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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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Kyoung Sik Park
Planta medica, 76(15), 1654-1658 (2010-04-29)
Raspberry ketone (RK) is a natural phenolic compound of the red raspberry. The dietary administration of RK to male mice has been reported to prevent high-fat diet-induced elevation in body weight and to increase lipolysis in white adipocytes. To elucidate
G Fronza et al.
Journal of agricultural and food chemistry, 47(3), 1150-1155 (1999-12-20)
The natural abundance (2)H NMR characterization of raspberry ketone 1 extracted from himalayan Taxus baccata and of the accompanying (R) carbinol 2 is performed and compared with that of samples of 1 obtained from 2 by oxidation with Candida boidinii
A Böker et al.
Biotechnology progress, 17(3), 568-572 (2001-06-02)
The basidiomycete Nidula niveo-tomentosa produced 4-(4-hydroxyphenyl)-butan-2-one (raspberry ketone), one of the character impact components of raspberry flavor, and its corresponding alcohol. A systematic attempt was made to improve the productivity of this fungus. Variation of nutrient medium composition, precursor amount
Naoaki Harada et al.
Growth hormone & IGF research : official journal of the Growth Hormone Research Society and the International IGF Research Society, 18(4), 335-344 (2008-03-07)
Sensory neurons release calcitonin gene-related peptide (CGRP) on activation. We recently reported that topical application of capsaicin increases facial skin elasticity and promotes hair growth by increasing dermal insulin-like growth factor-I (IGF-I) production through activation of sensory neurons in mice
S Pedapudi et al.
Biotechnology progress, 16(3), 346-349 (2000-06-03)
Production levels of p-coumaric acid (p-CA), p-hydroxyphenylbut-3-ene-2-one (benzalacetone), and p-hydroxyphenyl-2-butanone (raspberry ketone) were measured in raspberry cell suspension cultures to investigate metabolite dynamics in a short (two-step) pathway. Intracellular concentrations of benzalacetone and the raspberry ketone fluctuated during the time

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