in nutraceuticals and metabolic research (Kshatriya D et al., 2023).

  • Reduced Body Fat and Epididymal Adipose Apelin Expression Associated With Raspberry Ketone [4-(4-Hydroxyphenyl)-2-Butanone] Weight Gain Prevention in High-Fat-Diet Fed Mice.: Demonstrates the bioactive properties of raspberry ketone in modulating fat metabolism and adipose tissue function, offering a potential strategy for combating obesity and related metabolic disorders (Hao L et al., 2021).

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Chie Morimoto et al.
Life sciences, 77(2), 194-204 (2005-05-03)
Raspberry ketone (4-(4-hydroxyphenyl) butan-2-one; RK) is a major aromatic compound of red raspberry (Rubus idaeus). The structure of RK is similar to the structures of capsaicin and synephrine, compounds known to exert anti-obese actions and alter the lipid metabolism. The
Lili Wang et al.
Journal of medicinal food, 15(5), 495-503 (2012-05-04)
The protective effect of raspberry ketone against nonalcoholic steatohepatitis (NASH) was tested by using a high-fat diet-induced NASH model, and its mechanism was explored. Forty Sprague-Dawley rats with a 1:1 male to female ratio were randomly divided into five groups:
Daniela E Taupp et al.
Mycologia, 100(4), 529-538 (2008-10-07)
Exposition to UV-A light stimulated the growth and synthesis of raspberry ketone in submerged cultures of the basidiomycete Nidula niveotomentosa. To investigate the fungus' response to UV-A light differentially expressed proteins were identified by means of 2D-electrophoresis. Light induced proteins
S P Crispim et al.
Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment, 27(4), 433-446 (2010-01-16)
This study aimed to compare different methods of assessing dietary exposure to flavourings in the context of a stepwise approach. The dietary exposure to four flavourings--raspberry ketone, glycyrrhizinic acid, coumarin, and caffeine--was determined. When dietary exposure exceeded the safety limits
G Hrazdina
Journal of agricultural and food chemistry, 54(4), 1116-1123 (2006-02-16)
Although plant tissue cultures have been in use for the past hundred years, adapting them for the production of aroma compounds started only in the 1970s. The use of tissue cultures in aroma production has its advantages, because plant cells

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