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Key Documents

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

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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
Sunil K Chattopadhyay et al.
Bioorganic & medicinal chemistry letters, 14(7), 1729-1731 (2004-03-18)
The title chiral amine, 3-(4-methoxyphenyl)-1-methylpropylamine 5 has been synthesized from naturally abundant betuligenol 1 in three steps and also in good yield. Furthermore, the versatile intermediate 3 could be manipulated for the preparation of chiral disulphide 7. The amine derivative
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
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

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